Crazy, spontaneous idea needed

Okay, I need ideas for a fic. Two people, one slightly more reserved but still fun, the other all 'seize the day'. I want the second one to initiate something CRAZY on a date. Something like jumping onto a freight train, go skinny dipping, steal some fruit on a farmers' market, break into a foreign property and use the pool. Something slightly risky but not really dangerous. Something that could be done in LA.

Any ideas? (aside from the ones I mentioned, though you could also comment if you think they are any good or don't work for this and that reason)

Your help would be much appreciated! ♥