Loading...I’ve never written anything like this before, but I was encouraged by some friends of mine. Because of my line of work, I’m always telling crazy stories. My best friend Mark suggested I start writing them down, so now I’m sharing them with you. I thought I’d start with one of my most bizarre stories and see how it goes.
So, without further ado, let me introduce myself. My name is Ryan, and I’m a male stripper.
I love my job. I really do. I’ve always been a bit of an exhibitionist; always wanting to show off my body, so it’s a good fit. A little bit about me: I’m 6’1, short brown hair, brown eyes, and athletic. I’m actually pretty fair skinned as far as strippers go. I’ve never been able to tan very well. Being a stripper means maintaining a pristine physique. It’s actually a lot of work. I work out a lot and mostly stick to a strict diet. I may not have bulging muscles, but I have great abs and everything else is kept pretty tight.
I don’t strip in a club or anything. I’m not a fucking Chip and Dale. I exclusively do parties. This means that I do a lot of birthdays and bachelorette parties. People pay extra for private parties. Just one show will pay my rent for the month and leave me with plenty left over. The story I’m about to tell you happened at a bachelorette party.
“But, Ryan, you’re telling me that something interesting happened with a bunch of horny, drunk girls sitting in a room with a naked stripper?” I know. Seems obvious, right? Wrong! So fucking wrong. Not in a million years would you guess what I had to do at this party.
I didn’t have a clue what I was in for either when I first arrived. All I knew going in was that there was going to be five women and that I might be asked to do a little something extra. The maid of honor was the one who had called me to set everything up. I told her I could possibly do something extra, but I would need to charge more. I’m not above doing things like that. I don’t exactly whore myself out to whoever, but I will do it every so often. In fact, you would be surprised how many soon-to-be wives sleep with strippers during their bachelorette parties. Most people think that only men do that, but women are just as guilty.
The maid of honor told me that she was perfectly willing to pay whatever I wanted. So, I overcharged her a little, but I’m glad I did. Looking back, I probably could have charged her more.
I walked into the lobby of a very nice hotel around 11:00. The maid of honor recognized me from my ad photo and walked over to greet me. She was very attractive. Her body was kind of petite looking and she had pretty small tits, but she had the most wonderfully shaped ass; so round and firm that you just want to reach out and palm it in your hand. Her hair was one of those shades that’s not quite red but not quite brown, and she was wearing a tight dress that cut off around mid-thigh, showing off a set of shapely legs.
“Are you Benjamin?” she asked.
“That’s me,” I said. No, I don’t have a ridiculous stripper name. No, Benjamin is not my real name. The guy who got me into the business told me to go with Benjamin. He said it was a classy name and women would love it. He wasn’t wrong.
The maid of honor took me upstairs. They had rented out two conjoined rooms for the night. She took me into one that was empty so I could get ready. I gave her the stereo I had brought with my music on it so she could go set it up. I use the same CD for every party I do for about six months before I switch to another one. While I was preparing, I could hear loud voices from the other room. They were all laughing and having a good time. That always makes my job easier. About ten minutes later, the maid of honor poked her head in to tell me that they were ready for me. I could tell that she was excited for the show by the tone of her voice.
I walked into the other room wearing a business suit and glasses. Like I said, women like a touch of class. The break-away dress pants I was wearing may have made it slightly less classy. The women all started cheering and whistling when I walked in. They were all visibly plastered, especially the bride-to-be.
I don’t know if you’ve ever been to a bachelorette party or not, but there are, one hundred percent of the time, penises absolutely everywhere. There are penis-shaped glasses, penis hats, penis cakes, penis popsicles, penis ice cube trays…. Any novelty item that you could normally find in a party section of a store has a penis counterpart somewhere made for bachelorette parties. And, of course, the hotel room was chock-full of them. The bride was actually wearing a veil with tiny plastic penises attached to it.
I did a quick scan of the room, looking over all the horny, penis-lollypop eating women who sat in a semi-circle around the room. I was surprised to see that they were all pretty young. Not one of them could have been older than twenty three. I was twenty seven at the time, so it was always nice to be performing for someone closer to my own age for a change. More often than not, my clients are forty year olds having their “over the hill” birthday party. Don’t get me wrong, I love mature women, but it’s nice to switch things up every now and then.
Two of the girls sat on a couch together. One was a pretty brunette and the other was a blonde wearing entirely too much make-up. The maid of honor was sitting on the arm of a chair. And, in that chair, was a conservatively dressed blonde woman who didn’t look too thrilled to see me walk in the room. As it turns out, she was the groom’s sister. The groom’s family was all very religious and she didn’t seem to be very comfortable with the idea of watching her brother’s wife with a stripper.
In the center of the room, sitting in an armless chair, was the bride to be. She was something else. She had dark brown hair and light blue eyes that tore at me like she was a fucking lioness. She was drunk and horny, which is always a good combination for me. I tilted my glasses down, looking over the lenses to make it clear I was checking out her body. This girl was stacked. A large pair of double d’s were stuffed into her dress, leaving plenty of cleavage for me to see. She crossed one leg over the other making her dress ride up a little. She had some thick thighs too. Whoever built her put all the right parts in all the best places.
“So, I hear that Melany is getting married next week,” I said. The girls cheered, and I started my show. I’ll stick to telling you the key points of the show. I did my usual routine. I started off with a strip tease, going down to what is essentially a speedo, then I straddled the bride and gave her a sort of lap dance.
She got pretty handsy, but that’s normal for what I do. Female strippers have the no touching rule, but male strippers usually don’t. That’s what the women pay for. They want to touch. At one point, I did have to pull her hand out from my pants. It’s important to keep pace with these sorts of things. After giving the bride her lap dance, I went around the room, grinding on the other girls. They were all getting into it, except for the groom’s sister. The other girls and I tried to encourage her on, but she was pretty stiff. I continued on with the show, doing my usual moves and saying my usual lines. It was a pretty good time all around.
I’ve worked a lot of bachelorette parties. I’ve gone to a few bachelor parties myself. I can tell you from experience that, when there’s a stripper, bachelorette parties are much, MUCH filthier than bachelor parties, and I’m going to show you why. It all starts when the cock comes out. Once they see the dick, women at bachelorette parties transform into turbo-sluts.
I did a few moves to show off, before heading right into the good stuff. These girls seemed like they didn’t need any more anticipation. So, I did a special trick of mine where I swing my cock back and forth and make it hard without using my hands. The girls fucking loved that. And, being an exhibitionist, I loved knowing that they were all staring at my rock hard dick. I’m about seven inches, so I’ve never been shy about putting myself out there.
It was time for the real fun to begin. There was fire in the girls’ eyes and they looked hungry for cock. This is where the key difference between bachelorette parties and bachelor parties comes out. A bachelorette party is often quite interactive. What happens if a party reaches this point is I start some more aggressive dancing. This involves things like rubbing my dick right on the girls’ faces, or putting myself between their legs and dry humping them. Like I said, aggressive. Sometimes, the girls grab me and stroke my cock. Sometimes, only if I’m absolutely sure they want it, I let them suck on it a little. This is all relatively standard. Like I said, when the cock comes out, women transform.
So, I began my trek around the room once again. Based on how things were going so far, I was sure that all of these girls were going to want to suck on my cock a little, and I couldn’t have been more right. The blonde on the couch took me into her mouth first while the brunette watched and ran her hands over my ab muscles. The girls all cheered each other on as they each took a turn sucking on my cock. They didn’t care that they were doing this right in front of their friends. In fact, I think that aspect is appealing to a lot of women. When it came to be her turn, the maid of honor looked up at me with devious eyes. She gulped down my cock and did some amazing trick with her tongue on the underside it. I know several techniques to keep from cumming, and I was thankful for every single one just then.
I got to the groom’s sister once again, and she was still resistant. So, I walked right up beside the chair she was sitting in and placed my fat cock on her shoulder. The girls all cheered her on enthusiastically. She looked like she didn’t even want to be in the room, but I could tell that she also wanted that cock. She was trying to fight it, but, with how much they had been drinking and with my thick member sitting right on her shoulder, her will broke. She tentatively took me into her mouth for a little bit before she started laughing and playfully pushed me away. At least I got her to loosen up and start having a good time.
Finally, it was time for the big finally – the bride. I decided to give these girls a big finish. I stood the bride up off of her chair, turned her around and bent her over. With her hands on the seat of her chair, I dry humped her forcefully, getting a big response from the other girls. The bride loved it and started twerking her thick ass as I mock fucked her. She made quite the sight from my view. Next I straightened her up again, reached around her, and grabbed her huge tits in my hands, giving them a quick shake. The maid of honor whistled as the bride’s hefty tits shook in her dress.
Then it was time for the biggest crowd pleaser I had. I spun her around so that she was facing me. Then, with one arm around her waist and one arm around her shoulder, I lifted her up and spun her so that she was upside down, moving my arms around her waist to hold her up. It takes a lot of strength to do that, but I managed to pull it off perfectly so that her face was directly lined up with my cock. The bride caught on quickly. She hugged herself close to me and started sucking on my cock upside down. All of the girls, even the groom’s sister, watched wide eyed and cheered.
The bride was aggressively sucking my cock, taking as much of me as she could handle. Then came the part I had been looking forward to. With her legs up in the air, I could see right up (or down rather) the bride’s short dress. She was wearing a black thong underneath. Aiming directly into her crotch, I buried my face into the fabric of her panties and shook my head from side to side. She was soaking wet, but I continued to shake my head between her legs, my nose stuffed into the bottom of her ass crack and my mouth pressing right into her mound. Her dress had come up quite a ways, exposing most of her ass to the rest of the room. That just made the girls cheer that much more, watching her ass shake in her black thong while she sucked on my cock.
I continued to hold her until my arms began to grow tired. Then I quickly spun her right side up, slapped her on the ass, and let her gently fall back onto her chair once again. She looked worn out and disoriented as she sat, disheveled in her seat of honor.
“Cum on her face!” I heard the maid of honor yell. Thank God for that girl. Cumming during a show is a big no-no unless it’s explicitly agreed upon. As my show is normally a big tease, I usually don’t get to cum, which means I have to take care of myself later. But, these girls wanted to see some cum. So, with the bride sitting in a heap on her chair, her dress still riding up, I put a leg on either side of her chair, pumped my cock in my hand, and quickly shot a big load onto the bride’s face. All of the other girls crowded around to see. The bride looked up at me, smiling and dripping with cum; a good end to a good show.
Now, some of you may be thinking that the girls sucking my dick and me shooting a load on the bride’s face was the little something extra that the maid of honor had paid for. You’d be wrong. Everything that happened during that show is normally included. It’s optional, but it’s included. Like I said, private parties pay pretty well. Also like I said, bachelorette parties are much filthier than bachelor parties. I gathered my things, thanked the girls, and went back into the other room to get dressed. From the other room, I heard the girls moving around and heard several go out the door. I put my underwear back on, sat on one of the beds, and waited. The extra that the maid of honor had paid for was undoubtedly sex. It always is. Generally, when I agree to do this, it usually involves taking the bride into a private room and making sure I give her at least three orgasms or so. So, I just waited there for the bride to come in.
It was about ten minutes later before the door opened. I expected to see the big-titted bride walk in, but was surprised when it was the maid of honor. She looked at me and waved me back into the other room. I followed her, curious as to what she had in mind.
When I got back into the main room, it had emptied out.
“Where did everyone go?” I asked.
“Tammy, Karen, and Melissa went down to the bar,” she said. “Melany is waiting for you in the bathroom.”
“In the bathroom?” Why the hell did she want me in the bathroom? The maid of honor led the way and I followed her into the bathroom. It was a good sized room with nice tile floor. Sitting in the middle of the floor, completely naked, was the bride. She had her legs spread wide and was slowly fingering herself. That same lioness look was spread across her face as she looked at me.
“Stripper,” she said, clearly drunk, “get over here and eat my pussy.” This all seemed a little strange, but who was I to refuse. I walked over to the bride and lay down with my head between her meaty thighs. I looked up at her and could just barely see her eyes over her giant tits. Over my shoulder, I noticed that the maid of honor had closed the door behind her. She was staying in the room with us. Did that mean they wanted a threesome?
I lowered my head down and started going to work on the bride’s pussy. Her pubic hair was shaved into a thin strip that stopped an inch above her puffy lips. She instantly started moaning. She must have been halfway to cumming before I even walked into the room based on the way she writhed beneath my tongue. She was incredibly responsive as I expertly licked her.
After several minutes, I thought that she was getting close to cumming. Then I was suddenly distracted by a hand on my leg. It slowly caressed its way up my body all the way up to my shoulder. That’s when the maid of honor came back into my field of vision. She had taken off all of her clothes. I could see her small, perky tits and a small patch of not-quite-red hair between her legs. Her hand didn’t stop once it left my shoulder. It made its way to the bride’s thigh and continued upwards.
The maid of honor kneeled beside her friend and lowered her mouth down onto the bride’s right breast. She opened her mouth wide and began sucking on it, flicking the nipple with her tongue. The bride’s response was immediate as she quickly accelerated towards cumming. I increased my licking as I watched the maid of honor suck the bride’s tit into her mouth.
“Yes! Yes!” the bride panted. Then she gasped and her body jerked. “Oh shit. I’m cumming. I’m cumming!” She started bucking her hips up into my face and grabbed the back of her maid of honor’s head, moving it up and down on her tit like she was getting a blowjob. She cried out as her orgasm rocked her body. Then she stopped moving, shaking slightly on the cool bathroom tile.
The maid of honor detached herself from the huge tit and I moved myself up the bride’s body. She wrapped her arms around my shoulders and began kissing my chest and neck. I flexed my muscles as she ran her hands over them. She was still panting from the powerful orgasm, but I managed to hear her say,
“I want you to pee in my butt.” I laughed. I had heard that expression before, but only from men. If you’ve never heard it before, I’ll explain. Some guys will say “I’d tap that.” Others say “I’d stick it in her pooper.” And then, mostly for a laugh, some guys will say, “I’d pee in her butt.”
“What’s so funny?” said the bride as she continued to kiss my body.
“Oh, nothing. Just hearing you say that.” I thought that this drunken bride had just had a few too many drinks. However, she stopped kissing me, grabbed my face and looked directly into my eyes with a serious expression on her face.
“I mean this in the most literal way possible,” she said carefully so that there was no misunderstanding. “I want you to stick your cock up my butt and piss inside of me.” Well, there was no wrong way to interpret that. I looked at the maid of honor who just smiled back at me, then I looked back at the bride sprawled out underneath me.
“You’re serious,” I said. “You mean…. I thought that was just an expression.”
“Where do you think the expression came from?” said the bride, smiling.
“You seriously want me to… to piss in your ass?” I said.
“Next week, Melany is getting married to a guy named Gary,” said the maid of honor. “Gary is a great guy, but he’s such a fucking prude.”
“It’s true,” said the bride. “He won’t even fuck me with the lights on.”
“This is the last chance she’s going to have to really get nasty the way she likes for a while,” said the maid of honor. Then she put on a pouty voice. “Can you please do this for her?” I thought for a few seconds.
“I…. I, ummm…. Ok,” I said, still baffled. I surprised myself by agreeing to doing this so quickly.
The bride squealed in excitement. She crawled out from under me and flipped over into a doggystyle position, sticking her big ass up in the air. “Erin, get him hard for me,” she said. The maid of honor stood me up and pulled my underwear down. Then she got down on her knees and took me into her mouth. This sudden turn of events had me pretty shocked. I had never pissed on a girl before, let alone inside her ass.
The maid of honor started working my dick in her mouth, occasionally doing that thing she had done with her tongue earlier. She was quite an enthusiastic little cocksucker. Down on the floor, the bride was spreading lube across her asshole. Then she started fingering her ass, working the lube inside. Just watching her tight hole swallow her finger was getting me very hard. The maid of honor stopped sucking.
“He’s nice and hard,” she said.
“Good,” said the bride. Her breathing was getting heavy from all the anticipation. “Stick it in my ass, stripper boy.”
I got down on my knees behind her and pressed my cock up against her puckered asshole. With the combination of the lube on the bride’s ass and the maid of honor’s saliva all over my cock, I slid inside her ass pretty easily. She had clearly been fucked there plenty of times before. She groaned deeply as my fat dick stretched her out. The maid of honor had taken position beside her. With one hand, she was playing with the bride’s big tits. With the other, she was rubbing the bride’s clit.
“Oooo yeah. Fuck me in the ass,” said the bride. I thrust into her repeatedly, increasing my force and speed as I went. The bride was taking me like a pro. I actually began to wonder if she had ever done porn. Her ass was taking anything I threw at it.
In no time at all, I was fucking her up the butt nice and hard. Her ass was bouncing off of my cock and shaking violently. With the maid of honor’s hands working underneath her, the bride was moaning and squealing, just begging for me to fuck her harder and harder. Then she started to tighten up a little.
“Uuungggh. More lube,” said the bride. I slipped out of her ass, looking around for the bottle of lube. Instead, the maid of honor took me back into her mouth, giving me an extra sloppy blow job. She wasn’t holding back, despite the fact that my cock had just been deep inside her friend’s asshole. When my dick was thoroughly slicked up again, she guided me back into the bride’s ass and I recommenced pounding her.
I’m not going to lie, it felt wonderful. I was in a fairly uncomfortable situation overall. I wasn’t sure about peeing on this girl, and I didn’t fully know what was expected of me, but it all felt so good.
After several minutes of intense anal, the bride decided to change positions. As my cock slipped out of her ass, I saw her hole remain gaped open. I had done anal before, but I had never been with a girl who could gape like that. Her ass looked so deep, like it could take anything at that moment.
The bride stepped into the tub and got on her knees. I had just started to wonder what she was doing when I heard her say,
“Erin, piss on me.” Oh, so I wasn’t the only one that was going to be pissing. The maid of honor climbed into the tub with the bride. She pulled the lever above the water faucet to cover the drain. She didn’t want a single drop to be wasted down the drain. She stood over the bride with her legs on either side of her. The maid of honor bent her knees a little and aimed her pussy out towards the bride. Then she started peeing. It wasn’t a small stream like you would imagine. The maid of honor must have been holding it in all night, and now she was pushing it all out in a torrent of piss that shot onto the chest of the bride and cascaded down her smooth body. The bride scooped her tits into her hands, making sure they got covered with her friend’s piss.
It’s hard for me to imagine, but she was getting all kinds of sexual pleasure from being used as a toilet. The warm fluid sent shivers of ecstasy across her skin. The piss continued to spatter onto her chest and the bride opened her mouth and sampled some of it for herself. I’ve done a lot of crazy things in my life, but, at that exact moment, I realized that these girls were on a whole different level from me. That was strange as I had become used to the idea of being the more experienced one when it came to having sex. Watching the maid of honor piss on the bride, I kind of wanted just to get the hell out of there, but something about the whole devious act had me captivated.
The maid of honor seemed to piss forever. The bride was getting absolutely drenched in her hot pee. She began panting loudly as the sensation continued to get her off. Finally, the last drops of piss escaped the maid of honor’s pussy. She moved closer and closer as she finished, making sure it all landed on the bride. When there was no more piss, the bride grabbed onto the maid of honor’s ass and shoved her face into her pussy, lapping at it like a hungry dog. The maid of honor moaned in a high pitched voice as she got her pussy eaten. I thought she was going to cum, but the bride suddenly stopped, denying her friend her orgasm.
The bride turned to look at me, a devilish smile across her wet face.
“Your turn,” she said. With that, the maid of honor stepped out of the tub. The bride then got on her back and rolled backwards, keeping her shoulders on the floor of the tub so that her ass and her back were sticking straight up in the air. She grabbed the backs of her knees and pulled them down towards her face. I had never had sex with a girl in this position. In fact, I had only ever seen it in pornos.
I eagerly took my place. I got into the tub, stepping into a shallow pool of warm piss, and lowered myself down to her waiting ass. Standing over her, I bent my cock downwards and stuffed it into her waiting ass. In this position, her ass was wide open and I slid in very easily. I began thrusting down into her. The maid of honor sat down on the floor of the bathroom and began vigorously fingering herself. Having her there to watch was making me so hot. I loved her eyes as they devoured me whole while she masturbated. I looked down at the bride as she took the hard pounding I was giving her. Her tits were smacking her in the face in this position, but I think she actually liked that.
“Oh yeah! Ride that ass!” she yelled. “Ride me hard. Treat me like a filthy whore.”
Listening to her friend moan and scream was making the maid of honor wet. She stood up and moved right next to us, standing just outside the tub. She continued to plunge her fingers into her wet cunt. She was dripping with pussy juice and I could hear her fingers sloshing in the puddle that was now her pussy. She was really giving it to herself, forcing her fingers in deep and fast. Then her mouth shot open and she began fucking herself as fast as she could.
“Oh my God! I’m going to cum!” she yelled. As she continued to furiously fuck herself, she lifted one leg up onto the side of the tub and rotated her hips forward, aiming her pussy down towards the bride.
“Holy shit! Here it comes!” she continued to cry out. Then she pulled her fingers out of her pussy and braced herself. “Oh my God!” she screamed at the top of her lungs As it turns out, the maid of honor was a squirter. Her pussy erupted as she came all over the bride. Her girl-cum went everywhere, covering the bride and even splashing a little up onto my chest. She could barely control herself, and when she stopped squirting she became so wobbly that I thought she might fall over. Instead, she managed to brace herself using my shoulder. She clung to me as I continued to fuck the bride. She continued to shake from the prolonged orgasm, almost fully supporting herself on me.
The bride looked up at me over her big tits as they continued to flop here and there. Her face was shining from piss and her friend’s cum. From the expression on her face, you would have thought she was in heaven.
“Pee in my butt,” she said. It was finally time. Her asshole was thoroughly gaped, ready to be filled with my piss. I ceased my thrusting, my cock still inside of her. I was still a little uncomfortable with this, but a little excited as well. It took a few moments for me to start going, but soon I felt the urine flowing out of my cock and into her ass. I sighed as the warm liquid left my cock.
“Oooooooooooh fuck yeah,” said the bride beneath me. “Oh shit. Fill me up.” She started rubbing her clit and I could tell she was going to cum soon. Piss was the ultimate aphrodisiac for her. It continued to steadily flow out of me and I actually got a little pleasure knowing that I was filling her up. It was like I was giving her an enema with my cock. She was taking a lot into her ass, and I still had quite a lot left. Then I started to wonder how much her ass could actually hold inside.
No sooner had I thought that than I felt the bride’s body contract a little. Piss began to overflow out of her ass. I felt it flow over my balls as it washed across her big, smooth ass cheeks. It made its way down her body, dripping down onto her tits and face below. She began rubbing her clit harder as my piss dripped down into her open mouth.
“Oh fuck! Oh fuck oh fuck oh fuck! I’m cumming!” she screamed, rubbing her clit faster and plunging a couple of fingers inside herself. The piss continued to drench her as she started to shake from a powerful orgasm. Her ass tightened around my cock so hard that I was pushed out of her. I was still pissing, so I aimed it directly into her face. Large waves of my pee began to flow from her ass as she pushed it out. It all ran down her body, adding intense pleasure to her orgasm.
The maid of honor had regained some energy at this point. As soon as I was done pissing on the bride’s face, she grabbed ahold of my cock and began pumping it in her hand. I looked down at the bride as she continued to feel the after effects of her orgasm. It had been so strong I thought she might pass out. The maid of honor stroked me hard until I felt the cum begin to stir deep within my balls.
The maid of honor aimed my cock down at the bride and I began to shoot a huge load down onto her. Ropes of cum splattered across the back of her thighs and her ass. Several made it down onto her huge tits and even onto her face. I was shooting cum all over her. And then, it was done. The maid of honor smiled up at me as my erection slowly diminished in her hand. She licked a few stray drops of cum that had landed on the back of her hand.
I couldn’t help but admire what a dedicated friend she was to the bride. She didn’t even seem to really be into the whole pissing fetish herself, doing her best to stay out of the piss, but she did it anyways to please the bride. Maybe she just liked being the one doing the pissing. The bride lowered her ass down and lay flat on her back. I stepped out of the tub, leaving her lying in puddles of piss from both the maid of honor and myself, along with both of our puddles of cum. She was in a drunken, sex-induced stupor and could barely speak. I hope she enjoyed it because she wasn’t likely to feel that again based on what I had heard about the groom.
The maid of honor thanked me and walked me back into the other room. I got dressed and she showed me out the door. And, then it was finished. I walked down the hall to the elevator and made my way down to the lobby. I felt pretty dirty and made a note to take a shower as soon as I got home. As the doors of the elevator opened and I walked towards the exit, I reflected that it doesn’t really matter how experienced you think you are. It doesn’t matter how freaky you might be. There is always somebody out there who is nastier than you.