The time I (a 19-year-old at the time) lost my virginity to a flirtatious coworker after our late shift at the diner.

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I was a horny teenager in high college, like most guys. I had an on and off gf from middle college through about sophomore year, but she was just scared and nervous to lose her v-card, so she only sucked my cock and let me finger her.

Skip forward to age 19.. I had been single for several years and desperately wanted to lose my virginity. I didn’t have much confidence with women (which drastically changed prior to losing it).

I had this coworker, Rachel (f22) who worked in a different department. I don’t even know if the two of us had ever directly spoken to each other, but I couldn’t help but to sneak peeks at her ass whenever I could. She was just my type.. cute, innocent looking face, thick body, nice full ass and big boobs.

One evening, I randomly got a text that said “hey this is Rachel from work!” Now I wondered it was one of my male coworkers fucking with me, so I said “yeah nice try Jake ?” and she ended up calling me and we had a laugh about that! I explained that Jake had accused me of having a crush on her and she explained that Jake was the one who told I was interested and gave her my number. It was funny because I had never said anything to Jake about her. I guess he could just tell… I am forever thankful for him!

So anyway, we sort of hit it off. But I quickly found out she was two weeks removed from a 2year relationship and wasn’t looking for anything serious. So a couple days later, we hangout. I went over to her place (her parents house) and we chilled on the couch. We just talked, made our etc. that’s about as far as she wanted to go with her dad home.

We continue to talk everyday and flirt. One day she sends me some underwear pics and holy fuck! Her body was even better than I had imagined it! She was pretty modest with how she dressed at work and in public, so a lot was left to imagination and she definitely didn’t disappoint!

So the next time we hung out, we talked a lot about sex (I was young and dumb and embarrassed about being a virgin, so I kinda lied ??) and I found out that she had slept with almost 10 guys total and after getting out of her two year relationship was feeling horny…

The next time we hung out was at my place. We made out, she took her beautiful tits out and I fondled them and sucked on them and she rubbed my cock a bit. I don’t remember the exact circumstances, but we didn’t have time so that’s as far as it went.

Couple days later, she came over again. She went into the bathroom and came out only wearing matching red lace panties and bra… I’m not sure her exact bra size, but I would say at least DD and they were perfectly round with these cute little nipples? so I got up, put my arms around her and while kissing her, I managed to struggle through undoing her bra. We got that off and went back to making out, my left hand on her left boob and my right hand rubbing her thigh and working it’s way to those sexy panties.. she separated us and unbuckled my jeans and pulled them down with my boxers to reveal my rock had cock. I got my pants and boxers the rest of the way off and she took her panties off. She then walked over from the couch to the bed as I watched her ass in disbelief. My fucking god it was perfect.. now I had watched A LOT of porn in my life and talked to some of my experienced friends about sex, so I was pretty prepared. I didn’t want to be the stereotypical guy who cums in two minutes.. she was laying on her back. I got up onto the bed and guided my hard cock right into her gorgeous pussy. She was wet as hell and also not real tight, so it slide right in. Fucking immediately I was amazed at how it felt.. the sensation I was feeling was better than I ever could’ve imagined. As I was fucking her, I kept looking down at my cock as it thrusts back and forth, disappearing into her gorgeous pussy. Between that and her perfect tits bouncing I kept getting that feeling like I’m about to cum.. I kept trying to think of other things and slow down to hold back. I lasted a little over 5 minutes I would say. I pulled out and came on her belly. I can’t even describe how damn good I felt for the rest of the evening. I was on a high and nothing could’ve brought me down! We fucked about 5 more times over the next 3 weeks.. I think the best part was seeing her at work and picturing that amazing body! I still think about this often and I feel lucky I didn’t have a super awkward fi st time, like a lot of people!

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One Comment

  1. midwestCD5

    Oh and I did fuck it up In the end. She told me multiple times she wasn’t looking for anything serious, but I couldn’t keep my emotions in check. I really liked her and wanted to date. Young and dumb.. probably could’ve had an fwb situation for a long time if I had played my cards right. Went about a year before I get laid again from a girl I ended up dating.