This goal and everything about it are stressing me out to no end. It doesn’t help that I’m feeling fat and frumpy, and my clothes don’t fit properly, and I have zero budget to shop – not that I would know what to buy if I did. I don’t know how to determine what I like, and how things go together—or even if they do.

Living in NYC and commuting to my office on Fashion Avenue every day does NOT help.

• I have a pair of dark red, round-toe, wedge heel shoes that always make me smile
• My favorite bag is an unstructured pouch with outer button pockets and a pair of handles that cinch the bag closed—it totally makes me smile, and feels like the right size for me a) to carry as a 6’ tall girl and b) as a new yorker who needs to lug stuff around.

If I could figure out how to dress my shape so I didn’t feel like mister potato-head, that might help with the whole clothing thing.

I’m a grown-up, I should be able to figure this out, right?