I want my brothers best friend to take my virginity but hear me out first?

[Anonymous]

Alright, I'm a Virgin, and my brother has this best friend, and he and I are really chill, we only hang out when my brother and him hang out (I join in and chill with them and they're ok with it) but i honestly get a vibe from him and I reciprocate the vibe and it feels real nice. Me, my brother and him have been smoking weed together for a while, the 3 of us spent 420 together and that was such a good day. But lately I've been thinking, "man.. I'm a virgin but I really wanna fuck him" y'know, have him take my virginity, he's a very respectful guy and I'm comfortable around him and he seems to be comfortable around me, it's never awkward when it's just me and him when my brother steps away, we actually make conversation with each other. The other night my brother asked me if I liked his best friend and I said yeah but I explained to him I wouldn't mind being friends with benefits w/ his close friend who he's known since elementary school, my brother told me "yeah it'd be weird at first. But I have no control over your guys'a actions so it's your choice but I don't think id really care." So that's cool, it shouldn't effect their relationship. Also, I'm not looking for a boyfriend, I know what i want and I really wouldn't mind going about personally messaging my brothers friend and asking him. but I just don't know what to say really, and I just need advice of wether I should do it or not, do you think he'd say yes? He gives me flirty vibes and I do feel like he low-key would be ok with it but I don't know if he'd say no because I'm his best friends little sister. Advice please? (Also, I know I wouldn't try to make anything awkward AFTER the sex, to me, it's just me exploring my sexuality, There's no need to make things awkward, I know Id still be able to be myself around him)

[NovaLeon]

I don't know if that would be a good idea really. Obviously your brother seems to be pretty okay with it, which is really odd, I know my sister would never dare tell me anything like that, but every sibling relationship is different. If you weren't a virgin, I would say go ahead, but you are so I'm not sure. Girls in general can tend to get attached to a guy pretty quickly, especially when they're having sex with the guy, and it's a wrap if they guy took their virginity. It would be smarter if you had your first sexual experience in a relationship with a guy you really care about and who really cares about you. The whole friends with benefits thing often leads to someone developing feelings, and if the other person doesn't reciprocate those feelings, it can get really messy and end in heartbreak. Not to mention the fact that this is your brother's best friend. If things went badly between the two of you, then you'd still have to see him all the time because he's around your brother, and it might end up complicating the friendship the two of them have. All of that because you wanted to have sex with the guy. If you wanted this to happen, all you would really have to do is come on to him. It's every guys dream to have an attractive girl they're cool with to just straight-up ask them for sex, I don't imagine he'd say no if he knew your brother was okay with it, but then again maybe he's so loyal a friend that he wouldn't do it at all, even though your brother's cool with it, but since you said there are flirty vibes between the two of you , I doubt that.

[Iron_Man]

You want MH really bad dont you?

[Asker]

My brother and I have a great sibling relationship, we talk to each other about everything so it's not awkward to discuss sex with his friend haha, also, he did ask me if I liked him so I'm gonna be honest when some one asks me something. Me and my bro like talking things out, were ok with it. Although I see what you're saying, And I understand and will take it in to consideration but me and my brothers best friend, we're both pretty real people, he also likes talking things through and all of us (me, my bro and his best friend) are understanding people, so i have no reason to feel like things would end up going bad between me and his best friend, It's best to be mature and deal with things if things were to ever go south with anything, we're not the kind of people who would let a thing like this be a conflict in our lives. But I'm still just unsure of how and when id ask him.

[NovaLeon]

You should just text him or something one day and set up a time where the two you could meet somewhere private. Then, when you meet up with him just explain to him the same thoughts and feelings you have that you told us. Tell him that you find him really attractive, he's someone you feel like you can trust, that you want him to take your virginity, and that you've already talked to your brother about it and he said he had no problem with it. If any girl said all of that to me, then I personally would make like Fred and fuck her right in the pussy.

[Asker]

I was actually thinking about messaging him around the end of the week when my brother goes out of town. But thank you your comment was very helpful, I'll make sure to establish everything

[truthbeknown]

I totally understand about wanting sex and wanting to lose your virginity all at the same time while avoiding a relationship. Relationships can be hard to get going, time consuming, expensive, awkward and annoying just to get some sex, LOL! I'm not a big believer in that losing your virginity has to be this tremendously spiritual, life changing event. It's just sex! I think you should lose it with someone who cares about you and will respect you for your first time. Someone like him would be perfect for the situation you are interested in. This guy isn't a stranger you met at a party. You know him, you know he is a good guy and healthy. He is someone you can trust and be comfortable with. All plus's! Your brother has basically given his blessing, so no worries there. Guys are easy to talk to. The more up front and blunt you are, the better. We aren't the best at picking up hints or reading signals. So just explain to him what you want. I am sure he will be game!

[James19]

Well said

[MyloXyloto]

You seem like a very smart person. Think about it for two more weeks. For some people virginity is not that meaningful To me it seems that you see it that way, but as NovaLeon has said, you have to be careful in that you can't develop feelings for him, because ha can very well not like you back.

[Iron_Man]

My friend never wanted me or his other friends dating his sister not a good idea because years down the road your brothers friend can always side with you over something big in the future and it can cause big problems happened to my family

[Theguywhomadeurday]

No it's not a good idea.

[Anonymous]

You wanna fuck bad? Just masturbate, Don't be easy. It's a turn off.

[Anonymous]

NO idea why you would value your virginity so little. And you are extremely naive to believe that it wouldn't change the relationship (s) entirely.

[Asker]

Because I'm an introverted person and I have A LOT of time on my hands to think and I've already established to myself the difference between physically wanting someone and emotionally wanting someone. If I emotionally wanted someone id seek out a relationship, but I'm not looking to be in a committed relationship so therefore I physically want my brothers best friend, and also, I'm really not losing anything when it comes to virginity, it's a piece of thin skin that gets thinner as you age and stretches when penetrated, what's so special about that?

[Opinion Owner]

I know you are being facetious, because I am certain you know that virginity has very little to do with a "piece of thin skin," but that it's really more of a spiritual condition. It is just not possible to just have sex and have it be a physical thing. It is two souls becoming one, and there is a great deal of emotion and feeling attached to it. I became forever emotionally and spiritually attached to every women I have ever been with. They are still a huge part of me. I still care for each of them deeply, think of them, and miss them every day, just as if I had married them.