How did you lose your virginity? Tell your story!

james t kirk said:

She climbed on top. It slid into her wet pussy and voila, I was no longer a virgin. (As an aside, though she claimed to be a virgin, pretty much every woman I ever told this story to laughed and said, "she was not virgin". No virgin climbs on top and it just slides in. (And having had a couple of virgins later on, I can a test that it is really hard to break through the hymen with just your cock. REALLY difficult. But again, I digress.))

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Haha!!! I was 17 when I first tried with my high school girlfriend. She was sealed shut to the point it was like bouncing my cock off a brick wall. The first attempt was a failure and my ego was bruised!!! We 'broke up' afterwards but hung out all the time together.

School ended and I had a Summer job working afternoons. She was at home alone and asked that I come over before I went. I said if I did we'd have to do it... I went over,, we had lots of time and we did it. I was fucking magic. She jumped off early as she was overwhelmed with the experience, but super happy... My dick tingled for a solid day. We were each others' first. I was addicted! (and I think she was too).

I'd say I had a great first experience! She'll always be special to me.

As BF and GF we had immature issues as we were young. We had sex more times in our few years together than I've had with my wife over our entire 15 years being together (dating + marriage). Time past and we split for good... Years later in our young 20's, we did hook-up again and had an electric time. We had a spark together, but probably not a healthy one. We went our separate ways.

james t kirk said:

Again, the terror of getting her preggers took over and I stopped it before I came

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This was always my panic! After that first time, my GF was 'late' by weeks upon weeks. I thought I was fucked and going to be a father at 18 (just like my Dad)! What stress! Anyways, that came and went. We still fucked like rabbits; never with a rubber; I learned to control myself and blast it all over her stomach or tits. I'd worry constantly, but I never stopped BB'ing her...

superstar_88 said:

It was planned. You didn't get the hint the first time around with the bathrobe so she needed the forgot the homework as a ruse. She molested you. Good think you were 18. Otherwise you would have needed to go to the police and have her arrested.

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Hate on me if you want, but I think that is awesome. Once you're 16, a guy should never be considered molested. Our stunted culture of snowflakes has fucked up the glory of getting ass. My only issue is if he's entrapped via pregnancy.

oil&gas said:

Doesn't count as the 1st genuine experience if condom was used.

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So if you've always used a condom, you're technically still a virgin! Best of both worlds! Have your fun and mitigate religious guilt!

She did not molest you. She seduced you. Wrong choice of words.

superstar_88 said:

She did not molest you. She seduced you. Wrong choice of words.

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Exactly. Epic encounter.

shack said:

Wow, 28. I was 24 and very stigmatized.

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Holy shit,..............Shack! You mean all that bragging in high school was bull shit?

The summer I turned 16 my whole family went to California for a wedding and some sight seeing. We returned two weeks later. I went down the street to see my buddy but I was told by his sister that he had went up north camping with the gang for a week. She told me that she was going to see the Pink Floyd concert with a friend the next evening. She asked me if I was interested in going with them as she her friends family was connected with the promoters of the concert and getting an extra ticket was no problem. I accepted her offer. The next evening I arrived and her friends was a very attractive girl, both of them were two years older than I was. The Pink Floyd concert was amazing ( the first of two Pink Floyd concerts in my life ) After the concert we went back to my buddies house at 1:00AM. ( the house was empty as his parents was out of town ) We had been drinking all night and the two girls had been smoking weed. After another hour of drinking at the house we all conked out. A while later I wake up to Pink Floyd music. ( Time ) My buddies sisters' friend was doing a BJ on me. I am reliving the Pink Floyd concert that I have just seen a few hours before and having my first penetrative sexual experience. As the BJ progressed to sex I can still remember the sound of Wish you were here playing on the stereo. I never saw that girl again.

K Douglas said:

I think a better question for this board is how did we lose our SW virginity. My first experience with a SW was a spa in Mississauga.

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A SW? So she was on the street recruiting clientele for a massage?

Ceiling Cat said:

Shack! You mean all that bragging in high school was bull shit?

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False accusation. I didn't go to high school. I went straight from grade 8 to Harvard Medical school.

My first time started with a back rub on a friend...asked her if she'd like to lay on her tummy so i can put more pressure on the massage...she obliged...then asked if she wants to take her shirt off...she took her shirt & shorts off! I don't know what got into me after because I just went for the crotch and it was moist...my very first DATY too and i was hooked from there...We were 17 and we spent more time just eating each other...not too much intercourse...

She was one of the hottest girls in school. I was 16 and a gork. She was in my class, and for some reason that still escapes me, she liked me and propositioned me: " let's meet out in the bushes by the football field after school." We did. Broad daylight under the Jack Pine trees, a remarkably delicious experience. I still think of her from time to time.

oil&gas said:

Doesn't count as the 1st genuine experience if condom was used.

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So if you have only had sex wearing a condom then technically the person is still a virgin?

Got married back in 2014 and lost it to my ex-wife (divorced after two months).

Oh the memories, was in University, and was seeing this girl who was cheating on her boyfriend with me (I was young - I know I shouldn't have but I did) and she knew how to suck a dick so one night she was crazy horny and was on her period and she wanted it so bad and I said - ok. Great night, her tits were plump and her pussy was amazing. Great memory.

As a teenager went to Cuba just drinking and being stupid. We would get local girls together and just fucked most of the time and were drunk most of the time. We stayed at this hotel called Oasis it was before you even enter Varadero strip. Didn’t know it at the time but it was the worst hotel in Varadero and they didn’t care when we had the girls over and they had a good variety. I can’t remember much from the experience and how the girls actually looked like and passed out few times. But it seemed like a fun thing to do at the time.

lol cool thread

Growing up, my house was the hang out spot for my friends because my parents weren't too strict or uptight. When we got into high school, that's when a few girls started hanging with us for a bit. Second year, my friend had a quick crush on one girl in particular, but quickly lost interest and started pursuing another girl. She got mad at him, but I guess started picking up feelings for me soon after. So many times her and I would just hanging outside my home. I didn't think much of it at first but it started getting real awkward with just the two of us hanging out late at night almost everyday.

One day she's over, hanging out in the living room and my parents aren't home. I don't know why, but I decide to push the envelope that day. Like I only had feelings for her as a friend, but she was laying on the carpet and and her tits where kinda big and perky. So I start joking and teasing with her, she jokes back, then we start play wrestling. After awhile I was like "fuck it" and squeezed them. She squeezes my dick back and basically it continued until we stripped each other naked. **I'm cringing even writing this. Trust me, I'm a lot smoother now. ** After some playing around I'm ready to do the deed, but she stop me and says "do you have a condom?", I'm like "no" and she's like "hold on". She goes in her bag she always carries around and pulls one out. In hindsight I guess she knew it was a possibility.

The whole experience was sad. Bad performance from me. I had no understanding of my body or a women's body. Lasted for almost an hour, had to get a bj/hj to finish. I learned that what I saw on video tapes and magazines wasn't close to what real sex was like. No where close.

K Douglas said:

I think a better question for this board is how did we lose our SW virginity.

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Yeah, some of those would be more entertaining... (and less the cause for envy, at the same time)


Although while I have zero trouble recalling my first ever PFP intercourse, it would be the earlier firsts that would seem most entertaining, IF I could recall them in detail.

teach said:

You guy was an asshole. You deserved better.

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Yeah he totally groomed then assaulted her.

Classic Breadcrumbs behavior. He even made you think you wanted it.

POS.

boomboom said:

love that GIF picture

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same