Dating Wade Wilson would include

-lots of cursing
-trying on his suit
-him being horny all the time
-always being bottom
-eating chimichangas everyday
-him teaching you how to use katanas
-you having to teach him how to fight hand-in-hand
-you showing him your powers
-him showing you off to colossus
-his hand always on your butt
-being friends with negasonic teenage warhead