100% true story here. I’m now 36 and new to reddit, but I’ve been considering posting a few past sex stories ever since I saw how many others do the same. I’m married now but I had a handful of kind of interesting sexual encounters from time I was 16-25ish (most of which involved my first girlfriend after high school and having her do some pretty dirty sexual favors to make up for the fact that she cheated on me…long story). Anyways, here’s one story involving a chick I used to work with.
At that time I was 23 and in between relationships. I was working at a hopsital and worked with mostly women (and a few men) of the same age. We were all pretty much like early 20s-mid 30’s and mostly unmarried and without kids. We got along great, similar interests, very open bout our sex lives, etc. My shift was 3pm-11pm so we were all night owls. Because I lived In an apartment less than half a mile from the hospital, it was pretty usual for people to come over to my place after work to have a few drinks, watch some tv, play darts, etc.
One girl who used to come over regularly was this coworker named Jaime. She was I believe 25 at the time. Honestly an extremely beautiful girl. Tall, strawberry blonde hair, great body (though kinda flat chested). Out of my league as far as I was concerned because I consider myself a fairly average looking guy. We’d worked together for a couple years at this point and really were simply close friends. She was also pretty open about her sex life (as all of us in our department were), so I knew she was by no means a prude. She’d at work talk about how she used to deep throat her exes, how she was into anal, how she swallowed if she was in a relationship, etc etc. Again, we were a rather young group on that shift, so we’d all talk about these things together. One time she lost a bet during a game of pool against me and she had to flash me her tits in the parking lot.
Well this one night there was Jaime, 1 other girl from work, and a guy who was a non-work friend of mine who all came over. We all had a few drinks and played some darts and eventually we ended up throwing Eastbound and Down on tv. After an episode or so, the guy and girl left (separately). Jaime stayed and her and I had a few more drinks while sitting on the couch watching Eastbound and Down and making occasional small talk. At this point I’m pretty buzzed from the drinking and I was feeling horny because earlier in the night we’d been talking about how hot sexting can be. I get this drunken thought of, “Jaime’s single. She’s hot. She’s a bit drunk. Maybe I should make a move. Worst case, if she’s uninterested, I play it off as I’m drunk and not thinking clearly.” But I’m also crazy nervous about what type of move I should make. In my somewhat drunken stupidity I decide, “I’m gonna try something”. So I wait for her to get up to go to the kitchen to get another drink, and while she’s gone I pull my dick out of my pants and start stroking it. She comes back a minute later and finds me stroking my semi-hard cock. She stops and looks at me and gives me this kind of humorous puzzled look on her face…almost like she was about to laugh due to shock. Then she 100% just sits down and starts watching tv. So I keep stroking a little more, then I say, “Care to help me?” She keeps her eyes on the tv but amusingly says, “I think you got it.” Now I’m debating: do I stop, just keep going, or try something else? So I scoot next to her and grab her left hand and put it on my cock. She did nothing for about 10 seconds other than hold my now completely hard cock. I say, “Come on. Just a little bit?” to her. She looks down at her hand and slowly starts stroking it for me. Now I’m stoked. This goes on for maybe two minutes and I say, “You wanna taste it?” She says, “Don’t push it.” All the while she’s slowly jerking my cock up and down and looking at my cock. I lasted maybe 2 more minutes after that and then jizzed all over her hand. She laughs and says, “Feel better?” Then she stood up and cleaned her hand in the kitchen while I cleaned my stomach and cock in the bathroom. I came out of the bathroom and she was sitting on the couch, so I took that as a good sign. I asked if she wanted me to do something to get her off or if she wanted to wait a bit and I could get hard again and fuck. She goes, “nah, let’s finish this episode.” We hung out for the rest of the episode, then she left. All seemed well, but I felt kind of guilty.
The next day I texted her and asked if she was mad at. She said she wasn’t and not to worry about it. We never talked about it after and all seemed cool. About a month later she was over and while she was in the kitchen I came up behind her and grabbed her tits and sort of dry humped her ass. She laughingly goes, “hey hey hey…let’s just hang out tonight.” Nothin ever happened after that. We stayed good friends and then she started dating some dude and ended up moving. I found out like 2 months later that she’d told a few people at work how she’d given me a handjob and that I had a nice cock. Haha.
Source: reddit.com/r/gonewildstories/comments/ft5shc/not_the_dirtiest_story_but_i_m_once_got_a_handjob