Sissy Olympics [Part 1] [M28] [M27] [M29]

My wife and I have always enjoyed having company. We often threw big parties, inviting all our friends to our home. We have a nice pool in the backyard, an entire bar and grill, a lot of lounge chairs, and tall bamboo surrounding the yard to keep our neighbors from spying on us (they try though still). Most of the time our parties git pretty–wild. We have themed parties, sometimes it is a white trash party, other times we have a luau, and Marlene puts on her coconut bikini and grass skirt. It is always drawing attention from the guests.

The more and more parties we have, the crazier the ideas have gotten. After so many luau’s and glow parties we wanted to make things a bit more interesting. Now don’t get me wrong, we have had plenty of fun in the past. Usually a few tops fly off, and occasionally somebody has sex in the pool. You know, the general stuff. But after a while our ideas got a bit more daring.

We started with a simple lingerie party. Everyone just had to wear underwear, and we all got really drunk and a few of us made out. I think I saw Marlene kissing her best friend Tiffany, but I was a few beers deep, and may have smoked a bit. So I was pretty gone at that point. I do remember jumping in the pool naked at one point. I tend to skinny dip when I drink.

The lingerie party was a hit, but afterwards Marlene looked at me and said, “we should do something kinkier.”

I had to agree, lingerie was just like a swimsuit, and wasn’t exactly any different than what we had always done. “What do you think we should do?” I asked. I started to imagine bottomless parties, even orgies, but didn’t think Marlene would go that far.

“Well,” she paused, “what if we had a cuck party?” She grinned at me.

“Cuck party? You mean like you get fucked by a bunch of guys and I watch?” I stood up getting upset, but also felt somewhat stimulated down below.

“Well not so much like that,” she had a sinister look in her eyes, “would you let me surprise you?”

“I mean, I don’t know,” I got nervous, “how can I agree if I don’t know what I’m getting into?”

“Just trust me, I think you’ll enjoy what I have in mind,” she said lustily, “Tiffany and I have talked about it before, and it is a kind of long time kink of ours.” She giggled, and I couldn’t helped but find her cute.

I also imagined Tiffany and seeing her getting bent over by a couple guys, and that image made me happy. Especially when I added Marlene into the image as well. I drifted off into my imagination.

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The next weekend Marlene could hardly stand her anticipation. Tiffany came over bright and early on Saturday and they both whispered to each other laughing and looking in my direction.

I sat on the big white couch in our living room, wondering what the hell I had gotten myself into. Whatever it was it seemed to make my wife happy, so I was going to play along for as long as I could.

Around 7pm our guests started to arrive. It was a smaller crowd than usual, and only consisted of Tiffany’s boyfriend Dave, and our friends Mark and Alexis.

I greeted Dave at the door, “what’s up man, you know what we’re in for tonight?” I shook his hand.

“Not a clue but Tiffany hasn’t shut up about it all week.” He rolled his eyes.

Dave was a big guy, towering over me probably around 6’4″. I was only 5’11”, but I told people I was 6 foot.

Next came in Mark and Alexis, a married couple that we partied with regularly. Mark was a short king, and Alexis was a tall brunette stunner, with killer legs and perfect painted toes. We always wondered how Mark ended up with her.

We started the evening with food and drinks, I made fajitas and Marlene was in charge of margaritas. They were particularly strong this time around, so I knew she was getting us nice and lubricated for whatever the hell a cuck party is.

After a while Mark started cracking jokes, “Alexis said something about a cuck party, who’s the cuck?” He laughed looking at me.

I started to retort when Marlene chimed in, “maybe that’s a good time to transition. Come on ladies,” she looked at us. Both Alexis and Tiffany joined her side.

“Us?” I asked laughing.

“Yes you.” She got serious, and went to the hall closet and pulled out a dark leather bag. Tiffany and Alexis started to smile and sway nervously.

“What is that are you going to murder us I joked,” I joked.

“Nope,” Tiffany piped up. “We have some outfits for our cute little cuckies.” As she finished Marlene pulled out three tiny micro bikinis. I looked over at Dave and Mark and their jaws dropped.

“I’m not putting that on,” said Dave, “what the hell is this?”

“Come on babe, you said you would have an open mind,” she said sternly. “You don’t want to upset me do you.” Tiffany seemed much more demanding than usual, and I audibly heard Dave gulp.

Mark didn’t even dare question Alexis, and had already begun to undress. By the time I knew was what happening, he had his pants halfway down.

“Fuck it,” I muttered, and began to also strip off my clothes. The margaritas certainly helped make the decision easier. What is the worst that could happen?

A few moments later we all stood with our bikinis on, and our hands covering our cocks. I stood there nervously, knowing if I moved my hands my package was sure to fall out. I looked over and Dave seemed to be covering a much larger area, while Mark–not so much.

“Okay sissies,” Marlene has a huge smile now, “uncover your cocks.” Alexis and Tiffany grinned deviously.

I looked at each other and reluctantly removed our hands. Dave’s dick flopped out of his bottoms immediately. I saw his huge shaft and was amazed at its size. My cock slowly slipped out of the side. Mark’s was still pretty hidden.

I felt very humiliated, but also it was kind of a rush. I kind of enjoyed wearing the bikini not going to lie. I felt kind of sexy, with the thing bottoms hugging my ass. I wanted to show off a little.

“This is the Sissy Olympics,” Marlene announced. “You are all going to compete for who can be the biggest sissy. The prize is something secret, but I promise you by the end of it you will be begging for it. Every weekend is another event, until we reach the final.”

We all stood there blown away at what we had signed up for, but I looked over and saw Dave’s cock start to swell. My own member began to swell and fill out the bikini bottoms.

“These will be you uniforms throughout the competition. You cannot wash the uniforms at all,” Alexis spoke sternly, “you will learn to enjoy them” She looked directly at Mark. He started to blush.

“Today’s event is simple.” Marlene brought her hands together, “the first person to cum and clean up their mess wins.”

“Clean it up?” I asked, thinking she meant a tissue.

“Yes, clean it up with your mouth,” my wife demanded.

“1, 2, 3, Start!” Yelled Tiffany.

Mark pulled his bottoms the side and immediately started stroking his little cock. His bikini was pink and his little white cock look kind of fitting in his uniform.

Dave’s took a bit longer to get going. And I began stroking my cock there next to them. At first it was kind of strange.

“Keep going you little sissy sluts,” yelled Alexis, “stroke your little clitties for us.”

“Jerk yourselves off in your little uniforms” Tiffany taunted.

At this point Dave was stroking his long cock, and his knees started to wobble. Mark was not far behind.

If I’m going to fucking do this, I thought, I’m going to do the damn thing. I started to slide my hand along my cock faster, thinking about how hot it was that I was dressed up like a girl, jerking my dick off with two other guys.

The whole idea was insane to me, but I liked feeling submissive to my wife, and like I was just a tool for her pleasure. The thought sent waves of pleasure through my body. I wanted to be the best sissy and be dominated.

I felt a rush of pleasure rush down my face and into my cock. I erupted, shooting cum onto the tile floor. I came a lot for just jacking off, and then remembered the last part of my task. I got to the ground and stuck my tongue out slowly, tasting my seed for the first time in my life.

It tasted kind of funny, but I enjoyed it. I especially enjoyed my wife yelling, “lick up all your mess little sissy.” I lapped it up greedily, and as I finished I saw Dave’s cock explode cum shots from above me. Most of it landed on the floor in front of me but some of it landed directly on my cock.

“Lick it up sissy,” Tiffany demanded, and Dave obliged. He started to lick the floor and tongue up his own puddle of cum, then he looked up at me. His blue bikini top around his muscled torso, and began to lick the cum off my cock. I couldn’t believe I had another guy, or sissy, or whatever I was at this point. I didn’t know anymore.

Mark was next to us licking up his cum in last place, when Dave finished on my flaccid cock, making sure to get the last of my cum as well.

We all laid there in our slutty mess, with our wives and girlfriend’s smiling at us from above. Our asses strapped in with thongs and cum dripping from our sissy cock’s.

Because I was in first I won a pair of high heels to wear next time.

“Just wait until you see the next event,” Marlene said. I couldn’t wait.

Source: reddit.com/r/Erotica/comments/y11c5k/sissy_olympics_part_1_m28_m27_m29

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