I have a dirty little secret. I like funny T-shirts.
I know, they are supposedly the height of bad taste...I remember reading the stern warning that Nina Garcia wrote about this in one of her books (which are excellent style guides, by the way).
Well, colour me vulgar if my funny tee collection renders me the enemy of chic, because I am amassing quite a collection, and yes, I actually wear them. Not every day, mind you, but when the mood strikes. I like that it lets the world know that I don't take myself too seriously.
I think there is a way to style a funny tee that can make it into something a sartorially-minded grown-up may actually want to wear. You just have to be a little bit clever with what you pair it with, and maybe use some well-placed layering. Or maybe I'm just tacky. Either way.