Picture this: you’ve met the perfect guy. He’s funny, he’s cute and you have a major crush on him. Oh, but one little thing… he’s your best friend’s brother. Awkward. A lot of girls find themselves in this position and it’s not hard to figure out why – if you spend a lot of time hanging with your bestie, you probably spend a decent amount of time around her brother also. It’s easy to develop feelings.

However, it’s not as easy to actually make the move and date him. Dating your best friend’s brother can be pretty tricky – there’s always the risk of your relationship with him ruining your relationship with her. Plus, some girls are very protective of their brothers and don’t want their friends dating them. I can understand that, too. But if you can’t stop thinking about this guy, maybe you should give it a shot anyway. If that’s what you’re thinking of doing, here are 10 tips on how to date your best friend’s brother as painlessly as possible. Read this before you get yourself into anything!

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Feel Him Out

Before you do anything to jepordize your friendship, you should probably figure out if your friend's brother has feelings for you back. Start up conversations with him whenever you can and even try subtly flirting with him. If you feel like he might be crushing on you also, then maybe you should go for it.

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Feel Her Out

Try to subtly feel your bestie out also to get an idea of how she'll react if anything happens with her brother and you. Try casually asking her what she would do if one of her friends dated her brother or get really bold and say something like, "Your brother is so cute/funny/adorable." Check out her response. If she gets totally weirded out, that's a good indication that she won't be happy if you two get together. If she doesn't seem to care, still tread carefully - she might just not be thinking about you dating her brother.

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Think About This Seriously

Once you've gotten an idea of how both of them feel, put some serious thought into what you want to do next. You should really think about this before you say or do something that you can't take back. Keep in mind that dating your friend's brother might end up being a disaster - do you think your friendship will be able to handle it? What will you do if your bestie flips on you?

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Talk To Her

Now is the time to be honest with your BFF. I know this is an uncomfortable situation, but lying to her because you don't want her to feel awkward is the absolute worst thing you can do. Approach her and let her know that you have feelings for her brother and you'd love to try to start something with him. Let her know how much you care about her and that her approval means a lot to you. Reassure her that you'll never let him come between you two.

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Make Your Decision or Choice

Once you talk to your friend, figure out once and for all what you want to do. This is your life, so even if she says she doesn't want you dating her brother, you need to make the choice you feel is best for you. Are you willing to possibly lose your best friend to take a chance with this guy? And if she says yes, then decide whether or not you want to go for it.

Realize What You're Getting Yourself Into

Just keep in mind that this relationship might be a little tricky, even if your friend doesn't seem to care at all. She might end up caring once she actually sees you and her brother together. I know this sounds repetitive, but just be aware of what you might be getting yourself into.

Don't Get Too PDA Friendly In Front Of Her

Once you start dating her brother, don't take that as an open invitation to make out with him in front of her every time you're at their house. That is her brother after all... she probably doesn't really enjoy seeing him engage in PDA with anyone, especially her bestie. Just be respectful of her.

Make Time For Just You And Her

When you date a new guy, it's easy to start ditching your friends to spend all of your time with him. It's also easy to start bringing him along every time you hang with your friends. Make sure your BFF knows that you're still going to make time for just you and her. Don't make her feel like a third wheel in her own house, you know?

Don't Put Her In The Middle Of Anything

Whenever you get in a fight with your BF, the first person you turn to is usually your bestie. In this situation, though, your putting your friend in a really awkward position. Who is she supposed to side with: her BFF or her brother? You may need to find another friend to talk to about the problems you're having with your new BF.

Don't Let Him Ruin Your Friendship

If things don't work out great and you and this guy end up parting ways, don't let that ruin your friendship with your BFF. That's why you need to put a lot of thought into this before you do it - if you two break up, it's not going to be easy to avoid him. Don't stop hanging with your bestie just because you don't want to see her brother. That's not cool.

Have you ever dated your best friend’s brother? Has your bestie ever dated YOUR brother? Do you think it’s okay to date your friend’s brother? Tell me in the comments!

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