Where it happened: In her Bedroom
Langauge: English
Sex: Male
Rating: 5
Category: Straight
I was a bible thumper, growing up. A goodie two-shoes, and to tell you the truth, I sort of wish I still was. I wish I could be.
My first time isn’t anything spectacular; nothing you’d read in a playboy erotic story section, and especially nothing you’d read in a hustler or random swank porn.
My name is Michael. Hers was Jennifer.
We’d been talking online since we were 16, and at 17 we decided that we’d lose our virginity. Nothing really, more than sex… but we’d do it. So I agreed to travel about 40 miles to her town and stay there a week, and if it happened it would happen. If not, then not.
It did.
It was the third night there, I was in her room and we were kissing heavily. We engaged in some light foreplay, and it got a little hot and heavier maybe then we intended, and I asked if we could have sex.
She said yes.
So naturally, I’m a virgin, I have little idea of how to do this task; sport; whatever you want to call it; I have little idea of how to run this other than what I’d learned in class at school, and what I’d seen in a porn once; I figured missionary was what I “knew” so it was what I would do.
It was rather awkward at first, uncomfortable; she was a bit tight, so it hut her a bit as well. By the time it was done, it had lasted a frustrated 45 minutes. She was sore, and when she tried to walk she collapsed and I had to put her back on the bed until her muscles weren’t so sore.
I’m not spectacularly large, but a little above average in length, and about average in girth.
All was said and done, and I felt like I’d made the biggest mistake of my life.
So, being a teenager riddled with guilt, the next night we did it again. It was A LOT better this time, and the following day was my last day and I went home.
She called and told me she was in love with me, which is where our friendship was ruined because we’d both agreed not to get attached.
In the end, she tried pulling the “I’m pregnant” stunt, but we’d used condoms, and finally, when I told her “I’ll be happy to take care of it”, she said “No… I started my period.”
I felt bad for having hurt her, the way I hear I hurt her. Word around was she felt used or betrayed. ORiginally the agreement was friends w/benefits; lose virginity, and some how, somewhere along the way she did what comes natural to some first timers and fell for me.
I liked her, but I wasn’t in love and didn’t want to marry her. Especially at 17.
All in all, I regret to this day that I started having sex. It wouldnt be a year before I’d have a new partner… but after that it didn’t stop.
I suppose, it’s true. Guilt can only be washed away by pleasures temporarily. The more I throw myself out there, the worse I feel, the more I do it.
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