Should I take my best friend's little sister's virginity? (Girls please help!!! I do not know what to do)

So my best friend from elementary school up through high school baby sister is turning 18 years old in a month. Well I am back home from college for the summer (I am 22 years old). I happened to see she the other day at the store. Well she invited me to her birthday party which I was like cool why not. Well a few days later I had to pick up one of her parents computers because my dad has a computer business and one of my summer jobs is to pick up & work on computer. Well I was talking with her for a little while. Growing up she would tag along a lot of times with her brother and I so we are friends and do know each other pretty well. Well we got to talking about her party & I asked her what she wanted. Well it took a while, but she finally told me she has wanted to know what sex feels like so she would like me to take her virginity, but I told her I did not know. There is nothing wrong per se with her, expect she is my oldest/best friends little sister. Otherwise she is great looking, smart, caring, and someone I can talk too, but once again she is my best friends little sister. She told me it would be a one time care free thing, but I am kind of afraid it would not stay that. I do think it is worth noting I normally do not have sex in fact I have not had sex in three years & I do not masturbate because if I masturbate I spend WAY to much time doing that a day. So part of me wants to have sex for the second time in my life with my best friend’s baby sister, but by the same respect I do not want to destroy the friendship with him. I need some advice should I take my best friends little sisters virginity? Also why would she ask me? She has know me for over a decade & never showed any feels towards me. She said it was not about a sexual attraction, but knowing the guy she lost her virginity too and she is tired of wondering what sex is like. This is not a fictional post so girls could you try to explain what she is thinking and what I should do?
Take her virginity (Please explain)
Vote A
Do not take her virginity (Please explain)
Vote B
Other (Please explain)
Vote C
Select gender and age to cast your vote:
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Most Helpful Girls

  • ...losing your virginity is a big deal for a girl...even if she truly wants to do it and isn't just succumbing to peer pressure. what I mean is that feeling a guy inside you is just a big experience- emotionally, mentally...

    I can understand her desire to want to know about sex instead of wondering about it.

    But because it is quite a big deal, a girl wants her first to be with someone she knows, feels safe with, who is usually a bit older so knows what he's doing (perhaps), etc...

    It is also highly likely that she likes you and has for some time- despite what she says.

    Do you like her?

    she's trying to play it casual, probably so that things can just continue as normal afterward, but it's never going to happen like that.

    maybe I'm wrong, but I don't think girls - at least who are virgins or less experienced- are able to be with a guy that intimately and not even have some feelings for them or at least be able to picture them in a romantic way.

    And being a younger sister myself, unless something like this could be completely secret and away from my brother's knowledge of it, I don't think it would ever be accepted lightly, even by your best friend. Brothers are just like that.

    and you can't know how she'll act afterwards- if she'll tell her friends and he'll overhear, or if she'll suddenly start acting differently around you (most likely) or if she is actually not ready to lose it even though she might think she is, which can cause other probs.

    too many question marks. Is a night of sex worth all of that?

    I would say to find yourself your own girlfriend to do your own things...

    and as for your friend's sister...as she is your friend, and younger than you- tell her about sex...and tell her to wait until she has a real boyfriend. she'll enjoy it more.

    • But tell her not to rush into it. To really give the relationship a lot of time so she can see how true the guy is to her.

  • First of all, she's just 17 years old. It won't hurt if she wait a little longer. If she's curious, why can't she just go to GaG and ask what it feels like? Second, as you said, she's your brother's little sister. I'm pretty fucking sure he trusts you like A LOT on her sister. You said you don't want to break the friendship you two built. It'll really be a pain for him if he discovers you had sex with his sister. I'm sure he'll feel betrayed when you do that. Lastly, you don't just have sex with his sister like that! Why would you even do that shit! You shouldn't have sex with a girl you're not romantically involved with. Well, except if you want to have sex with a hooker or whatever. But dude! She's not a hooker! I suggest you should talk to her why she want to do the deed first. But in my opinion, I think she does have a little crush on you or something. I mean, like you said, why would she ask her brother's best friend? I'm betting she trusts you a lot that she's willing to give her virginity to you. All in all, DO NOT HAVE SEX WITH HER. NUH-UH. YOU MIGHT REGRET IT BRUH. Plus, what if your brother wants you to be with his sister? Then he discovers that you two had sex? That'll be a total disaster man. I hope this helps though!

  • It's a risk. However, it seems like she's thought about this, and she's old enough to make her own decisions, so it might be fine. You care about her though, at least as a friend, so I'd suggest you just let her know that she doesn't have to rush to lose her virginity, and that things might get complicated if her brother finds out. It would suck if you guys regretted this, so think about it before you go ahead with it. Whatever the outcome, once it's done, it's done, and you both have to live with it. You should also probably clarify if this is really a one-time thing, or if she expects more, like a relationship or something. As for your friend, you know him better. Some guys wouldn't care, others get really mad over it.

    Oh, and if you both decide it's worth it, remember to be safe.

    • Is it wrong that it has been so long since I had sex (three years) that part of me just wants to do her? I hate how that sounds, but I have had sex currently once in my lifetime and I have the horrible animal drive. Is it wrong to just want to do her and who cares?

    • She's not some random girl though, you're going to see her around after this, so you need to think about what you're doing. It's not smart to jump into this and not consider any of the possible consequences.

Most Helpful Guys

  • I can't believe this actually happened, but if it did this is what you should do:

    DO NOT HAVE SEX WITH HER BECAUSE:

    She is your best friends little sister, it is against man law and generally a slap in his face, and if I was him I would probably kill you (which means he will prob beat your ass as I'm a little more intense than most).

    She is young and she doesn't understand what she is asking for, you should be the mature one and explain that it isn't right.

    Sex always comes with strings and if you take her virginity it's not going to be care free. She'll get attached to you and you'll end up hurting her.

    Just don't do it, I know sex with a cute virgin is tempting but just DONT DO IT!

  • The fact that she's OK with it means that you can do it.

    However, don't forget that your best friend might not be happy about this.

    May be you should tell her that you respect your best friend's friendship and would feel like you are betraying him, unless he is OK with it.

    She might understand.

    Anyway, I voted B because I would feel like I'm doing this behind my friend's back.

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What Girls & Guys Said

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  • It sounds like this girl wants to do it with someone she trusts. I can understand that too. She may also have hidden feelings toward you and in the end want more than just a one night stand. If you like this girl you two should truly sit down and have a talk. Things could end up ugly or end up good no matter what choice you make.

    • I like her as a friend unquestionable. However I do not know if I have feelings for her in a sexual way. I know this sounds really wrong, but it has been 3 months since I masturbated and part of me just wants to have sex with a girl. I am a guy and I know how horrible that sounds, but at least I am being truthful. So part of me wants to do her, but I also do not want to destroy to friendships for a one night stand.

    • Like I said your going to have to talk to her. Make sure you can come to a mutual agreement on so many issues. Quite honestly this seems really difficult for one girl who your not really attracted to except for the fact of being a normal horny guy.

    • The hard part is I see her and Christmas, Thanksgiving, etc. and her brother is my best friend. Otherwise as much as I hate how it sounds I just want to have sex with a girl who is pretty cutie and wants to with me. I hate having a male sex drive. It unquestionable makes life more difficult.

  • Don't do it cos there's a risk you'll will fall out with your friend, and she might end up besotted with you afterward. The big brother is always protective of the younger sister no matter who the guy is. From my own experience I know. My older brother is hugely protective againdt my own male ftiends, and his ftiends. He once told his best friend to stop chatting me up over the phone. Unless you want some huge drama in your life, then just don't go there. Anyway, doesn't it leave you undervalued that she just want to use you for sex? Don't you have more dignity than that?

    On another note, she maybe telling yu she as no feelings for you and just want to hve sex, but you might want to think about whether that is the whole truth. Because you have been there most of her life as her brother's friend, it may not be all that surprising she may actually have feelings for you and nt telling you.

  • That would only be asking for drama, awkwardness, and complications. It could affect your friendship with her brother, and she might have an unexpected emotional reaction to losing her virginity (or you could as well). My advice is not to risk it.

  • Put bluntly, she is at that point where she is ready, willing, and able to have sex. You are the lucky guy she has picked. Take the opportunity and enjoy it; you might even get a long-term relationship and eventual marriage out of it. But trust me, if you don't do it, someone else will. She's ready, and she's going to find someone to do it with. Frankly, even if it turns out to be a one-time thing, it is better it is with someone like you who actually cares about her, than some random jerk with a hot body that she meets at a party.

    As for your friend, he doesn't "own" his sister. Some guy, somewhere, is going to be the one who she gives her virginity to. I would say, unless she waits until she is married, 100% of the guys she is having sex with will never be reported to her brother (it will be done "behind his back" so to speak). Again, she's not a 13 year old, she's 18, and her own person. You aren't betraying anyone's trust by having sex with her.

    • Best advice I've ever heard for this situation. Anonymous if you don't listen to her you will regret it the rest of your life.

  • Better with you than with someone she cares about that is only out to f***. At least with you she knows its just sex and won't get hurt.

    • my gut tells me she is saying that, but it isn't exactly true

    • Your gut is rather obnoxious!

    • That is possible but then again, maybe they'd end up dating afterward. Anything is possible.

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  • Bro, you admit that you've had no luck in the past. Your best friend should thoroughly respect the fact you might get some action for once. You aren't some hotshot playboy about to "taint" his innocent, angelic sister, so it's not like he has anything to be concerned about (no offense, bra)

    Don't worry about what she's gonna do after the fact, or if your 15 year friendship will burn because of it. You'll never get there if you miss the chance. Just do it, she's a consenting adult and you are a nice guy. NOT A PLAYER. Make sure you practice some techniques beforehand and use a condom or some sh*t.

    • What kind of techniques are you talking about? How do I practice them without someone to practice the techniques with/on?

  • I personally don't think you should, given that her heart's not really in it. First times are rarely particularly fulfilling, especially if there's no emotional connection (as far as I understand it), so what will it have been worth then, to you or to her? Even if she does end up enjoying it, the guilt regarding your friend will hang over your head, in spite of yourself.

    But, of course, I'm just a stranger from the internet, who isn't exactly an expert on the matter, either. Take my advice as you will.

  • I don't think you should do it. Virginity is a big thing for a girl and I think she will regret having sex with you in years to come. That's what a lot of my friends have said - they wish they'd saved it for someone they truly loved. I don't think you should do it at all. Let her find a boyfriend and fall in love with him, then let her lose it to him. Plus, not to mention the problems it could cause with your friend.

  • You're gonna be sh*tting all over the bro code if you do -_q

    I say no, it's kinda "eh." Tell her she shouldn't rush into things and should really wait for a real loving relationship to do such.

  • if you want to do it I say do it. but just tell her that her brother is your best friend and she can't say anything about what happens for the sake of you relationship with him

  • That's just asking for drama...Don't do it, Unless your friend would be totally OK with it...Which is probably a rare thing.

    • I do not know if he would be OK with it. He knows she other sisters have sex and that does not bother him, but it is not with his oldest friend. So I do not know how he would react.

    • I know that when my friends get with my little sister, I am not cool with it. Your friend will probably want to kill you if you do it and he ever finds out...

    • You have had a friend get with your sister?

    • Show All
  • f*** the sh*t out of her!

    no jk.

    if I were you, I'd tell my friend that his sister wants me to take her virginity and take it from there.

    since he's your main concern, he's the one you should talk to.

    and if he minds it, don't touch her man.

  • only of you love eachother, otherwise no.

  • Take it.

  • She's willing.

  • When I decided I was ready to lose it, I would have been disappointed if the guy hadn't taken it.

  • My friend actually talked to me about this one time, one of his good friends asked him to take her virginity because he was a good friend and she trusted him. I thought it was weird at first knowing that many girls like their first time to be with someone special but he explained and made me realize (and understand) that because he's someone she trusts, it's better than doing it with someone she thought was special and not knowing if they're going to be alright together after that whether it be days, months or years and how their relationship would develop. It's better to do it with someone she likes (not loves) and know that they can still be friends. Of course this has to be talked through properly knowing that both sides won't change their feelings toward each other and that it's a one time thing - no turning into friends for benefit or even going out or anything but the relationship has to be the same as before having sex. Hope this helps.

    • See, there's an easy fix to that. It's called you don't rush the f*** into it. She can be with someone she thinks cares about her, not do anything for a long long time and see how he is. If he's not pushy about it or he's not cheating on you (there are ways to tell and find out and even a cunning ass will eventually give up) then you're likely to know he isn't gonna use her. Tbh it sounds like justifying something hew knew was wrong to do.

    • @TheGodEmperorLeto My boyfriend didn't get so much of a hug from me for like half a year... then he tried to cash it all in at the end... lol

  • I voted A because i was in a similar situation accept i was the one taking my sister's best friend's virginity. turns out my sister had no problem with it, however i would advise you to talk to your friend about it first.

  • Break her in then fist her

  • I'd say do it because she's personally asking you, that means she's comfortable enough for you to take her virginity. And as for her your best friend, if he's a reasonable guy, I'm sure he won't care, sure it could be a little odd to him but he has no control over your guyses actions, and I'm sure knowing its his best friend rather than some douche bag guy, it'll be a positive reassurance for your best friend in being ok with it. it's just sex, if you both know it, go for it. If you don't want to say anything to your friend then dont, it's no ones business to know who you're having sex with.

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