I would like to say I would do this or that but I really don't know. Thinking as rational as I can, I think I would pinch myself a couple of times just to make sure I'm not dreaming then after realizing I'm not proceed to being speechless and stare blushing hoping he would make first contact.
As for the ladies, after the polite conversation and whatnot: Shenanigans/Magic shenanigans/Kick some ass for half-price food/Do everything in my power to NOT piss her off/Ask to be obliterated so we can share a body and blow peoples' minds. (Points to those who can guess each character)
In all cases: have them stand still and walk around to their right to see what kind of effect being 2-dimensional in a 3-dimensional world has and begin referring to myself as "Eddie Valiant" because I now have a 2D companion.