I take off my jeans as soon as I get home for the evening. Trade 'em for just hanging out in my underwear or some pj pants. I do it primarily for comfort, but also because if I get started painting, things don't usually end well for my jeans.
As for going out.. sometimes if I feel crappy I'll go to class in sweatpants, but not often at all. Soccer shorts and a t-shirt is standard for class when it's warm, though.
I only really "let myself go" when I'm sick. I think that's understandable. But otherwise, I like to dress up and make some sort of attempt to look pretty. Especially if I have a man to impress.. then I make sure shave my legs every day, even if I'm not planning on wearing a skirt in the winter.