I'm in my sophomore year of college, and the younger sister of one of my good friends is in the grade below me, lets call her "Sarah". She used to be involved with my best friend several years ago, where she ultimately rejected him several times, the short story with that is that he could not escape the friend zone. Anyway, not long after that my best friend moved to a different state, halfway across the U.S. and has been there for over a couple of years now. They still talk, and periodically she visits him, but he has NEVER been out of the friend zone with her.
Now since she is now at the same college as me, we have been hanging out more, and have developed an attraction for one another. It would be easy for me to initiate a relationship with her since she's dropping the usual hints, but I can't help but hesitate since I'm not entirely sure how my best friend will handle it. He's had girlfriends since he moved, and would not have trouble getting a new one, but I suspect he's been sabotaging his own relationships because he still pines for "Sarah" even though he never got out of the friend zone and only see's her once a year, if that. I'm also unsure how "Sarah's" brother or mother would react. I've been a friend of her family for a very long time and I'm sure her mother thinks well of me, but I'm not sure how her brother would feel about one of his oldest friends suddenly dating his sister.
So if you've read all of that, you must be pretty freakin bored, but since you're still here, would you mind giving your opinion on how I should proceed? I feel that "Sarah" likes me a lot, and I'm really starting to like her more, and I don't have anything else going for me romantically except my crazy ex still texting me. Would I be an asshole if I dated "Sarah"?
Now since she is now at the same college as me, we have been hanging out more, and have developed an attraction for one another. It would be easy for me to initiate a relationship with her since she's dropping the usual hints, but I can't help but hesitate since I'm not entirely sure how my best friend will handle it. He's had girlfriends since he moved, and would not have trouble getting a new one, but I suspect he's been sabotaging his own relationships because he still pines for "Sarah" even though he never got out of the friend zone and only see's her once a year, if that. I'm also unsure how "Sarah's" brother or mother would react. I've been a friend of her family for a very long time and I'm sure her mother thinks well of me, but I'm not sure how her brother would feel about one of his oldest friends suddenly dating his sister.
So if you've read all of that, you must be pretty freakin bored, but since you're still here, would you mind giving your opinion on how I should proceed? I feel that "Sarah" likes me a lot, and I'm really starting to like her more, and I don't have anything else going for me romantically except my crazy ex still texting me. Would I be an asshole if I dated "Sarah"?