Somewhere between a sport shirt and a denim jacket, the cowboy shirt is an off-duty staple that's surprisingly versatile. Though it is one of those "you've got to try it to appreciate it" pieces. Cut from rugged materials, they're usually festooned with Western detailing like pointed yokes, pearl stud snap buttons and dual chest pockets. These are not attributes that whisper. But like a pair of aviators or a silk knit tie, this casual shirt is one of those garments that looks good on just about every guy, no matter your style. Lately, the shirts have been interpreted by a handful of brands, in trimmer cuts and updated styles—from dobby stitching and washed denim to indigo-dyed plaid. Wear it open, layered over a T-shirt or tucked in, under a light cotton jacket. Or simply sport one on its own, sleeves rolled. Just don't be afraid of it.