What I'm wearing:
Navy J.Crew Suiting Blazer
Madewell Chambray Workshirt
Marc Jacobs sweatpants
Anthropologie Sweater-Cuffed Booties
Apparently I love any alternatives to real pants. I just don't like them! I know this look isn't for everyone, and I am perfectly aware that sweatpants are not real pants (but hey, I wear leggings as pants a lot), but I find this to be a comfortable and casual look. I would never wear this to work, or any kind of setting like that. I told myself I'd be more adventurous in 2010 and this is one of the ways, to wear something that I would never even have considered last year. I think the fitted blazer keeps it from looking too sloppy. Looking back I would have picked a more slim fitting pair of sweatpants, but I was working with what I had.
And yes, am still obsessed with these ankle boots!
I've decided that this outfit says, "Hi I'm a frat boy who forgot to put his pants on. Whoops." =) Not sure if I will wear this again, but at least I can say I tried!