When and How did you guys lose your virginity?

AAAgent

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lost it at 20 in college to a girl i cold approached who was 19 at my college. being a whiteknight i waited till it was a girl i was in *love* with. I rejected a few girls at parties that were all over me.

Girl knew i was a virgin and told me she was a virgin. We wanted to wait and dry humped multiple times. One time, i wokeup after sleeping at her place and just stuck it in, by accident*.
 
B

BeDJ

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My friend and i drove to another university. We were drinking with her roommate I had met that night. Pulled her outside and talked to her. Her roommate drunkenly stumbled and said she was a virgin. I forgot the detail before going back to her room, but her LMR was I don't want to feel like a wh*re.

BDJ: Look 20 years into the future, who do you think will still be there. Don't care what people think, do what feel good for you at the moment.

I purposely left my belt unbuckled walking out and her roommates stared at me. I blurted out, "Who's next?" I was on a high after a 17 year dry spell.

I ran into her a few years later and she turned pretty s|utty.
 

MM92

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13. Family were out and I did it with some girl that was obsessed with me.
 

Men frequently err by talking too much. They often monopolize conversations, droning on and on about topics that bore women to tears. They think they're impressing the women when, in reality, they're depressing the women.

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TillTheEndOfTime

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The first step to losing your virginity is realizing that it is not really something to lose.
 

yyyy1313

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Me and this girl were walking through this local park for about an hour. I had her arms wrapped around my waist as we walked talked. Our conversation got pretty sexual and she was moving her arms over my body.

So we passed this bridge that had a slab of concrete underneath it. It was the middle of the night and I started dry humping her. And then she gave me head for about 15 minutes or so. I tell her I want her on top, she says but it's in public and what if someone sees. I tell her no one is going to see and pull her pants down and pick her up and start pounding it. Maybe had sex for 30 or 40 minutes.
 

Zion

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- Failed to have sex at 14 with 16 yo chick due to me being a huge poosay. She was basically begging me and I was just being r-tarded. We were at a picnic of sorts , just the 2 of us in the middle of a huge-ass empty field.Her invite was :"You know , I have a condom.". I honestly don't remember my reply , but I did get a weird hand-job out of the whole deal.


- Failed at 15 with some chick I met at an afterparty. Got her naked and fingered her(after she came I just got up and walked away feeling like a phucking baws for some reason.No clue why I didn't go in). My best friend literally physically assaulted me the next day for being such an idiot.


- (I think) I failed once more with a gorgeous open-minded 18 yo when I was about 15 and a half. We were alone and the conversation got to:
Her: If you had one wish right now ,this very moment, what would it be ?
Z: To phuck you so damn good that from now on you'll have an orgasm by simply remembering the experience - is what I should've said. Instead , I gave some stupid completely non-related to sex reply.
Z: You ?
Her: A raging screaming orgasm.
I phucking froze. I mean , I'm a freakin virgin , she's almost 3 years older than me and expects ME to give her a raging screaming orgasm ? I probably wouldn't even know how to put the damn condom on.
Pressure was way to phucking much and I paralyzed.

- Failed at 16th birthday party with an amazing russian 10 due to doors not having locks and idiots constantly walking in and staring at her amazing body. I have never since - IRL or Porn - seen a more perfect pair of boobs or a pinker poosay. It's like she was god damn photoshopped. The very definition of perfection.Anyway, I literally still dream & fantasize about that girl to this day. Not being able to phuck her is one of my biggest regrets.

- Finally managed to lose the V-Card at 17 with the girlfriend at the time who was also a virgin. Horrible horrible experience. Pain and blood for her , extreme effort on my part to be sympathetic and hide my "I LOST MY VIRGINITY WHOHOOOOOO F*CK THE WORLD BABY" feelz.Also got my first BJ that night. Been in a relationship with this chick till my very early 20s. Sex was never rewarding with her. For some reason , it was always more painful rather than enjoyable for her. Some strange hymen mind-phuck.
 

Ihateinitiatingalot7

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was a virgin until age 24, through a one night stand, I would say I got very lucky in which she was one of the very few hardcore rare women that approach men first
 
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