4 Derek Rose Underwear Personalities

Are you a Carrie, Samantha, Charlotte, or Miranda? No matter where you fall on the masculine spectrum, you’ve probably heard about how people have categorized themselves as one of the ladies from “Sex And The City.” Every friend group has it’s crazy one, a quirky one, that down to earth one, a quiet one, and of course, an overly sexual one.

We thought we’d help you find some great underwear for the guys in your friend group using four picks from Derek Rose. Our picks below are made up of pima cotton, pure cotton, and cotton jersey, so each has its own personality.

Which of the Derek Rose underwear personalities are you: Jack, Nelson, Lewis, or James? Find out below and then comment or tweet us @underwearexpert with your response.

For more information about this brand: Derek Rose

Jack: Fashion Forward, Sexy, Sleek


The Jack Pima Cotton Stretch Hipster is a “sartorial essential.” It’s built for the guy who likes simple looks and a sleek bold black. The fit is for the man who wants to feel a bit sexier and who isn’t afraid to show off.

Nelson: Fun, Modern, Hip

The Nelson Pure Cotton Classic Boxer is a “modern interpretation of a traditional paisley print,” according to Derek Rose. We can totally see this worn by a guy who likes to mix business with pleasure. He is the life of the party. He’s also sporting a hip fedora and mustache, possibly.

Lewis: Conservative & Stern


The Lewis Cotton Jersey Boxer Short is really soft. It’s a classic white boxer. A man who likes fashion but doesn’t want to seem like he tries too hard may fit into this boxer. The boxer fit is the ultimate in conservatism. That said, the magnetic clamp design is a bit forward thinking, so we can see this on a man with a secret, wild side.

James: The Southern Gentleman

James Pure Cotton Classic Boxer is soft and comfortable. When we look at this boxer, we can’t help but feel as if we are sitting outside in South Carolina under a magnolia tree. We can see a world class gentleman wearing this under a seersucker suit.

Photo Credit: Derek Rose

Sponsored By: Derek Rose


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