Wear Them To A Black Tie Event 

We're not saying it's a bad look, but unless it is your party you should respect the dress code and not be that guy who couldn't break out some nice loafers for one night — your lady friend might appreciate it too. There's a time and place for everything. Do you really want to be remembered as "the douche in Chucks" who is on the do-not-invite list in the future?