Skip to main content

The Manual may earn a commission when you buy through links on our site.

What to Wear: Skateboarding

wear skateboarding what to
Image used with permission by copyright holder

Fall is starting to arrive and the air is crisp, which means there’s still time for you to hit the skate decks until it’s too cold. So grab some slick skate shoes, a comfortable pair of pants that you can do tricks in, a shirt, backpack and don’t forget about safety — get a helmet and knee pads too.

Now you can go to your closest skate park looking all fresh. Or you can just skate down the street. Skating is fun. Skating is cool. Skating will get you places (literally). Just remember to pick up some fresh threads so you don’t look like a slacker. We promise you’ll look that much better when you skate. Or you can just wear these clothes and pretend to be a skater. Don’t worry, your secret is safe with us.

Clockwise, L-R: Alien Workshop Dreamland Complete Skateboard, $119 at shop.css.com; Hex Academy Backpack, $39.99 at shop.css.com; RVCA Daggers PVSH Pants, $69.50 at rvca.com; Triple Eight Brainsaver Skate Helmet, $36.95 at tactics.com; Supreme Prep Plaid Shirt, Supreme Striped Thermal, $84 at supreme.com; Bullet Adult Safety Set, $29.99 at skatewarehouse.com; Globe Los Angered Shoes, $100 at zappos.com.

Ann Binlot
Former Digital Trends Contributor
Ann Binlot is a New York-based freelance writer who contributes to publications like The Economist, Wallpaper*, Monocle…
How To Wear Desert Boots: Fall Styles and Outfits for Men
How to dress up desert boots for men.

There are certain style essentials we look forward to wearing each and every time the seasons change, especially as fall rolls back into town and brings with it the chance to dress with deeper textures and more rugged materials. Take desert boots, for instance. They look great in every season, sure, but there's something about fall that makes it a great time to really nail down how to wear desert boots. The desert boot is a modern style staple for plenty of reasons, chief among them the fact that it's both classic and modern, easy to dress up or dress down.

It's got an enduring history, too, starting from its origins as a literal desert boot, then fashioned with a crepe sole and worn by British soldiers, and on to its current status as a favorite of celebrities and stylish guys the world over. Desert boots are now available in a wide array of colors and materials, including suede and leather, but the most classic desert boots come from the brand that started it all: Clarks, which developed its own take on the boot decades ago after coming across a style worn by soldiers in Africa. There are quite a few pairs of desert boots that look like Clarks, but when you can get the original (and when you can style it a ton of different ways), why deviate from a perfect style essential? Here are a few desert boots outfits to really get you inspired when it comes to fall style.

Read more
What to Wear to a Wedding: How to Be the Second-Best Dressed Man
what to wear a wedding 2021

Back around Christmas or New Year’s, during what the industrial wedding complex refers to as “engagement season,” you may have begun to mentally tally the number of weddings you’ll need to attend this coming summer 2021.

Assuming you’re not actually in the wedding party and thus regulated to a specific outfit, deciding exactly how to dress for someone else's nuptials can be a bit of a challenge, and that's not even factoring in the reality that wedding gifts, bachelor party budgets, even rehearsal dinner attire may take a bite out of your seasonal wardrobe allocation.  If it’s not your best friend (on either side of the aisle) getting hitched, you may not be entirely sure how formal to go. Generally speaking, have a frank conversation with your date (even if you’ve already been married for years) to brainstorm ideas, but here are a few suggestions for how we survive wedding season in style. 
How to Dress for Someone Else's Wedding
First, look at the invitation. Most likely, the Bridezilla’s — or, increasingly, the Groomzilla’s — control-freak tendencies will ensure that she or he has provided guidance for how the entire room should be styled on his or her special, Insta-perfect day. From casual to cocktail attire, for anything short of a black or white tie event, a dark suit should get you from “I do” to a slice of wedding cake with sartorial success. 
Boss Huge/Genius Trim Fit Solid Wool Suit

Read more
Sailing in Style: What to Wear on a Boat
man on boat wearing shorts and sunglasses

The date’s set, your bags are (almost) packed, heck, the boat’s at the dock. Don’t head out of town yet, though: You’re going to need to know what to wear on a boat, and as soon as possible, at that. Take a little old-school inspiration in the form of a rugged fisherman’s sweater, throw on some tailored swim shorts, step out in boat shoes that are land and water-ready, then consider yourself geared up to hit the water in style.

After all, this is no time to pull any punches. You might meet relentless or driving winds on the water, and perhaps on the same day — there’s no excuse not to be ready to embrace whatever the high seas (or the lake, or the river!) bring your way. Our stylish picks for what to wear on a boat can help cast off the right way.
Pedro and Tailor Tee  

Read more