Discovered and controlled

The beginning.

My experience with chastity started while I was a senior in high school. I had quite the sex drive and masturbated at least twice a day. I also had bondage fantasies, and being without a partner, I was experimenting with self-bondage.

One afternoon while my parents were at work, I got myself all ready for some fun. I tied myself down to the bed spread eagle, except for my right hand. That was attached with handcuffs looped through rope tied to my testicles and right thigh. To release myself, I had a handcuff key on a ten foot string tied to my wrist, that hung to the floor. It took about 3 minutes to pull the string in bit by bit to reach the key.

I was lost in bliss, when I heard the sound of the front door open and close. In a near panic, I began reeling in the key, but heard footsteps coming down the hallway. The door to my room opened and even though I yelled 'keep out' my sister walked in. She took one look at me and said with a sick smile "You pervert! I knew you were sick!". I could not reel in key and keep myself covered, so I opted to stay covered since I was still rock hard. She looked closer at how I was tied up and saw the key - she untied the key from the string and laughed "is this what you want? Well, you have a problem, but I am going to help you because you are my brother and I care." She left the room for a couple of minutes and came back in with a long piece of rope. She tied it to my right wrist and the looped it around the headboard. She unlocked the cuff, she then pulled the new rope tight and tied it off, and had me completely at her mercy.

"So" she said, "just how many times a day do you do this?" I told her twice and she looked me straight in the eyes and said "Do you think that is ok? Not too much? Because let me tell you, normal is once a month. You have a problem, and I am going to fix it. But first, I need to make sure you cooperate.". She then pulled out her digital camera, and took pictures of me, including close ups of my face and my erect penis. She said "I will be back in a few minutes, once I safely upload these to my server at work".

Now my sister is five years older then me and is an engineer. She has always played with electronic kits and computers, and is quite good with tools and such. She even fixes her own car!

She came back in and released my right hand. She then told me that she needed to see the extent of the problem, like a doctor studying a patient, and that I was to finish off what I had started. When I told her no, she reminded me that she had the pictures and that our parents would soon be home. With no choice, and much embarrassment, I did what she told me. She then said "That proves you are sick - that you could do that in front of your sister! I will release you now; go clean up and get dressed, and no more touching yourself until we talk tomorrow".

 

The next day, she came into my room early. "Get undressed NOW" she barked, "unless you want those pictures online at school". Meekly I complied and stood before her naked. "I have something to help you with your problem, and expect you to obey. Put your hands on your neck." She pulled out something plastic with wires attached; I soon learned that it was a chastity device that she had purchased and modified with some electronics. Pulling on rubber gloves, she then fitted me with the device. She clicked shut the lock, and then attached some wires to a small box that fitted on the lock. Stepping back with what looked like a car remote, she said "Let me explain what this is and means to you".

She continued "You are locked in a chastity device. My research tells me that with enough time and desire, you normally would be able to remove it. I have modified this one to prevent that. Inside the tube and around the ring there are sensors that detect skin contact and also serve as electrodes. Let me demonstrate". She then pushed a button on the remote and I felt a shock in my groin that brought me to my knees. "That was at level four. Also around the ring is a security wire. If this wire breaks or is cut, or the sensors detect that you are trying to pullout, you will get a shock. Now lay down on the bed". I did as I was told and she said "I told you to lay down because the shock I gave you was a four on a scale of 1 to 10. This is a nine" I started to protest but cut off by my scream. When I awoke, I was on the bed and my groin was still on fire. "That was a nine. You will be shocked with a ten repeatedly if you try to escape. I would suggest you do not try".


"Now for the program. You will be let out when and IF I say you can. I will help you with your problem and you will be grateful at all times. Do you agree?". "Well, I am not sure OW!!" - she had the remote in her hand and had used it. "That was just a 2. Now again, do you agree that I am in charge and you are happy to obey?". "Yes I am" I replied, my eyes on the remote. She noticed what I was looking at and laughed. "I know this is a bit hard on you right now, but I promise you, by the end off the year, your bad habit will be under control, and you will actually thank me for this." I had my doubts, but thought it wise to keep them to myself.

"This is Tuesday" she said, "Your next possible unlocking will be next Monday. If I doubt at any point your gratefulness to me, it will be longer. Possibly much longer."

Between our schedules, we did not meet to speak of this again until Friday. I was struggling with getting comfortable with the device - when I got aroused, my penis tried to get erect and pushed the device away from my body, pulling on the testicles like a heavy weight. This happened in the morning when I awoke, and of course when I looked at my porn collection. I made the decision to stop looking at porn for a while. While it had only been four days, my desire was incredible, and my balls ached.

On Friday, she told me "I am going to my friend Mary's apartment tonight for a small get together. You will come along to help serve drinks". She had the remote in her hand, so I thought it best to agree. I wondered what she was up to, as she had never invited me anywhere with her friends.

 

Thanks. Work is busy, but I do intend on continuing. Thanks for the feedback - this is my first time.

 

Sis drove us to the party. While I had a license (I was 18 in the spring of my senior year)I did not yet have a car.
On the way she told me that my job was to serve, and do so cheerfully. My possible reward and or my immediate punishment depended on my attitude. I did not need her to remind me of her remote, and my lust level was high enough that I was pretty willing to do what she asked. It is amazing what having someone control your sex can do for your attitude!

We arrived at Mary's house and went up to the door. When Mary opened it, she expressed surprise that I was there also. My sister explained that I had lost a bet, and the forfeit was to server her and her friends all weekend.

When we walked into the living room, I spotted her friend Jennifer on the couch. I had long had a crush on her - she was about five foot eight, long brown hair, beautiful brown eyes and more importantly to me, rather large breasts. Crush or not, my chances with her were zero. The year before, at a party at our house, Jennifer's top had come undone in the pool. As luck had it, I was taking pictures at the time and caught her in her glory. No one knew of my luck until my sister spotted the 8x10 I had printed out. She had grabbed the photo and made me delete the file, but apparently she told Jennifer, as she slapped my face the next time I saw her. I knew this was to be an interesting evening.

Jennifer immediately demanded "What is that pervert doing here?". Sis told her that I had lost a bet and had to obey her every command and serve in any way I was told to. "Really?" Jennifer said, "then tell him to get over here and rub my feet." I hesitated for a moment, and felt a sharp zap to my balls. I knew Sis had her hand on her remote, so I immediately dropped to the floor in front of Jennifer and started to massage her feet in earnest. Sis told me "whatever anyone here tells you, it is as if I said it".

In a few minutes, two other people arrived - Kelly and Sandy. Kelly was a short dark girl, with black wavy hair and small perky breasts. Sandy was a blond, blues eyes, surfer girl type. She had medium sized breasts, a great ass and long legs. They were filled in on my agreement and did not seem to mind.

When I was done with Jennifer's feet, I was told to go to the kitchen and to get them beers. When I returned, they had thrown a chic flick tape into the VCR and I was told to sit on the floor and to offer massages to all. I spent about 20 minutes on each lady, until I got to my sister. She looked down at me and told me in no uncertain terms that she was to be included in this.

Kelly remarked that I did well on the feet, and asked if I did backs also. Sis told her to take me to the bedroom and that I better make it good for her. As I walked away, she gave me two quick shocks that helped speed me up, and reminded me that she was in control.

Inside the bedroom, Kelly lay down on the bed with her arms above her head. I started to rub her back slowly and deeply, massages her muscles. After about 5 minutes, she said that I needed to have more access, and to my amazement, she pulled her shirt off over her head; I guess my eyes bugged out as she was not wearing a bra, and she smiled and lay back down. I got to work, making long strokes from her shoulders to her buttocks, kneading and rubbing out the sore muscles. I was getting real turned on, and my penis filled the cage and tried to get erect, pushing the cage away from me, which pulled on my testicles like a weight. With the cage on, there was no hiding my excitement, but lucky, Kelly was face down and could not see. I continued down and I kneaded her butt, and took a chance and slipped my hand under her sweatpants. Just as she let out a sigh of enjoyment, Sis and Mary walked in.

"Geez" said Mary, "What the heck does he have on down there?". With my erection, my pants stood out like a tent. Kelly look up and was surprised and amused. "I can explain" said Sis, and she called out to Jennifer to come in also.

"My brother has a problem with masturbation, and I am helping him overcome that. I am going to limit him to one orgasm a month and make sure he does not cheat, by keeping his privates locked up. In return for my hard work, I will of course get benefits. He is to be my slave, to serve me as and when I want." Mary look at Sis and said "You don't mean that he, and you, are going to , uuhh .." "NO!" Sis said, "He is going to do my laundry, make my bed, clean my car and any other tasks I desire. IF he does it all well, and I must add, cheerfully, then once a month, maybe, he will be allowed to orgasm. If not, well, let's just say he is going to be very frustrated for a very long time, because I have the only key".

"So what is he wearing?" Jennifer asked with a grin; she was clearly enjoying this "let me show you" Sis said and turned to me. "Get undressed NOW!" Again, I hesitated, and again she used her remote, and to the amazement to the other girls, I was on my knees in a flash. I immediately pulled my shirt off, afraid of another shock. Standing, I then dropped my pants and underwear and stood naked before the group, except for the device clamped on my privates.

"And what is the little thing you are holding" asked Jennifer. "That is my controller" said Sis, "Here, try it" and she handed it to her. My heart sank and I knew I was in deep trouble. Jennifer looked at the controller, "This sets the level, and this gives the jolt?" she asked. "Yup" said Sis, "Give it a try at 3". Jennifer smiled at me and pushed the button. I gave out a squeal and the girls laughed. "That wont do!" said Jennifer, "you need to be silent". She pushed the several more times, until finally, I did not make a noise. "That is better! You just need to be trained!"

Sis looked at Jennifer and her eyes lite up. "You know what I just realized? You can be my trainer! Would you like to do that for me? You would also have use of his services, so long as he is kept locked up".
"What about us? the others asked, and this was when the bargain was struck.

During the week, I was to serve my sister. On the weekends, I was to be rotated between Mary, Kelly and Sandy, and would show up at their abode at 7AM on Saturday. The rules were simple. I was to be their slave. No request could be refused, and any hesitation or bad attitude was to be punished however they saw fit. The only thing the other girls were not permitted to do was to let me orgasm, only my sister had that control. Anything else was fair game. My service and attitude would be reported, and if all the reports were good, Sis would allow a short release for me once a month, at the time and in the manner she pleased.

My fate was sealed. I knew Jennifer was going to impossible to please, and I had heard Kelly called 'Kinky Kelly' which both scared and aroused me. Sandy was a complete unknown.

 

Thanks I will - we will first being exploring the daily routine with Sis, then onto each of the ladies in turn, with a few unexpected twists in between

Real life is a bit busy right now, so it will be next week before the next installment.

Thanks for your feedback!

js

 

The week flew by quickly - as soon as my parents left the house, I was to strip naked and prepare breakfast for my sister, and to bring it to her in bed. I then knelled while she ate and awaited her judgment - a good meal received a 'that was adequate' - less then perfect meant shocks every 10 seconds for 5 minutes. I quickly 'discovered' an interest in cooking.
Once my sister left for work, I washed her clothes, made her bed and straightened cleaned her room. Thereafter I got dressed and went to school.


The first weekend turned out to be at Jennifer's. I turned up at her door at 7AM and she let me in.
I was immediately shocked hard enough to make my eyes tear. Jennifer told me 'excellent work will be lightly punished' You need to be perfect to avoid punishment. Perfect would have been being 5 minutes early. Now strip and kneel.
I undressed in a flash and knelt at her feet. 'Look at me - tell me what you see and what you want to do' she said.
'You are a beautiful woman I said'. A shock came. 'I said and tell me what you want to do!'. 'I want to fuck you' I said, and was almost immediately laying on the floor writhing in pain.
'I see we have a LOT of training to do, you idiot! You should have said you want to serve me and please me in any way you could!'. She then stopped the shock. 'Kiss my feet and tell me what you want to do, and make your kisses real and mean it!' Of course I did what she asked, and was not shocked.

'OK' she said, ' I would be pleased if you clean my house. The supplies are in the closet there, get to work'.

I started on the tasks at hand, being very careful to be thorough.
At lunch time, she stopped and and sent me to the kitchen. 'Make enough for two she commanded me' and I got to work on the ingredients she had left on the counter for me.

When I was done, I set out two place settings. She then called me over to her. She tied a short rope around my ankles so that I could only take small steps, handcuffed my hands together and tied the handcuffs to a loop around my neck - this prevented me from lowering my hands more then mid chest.

'Wait there' she said pointing to the corner, until my guest arrives. Seeing the look on her face, she asked 'what- you thought you were going to get to eat?' and she started laughing. The doorbell rang and she strode over to the door and opened it up - the man who stepped in put his arms around Jennifer and kissed her deeply. Stepping back he said 'something smells good!' - she pointed to the table and said 'Lunch is ready, prepared by my new slave'.

He looked over at me and laughed 'hmm - this may be more fun that I thought it would be'. The way he looked at me scared me, especially knowing how Jennifer still bore me animosity.

During lunch I served the two of them, refilling their drinks as needed. After lunch, I cleared the table and cleaned the dishes. Jennifer and her boyfriend retreated to he living room where things began to get a little heated. Jennifer called out to me 'go into the bedroom and wit for us - kneel at the foot of the bed.

They entered in a couple of minutes. Jennifer opened a drawer, pulled out a blindfold and put it on me.

I stayed there on the floor and listened to them go at it; clearly he was some lover as she screamed out several time in an orgasm. Finally I heard him grunt and moan, and then they lay there gasping for a bit.

I heard him sliding down to the end of the bed -standing, he grabbed my head and pulled me forward - 'clean me off slave, and keep me hard' I gagged a bit when he pushed his rather large penis into my mouth, but I got right to work, swirling my tongue around his head, licking of Jennifer's juices and sucking him clean. I felt his penis become harder then it was.

After a few minutes, Jennifer said 'crawl up here slave'. I climbed up on the bed and they positioned me on my back. They tied my calves to my thighs and and pulled my thighs to my chest, exposing my locked member and rear. My hand were uncuffed and my arms then tied out to the sides.

Jennifer climbed on top of my fase and commanded me to clean her out. As I did so, I felt the head of his penis pushing at my ass - with a quick motion, he thrust it in and I screamed.

Jennifer laughed - 'hey , that felt good!' and as he continued to thrust, I continued to moan in pain and pleasure. Jennifer wiggled around on my face while I probed her depths with my tongue and sucked on her love bud. Before long, she was shuddering to an intense orgasm - just as he peaked, she started shocking me, causing me to jerk around on him, and motivating me to try harder.
This went on for what seemed like forever - my penis was straining against the cage, pulling my testicles out and causing me immense discomfort, and every time he slammed into me they bounced around like a punching bag.

Finally, he came, pushing into me as he could, pumping me full of his cum. Jennifer also finished with a final orgasm, and instructed me to just gently clean her out. When I was done, she climbed off and he pulled out. I just lay there until they untied my arms, and following their instructions, untied the rest of my ropes. She told me to remove my blindfold which I did. She was now wearing a camisole that (barely) covered her, cheating me of a look at her perfect breasts.

She told me to get a wash cloth, and then instructed me to clean off his member. 'Make sure you do a good job, because you may have that in your mouth again today' she jeered at me.

For the rest of the day, I served them hand and foot between cleaning chores. Jennifer would shock me whenever she wanted me, shocking me repeatady, with increasing intensity, until I was kneeling at her feet.

Before he left, I was ordered to give him one last blowjob. I used my tongue up and down his shaft, and held his balls gently but firmly. As soon as he was rock hard, I took him in deep in my mouth, up and down until he finally came. He left his penis in my moth until he was soft, and I then sucked the last of his cum down.

Before she sent me home, Jennifer told me to give my sis a report - 'I had performed fairly well, but need more instruction and discipline'. I was also told that the details of what went on here was to stay here. My sister would not ask, and I was not to offer.