I WOULD say Ichigo since he's my favourite character but I think he's just too boring and angry-looking for a date. >__>
I want to date someone who wont kill me instantly - so all the villains are out from my list.
Urahara Kisuke seems like a weird fella'. I'd probably be able to have a good conversation with him. He's not my age whatsoever, but it would just be for fun. =P