1. Well before dark, texting me before she leaves, or I'm happy to pick up.
2. I'm willing to pick up as late as 10 or 10:30. To be honest, 9:30 seems to early to me.
3. Just offer to pick up if it becomes a common thing
4. Like others said - HARD NO. This isn't ok, and I would let the parents know it is happening. If I was told you are at friend's house, that's where you are unless you ask and are given permission to be elsewhere (like a quick text "hey mom, we are going downtown for ice cream, back to friend's house by 9" "ok hon, text me when you return to Betty's place and have fun").