I believe it was Oscar Wilde who said, "Do not fall in love with a man who doesn't make you feel like the most awesome, incredible, baddest bitch on the block."... those of course weren't his exact words, but the sentiment was the same. You know what else can make you feel that way? A leather jacket.
Seriously. I can be wearing sweatpants, and still feel like a stylish badass biker babe if I've got a leather jacket on. (I have never been on a bike - and by "bike", I of course mean motorcycle - so I don't know what that really feels like, but this is the only way I can know how to describe it.) It's like magic. While sweatpants in public say, "I can't get my life together", a leather jacket says, "This is OBVIOUSLY a style choice. And if you don't get it, then you're not as cool as I am."