Matt Bernson’s Dad’s Slouchy Boot: Read JS Review | Buy It (POA; shown as 1)

A commenter put it best when he said, “With this boot and the right alley stride you should be able to pull off just about anything.” We’re trying to keep our pair scratch free, so we’ve stuck to small scale bank robberies, but the man is right — you could probably hop a train or two with these shoes.

Wood Wood Repetition Scarf: Read JS Review | Buy It ($105; shown as 3)

We’ll take anything from Wood Wood, but if you gift the Repetition Scarf you’ll be wrapping up a little slice of history. Video game monsters, tapes, pitchforks; assuming the recipient has little hipsters of their own one day, said recipient will also win the title of “Vintage Daddy of the Block” come 2028. It just keeps on giving, you know?

Nau Sweaters: Read JS Review | Buy It ($87-$103; shown as 2)

Girls and Boys can get extra cozy with sweaters from Nau thanks to their killer blend of eco and body consciousness. We like the cuddly feeling we get from Nau’s Partner’s for Change association, too (it allows for 5% of your gifting dollars to go towards a humanitarian, environmental, or social group of your choosing).

retrosuperfuture: Read JS Review | Buy It ($129; shown as 5)

Retrosuperfuture sunnies seem to run a little bigger than the other eighties throwbacks we’ve been seeing these days… so of course we like them a little better. The Zeiss lenses don’t hurt one bit, either.

Gargyle: Read JS Review | Buy It ($88; shown as 4)

I like the holiday gifting rule that states, “Buy them things they’d never buy for themselves,” which is exactly why I like the accessories collection at Gargyle. Would he buy a railroad cuff bracelet for himself? (Probably not.) Would he think it was f&%#@!* badass? (Only if he can recognize the handiwork of God.)