It’s between 30 and 50 degrees in the Midwest, and I’m having trouble with outerwear this season. I’m okay at 50 degrees plus—a sweater and a corduroy jacket are just fine—and below 30, when the heavy wool coats come out. In between, I can’t seem to get comfortable, temperature-wise or fashion-wise.

Temperature first. Anyone who dresses for fall or winter in this temperature range—what works? Lined cotton or twill? All-weather waterproof fabric? Light wool or wool blends?

Now for fashion, the hard part. I spend most of my days in smart casual—I’m a freelance writer on the go—and feel more put together this season in skirts, jersey dresses, and wide-leg trousers than jeans. I’ve tried on peacoats (no), trenches (no) and their single-breasted relatives, mackintoshes (maybe) and light wool coats in various shapes—babydoll (surprisingly cute) and skirted a-lines with a belt (maybe). I want something with visual interest—classic walkers, lady coats, and trenches are fine, but I’m looking for something more fun. Nix on black. Gray is okay (the lighter the better) and color is better still.

But I haven’t found anything that has the right combination of fit, flattery, and quality for the money. And I know I'm having a moment when I don't know what I want to look like--there's no mental image yet to guide the search.

Suggestions, please, to jumpstart the thought process and the trying-on process!