7. Suspenders: Not Just for Bankers Anymore

Wearing suspenders used to be a practical move. Back in those Bogart days, you'd go about your business with your pants perfectly "suspended," rather than cinched by a belt.

Now, like plenty of other midcentury essentials (tie bars, pocket squares, fedoras), suspenders feel in again after being out for so long. Thin clip-ons channel a punk-rock vibe, while wider, button versions deliver more of a neo-preppy message.

Either way, keep your outfit simple for a custom—not costume—look.