This happened about 5 years ago, but I figured it would be hot to tell. I was 22 single, working my first job out of college. I was roughly 6 months in when I began hearing buzz about the big company trip to NYC. Essentially it was a conference for the entire company to go and network and listen to talks. I knew it would be boring but everyone said it was a giant party at night for 3 days. Say no more, I’m in.
We get up to NYC and the next day is just a bunch of meetings. Around 3pm everything slows down and everyone heads back to their room to hang out before the night starts up. I decided to hit the gym as I was looking forward to the night. You know how it is, a young guy on his own for a big work trip. I think everyone has this crazy sexual fantasy of meeting some hot girl in this situation and having crazy hot sex. I’ll be the first one to tell you, I had zero expectations going into this whole thing. I figured what the hell, I’ll get drunk, flirt and have a good time.
Around 7pm I meet up with some co-workers and we head on down to the ballroom. Now this was fucking crazy what we walked into. They had about 6 open bars, a dance floor and a DJ. It was insane. As the night goes on I’m getting pretty hammered, everyone is coming out of their shell and you could just tell it’s going to be a good time.
Eventually I’m standing with some friends and this lady comes up to and says “hey my friend thinks you’re really hot”. I look over and it’s this hot blonde southern chick wearing a leather jacket and leopard print shirt. I thought to myself “there’s no fucking way”. It was pretty funny in the moment. Anyway, me and this girl get to talking. Her group links up with my group and we all hit the bars. People are dropping some serious cash out at the bars, I have managers handing me drinks and shots left and right so before I know it we’re all fucked up. Eventually we make it to this club and I’m making out with this girl. Things are getting hot and heavy so I pull the classic “hey you want to get out of here?”. It was mostly so I wasn’t feeling this girl up in front of managers and co workers.
Hot stuff starts here —————
We get back to my room and we’re immediately making out. Clothes are flying off and soon enough we’re both naked lying on my bed. It was like a dream come true. Hooking up with a hot ass girl in your hotel on a work trip. But I all came to a screeching halt because I got nervous and couldn’t get hard lol. Idk what happened but we just kind of talked a bit and she was super cool about it. Once I was more comfortable I bent her over the bed and started licking her ass and pussy.
She reached back and spread her cheeks apart letting my tongue slide deeper and deeper into her tight holes. Her moans filled the room as my tongue plunged deep into her asshole over and over again. At this point I was rock hard. I stood up and slid my dick into her pussy and immediately began pounding her pussy. I grabbed her hair pulling her head back as I watched her lips grip my dick. Eventually she started begging me to fuck her in missionary which was surprising because you don’t really hear that too often.
I happily obliged and flipped her onto her back and began fucking her again. I watched as her tits bounced with each thrust. Her legs were spread wide open hanging up in the air moving up and down. We started making eye contact and it was full of lust and passion at this point. She wrapped her legs around me and dug her nails into my back forcing my dick deeper. Her pussy was so wet I could hear her juices and felt them all over my dick, dripping down to my balls. Before long I told her I was going to cum and she told me she wanted me to fill her up but quickly changed her mind since she wasn’t on birth control. She kept begging me to cum for her over and over again until I pulled out and unloaded one of the biggest loads of cum I’ve ever seen.
She used her fingers to lick it up and let it sit on her tongue before she swallowed it all. Afterwords we were laying in bed and she asked me how old I thought she was to which I responded “well you look young so I’m going to say 27”. Turns out she was 35 which was insane and also really hot. All in all it’s one of my favorite sexual memories. We texted/sexted a bunch over the years and remained friends but it’s dropped off since we’ve both been in relationships.
Source: reddit.com/r/gonewildstories/comments/10fm6z1/mf_i_fucked_an_older_women_at_my_first_work
That’s hot
Yes it is!
I was surprised when I started going on work trips because guys in their 20s would hit on me at hotel bars or even at the conference venue