When we first started dating we both admitted we were complete hopeless romantics who are huge saps for cheezy/cute dates. It's been about 9 months and we hav't had one date. Not one. Not even going to the zoo or going out to dinner. I have no idea how to ask him that I'd like to have surprise dates without it sounding like I'm forcing him to.
Most Helpful Girl
Try taking him on some dates if you can. Then he might reciprocate. Or just say "hey, we should start going on some cute dates every once and awhile. It'd be fun. Whatcha think?" Then take it from there.2