Most Helpful Girl
I'm usually all for waiting for him to ask YOU out, but I think in this case it's okay if you ask him out first. I would first confer with your friend first. I would talk with her about who she may feel about you two dating. This way you are taking into account her feelings and how this decision may affect her. Even if she says she is not comfortable with it, I would still go for it. Of course, let her know respectfully that while you love your friendship with her, you would really like to try things out with her brother. Just make sure that if you do get in a relationship with her brother, you don't make her feel any less important to you. Having a boyfriend is already enough of a challenge when balancing your time between them and your friends, but it's even more of one when your boyfriend is also the brother of your close friend. You don't want to cause sibling rivalry over you, haha.