John had some explaining to do before I would consider seeing him again. Would his explanation be adequate?
When my roommate told me that he knew John’s wife and that he was pretty sure he wasn’t gay, I had a ton of questions. I went to call John immediately but thought better of it. Instead I waited until the next morning. Best to sleep on it and not jump to conclusions.
I woke up with no new answers and the same confusion but I knew I was going to get answers soon. Instead of calling him I just went to his apartment.
When I knocked on the door he didn’t answer at first. I knew he was in there though, his car was outside. Every time I knocked on the door I got angrier. Finally John opened the door and I stormed inside. I yelled at him and lost my shit. I wanted to punch him in the face so bad.
When I finally gave him the opportunity to speak he explained that yes he was married and that his wife and him have an open marriage because of his bisexuality. It certainly calmed me down a bit but I still had questions. It turns out his wife has another man and she spends one week with John and the next with her other man. So each time I had seen John was when his wife was with her other man. Still a bit confused but a few days later I met his wife and she confirmed everything. So.. John and I continued to see each other as often as possible.
Fast forward 2 years and John and I were still together. I was a junior in college now, 21, and madly in love with John who was 33 now. I had my own apartment now and no more roommates. John helped pay for most of it.
Now that I had my own place, I moved all my women’s clothing to my apartment. Over the two years John had bought me an entire wardrobe for in and out of the bedroom. I had everything. Clothes for lounging around the house, plenty of bras and underwear, sexy lingerie, jeans, and even some dresses/skirts. I also had a number cosplay outfits. My favorite was Catwoman, but John’s was my cheerleader costume.
I had grown my hair long, almost down to my ass. My ass, had gotten bigger. I put on some weight in 2 years mainly because John liked it and I got lazy about the gym. I was living as a woman for about 95% of the time. I really enjoyed it. I found women’s clothing so much more comfortable and I just felt comfortable wearing it as often as possible. Now that I weighed 300 pounds I needed a bra anyways as I had developed a B cup man boob.
One of John’s kinks was recording us on camera when we’d have sex. He had hundreds of videos of us with everything from oral sex to full on cosplay fucking. His new favorite was doing stuff in public and not getting caught. It started with him recording me giving him a handjob at a fancy restaurant in which he came all over the floor. Then we moved onto me sucking his cock in public places. Public bathrooms, park benches, once in the backseat of a taxi cab. We both got off from it. And John had hundreds of videos of us!
John invited me to a party at a coworker of his’ place. I had met all of his coworkers already and everyone he knew, knew his and our situation. This wasn’t the first time I had been to this coworkers house for a party either.
I spent the entire day of the party in the bathroom. There was no way I was going to this fancy party with John and not letting him fuck me afterwards. I took a bath and shaved my legs. I did my hair, then my makeup and packed a bag of things I might need for the night as I was planning to stay at John’s after. I put the red dress that John had picked out for me. It was sleeveless and came down just past my knees. It was really expensive! I put on some black stockings and I had some heel leather boots that zipped up on the side. I mean for a 300 pound man dressed as a woman I looked pretty fucking good. John always made sure of that.
We had a really good time at the party mingling and eating. There was alcohol a plenty! There was probably 30 people at this party. The house was in the richest part of town. It must’ve had 8 or 9 bedrooms, 4 car garage, massive private yard, really secluded neighborhood. Most houses in this neighborhood had swimming pools and so did this one but he also had a hot tub. I knew he had both and I brought my swimsuit.
It was 1am and the party had died down now and John and I were drunk and in the hot tub together. I had been stroking his cock underneath the bubbles for a half hour. There was only a couple guests left, a couple in the swimming pool and a black guy in the hot tub with us. I didn’t know this at the time, but John had planned this. Us in the hot tub with this black guy.
“I wanna watch him fuck you.” John whispered in my ear
“Mmm, stop he’ll hear you.” I whispered back giggling
“I’m serious.” He said changing his tone to a much more serious one.
Before I could even respond, the black guy, his name was Leon by the way, stood up and he was completely naked and his cock was pointing directly at me. It was massive! Like porn massive!
Leon was 6’4” and about 265lbs and his dick was at least 11”. His cock was so heavy that even fully erect it couldn’t stand straight up. It just hypnotically swayed back and forth!
“Go on. I wanna watch.” John said as he nudged me.
A normal person would have been terrified in a strangers hot tub with people 20 feet away mingling at a party and the biggest blackest dick you’ve ever seen was staring them in the face but not me! I had enough alcohol in me and being watched was such a turn on that I didn’t even consider turning this down. I slid over towards Leon and grabbed a hold of his cock. It was huge! So heavy!
I opened my mouth and began licking the tip, before sliding my lips as far down the shaft as I could. I gagged a bit but continued sucking on this gigantic dong! I glanced over at John and noticed he had his camera and was recording us. I didn’t think I could get more turned on but seeing that camera did it! I was about to explode!
Leon sat back down in the hot tub. His dick was still 3” out of the water! John untied my bikini top and it fell off. I stood up and pulled the bottoms off and stepped towards Leon. I straddled him and he began to grope my breasts and suck on my nipples. I let out a moan and immediately covered my mouth with my hands hoping the remaining guests didn’t hear me.
I reached down and grabbed his cock and put it against my asshole and began slowly sitting down. The head of his cock slipped inside. I bit my lip so hard so not to yell that I left teeth marks. I slowly began to push his manhood deeper and deeper inside me. He was so thick but I was so used to being fucked now that it wasn’t that bad.
When I finally sat all the way down on his cock I let out an embarrassing moan. He was so deep I couldn’t believe it! Surely someone heard it. I forgot about it as quickly as it happened because Leon grabbed two handfuls of my ass and began rocking me back and forth up and down on his dick. The water splashing between us was covering some of the sounds I was making but not all of them.
“I wanna fuck you like an animal!” Leon moaned into my ear
I rode Leon for almost 5 minutes and he still hadn’t cum! So I slowly stood up. Leon’s cock sliding out of me was intense! I put my knees on the bench and bent over the edge of the hot tub. Leon parked himself behind me and pushed his cock back inside me. Smacked my ass really hard and grabbed two handfuls of my big hips and began fucking me fast and hard! He was grunting and being very aggressive.
“Pull my hair!” I moaned
Leon grabbed my long red hair and yanked my head back! I let out a screech and a moan. It hurt so good! He held on to my hair like he was riding a horse! Then a growl and a huge sigh. Leon’s cock pulsed inside releasing shot after shot of cum deep inside me! As he pulled his cock from my ass, his hot cum dripped from my gaping hole. We were both out of breath!
“Alright Leon! Way to go!” A voice from behind us yells.
“Thanks.” Leon’s deep voice mutters
I turn around and see all the remaining guests had heard us and came over to watch us. I was embarrassed but also incredibly turned on by it all!
A little while after John and I went back to his apartment. I took a quick shower before I got into bed with him. I came out of the bathroom with a towel around my head. John laid in bed waiting for me naked. He was rock hard and playing with himself.
I threw the towel aside and climbed into bed with him. I got on top of him and we started making out. John had ahold of both our cocks and began massaging them together. I slithered my way down his body biting and sucking his nipple, then running my tongue down his toned abs before sliding his cock in my mouth. John ran his fingers through my hair and aided my head’s movements along his cock. I switched to his balls putting one of them in my mouth and stroking his dick.
I slithered my way back up his body and returned to kissing him. Quickly added some lubrication and pressed his cock against my hole and just as he watched me slowly slide down Leon’s cock and hour ago, he was now watching me slowly sit down his cock!
As I began to grind on John he had a firm grip on my cock and was spitting and stroking it. I immediately cum all over John’s stomach! I also cum immediately for him. I slowly rock back and forth on his cock. Talking dirty to him the whole time.
“Did you like watching that big black dick fuck me? You’re gonna have to do better than this if you want to fuck better than he did.” I said deviously
John pushed me off of him and bent me over pressing my face into the head board. He quickly positioned himself between my legs and pushed his cock back inside me. He smacked my ass and began fucking me.
“Oh god yes!” I cried “…fuck me daddy!”
John continued to thrust himself in and out of me. Each thrust he pushed himself as deep as he could.
“You’re so fucking deep!” I cried “…pull my hair!”
John grabbed my hair and yanked just as Leon did. His balls slapped against mine as he aggressively fucked me tugging my hair all the while.
“You gonna cum for me baby? Where do you wanna cum?” I asked as he fucked me
“I’m gonna put a baby in you!” He grunted
“Yes! Do it!” I begged
John let out a loud growl and unloaded his balls inside my ass. I could feel him cumming inside me! He squeezed my hips as the last drops of cum exited his cock. When he pulled out of me his cum went everywhere! I was spraying it all over him and the bed.
We both got up and went to the shower right away. Our showers were always super long because even after we just had sex we still couldn’t keep our hands and mouths off of each other.
When we finally got ourselves clean and back in bed I had a hard time falling asleep. I laid there staring out the window at the city lights realizing that this isn’t just a John thing. I had had sex with a second man that night and now I know I like other dicks too, not just John’s.
About a month later I had met someone else and I broke up with John to be with them. It wasn’t the last time I had sex with John however. About a year after we broke up I met him for a drink not gonna lie hoping it ended up in us going to bed and it did. We had sex twice that night and once more in the morning and then I never saw him again.
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