Rules to dating my best friend
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.Do you think he’d be uncomfortable or angry with you if you date his sister? Remember — this is the guy that you’ve been bouncing off dating questions for years, as well as the only other person on Earth who knows anything about your sex life, besides the girls that were involved.He might simply know too much about you and your predilections to not feel at least a little uneasy at the thought of you dating his sister.His sister was never really on your radar, unless she was tattling on you both to his parents or begging you both to play tag with her.You never really gave her much thought in the years since, but your best friend brought her to the bar last week to hang out and, boy she’s hot!!Not that you need permission, but definitely consider their feelings and their point of view.If your friend thinks it’s a bad idea, ask why and really listen to the answer.
But I would imagine that if I thought very highly of both my brother and my best friend, why would I have an issue with them dating?
Think about that: Even if you don’t have a sister, you can still probably put yourself in his shoes.