I have recently gotten out of a very long relationship and reconnected with some old childhood friends. I was barbeceuing with a friend and his family, that's where I met his sister again. She was really affectionate (touching, hugging, resting head on shoulder and jumping on me during sports) and I really enjoyed her company. We have met a couple of times since then with other friends present and the physical vibes were similar. So I am considering asking her out on a date. However we lead fairly different lives and I am afraid that we won't fit into each others future very well. We made out from time to time a couple years ago, when I was still living in my hometown and I chickened out of a relationship for similar reasons. Back then it didn't get any further than that. I was afraid back then of hurting her and her brother if it ultimately didn't work out. What do? Any of you have experience in dating the homies sisters?

>>33249096 (OP)
>we won't fit into each others future
then you should probably should keep things very casual.

>>33249475
What do you mean by, very casual? Just hanging out, hooking up or something else?