Welcome back! I hope you’ll enjoy this story. As usual, names have been changed, but this is all based on my real experiences. Enjoy!

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After my relationship with Daniel ended, I kind of stopped dating for a while. I still went onto Criagslist searching for a boyfriend, but more often than not, my posts were in the hookup section looking for a good fuck. I had posted one day in search of a hookup and got many responses, but they didn’t really catch my eye until I got a message from Chaz. He said that he had a place to host, and was free all day. We exchanged pics, and decided to meet.

I was nervous heading over to Chaz’s place, since it had been a couple fo months since I’d had any sort of sex. I was also nervous because of the stories that had started going around about people on Craigslist luring you in to steal your money or murder you. I made sure that my roommate knew where I was going (and why), and when to expect at least a text from me.

I met Chaz at his front door. He was about 5’10”, broad shoulders, a little bit of a paunch, with short black hair and a goatee. He quickly ushered me inside and upstairs to his bedroom, and we got to business. We started making out, and then I was blowing him on the edge of his bed. Unfortunately, due to a misstep on my part, I ended up minority injuring myself, and the sexy time was quickly over. I. Was. Mortified. Chaz laughed it off, and the injury was really minor, but the mood had been thoroughly slain, so I quickly left.

I didn’t think I’d ever hear from Chaz again, but a few days later, I got a text from him asking if I was okay, and if I wanted to actually hang out sometime and get to know each other as friends? I was a bit desperate for friends at the time, so I quickly replied yes. We ended up going over to each other’s places frequently over the next couple of months and started getting to know each other pretty well. And, of course, we had the occasional hookup. Thankfully, none of them involved physical injuries, so we were good.

A few months after we met, we were at his place with some of our friends. It was this big house with a large front living room and a large family room next to the kitchen. The house had previously been rented by a frat, and there was visible damage left over from them in the main living room, so we mostly spent our time in the back family room, which is where the TV and couches were set up. But there was a large sectional in the main room that we all still used once in a while.

I’d gone into the kitchen to grab a drink or something, and Chaz followed behind me. He started grinding up behind me and kissing my neck. I’m a sucker for those types of kisses, so I quickly abandoned my search for alcohol and turned to start making out with Chaz instead. After a few minutes of this, he grabbed my hand and led me through the kitchen doors into the main room, over to the big sectional in the corner, where we went right back to kissing.

Chaz started feeling me up, slowly removing my shirt and then his. I stopped him for a second and asked if he wanted to fuck right there, with everyone else (like 4 other people) in the other room. He said that we could be quiet and that no one would see because of the door and hallway between us and the other room, so I let him continue, still a little worried about getting caught by our friends.

As we continued making out, Chaz and I lost more and more of our clothes, until we were both naked on the couch. I eventually made my way down to his cock and got to work. He was about 7” with a slight upward curve. I started bobbing up and down, playing with his balls. My fingers slowly made their way to his ass and I played with it a little. Chaz was verse, but always topped me. Still, he loved having his ass played with, and I was happy to oblige him.

After several minutes like this, Chaz pulled me up to straddle him, and we kissed some more as he started fingering me now. It was gentle at first, but he quickly had three fingers up my ass and was going rough. Without warning, he pulled them out and asked me if I wanted his dick. Well, how could I refuse? He inserted himself slowly into me, thrusting upward in long, slow strokes. I wanted to moan out, but had to remind myself that we weren’t totally alone. His thrusts became harder and harder as we went. Chaz looked like a gentle teddy bear, but he was a ravenous wolf in bed.

Chaz decided that he wanted to be on top, so he picked me up and turned us around, throwing me backward onto the sofa, never once leaving my ass. Now he had to do all the work, but I wasn’t complaining. He held my legs up against his chest as he rammed into me hard. The whole time, I was jacking myself off, getting closer and closer to cumming, but he stopped me by taking over. His thrusts into me slowed down just a little bit as he was stroking my dick, making sure that we would both last as long as possible.

I only lasted a few minutes like this, eventually cumming all over my stomach and chest. This must have pushed Chaz over as well, and his thrusts became rougher and faster until he was cumming in me. I felt him filling me up, and that nearly made me cum again. As his erection subsided, he bent down and we made out. Once he was soft, he slowly pulled out and laid next to me on the couch telling me to grab his shirt so we could clean up.

I quickly got dressed and went to rejoin our friends in the other room while Chaz went upstairs to change. Thankfully, no one had really noticed that we were gone, so I had nothing to worry about in the end. The fun with Chaz doesn’t stop there, of course, and we hooked up a lot more over the next year, but this was one of the hottest times we shared.