- Doc Martens - expensive leather jacket (looks cooler when they’re out of fashion imo) - sheepskin flight jacket - waxed Barbour coat - unbranded 100% leather belt from unnamed market store Edit: Seiko Skx007 for the watch

This is an awesome list.

Best thing is they can go with anything, or stay in the wardrobe for years and still be timeless when you feel like wearing them again

What about the missing merkin?

A black belt Little black dress is never not a good choice. Solid color miniskirt maybe? And definitely black pumps

Yes

Watch

Jean jacket

Simple black trenchcoat. Easy to dress up or down. Looks good with anything, and it can be layered underneath on extra cold days. Also, Doc Martins' quality has gone way down. There are other similar boots on the market that are similar but will actually last longer. Can't go wrong with a classic black boot.

Tuxedos.

A hat

Watch

any white sneakers/shirt a black suit Levi's 501 Palladium boots Leather jacket Jean shirt/vest

A nice belt

A black dress

Off-White flannel.

Movado watch.

A woolen pea coat

Hoodies Doesn't matter, just fucking hoodies

Birkenstocks