Reader Hookup Confession: I Lost My Virginity To My Best Friend’s Boyfriend!

If there’s one thing girls can always bond about, it’s an embarrassing hookup story. Trust us: we all have them. So don’t be shy! Read this OMG reader hook-up confession, and then send your own to confession@gurl.com.

I had never had a boyfriend before, but my best friend had had quite a few. One day, I was with her at her boyfriend’s house, and she had to go home to do some homework. I was going to go home too, but her BF, let’s call him Dan, said I should stay for a bit… after all we’d be hanging out quite a bit now that he was going out with my best friend!

So, after my bezzie had left, Dan and I started jumping on the bed. Eventually, I fell over; tripping him up, and he fell on top of me. We hugged and laughed and then he brushed some hair out of my face. He told me I looked beautiful and kissed my forehead. And then, somehow, we were making out!

I kept pushing him away, but he just said, “Shhh, it’s okay, she won’t find out,” and eventually I gave in. It went way too far and he ended up giving me oral sex. His mom walked in in the middle of my orgasm! She thought I was Dan’s girlfriend, excused herself and left. The next time my BFF and I were over there, his mom kept dropping hints. It was awful.

I feel like such a bitch. I lost my virginity to my best friend’s boyfriend!

Do you think you can top this confession? Send your hook-up confessions to confession@gurl.com. Don’t worry: they’re totally anonymous.

 

Guess who farted while these two were hooking up?


Posted in: Hookup Confessions
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46 Comments

  1. avatarhermielle says:

    to me,losing your virginity is when you first have VAGINAL sex,not oral sex.ur okay girl! in fact, my BF gave me oral sex for the first time when i was eleven.i lost my virginity with vaginal sex with the same BF on my 13th birthday

  2. avatarJenny says:

    Why would you be jumping on a bed, How old are you? Lol
    Sounds fake to me

  3. avatarGothicEmoChick says:

    I’m not pleased with myself but I’ve made out with my best friends boyfriend so I can empathise – awful situation huh poor you sweetie xxx

  4. avatarRinnie says:

    Well, what you did is obviously very wrong.
    If I were you I’d tell my best friend and apologize.
    Then, you gotta move on.

  5. avatarMadie says:

    I think you should leave this poor girl alone. She knows what she did was wrong, hopefully she eventually did tell her friend. Some people have no better judgment this is a place for girls to tell what happened, what they think and be comfortable with what they’ve told us. You should be ashamed of yourselves. She knows what she did was wrong and hopefully righted her wrong.

  6. avatarBall says:

    Scandolus, and could be fun. Unless its someone you love, then you get sick to your stomach and don’t eat and wanna crawl up in a ball and die. Wouldn’t recommend it:/ lol.

  7. avatarKissmelikeyoumissme says:

    #1 how old is this girl. Why were they jumping on a bed. I haven’t done that since I was like 10. #2 I’d be DAMNED if my “best friend” hooked up with my boyfriend. It sounds to me that you probably wanted him but your friend got him. I wouldn’t invite my friend over to hang out with my boyfriend. Why would I need you there. This girl obviously likes him and wanted to be around him. Who wants to be te third wheel anyway. But anyways I wouldn’t leave my girl best friend at my boyfriends house while I’m not there. What would be the purpose of her staying. Haha. Silly girls. Guys will be dogs and girls will be hoes.

  8. avatarTonya says:

    How did you lose your virginity by him eating you out? He must have a long a– tongue! Lol

  9. avatarPrettyT says:

    Y’all both wrong , girl you definitely trippin’ this isn’t a mistake it’s a choice . Can’t be my friend .

  10. avatarAlice says:

    Wow.

    I know gUrl is the polar opposite of conversative, often to the point of loosing common sense, but sexually “liberated” or not, ruining anyone’s relationship is below the bar, never mind when it’s your best friend.

    There IS harm in hooking up just because you feel like it. The world isn’t designed to accomodate foolish, self-centered hook-ups. I’ll be surprised if your friend still wants to speak to you after this..

  11. avatarvampire rose says:

    i would hate to be your friend. you got to know that was wrong! i would be sooo mad at you. first off you need to tell your friend what happened and second you need to apologize for doing that behind her back. the boyfriend is in the wrong too but you are her BEST FRIEND!!! I mean come on! you know your wrong for not telling her and to make it even worse you went back over there with your best friend and acted like nothing ever happened!!! this story makes me sick! you should be ashamed of yourself!

    • avatarShadowscar says:

      First off dont be a B¡tch to her she hadn’t started it we are humans we make mistakes im just happy that she had the courage to get it out somehow

  12. avatarNIcole says:

    That Is Very Low Down What you Did And Shady I Dont Think You Know The Meaning Of BEstfriend

  13. avatarTyler says:

    Look, I’m not judging you or anything, but I think what you did was very wrong. If she was your “best friend” why would you even allow any of that to happen? Were jealous of “Dan”? Were you intially attracted to him? Oh an another thing; try not to be a thrid wheel if you had never been there in the first place none of this would have happened.

  14. avatarMiss_Vyana says:

    Yes , takes two to tango … You were both wrong .. Just think about putting yourself in her shoes , not knowing her own BFF had sex with her man … Definetly not classy . Nor a good friend .

  15. avatarRebekah says:

    First of all, if you’re really her friend, you should tell her what happened and hope she’ll forgive you. Second, oral sex is not losing your virginity. Just saying. So while what you did was wrong, unless you actually had intercourse, you can feel better about the whole virginity bit, at least.

  16. avatargagabobo says:

    When I have sex with my boyfriend we go to the sex place

  17. avatarA says:

    Wow, I’d hate to have you as a “best friend”. All you’re going to want to do is make excuses for what you did but there is no excuse. You deserve to feel like a bitch. Also, if you’re really that girls ‘best friend’ you should probably tell her that her boyfriend is a cheater.

  18. avatarjanelle says:

    i had sex with my bff’s bf too! but we were drunk so we didnt kno wat we were exactly doing… then my bff comes in the room while me n her bf were gettin it in.. n she was drunk too n she didnt care n said we shud have a threesum so we did… we were drunk so we didnt really remember everything

  19. avatarHayley says:

    Well, he did kinda force it… and also what would else could you do? He could of gotten angry, raped you… it was an awkward situation. What you did wasn’t right, but it takes two.

  20. avatarErikaDance98 says:

    DON’T THEY KNOW WHAT THEY’RE DOING?!

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