Got a multi part question here: A) I'm currently a senior

Depends on the parents pal, they gonna put you on the sex offenders list if they find out you're porking their daughter?

>>18045190
I don't think the parents would. They're pretty liberal, and both really like me, so I think I'm in the clear on that one.

>>18045190
Also, any thoughts on the other questions?

Odds are u and the girl wont be together forever snd odds are you wont b friends with ur bud for much longer either. It wont be intentional ur just plugging his little sis youll probably drift apart

Screw valentines day go for the party hookup again just don't be a pussy this time. U want friend zoned and never fuck her then ask her to be your valentine. Girls her age want to hookup and get fucked wildly believe it or not. Once u get her hooked on ur dick then u can start playing the sweet guy

>>18045244
Party hookup is unlikely, it was the cast party for the Shakespeare play we were in together (hell yeah I'm one of those god damn theater kids, best crew on campus) but now the show is over, so not even any of the oh so common intermission hookups. Any other suggestions that don't include just fucking her? I don't wanna risk fucking up my future quite yet just in case. I'm staying in town for college so me moving away wouldn't be a problem. I actually want this relationship to last. She's kinda perfect.

>>18045180
The age difference isn't a great deal, it's just two years. If it is legal where you live, go for it.

I'd ask your friend tho - in my experience whenever you are in these situations, the best thing to do is just ask something like "Would you mind if I asked your sister out? We seemed to have great chemistry at that party a couple of days ago but I wouldn't want to make things weird between us".
You show you respect your friend and his sister, and that you actually intend to date her and not just fuck her.

>>18045260
Thats good adv. Asking first is epic mad respect

>>18045260
OK, I'll definitely do that. I don't think my friends (who is female, a relatively non-feminine lesbian, but female none the less) would really mind, especially as she was watching the initial cuddling and didn't seem to mind that, but I'll still ask.