I’ve known Heather for well over 5 years. We were always coworkers and I’ve had a crush on her since we started working together. She was dating her boyfriend at the time and I was just casually dating here and there. We had this great connection and she is a heavy flirter, but nothing ever came out of it and it seemed like I was friend zoned. On the one hand, I was sort of upset about this, but on the other, knowing her, she’s not someone I would date long term. Either way it was going nowhere fast. She eventually got married and had a kid. One day we were sent on a business trip for 4 days with few people. We spent first 2 days in training, teaching others sales so it was a bit boring, but after work we all would just go out to have dinner and drinks. Basically fun stuff.
On the third day, we all went out to a bar to celebrate the end of training. We were all pretty much there the rest of the night and we all got pretty tipsy. We didn’t even flirt since we were with coworkers. We got back to the hotel and only we got off on the 2nd floor as our other coworkers had rooms on 3rd floor. I was about to go into my room when she said she wasn’t tired yet and wanted to see if I want to hangout in her room for a bit. I said sure. I actually didn’t even think or try to hook up as we had known each other so long and since she is married and had a kid about 5 months ago I was cool with just moving on.
As soon as I got into the room, she started kissing me everywhere and she pushed me down on the little couch in the room. She was all over me and as she was on top she started to unzip my pants. She took my pants off and my boxers. I was already hard and she just looked and said “hmm you’re much bigger than my husband” which was good to hear. She started sucking me and although it was not the best blowjob I’ve had, seeing your coworker that you had a crush on for a while just blowing you made up for her skills. She did this for about a few minutes until she stopped. She stood up and took off her dress, bra, and panties and stood there naked. She cupped her tits and asked, “what do you think?” She had a stud in her right nipple which wasn’t a surprise as I knew about it, but at that moment it looked hot as hell.
I stood up and started sucking on her tits while pushing our way onto the bed. We got into missionary position and I took my cock and just put it inside her. She was already wet and I didn’t even think at that moment to go down on her. Just that I wanted to be inside of her. As I started fucking her she started to become very verbal. Kept telling me how good I feel inside her. I mean she was really going on and on being loud and moaning my name. It was really mind blowing and as I was close to cumming I told her and wanted to pull out as we didn’t talk about condoms at all. The subject didn’t even come up. She told me not to pull out and to cum inside her over and over. That sent me over the edge and I came more than I think I ever came before. I got off her and laid down. We talked about bullshit for few minutes.
After few minutes, she started to suck my dick again and I got hard in no time. This time she said I got mine and she wanted hers so she got on top of me and started riding me. Watching her tits bounce up and down was marvelous. She came pretty quickly and started moaning even louder than before. I needed to get one more so as she got off I took her doggy enjoyed fucking her sexy booty. I guess I probably came within a minute or so. While I did not come as hard as the first time it was still good amount and I by the time I pulled out I could see my cum leaking out of her pussy. We both fell asleep after that.
We woke up and she said she enjoyed our hookup and that it was the best sex she’d had in years. We fucked again in the shower, but it was no way as exciting as the night before. When we finished, she wanted me to cum in her mouth instead and as I did she just spit it in the shower drain.
Although that was the first and last time we had sex, partly because I switched to a different department and she quit few years later, she did contact me through messenger few years later on Facebook. She wanted to see if I was interested in being a fuck buddy. We chatted, but as I was married already and was very happy, I told her I was not interested. She said she thought of me because I never talked about our encounter with anyone and that’s the last we talked.
Source: reddit.com/r/gonewildstories/comments/wz0ffu/one_night_stand_with_my_coworker_f
You know what would be funny? If I read a story about a guy fucking a married woman and she, upon seeing the guy’s dick, says “My husband is *bigger* than you.” Wouldn’t that be a hilarious change of pace?
Funny story, I have this couple who are my friends and we used to go skinny dipping a lot, so I know that the guy is bigger than me. (I’m average) That didn’t stop her from having sex with me. Everything was known before having sex and we all are practicing ENM so no drama there.
Nice