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Wearing One Watch, Three Ways

Three different straps — and some style essentials — turn the Rolex GMT-Master II into a watch ready for roughin’ it, casual lunch, or a fancy dinner with your boss.

Henry Phillips

The point of buying your dream watch (or any watch, really) is to plant that sucker on your wrist all day, every day, for as long as both it and you keep ticking. But your attire isn’t a constant. The seasons change, your tastes change, and dress codes change. It’d be great if you had as many great timepieces as T-shirts to wear on a whim, but that’s just not to be.

But here’s the beauty of a great watch: it can be versatile right along with you, and serve as the pivot point for a look. We outfitted one of our favorites, the Rolex GMT-Master II, with three different straps and three basic outfits for three looks — roughin’ it, working from home, and a nice dinner with your boss — that show just how many handsome faces you and your watch can have.


Roughin’ It


Carhartt Full Swing Force Mandan ($32+)
Stretchable, breathable, and plenty loose in the cuff.Filson Tin Cloth Packer Hat ($55)
Extra points if you stick some flies in the brim.Black HD Nato ($15)
Extra tough so you don’t lose your Rolex while splitting a cord of wood (or taking a dip in the lake).


Working from Home


Buck Mason Short-Sleeve Henley ($45)
A pima cotton look that’s good on the couch and better on the go.Scoscha Bracelets ($75+)
Don’t let your timepiece get lonely down there.Dove Leather Nato ($20)
Nato comfort, leather charm.


Dinner with the Boss


Brooklyn Tailors Classic Navy Jacket in Super 120s Wool ($710)
Simple, clean, sharp — with a small-scale tailor’s touch.J.Crew Ludlow Spread-Collar ($88)
Classic style that’s lightweight and slim fitting. J.Crew English Linen Tie ($65)
It gets two-tone, just like the Black & Blue GMT.Rolex Steel Bracelet ($1,200)
The GMT-Master’s rightful, dressy home.

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