I’m not a big fan of vintage clothing myself. The costume effect that a lot of vintage clothing has scares me.
I have to admit, though, that some men are very good at vintage clothing, for instance Jimmy.
The three-piece tuxedo he wears is from Gieves & Hawkes. Jimmy found it on eBay, and then he took it to a local tailor for a few alterations.
Jimmy demonstrates that style and being well-dressed are something beyond build. He is a short guy with a bit of extra weight, yet he looks very sharp in that Gieves and Hawkes dinner jacket.
I also like the tight-fitting cut. It undermines the rule that stout men should opt for drapey clothes.

Bowler and balmacaan to protect the dinner jacket. For colder weather you swap the rain mac for a black or dark charcoal chesterfield.
Jimmy pairs his Gieves and Hawkes dinner jacket with a bowler hat. Perhaps that move is a bit much. However, looking at it purely stylistically Jimmy’s bowler hat and dinner jacket harmonize well.
Photography: Sartorial Notes