Dating my best friends older brother

Honest Confessions From People Who Date Their Siblings' Friends

Who wants to picture their sibling getting busy with anyone, let alone with your best friend? I can see how it would get tricky and, possibly, messy. What if they break up? Are you caught in the middle? Make sure the guy in question actually likes you as much as you like him. Make sure you talk to your bestie first to see how they feel about the possibility of you two dating.

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Not that you need permission, but definitely consider their feelings and their point of view. Chances are they know him way better than you do and could possible spare you some heartache. If you decide to date the guy anyway, keep your friend out of your relationship. If you break up down the line, keep the details of the breakup to yourself. Handle it in a mature, discreet way so that all parties can remain friendly afterwards. Who would be perfect for me, but oh well.

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He mainly wants me to stop talking about how hot his brother is which I always do when I want to wind him up. I was thinking the same thing when I read her response, but then hearing someone talk about how hot your brother is can be annoying in general. And if my sibling dated my best friend, I'd be concerned for my best friend, because he'd be the one to end up getting hurt.

My sister would be fine. They're both good people, but she wouldn't be good for him. I tend to see my best friend's family as almost like extended family to me anyway. I wouldn't like my friend to date my sibling but I wouldn't stop it either. My best friends don't have siblings that I'm attracted to.

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But I'm okay with the concept. We're all mature enough that we could handle it if there was a break up.

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If my sister were available, I wouldn't, in theory, have a problem with her being involved with a best friend of mine. But I'd be concerned because my friends tend not be her type at all. It would be an odd match. I'd feel awkward dating a friend's sibling and I'd just plain feel bad for my friend if they ever dated my sibling. I briefly dated my younger brothers friend The guy was really nice and we are still friends today but my brother just dealt with too much shit-talking from his friends ppl making sexual jokes and shit I probably would but I would really make sure that we would be a match before getting super serious just because if the relationship doesn't work out, I wouldn't want to be out two relationships.

Sibling dating best friend would probably take some adjustment but ultimately I'd be fine with it as long as they are both happy with each other.

My best friend's just started dating my brother. A recipe for disaster, no?

The first fight though would be tough to deal with though! My brother married one of my close friends. My brother and I are very close, so I was thrilled when they began dating. I essentially vetted her through years of friendship, so I knew she was a good person worthy of someone as wonderful as my big brother. They've been married for about 6 years. We just skip the "in law" part and call each other sister. My brother and I are vastly different people.

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Did you try these steps? How to get your boyfriend to open up and talk to you. I have a HUGE crush on my best friend's brother. Luckily both are in happy relationships with other people so I don't think I need to worry. I honestly didn't think she was good enough for him, character wise, and I also knew she was looking for something more casual and self-validating.

As much as I get along with his girlfriend, I wouldn't call us close. I don't have a bestie, but one of my closest friends [my age] almost dated my older Brother [4 yrs older]. He was 'eh' about it and my friend was keen. But they both had the decency to ask me how I felt. I honestly didn't think she was good enough for him, character wise, and I also knew she was looking for something more casual and self-validating. My brother was starting to get serious about his partners. Also, how awkward it would've been having her visit, knowing they're having sex in the next room?

It's common for children to stay with parents until married. And would I have to acknowledge her every time? Would I have to entertain her when my brother was busy? So many possibilities, none were favourable. I would, and I'd be fine with my sibling dating my best friends. I have a policy of not policing who someone falls in love with. It's not a big deal, imo, unless you make it one.

I'm also fine with my friends dating my exes, provided those exes are good people. I respected my friend more and didn't want to deter my relationship with her or make it more complex. I'm happy I did this, he found the real love of his life later on and I've never seen someone more happy in my life. Sure, I don't see why not, as long as they're decent people.

Assuming there's no large age gap, of course. A few years ago I would have.. But then time went by, she got some manky tatts, died her hair gross, dressed like a twelvie I have no interest in her anymore. It would be weird. For one, my brother is younger than me and my best friend and my best friend has always been pretty "big sister" to him as well. So I would definitely have a hard time adjusting to that. Plus I know both people very, very well and I don't think their personalities would mesh well if they were to date.

And I'd have to come to terms with the fact that my best friend who has done all kinds of crazy things, often with me and who's sex life I know in detail is dating my little brother. I'd rather that not happen. It would be way too weird.

Luckily both are in happy relationships with other people so I don't think I need to worry. Growing up me and the bff thought it would be fun for our siblings to get married so we could be like "real sisters" though? I've never been interested in a friend's sibling but in theory sure, so long as my friend was okay with it.

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Maybe still if my friend wasn't ok with it because why would they not be? My sister had a crush on one my best friends for a little while, I would have found it weird if they dated but I would have come to be fine with it if it was what they both wanted. I would never date my best friend's siblings.

Or even regular friend's siblings. I think every long term girl friend one of my brothers has had was my best friend first lol. It doesn't bother me at this point.

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The girl he ended up having a kid with and they're still together is one of my closest friends. I have been dating my best friend's brother for over a year and a half now and we are finishing moving in with one another this weekend. Her family set us up and it worked. He's amazing and we went into it knowing that it might be awkward.