Help Me Dress Myself: Is There a Better Option for Underwear?

The boxers vs. briefs debate has raged for years, but do we only have those two options? We turned to a stylist for help in staying fresh and wedgie-free.


Are you one of those guys who wants to look stylish but finds it doesn’t come all that naturally? We feel you. Don’t fret: With some advice from LA-based stylist Meg Gallagher and menswear blogger Jessica Chance, we’re all going to learn how to dress a little better. In this edition, we’ll be discussing how to seriously upgrade your undercarriage.

Step #1: Upgrade to Boxer Briefs

Combine the best of boxers (roomy, comfortable) with the best of briefs (snug enough to keep everything in place) by opting instead for boxer briefs. These ditch the disadvantages (the bulkiness of boxers, the clammy overheating of briefs) and help to avoid chafing and bunching thanks to a snug fit that stops them from riding up your thighs and between your cheeks, while still remaining stretchy and roomy in the front.

Step #2: Upgrade Once More to Performance Boxer Briefs

If there’s one thing worse than cramming baggy boxers into slim-fit jeans, it’s sweaty butts and wedgies. You can avoid all of these calamities with Gallagher’s recommendations for underwear with more advanced technology than your classic go-tos. They’re called performance boxer briefs, and according to Gallagher, “They prevent chafing and irritation while wicking away moisture and odor.” Here are her performance boxer brief recommendations:

The benefits of these undies is down to the fabric, which contains moisture-wicking technology that draws sweat away from the body and pulls it to the outer surface of the material, where it can evaporate. This leaves your underwear (and its contents) free of the dampness that can cause rashes and odor.

Step #3: Stick to Dark Colors

While we know (oh, do we know) it’s tempting to pick out the pair with the purple flames on them, Jessica Chance says black or grey undies are more slimming for most guys. “Printed underwear draws a lot of attention to your waistline, which isn’t necessarily a good thing if you’re on the chubby side,” she says. “Black underwear, meanwhile, is slimming and more sleek—it has the same effect as a woman in black lingerie.” We always knew our skivvies could be sexy!

If you have any questions about getting the look you want—fits, cuts, colors or anything else fashion-related—leave it in the comments and we’ll have a stylist answer it in an upcoming post.