I have been such a lazy dresser lately. I want to wear pretty things, but I want to be comfortable, so I usually end up somewhere around a maxi dress over sweatpants, though I've got one over wide-leg trousers here. They're just as comfortable. It's the ultimate Autumnal combination.
Honestly, I'm trying to get better about this. I am getting better at this.
I've spent the last few years on such a tight budget that I never wanted to wear my nice things, lest they stretch and/or fade and/or rip. I wouldn't have been able to replace them. Over the last few months, I've been able to expand my wardrobe a little bit, buy a few more bits and pieces, and I have room to wear pieces out and replace if need be.
Of course, I don't want to have to replace things constantly, but I need to get over the irrational anxiety I have with my clothes. I'm trying to wear my dresses around the house (because I work from home) and outside of it, and leave the sweatpants and leggings in the drawer (or underneath said dresses for discreet layering). If I wear them ragged, such is life. Clothes are meant to be worn. Nice clothes are meant to be worn.