How I Lost My Virginity to Mom
Copyright© 2025 by Mom Lover
Chapter 4
Coming of Age Sex Story: Chapter 4 - At 19, our main character feels left behind. While his friends seem to have moved on to new relationships and experiences, he's still stuck with an unwanted title—virgin. It's not for lack of trying; he's had chances, moments that almost became something more. But for reasons he can’t explain, it never worked out. Disappointment slowly turned into doubt, and doubt turned into the belief that maybe he just wasn’t meant for love or connection.
Caution: This Coming of Age Sex Story contains strong sexual content, including Ma/Fa mt/Fa Consensual Romantic Fiction Incest Mother Son Anal Sex Cream Pie First Massage Masturbation Safe Sex Squirting Tit-Fucking BBW Big Breasts Hairy
Sitting on the couch I watched one of my favorite shows on TV at the time - Guy Code. If you’re unfamiliar with it, it was basically a lifestyle program that discussed all the unwritten rules that come with being a man. Anyway, during this particular episode one of the topics the cast discussed was “online dating”, and the general consensus was there was no longer a stigma attached to it. It was supposedly no longer only being done by really desperate people and psychopaths.
I found this to be interesting. But what really got my attention was a story told by one of the cast members. He told us about this roommate of his, who basically used to use online dating sites as a way to sleep with a bunch of women. Every week he’d bring a girl to their apartment, fuck her and move on to the next one. Which didn’t sound like something I wanted to do, but it got me thinking.
Back when I was a little younger I used to love playing football, or soccer, and in every team I was a part of I used to play in the centre forward role. Which, in case you’re not into the sport, is the position of the player who’s responsible for scoring a good deal of the team’s goals, and at the beginning of every season I used to struggle to score any. But as soon as I got that first one in, I couldn’t seem to stop scoring thereafter.
I was probably being superstitious again, but maybe, just maybe, if I could sleep with one girl that would open the floodgates and my curse would be lifted. And this online dating idea seemed to be the easiest way to get the snowball rolling. Well, either that or a prostitute. But I wasn’t that desperate and wouldn’t have been able to forgive myself if I lost my virginity to a hooker. A fuck buddy - I could live with that.
When I got to my room I switched on my PC, went onto the internet and did a Google search for “online dating sites”. I wasn’t interested in joining any of the sites which came up. They seemed too formal and I assumed the type of people on them were looking for real relationships, not somebody to hook up with. I did a search for “horny local girls” next and found a bunch of sites which catered for horny individuals such as myself.
After selecting one with a nice enough design, I paid my three month membership fees, entered most of the details the site asked for and uploaded a picture of myself. A feeling of nervousness and excitement rings a bell as I sent out messages to a few of the twenty-something year olds who lived in my district. Sadly not one of them got back to me. I knew because they were attractive they probably received tons of messages a day and couldn’t possibly get back to them all.
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