a dare, and lose on purpose
Oh for ****'s sake, how do you stand yourself?
buy her a diamond
Wait til Halloween
Buy her a pair and beg?
dont wait for her to make you wear it... Do it yourself and lead.
Deliberatly buy a pair in your size and let her try them on at home she will say they are to big ask what size they are and then when she looks say that they are your size and ask if you can see how high heels feel or you can just be upfront about it and see how she reacts.
You are a fool if you wait till your girlfriend makes you wear them. Why dont you just turn up wearing them and ask her how they look on you. It is your choice hope that you enjoy them
Just wear them. But if this is something that has happened before and she isnt cool with it I would be looking for a new girlfriend.
start small wear her panties that oughta do it
Well Sweetie, just show up in them and say, "Come on girlfriend, I'm wearing high heels and you're gonna like it!"
you dont. she cant make you do anything. if thats something you want to do just do it. dont wait for approval you will die unhappy.