OMG UPDATE: Question? Answer.

Updated on Saturday, December 7

#5528

QUESTION: How old were you when you lost your virginity? What was it like, and to whom did you lose it? State gender.

70 comments

  1. I was 17. To someone who I thought was the love of my life. I actually don't think I'll ever find another boy who would treat me as well. We're aren't together any more because I broke it off, but I don't regret losing it to someone who loved me so very much. I was too young to know what love is though. I still don't know. 22 Now. Female.

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  2. I lost my virginity two years ago to my boyfriend, so I was 17. It was in his car at my old school cause we went there to use my new telescope, but it started raining and it was so romantic and just the perfect first time ever. I had all these bruises on my legs though the next day that I didn't even notice at the time lol

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  3. A month before turning 17 to my on and off boyfriend of just under a year. He treated me horribly throughout our entire relationship and I still don't know why I was so obsessed with him... still haven't let it go completely and it's been 3 years. I don't know if I regret it. Female.

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  4. I haven't yet and Im 20 ...so ye

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  5. I was 18. With a guy I was having a fling with. We walked around his school and ended up in the classroom. He was a very horny guy, so both of us took the chance. It was a quickie though, and I kind of regret it.

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  6. 18 at the time. To a random girl I met at a house party when I drunk. Regretted that it wasn't with someone I cared about but at the same time it made me a more laid back guy who can wheel. Before I was a little reserved

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  7. 22 female and I'm still a virgin. I've had one boyfriend but I didn't feel serious with him and I broke it off before we got to sex. I just want to wait until I meet the right person.

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    Replies
    1. Nothing wrong with that. Sometimes I feel like I should have done that

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    2. 7, are you me? I would've wrote the exact same words. I'm still waiting for someone who respects me (as my ex didn't..)

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    3. Almost my words exactly. Except, I never had any relationships

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    4. same as 7c. makes me feel better

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  8. 18 then, and my first time was with a guy I had met online and chatted with for a few months. I really, realllly wanted into his pants. We meet, end up having sex within a couple hours (which got nowhere the first time because it hurt!). We tried again the next day. Was pretty good, but I was still a little sore. Very slight spotting. ..He's my boyfriend of almost 4 years now and sex is great, along with everything else :)

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  9. Male. Was 16, did it with a girl from my hometown that coincidentally also goes to UW now. I had dated the girl a year or so prior, but we brokeup essentially because I was too "stiff". Struck up a conversation with her on MSN (haha dating myself), got on to the topic of sex. Told me she wasn't a virgin, I said I'd have sex with her, she laughed and said "No you're way too pussy to do it". Quite simply got her to come over and we did the deed. No emotions involved whatsoever really.

    I had no idea what I was doing, barely enjoyed it. We had sex for well over an hour and I didn't finish, she enjoyed it well enough as we became fuck buddies on and off for several years, even early on here at UW. Let's say I got better as time went on ;).

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  10. To my uncle when I was 3.

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    Replies
    1. That's nothing to joke about

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  11. Female.
    Lost it when I was a couple months shy of 18. Dated the guy for a while before it happened and we wore both each other's first relationship and first fuck. It hurt really badly but he was such an amazing guy and made me feel really safe and comfortable. We're still together at this time. Probably not for much longer though.
    Still, no regrets.

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    Replies
    1. Well isn't that sad you don't see your relationship lasting?

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    2. Yes, it's very sad. I just had to put it out somewhere. After 3 years now, it's just not working out. :(

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  12. Well that's a shame it's reached that point. Hopefully you can stay friends

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    Replies
    1. Probably not, but thank you :)

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    2. Not really a "dude" type thing to say but I hate it when couples of long term relationships breakup and can't be friends. Been there and it's shitty

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    3. While I understand its difficult to essentially rip someone that was so close to you out of your life, but I never understood exes that wanted to be friends. I am on good terms with my exes, if I see them I would make small talk and catch up, but I would never want them back into my everyday life. Its awkward for anyone you may see in the future and its just un-necessary

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  13. Female. 18. Was rushed and awful because I had an asexual partner. Sex stil sucks 4 years later. I've given up on having any reasonable sex life.

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    Replies
    1. Girl you must love this guy if you're still with him

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  14. Female, was not quite 19. In residence with my boyfriend after a night out with friends. We had been trying for awhile but I was too tight and it was physically not working, lol. Being slightly inebriated made it a bit easier for both of us. It wasn't painful, but not the pleasure that I was expecting, either. Just a weird feeling, like most lady virgins feel during the first time, I would imagine. But it has gotten infinitely better since :)

    Two weeks later he said he loved me. Two years later we are still together.

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  15. Male.

    I lost at 20 to my first and current long term girlfriend in my second year of college. She came down to visit me for the weekend as we looked around K-W and visited some friends and family. We were messing around a bit in my room in rez when she pretty much told me that she wanted to go all the way.

    Our first time was actually pretty long, and since we were both virgins, we didn't know what felt good or not. I would say that we were both pretty anxious as we got busy, but we did eventually finish. We ended up having sex six more times that weekend, and thankfully, we have improved greatly, since then.

    Personally, I do not regret it at all. I lost it to a woman that I still love and it was with a woman that had no expectations for me. I returned the favour for her and good sexy times were had for all. I can't argue with that!

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  16. I was 14 and I lost it to a 25 year old.. I thought I was in love at the time (stupid I know). Btw I'm a female

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    Replies
    1. Isn't that illegal?

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    2. Yes but I was 14, I didn't know what I was doing. I now am engaged and my fiance knows about this guy (my fiance is my second) and it's not really a big deal anymore.

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  17. 17, male, and to a can of pringles.

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  18. Man i feel old! Over 7 years ago, I was 15 and lost it to my bf of 7 months at the time (he was 17). It was awesome, we spent the whole night on the roof top (appt. Building) and it felt really good, was sore the next day though.
    We were "in love" so I'm glad I lost it to somebody who cared about me and treated me right but we ended up breaking up a year later..

    -Female

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  19. About 2 years ago (I was 20) to my boyfriend. We actually tried a few times before then but I was too scared of the pain / probably not enough foreplay. He seemed to constantly want it after that though, which got a bit annoying because I didn have as high of a sex drive as him. We're not together anymore, but I don't regret doing it.

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  20. 15 to my first real boyfriend, I definitely don't regret it.

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  21. 26, haven't lost it yet. Female.

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    Replies
    1. What is keeping you from losing it?

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  22. 18 to my girlfriend of (then) one and a half years. She was visiting me at University for the first time, and I had a single dorm room ;)

    We are still together; it has been nearly five wonderful years. The whole process was very organic. It just seemed like a good time; a natural progression. It was not a laboured decision at all.

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  23. 21. Cost $200 bucks. Male.

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    Replies
    1. Ain't that a shame bud

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  24. 22, male, virgin. Want to lose it to someone I truly care about or love. Not into one night stands.

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  25. 22, female. still waiting to lose it...

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    Replies
    1. Waiting for someone special? Good for you. Not too many girls can say the did

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    2. Yes. Good for you 25! Here's a virtual cookie; you seem to enjoy sentiment :).

      Oh and a virtual cookie for you too 25a, I'm sure you'll also appreciate its intangible nature :).

      (Tongue firmly in cheek, yet still; I did give you cookies.)

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  26. Lost it at 17 to my boyfriend of about 5 months at the time. Still together.

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  27. 18 October of 1A to my brand new bf ... "if you do this I will trust you completely cause I know you won't leave me because we'll have had sex"

    predictably enough the sex happened but the trust didn't and his insecurities broke us up a yr later. I regret it so much :'(

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  28. 16 to first boyfriend, still together

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  29. 19 (1 month shy of 20). Female. To a guy I had been dating for two weeks. Been together for over 2 years and still going strong.

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  30. I believe I was 16, to my first boyfriend, and we did it during lunch at school lol. We stayed together for a couple years afterwards before I started at UW. No harsh feelings, we still hook up from time to time, we've stayed pretty good friends.

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    Replies
    1. Did it at school during lunch? Not cute.

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    2. Where at school did you do it…..

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    3. 30b: in a practice room in the music rooms.

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  31. 22, male. Won't be losing it anytime soon.

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  32. 62, Male, CS Prof. Never.

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    Replies
    1. Hmmm ... Sad if it's true ... New way to procrastinate: go lookup all CS profs and see which of the males are about 62.. Sorry to find entertainment at your expense Doc! If it makes you feel any better, I'm probably gonna fail ...

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    2. 32a, you really believe a CS prof made that comment??

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    3. Maybe Nikola Tesla is his hero.

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  33. 19, a couple months shy of 20, male. Have to give the full story for the full effect.

    Started seeing a friends ex, went out for coffee a couple times, trying to figure out if we should start dating, they didn't have the greatest of break ups, but she was smoking hot. Left for co-op without anything real happening. One day I get a text that she took two weeks off work and can come visit. I didn't really know what she wanted to do, her texts were in some coded girl talk that I couldn't really understand. We are having a big predrink before the clubs the night she arrives. She spends the whole predrink in my arms making out/giving me lap dances etc. We go to the club, and all she wants to do is put my dick between her butt cheeks, and just massage, for at least one hour, maybe two. I don't know how I managed to keep hard the whole time, with all that alcohol in me. She says we should head back home, and we find a cab. We get home, get undressed, she puts this sexy lingerie on and we get into bed. We start foreplay for a bit, and I go to put myself inside her. I can't get it in. I push and push, nothing we do gets me inside. I don't know why, I don't consider myself big, maybe slightly above average, but not big. All I managed was the tip. We decide that it just isn't working that night, and we pass out. She says she hurts for a few days afterwards. She leaves the next weekend, we didn't try it again, just dinner and walks downtown etc. We haven't talked since. I don't know if I would even consider this counting as losing it. I have been too scared of possibly hurting another girl ever since, and haven't been able to try again. I almost did this summer, but got cock-blocked twice, recovered both times, then couldn't recover from the third block.

    This is not the full story, other stuff happened that week that is irrelevant to the question asked, but relevant to never talking to her again, only my housemates at the time, and one friend who was there know the full real story. I changed some of the background information, but it still follows the main story. It feels great to finally say this, it has been a burden on me ever since. It made me very depressed for a few months, but everything is fine now. That night still haunts me almost everyday though.


    TL:DR Hurt the girl my first time, to afraid to even try until this summer, but got blocked. I think I might be able to now.

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    Replies
    1. I read the first line and stopped. Why would you see your friend's ex?

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    2. I call shenanigans on the story

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    3. Because she liked to sleep around a little bit, so I thought it would be a sure thing. She was also crazy hot (a bit crazy too), when filling our drinks at the predrink, my friend pulled me aside and she told me that she wasn't expecting her to be so hot. I am not really the type of guy that all the hot ladies are attracted to. I don't know if she wanted me for my non existent money, my average brains, or actually liked me.

      She also offered to suck my d when she was still with my friend, and groped me in front of him.

      I could provide proof by texting my old housemate, but since everything on here is anonymous, there would be no point.

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    4. Did you spunk your pants when you woke up for this dream?

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  34. i lost mine to my left hand. it was late at night, i was laying on my bed just surfing net. i look at my left hand and it looked back at and we both knew something special was about to happen. It was magical and i think we both felt ready at the time. I wish i kept making love to my left hand. Now, i am with my right hand and to be honest it is extremely weird when i make love to my right hand and my left hand is right there. we all pretend that it is not a big deal but trust me things are as normal as they used to be. Since i mentioned my right hand, i am starting to think i made a mistake. what i had with the left hand i could never create anything even remote close to that with my right hand, mouth, between the tighs and/or corner of the table. Just talking about it makes me feel sad and guilty for tossing away such a beautiful relationship. I am sharing this so you guys read and learn not to make a same mistake. CHOOSE THE HAND THAT YOU WILL ALWAYS LOVE!

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