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Exposed as a Sissy Cuckold  

MandyDates 59M/53F  
8 posts
5/12/2015 9:51 am
Exposed as a Sissy Cuckold

When my wife locks me in chastity for prolonged periods of time, I get really kinky fantasies. Below is an example of a fantasy I have had after being locked up for over 2 months.

Last Friday we had a date scheduled. We were going out to dinner to meet Jay and we had a room booked at a nice hotel. Mandy and I checked in early. We relaxed for a while, sipping a glass of wine before Mandy headed off to take a bath and start getting ready. Just as Mandy settled into the tub, Jay sent her a text. I didn't read the text, I just took her phone to her. She read the text and looked at me with a grin on her face.

"It looks like I'm not the only one that needs to shave her legs." She said to me.

I had an idea of what she was talking about. Whenever we meet Jay, Mandy makes sure that I wear my pink panties. Every once in a while I will wear stockings and a garter. I love the silky feel of the stockings on my smooth legs. I was hoping he told her to make sure I was wearing some sexy lingerie.

"What did he say?" She could tell I was excited.

"He said you should wear your slutty outfit under your clothes."

"My stockings and garter?"

"Yes, and a bra."

I was picturing the three of us at dinner and how horny I would feel sitting across from Jay and Mandy watching them flirt while I was wearing some slutty lingerie under my clothes. I've worn stockings under my clothes before, but never a bra. I have always thought that it was too easy to tell I was wearing it under my shirt.

"Oooooh. Little Petey likes the idea of you dressing up, doesn't he". I don't remember how she came up with that little pet name for my little cock, but there was no denying I was turned on. My 4 inch erection gave it away.

We spent the next 2 hours getting ready. I shaved my legs and chest and slipped on my sexy outfit as Jay had requested. I laid on the bed in my slutty outfit and watched Mandy do her hair and makeup while imagining what we would be doing later. She finally slipped on a little black dress with a plunging neckline that showed off her perfect 38DD's. No panties and no bra. She said I was wearing enough underwear for the both of us. I threw on a pair of jeans and a tshirt which seemed to cover up the fact that I was wearing a bra.

Mandy looked at me and said "you should wear that white button down shirt". Suddenly I became quite nervous that her and Jay had a plan to humiliate me in public. I quickly responded by saying "but everyone will be able to see this black bra under that white shirt".

Mandy put her foot down "if you want to be able to watch Jay and I fuck later, you better wear that white shirt."

I knew better than to argue with her I just bowed my head and gave her a simple "yes Ma'am." I threw on my shirt and we headed to the car. We drove a few short miles to the bar where we were meeting Jay. On the way there, Mandy decided to tease me. She hiked up her dress exposing her bare pussy. "Do you like how I shaved nice and smooth for Jay?"

I said "it looks great honey" then I reached down to feel her pussy.

She slapped my hand away "You know the rules. You can look but you can't touch unless you have Jay's permission!"

"Yes Ma'am."

We arrived at the bar and parked next to Jay's car. It was dark out, and I was hoping the bar was dimly lit so nobody would notice my black bra under my white shirt. Mandy and I walked into the bar holding hands and we were greeted by a huge black guy checking id's. He just said hi and waved us by. After we passed him, I looked back and caught him checking out Mandy's ass. I couldn't blame him, she's got a great round ass that turns heads.

Mandy quickly noticed Jay sitting at a table near the bar. He waved us over and Mandy pulled me along, practically running in her high heels. When she got to Jay, she let go of my hand and gave Jay a hug. Jay hugged her and gave her a kiss. Not just a peck on the lips, he gave her a long passionate kiss. I stood there for a second wondering if everyone around us noticed that this was my wife kissing this black man in public. When they finally stopped kissing he shook my hand and we all sat down at the table.

I sat on one side of the table that Jay and Mandy sat on the other side. They were sitting so close to each other they could have share a chair. I picked up a menu to see what kind of beer they had but Jay stopped me "Don't worry about the drinks, Tom. I took the liberty of ordering a nice bottle of cabernet."

At that moment the waitress showed up with a vintage bottle and presented it to Jay. He just nodded his head and she proceeded to uncork the bottle and pour him a taste. He took a sip and turned to Mandy and said "You're gonna love this wine". The waitress poured each of us a glass and Jay quickly picked up his glass to propose a toast. He looked me in the eye and simply said "To your wife". We all clinked glasses and I repeated his toast with "To Mandy".

I hadn't realised that the waitress was still standing there until I swallowed a sip of wine. "Would you guys like to order any food?" There wasn't any doubt in my mind that the waitress and probably everyone around us knew that my wife was cuckolding me with this black man.

Jay ordered a couple of appetizers and the waitress gave me a mischievous grin before walking off to place our order. After the waitress left, Jay turned to Mandy and said, "I like the white shirt. Was that your idea?"

"Yes, it was. I would never wear a black bra under a white shirt, but he likes to dress slutty."

My face must have turned beet red. I was very self conscious and started looking around the bar to see if anyone had noticed that I was wearing women's lingerie. I might have just been paranoid but I felt like half of the bar was watching the three of us. When I looked back across the table, I saw a big grin on Mandy's face. Jay broke the silence by saying, "Mandy must have shaved today. She feels really smooth down there." That's when I noticed Jay's hand was under the table. He must have had his hand under her dress. He pulled his hand up from under the table and grabbed Mandy's hand. I caught a glimpse of some of Mandy's juices on his fingers. He quickly pulled Mandy's hand under the table and placed it on his crotch.

Behind Mandy and Jay I could see our waitress arriving with our food. Just before the waitress got to our table Mandy said, "Honey, can Jay spend the night tonight?" The waitress definitely heard Mandy and when she placed our food on the table I'm sure she saw Mandy's hand on Jay's crotch.

At this point, I felt completely exposed. I decided to accept their attempt to publicly expose me as a sissy cuckold. I looked at Mandy and said "That sounds like fun to me, as long as I get to watch". The waitress must have been shocked. She just stood there after giving us our food. Then she simply said "Enjoy" and walked away.

After she walked away, I looked at Mandy and Jay and asked them if they were enjoying torturing me. Jay's response had me worried when he told me "The night is still young. We are just getting started." We all share a laugh and began to eat our food and drink our wine.

As we were just finishing the bottle of wine, I noticed a guy get up from the bar and walk toward our table. He came over and said hi to Jay. Jay introduced us as his friends Tom and Mandy. His name was Ray. Ray turned to Mandy and said, "It's nice to meet you, Mandy. Jay has told me a lot about you. Jay, she's just as beautiful as you described her."

He then turned to me and shook my hand while telling me, "I've heard a lot about you too, Tommie." The odd thing about this is that Jay introduced me as Tom. The only person that calls me Tommie is Mandy and she only calls me that when I am wearing women's lingerie.
Ray turned back to Jay after shaking my hand and told Jay that he was having a little get together next weekend. "You should come by. We haven't seen much of you since you started seeing Mandy. Mandy, you and Tommie are welcome to come too." Jay told him he would call him tomorrow. Before leaving our table, Ray leaned in and whispered to me "My friends are really gonna like you... and your wife. By the way, that bra looks hot on you." He patted me on my butt as he walked back to the bar.

I felt self conscious again. Does everyone in this bar know I'm a sissy cuckold?

We finished off the wine and paid our bill. The waitress took a moment to tell my wife she was "one lucky woman" before we left. I followed Jay and Mandy out the door and into the parking lot. We walked up to my car and Jay said "Tom, you can drive. I'll pick up my car in the morning."

"Aren't we just going back to the hotel?" I asked.

"Nope, we have one stop to make on the way"

I opened the door for Mandy and she slid in the back seat next to Jay. They were kissing like<b> teenagers </font></b>before we got out of the parking lot. Jay stopped long enough to give me directions. We only went about a mile down the road before he told me to pull into a parking lot. We had parked in front of an adult bookstore. I put the car in park and looked into the back seat to see Mandy stroking Jay's big cock and Jay fingering Mandy's pussy.

"What are we doing here?" I asked. I knew this bookstore. Mandy and I had been here about a year ago. We put on a show for a bunch of perverts inside the theater at this store. I knelt down and licked her pussy while a bunch of guys stood around us and stroked their cocks. A couple of them tried to stick their cock in Mandy's face and get her to suck them, but she just swatted them away. It didn't seem like a very safe place and we never went back, but both of us had a good time.

"I told you the night was still young. We're going in here to show of your slutty outfit and see if you are really a slut." He tucked his big cock back in his pants and turned to Mandy, "C'mon Mandy, we can continue this inside."

We all got out of the car. I was really nervous now. I knew this place would be busy on a weekend night and it would be full of horny guys. I wasn't sure exactly what was going to happen but I was both nervous and excited. Mandy and Jay walked up to the door holding hands and I followed behind them. Jay walked up to the counter and purchased three tickets. He handed me one of them and said follow us. We walked to the back and into the theater. It was really dark, but Jay seemed to know where he was going. He put his hand on Mandy's ass and guided her to the back row of seats. I followed them and we all sat in the back row. Mandy sat between us.

"Take off your shirt and your pants, Sissy Tommie" Jay said. I stood up and took off my clothes exposing my slutty outfit for everyone to see. "Now hand me your clothes, Sissy Tommie." I handed Jay my clothes and he gave me the ground rules. "Once you make 5 guys cum, you can have your clothes back. If you can make 8 guys cum, I'll let you lick Mandy's pussy tonight. If you can make 10 of these guys cum, I'll let you fuck Mandy."

This was a surprise to me. Jay had not let me put my little cock inside Mandy since the first time he fucked her. He said her pussy deserved a big cock inside it and I wouldn't be able to satisfy her after she became used to his big cock. The first time he fucked her, she readily agreed to let him own her pussy.

I was really excited to get started. Mandy and Jay both knew how much I loved sucking cock and making guys cum. I've sucked Jay's cock on many occasions and told him how much I enjoyed it. Mandy liked seeing me beg for his cock. She even told him to cum in my mouth.

I began looking around the room. There must have been 20 guys in there. Some were sitting in a chair and jerking off to the movie that was playing. Some were standing against the wall, watching other guys jerk off. There was one guy in the row in front of us that was getting a blowjob from another guy. I have told Mandy about my fantasy of sucking off a roomful of guys, but the reality before me was scary.

Mandy tapped me on the shoulder and when I looked over at her, she just pointed to the end of the row of seats we were in. There was a guy sitting there with his pants around his ankles playing with his limp cock. I started to walk down to the end of the aisle when she stopped me, "Give me your panties. I want to see how excited that little cock of yours gets."

I slid them off and handed them to her. She giggled at my erect 4 inches. I turned and walked down to the end of the aisle and knelt down to suck this strangers cock. His cock started to get hard pretty quickly. I looked over at Mandy and Jay and he had pulled her dress off her shoulders and was playing with her beautiful tits while whispering something in her ear. It didn't take long for the stranger to start moaning and fucking my face. I could tell he was getting close. I looked back to Mandy and heard her say loud enough for everyone to hear. "Cum in his mouth!" That seemed to excite the stranger. He grabbed me by the head and pushed his cock deep into my mouth and held me there while he came.

I looked back over to Mandy who was now being fingered by Jay. There were a couple of guys standing behind there seats, jerking their cocks and watching Jay as he exposed to tits and pussy for them to see. Mandy looked at me and held up a finger. As if to say, "that's 1".

The stranger that just fucked my face stood up, thanked me and walked past me. As he walked past, I noticed another guy standing in the aisle with his hard cock in his hand. I crawled into the aisle, sat up on my knees and started wrapped my lips around his cock. I turned back to look at Mandy and Jay to let them know I was working on number 2. They were too busy to notice. Jay was kissing her passionately and he was ramming his fingers in and out of her pussy. One of the guys standing behind them was now playing with her titties.

The guy standing in the aisle wanted my attention. He pulled his dick out of my mouth and started slapping my face with his cock. "I like using little sissy sluts like you." He grabbed me by the head and started feeding me his big cock. He had a nice slow and steady rhythm until he pulled his cock out of my mouth and started slapping my face with his cock again. I turned to look back at Mandy and Jay but before I could look, he grabbed my head again and started fucking my face. "Gag on my cock, slut." He was pushing his entire 7 inch cock into my throat. When I gagged on it, he would pull it out and slap my face with his cock.

When he pulled out, I looked over at Mandy and Jay and I was shocked to see some guy kneeling between her legs and licking her pussy. Jay was kissing her while this other guy was eating her pussy. This made me really horny. Jay was letting some stranger eat my wife's pussy, but they both denied me that same pleasure. When the guy standing in the aisle started fucking my face again, I reached down to start playing with my own cock, but I had to stop. The excitement of the whole scene around me was too much and I didn't want to cum... yet.

When the guy started calling me all sorts of names, I thought he was getting close to cumming. He finally said "take it all, bitch" and I felt his salty cum hit the back of my throat. I sucked his cock until he was drained and he let go of my head. He stepped away and started to pull up his pants when I noticed that I was surrounded by three guys stroking their cocks and waiting their turn. I instinctively grabbed the closest one and started sucking.

I turned back to look at Mandy. I wanted to make sure I had gotten credit for sucking off the second guy. She was staring right at me but now she was sitting on Jay's cock and bouncing up and down on his big cock while another guy was in front of her sucking on her tits. She held up 2 fingers and closed her eyes as she enjoyed Jay's cock inside her.

I couldn't believe the situation surrounding me. I was watching my wife get her pussy stretched by a big black cock and I had three hard cocks staring me in the face. I grabbed on and started sucking it. Then I reached out and started stroking another. I started switching back and forth between the two of them. The third guy seemed to have disappeared.

I was like a bitch in heat sucking off these two guys. I felt a hand running down the crack of my ass and i realized where the third guy went. I was so horny, I would have done anything they asked, and I did. I raised my ass a little bit and he stuck a finger in my ass. I moaned on the guys cock I was sucking on. Then he stuck another finger in me and I stopped sucking on the cock in front of me and focused on the guy that was now sliding his fingers in my ass and stretching me open.

The guy I had been sucking must have gotten a little upset that I stopped sucking him. He shoved his cock in my mouth and just started fucking my face. "Suck it, bitch" I heard him say. I gagged on his cock but he didn't stop, he just kept sliding his cock in and out of my mouth until he came. He pulled his cock out of my mouth and spurted the last of his cum onto my face. Then he slid it back in my mouth "get it nice and clean, bitch boy". After he felt I had done a good enough job, he pulled up his pants and told me "next time, I'm gonna fuck that sissy ass of yours.

I had just made the third guy cum and I was feeling pretty proud of myself when I turned my attention back to Mandy and Jay. The guy behind took this opportunity to turn my ass into the middle of the aisle. Now I was looking down the line of seats right at Mandy and Jay and my ass was up in the air in the middle of the aisle. Mandy was standing in between the seats facing me. She was bent over holding onto the seats to brace herself. Jay was standing behind he fucking her pretty hard. There was a guy on either side of her playing with her tits while Jay was pounding her. She was in ecstasy. She was no longer watching me. She was concentrating on Jay's cock and her mounting orgasm.

Jay hadn't stopped paying attention though. I heard him say, "Fuck that sluts ass". I looked behind me and saw a guy lining up his cock to fuck my ass. I closed my eyes and pressed back against him. He seemed to go in pretty easy and he just stayed there a second to let me get used to his cock in my ass. When he started sliding his cock in and out, I opened my eyes to see that Jay was no longer fucking Mandy. He had been replaced by another guy and he was pounding her hard. From the sounds of her moans I could tell she enjoyed it. Jay was standing next to the guy that was fucking her and I wondered if she knew that some other guy was fucking her.

I can't believe he was letting some guy fuck her. He won't even let me do that. My vision was obscured when a guy stepped in front of me and fed his cock into my mouth. Now I was getting fucked from both ends. I was so hot and horny I thought I would cum without even touching myself. The next few minutes were just a blur. A guy would cum in my mouth and he would be replaced by another. The guy fucking me was wearing a condom. He would pull out of me and blow his load on my back. Then a new cock would replace his.

I could only catch a glimpse of Mandy and Jay when a guy i front of me had finished and was being replaced by another guy. Each time I saw Mandy it looked like there was a different guy fucking her. Jay was sitting in one of the seats and whispering something to her while she was getting fucked.

When the guy in front of me pulled out and jacked off on my bra, I looked up to see Mandy and Jay sitting in the seats. Mandy was slowly stroking Jay's cock and he was playing with her clit. "Have you had enough yet, Sissy". I was exhausted and just nodded my head up and down. Jay looked past me and said to the guy that was still pumping my ass. "Cum in his mouth or on his ass. We gotta go."

The guy didn't waste any time. He pumped a couple more times and pulled out and come on my ass. He slapped me on my ass and called me a good . I stumbled over to the seats and sat down next to Jay. "Good job, sissy. You're a good slut. Are you ready to go?"

My ass hurt and my jaw was sore. "Sure. Where are my clothes?"

"I told you I'd give them back, but I didn't say when. You can have them as soon as we get to the car."

I looked to Mandy for some help. She relented and told him to give me my panties. They took pity on me and let me wear my shirt over my cum stained lingerie. We walked out of the theater and the clerk at the front desk stopped us on the way out. "Here's some free tickets. You guys are welcome back anytime and if this little dicked sissy of yours wants a job, I can use a slut in my glory hole room."

Jay took his card and told him he would be in touch.


MandyDates 59M/53F  
120 posts
6/24/2015 11:07 am

Thank you.


beach775352 72M

4/9/2016 5:58 am

Very nice


MandyDates 59M/53F  
120 posts
8/29/2016 2:19 pm

Thank you, and nice panties


mac1340 67M/61F
25 posts
12/29/2016 1:19 pm

A great story .Very well written.I have often thought of a similar fantasy.
Cuckold fun is great fun.


MandyDates replies on 5/21/2017 7:42 pm:
Thanks for the comment. We love the lifestyle too.

ffrankn805 53M/37F  
174 posts
2/6/2017 7:53 am

awesome story. hope it's come close to a reqlity


FillsYourWife 58M
8 posts
9/16/2017 4:26 pm

It's always nice when a cuck understands his place.


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