My Introduction to Chastity and my Secret Chastity Fantasies

This was my introduction to the world of chastity:
Hide and Seek Chasity Game



For years my mate and I have kept the spice in our sex life by alternating between us various erotic adventures. The one in charge gets to choose to be dominate or submissive. Almost always the winner chooses to be dominating. My mate was searching the web for an adult toy when she saw an article about a rapidly growing use of a male chastity device. Equal numbers in the tens of thousands of the male chastity device were being purchased by straight men and women online. She showed me the article and pictures of the best of hundreds of different models and an idea for a game sprouted. Here is what she came up with:


I left her alone in the house for an hour so she could hide the key. We have used this format before. While I was gone she hid the key. We take the hiding places seriously. No easy places. Some past hiding places for example were inside a sealed frozen food box. Under the toilet cleaner block in the toilet tank, buried in a potted plant, inside a CD case, taped under the computer keyboard, under the leg of the couch and inside her feminine pads. So don’t make it easy.


When I came back she locked me up. She agreed that she would text me a clue once a day as to where the key was. She loved to text me the clue at work or when I was out with the guys. Just one clue a day (no fake clues by the way). I was locked in the chastity cage until I found the key no matter how long it took.


She told me that if I didn’t find it by the weekend she had a surprise for me. I began searching harder


Here was the first set of clues:


Monday: I can’t believe you walk past it numerous times today and didn’t even look for it. Did you remember to put on the new briefs I bought you to help conceal your new manhood bulge?



Tuesday: The key is usually in the dark but it is visible in the light several times a week. Just in case you’re wondering…. no on second thought I don’t want to spoil it.


That night when I got home she called and said diner is ready. I walked into the dining room and she was naked on the table and turned on her trusty rabbit. She had an intense squirting orgasm. She looked at me and said, “now you get to start with dessert so get busy.”


Wednesday: The key is hidden under some of that clear packing tape you keep in your office so that you can still see the key.


Thursday: There is more than one lock that you are looking for.


Friday: There is something remotely related to the hiding place that could be connected to bondage

.

Saturday: ‘Tonight is the night of your first consequence so you are going to sit naked locked up in front of the computer while I select different porn sites that I pulled p from your browsing history. My you are quite a busy “closet jack off boy” aren’t you? Since you just spent the week working I’ll cue up some of those horny secretary videos you seem to like. You can jack-off to your heart’s content. I won’t watch… I doubt you will be making a mess anyway.’



That Saturday night she had me dress in light silky black slacks, a white dress shirt, black socks and shoes, no underwear and a discreet leather collar. Then we got in her car and she drove me to the hottest strip club in town. She bought me three dances and let the girl know what was up. The dancer had the time of her life teasing the hell out of me. After the first dance she informed some of her friends what was going on. They all grabbed my crotch to see if was true, It was a long night. When we finally left I felt everyone in the place was checking me out. I left humiliated to cat calls and a standing ovation. On the way home she told me she would have a surprise for me every weekend until I found the key.


When we got home and fact every night my only release was to please her. She always was dressed sexy and sometimes she would intentionally masturbate in front of me and tell me how good it felt and then she would have a noisy orgasm in front of me. After she cleaned up she would say, “Don’t you remember when you could do that”.


Sunday she said it was obvious that I was really craving a release. She felt sorry for me so she said she would unlock me for 45 seconds. Forty-five minutes earlier she had given a Viagra. Then she tied up my legs and arms. She brought in a bell kitchen timer and set it for 45 second. When she started the timer she freed only my left hand. She knew I was right handed. I couldn’t wait. In about 30 seconds I was fully erect. With 15 seconds left she started the countdown louder and louder. The bell rang and she ripped my left hand away and placed a zip lock bag of ice on my crotch. Talk about frustrated. The 45 seconds were over and I was back in the chastity device.


My search became frantic and I didn’t want to face another weekend.

The following week clues are as follows:


Monday: You looked so pitiful seeking your release so I will try to make the clues easier. You must divide and conquer to find the key.


Tuesday: The key is hidden inside something you can pick up with one hand even the left one that failed you so badly on Sunday..


Wednesday: I want to make the clues even easier because you look so frustrated when you were searching last night. So in case you wondering if the key is impossible to find I will tell you that the key is hidden inside something in plain sight.


Thursday: The key is hidden in something that comes in many shapes, sizes, colors and designs but all serve the same purpose.


Friday: The key is hidden in something that has a recognizable smell.


Saturday: It is Saturday again and you know what that means.. You look like you are about to come unhinged. Maybe tonight’s little adventure will help. I‘ll leave you for a few hours to either search for the key or to figure away to jerk off, Good luck with that. If you spent half the effort you spend jacking off to porn you would have found it by now.



Saturday, while she was out shopping I concentrated on the garage. Meanwhile she had been shopping and bought a bag of clothes for her and me and some accessories. She hid the bag in the trunk of the car. As soon as she got home she gave me a Viagra again. We left in her car an hour later. She blindfolded me and it took about 35 minutes to arrive at our destination around 10:00 PM. She led me into a locker room and took off the blind fold.


She pulled out two outfits. A really hot dominatrix outfit for her with light accessories (a vibrator, lube, feather tickler, restraints, ball gag, crop, condoms etc but no hardcore stuff) She had a masculine, but not over the top, slave outfit for me as her slave with collar and leash. She blind folded me again and led me into a large room. She restrained my hands and legs in a standing position. She left for a minute and later I would find out she was handing out flyers to the women.


When she took of the blind fold I realized that I was in a sex club surrounded by men and women spectators. I was teased continuously while the women realized the benefits as described in the flyer. A prize was offered to anyone who could get me off. They tried vibrators, feather ticklers, dry humping crop spanking and tickling with no results other than my obvious frustration. I had to wear a condom when they tried oral or anal. Like that would have made a difference. It was impossible to climax and I went home even more determined to find that key.


I thought I would get another 45 seconds but she told me I had every possible opportunity to do it at the club…sorry.


Monday’s clue: She gave me a folder that had all the past clues written. This way she said, “You don’t have to keep sneaking around to scroll your text in the bathroom stall. By the way have any of the guys at work noticed that you don’t use the urinals anymore….chuckle, chuckle.”


Tuesday: I can’t believe you haven’t found it yet. I have seen you within inches of it. You need to work on your observation skills.


Wednesday: I am running out of clues. Unless you think and search harder your chances of making a case for mercy are nil.


Thursday: I can’t believe you haven’t figured this out yet. This clue will help you immensely. Women keep things on them all the time. Men can never find anything in such devices because of all the different pockets and designs,. Women have the same problem. You will have to figure a way to continue your search without me knowing though. I am not going to make it that easy.


Friday: There are clues within the clues that have made the hiding place obvious. Good Luck!!! Tomorrow is Saturday and you know what that means.


Saturday: I was exhausted from searching. She said she sensed my frustration and offered a compromise. She told me to go to the best adult store and buy the best masturbator toy I could find and any accessories that would help me get off. She said to pick up a hot porn DVD to put on the big screen while she watched me explode. She gave me a Viagra and asked me to be gone the full 2 hours for the maximum effect. There is this great adult store that has just about anything you could imagine. It was a 35 minute drive each way so about an hour to shop. I finally settled on a hands free automated oral simulator along with a vibrating prostate stimulator and some sensitivity cream.


As long as I was there I picked up a remote operated clit stimulator and a voice activated rabbit dildo, which I planned to program to my voice. I was preparing for when it was my turn for an erotic adventure with her.


When I got home I found my wife in the living room. She said, “come on over honey and model it for me one last time. At that point I was so horny I would have modeled it anywhere. Then she unlocked me and said, ‘Your free darling” as the Viagra kicked in instantly. No need to say anything else other than it was an “absolutely awesome” that night and the rest of the weekend.


Can you figure out where the key was? Unscramble these letters and you will see that every clue was fair and useful. IEBAFCERS

After this relationship ended this one started:
How I got a Femdom Roommate

I had a girlfriend years ago that was a switch like me. On weekends we would flip a coin as to who was in charge of the weekends’ sexual scenarios. She started liking more and more intense femdom scenarios when she would win. Sometimes she would invite some of her like-minded girlfriends to join in the fun too. The relationship ended friendly but after she moved out, I told her I planned to rent out one of my bedrooms since we shared the cost of the apartment. She said one of her friends that I had met and was looking for a place to share rent. I remembered her from just one of those scenarios as a tall sexy big tit blond and said sure. Two months of great sex later she was my femdom roommate and I was her blackmailed sissy chastity sub.

Chastity Fantasies to come.

 

I had ten Secret Fantasies, but my Femdom fulfilled two of them. So, I'll share the remainder before she fulfills another.

Secret Fantasy III:

I go to a sex club I frequent and strike up a conversation with an attractive woman in a sexy latex outfit. She asks me if I have ever gone on the website T or D. I tell her yes, all the time and that I use the name Paladintwk. She says, "OMG I read your blogs and follow your post all the time." She calls over her friends and says, "This is Paladintwk". Now there are six of her friends sitting with us all asking questions. Finally, she asks, "Is it true that you have a femdom that you date and when you pick her up the first thing you two do is flip a coin and the winner gets to be the dom and controls the weekend"? Yes, I tell her that is how we do it still. She says a weekend is 3 days so how about we flip a coin and each one of us will be your sub for three days but if you lose since there are seven of us you will be our sub for 21 days. Seven hot ladies who frequent sex clubs and play on T or D. I would be a fool to say no and then go home and jack off wishing I had said yes. She flips the coin and already thinking of what I want my sub to do for me first I call heads. It lands tails and the sub fantasy is theirs.


We leave immediately and stop by my place where they pack up all my cages, toys, bondage gear and thongs. We leave in their cars and as soon as I am in the back seat I am blind folded, gagged and tied up.


When we arrive at their place I am stripped naked, scrubbed clean and my ass is flushed clean and lubed. Then my wrists were cuffed behind my back, my ankles were cuffed and they put me naked on my knees in front of a series of web cams from different angles. They pop the first of many Viagra to come over the next 21 days down my throat Their leader says, "Slave Paladin we are going to make you a star and in turn you are going to make us rich as our sub on our live Femdom cam site.”


“Anyone (female, male, straight, gay, bi, lesbian, tranny or shemale) can join the site for $19.99 a month and make special request for $50 a pop.”


I said, “Wait a second I didn’t agree”. Then they ball gagged me before I could say another word. She said when they announced that Paladintwk from Truth or Dare was going to be our slave for 21 days their request line lit up with request to see you relive those kinky dares live on our cam site. So enjoy.

For seven days and seven nights I was doing my kinkiest dares all over again live. Then it was time for the special request.

The request is based on my Gloryhole role play dare. I am dressed in a neon green shear thong, black slacks, black shoes and a white silk shirt. On the set are three connecting glory hole booths. This hot femdom babe walks up to me and, she says, " today is your lucky day because I want to be your "Fantasy Godmother". How about we go in that gloryhole booth over there and I will suck that hard cock that's been trying to bust out of your pants since I walked up to you?"


She takes you by the hand and next thing you know both of you are locked in a gloryhole booth and the babe has you unzipped and is teasing my hard cock. She strips me naked and handcuffs my wrist behind my back then drops to her knees and sucks on my hard cock right to the edge. Then she stands up, turns around, lifts her short skirt, pulls her panties half way down her tight ass, bends over slightly and says “fuck my ass hard and fill it with your cum.” When I am spent she reaches in her purse pulls out a steel chastity cage and next thing I know I am securely locked in chastity and she has the key.

Then she says, Now it is my turn.” She pushes me to my knees, lifts her skirt, drops her panties and out plops her huge shemale cock. “SUCK”. When she is fully aroused she pulls out of my mouth and proceeds to fuck me in my ass. Just before she cums she pulls out and shoots her load into my open waiting mouth. She pulls up her panties, grabs all of my clothes and leaves me naked, handcuffed and locked in chastity. She says don’t worry I invited a half dozen of my shemale friends who will be sticking their hard cocks through the gloryhole in the booth next to you to suck off. The last one in line has your clothes and keys that he will throw over the booth wall after you suck her cock dry. Keep the chastity cage as a gift from your “Fantasy Godmother”. “Happy sucking!” When I suck the last shemale dry I ask for my clothes and the key but he only thing thrown over the wall is the shear neon thong. She says, “Put that on and someone will come for you.”

Eventually someone comes and again my ankles are cuffed and I am forced to my knees but this time my wrist cuffs are tied to my ankle cuffs so I can barely move. Out walks out 7 beautiful women wearing nothing but panties and heels. Then out walks my “Fantasy Godmother” wearing nothing but panties and heels. She smiles and says, “I bet this was never on your fantasy list but it is on mine. Let him have it.” They pulled off their panties, surrounded me and suddenly their piss was raining down on me. When it was over she said to me, “Now suck us hard because you will only get this key to your chastity cage if you suck us to the edge and let us cover you in our cum”

After I was unlocked and showered the Femdom in charge came over and told me that she knew that was intense so they would give me a week off. Besides I needed to restore my cum reserves so she locked me in this chastity cage which is impossible to cum in. Then put on a crotchless thong and put on my clothes before they blindfolded me, cuffed me and gagged me then put me in their car.

They gave me the week off all right but pimped me out for a week to the gay porn site "Men on Edge" where they used me for 13 episodes as the straight guy that gets kidnapped, bound, edged, toyed anally, begging to be allowed to cum and when they finally make me cum they continue with post orgasm torture while I squirm against my restraints and am forced to cum in my face but mostly straight into my mouth my cum.

https://www.myvidster.com/video/241913141/Men_On_Edge_Compilation

For my final week they had a fun time letting member pick videos from “Femdom Empire” which they would perform with me adding any kinky twist the member requested.

FemdomEmpire - Adriana Chechik - Sexual Chastity Torment (pornbimbo.com)

[femdomempire] isabelle deltore edging the tip(femdom, handjob, milking, bondage, cbt, cum eating) watch online (noodlemagazine.com)

Spiked Cock Cage (youjizz.com)

Riley Reid - FemdomEmpire Ravaged by Riley, ChantalsCarol - PeekVids

He can't Cum when I Torture his Cock! CRUEL FEMDOM & CHASTITY | Veronica (pornhub.com)



When it was finally over and they took me home the femdom who flipped the coin said, “I can’t wait to see this fantasy on your T or D Blog Paladintwk.”

 

I had ten Secret Fantasies, but my Femdom fulfilled two of them. So, I'll share the remainder before she fulfills another.

SECRET FANTASY IV

My femdom roommate just got back from a weeks’ vacation and first thing she did was check my getdare account. She found this glory hole dare that I chickened out of. I was off Monday and she posted this ad on the adult store’s online board below site.
“Straight guy, glory hole curious (He has never sucked a guy’s cock or had a guy suck his). I will bring my Chastity Sissy Slave Monday August 12th from 8:00 PM to 11:00 PM here.

https://adultsearch.com/florida/tamp...ntasyland/5442


When we get there I will have him buy me a strap-on harness, anal lube and this realistic cock dildo, so I can give him the femdom strap-on ass fuck that he has been watching on his saved porn video files and dreaming of while and jacking off. https://www.tube8.com/fetish/hardcore-pegging-the-extreme-femdom-compilation/23239071/

https://www.aliexpress.com/item/329...chweb0_0,searchweb201602_6,searchweb201603_55.


Then I will go in a booth and strip off his clothes which I will keep and not give him back, leaving him locked in this chastity cage
https://www.aliexpress.com/item/32793296924.html?spm=a2g0s.9042311.0.0.27424c4d7SHyDE
and wearing only these crotchless, black sissy panties that do little to cover his metal bright silver cage poking out for all to see.
https://www.aliexpress.com/item/32823872484.html?spm=a2g0s.9042311.0.0.27424c4dTORTZL
I will cuff his wrist in front and lock him in this collar and leash https://www.aliexpress.com/item/329...chweb0_0,searchweb201602_6,searchweb201603_55

Then I will take him by the leash and cruise him outside the booths wearing just my sexy thong, high heels and my new strap-on harness and dildo looking for horny men wanting to suck his glory hole virgin cock while I fuck his virgin strap-on ass in adjoining glory hole booths.”
We got there at 8:00PM on Monday and 20 minutes later she had 3 guys anxiously ready and waiting. She fucked me hard with her strap on as I sucked off the 1st and 2nd guy. While sucking the 3rd guy she pulled out quickly got dressed, grabbed all my clothes and said, “Here is your phone with an Uber voucher to get home. I’ll leave our third floor apartment door open for you my chastity sissy slave glory hole cock sucker” and left me sucking off #3 who had me pulled to the glory hole sucking his throbbing cock by my leash.
It was about 10:00Pm when I snuck through the store into the lit parking lot and hopped into the Uber car using my hands to wipe off cum that had splatter my face. I got to the lit parking lot of my apartment building at about 11:00PM and quickly snuck the lit stairs to my apartment and the door was open.
First thing I did was go to my bathroom to clean up and gargle lots of mouthwash to get the salty taste out of my mouth. I knock on my femdom roommate’s door and she said in a groggy voice that I woke her up to leave her alone. I asked for the key to my cage and she said it was in my toilet and apologized for not flushing it when used it after dropping the key in it. At that point I didn’t care. I got the key, flushed the toilet, took off the cage and crotchless panties, took a long hot shower, rinsed my mouth one more time and went to bed thinking one less unfulfilled fantasies from my list.

 

SECRET FANTASY V:

I have always been curious about glory holes. I also love, fantasize and date Femdom women. So I was working in another city for a few days and one night I finally get up the courage. I catch an Uber ride and ask the driver to take me to the best adult store with glory hole booths in town. When I get to the store I shyly walk around looking at sex toys but really watching if anyone is going into or coming out of the entrance to the glory hole booths. This hot looking obvious femdom babe glances in and notices that I have been watching the entrance too. She comes over and strikes up a conversation about sex toys. She says she notice me checking out the entrance to the booths and asks "Have you ever been to a glory hole booth?" I can't talk she is so hot but I manage to shake my head no. "Well" she says, " today is your lucky day because I want to be your "Fantasy Godmother". How about we go in that gloryhole booth over there and I will suck that hard cock that's been trying to bust out of your pants since I walked up to you?"


She takes me by the hand and next thing I know both of us are locked in a gloryhole booth and the babe has me unzipped and is teasing my hard cock. She strips me naked and handcuffs my wrist behind my back then drops to her knees and sucks on my hard cock right to the edge. Then she stands up, turns around, lifts her short skirt, pulls her panties half way down her tight ass, bends over slightly and says “fuck my ass hard and fill it with your cum.” When I am spent she reaches in her purse pulls out this sissy pink chastity cage and locks my spent cock up and drops the key in an envelope. Then she dresses me in this shear sexy black garter thong, a pair of black thigh high stockings and a sheer short black robe Next thing I know I am securely locked in pink chastity cage dressed like a high class hooker and she has the key.


Then she says, “Now it is my turn.” She pushes me to my knees, lifts her skirt, drops her panties and out plops her huge shemale cock. “SUCK”. When she is fully aroused she pulls out of my mouth and proceeds to fuck me in my ass. Just before she cums she pulls out and shoots her load into my open waiting mouth. She pulls up her panties, grabs all of my clothes and leaves me handcuffed, locked in the pink chastity cage dressed like a high class hooker. She says don’t worry I invited a dozen of my shemale i friends who will be sticking their hard cocks through the gloryhole in the booth next to you to suck off. The last one in line has your clothes and keys that she will throw over the booth wall after you suck her cock dry. Keep the chastity cage and clothes as a gift from your “Fantasy Godmother”. “Happy sucking!” When I suck the last of her friend’s huge hard cock dry I ask for my clothes and the key but the only thing thrown over the wall is the hand cuff key and a prepaid uber voucher back to my hotel. She says, “your clothes, wallet, hotel key and I Phone will be waiting for you at the hotel front desk. By the way check out the pics and video we took on your I Phone and sent to some of the popular straight and gay porn sites. You are a star now and forever.” “Oh, and by the way your Fantasy Godmother dropped your chastity cage key in the mail to you at your business address. You should get it in a week or so. I run to the Uber car and give her the voucher. When we arrive at my hotel she turns around, winks and says, “You suck a mean dick honey. Here is my number next time you are in town.”

The scene at the hotel was totally humiliating with the few guests up pulling out their I phone for the next social media video to go viral. Great.

Later the next week a flashy “Shemale Tube Videos” commercial envelope arrived with a dozen 8 by10 photos, the chastity cage key and a flash drive of the edited porn video my Fantasy Godmother had so kindly sent to numerous porn sites. Needless to say everyone in the office saw the envelope.

 

Secret Fantasy VI:

MY GLORYHOLE SECRET FANTASY:


I go on line to a Femdom Escort site and set up a date with a beautiful women. When she arrives at my apartment she looks at me and she tells me I am dressed wrong for our date and to strip naked. She proceeds to dress me as follows. First she lubes me up and inserts a 10 function prostate massager but doesn’t turn it on Then she locks me in a chastity cage she brought just for me and puts they key in her purse. She slips a sexy shear neon pink thong on me. Then she dresses me in my silky black pants, a silky white dress shirt and black slip on dress shoes with no socks.

We get in her car and she drives us to this adult store. I figure she is getting some toys. Once inside she takes my hand and pulls me into the gloryhole booth section and we find two adjoining booths. She ask me if I have ever been to one and I answer truthfully that I haven’t. Once in the booth she takes out wrist restraints and cuffs my wrist behind my back. Then she takes out and puts on my neck a leather collar with “SISSY” on it with a leash attached to the collar, She then takes off my pants, pulls down my thong around my ankles, pushes me to my knees in front of the gloryhole and turns on the prostate vibrator.


She tells me if I ever want to get out of that chastity cage I have to suck a cock. I tell her I won’t suck a man’s cock. “You’re not”, she replies and she pulls up her skirt, pulls down her thong and out drops a perfect thick limp 6 inch cock. “You’re going to suck mine if you ever want out of that cage.” Then she goes to the adjoining booth, grabs the leash through the gloryhole, pulls my face and mouth tight against the gloryhole and says, “Suck it until I say stop”. After I choke and finally swallow her huge load I try to pull away and she says. “Where do you think you’re going? Did you hear me say stop. I think I am good for two more loads. Now suck me hard my sissy boi.” Thirty minutes later after I have sucked and swallowed her third load she pulls away and let’s go of the leash. I rub my aching jaw from all that sucking waiting for her to return with my pants. She doesn’t and I am left with my hands cuffed behind my back, a Sissy collar and leash around my neck, a thong around my ankles wearing nothing else but my shoes, a silky white dress shirt and oh yeah a vibrating prostate massager in my ass and a chastity cage locked on my cock and balls. Then I realize my phone and wallet were in my pants too. I sneak and shuffle with the thong around my ankles out to the girl at the sales counter covering myself as best I can by crouching over and the clerk says she left you this note and your phone. Then she un-cuffs my wrist and I quickly pull up my thong. The note says “I will leave your pants, wallet and keys in front of your apartment door. I took out my fee plus a generous tip from your wallet for showing you such a good time. Use your phone to call a friend for a ride home.”


P.S. “Oh, and I am mailing the key to that chastity cage to the address on your driver’s license you should get it in about a week.”


P.P.S.S. “I took a bunch of pics of you with my I Phone when you were on your knees, locked in a chastity cage, with a prostate massager in your ass, with a pink thong around your ankles and in a Sissy collar and leash in front of a gloryhole. I also took pics from my side of the gloryhole booth showing you sucking my big hard cock. If you don’t want them showing up on the internet they are for sale too for the bargain price of $500. You have my phone number obviously and I do take Pay Pal.”

 

My Secret Fantasy VII:

My Femdom roommate and I go out to a club one night. Under my street clothes I am as usual locked in a chastity cage wearing crotchless sissy panties. After a while we are joined by some of her female friends. One very attractive friend in particular seems attracted to me. She sits next to me and has her hands on my leg and rubs just inside my knee and just slightly up my inner thigh. By the end of the night I am very turned on by her and much to my surprise my Femdom roommate say, “You two seem to be hitting it off why don’t you go home with her tonight?” She reaches in her purse and pulls out the key to my chastity cage but instead of giving it to me she hands it to the girlfriend I am going home with. Still we seem to have a chemistry. Some chemistry. I am about to spend the whole weekend with a gorgeous dominatrix. Oh and much, much to my surprise this gorgeous dominatrix is also a shemale with a big cock. Nice tits and ass though. I have no idea what I am in for, do you?


Curious what you think. What are the chances I’ll get out of this chastity cage? Does sucking a shemale dick count as being bi?


Will I walk funny in the morning? For that matter will I even be able to walk?

I wake up and surprisingly I can walk. Kind of a western cowboy style, but I can walk.


Where are my clothes? She took all my clothes.


She’s on the phone with my Roommate. I’m spending the whole weekend? No? I’m spending the whole week!


Am I into BDSM? What the hell is my roommate telling her?


Gangbang? Did I hear right. Did she just ask my roommate about a gangbang?


And glory holes? I love glory holes. Since when?


Can my roommate drop off some different cages. The kinkier the better.

 

Secret Fantasy VIII

I receive this PM Dare from my list and my Femdom Roommate calls and makes

The arrangements. This time however she comes along because she says she wants to watch.

NURU MASSAGE: Go to the Nuru Massage place 20 minutes down the street locked in chastity wearing a thong under my street clothes. Give the masseuse the key and get a massage teased to the edge over and over before she locks me back in chastity and puts the key in an envelope and seals it shut. No happy ending just denial and frustration.

She chooses this cage.

FRRK Gold Chastity Cage Metal Golden Male Bondage Belt Devices Steel Cock Ring Curve Penis Sleeve BDSM Lockable Sex Toys for Men|Penis Rings| - AliExpress

Then she slipped on this black butterfly crotchless thong.

Amazon.com: Women Sexy G-string with Butterfly Pattern Center (Black, M) : Clothing, Shoes & Jewelry


Then I got dressed, she grabbed her purse and off we went.


When we got there we went into the massage room and my roommate removed all my clothes except for the thong and the chastity cage. Then she blindfolded me and fastened a ball gag in my mouth.


I heard the masseuse come in and snicker, “Well what do we have here?”

My roommate explained the dare and handed the masseuse the key. I was unlocked, stripped of my thong and guided to the massage table face down. As the massage progressed I could feel the naked masseuse breast rubbing against my back and legs. She reached between my legs and stroked my balls. Then she said time to turn over. The first thing I did after I was turned over and she was rubbing my chest was try to grab her tits. My roommate slapped my hand and said, ”We’ll have none of that”. She took wrist and ankle cuffs out of her purse and fastened my wrist and ankles to the massage table legs.


As my cock slid between the masseuse’s breasts it got harder and I got hornier. Then out of nowhere and for the first time ever for this dare I felt the masseuse slip my hard cock into her warm wet mouth. Her lips sucked at the tip of my cock. This was awesome. Then just as I was about to explode she stopped. Before I knew it she switched to the 69 position.


My Femdom Roommate then removed the mouth gag and whispered in my ear. ”Would you like your cock sucked some more?” Yes, yes please I answered. Then my roommate pulled off the blindfold and said. ”So would she.” Before I could even take a breath the masseuse’s huge shemale cock filled my mouth. The masseuse was straddle over me in a 69 position.. My roommate said, “Now it’s your turn to suck if you want to be sucked.” Then the shemale masseuse again went down on me. Just as I was about to explode she stopped and suddenly I felt this huge load of warm cum hit the back of my throat. Her cock pulsed like what seemed like forever continuing to pump her warm cum down my throat.


Finally she was spent and got off me. She grabbed my balls and squeezed them hard as she slapped my cock limp. Then she locked me back in the chastity cage and slipped on the crotchless thong and gave the key to my roommate. “Time to get dressed and go home” she said. “Hoped you enjoyed it as much as I did” she chuckled.

 

Secret Fantasy IX

My Femdom Roommate wants to go out dancing and she knows that I am a good dancer and enjoy clubbing. She says we are going to this great gay club that has live music with a couple of her gay friends. I know them and know they like to go clubbing as well. She asks me to wear my tan slacks, my black silk dress shirt and slip on loafers. “Oh, she says, and this gold chastity cage and these black crotchless panties.” We don’t want any gay guys messing with your stuff.”

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I have to admit that the club was great and so was the band. We must have danced for 3 hours. Not that I don’t trust her but when we go out I only drink bottled water in case she were to put something in my drink. Needless to say after 3 hours and numerous bottles of water I needed to pee. I asked where the men’s room was and her two friends said, “come on we have to go too.

When we got in the men’s room they went to the urinals first and I said, “I’ll have to sit to pee because of this damn cage she locked me in.” Suddenly they grabbed me and cuffed my wrist behind my back. One of them strapped this mouth gag on me making it impossible to speak.

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While the other guy cut off my pants and silk dress shirt with safety sissors. They sat me on the toilet in the stall and used a small set of ropes they had to tie my ankles with my legs spread and my wrist behind my back to the toilet. Then they took out a tube of red lipstick that matched the mouth gag and wrote on my bare chest:


Bukkake

Cum Dumpster

Then they propped open the stall door and using the same lipstick wrote on the door:

His 1st time

Last one to cum on him

Please untie him

They stood back and admired their work and said, Vanessa had asked them to take pics and text her the proof. First though they needed to start covering me in cum. So they pulled out their cocks and started jerking off. Both of them put their cocks in my mouth to make sure the open mouth gag was tight in place. While they were doing this several patrons came in to pee and happily joined in the fun. Then her two friends took the pics on their phones and sent them to Vanessa, grabbed my cut up clothes off the floor and left me tied up on display

About a half hour before the club was closing Vanessa sent one of her friends in to untie me but not to clean me up. She said to bring me out, cuffed with the red lips mouth gag on, wearing just my shoes, my chastity cage, my crotchless panties and covered in cum with Bukkkake Cum Dumpster smeared in red lipstick across my chest.

When I got to the table she said, “They’re closing soon. Come on let’s dance” and off to the dance floor she dragged me for all to see. Some of them of course I had seen before up close and personal.