A relationship with a best friend's sibling?

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One of my best friend's (we've known each other for years now) have a strong bond that can't be beat, despite living far apart and whatnot.

However, his younger sister (who is still in high school, almost a senior, and I'm in college) has a bit of an interest in me-or so I suspect. This past Monday, I got together with this friend of mine and I hadn't been to his house in three years or so (keep in mind that I moved away in high school), and I must say that I got the feeling that she was thrilled with me being there, not to mention that she's quite attractive and coming from a recent high school grad, far ahead of her peers in maturity. She was talking to me quite a bit, and overall all of us had a great time.

Now here's my dilemma: If I do find that she likes me more than as "the best friend's younger sister", would it be wrong for me to go out with her (disregarding the age difference, which is my only major concern of mine, and even then I still wouldn't date her for that reason)? Or would it be too sticky?

Did you try talking to your friend about it Maybe you could ask some discreet questions to try & broach the subject or something. Sometimes high-school girls have a thing for older guys in college & maybe she liked some of his other friends before or something If your friend is not cool with you dating his younger sis; you could lose your friendship so it's best to make sure he's OK about things.

I've dated a best friend's sibling, but it was my best friend's idea. So that is a different situation. What I mean is it can work, but I would get a better idea if she likes you and then mention it to your friend. I wouldn't worry too much about her having a thing for older guys, especially if you think she is mature...it's so common for people to go to college now that most girl's won't have a thing for a guy just cause he's in college.

I asked him, and he was more shocked, more puzzled. But we're talking about a friendship that before there was one we hated the guts out of each other. The two of us have been there for each other like you wouldn't believe (My dad died in April of '04, and about a month or two later he was in the hospital for a collapsed lung), so we've been there through thick and thin.

Well, when me and my friend spoke, I was in a rush to get on the train into the city, and well, when I briefly mentioned the idea, well, I'm not sure what he thought. In fact, I think he was in a bit of disbelief. But I think if anything did happen, I think he would be delighted. And plus, the three of us are all very levelheaded people, including the Aspie that just wrote this response (me!).

Go for it, have fun.

VS

Personally, I wouldn't do it unless the best friend was ok with it.

Thankfully for me, my best friend's sister (while cute) is very grating and emotionally scared. I wouldn't have much of a relationship there before I got frustrated and ended it.

Bros before hoes...

Totally. Before anything, I would first talk thoroughly with my best friend about it. I would make him realize that he would not feel like a third wheel (or third rail, because I'm from NYC), Basically we spoke briefly about it last night and he said that if I did wrong by her, I would lose my head.

Oh, and about his sister? She and I ended up talking for THREE HOURS last night. She also mentioned that he wouldn't have a problem with it, and because I'd be around more often, it would help our friendship as well.

And last thing: if their mom and stepdad were against me dating her (because I'm a bit of a family friend), then no way in heck would I.

All my friends want to date my sister so much. It's really annoying to have to listen to them whenever she comes down so visit (She's 22).

Personally, if you want to date her, sure. Go for it.

Can't say I've ever done THAT. But I did have this experience once:

I was moderately attracted (when I was MUCH younger, btw) to this young lady and it was obvious the feeling was mutual. So we made out a couple of times, but it didn't really go very far.

And then I met her older sister (who actually seemed younger) who was WAY hawt. Again, not much happened, but it was fun.

And a little awkward, especially at times since I had a car I could give them rides. But a little weird excitement never hurt anyone!

We weren't "best friends" by any means. As it happens, the older sister has always been protective of the other, and I think there's the possibility that she was trying to keep me away, whether it was deliberate or instinctive. But it's food for thought. What if your "best friend" happens to be of the opposite sex and doesn't seem to mind getting a same-sex sibling involved?

Idk seems awesome to me.
I wouldn't be weird, more great to me.
Sort of a triangle of love, you know?

I can understand everyone's concerns, and as I told this girl, if her brother and mom and stepdad are against the idea, then it won't happen. It just won't. But she told me last night something weird. She said "I knida think you convinced me to love you too.... you're incredably adorable!" She thinks I'm cute, but I hope that's not the only thing she finds attractive about me.

I totally understand that. It's awesome, yet confusing. (she even said I'd see more of her brother, my close friend from over the years.)

I'd still check with him, though, whatever she says.

No matter what, that is the plan. If no one gives me their blessings (I know her dad won't, but he's sort of out of the picture), then it's a definite no-go.