[djmcmath]

Idea #1: Drop by Men's Wearhouse, get some combos that go together. Blue is an obvious one, and virtually any red/blue tie they sell will go with either a light blue or dark blue shirt. I branched out from there to start wearing greys, browns, and even (gasp) a light purple shirt. With appropriate counseling from the gentlemen at MW, I was able to look like a classy gentleman.

Idea #2: Trunk Club. They'll send you clothes that fit and provide guidance on what does and does not work together. It's basically like shopping at Nordstrom's, except you don't go to the store. It's free shipping both ways, you only pay for what you keep, and it's generally awesome. I've been dressing from TC for about a year now, and I ALWAYS look better now than I used to.