My Quest To Lose It (A V-Card Story)

My Quest To Lose It (A V-Card Story)

When I was just a 10yr old kid I used to hang out with my older brother and his friends a lot. In my brother's words, Mom forced him to take me with him. Imagine being a dorky little ten year old hanging out with 14yr olds. The stuff I was privy to enabled me to relay it to my classmates which made me a legend! (I earned the name PervertedJester early.)

Carl and his friends were obsessed with "getting laid" and finally losing their virginity. They would compare the boobs and butts of every girl in the school, which they would argue about. They would share speculation and rumor about this girl or that girl that supposedly "went all the way." But in the end they would grumble and trade their dad's porn around with the other teen guys in the neighborhood. (It was military housing.)

My Quest To Lose It (A V-Card Story)

Thanks to this kind of education, by the time I hit 11 I had everyone convinced that I lost my V-card already. When in reality I had just found out how to masturbate. Figuring that out was awkward enough. (I literally thought I broke my dick! Didn't tell anyone though.) Why would I subject my self to more awkwardness?

Fast forward three years. No matter how much I learned I felt my friends were getting wise to my lying. So the pressure was getting serious. When one day by dumb chance I found myself at small get together of teens one summer. Not a party but just a conversation, light music (which at that point was Ace Of Base) and some alcoholic drinks.

I started chatting with a girl named Karen about life and stuff. I was having fun making her laugh and she was having fun telling me about life as a girl. Over the course of a few drinks we ended up making out. I don't think it was too pretty. A lot of heavy petting and grinding. I was surprised when she stopped just short of giving me "zipper burn" to lead me upstairs.

My Quest To Lose It (A V-Card Story)

We went to a small room at the back of the house. Also the coldest DAMN room in the place! For warmth sake we undressed under the covers. I remember shivering so bad because of the lack of heat she thought I was nervous about having sex. So we cuddled to share body heat. Once we heated up, things heated up.

We where both virgins at that point. I don't know what she was thinking once I slipped in but I hope it was as interesting as my thoughts. Leading up to penetration I was screaming "I'm getting laid, I am so getting LAID!" in my head. Then after that I was really trying to pay attention what it felt like.

It was an odd feeling, I thought, but a completely new feeling (honestly how rarely does that really happen in life?). I had nothing to compare it to then or now. And a feeling that needed to be studied!

My Quest To Lose It (A V-Card Story)

I was doing fine on time for the first time; I was up to ten minutes so far. Mainly because I was trying to find anything to compare it to in my mind. That quickly changed when she grabbed me butt and pulled me in deeply. Two minutes of that and I was done! That cold room was a sweat box for both of us. We both kind of crashed.

My Quest To Lose It (A V-Card Story)

I woke up some hours later and Karen was gone. No note with a number or a full name. I guess she left with friends because no one could say for sure what her full name was. I spent about a year trying to find her with no luck. In the end I realized I was just a stranger in the night for her. Maybe we both just wanted to be done with our virginity. Maybe one night of magic was the best amount of time we could've shared together. Maybe we're just each other's fond memory of a more innocent time.

After finally losing my virginity I realized it never really mattered. Humans have had sex since the dawn of time and will continue until the end. We can't help it. It's gonna happen one way or another. So putting stress on ourselves about losing is just us torturing ourselves. You know when it's right for you and when it's not. Try not to obsess about it so much, like my brother. He didn't lose his until 12 years after me. As far as he knows. (His woman decided to tell me way too much one day.)

Overall I would say Karen is a wonderful memory to have and I'm glad we met. Because for the rest of my teen years I was free to have fun without the stress of virginity on the mind. I only had sex twice more before hitting 18. I've never been a player by any means but once I put on that Navy uniform I never had a problem getting action. Ladies love a man in uniform! (Or a guy with a job, I can never tell.)

My Quest To Lose It (A V-Card Story)
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Most Helpful Guy

  • Really, really liked this Take. Made me wonder whatever the hell happened to Karen too. Also really liked this part: "After finally losing my virginity I realized it never really mattered. Humans have had sex since the dawn of time and will continue until the end. We can't help it. It's gonna happen one way or another. So putting stress on ourselves about losing is just us torturing ourselves."

Most Helpful Girl

  • Interesting read, was that first photo you? I felt like I was taken back to the moment, and could imagine it well, which is something that doesn't often happen when I'm reading things, so good job!
    I agree completely with your stance on the matter though.

    • No that was a kid off a TV show back in the day called "Boy meets World" his hair style and over all fashion sense mimicked my own at 14.

    • Yeah, that's Rider Strong :-)

    • oh yeah, now that you mention it, I may have seen a rerun on TV or something... he did look familiar ahah.

    • Show All

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What Girls & Guys Said

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  • Very Ineresting Take ! Good read! If that's you as a kid in the pic you looked like a young version of Brad Pitt

    • Close but not quite, it's a former child star from the 90s.

    • Oh haha good Take though 👍

    • hi can you follow me and message me?

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  • Thank you, @pervertedjester, for Always Inviting me to the Best from the Best.
    Editor of the Year, dear, and Friend to the End.
    Good luck and Always Great Take, my Friend. xxoo

    • In my own mind I'm Perry White. In reality I'm Martin Tupper. But thanks as always for reading.

    • And "My Hero," hun... Thank you. xxoo

  • Great story... we all had some surprises loosing our V cards. Enjoy the great orgasms when they arrive.

  • Good read but unfortunately people will obsess with losing their V-Card till the end of time. I don't know why it has become such a big deal, as you say in your take it just happens.

  • hahah! Oh boy! Nice story.

  • But it happened to you. It doesn't happen to others. so how can those people relax? Anyway I won't get into it.

  • Now part of me wonders how easily my dad got laid before he met my mother when they were in the Air Force

    • If he was anything like the rest of us... very easily. But he chose your Mom so that has to count for something.

  • Cool story, I liked it.
    You're right, sex is just another thing. It's not the end all be all, unless it's REALLY good, then fuck it!!!
    That's grabbing of the butt always gets me [off] in the end.

  • nie-

  • Rider Strong!!!

    • hi can you follow me and message me?

  • That picture of Rider Strong is old