You loved your denim jacket in elementary school.
Perhaps even in that grungy '90s phase you went through (because you had an older brother who lived in the basement constantly blasting Nirvana and claiming to be misunderstood for wearing a ball-chain necklace and JNCOs.)
Ok, maybe your older brother wasn't the sartorially suave guy you thought he was in hindsight.
Regardless, he wore a denim jacket. As did all of your other favorite (read: terribly awesome) '90s stars as well as the badasses from years ago. It's a classic and worth your wardrobe investment.

Rekindle with your beloved hand-me-down again—or throw down the dough for a classic that lasts. Denim jackets are making the rounds again these days on street style blogs and fall runway presentations. Of course, this is nothing new for you denim jacket veterans who've had a tried-and-true jacket to show for it (looking at you, Brad).

BUT: If you're new to the world of denim jackets, opt for a blue then go for a black or grey next. Don't start with a nearly-cropped bleached denim jacket like I did.


Bottom: slim fit "Commuter" trucker jacket by Levi's, $128 (Levi's); slim fit "2 Year Anniversary Wash" by Spurr, $275 (Scoop); bleacher light slim fit trucker jacket by Levi's, $78 (Levi's)

You'll notice that some of our picks (except that Levi's swag) are a little pricey. If you've got the cash and think this is something you want to splurge on, go for it. But if you're looking for a way to recreate a similar look on the cheap, here are some other resources for denim jackets:
- Urban Outfitters has a nice, budget-friendly denim jacket.
- Search on eBay, Etsy or through your local Goodwill or Salvation Army.
- Raid your friend's closet or your dad's packed-up boxes in the attic.


On Jeff: slim-fit "2-year vintage wash" jacket by Spurr; chambray club-collar shirt by Lands' End Canvas; "Davis" pineapple chinos by Club Monaco; desert boots by Clarks; "Preston" frames in Gimlet Tortoise by Warby Parker.
Photography by John Stoffer. Drinks at Longman are on us, sir.