Plaid + Leather
One of my favorite combinations in the world is leather and plaid. There's a coolness to plaid when it's mixed with leather that takes the pattern from my preppy schoolgirl days to where I am today -- much more relevant. I bought this Express leather skirt last season and I can't believe I haven't worn it more -- I always feel like I'll be too cold in this weather, but with tights and a really comfy scarf, I'm willing to suffer through a little wind chill for a great look.
I'm also obsessed with the idea of transitioning both plaid and leather into spring. You'll definitely be seeing more of both of these things on DS in the months to come!