So, I'm going out for dinner with a guy next week. We're not romantically involved, although he is quite nice. And we're both single. Anyway ...
As he's only 5'4", I usually wear a little dress and my Converse /DMs when we go out. For some reason I really fancy giving my glam new white dress a run out next week but .... it's a dress that absolutely demands heels. I'm not super tall or anything — only 5'7" — but that will shoot up with my four inch heels.
Am I OK to wear them? Or is it verging on unacceptable. Am I just overthinking it?
Sorry for the triteness of the dilemma and thanks for your advice 