DEAR SOMEONE ELSE’S MOM: I just moved into my first apartment and have two other roommates. We all get along pretty good, and sometimes hangout together in the living room or on the deck before, during, and after meals.
One of my roommates has an incredibly hot brother. He seems to be a real nice guy as well. I think he at least kind of likes me, but I am afraid that if he asks me out, I will have to turn him down, because I think it would be kind of weird for his sister if we start hooking up.
I do not feel I know my new roommate all that well to feel her out on the subject, especially if I am reading her brother wrong.
Do you think I should bring the whole situation up and ask her permission to go out with her brother if he asks me? I also worry how weird it would be if we started seeing each other and then it did not work out. I know he doesn’t have a girlfriend right now, but I like where I am living and want to be able to stay here. --- CRUSHING ON MY ROOMMATE’S BROTHER
DEAR CRUSHING ON MY ROOMMATE’S BROTHER: I agree with you that this entire situation could lead to any number of awkward outcomes.
My advice would be to take things slow and give yourself time to settle into your new living arrangement and get to know your roommates better. It’s probably a pretty good guess that if there’s a mutual attraction between your roomie’s brother and you, your other roommates will pick up on it, and you can take your lead from their reactions.