I love to get all dressed up and go out, my outfits always built to draw attention. I've gotten a recent thrill out of flirting (and sleeping) with performers. At a local lounge/hole-in-the-wall almost every Thursday is an open mic comedy night, where upwards of 20 performers gather, drink, smoke, hang out, and tell jokes. I've gone to two so far, but both times I've left with a new man. I go to these events alone, so it's no issue, but it is so fun to seduce these men.
At the last show, there were only about 9 comedians there to perform. I wasn't wearing the most attractive ensemble, sporting a Halloween cardigan, yoga pants, and a low (always low ;) tank top. I got to really lead these men around, I've got a fun personality, as well as liking to flirt, and I was approached by two of the men separately, one an admitted virgin and the other an older established man. Once again all the flirty routine worked, and now I had two after me. Score.
The virgin left, but I got his snap to keep in touch, he'll be back next Thursday, no worries. I shifted my attention to the other suitor. After some good lines back and forth throughout the night, I finally got the chance to sit down next to him. He started asking questions recalling points I made before, about having a van (plenty of room), being polyamorous, and other little bits and bobs related to two strangers about to fuck like rabbits. My favorite part of this being that I'd walk out past another comedian I'd already had sex with (at a festival.. maybe I should post that story?).
I give him a little lift to his car and he leads the both of us to his day job, a construction site. We were alone in a dark, empty parking lot, and finally I get out and stand behind my car, waiting for tonight's escapade to begin. I'm filled to the brim with anticipation, wondering what all he wanted to do with me.
He approaches me from across the lot, wraps his arms around me and down to grab my ass, and starts kissing me passionately. The make out session grows more intense and rough, his towering presence making me melt as he toys with my body. When we're both good and horny, we climb in the back of my van to get to work.
Among the usual hot and heavy sex I get from these men, I also had a kink revisited that I don't usually get to indulge... choking. After exchanging positions a couple times, of course working in my revolutionary head, he ends up on top of me, I can feel his strong grip around my neck before he uses his forearm across my clavicle to hold me down. I think he may have actually bruised my chest, officially making this the roughest sex I've ever had.
When he was tired of using my pussy, he asked me to get out the lube I had admitted to having in my purse. While he kept fucking me on my back, I had to rummage around in my purse on the floor next to me. I couldn't focus on my hands or memory, his cock thrusting in and out of my tight pussy was mesmerizing. I found the lube and he asked me to get over on my side, I obliged and he lubed himself and my ass up. He stuck his cock in my ass and couldn't help but moan as he fucked my tight ass. He tried to act like a sex machine, but I know my asshole is very tight, and I knew he'd cum before long. Which he did, inside of me.
Again I had utterly baffled a man with my body.
TLDR: I flirted with a bunch of comedians until I went home with a mature out-of-towner