Dating Lindsey - chaste in college, by her meddling mother

Casual_Reader · Apr 19, 2015

Begger's Dating Lindsey is an interesting take dating a girl who's family (or at least her mother) is into male chastity. Despite both being in college, Jake finds out his new date's mother is a tad . . . protective

“Wait, seriously? Her mom was there like, making sure you opened doors and stuff?”

I gulped. “Yeah, a little more than that.”

“What do you mean?”

I sighed. I knew I shouldn’t tell her this, but I did. I couldn’t just keep it to myself. “She uh…well, put me in this thing, like a cage…”

Tina gave me a blank stare.

“You know…” I said looking down at my crotch.

“You’re joking. She did not put you in a cock cage.”

“You know what it is!?”
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Chapter One: A Frustrating First Date (http://www.orgasmdenial.com/forums/showthread.php?t=8899 )
Chapter Two: The Second Date (http://www.orgasmdenial.com/forums/showthread.php?t=8969 )
Chapter Three: Third Date - The Sleepover (http://www.orgasmdenial.com/forums/showthread.php?t=9047)
Chapter Four: Chores ( http://www.orgasmdenial.com/forums/showthread.php?t=9241 )

Begger also has a blog (http://beggerstories.blogspot.com/ ) - unfortunately, he(?) doesn't seem to have posted anything in several years.

Guest 2117 · Sep 7, 2020

Links to chapters on his original blog.

https://beggerstories.blogspot.com/2012/03/dating-lindsey-chapter-1.html

I've never been great with women. In High School, I never had a date to the prom, I’ve never had a girlfriend, and it seemed like no matter what I did, I could never find a girl interested in me. It always seemed like the cute girls went for the jerks, and the nice guys always get left behind. I guess you could say I got friendzoned early and never got out of it.

In college, I was hoping things would be different. It was my freshman year when I figured I’d have a blank slate. I was 18, and no one knew who I was, and better yet, there were plenty of other 18yr old girls breaking it off with their high school boyfriends.

Things weren’t so simple. It had been a few months and it seemed like I had found myself right back with being “just friends” with every girl I met. Even Tina, the kind of girl that bounced around in a low-cut top and sat in the front row so professors could get a view, didn’t want anything to do with me. She and I became good friends, because, as she has said, she feels like she can trust me and I’m not just hanging out with her for her looks. Though honestly, I’m not even sure I would know what to do with her if I had the chance.

“Listen, I’m sorry Jenny gave you cold shoulder last night,” she said to me one day, sitting next to me in the cafeteria on Sunday morning.

“It’s fine,” I said. For once she was in a modest pair of sweatpants and sweatshirt, though I had seen her last night. She had her regular Saturday clothes on. Lots of cleavage up top, and a crazy short skirt over her legs. “Just one more rejection, right? I don’t get it. I’m really nice, I’m not bad looking. I just keep striking out.”

She gave me a look like she wanted to say something she shouldn’t, but held it back. She thought for a second while she chewed on her low-grade college food. “Sorry, I’m so hung over. Ended up blowing these two guys after doing those everclear shots. Remind me never to do that again,” she said, rolling her eyes. I gulped, imagining the situation. She looked at me defensively “don’t worry, I didn’t swallow,” she said with a sigh.

I exhaled, only getting frustrated with hearing her Saturday night hijinks. “Well, that’s a relief,” I said, sarcastically.

“Ok, ok. You know what? I met this really cute girl at the party and she will be great for you!” she said excitedly.

“You’re just telling me now?”

“I had a lot to drink last night. What was her name? Oh right, Lindsey. She was saying all night how she hates going out with those annoying jocks. I think you guys will be perfect.”

I was just desperate enough that some girl Tina met at the party drunkenly was starting to sound like a great idea. Plus, that little bit about her wanting the nice guy instead of the jock-type was music to my ears. “Well…hook us up,” I said, pressing it.

“Ok, you know, I think I will,” Tina said with a smile. “Friend her on Facebook. Lindsey. She’s really cute. Brunette. Big boobs. D cup I’m guessing. I know how you like big boobs,” Tina said with a wink, eliciting a red face from me. “And I’ll put in a good word, ok?”

I nodded, thinking, staring down at my plate. “That’s great Tina. Thanks, I mean…really thanks.”

Tina smiled. “Oh hang on, it’s that guy I slept with last night. Don’t let him see me” she said, hiding her face.

I friended Lindsey just as she advised, and she was indeed very cute. Tall, thin, brown hair. I was paging through a few of her photos after she accepted my request, and she was definitely hiding a nice rack under her shirt. Fortunately, she didn’t seem to be the flashy type. Talking to Tina more, Lindsey wasn’t as “engaged” as Tina was with most of the guys at the party. I surmised that she had been dragged along by her friend, much as I had been to these obnoxious frat parties.

One day she messaged me back. I had asked her out on a date, and to my surprise she gave an enthusiastic yes. We were set for Saturday night.

I went wide-eyed when Tina stopped by my room Saturday afternoon, about an hour before I had to leave for my date with Lindsey. “That’s not what you’re wearing, is it?” she asked, hands on her hips in my doorway.

“That’s not what you’re wearing is it?” I said back to her, looking her up and down. She had a v-neck sweater on, and her boobs pushed together in between it. Long black boots and a tight micro-skirt. The look made me salivate, even though by this time you’d think I’d have gotten used to it. I just knew she was in for trouble tonight.

“Ok, ok, comeon. Clothes off. Let’s get you into something decent,” she said, coming over, undoing my shirt.

“I can do it. You’re not my mom. Just give me some privacy. Turn around.”

“Grow up. It’s college. And trust me I’ve seen it all before,” she said, helping me slip my shirt off. She looked my chest over and made a face. “You’ve got to start working out. No offense…anyway let’s get these pants off,” she added, reaching down to start undoing my belt.

“Hey! Let go,” I said, startled.

“Hush, you cannot wear pleated khakis on a first date. What is this, your first recital?”

I was about to interject when I thought to myself that these pants might have indeed been worn to a recital or two. But I was interrupted by her tugging my pants down quickly. “Hey!” I said again, suddenly just in my boxers in front of her.

“Now lets’ see,” she said, looking through my clothes, clearly displeased with the selection. Finally, she found a button-down plaid shirt she liked and a pair of jeans. I wasn’t in any position to disagree with the choice.

“Wait...why aren’t you wearing these?” Tina asked, finding a pair of boxer-briefs I had.

“Oh I just wear those for working out,” I explained.

“And you thought a pair of gray boxers were better?” she said, almost scolding me.

“Well…I don’t know. Plus what does it matter?”

She gave me a look. “I can’t believe this is what I have to work with. Get those off! Trust me, she’s going to want to see your package squeezed into these.”

“I thought you said she wasn’t one of those girls,” I said.

“Well, no but, you never know when you’re going to get lucky. You don’t want her stopping at these,” she said.

I blushed and even got a little aroused at her attitude, talking about and looking down at my crotch. I looked down and looked back up to her. She got a mischievous look on her face and went over to pull my boxers down.

“Shit…hey!” I said, covering myself a little late.

Tina giggled. “Wow…not too bad. Where were you last week? You would have put those guys to shame.”

“Stoppit,” I said, embarrassed, obviously showing on my face.

“Chill out. Now comeon, get these one, I won’t look…too much,” she said with mirth, covering up her eyes half-way cartoonishly. I gave in and put my boxers on quickly, covering myself up. She handed me my jeans and shirt, and finally I was dressed.

“There we go. Much, much better. Now you’re meeting her in her dorm right? Wow, at least take her to dinner first.”

“I am,” I said sternly, trying to regain back some dignity. “It’s dinner and then she said we could watch a movie.”

“Yeah a movie and what else?” she asked, pantomiming a handjob in the air.

“It’s just a first date…” I repeated with some hesitancy, swallow hard watching her hand. I was excited at the idea that maybe her joke would come to life.

“Well, don’t get too many ideas. She’s a nice girl from a nice family. Real conservative. I was over there and her mom was on the phone with her like bitching her out. Anyway, I need to get going. Good luck tonight,” she said smiling and waving.

“Yeah you too,” I said back to her, trying to find my cologne.

“Looking for this?” she asked, holding up a bottle of Axe. “Yeah right. I’m doing you a favor,” she said, tossing it out in the garbage on her way out.

I was beyond nervous walking up to her door. To make matters worse, I was the only guy in an all-girls dorm, passing by women giving me looks. I suppose they all had an idea of why I was there.

I found her room and knocked after a deep breath. Though I expected Lindsey, I instead found an older woman, dark hair, opening the door. “Are you Jake?” she asked, sounding pushy.

I swallowed hard. If I wasn’t so surprised by her forwardness I might have noticed that she was pretty attractive, for someone my mom’s age. “Uh, yeah,” I said, swallowing hard.

She looked me over, making a face. “I’m Lindsey’s mother. You can call me Mrs. Oran,” she said, extending her hand. I shook it awkwardly and she let me inside. “Lindsey’s in the shower, which is good because I wanted to have some one on one time with you. You’re dating my daughter, is that correct?”

I tried to put on my best face. Totally taken back by this discussion, I nodded. “Yeah. We’re uh, going to dinner.” Part of me wanted to run right then and there. I had no idea what was going on.

She smiled, and I got a better look at her now that my mind had been cleared a little from the initial shock. She wore a business outfit, or at least something formal. It was a black skirt down to her knees and a black jacket over a white blouse. I could see the family resemblance, especially in the chest region. “Now listen” she said to me, engaging my eyes. “Lindsey is a nice girl and I want only the best for her.”

“Yes…yes ma’am,” I said nodding. She reached over and touched my arm, squeezing it. “I take it you don’t play football,” she said condescendingly. “You at least better be getting good grades. I won’t have a party-boy dating my daughter!” she insisted.

“No…no of course not,” I responded.

“Let’s see what we have to work with down here,” she said reaching down and undoing my pants.

“Hey! Hey…what are you doing!” I demanded. Jeez eighteen years of getting nothing and two women were getting my pants off.

“Get your hands away from there,” she said sharply, slapping my wrists away. “Boxer briefs, good choice,” she said with an approving look before she tugged the elastic. I let out a yelp as she let the elastic snap against my balls, and she tucked it underneath them. I swallowed hard, and got that feeling that you get when you dream you forgot your clothes in the middle of class.

“Hmmm, not too bad at all,” she said approvingly, hands wrapped around my cock, running her fingers over it, grazing over my balls. “Not the best, but it will do. It’s a lot better than her last boyfriend that’s for sure,” she said, snickering. I could only force a smile.

“Oh my…I see. You really aren’t a party boy are you.” She said giving me a knowing look as her hands now grasped a hard cock. “Stiff already. And when was the last time?”

“Last time…what?”

“You know,” she said, jerking my cock up and down.

“Ohhh…ohh…” I said first in surprise then in pleasure. “Oh uh…I dunno.”

“Comeon, don’t be shy. We’ve gotten to know each other well. When was the last time you gave yourself release?”

“Um…two nights ago.”

She smiled. “Good. I won’t have my girl going out with a chronic masturbator as well. In fact, I’m actually a little worried about this right now,” she said, squeezing my erection. I was completely hard, despite my nervousness. She cupped my balls and let her other fingers tickle my cock a little. “We can’t have this happening all night can we?”

“Um…no,” I conceded. “Sorry…”

“Now now, that’s ok. I remember being your age. And the guys were even worse. Trust me, the 70s was not a good time to be a woman.”

“Oh…”

“Anyway, I have just the thing for this guy,” she said tapping my cock. She reached back into her purse, and fished around, pulling out an odd looking contraption.

My face went a little blank as I looked at her hold it.

“This will take care of your little…issue” she said, and reached down, cupping my balls. “Now just relax,” she said soothingly as I felt her fingers grip my balls and squeeze.

“Oh…oh ouch” I said, squirming as I felt her hand compress my balls. I was too shy to do anything and I sat there feeling her squeeze me until I went soft.

“That’s it. Perfect” she said, happy with herself as she took the contraption and put it around my cock, slipping me down inside of it, and tucking my balls behind. “That’s it…don’t worry.”

“What…what is this thing?”

She waited until I looked up at her and said slowly, seriously. “This is just a device to make sure you don’t get any of those pesky…erections during your date with my Lindsey.” I heard a snap, but was locked with her eyes. “There we go.” She rubbed my balls in her hands. “Feel that? Getting a little snug huh? Don’t worry, this will curb your young hormones a little,” she informed, and indeed I could feel my cock expanding but pushing against the sides of what felt like a plastic tube. I looked down and indeed my cock was trapped inside, a ring around my balls. On top was a lock, which gave me a nervous feeling in my stomach. I saw Lindsey’s mom slide a key around a necklace across her neck, clasping it behind her. I could put two and two together.

She smiled. “Don’t be nervous. You just be well behaved tonight and you won’t have anything to worry about.”

I gulped hard and my natural shyness kept me from saying much. She helped me zip my pants back up and I sat there afraid as she turned the tv on, acting as if nothing strange had happened.

Finally, Lindsey came out of the bathroom with a towel around herself, her breasts pushing out the top. “Oh! Jake you’re here…sorry,” she said, embarrassed. “Mom, I’m in my towel, jeez, could have warned me.” she said. I averted my eyes and I heard her sneaking back into her bathroom to get her clothes on.

“Nice huh?” Her mother asked, looking at me for a response. “I was like that at her age.”

“Oh yeah…I guess.”

“Well don’t get any ideas. Remember,” she said, dangling the key around her neck. “If you ever want to masturbate again, you’ll treat her with respect.”

“Yes ma’am,” I said assuredly and Lindsey came out wearing a cute shirt with a cardigan over it, and jeans. I could see that Tina was right and she definitely hid a nice pair of breasts underneath. Plus, she was fit, like every 18 year old college girl was. I could already feel myself tight in the tube again.

I stood up and faced her. She smiled. “Thanks for coming over. I hope my mom wasn’t too annoying,” she said, looking over and giving her mom a look. She stood close to me and I felt butterflies in my stomach.

“I normally don’t do this, but Tina said such nice things about you. It’s nice to meet a guy that’s like, not drunk at a party” she said with an appreciative smile.

“Yeah, you too,” I said sincerely.

“Ok, mom, I think we can take it from here,” she said, giving her a look. “Wait…mom what are you wearing around your neck!”

“Oh, dear, don’t take that tone with me. You know I care about you.”

“Mom!!!” she whined. “You can’t just lock up my boyfriends.”

“Darling. You know how men are. It’s for their own good. Now you can look forward to a well-behaved gentleman on your date,” she said with a confident smile, not compromising at all in her tone.

She looked down and put a hand at my crotch, squeezing, feeling me in my tube. “Oh my gosh…you are wearing one! Mom this is so stupid. I’m eighteen and in college. I’m an adult, you can’t cage my boyfriends anymore.”

“Lindsey. Now don’t you take that tone with me or else you are not going on this date. I’ve been in college before and I know men. Your father was like this too. Getting…erect…all of the sudden. Now it’s nothing to be ashamed of. It’s just for your first date. I don’t want anything inappropriate happening.”

Lindsey sighed and I could see her bend under her mother’s will. “Ok, mom, just…can you leave us alone?”

“Yes, dear, it’ll be like I’m not even here. You two just carry on and you will have a nice evening. I’ll stay completely out of it.”

I bit my lip. She was going to dinner with us? Lindsey didn’t seem surprised. “Oh…well, I guess that’s not that bad.” Her mother came up and patted her arm. “See? You’re right. You are an adult Lindsey. Now why don’t we get going? Jake don’t sweat it, remember, it’s like I’m not even here!”

We ended up heading to a local place, Finnigan’s, while Lindsey and I sat in the back seat together awkwardly. I would say that it reminded me of High School, or that it had been one of the most awkward dates in my life. In reality, this was really one of the only dates I had been on barring a few get-togethers with girls. Yet, I don’t think anyone would call my evening normal, though at the time I was a little too wrapped up in my date with Lindsey to really grasp the situation that I was locked up in my date’s mother’s cage.

Dinner was fairly uneventful. I gave the usual talk about my school plans, and struggled to keep up the small talk with Lindsey. It was challenging trying to act like her mom wasn’t there, who chimed into the conversation every now and then. The most embarrassing part was fortunately the time Lindsey had gone to the bathroom. I was stuck there with her mom while she teased me about being locked up and her holding the key. She was two wine glasses in by that point and dangled the key around her neck. She asked me if it was getting snug, and I said yes. She smiled and said “You’ve certainly been well-behaved this evening, but I guess that’s because I’ve got you by the balls, huh?” she said, laughing, touching the key around her neck. I could only bashfully look down at myself after that.

I hadn’t really considered the gravity of the situation until the end of the meal, when it was clear Lindsey’s mom wanted me to take care of the check. I had my credit card, but I knew the bill would be near sixty dollars, and I wasn’t expecting to have to cover everyone’s meal.

I blushed when Lindsey’s mom just gave me a look and put a few fingers on the key and slid the check over to me. I looked over to Lindsey and she just smiled, clearly accustomed to this. I just put my credit card on top of the bill and tried not to notice Mrs. Oran’s arrogant look over me. I guess she really did have me by the balls.

We finally got back to Lindsey’s room and I was surprised at how comfortable the device on me was getting. Even though the implications of the lock made my stomach churn, I was getting regrettably used to the idea.

Lindsey and I sat on her futon, while her mom found a chair off to the side. Then, Lindsey put in a movie, and smiled at me while she moved closer, urging me to put my arm around her. At that point, all the worries of the night went away a little as I felt her body under my arm, holding her. It felt good to be at that point. Lindsey was certainly cute, and for the first time I had been close to a girl without just being friends.

It was probably the best half hour of the evening, holding Lindsey and watching the movie, but I heard her mom, about halfway through the movie say “Well aren’t you going to kiss her?”

“Mom, stoppit. You said you wouldn’t say anything.”

“I’m just saying, you guys are holding hands and his arm is around you. You might as well move in for a kiss, dear,” she said to me. I looked to Lindsey and it was clear she agreed. Under pressure, I moved in for a kiss on her cheek, and a cute smile from Lindsey as she turned her body to mine and moved in to kiss me more, this time on the lips.

We made out, my hands rubbing her arms and legs, her hands over my chest. It was easy to forget her mom was sitting there watching as I felt her soft lips on mine and the electrifying feel of her hands running over my chest. I hoped I wasn’t too awkward, and also I hoped I was doing everything right. However, the incredibly enjoyable experience of making out with this cute girl was having its effect on me, and I could feel myself hardening inside the device. I shifted uncomfortably, as I felt Lindsey’s hands roam over my thighs, and the passion increasing.

She put her hand over my crotch and felt the contours of it through my pants. She whispered to me, “Is it getting uncomfortable?” to which I could only groan and nod my head. She kissed my neck and said “Mom, can we take his cage off now? He’s got to be getting snug in there,” she said, giggling.

“Maybe on your next date, Lindsey,”

“Mom! Comeon,” she whined.

“I didn’t raise you to slut yourself about in college, dear,” she said plainly.

“I’m not in High School anymore, mom, he doesn’t have to stay in the cage the whole time. I don’t want to have to wait for the second date just to see it.”

Her mother sighed loudly. “I guess they all grow up,” she said, giving in. “Fine Lindsey, but don’t come crying to me when he dumps you for being a slut.”

Lindsey rolled her eyes to me, and stood up. “I’ll be in the bathroom.”

I awkwardly walked over to her mom when she beckoned me and she started taking off my pants. “Listen, you better not get any ideas.” She stripped my boxer-briefs down and instantly held my balls firmly, almost painfully in her fingers. “You might not be in that cage but I’ve still got you by the balls!” she said firmly, squeezing to make her point.

“Ohh, yes ma’am” was all I could say. She took her hand back and gave my balls a slap, eliciting a yelp from me.

“Hush,” she instructed and slapped me again. “That’s just a little taste of what you get if you even think of going too far with my Lindsey,” she said giving me a serious look. I could only nod my head, feeling another slap hit my balls. I stood there, in pain, my balls throbbing as she leaned in to unlock the cage and slide it off of me. She gave my cock a look, watching as it hung half-hard in front of her. “Now pull your pants up and go sit down.”

Lindsey came back and got even closer this time, putting a hand on my thigh and eagerly moving in for more making out. I put my hand behind her back and held her close as we kissed and I could feel her hand wander down over my crotch, feeling the bump in my pants back and forth. I moaned out, unable to help it and I could practically hear her mom’s discomfort as her daughter rubbed my cock back and forth through my pants. She giggled, giving me a bashful look and whispered “it’s big,” and went in for another kiss. The words only made me stiffer, as I felt her squeeze my shaft, her fingers touching my balls through my jeans.

At this point I was getting very turned on, almost worried about losing control and making a mess as she rubbed me with much focus, enjoying the feel of my hardon under my pants. I was shocked as I felt her hand go under my shirt and then down into my jeans. I almost lost it then, as I felt her hand grasp and hold my cock. Her hand warm and soft, touching it, letting her fingers move gently along my sensitive skin. I groaned, feeling her fingers slide along it. She smiled bashfully, clearly enjoying how it felt and she gave me a look as she started sliding her hand up and down the shaft.

I squirmed and moaned. The pleasure of her hand awkwardly moving back and forth inside my pants was overwhelming. I had never been more aroused in my life and it was obvious she could feel it. She smiled at her own work, getting me worked up, making me need it. She bit her lip as she unzipped my pants, and tugged them and my boxer-briefs down a bit, revealing a very hard cock, standing straight up.

“Wow…” she muttered, putting a hand on my thigh, watching it throb and pulse against my stomach. “He’s so hard mom, look,” she said, giggling, poking me.

“Well you’ve been putting out for him like a common harlot.”

Lindsey just laughed and smiled at me, grasping my cock again, squeezing it, rubbing it up and down a few more times. “You like that don’t you?” she asked, running a finger down my shaft. I groan and shifted my weight, very aroused at this point.

“I won’t say it isn’t an impressive one, Lindsey. Certainly better than your last boyfriend.”

“I know, like, half this, right?” she said with a snicker, bracketing her fingers halfway up my cock to show her.

“I’m so glad you let him go. I told you that you would find a better suitor. This one’s nice, he’s gentlemanly, and well…well endowed,” she said, and I could see her blush as she looked over at me, obviously eyeing me up and down. Lindsey leaned in and whispered so her mother couldn’t hear “I can’t on a first date, but I just want to suck on it,” she said and giggled softly, cupping my balls and rubbing the head of my cock, feeling it all over. Her mom only gave me a look, and I wondered if she knew what Lindsey had implied.

Lindsey’s attention to my cock kept me hard and very close to the edge. She ran her hands over it, kissing me, sometimes paying attention to the movie, but she never stopped paying attention to my needy cock, throbbing and frustrated now. My head swam as I saw her take notice every time my cock showed signs of going down, and she would quickly stroke me back to full strength, a process that she repeated several times, each one making me more and more needy for it.

I gripped the futon cover as I felt her stop right at the brink of orgasm, taking her hand away casually to keep me from blowing. I groaned, frustrated.

“Careful Lindsey,” her mother warned.

“I am…” Lindsey said defensively. “He’s not even close.”

“Oh honey, he is very close,” her mom said, eyeing my throbbing cock. “Just look at those full balls. He is primed and loaded,” she said covering her mouth at her off-color joke.

I swallowed hard, embarrassed at these two women talking about my cock and balls. Lindsey cupped my nuts, and felt them, squeezing and moving them around. “Wow, these are getting full,” she said with a smile to me. “Been enjoying yourself?”

I could only nod, precum coating my cock. She stroked me a few more times and I squirmed, wanting it so bad. “Oh…” I moaned out, feeling my balls tense, my cock aroused.

“Lindsey…” her mom said, in a scolding tone.

Lindsey sighed and looked down at me, hard and throbbing. She ran her hand over it a few times. “Well I guess the movie is almost over,” she said, trailing off, feeling me throb against her fingers. “I guess we can put it away.”

I gulped. “What…what do you mean?” I asked.

“Well, it’s late, the movie is over. I had a really nice time with you tonight. I hope…I hope you ask me out again,” Lindsey said with a smile.

“Oh, yeah definitely. I want to go out with you again, too,” I said holding her hand.

“How darling,” her mother said in what I wasn’t sure was sarcasm or not. “Time to lock him back up, Lindsey,” she said coming over.

“Wait…but…” I said, unsure, as her mom sat next to me. Lindsey looked at me curiously.

“You didn’t think you were getting a…well you know…on the first date did you?” her mom said, giving me a cold stare.

“Well no…but. I mean of course not, but we don’t need to put me back in it. I was just about to leave,” I said, worried as I saw her mom getting the cage out and opening it up for me.

“And that’s exactly why we’re caging you. We can’t have you going home and doing…what all college boys do when they get home. I’m amazed they don’t have to clean out the pipes daily,” she said, shaking her head.

“Wait…but you can’t send me home in that thing,” I said, looking to Lindsey.

Lindsey just smiled at me. “Don’t worry. It’s not like you’re the kind of guy that does that anyway,” she said, putting a hand on my thigh.

“No you’re not, are you,” her mom said, with a knowing look to me. “You’re a nice boy who would never jerk off after dating a nice girl like Lindsey huh?”

“Um…no…I guess not,” I said sullenly, only making her mom smile more.

“Good for you,” her mom said, and cupped my balls. “Now just relax big boy and I’ll use an old trick to get you into this cage.”

Lindsey only smiled, naïve surely as her mom squeezed and crushed my balls in her hands. I squirmed and yelped but Lindsey just comforted me as I felt my balls compressed with almost machine-like strength. Her mom squeezed until I went soft, or at least soft enough and then I felt her slide the cage back onto me.

Lindsey kissed my cheek and touched my chest as her mom locked me in place, with a little too much arrogance for my liking, but there was nothing I could do. I wanted another date with Lindsey, and I didn’t want to mess up the first opportunity I’d had to get with a girl in a serious relationship. So I let them pull my pants back up, my balls aching a lot more than I’d ever been used to. I don’t know if I’d ever had blueballs before, but you certainly know when you have them. After so much teasing, I could barely walk they ached so much.

I tried to be as polite as I could, and kiss Lindsey goodbye. Now locked up, her mom let us outside of the room alone. I kissed Lindsey a few more times.

“I had such a good night you with you, Jake. Will you really take me out again?”

“Yeah, definitely,” I said to her, butterflies in my stomach.

“Ok, good!” she said, with a big smile. “Um, Facebook me or text me or something ok? I can’t wait to see you again.”

I smiled and gave her a parting kiss. I watched her head back to her room and could only wonder what Lindsey and her mom would talk about. I walked back home with a painful set of blueballs, and it wasn’t till I got back in my room, and into the bed, when I truly realized how stuck I was.
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https://beggerstories.blogspot.com/2012/03/dating-lindsey-chapter-2.html

The first thing I did when I woke up was reach down to see if I was still wearing it. Unfortunately for me, it hadn’t been a dream, and my cock was indeed trapped in a cage with my full balls underneath. Now if that’s bad, imagine being brought to the edge of orgasm over and over by a cute girl and then locked away before I could cum. I definitely had a serious case of blueballs from the night before.

Did I mention this all happened in front of, and in fact, by her mom?

I got up and threw on a towel to take a shower down the hall. Walking only seemed to make my sore balls worse, and the morning wood I usually have every morning was in full spirit, pushing against the confines of the cage.

The cold water helped a bit, and by the time I got back to my room and dressed, I was already getting used to wearing this thing. Were all girls like this? Was this what I was missing out on for my teenage years? Before I could do anything else, I checked my phone to see that both Lindsey and Tina had texted me. I sat in my desk chair and flipped open my phone.

The first one was from Tina, my good friend, from the night before. “Hey stud, hope you’re getting lucky right now. I know I am!” I sighed. As usual, Tina was getting plenty more action than I was on a Saturday night. The next one was this morning. “Hey, I’m coming over in an hour, cya.” I looked at the clock at the top of my phone and startled as my door flew open.

“Hey Jake,” Tina said, rubberbanding her hair behind her head, wearing a school zip-down and sweat pants. Even so, they hugged her body, showing off what I could only assume was a perfect body under there. It had to be with the amount of guys she went through in a Saturday night. She sat next to me, and I pulled up the text from Lindsey.

“Thanks for a fun first date. Talk to you soon,” the text from Lindsey said.

“You guys are so cute,” Tina said, reading over my shoulder. “Tell me all of the details!”

Where would I begin? “Well, her mom was there,” I said plainly.

“Her mom?”

“Yeah. For the entire date. I got to the door and she answered it and we talked. And then she basically stuck around for the whole thing. She was like, bent on making sure I was the gentlemen and stuff.”

“Wait, seriously? Her mom was there like, making sure you opened doors and stuff?”

I gulped. “Yeah, a little more than that.”

“What do you mean?”

I sighed. I knew I shouldn’t tell her this, but I did. I couldn’t just keep it to myself. “She uh…well, put me in this thing, like a cage…”

Tina gave me a blank stare.

“You know…” I said looking down at my crotch.

“You’re joking. She did not put you in a cock cage.”

“You know what it is!?”

“You were stuck in one of those all last night and you haven’t told me yet! God how awful. I can’t even imagine how frustrating that is. Why didn’t you tell me?”

“Yeah, I uh…I’m still wearing it,” I said bashfully, blushing.

Tina’s jaw dropped. “No! Shut up!” She reached over immediately to feel for it and squealed. “Oh my god! You’re still locked up. Lindsey is such a bitch!” She said, snickering. “So you didn’t even…” she said, trailing off, jerking off the air.

“No…”

She giggled. “Ouch! Major blueballs huh? I’ve let some jerks go home with those, but never a nice guy like you. What was she thinking?”

“Well it wasn’t Lindsey so much as her mom. Her mom locked me up.”

“Oh my. I had no idea. I can’t believe you had to hang out with her mom on a first date and then she made sure you didn’t whack off to her daughter when you got home. Too funny!”

“It’s not funny. How am I supposed to get out of this thing?”

“Hmmm,” Tina pondered, looking over at me. “Looks like you’re stuck. Got you by the balls huh?” Tina said, covering her mouth to stop from laughing.

“Tina…”

“Ok, ok,” Tina said, composing herself. “Well, I guess the only way to get out of it is to ask her out on another date!”

Tina convinced me it was bad form to ask her on a date over Facebook, even though technically Lindsey and I were already dating. So I got into some real clothes and headed over to her place, knocking on her door.

Lindsey wore a loose tshirt and a pair of sweatpants, apparently still lounging around her place. “Oh, Jake, hey. I didn’t expect you so soon,” she said, seeming a little embarrassed. “Um, come on in. Sorry the place is still messy from last night. My mom stayed over and left a few hours ago.”

I came in and sat on her couch, where less than a day before, Lindsey was stroking my cock up and down. Lindsey spoke before I could.

“Hey, I’m really glad you’re here. I was worried my mom scared you off. I’m totally sorry about her. I know she can be a little crazy.”

An understatement if I’d ever heard one. I shifted my legs uncomfortably. Despite her in just a loose tshirt and sweats, Lindsey looked hot. She had her thick glasses on, and her hair tied up. It was clear that even her large breasts weren’t to be concealed by the shirt either.

“It’s ok,” I said, understandingly. “Parents…”

“Right?” Lindsey said, rolling her eyes. She came over to sit next to me and put my hand in hers. The feeling was electric and I could feel my cock stir in my cage already. She got closer to me, and I could feel her body against mine. I felt her hand land on my thigh, and she rubbed it up and down. “I did have a really nice night with you last night. Out to dinner and then a movie…and you know…other stuff,” she said giggling. I grew in my cage thinking about how much attention she spent on my cock.

I smiled back to her. “Yeah, it was really nice.”

“You’re still wearing it aren’t you?” she asked, reaching up and touching my crotch, feeling it underneath, keeping me locked up. “I guess you can’t really take it off though,” she said with a smirk.

I nodded. “It’s uncomfortable,” I said, biting my lip.

She sighed. “I know, I know. My mom is just so paranoid and stuff. Trust me, if she weren’t in the picture I wouldn’t have you wearing one. But…” she said trailing off for awhile. “It is kind of nice knowing that you’ll save yourself. I mean I know you’re not one of those guys who like…jerks off and stuff,” she said, looking at me directly now, her hand still touching my cage and balls through my pants. “It’s just nice to know it absolutely won’t happen.”

“Oh…” I said, unsure.

“You’re like…not one of those guys are you?” she asked, seeking reassurance. I swallowed hard.

“No…not in a relationship. I mean we are dating right?” I asked for my own behalf.

“Of course! I mean I couldn’t be with a guy who, like, does that, right?” she said, sighing. “I mean guys in high school were like that and it was good my mom caged them. But I definitely know you wouldn’t.”

“Not me,” I said, blushing hard.

“I just want to stroke it more,” she said softly, rubbing the cage up and down. “You were so big and hard last night, mmmm.”

“Please Lindsey, unlock me,” I begged.

She giggled. “You’ve probably got blueballs huh? You were all worked up and had to go to bed without cumming. Ouch,” she said rubbing my thigh.

“Lindsey…”

“Jake, I really want to unlock you but my mom has the key. Probably a good thing because right now I would just lean over and suck on it!” she said laughing. I groaned in frustration at the idea of her lips wrapped around my cock.

“Your mom has it?” I asked meekly. I couldn’t believe I was locked in this thing and the only way out was my girlfriend’s mom’s permission. Here I had this cute girl touching me through my pants, ready to practically give me a blowjob, and there was nothing I could do about it.

“Yeah. Sorry, she can be such a bitch sometimes,” she said, rolling her eyes. “I tried to argue with her, but she just pulled the same stuff.”

“Well when, you know…”

I felt Lindsey give my balls a tap through my jeans. “Jake! I’m surprised. Is this all you came over for, just to get unlocked? I thought you weren’t like one of those guys.”

I gulped. “No, no, sorry.” I took a deep breath. The slight pain from her hand on my balls making me squirm a little. “I just…well I’ve never been in this kind of thing before.”

Lindsey gave me a cool look. “Well, you said it wasn’t a big deal. I mean, it’s not like if I let you out you’d get to…you know.” She moved her hand from my cage to my thigh.

“Oh, sure, of course,” I said, playing it off. “I’m just not used to it, I guess.”

She patted my thigh. “That’s ok Jake. I think it’s cute. Don’t worry, I’ll get my mom to unlock you as soon as I can, ok? Honestly, I’m pretty excited to see this thing blow,” she said with an embarrassed giggle, covering her mouth. She knew the effect it was having on me. “Now, come on, don’t pout. Why don’t we do something fun?”

Lindsey found a thick marker and held it up at my crotch, wagging it back and forth. “Don’t worry, I know you’re bigger than this. Here let me show you what I’d do if you were out of your cage,” she said mischievously. She leaned in, and I could feel my balls tense. She started rubbing the marker up and down with her hand, just like she had the night before to give me a handjob. I moaned out uncontrollably.

“Wow, someone’s enjoying this. I’m not even touching the real thing.” I blushed in embarrassment. Her hand stroked the marker quickly, twisting her hand with a flourish. I bit my lip in frustration as she mimicked a wonderful handjob.

I gripped the futon and watched as she pleasantly jerked off the marker. She giggled. “I think it’d shoot about now huh? When you blow, it’s gonna be huge,” she said with a smile and then she leaned in and pretended to lick the marker. “Allll over,” she said laughing. I could only squirm with need, feeling my balls feel the most sore they had been in 24 hours. She put her hand down to cup my balls and feel them through my pants. “Hmmm, we better quit this or else it’ll just get even worse!”

I groaned and I felt her slide closer to me, getting into my lap. “Let’s watch some tv,” she said, “get your mind off of naughty thoughts.”

In a few minutes I was sitting against the corner of her futon while she sat in my lap. I would have been rock hard at the view I was getting down her shirt. I had never seen her in anything but conservative, plain clothing. She was one of those girls who you knew had big breasts, but always hid them. Yet, holding her gave me an excellent view down her neckline, and I could tell she had a fantastic rack.

I didn’t know if she was aware of what she was doing to me, but the feeling of her in my arms, her butt pressing into my crotch, and that magnificent view down her shirt was making it difficult to stay in my cage. However, I didn’t truly get excited until I felt her turn her head and kiss me, which led to another kiss, and soon she was turned around, on top of me, making out.

I moved my hands along her shirt, soft and warm. It turned me on so much to feel her body against me, her hands running along my chest and through my hair. Her full, firm breasts pressed into me, tempting to me put a hand on them. I don’t know if it was the days of blueballs, or if I felt like I didn’t have much to lose, but I reached for one, and cupped it, feeling its full shape in my hand. She purred, enjoying it, giving me a much-desired positive response as I squeezed.

“Oh Jake,” she moaned, guiding my other hand to her left breast as she sat up more and let me fondle both. My first pair of breasts were probably the envy of every guy, once I got to feel them. Big, firm, filling my hands. Best yet, she was enjoying it, too.

She put her arms on either side of me and kissed me again, letting me feel all I wanted. It was bittersweet, as it went on. My cock grew uncomfortably hard in my cage, hurting as it struggled to escape and reach a full erection. Lindsey slowed and rested next to me. Her hand reached down to cup the cage in her hand. “How are you feeling? Sometimes I forget that it might get a little stuffy in there when we do this…not to brag or anything.”

“Yeah. It’s kind of uncomfortable,” I admitted. As much as I wanted to keep going, my cock was throbbing against the plastic. Her hand rubbing the area wasn’t helping.

“Blueballs?” she asked simply.

I nodded. My balls were really starting to ache. I could feel her fingers search for them through my jeans, find them, and massage them.

“Aww, I’m sorry. I do take it as a compliment though,” she said with a big smile. “I always know a guy likes me when he has to go home with a bad case of the blueballs,” she said with a smirk. I could only smile back awkwardly, nervously. Her attitude wasn’t very comforting. I didn’t know how much longer I could go without getting some kind of release. What would I have to do, if it came down to it? Go to a locksmith I suppose, like I could ever get the courage to do that.

“Don’t worry. You will get your reward,” she said with a big smile, and licked her lips. She took her hand and skillfully unbuttoned my pants, unzipping them slowly and pushing her hand in to find my cage, and then cup my balls. “Wow, they feel full. I bet there’s so much in them,” she said, focused, her head on my chest now. She felt them, pushed them around in her fingers. “These are definitely blueballs if I’ve ever felt them,” she said with a smile, looking up at me for my reaction. I could only force a smile.

“Hey, watch it,” I said, as I felt her squeeze my balls together.

“It’s fun, relax,” she said, squeezing them harder.

“Oww, oww, Lindsey…” I pleaded, squirming a little.

“What. You can take it. If you’re going to be dating me you better get used to it. I can be quite the ballbuster,” she said with mirth and I couldn’t tell how serious she was. She gave them one hard squeeze and let them go. “I heard my mom gave you the same treatment.”

“Oh…she told you?”

“Yeah. Hope that wasn’t too embarrassing for you.”

“Well…no…”

“Not at all? My mom squeezing your balls?”

I gulped. “Well yeah. I mean I wouldn’t tell my friends necessarily.”

“It’s ok. I mean every guy has the same reaction you do.”

“What do you mean?”

“Well, it’s like my mom says. You get a guy by his balls,” she emphasized, squeezing mine again. “And he’ll do anything you want.” She gave me a frightening look of arrogance and I could only swallow hard. She squeezed harder, until I was begging her to stop.

“Do my math homework for me,” she said, squeezing just one now, between her fingers. I grimaced and gave in. “Ok, ok Lindsey please. It hurts.”

She laughed at me. “See what I mean? You’ll do anything if I squeeze ‘em.”

I had a worried look on my face as I felt her rub them between her fingers again softly.

“Don’t worry. I won’t really make you do my math homework,” she said, like it was all a big joke. “But I bet you would have if I kept squeezing,” she said with that same “I win” look on her face.

“Haha, yeah…” I said, trying to play along with the joke. “Maybe we could get back to the movie?” I said, hoping to get her hand out of my pants. I never thought I’d be saying that.

“Oh sure,” she said pleasantly. She gave me a kiss and scooted back up so her head lay on my chest with my arm around her, her breasts squished together on top of me.

Towards the end of the movie, I guess she hadn’t gotten enough making out before. My balls were really starting to ache, both from lack of release as well as her hand squeezing them before. We kissed and she was more aggressive rubbing my crotch this time. I too got a little more aggressive with her breasts, which only seemed to push her to be more aggressive with me in kind.

“You know, maybe you should get going before we take this too far,” she suggested to me. “I hope you’re ok with that. I really think you’re a cute guy and I don’t want to mess it up.”

“I understand,” I said to her.

“And um, Jake?”

“Yeah?”

“Thanks for understanding about the cock cage. I know it’s kind of different but you’ll get used to it. All my other boyfriends did. Trust me, get a good night’s sleep and they’ll feel better tomorrow morning,” she said with a light pat on my balls.

“Ok…” I said reluctantly.

“They really hurt don’t they?” she asked with a pouty look on her face. “Ok, ok. I shouldn’t do this but hold on,” she said and sat up, taking her phone off of the end table.

I sat there patiently as I listened to her. She called her mom. “Hey mom, it’s me, Lindsey. Yes everything’s going fine. Hey I was wondering when um, you know, Jake could get his…no Jake didn’t MAKE me call you. Mom stop…mom listen,” she looked over at me and rolled her eyes. She put her fingers to her lips to shush me. “No he’s not here with me. Mom I am not a hormonal teenager. I just wanted to know when he can get unlocked.” She looked over at me and rolled her eyes. “That’s too long. This isn’t high school anymore. How about this weekend? He can use the spare bedroom.” There was a small pause as she listened. “Ok, ok. I’ll let him know. Thanks. Yes I love you too.” She hung up the phone and set it down.

“Ugh, she can be so frustrating sometimes. Do you have everything you need? You’re not drinking are you, blah blah,” Lindsey said, imitating her mom.

“Um…”

“Right right. So you’re coming over for dinner this weekend. It’s not far. It’s like a 30min drive home and then you can stay the night ok?”

“Oh, uh, sure,” I said, trying to digest all of this information. I would be visiting her house, and her mom, right away? I guess the normal flow of things was already out of hand.

“Great. You don’t have any plans right. I mean we could wait till the weekend afterwards but that would mean you wouldn’t get unlocked till then.”

“No, no this weekend is fine,” I said quickly.

“Ok, cool. I’ll let my mom know then. Thanks for doing this with me. It’s really important you get to know my family. My aunt will be there too. I hope that’s ok. It’ll be nice, you can sleep in the guest room and hang out with me. It’s a really nice place, pretty rural. We have a few horses and stuff.”

I smiled, but really all I could think about was getting a chance to get out of my cage. “Great Lindsey.”

She kissed me. “Ok, so pick me up on Friday and you can drive us there. Pack some clothes and stuff um…I guess that’s it.”

And just like that Lindsey led me to her door, blueballed another night, looking forward to a weekend where I would hopefully be unlocked.
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https://beggerstories.blogspot.com/2012/04/dating-lindsey-chapter-3.html

It had been nearly a week’s time in the cage when we arrived at Lindsey’s house. I had been locked up by her mom last Saturday night. I have literally never gone this long without release; heck not even half as long. My balls felt sore for six days in a row and the only thing I had to look forward to visiting Lindsey’s mom on Friday, who was the only one that had the key.

I didn’t know what I expected when I said hello to Mrs. Oran. Though the tight cage had surprisingly become second-nature to me, my orgasm throbbed in my consciousness, and it was all I could think about, especially now that I was hugging the one person who had the ability to let me out. Of course, that didn’t mean that my entrapment was on the minds of these two women. Putting me in a cock cage seemed second nature to them, a routine for every guy Lindsey dated.

“It’s good to see you again so soon, Jake,” her mother said to me as she pressed her body into mine. Just a little heavier than Lindsey, it was easy to see the resemblance, and feel it, as her large breasts pushed into my chest. She wore a somewhat loose shirt with a gold and black pattern across it, and even though it would be called modest by any magazine, the size of her bust made it difficult to look away.

We sat at the table, and Mrs. Oran asked me about school, what clubs I was looking into, etc. I answered, trying not to sound impatient or let on what I was really thinking about.

“Have you been good to my daughter?” Mrs. Oran asked, leaning in.

I nodded. “Yeah,” I said.

“He’s been great mom,” Lindsey interjected. “He came over a few times and has been very polite.” She smiled at me and touched my hand, squeezing it.

“Good, I wouldn’t have my daughter date anything less than a gentleman,” she said looking over to me seriously. I could only nod to her, trying to assure her I would be.

Lindsey stood up. “I’m gonna go unpack my stuff upstairs,” she said leaning over to kiss my cheek. I watched her walk away feeling nervous to be alone with her mom.

“How are they?” she asked me.

“How are what?” I asked, but I knew what she meant.

“You know…”

I bit my lip. She was obviously enjoying the position she was in. She took out the key on a necklace from inside her shirt and dangled it in her fingers. “Do they ache?”

I nodded. “Yes,” I said, hanging my head a little.

“It’s been awhile hasn’t it? I remember my own college days. It’s tough going a whole week isn’t it?”

I gulped, silent.

“Is this your first time?”

“I’ve never gone this long…” I said, trying to sound respectful. I watched the key intently.

“No, no. I meant with Lindsey. Is this your first time with a girl? I can tell. I bet you’ve never even had one of these before,” she said sliding her hand up and down on in the air.

I blushed at her vulgarity. Shaking my head, I muttered “No…”

She had a big smile on her face. “I bet you’d like one wouldn’t you. Come here,” she said, pointing at the ground in front of her and I dutifully stood up and moved, standing in front of her chair. “I want you to know that Lindsey is a nice girl and you better not be going out with her just to get off.”

I shook my head quickly. “Of course not,” I said defensively, but before I could get it all out I felt her hand swat up between my legs. I clutched myself, in pain, her hand making my balls sting from the quick hit.

“Listen young man. Lindsey is my pride and joy and you will treat her with utmost respect. Move your hands away.” As soon as I did I felt her bring her hand into my balls again, making me grab the table. I groaned out, my nuts aching. I felt her hand reach up and wiggle their way under my own hand and grab my balls through my jeans. She found them terrifyingly quickly.

“When you’re in my house, you obey my rules, got it?” She asked which followed by a slight pressure on my sack. I gulped and squirmed, the pain light but threatening, making my legs bend. “Y…yes Mrs. Oran.” I said, assuring her.

“You do whatever I say, and then after that, whatever Lindsey says. She is your girlfriend after all.” I could feel her compress a little more and it was obvious I would be in real danger if I tried to resist.

“Yes ma’am!” and I felt her grip loosen slightly.

She smiled to me, pleased with my obedience. “I’ve really got you by the balls huh?” she said with an evil grin. I could only swallow hard and agree bashfully. “And I don’t just mean literally.” She took the key again and held it up for me to see. “I know how long a week is for guys like you. You just be a good boy if you want the ache to go away.”

I felt my stomach twist. Here she had my balls in a vice between her fingers and she was dangling the key—the only way for me to get my cock free in front of my eyes. I was ashamed, blushing in front of her.

“Now sit down Jake. Lindsey will be back soon.” She shooed me off and it was all I could do not to cradle my balls in pain when Lindsey came back down, cheerful as ever.

Lindsey bent over the table comfortably, showing us both a generous chasm down her newly-adorned white tank top, with a pink bra peeking through the material. “Mom, do you mind if Jake and I head up to my room?”

Her mom was giving her daughter’s cleavage a dirty look, which seemed to go over Lindsey’s head. “Oh, but you two just got here. I was having a nice talk with Jake.”

“Mom, we’ll have all day tomorrow and Sunday. It’s Friday night and I could be out partying with drunk guys right now.”

Her mom rolled her eyes. “Lindsey for goodness sake will you please show some decency,” she said, reaching out and poking her daughter’s exposed cleavage. “You’re not wearing that to bed are you?”

Lindsey stood up straight, putting a hand protectively over her cleavage. “What? It’s a tank top!”

“And your boobs are gonna spill out of it if you keep that up. Trust me I’d know,” she said frankly. “Put a hoodie on or something. You’re going to drive the poor guy mad.” They talked as if I wasn’t even there.

“I am not putting on a hoodie! Ugh, we’re going out, he can see some cleavage if he wants.”

Her mom sighed. “I guess they all grow up. Fine, fine. Go on up,” she said waving her hand. As I rose to follow Lindsey up the stairs, her mom gave me an arrogant look, and dangled the key once more.

She took me into her room, which seemed typical of a girl her age. There was a lot of pink, a picture or two of a shirtless guy from movies, a few American Girl dolls from her childhood, a number of books, and then makeup, clothes, and everything else.

She sat on her bed, giving her breasts a delightful bounce. She patted the bed next to her and I sat down dutifully. She kissed me on the cheek and asked, “Well, what do you think?”

“It’s cute,” I said, looking around. I put her hand in mine.

“What did you and my mom talk about?” she asked, a lot more seriously.

“Um…” I hesitated, unsure of how much to reveal. Her mom hadn’t been too explicit about what she said, but it seemed like it was in my best interests to keep it a secret. There wasn’t much point in arguing with her mom, since I could still feel the painful ache in my testicles. But maybe Lindsey would go to bat for me in trying to get my cage off.

“Well she just gave me the ole ‘don’t touch my daughter’ speech,” I said, chuckling.

She seemed skeptical. Maybe she had an idea. I was certainly not the first that had to go through this process. “Did she um, unlock you?” she asked looking down at my crotch.

I shook my head. “No…”

“Do they ache?” she asked, and I think she held back a smile.

I just nodded. They felt incredibly sore. She hand reach over and touch my thigh, rubbing it up and down. She leaned in and I felt her body press into me, her breasts squishing together against my arm, making my cock struggle painfully against the cage.

“I’ll talk to her ok?” Lindsey said, rubbing her hand over my crotch, consoling me. Then she whispered, “I really want to get my hands on this guy anyway,” she said, rubbing my balls through my jeans. “Just stay put, ok?”

I nodded and got comfortable on the bed when she left. I sat there feeling awkward; my girlfriend having to convince her mom to take my cage off just so I could cum. Was this really what dating a girl was like? I knew parents could be harsh, but jeez, a whole week in this thing was driving me nuts. I wondered if we had dated in high school if it would be different, since I would see her mom more often than once a week. Or if, perhaps, even worse because her mom might not even want young boys doing that kind of thing at all!

I shivered at the thoughts. Maybe it was best that I hadn’t found a girl in High School then. Although, at the time, I probably would have gone a month in the thing just to get into bed with a girl, or at least a few particular girls I could remember.

Finally, after about ten minutes Lindsey came back, a little flustered. “Ugh, she can be so infuriating sometimes. It’s not like I’m some kind of slut.”

I shook my head. “Of course not, Lindsey.” Though truthfully, her forwardness with me was surprising. I looked at her impatiently, the big decision hanging over my head. She plopped down on the bed again and curled her head into my shoulder.

“All I want to do is make out with my boyfriend and stuff. I mean I could be like Tina and suck off every guy she meets on a Saturday night, but I don’t. I stay in and I study. Ok, and don’t tell anyone, but I went with Tina to that party once, and guys were like hitting me on me and staring at my boobs, and I was so tempted to just…you know…be like Tina for just one night!” she said, upset. I rubbed her back a bit to make her feel better, but was having trouble keeping my eyes from staring on their own, especially since she wasn’t even looking up at me.

“I mean don’t worry. I totally wouldn’t, especially now that we’re dating. You’re the only guy I need. You’re so cute and…ugh, can’t I just you know, meet a guy that’s cute, hook up with him and…” she said, her face red, as she spoke angrily.

“Lindsey it’s ok. She might unlock me tomorrow,” I said, trying to make her feel better.

She looked up at me. “Tomorrow, oh no no, you’re getting unlocked tonight. My mom was just being a total bitch.”

I gulped, her words taking awhile to register. “Oh good!” I said, elated.

“Oh, so as long as you get unlocked tonight, then everything’s fine?”

“Lindsey, no, that’s not what I meant. I wish I had been there when your mom was being…your mom. My parents can be really hard on me too.”

She seemed to like that and put her head back on my shoulder. She adjusted her top a bit, tugging it up, probably from noticing me looking down it.

She exhaled. “Can we just make out now?” she said, almost exasperated.

I nodded assuredly and soon our shoes had been kicked off and I was lying back on her bed with a sexy girl on top of me, kissing me hard, passionately, perhaps taking out her feeling towards her mom on my lips. I wrapped my arm around her back and pulled her in, our bodies mingling, rolling around, kissing hard.

I was enjoying it, let’s be sure, but after a week of being caged, it was tough not to think about the state of my balls as feeling her body all over mine only made them ache more. I ran my hands over her ass and back, feeling the indent of her bra under her shirt. I ran my hands down, pressing my luck, even though I had already touched them before, it still made butterflies in my stomach to cup them again, and feel how full and firm they were in my palms.

She moaned, enjoying it, leaning up a bit so I could get a better feel, and straddled me, her hands on either side of my shoulders, kissing down on me. I got a nice look of her boobs squished together from my hands, jammed against each other. I let out an uncomfortable moan as my balls tightened and my cock struggled to get hard. Lindsey giggled and reached back to touch my balls, my hands still planted firmly on her breasts.

“I recognize that groan. Someone’s got blueballs,” she said snickering.

I cringed. They were uncomfortable, begging my body for release.

She kissed me. “Honestly, it’s kind of exciting. Turning you on, getting you so worked up and needy for me.”

“I do need you,” I moaned out.

“Why don’t we…get you unlocked?” she asked, flirty.

“Yes, please, please,” I begged, which made her smile wider.

She smiled. “Ok, mom should be in her bedroom right now. She said you have to go ask her and she’ll unlock you.”

I gulped, nervous. “I have to go ask her?”

“Well, she’s got the key doesn’t she? Also, in order to sleep in my bed tonight you have to put it back on, ok?”

I sighed, relenting, and getting up off of the bed. That last part made sense, actually. If I got to cum tonight, maybe the cage wouldn’t be so bad. I followed Lindsey’s instructions and found her mom’s room, knocking softly, politely, on the door.

“Come on in,” she said, and I pushed the door gently, seeing her propped up against the headboard, a few luxurious pillows behind her. The room took cues from an art deco past, and the soft carpet on my bare feet felt good.

“Are you behaving yourself in there?” Mrs. Oran asked, putting her book down on her lap and I regretfully looked down at her oversized breasts trying to inflate out of a delicate white satin nightie.

I averted my eyes as best I could, “Yes ma’am,” I said.

“Well, don’t just stand there, come on over.” I walked gingerly to the bed, and got closer and closer, beckoned by her, until my knees touched the bed. Here, I could make out the fullness of her breasts, really just enormous and impossible to look away from. Each one probably bigger than my head.

“So you and Lindsey are getting pretty serious?”

“Um, yeah, we are, I guess. It’s been a week now.”

“She seems to really like you a lot. Her emails are very flattering. She says you are the perfect gentleman.”

“Um, yes ma’am.”

She smiled, and reach over to the nightstand, opening up the drawer, and taking out the key along a necklace. “Have you been thinking about this?” she said, teasingly.

My mouth went dry, and my stomach twisted. “Yes ma’am.”

She let her hand drop slightly and the key rested directly on top of her right breast. I gulped nervously, looking down at it. Thoughts of mauling her big jugs, mashing my face in them, entered my mind.

“Well, I have to hand it to you. Most boys your age can’t last a week before giving up. You must really like my daughter. Tell me, what do you like about her.”

I thought, and answered honestly. “Well, she’s really nice and cute and we get along. She’s different than a lot of girls I know; you know, she’d rather stay in and study on a Saturday then go out and you know…”

“End up on her knees?”

I bit my lip. “Well…”

“And I assume you’re the same kind of boy; you’d prefer to stay home and study too?”

“Definitely. That’s why…well I mean I think that’s why she likes me.”

Her mother seemed to like this and I just couldn’t tell why she was so blatant about her breasts, obviously driving me wild by showing them so obviously, the key right there.

“Off with them, then,” she said wagging her fingers at my pants. I hurriedly took them down, my boxers too, and then I was exposed to her, my cock locked up, my heavy balls hanging down, full of cum.

I froze up when her hand cupped my manhood, rolling my balls around between her fingers. “I see Lindsey has really filled these up. You know, you mentioned that you liked her for her personality, you said she’s cute, but you never mentioned anything else.”

“Oh um, well. She is very attractive.”

I felt a tight squeeze on my nuts and I could only grit my teeth. Had I crossed a line? It turned out I hadn’t crossed it far enough.

“Don’t beat around the bush with me young man. I’ve been in college. I remember boys your age. Now tell me what you like about her.” She kept my balls tight in her hand, making me squirm.

“Oh…ah…well she’s really thin and has a great body…”

She squeezed tighter. “And?”

“She has really nice…well…she’s got great breasts.”

She let her grip loose and just held my balls. “That wasn’t so hard. Now Jake, you’re going to have to learn to be frank with me. I’ve lived long enough to know what men really think. You’ve been staring down her shirt every chance you get. And I see that you can’t take your eyes away from mine either.”

“Sorry!” I blurted, bracing for my balls to get crushed again.

“Well it’s important that you appreciate the Oran genes, Jake. When she’s my age, they’ll be just as big, especially after having a child.”

“Yes ma’am,” was all I could think of saying.

“So, you understand why it’s so important to find the right guy for her, one that will treat her with respect. She’s a gorgeous girl, so nice, innocent, naïve even, and I don’t want all my years of work raising her ruined by some guy who can’t keep it in his pants.”

“Of course not. I wouldn’t.”

“No,” she said looking me up and down. “I feel good about you Jake. You’re polite, you respect your elders, and most of all you respect Lindsey. You’ve gone a whole week in this thing without much complaining. That’s definitely a good thing in a guy.” She rubbed my balls a bit, weighing them. “Hmm, I think it might be time to get this guy out of here, don’t you?”

I nodded, taking her cues earlier to be truthful. “Yes, please. My balls really hurt and it’s been a long time.”

She got a big smile and looked up at me. She practically purred at my reaction. “Well, you’ve been so good, but I can’t let you think that I can just let you out because you asked. You haven’t been in a relationship before, so I need to put a few rules in place.”

“Rules…” I muttered.

“Remember, my house my rules. I’ve got you by the balls anyway, don’t I?” she said, laughing, bouncing my nuts up and down in her palm.

She rubbed my balls around in her hand. “Now I think we need you to learn your place in this household, and with my daughter.”

“Ok…” I said nervously.

“It goes me, then Lindsey, then you,” she said, moving her hand in the air in a gradient. “So right now I want you to step out of your pants and bend over my lap.”

I stood there stunned for a second. “Your…your lap?”

“That’s right. My lap. Come bend right over it. You’re not thinking of disobeying are you?” She asked, and I felt her fingers wrap around my balls. I sucked in air, and wanting to avoid another squeeze on my now very sensitive balls, I moved forward and crawled on the bed, until I was perpendicular to her, my bare ass in the air. It was humiliating. I felt exposed, and the whole situation was so surreal, it was practically an out of body experience for me.

“That’s good. You didn’t want your balls squeezed again, did you?”

“No, ma’am.”

“Good boy. You’ll learn that obeying me will keep your balls nice and pain-free.” I felt her reach between my legs and tug my balls up between them. She wrapped them up in her one hand, so they stuck out and I felt her other hand rub the tops of them.

“You know it’s funny. These little things give you all your testosterone and strength, yet they also render you useless when I’ve got them in my hands. All I have to do is give them a good whack and you’re on your knees.”

I trembled, my balls so exposed to her. Wrapped up tightly in her hand, I knew trying to squirm or escape would mean them getting squeezed even harder. Would she really…I didn’t even want to think about it.

“Or a nice big kick. Ever got one of those, Jake?”

I shook my head. “No ma’am.”

“Well, good. And I don’t see any reason you need to as long as you stay obedient and learn your place.”

“Yes ma’am.”

“Do you want to learn your place Jake? Good boys don’t need to wear their cages as long as their behavior is good.”

“Yes ma’am. I want to get out of my cage.”

I yelped and gripped the sheets as I felt her hand slap down on my tender, vulnerable balls. “Ohhh, oh my balls. Ahhhh.”

“Awww. Hurts doesn’t it? These give you big muscles, but they leave you so helpless.” She whacked them again, perhaps to drive her point home. I whined, feeling them hurt so bad. “Look at you Jake, bent over my lap, balls in my hand. I want you to remember this. At any time I can order you to do this, submit to me, give me your balls, and you’ll do it, won’t you?”

“Yes ma’am, yes please. No more.”

“That’s right. These balls of yours make you quite the obedient boy when they’re full like this. Now how about one more slap, and then we can take the cage off you. You wouldn’t mind that, would you?”

I groaned out and shook my head.

“That’s a good boy.” One last slap landed on my balls, harder than the two prior and I squirmed on the bed in pain, my body trying to curl itself up.

“Please…please no more.”

She rubbed my balls happily. “That’s right,” she said, pleased with my reaction. “Now come up here. I think you’ve learned an important lesson today.”

She guided me to sit next to her on the bed, my legs spread. The abundance of pillows let me sink into them, while she leaned over me, her giant breasts hanging heavily, and she undid the lock on my cage, finally pulling it off.

I blushed as my semi-hard cock grew like a sped-up video of a blooming flower. It grew and hardened, happy to be out. I sighed in relief, finally my cock was free. I could hear Mrs. Oran chuckle, watching me stiffen up.

“That’s the kind of reaction we want. Nice and healthy, big and hard.” She reached forward and wrapped her fingers around my shaft, and moved them gently. “It’s been awhile since I had my hands on a nice big 18yr old cock,” she said smirking to me. “No wonder Lindsey was begging me to get her hands on it.” She slid her hand up and down the shaft, my first stimulation in a week. It was almost too much, making my stomach muscles clench, my legs shift. “Ohhh…” I moaned, uncontrollably.

“That’s it.” She slid her hand more, tugging my balls down hard in my sack and I groaned out in pleasure. “My, my, you are just ready to go aren’t you? I wish my ex husband had been like that.” She stroked me more, bringing me to the edge and then pausing her hand at the bottom, while precum leaked out and I clenched my teeth, sure I was going to blow. “Now Jake, I’m sure Lindsey would be upset if I spoiled your load all over you. Wouldn’t you rather she do the honors?”

“Yes ma’am,” I said shaking, so ready for it.

“Though I’m sure you’d be happy to produce the results again for her, wouldn’t you. Gosh, to be eighteen again. Anyway, young man. Put your pants on, and get back to your girlfriend. I’m sure she’s waiting for you.”

And with that, I bashfully put my pants on, my cock stiff and throbbing in my jeans and left Mrs. Oran to read her book. I paused in the bathroom, splashing water on my face. What an experience! Bent over my girlfriend’s mom’s lap, getting my balls slapped and made to pretty much submit to her. I couldn’t believe it. Here I was, free at last. Were my car keys still in my pocket? I could just leave right now, but Lindsey found me in the bathroom, pushing the half-open door aside.

“Hey there, stud,” she said and I gawked at her braless-ness, her big firm breasts pushing out her tank top, nearly transparent. “What took you so long. Come on.” She beckoned me, and as I got closer she tugged her tank top down to flash me her right breast, nipple and all, and I was immediately hooked.

I found myself on her bed, making out, totally washed away in my need for release. Her hand eagerly found my hard cock through my jeans, rubbing it, the sensation just enough to keep me insatiable, while not enough to make me blow.

I was nervous before, but at this point I couldn’t hold back, and I just groped her breasts through her top. She moaned out like crazy, whispering for me to squeeze harder. She finally succumbed to her own lust and pulled my cock out of my pants, rock hard, and ready to explode.

“Oh my gosh. Jake. Wow…” She gripped it, obviously careful not to let it blow. She ran her hand up and down the shaft, cautiously, making me beg for it. “You need it don’t you?”

“Yes, Lindsey, please. I need this.”

She cupped my balls. They were still very sore from her mom’s treatment, but it didn’t stop me from staying on the edge. She squeezed them slightly, like fruit. “They are so full. You have no idea how turned on I am right now.”

I smiled, and I was in heaven. Feeling her hand slide up and down. I was ready to just sit back and blow it hard.

Her mom walked in with a roll of paper towels. “I thought you two might need these,” she said, helpfully.

“Ugh mom. I already have a roll,” her daughter said, sighing.

“Oh you know I can’t stop being your mom, Lindsey,” she said, walking in, her breasts bouncing heavily in her nightie without a bra to support them as she placed them on Lindsey’s nightstand.

“Ok, ok. Mom get out of here. And you should put on the hoodie. I can feel him throbbing over here.”

“Oh Lindsey. I’m old enough to be his mom too. He’s not even interested,” she said, with a wink to me when her daughter looked away. “Now you two have a nice time. Do you need anything else?”

“Mom, no. Get out of here.”

“Ok ok,” she said, laughing, and left the room.

She looked down at me, and then at the door. She bit her lip. “Jake I…”

“Yes, Lindsey?” I asked, my cock on the verge.

“I wanna suck you. Is that ok?”

I had trouble breathing for a second. “Like a…a blowjob?”

Her face was one of mirth, as she licked her lips. “Come on. It’ll be fun.”

“Oh wow. Yes!” I said, enthusiastically. “But I’m like…really close.”

Lindsey smiled and then still with a grin on her face, slapped my balls.

“Oh, no!” I yelped as the pain rocked me. She had no idea what I had just been through. She gave me another one and I clenched up.

“That’ll help huh?” She leaned in, her tank top still covering herself, her breasts against me. The inviting warmth of her mouth tempted me, and I couldn’t complain as she leaned in, opened her mouth and took me inside. I moaned out loudly as I slid between her lips.

It felt incredible and I was now happy for the slaps, as they let me last in her mouth as she bobbed her head, slowly, awkwardly, up and down on my cock. It was clear it was her first, or close to first time sucking a guy, and she was trying her best.

“Oh Lindsey, you’re so good at this,” I said, encouraging her, and indeed I felt myself slide deep into her mouth, her tongue helping it along, swirling over it.

“Am I doing ok?” she asked, looking up at me. “I’m kind of new at it.”

“Oh yes, yes, it’s so good. Please, more, more.”

She liked that and went back down on me, sucking me hard. I felt the cum rise as she sucked, cheeks pushed in, practically sucking it out of me.

She giggled, taking her mouth off once more. “Oh my gosh, it’s going to be so much.”

I laughed with her, but was getting frustrated being brought to the edge over and over. “Yeah, I’ve got a lot stored up.”

She rubbed my balls. “Yeah, no kidding. A week’s worth. She stroked by cock. “I don’t know Jake. Is it ok if I just jack you off? I don’t think I can swallow all that.”

“Lindsey that’s fine. It’s fine. I’d love that.”

She smiled and stroked me up and down, lubricated with her saliva, and then stopped right before I blew.

I groaned out in frustration. “Lindsey…”

“Ok, ok. I think I can do it. Let me try swallowing, ok?”

“Yes, please,” I begged. At this point I would take anything!

She lowered her warm, wet mouth on me again, and I leaned back, ready for it. Then, her mom opened the door again, carrying the cage.

“I thought you guys might need…LINDSEY ORAN,” she nearly screamed, looking down at her. “Just what are you doing!”

“Mom!” she yelped, startled, getting her mouth off of me, leaving me painfully on the edge. “You were supposed to knock!”

“A…a…blowjob. Lindsey!”

“I don’t know what happened. I just wanted to try it.”

“After a week with a boy. In his state.” She came over to us on the bed and surprisingly reached out to give me a harsh slap, one that made me clench up and roll over, in the fetal position.

“I did not raise you to use your mouth…like…like that!” she said, infuriated clearly. “Did he ask you to do that!”

“No, no. I wanted to. Really, he didn’t even ask at all!”

“Like I believe that.” She reached over, found my balls from underneath me, and pinched just one of them, making me yelp out in sharp pain.

“Mom, stoppit! He didn’t. It was all me. He’s a nice guy.”

Her mom went easy on me, and folded her arms as I whimpered, clutching myself. “Well, we can talk more about this tomorrow morning. But for now, back in the cage he goes!”

“Mom! He still hasn’t…you know.”

“Well he certainly doesn’t deserve it now! Using you like that. Disgusting. You should be ashamed of yourself. Jake spread your legs!”

I scrambled to get my legs spread, learning my lesson from before. And her mom bent over to cage me again, squeezing my balls to get me soft enough, slipping on the tube, and locking it in place. For now, all I could think about what protecting my poor balls. She gave me one slap once she locked me in, and put the key around her neck.

“Mom, ugh. Don’t punish him for me!” she said. “He needs to cum!”

“Oh, you’re getting punished too, young lady. You might be 18, but that doesn’t mean you can trounce around…doing…that!” she said, clearly upset. “And you Jake, You’re certainly not getting…that…and release in the same night!”

I swallowed hard, and didn’t say anything. She just gave her daughter one more look, said we’d discuss it in the morning and left the room. Lindsey and I didn’t say much to each other. It was clear Lindsey was upset too, almost crying. I felt bad for her, but all I could think about was my lost orgasm, trapped in my balls. I had been brought so close my balls must have been a dark shade of blue, and they hurt so much from the constant slaps I had to endure that night.

We talked a bit about her mom, but Lindsey seemed a little distant, guilty, and upset. We finally tried to fall asleep. While Lindsey tossed and turned, so did I, except all I could think about is when was I going to get another chance?
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https://beggerstories.blogspot.com/2012/06/dating-lindsey-chapter-4.html

Painful morning wood shook me from my sleep, as it had a few times during the night. My cock tried desperately to expand in its cage and I finally felt awake enough not to go back asleep. My arms were around Lindsey, whose body, dressed in just short shorts and a tank top, was curled up into mine. I held her tightly and shifted to wake her up.

“Morning Jake,” she said, sleepy, and I could feel her ass rub softly against my boxers, stimulating me further in my cage. Struggling to get hard all night, my cock felt sore, along with my balls, still full from a long week of nothing, only made worse by the half-blowjob I got from Lindsey.

Lindsey sat up in the bed, wiping her eyes a little. She leaned over to look at the clock. 9am. “Sorry again about last night,” Lindsey said, reaching over to me. I was sitting up next to her too, and she reached over to cup my balls through my boxers. “My mom won’t leave these locked up forever.”

“When do you think I can cum?” I asked, meekly.

She shrugged. “I don’t know, but I’ll talk to her, ok?”

“Ok, Lindsey,” I said hating how I was at these two women’s mercy.

“Well, I better go take a shower. You can take one after me,” she said, getting up and crossing me, her sexy body, tempting me, her full breasts, braless under her tank top, jiggled nicely as she moved over me and then across the room. She grabbed some clothes, panties, bra, a tshirt and jeans, and winked at me as she headed out. I sighed, my nuts killing me. Not even a night’s sleep could make them feel better. But when I thought I’d have a second to relax, her mother came in to check on me.

“Well Jake, how are the family jewels?” she asked with a wry smile, making an obscene gesture with her hands, obviously enjoying herself.

“They hurt,” I said, making a face. I could feel them ache and throb. She walked over closer. She was wearing regular clothes, just a maroon tshirt, stretched across her chest and a pair of black pants. She came over, and bent over, daring me to look down her shirt at her enormous breasts.

“Tough night?” She teased, slowly pulling the sheet down from my waist as I sat there. Nearly paralyzed in fear, I didn’t move, and I felt her peel away my boxers by the elastic to peek inside. She leaned in and looked around, pushing her breasts into my face, the bare skin pushed in my cheek. “They look swollen Jake. You know you were a bad boy last night.”

I gulped, mentally hitting myself on the head to pay attention. “I’m sorry Mrs. Oran,” I said, and then felt her fingers wrap gently around my balls.

“Taking advantage of my young daughter like that. Using her mouth in such a dirty way. How degrading!” she said, emphasizing it by rubbing my balls around.

“Mrs. Oran please, she…ohhh!” I groaned as I felt her hand squeeze my balls roughly.

“Don’t you dare tell me that she wanted it! My Lindsey is not some kind of slut. I know how your young mind works, young man,” she said, squeezing and rolling my nuts around like a pair of stress balls. I could only groan and squirm, knowing she could make it a lot worse if she wanted to.

“I’m sorry…ohh…I’m sorry. You’re right. Oh stop squeezing, please!” I felt her relax her grip a little.

“There certainly won’t be any more of that any time soon,” she said, toying with my cage now. “You’ll be lucky if you even get to come out of this today,” she said sternly, and I just nodded to her.

“Good. You know, I thought our little chat last night would have put you in your place.” She crossed her arms over her breasts, probably because I was staring, and looked disappointed.

I swallowed hard. Nervous as she looked down at me. “I don’t know what got into us…I mean what got into me,” I said, meekly.

“I figured being bent over my lap, slapping your nuts around, would have taught you a thing or two about respect.”

“I’m sorry Mrs. Oran. I really am.”

She paused, and looked me up and down. “Boxers off. Spread your legs.”

I gulped, but I immediately stripped them down to my ankles, my balls exposed, the cage keeping me locked up. I spread my legs slowly, whimpering a little, shutting my eyes.

Lindsey’s mom looked around the room and finally settled on grabbing a hair brush, feeling the back of it in her hand and then came back over. She leaned over, tempting me again with her cleavage, certainly on purpose, then gave me a firm whack to my balls by the flat side of the brush.

I yelped in pain, but I just felt another hit, and then another, and finally I closed my legs, holding my balls. She just harrumphed, crossing her arms. “Just three huh? Hm, I don’t get why you men are so proud of those things. Spread them again,” she said with such authority my legs moved on their own. She reached down and hit them again, twice. “All they do is make you submissive. Not that I’m complaining. You know when I was your age, women’s liberation was really kicking into gear. Equality was still a very new thing. It’s so nice seeing a young man like yourself clutching his balls in pain, submissive to me.” She slapped my nuts again, and I tried my hardest to keep my legs apart.

“You know, you’re a nice guy, Jake,” she said, and just let the backside of the brush rub my balls up and down. “But all you eighteen year old men are the same, in a second you would take advantage of a girl if you could. You would tell her ‘you have to suck me babe, I’ve got blueballs,’” she said, sounding disgusted, and took it out on my balls again.

“Please, Mrs. Oran, I wouldn’t. I’ve been really good,” I pleaded, gripping the sheets as my balls throbbed.

“Back when I was your age, I dated men who just demanded I put out for them. They thought that just because I had a big chest meant I would get on my knees and suck them off!” she said, upset, but fortunately she was going easy on my balls for the time being. “And you know the real tragedy was that I did it. I can’t believe I got on my knees after that,” she said, shaking her head. “So young, so naïve,” she said with a big sigh, and gently tapped my nuts.

“Mrs. Oran, please I’m sorry that guys were total jerks. But I’m really a nice guy! I’ve been really polite and…ohhh!” I yelped as another hard smack came.

“Hush,” she commanded. “Let me just tell you Jake, that it gives me nothing but pleasure to see you all worked up and needing it, and then to tell you no.” She maintained eye contact. “If only I could go back and lock those boys up, send them home with blueballs. I really am envious of Lindsey,” she said, smiling.

I just sat there, my stomach tight, balls seriously hurting, hoping she would be done soon. “Yes Mrs. Oran. Please, I’ll be good.”

“See? These little guys really settle you down don’t they? You started out making excuses and thinking you could get a blowjob, but now you’re behaving yourself, aren’t you?”

I nodded quickly. “Yes Mrs. Oran.”

“And you’ll do whatever I say because you don’t want any more ball pain, won’t you?”

“Yes, Mrs. Oran. Yes, I’ll be really well behaved.”

She smiled at this, pleased with her work. She gave them a little tap. “See, now I don’t need to slap them because you’re acting like a man should: submissive and polite. If only I had this around thirty years ago, huh?”

“Yes, Mrs. Oran.”

“Good. Now when you need to shower, come find me. You can shower with your cage off today.”

I nodded to her, and groaned to myself when she shut the door, my balls seriously hurting. What kind of crazy leftover problems did she have, taking out her high school angst on me? I had never even gotten so far with a girl, and yet somehow I was to blame for all of the jerks out there.

Lindsey came in wearing a towel, making me question why she brought clothes with her in the first place. She was totally unaware of the busting I had to go through, and I knew I couldn’t bring it up. It would just be easier to keep her in the dark and hope to keep her mom happy at the same time.

Lindsey was a good distraction from the pain, as she slipped a pair of red panties on underneath her towel, her boobs jiggling and threatening to pop out of the top.

“I don’t know why my mom doesn’t get bigger towels,” she said, tightening it over her rack. “We’ve both got big boobs,” she said, rolling her eyes. “What bra should I wear today? Black or white?” she said, holding both up for me to look at.

“Um…black” I said, my cock straining in the cage.

She turned around and lowered her towel, giving me just a hint of sideboob to satisfy me, clasped the bra around her waist and then rotated it, bringing the cups over her breasts. She adjusted it, facing me now, squeezing them together as she mushed her bra around. “I hate having big boobs sometimes,” she said, dissatisfied with how the bra fit. “Anyway, get up lazy bum and go take your shower. I think my mom is in her room,” she said plainly. Did she know that I had to go ask her mom first? I sighed to myself. Of course she did.

I got up, walking past her, and as I did she stopped me and gave me a quick kiss. The look of her in her underwear really did a number on my libido.

I found her mom’s room again, which I had visited last night. She was packing some clothes into a laundry basket. “Hello Jake. Why don’t you come with me?” I found myself in the bathroom with her. She sat on the toilet as I stood, letting her unlock me. I really tried my hardest, but the combination of my having gone a week, plus the view down her shirt as I stood there was too much, and my cock stiffened up, rising quickly. I could only blush.

She smiled, happy to see my reaction. “That’s why they call it morning wood,” she joked to herself, poking it to see it bob around. I gulped, and saw her stand to turn the water on for me. She pulled the curtain back and pointed at the tub. “Go on. Don’t think I’m going to let you shower alone. I know what boys do in there!” she said, with mirth, but she was serious. I hesitated, weighing my options, but got in the tub anyway, feeling the warm water rush over me. My erection wasn’t going down, and probably wasn’t going to anytime soon. She sat on the toilet again, and pulled up a small mirror to put lipstick on, glancing up at me from time to time.

“Go on,” she said, waving her hand dismissively. I started washing myself. I felt humiliated, rubbing soap on my body while she sat there, supervising. It was clear I wasn’t going to close the curtain. She looked me over, fixated on my cock at times. Was she enjoying it? I couldn’t tell, but the whole situation just felt degrading.

“Don’t forget that big dick,” she said jokingly. “Or do you need help with it?”

I had left it for last, for obvious reasons. And I looked down at it. I had washed myself in the cage plenty of times, but Mrs. Oran seemed intent on seeing me at full erection.

“Relax,” she said, and got closer. I felt her hand grab my shaft and start sliding it up and down. She poured some liquid soap on it, and started washing it up and down. I couldn’t help it, I moaned loudly, so horny and excited. “Mrs. Oran…” I groaned, feeling bashful as she basically jerked me off.

“Shhh,” she said, and slowly stroked me. I could feel how incredibly stiff I was. Her hands massaged my aching balls too. “You are just so hard Jake. I really am envious of Lindsey. Those days are long gone,” she said, stroking just the shaft, avoiding my sensitive head.

“Ohh…oh I’m…”

She stopped on cue. “Don’t you worry Jake. I’ve had too much experience to let you just blow like that.”

I groaned, frustrated as my balls ached from the teasing. All I could think about was cumming.

“Did you enjoy it?”

I nodded, bashfully. “Yes…”

She smiled, standing up. “Dry yourself off Jake so I can lock you back up.” As I did, and she slipped me back into that tight cage, she said. “Don’t worry, I enjoyed it too.”

I came down and Lindsey got me a bowl of cereal to eat and sat at the table with me. I ate quietly, trying to think of anything else besides the ache in my balls, resting heavily on the chair I sat on. Lindsey chatted with me, talking about a story or two from her High School days. Finally, her mom came down and stood between us, her hand on our backs.

“You’re a lucky girl Lindsey. Your boyfriend here has quite the package.”

Lindsey’s jaw dropped and she looked back. “Mom! Stoppit! You’re embarrassing us.”

“Lindsey please. It’s ok. Trust me at my age, I wish the men I knew got so stiff and rigid. I must tell Cathy about this.”

I blushed hard and Lindsey rolled her eyes. “Ugh mom. He’s eighteen. Of course he’s going to be rock hard, sheesh.”

Her mom patted her on the back. “Well just appreciate it when you’re young dear. You’ll wish you had when you grow to be my age.” Mrs. Oran turned her back and headed to the basement to do laundry. Lindsey just gave me an annoyed look.

A few moments passed when Lindsey looked over at me, somewhat peeved. “Why haven’t you gone down to help my mom with laundry yet?”

“Oh…um. I don’t know…should I have?”

“Um…yeah Jake. You’re my boyfriend. Have you seen your chore chart yet?” she asked, again like I was supposed to know what she was talking about.

“Not uh, not yet,” I said, trying to play along.

“Well, get my mom to show you it because you’ll want to get an early start.”

“Oh right. Ok sure,” I said nervously. I had to do chores? I took my last bite that I wanted from the cereal and began to head downstairs. The basement was dark, except for a single uncovered lightbulb overhead. I meandered in, watching my head. “Um, Mrs. Oran. Do you need help with the laundry?”

Mrs. Oran was piling clothes from the dryer into a basket. “Oh what a good boy you are, Jake. Why don’t you switch over this load, and then bring that basket up and fold the clothes?” She said, stopping halfway and looking at me with what I interpreted as smugness.

“Sure thing Mrs. Oran,” I said, trying to sound helpful. “Oh and Mrs. Oran?”

“Yes Jake?”

I paused, suddenly noticing the key to my cock cage dangling around her neck, nestled between her breasts. I swallowed hard, staring at it.

“Jake?” she asked, and she reached into her shirt to adjust her bra. On purpose?

“Sorry uh, Lindsey said there was a chore list or something?”

She grew a confident smile. “Well yes, Jake. Now see what a week of blueballs, and a few slaps can do? That’s very polite of you to ask. Once you finish the laundry, then Lindsey and I will discuss your chores.”

I swallowed hard and tried not to look too much at the key…or what it was hidden between. I dutifully switched the laundry for her, and brought up the basket to the livingroom, where Lindsey was now watching the tv. I set the basket down and started folding the shirts on the coffee table. Lindsey had her feet up, watching, not really paying attention to me.

As I folded, and Lindsey watched tv, her mom came by. “Well don’t stop folding just because I’m here. Chop chop,” she said, clapping her hands, as if it were a joke. “I came by to discuss your chore chart, now that we’re all together.” She sat down on the other side of me, with a piece of paper printed from a computer with my name and Lindsey’s name up top, and a line separating the two. On it were typical chores such as making the bed, cleaning the bathroom, etc. evenly distributed between us.

“Ugh mom, I’m not cleaning the bathroom,” Lindsey said immediately, looking over.

“Lindsey hush. Now these are your chores for this weekend, you two, and I expect them to be done by tomorrow night. I’ve tried to split it fairly but of course I gave you most of the heavy lifting Jake because you’re a guy.”

I just nodded, overwhelmed. Lindsey groaned. “I have to do all that? Mom come on!” she whined.

“Lindsey, you’re my daughter and as long as I’m housing you and paying for your college you’re doing chores,” she insisted while her daughter just rolled her eyes. I gulped as I kept folding, and I got to the bras, holding one up. Her mom interjected into the chore discussion. “Jake, sort those bras by pattern and color ok? Just try to keep them together,” she said, patting my thigh.

“Yes Mrs. Oran,” I said, nodding.

“I’m sure you can tell whose is whose,” she said snickering, as I held one of Lindsey’s bras, a D cup, cute, lacy, with a black and tan mesh pattern on it, and one of her mom’s, a nude-colored pair of cups that needed quite a bit more fabric. I just blushed looking at the two, hearing her mom chuckle. Bashfully, I couldn’t help but look at her expansive chest, and then away as she noticed me, and started sorting the bras as she had asked.

Her mom made some small talk before she left and as she left earshot, her daughter laughed. “Jeez, those things are like huge, right?” she asked, looking to me. I agreed with her, as it seemed I was supposed to.

“Yeah, really big,” I confirmed. Lindsey took one of her mom’s bras, this one solid black.

“They’re not even cute,” she said. “They’re just so big-looking. She’s like two sizes bigger than me and I can wear them as a rain hat,” she said, putting it on her head jovially. I took of Lindsey’s bras, and realized I could definitely do the same, but figured against pointing this out. She seemed happy at the idea that she wasn’t quite as large as her mother. Lindsey continued. “I mean I’ve got big boobs but come on, hers are just ridiculous, right?”

Again, I nodded, agreeing with anything she might ask.

She just rolled her eyes and handed me her mom’s bra. “I can’t believe she wants me to do all these chores. Ugh, can you, like, do the bathrooms and kitchen?” she asked in a snotty voice, pointing at her side of the chart.

“Well, Lindsey I have to do all of that stuff,” I say pointing to the ten-item list on my side. She just sighed.

“Jake, what’s the point of having a boyfriend if I have to do all these chores?” she asked, bluntly. She got a little closer and put her hand across my thigh, sliding it over my crotch. “I know you’re frustrated, Jake.” She said in a sultry voice, rubbing my sore balls, pressing her breasts into my arm. “And I know you don’t want to wait another day to empty these,” she said, tapping my balls with her fingers.

“Lindsey, that’s not fair,” I complained.

“Oh, it isn’t?” she asked innocently and I felt her hand grab and squeeze my balls together, pushing them against each other. I squirmed and groaned. “Ohhh…Lindsey…my balls,” I coughed out.

“Do my chores,” she said sternly.

“Lindsey!”

She squeezed harder. “Be nice to me, Jake. Be a good boyfriend,” she said girlishly, rolling my squished balls around in her hand. “And maybe you’ll get a handjob tonight.” She pinched one, and then the other, alternating the pressure. My muscles jerked as I felt shooting pain.

“Lindsey! Ahh…Ok, ok…ok ok ok,” I begged her. “I’ll do your chores.”

“All of them, Jake?”

“Yes, yes!” I agreed quickly, nodding my head and finally I felt her relinquish her grip and pat my crotch with degradation. “Good boy,” she said, smiling to herself, a minor triumph. “It’ll be nice not to have to do any of the chores then,” she said happily, with arrogance. “Thanks for agreeing to do them,” she said with a kiss to my cheek.

“Sure thing, Lindsey,” I said, defeated, rubbing my sore balls.

Lindsey’s mom came up to me as I was on my knees, cleaning her toilet, one of Lindsey’s former chores.

“It’s good to see a man on his knees once and awhile,” she said, behind me, probably smirking. “Cleaning the toilets, no less. Thirty years ago that would be absurd. I’m glad you’re not letting your male ego get in the way of getting your chores done, Jake.”

I sighed, quietly. “Yes Mrs. Oran,” was all I felt like saying.

“Now wait a minute. Wasn’t cleaning the bathrooms one of Lindsey’s chores? I could have sworn it was. I mean that is a girl’s kind of chore, isn’t it?”

I gulped. I knew Lindsey wouldn’t want me telling her mom she ballbusted me into doing it. I just hung my head, still wiping up the inner bowl with the brush. “I’m just helping Lindsey out,” I admitted.

“What a nice boyfriend you are,” she said, perhaps knowingly. “I see you have started to learn your place around here. I’m sure those aching blueballs of yours are really starting to hurt now.”

I just nodded, still facing away from her.

“Tell me how they feel, Jake. I’d like to hear.”

“They hurt a lot. All I can think about is how much I want it.”

“Awww,” she said, patronizingly. “Someone’s got a bad case of the ole blueballs, I think,” she said, snickering at her words. “But you’ve been so well behaved today, I’m thinking of letting you have a little something tonight.”

“Please Mrs. Oran. Please, please, please.” I’m turned around now, facing her, on my knees, begging. “My balls seriously ache so hard. I have to have it. I can’t go any longer!”

She looked down at me sympathetically. “Well, I really do think you’ve learned your lesson from last night. All of the denial and ballbusting have really made you submissive. Look at you. On your knees, begging me to have your release. “

I nodded, nearly sobbing, really, and looked up at her. “I’ve learned my lesson. I’ve been really respectful. I’m even doing all of Lindsey’s chores!”

She smiled, her lips curling. I hate to admit it, but even in my desperation, I was still staring at how her mounds of breast nearly obscured my view of her face. “Well Jake, I think you’ve certainly earned it. But there are just a few more things I’d recommend, if you really want to clinch the orgasm tonight.”

“Yes, Mrs. Oran?”

“Well, first, I think it would be appropriate to take your pants down as we talk, and bend over that sink,” she said, folding her arms across her chest.

I gulped, blushing at the concept, but complied. Soon my pants were off and I was bending over the sink. I could see her in the mirror, getting behind me. Sure enough, I felt her hand grasp my balls, weighing them.

“So swollen,” she commented, rolling them around. “Now let’s see. I think first, you should ask me to ballbust you to relieve your frustrated feelings.”

“Yes Mrs. Oran,” I said obediently.

“Hush!” she said, giving them a quick, and hard, squeeze. “Let me finish. You need to do this in front of Lindsey. Tell me you’ve been very frustrated and horny and you need a little cooldown,” she said, giving instructions. “Next, offer to do some more chores for me, in front of Lindsey of course. I’ll think of something fun for you to do.” She squeezed again, making eye contact with me in the mirror. “Keep your head down. Let’s see, and finally, you need to ask my permission to cum, but I’ll leave the details up to you. I’d like to see how much you’ve learned, honey, and I’d like it to be very, very submissive. But that last one I’d like it to just be you and me,” she said, pawing at my balls with ownership. “Now say, yes Mrs. Oran.”

I nodded into the sink. “Yes Mrs. Oran,” I said as submissively as possible.

She patted my balls with a “good boy,” and told me to put my pants back up. I got back to doing the bathroom.

I was dusting the livingroom, while Lindsey watched some chick flick, when Mrs. Oran came by to watch it with her. “Jake turn away!” Lindsey said, lightheartedly, as one of the girls took her shirt off. “Your balls already ache enough!” she said with a laugh. Her mom joined in, too.

“I don’t know if they can get any achier,” I said, trying to be good natured. It seemed to be winning me points and if I kept going, it was looking like a handjob was coming my way. “Speaking of which…”

“Yeah?” Lindsey asked.

“Well, my balls hurt so bad. It’s been such a long time, I’m really having trouble focusing,” I said, bullshitting as much as possible. “Maybe um, I could get some help.” Lindsey stayed quiet on this one.

Her mother chimed in. “Oh like what, honey?” she asked, her curiosity so fake I was shocked Lindsey was unfazed.

“Maybe like, when you hit them before.”

“You want some ballbusting Jake? To get that thing from getting…I mean trying to get…hard in there?” she asked, patting the spot between her and Lindsey.

I walked over. “Yes, Mrs. Oran,” I begrudgingly said. I found myself pants off soon and in between the two women, legs spread. Mrs. Oran cupped my balls.

Lindsey said, still watching the tv, “See mom. I told you he wasn’t some horny pervert,” she said matter-of-factly. “He’s just really frustrated and needy. He’s even asking you for slaps. See?”

“Yes dear. I guess you were right about him,” she said, giving me a wink and then a slap to my balls. I yelped, squirming. Then she slapped me again, and again, until finally she gave me four hard hits. I swallowed hard at it, happy to be over with it.

“Any more Jake?” her mom asked, giving me an arrogant smile, and I knew it wasn’t really a question.

“Yes…please,” I said, adding on the last bit for safety. Another slap came, and then another. I grumbled, my balls seriously in pain. Lindsey turned to me. “Feeling better?” she asked.

I nodded.

“Good! I can tell cause you didn’t look down my shirt when I asked,” she said with a giggle, tugging her neckline down to tease me. “Jake!” she said, complaining. “You looked!” and I found her hand grabbing my balls, tugging them down in the sack. “There we go. A big squeeze.” She clenched my nuts, making me grit my teeth and beg her to stop and finally she let go. “That’s it. Now no more horny feelings,” she said, pleased with herself. I just sat there, holding my balls.

Mrs. Oran smiled to me. “That’s great Jake. Anything else? Looks like dusting the livingroom was your last chore.”

“Oh, are you sure Mrs. Oran? I wouldn’t mind doing another,” I offered. I appreciated that she made the transition so easy for me.

“Hmmm…what do you think Lindsey?”

Lindsey pondered, looking down at my balls. “Make him scrub the floors like you used to make dad do,” she said, casually, looking back at the tv.

“Ohhh, wonderful idea. Back in the 80s I had him scrubbing my floors with a bad case of blueballs to support women’s rights.” She explained. “Worked like a charm. Now Jake why don’t you go over there, on your hands and knees, and scrub my floors?”

I nodded slowly. “Yes Mrs. Oran,” I said dutifully and headed over. In minutes, I found myself, pantless, wiping down the kitchen floor with a bucket and a sponge. Lindsey came over halfway through. “Don’t mind me,” she said. “I’m just getting some more popcorn. Gosh you look so submissive doing that,” she said laughing. “Seriously like, what kind of guy scrubs the floor like that, with his balls hanging down?” She came behind me and gave my hanging nuts a light kick with her bare foot. “What guys will do to cum, seriously,” she said amusing herself as I looked up to see her refill her bowl with popcorn. A few popped kernels dropped and she joked, “Get those for me or no cumming tonight,” she said with a laugh, as I scooted over quickly to clean them up.

Mrs. Oran came by to inspect my job. “Well Jake, it looks like your cleaning skills are superb. I wonder if that’s because you’re good at cleaning or if something else was motivating you.”

I gulped. I was kneeling, looking up at her. My knees were sore, and Lindsey was in the livingroom out of earshot. “Please Mrs. Oran. I’ve done everything…”

“Well, that’s not true is it?” She said, arms folded. “But yes, you’ve been extra good. I’m always impressed by just how motivated you boys are by that one little thing you want from us. You did a whole page of chores in one evening, crawled around on your knees, and even asked…ASKED for ballbusting,” she said, covering her mouth to laugh. “But I will head to the bedroom, and I expect you in there in fifteen minutes,” she said confidently, and headed back to the livingroom to tell Lindsey she was off to bed.

I went to Lindsey too, still without pants, since they were sitting next to Lindsey on the couch.

“Oh Jake, hey. Yeah, it is time for bed isn’t it? I’m gonna head up,” she said, yawning.

“I have to talk to your mom first,” I announced. She just shrugged, expecting it, and walked upstairs.

I sighed, and waited the appropriate amount of time before I went up the steps. By now, each step made my balls shake and hurt. Finally, I made it to Lindsey’s mom’s room, knocking on the door and entering. “Hey Mrs. Oran,” I said bashfully. The pants were out of the question at this point and she wanted my shirt off too, which I complied with.

She was in another nightie, one of the ones I had folded. This one was a silky white one-piece that was loose on most of her, while tightly hugging her chest, making her breasts once again unavoidable to my eyes. I knew I was on the spotlight. Mrs. Oran just turned the page in her book while I walked over. I realized this act could determine my orgasm tonight, and the pressure made my stomach twist. “Mrs. Oran?” I asked, hesitantly.

“Yes Jake?” she asked, curiously.

I sighed, and swallowed my pride. “May I lie over your lap?” I asked, shutting my eyes in shame.

“Yes you may.” She put her book down and put her hands to her sides. I slowly moved forward and laid across her lap, my balls presented to her from between my legs. I could feel her breasts against my stomach.

“Well, butter me up,” she said expectantly.

“Please hold my balls,” I asked her, and I felt her hand cup them. “Please squeeze my balls.”

“Good boy,” she said softly, assumingly, helping me through this process as I felt her fingers clench over them. I squirmed and groaned. “Ohhh…mffff,” I let out.

“That’s it Jake. Over my lap, getting your manhood squeezed. Was it humiliating getting your balls busted in front of me and Lindsey today?”

“Yes Mrs. Oran,” I said, feeling her hand squeeze hard and then let go, then squeeze hard again.

“Why?”

“Ohhhh. Well, you guys bossed me around and I had to do it all cause I’m locked up.”

“Good Jake. That’s good. Tell me everything. I’m really not so bad; I just want the best boyfriend for Lindsey. Don’t you want to make her happy? She really is perfect.”

“Yes Mrs. Oran.” Her grip was loose on my balls, but still commanding. “I’ll be a really good boyfriend for her.”

“Good Jake. How does it feel to have your manhood in my hand? Though after a day like today it’s tough to call it manhood, isn’t it?”

“It’s humiliating.”

“And?” A little tap to my balls.

“Degrading.” Another tap.

“And?”

“It makes me feel submissive.”

“Oh I bet it does, honey. You spent all day with blueballs, the key to your orgasm around my neck, scurrying to your girlfriend’s and my every beck and call.”

I groaned as she petted my balls.

“These are so swollen,” she commented, weighing them. “A guy your age, in his sexual and masculine prime. Biologically, you’re able to cum, twice, three times, heck, you’re eighteen, maybe even five times a day or more if you really wanted, yet you’ve kept it all locked up for your girlfriend.”

I whimpered, feeling so submissive. She got the key around her neck off and reached under me, unlocking the padlock. She flipped me over so I was on my back, my butt resting in her lap as she took me out of my cage. Neither of us was surprised at my stiffening reaction.

“I’ve got you by the balls,” she said with incredible glee. Holding them as I firmed up. My erection extending to my stomach.

“Yes Mrs. Oran.”

I felt a hard slap. “Tell me I’ve got you by the family jewels.”

“You’ve got me by the family…ahhh!” A slap hit me hard

“Now tell me who your orgasm belongs to.”

“My orgasm belongs to you Mrs. Oran,” I said desperately. I felt her stroke my cock. Her breasts pushed forward and her wrist made them jiggle, the head of my cock sliding gingerly against their skin. I emitted a pleasured, animal moan as I felt the incredibly full-body experience of her hands over my cock, stimulating my most sensitive nerves.

“Beg for it.”

“Please Mrs. Oran. Please. You’ve got my manhood in your hand. I want to cum so bad! I’ve had to go a week and I’ve been really well behaved. Please, please, please let me cum!” I pleaded.

She slapped me and I squirmed around in her lap painfully. Again, another extremely painful slap came and I begged her to stop, tears welling in my eyes. I felt so vulnerable, crooked over her lap, the position forcing my cock and balls to be the most elevated part of me. She grabbed my nuts and squeezed them. “Now submit to me, fully. Beg for my permission. Tell me who’s in charge.”

“I submit. I submit totally. You’ve got my balls. Please, please let me cum. I need it so bad!”

She ceased her squeezing and stroked me slowly. “Good, Jake. Good. You’ve come a long, long way.”

I whimpered, as she gave me pleasure, barely edging away the pain. Her breasts rested on my stomach like a table. “Now I think you’re ready to cum. Why don’t you go see Lindsey and you two have a little personal time together. But then you come right here afterwards. I’m in charge of your cum, Jake, and you will only be allowed to blow with me, understood?”

I nodded quickly. “Yes, Mrs. Oran!”

She stood me up, my erection throbbing and ready, though my balls hurt.

“Get my vibrator out of the drawer first, then come back here in twenty minutes,” she said and I dutifully rummaged through the drawer until I found her white and magenta vibrator, handing it to her. I hurried off, erection wobbling, and entered Lindsey’s room.

“Holy shit that thing is huge!” Lindsey said, staring at it as I came in. “Bring it over here!”

I came over to her and we immediately got to business. Her hand stroked me while we kissed, immediately overwhelming me with feeling. My hands jutted to her breasts, squeezing them. She was just in her tank top and panties, with no bra on, and I was happily squeezing and pawing at her breasts while we made out.

“Lindsey…wait,” I grunted as I felt the cum boil in my balls. “Your mom said she was going to make me cum.”

“I know I just wanna play with it,” she said happily, and I guess it made sense this wasn’t the first time that happened either. She stroked me more, making my balls hurt and ache so bad. Fondling her, I could barely stand it.

“I need it so bad!” I grunted, begging.

“Jake it’s only been like two minutes.”

“I can’t stand it. I need this so bad!” I say, my hands rubbing my thighs.

“Jake don’t touch yourself.”

“Lindsey please. My balls hurt. I can’t do this.”

“Jake we have to make out. I’m not going to just let you sit there with this big thing and not even let me touch it.”

“I can’t take any more teasing.”

She slapped my sensitive balls. “Well, if you jerk off, then my mom will be seriously pissed. Like, evil pissed. She gonna really take it out on your nuts, AND we will probably have to break up.”

I groaned out. Her fingers teased my shaft.

“Let me tie you up.”

“What?”

“Let me tie you up,” she said more positively. “Come on. It’ll be fun. You won’t be tempted.”

“Lindsey…”

“Jake I don’t think I need to remind you who’s in charge. You’re lucky I’m asking.”

I swallowed hard and sure enough, I was getting my hands tied with fabric to the bed, quickly. I knew I’d be able to escape if I really wanted to, but that wasn’t the point. Lindsey giggled and stroked me, enjoying my helplessness.

“I’ve got you right where I want you,” she said, smiling big, sliding her hand loosely over me. “You are just soooo ready for it. Look at your balls. They’re all clenched up and swollen!”

I moaned, begging for it. She just relentlessly brought me to the edge over and over. My cock throbbing needing it, angrily. “Look at those veins,” she said, tracing her fingers over it. “I can’t wait to watch this thing pop,” she said, sliding her finger up and down the shaft.

“Lindsey…” I moaned, squirming.

“So much jizz. A whole week’s worth and it’s all gonna blow out like a volcano!”

“Lindsey!”

“You must be so frustrated and needy and…oh…no Jake…”

“Lindsey! Lindsey no…no! touch it…Lindsey!” I begged but it was too late. I felt the first spurt of cum come out on my chest, then the next one was more of a dribble, oozing out as my throbbing hard cock rested against the small pool of cum.

“On no. Jake…you’re cumming,” she said, sounding depressed, watching me ooze out as I helpless struggled against the bed posts.

The feeling was horrible. My pent up orgasm lost to one stroke too many, oozing and dribbling out of my cock uselessly. “Nooo,” I groaned out, defeated, the leaking cum sapping my strength. I could no longer struggle against the fabric around my wrists even though a small tug could have set me free.

“Awww. Your orgasm got ruined,” Lindsey said, kneeling on the bed next to me, looking down at it with sadness.

A few minutes of me whimpering later, her mom came in.

“Well I figured as much. Lindsey what did you do?”

“Mom, I didn’t mean to! He just you know…started…you know…”

“He went a whole week Lindsey and he didn’t even feel a thing,” she said, sounding upset at her daughter.

“Ugh! I’m sorry! Jake I’m really sorry.”

I just groaned out, no strength left. My balls just ached with no satisfying release. The urge to cum was incredible, despite my small release.

“Well,” Mrs. Oran said, trailing off, looking at me. “We’d better clean him up and get him locked up for bed.”

I sullenly walked with Lindsey’s mom to the bathroom, across the hall, and let her wipe down the pitiful amount of cum from my stomach. The view down her top would have normally kept me rock hard and interested, but I could only give it a token glance.

“Poor thing,” Mrs. Oran consoled, wiping down the last few gobs. “I bet that wasn’t very satisfying was it? Lindsey can be so careless sometimes.”

I whimpered.

“Now don’t worry. I’m not upset or anything. Really, this just prevents a big sticky mess from getting all over my sheets,” she said. “Now don’t be mad at Lindsey. She’s just eager. Plus, this probably could have been avoided with a little more self-control huh?”

She threw away the tissues in the trash and put the cage over my cock. “I’m just disappointed I didn’t get to whack off this big cock,” she said with a giggle. “But there’s always next time. The good news is that you learned to be submissive today. Don’t worry about that all-important orgasm of yours so much. There are better lessons to be learned, honey,” she said, trying to make me feel better. I just nodded as she locked me up and she patted my butt. “Now be nice to Lindsey. Thank her for your release and tell her she’s a beautiful, wonderful girl.”

I walked slowly back to Lindsey’s room, defeated. I hadn’t had an orgasm in more than a week and now I had to go to bed in this horrible cage again, with cock struggling against it for release. I rubbed Lindsey’s back, telling her it wasn’t her fault, that I appreciated her, and that she was a great girlfriend. It didn’t take too much to get her giddy and happy with me, kissing me and letting me touch her body again before bed. As she turned out the lights, and we spooned, I tried my best not to think about when my next chance would be.
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madams-sissysub · Nov 19, 2021

Thanks for posting links!

PastaGuy · May 12, 2022

Just read all four chapters. It's very erotic, I wish there was more. I was secretly hoping that Mrs Oran would deliver the O. Now that I'm all worked up, it's a great time to start my chores!

JaySaysYes · May 12, 2022

PastaGuy said: ↑

Just read all four chapters. It's very erotic, I wish there was more. I was secretly hoping that Mrs Oran would deliver the O. Now that I'm all worked up, it's a great time to start my chores!
Click to expand...

That made me laugh out loud, thank you.

maxsecurity4sub · May 13, 2022

The story is from 2012, I doubt there will be additional chapters.

As an aside, I think the best erotic/BDSM writing was from the very early days of the internet (late 90s to very early 2000s). Before that, there was some great stuff in Penthouse Variations and mags like that, although those stories were actually fiction written by pro writers, not actual "letters," hence the very high quality and creativity. I still remember some of those stories 30+ years later, even though the magazines are long gone.

I hardly ever read any good stories anymore, I think almost everything on literotica is pretty bland.

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