I knew Justin had a crush on me, but I could never decide if I was really interested. I’m not particularly attracted to him, but he’s not a bad looking guy. There isn’t a lot of chemistry, but he’s nice and we get along well. So when he asked me on a date I figured I’d give it a try. Maybe if we spent time together with the intention of being more than friends I’d look at him differently.
The date started off okay. We went to a restaurant near his house for dinner. I felt like I was struggling to make sure the conversation flowed, but that may have been my own nerves. Perhaps he thought I just babbled on and on without letting him get a word in. It’s not that the conversation wasn’t interesting. We learned a lot about each other and laughed a lot. But I didn’t feel it came as naturally as it does with some people. But then again, I’ve been out of the dating game for a while. Maybe it’s always like this on first dates.
After dinner we grabbed some wine and went back to his place to engage in one of our common loves: Video games. I’m not sure how late we stayed up playing, but eventually I was ready to pass out so he led me into the bedroom. I was wearing only a tank top and panties, as I’d spilled wine on my pants earlier in the evening and had decided to take them off. I crawled into bed and he followed, after stripping down to his underwear. We’d kissed a couple of times while playing games, but other than that and a few flirtatious jokes, the evening had been fairly platonic. Still, as we lay in bed drifting off to sleep we snuggled up closely and I knew that if I’d been less drunk things would have progressed further.
I woke up early, as I often do after drinking too much. As I lay next to my sleeping date I tried to decide what I wanted out of this encounter. Should I just leave it as it was and put him firmly in the “just friends” category or should I listen to the growing desire between my legs and take things to another level, even though I knew I wasn’t really interested in dating him? I knew we’d have fun if we had sex, but would it be awkward if I decided this was just a one-time thing and kept things platonic the next time we hung out? I must have laid there deciding what to do for two hours, occasionally drifting off to sleep for a few minutes at a time. I could feel my panties getting wetter and wetter as I silently willed his hand to move down my stomach and onto my pussy. But it never did. I hadn’t given him a lot of signals, so it was understandable that he wasn’t willing to make any bold moves beyond our snuggling. I grew annoyed with myself, knowing that I wanted him to touch me but being unwilling to just make a move myself.
Finally, however, I did make a move. I shifted myself onto my back with my legs slightly parted and slid my hand down into the covers to rest on the bulge in his underwear. I gently began to caress him, and after several minutes his hand began to wander downward as well. He lightly stroked my vulva over my panties and traced my inner thighs with his fingers. I wanted him to push aside my panties and slip his fingers into my pussy which had become incredibly wet by this time, but I waited in anticipation rather than saying anything. I have a tendency to move things along too quickly, and often forget how hot it can be to tease. Eventually we each took off the rest of our clothing so that we were laying next to each other naked, stroking each other gently and slowly. His fingers finally found their way inside of me and I moaned softly. I’d been wanting this for hours.
“How would you feel about me going down on you?” He asked.
“I’d like that.” I responded with a smile.
He crawled to the foot of the bed and between my legs and began to lick, flick, and suck on my pussy. It felt wonderful, but wasn’t so vigorous that I was in danger of coming. I usually prefer to come while fucking, and even though vigorous pussy licking feels amazing, I prefer his more gently, teasing style that keeps me excited without pushing me too close to the edge. After some time he came back up and lay next to me.
“How would you feel about fucking me?” I asked him.
“I’d like that very much.” He said. “I’ll get right on that.”
I giggled as he rolled over to grab a condom from the nightstand. It wasn’t long before he was climbing on top of me and pushing his hard cock into me. It took us a couple of minutes to find the right angle and rhythm, but once we had it I knew it wouldn’t be long before I came. I grabbed his back and shoulders and pushed myself into him with more and more intensity. My moans became louder and louder as I felt the pressure building inside of me, and I could tell by his that he was close to climaxing as well. I yelled out as I came and he let out a loud moan so that I knew he was coming, too. Then we collapsed next to each other on the bed.
“That was pretty good for a first time,” He remarked.
By this time it was getting to be late in the morning so I cleaned up in the bathroom and got dressed so that I could go home and get started on my workday.
All in all, I had a nice time but I doubt I’ll continue dating Justin. We get along fine as friends, and I’d love to hang out with him again, but I just don’t feel any chemisty. It’s possible that we could end up in bed together after a drunken night of hanging out, but I doubt it’s something that will happen often.