Reddit mentions of Tommy Hilfiger Socks in a Tin (4 Pack) (US 7-9 (EU39-42), Black Patterns)

I own a vintage shop and style people all the time in different eras. accessories can make or break a vintage look. I would suggest investing in a fedora. They can get kinda expensive, but you can find something online thats cheaper. I would definitely go to a shop though to figure out your head size and what styles fit the best.

With someone your size, do not wear pleated pants. this was the style of the 40s but they will only add bulk. Suspenders were common, but again, this might accentuate your stomach. High waisted pants were the style, but I would stick to pants that are more current. What you can do is get a nice suit, wear a classic french cuff shirt, cuff links, fedora, and some awesome shoes. like two toned spectators or wing tips. Socks weren't really crazy back then, but you should still invest into a couple cool pairs of socks

If you have a local vintage shop, swing by there to grab the cufflinks (cheaper) and maybe even a pair of cool shoes. Also, they might know where you can find a hat. It's hard to find vintage hats that fit an average man. everything was smaller back then. hats, shoes, gloves, jackets......That's why you will most likely get a new one.

hope that helps. I love Etsy because they have a huge vintage section at great prices. oh, the link shoes what 40's jackets looked like. double breasted.

anyway, good luck and have fun!

EDIT: forgot, pocket squares or classy and fun. you should be able to find one at a vintage shop for like 10 bucks. a women's small silk scarf can be a great substitution.