is there any reason it has to be at night? why not a saturday afternoon? if ur in a big city, surely they have some outdoor stuff going on... maybe u could go downtown (assuming u have one) and find stuff going on and do it.
personally, IMO, people put a lot of unnecessary pressure on themselves in the beginning to make this great impression when actually i think ud do good to just be urself and allow for a little flexibility man.. after all, u want her to like you for you. just being together around other people outside on a nice day doing whatever seems like itd be good to me. ditch the pressure because it can affect how u act in a negative way. if she really likes you, itll work out fine.
on a side note, the comedy thing might be a good idea too. maybe u could meet around 16:00 ish or something and hang out , then catch a show and grab a later dinner. being so deliberate to put together a formal itinerary, IMO, will appear obvious as if ur trying too hard. girls like guys who are confident in themselves.. after all...
ur fcuking musclestack man... that should be good enuff!
