David Connolly
May 6, 20212 min
Updated: May 28, 2021
There are few wardrobe staples more badass and just darn easy to pull off than the trucker jacket. The style was made popular by Levi's back in the '60s and has stayed in the menswear lexicon ever since. This fall Raf Simons reignited interest in the original raw denim version of the jacket when he put one in his first collection for Calvin Klein. That said, he isn't the only one digging the rich cowboy vibe right now. Tom Ford's corduroy trucker jacket is the stuff of dreams—slimmed down, luxed up, with all the right pockets—and Fear of God makes one of the coolest shearling-lined options on shelves this fall. Of course, if you want to show off a little bit, there's always Supreme's reversible velvet take on the iconic shape. It's already sold out (streetwear...) but you can still cop one that's NWT on the secondary market. Don't be surprised if you find yourself slipping down a trucker jacket rabbit hole once you land on those sites. After fifty years in production, the vintage options are pretty much endless. But here, start with these...
This velvet option has just enough '70s flavor to take your old T-shirts to rock-god territory
Once you get over the sticker shock, consider the fact that you'll probably wear this jacket roughly 6 out of 7 days for the next four months.
If you're going to cheap out, do it with a cool pattern you maybe don't need to wear every single day.
The original raw denim trucker jacket, complete with the super-pointy collar that every menswear diehard wants right now.
Buttery soft suede. Basic black color. Soft, shirt-like construction. There is nothing not to like about this jacket.
Live a little! White in cold weather looks great. Just anchor it with moodier hues.
A more refined version of the "sherpa" style you know and love. Wear it with trousers and dress shoes if you really want to show off your skills.
Mix this sand-color jacket with other earthy colors like brown and olive for some Indiana Jones flavor.
Get the double denim look without having to worry about whether the washes work together. This jacket looks good with any pair of jeans.
Rich guy ranch owner. So much yes.
A bleached out take on the staple with—surprise—a giant blue snake on the back. Oh, Gucci.
Two velvet trucker jackets for the price of one.
Wear this trucker buttoned all the way up with matching jeans for the right-off-the-runway take.
Parka phobic? You'll get even more mileage out of this chunky shearling lined style.
The mellow-est fall yellow.