How to dress like a homeless person... and get dressed in the dark

Tretorn Rainboots; Madewell parka; Target for pregger ladies under shirt; Vintage Lacoste Izod men's sweater; Express leggings; Ann Taylor scarf; Gregory's coffee (for free if you make them a Valentine's Day card)

Some days you just look in the mirror (or don't) and say to yourself, Oh balls, I'm running late to work.  Never fear, my friends.  At that moment you should next say to yourself, What would Jesus do?  ...But seriously, a trick is to just think of the first piece of clothing or jewelry that pops into your cranium, and then build the rest of the outfit off of that one thing.  Don't second guess yourself.  You look GREAT.  It works wonders to just go with the flow when you don't have time to do a montage of your entire closet in front of your mirror.  In fact, sometimes it is better to dress in the dark.  If you continue to look at yourself and nitpick all of the little things you don't like about how your outfit looks or how you look in it, then you become self-conscious, and therefore are late to work.
Although this outfit featured above is not the most creative or posh, it's something I felt comfortable in today after dressing without looking in a mirror.  And sometimes, as I roam the streets of New York, I see this man dressed head to toe in the most beautiful colors of garbage (literally. He's homeless, and wearing colorful garbage) and I think, Man. He looks so cool, and he doesn't even give a shit about what he's wearing. Chicken soup for the soul.