Okay, this is a long story from several years ago. I was 27. My self, a friend (Billy), and woman (Sarah) were regulars at this bar. For a brief period, Billy dated Sarah but not for long. Sarah, was 36 and smoking hot. She was short, thin, in great shape, with short brown hair. We all met up at the bar one night and like always, we had a good time over some beers. As the night came down to a close, Sarah wanted the three of us to smoke some weed and have a few drinks at her place. On it own, this wasn't an uncommon occurrence. However, the whole night Sarah was being a little flirty with me and I just kind of dismissed it. As we were about to leave, I excused myself to use the restroom. When I returned Billy had left as I guess they got into an argument over how she acted that night. Sarah said, "Let's hang out for a bit." Part of me knew exactly what was going on, and part of me was in denial. In any case, I went back to her place for some wine and weed.

When I got there, we just spent some time hanging out and drinking wine. Nothing really much other than small talk. She had an l-shaped sofa and sat on the main part while I sat on the chez lounge part of it as we talked. This went on for quite a while smoking weed and drinking. Eventually I brought up the subject of tattoos, because I was thinking of getting one, and Sarah wants to show me tattoo on her inner thigh and does show by spreading her legs on the sofa. Seeing her lacy white panties, I just start touching her. As she says, "I like the way you're touching me," she pulls her tits out of her sundress. From there, we just kinda play with each other a little bit. Eventually, I pull her panties to the side and I start stroking her clit which she absolutely enjoys. After a while, I finally take my pants off and start rubbing her pussy with my cock. She loves it and as I'm about to go in she stops and says, "I don't have a condom ... " My better judgement told me I should just stop, but I made the bad decision to keep going, but of us were horny and high.

Some foreplay later we end up side-fucking. We faced each other with me holding her leg over me. Each stroke, I pull almost all the way out then thrust deep inside her pussy as she pulls herself close to me. The entire time, she was giving giving me "Fuck me eyes," while slowly increasing speed an intensity. At one point, I had to slow down to almost a stop so I could keep myself from cumming. Knowing why, she slowed too ... but it did nothing more than to build anticipation. She quickly gave me fuck me eyes once more and we went right back to it. A few minutes later, I had to pause again and this time I pulled out entirely. I almost came, but I didn't. When she sees that I didn't cum, she takes my cock and put it back inside her and we go HARD while she gives me the fuck me eyes again. Not long after, I got close to cumming. At this point, I just said, "I'm gonna cum," which she doesn't change anything. I said again, "I'm going to cum," as I am trying to keep from happening, but also knowing I wasn't doing a good job holding back. She finally says, "Cum inside me." I just squeezing her hip, I thrust deep inside. "FUCK! I'm cumming in you," is all I said. It was summer with all the windows open and I'm sure her neighbors (all friends of ours) could hear it happening. We talked for a bit. We both agreed it was fun but a little weird because she wasn't on birth control. She asked if I was sober enough to go to the pharmacy and get plan b, which I was happy to do. As I'm at the door she says, "Hey. Bring that pill back soon so you can cum inside me again."