Maybe Don't. Listen. Make Sure You're Interested. Okay, you still want to go ahead. Make Sure She's Interested. Don't Dwell on the Brother Thing. First it depends on your age, and the age of your friend's sister. If you're Now, if you're a boy, and your best friend is a girl, then dating her sister is probably a.
3 Important Reasons Not To Date Your Best Friend’s Sister
What if your sister or friend didn't care about his looks and was truly in love with him? Would recommend she date a more attractive man? I would do nothing if my sister or brother happened to date an unattractive person, I would be happy because I would feel as if there was something more there that no one could see. Not caring about looks and looking past that is a very mature thing and most people don't understand that till they are much older. Keep your friendship intact by following these guidelines to dating your friend's sister.