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Posted

Disclaimer for my shitty writing, but everything written here is true. 

 

The first time I had bareback sex was also the first time I ever had sex. After graduating from college in 2010, I moved to NJ for grad school. I created an account on Planet Romeo to meet up with the local guys, but usually it was just for a quick blow job here and there. After a few months, a guy messaged me, and specifically stated he was interested in my ass. At first I was a bit hesitant, but I desperately wanted to pop my anal cherry, so I made plans with him.

 

We first met at a grocery store parking lot. He jumped into the passenger seat of my car and we started chatting to break the ice. I wish I could remember his name, but honestly he might not have even told me. He said he owned a painting company, working with clients and builders in the area. I couldn't take my eyes off this tan Latino man with dark glittering eyes, and a tight solid body. Maybe he knew I was a novice, he grabbed my thigh and gave it a reassuring squeeze, which got me rock hard. I told him that I had no lube or condoms, so he left the car momentarily to pick some up from the grocery store. 

 

After getting the essentials, we made our way to the motel. He grabbed a room, and I followed behind, my dick still hard. We began making out and getting undressed, no time wasted. I dropped to my knees and sucked his dick, doing my best to get him hard and wet as possible. He then threw me on the bed and we assumed the missionary position. My ankles were around his neck as he slowly pushed in, and he seemed to know how slow to enter into me. At the moment I was too focused on overcoming the pain, and pressed my hands against his chest to guide him. 

 

"Is this your first time?" He asked.

 

"No," I lied, "It's just been a while. Can you get the lube and condoms?" 

 

He brought over the lube and we tried again.

 

"I like it.  Your hole is really tight," he said.

 

I grinned a little, but mostly grimaced, but he finally was inside my ass all the way. Let the fucking begin! But at that moment, I just remembered, he was not wearing a condom. 

 

"Can you wear a condom?" I asked, looking up at him as he slowly fucked me.

 

"Just a sec. If I pull out now, you'll be too tight to fuck later." 

 

I nodded, that kinda made sense. We began kissing, and I got lost in the sensations of his cock in my ass and tongue in my mouth. He gradually built up the momentum, and he soon began pounding my hole. Everything felt amazing, I enjoyed the way he varied his motions and speed, and also how he kissed me deeply.

 

He slowed down after a little while and he asked me how I felt. I kissed him in response. 

 

"I think I might have forgot to mention something to you." He said while looking down at me. "I'm married. You okay with that?"

 

I didn't know how to respond to that. I was a little shocked to hear it, but wondered why the awful timing. "To a guy?" I asked dumbly.

 

"No, I'm no fag. To my wife." He said. He explained how he was discreet, but was looking for a fuck buddy on the side. He wanted someone he could call up anytime and fuck whenever he wanted, on his terms.

 

"So, are you interested?" He said all this to me while he was on top of me, fucking me slowly. My cock got even harder, and I felt I was losing myself to the moment. "Fuck yeah." I gripped his arms and squeezed my ass around his dick.

 

He pumped harder and asked, "You want to be my bitch?" 

 

It felt like dirty talk. "Yes, please. Fuck me."

 

And fuck me he did. He quickened his pace and pounded my ass harder. He pinned me down with his body, so that I was unable to push him away if I wanted to. He finally came, groaning in my ear and collapsing on top of me. I felt my dick pulse too, sandwiched between our bodies. 

 

Then I remembered, he was not wearing a condom. I freaked out in my head, and freaked out even more for committing myself to be this man's bitch, whatever that meant. 

 

After we finished cleaning up, he made a big deal about having my phone number on his cell. He said if I ever get a call from his number, it might be his wife. If I answered, he told me to lie to his wife, and say that I was a client of his company. 

 

We parted ways and never met up after that. He reached out to me occasionally, but I was still too freaked out to even respond back. I still look back on that afternoon fondly, and I feel my fetish for barebacking came from this first fuck. 

 

My second fuck was also with a married man, which I will save for a later date, if you guys are interested. 

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Posted

If I had been in that situation I would have taken comfort, wrongly, in the idea he was married to a woman.  I'm sure I would have believed him, because I would have wanted to so badly.  I would have happily taken every load he wanted to give me, confident that it was 'safe.'  He even could have brought along a 'married' buddy to fuck me raw, and I would have been thrilled to be used by both of them, as long as I could convince myself that they were 'straight.'  I thought I was being safe back then, and, ironically, I think it was oral sex (which I never worried about) that pozzed me. 

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  • 2 weeks later...
Posted

The second time I barebacked was also with a married man. In hindsight I should have known he was married, all the signs were there. Being the innocent 22 year old, I obliviously followed the will of my horny hole. 

 

We met on Planet Romeo. He seemed a nice enough guy, although incredibly discrete. He only shared pictures of his crotch, while asking for my nude and face pics. I supplied them all, eagerly awaiting his approval, and once that was met, we exchanged numbers. The winter of 2010 was rather snowy in my area, and finding time together was tough. I lived with my brother at the time, making it impossible to bring a stranger home for sex. This guy said he could sometimes host, since he lived with his brother and wife. All throughout he was very persistent, sometimes calling me during the day to talk dirty to me. Sometimes this annoyed me, especially if I was at work, but other times I got a raging hard on listening to his deep voice. Finally after some back and forth, we decided on a time to meet at his house directly. 

 

The morning of our meeting, I reached out to him to confirm the time. I asked if he had condoms and lube, but he said he had run out. He still desperately wanted to meet, but I told him that I only play safe. He asked me then to bring condoms and lube, explaining that his car was buried in snow. 'Well at least I found out ahead of time,' I thought. After buying the supplies, I made my way over to his place and parked outside. I noticed car partly covered by snow, and as I walked by, I noticed a car seat for babies in the back. Maybe that wasn't his car? I knocked on his front door and a short but handsome man in his early 30s answered. He had these sexy dark eyes and was very clean cut. I felt lucky that he wasn't some troll, but at that point my hole was hungry enough to let anyone in. 

 

We quickly made our way to the guest room while making out. Once there, we helped each other out of our clothes and explored our bodies. I remember how he pushed me onto the puffy duvet covered bed, which was a simple queen-sized mattress on the floor. He pinned me to the sheets, which were warm from the heating vents, and we made out passionately. After the usual foreplay, I retrieved the condoms and lube from my jeans. 

 

"I hope I got the right size," I said with a wink. He was a bit bigger girth-wise, something I had underestimated in the photo he sent. 

 

"That should be fine, we'll make do," he said. I watched him put the condom on hastily, and I noticed that he didn't pinch the top of the condom, but I didn't think anything of it.

 

We assumed the missionary position and he slowly entered me, which was painful at first since my hole wasn't stretched out. Once he was finally inside me, we began fucking properly. We did missionary for a while, then switched to the side, then doggy, then finally back to missionary. I loved the full feeling of his dick inside me, and I missed it every time he had to pull out. 

 

That was when I heard a snap inside me. I could see that he heard it too from the look in his eyes, but he continued to pump away anyway. In fact he continued at an accelerating pace, and I didn't tell him to stop. I knew deep down that the condom broke, and he was going to cum inside me. My dick got harder and we kissed more deeply and passionately as before. He finally came inside, pumping all of his semen into my ass, and collapsed on top of me. I naively thought that there could be a slight chance that his dick was still wrapped up, but after he slowly pulled out, the torn condom followed, and I knew he had impregnated me.

 

An onslaught of conflicting feelings descended on me. I felt fearful that he might have given me an STD, but I also felt so turned on, getting fucked raw by a man. As these thoughts went through my mind, I made up some excuse to leave and dressed myself. He promised that he was clean and negative, and he wanted me to stay and possibly go for a round two, but I knew I needed to go home and wash myself.

 

During the car ride home, I felt his cum dribble out of my well worn hole into the seat of my jeans. I never felt so sexy in my life. I went home and jacked off furiously, fingering my wet hole and realizing my dream to be a bareback cum slut. 

 

More tales to come!

 

  • Upvote 20
Posted

Hot Stories bro ! Probs 80% of me fuckers this year have been married or in long term realionships with women ! I find it soooo hot that they want to use me hot tight cum n piss hungry hole (_0_)

  • Upvote 1
  • 1 month later...
Posted

I'd become addicted to meeting married guys. Even though I knew it was morally wrong, my dick didn't care. Neither did my asshole. Whenever I would chat with a guy who was "discrete" I would inevitably ask them if they were married. I think my brain hoped that they weren't, so that I could hook up guilt-free. But my ass would hope that they were married, so I could get fucked by a married man. 

 

There was something so hot about a guy, married to a woman, with children of his own, raising a family. A man so confident in his ability to manipulate those around him, to fuck a fag like me. After my first couple hook ups with married men, I desired to be their piece on the side. They can take it or leave it, but my ass was open to them. 

 

I met up with a construction worker, who was currently staying at his friend's place while working a job. His wife and kids were back home miles away, and I released myself to him with abandon. We kissed furiously within the first seconds of greeting each other. I couldn't get enough of his buff physique, hairy in some places and smooth in others, with skin bright red from working in the sun shirtless. 

 

After some hot foreplay, he made a move to fuck me. I asked if he had any condoms, and he said he wanted to fuck me raw. I appreciated a man who stated what he wanted. No bullshitting or lying like, "oh I forgot to buy condoms sorry!" He wanted to ride me bareback and made it known. I weakly protested, but he only smirked as he playfully wrestled me down. I tried pushing back against him, to see how far he would go. He wrangled me face down, ass up, his thick hand holding my neck. Using only a couple globs of spit, he sank his girth into me, and I squealed into the sheets. 

 

At last, I felt like was home again. Being filled by a man, a real man. A man who's dick has probably fucked many men and woman, including his wife. The same dick that has brought children into the world. In a weird way I wished his seed would make me pregnant, marking me as his property. 

 

I loved getting dominated like that. His hand held my neck down, choking me as he brutally fucked and seeded my ass. After he came, I massaged his cock with my ass, milking it for all I could get. 

 

We met up frequently before he finished his job and went back home. I knew it would eventually end, and that was all part of the allure to me. Am I fucked up?

  • Upvote 14
  • 4 weeks later...

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