I have grown to like my long-time friends little sister (one year younger than him and I). Anyway, do I tell him first, or almost ask if he is okay with me asking her out?
I am very close with his whole family (mom, sister, and brother (my friend for 5 years). So what should I say to him? And would it end up being weird because of my relationship with the rest of her family?
I am very close with his whole family (mom, sister, and brother (my friend for 5 years). So what should I say to him? And would it end up being weird because of my relationship with the rest of her family?