MARC BY MARC JACOBS Harvey Twill Sport Coat

Classic tailoring gets a modern update with this muted gray sport coat from Theory.

Whether you're maneuvering tactics or playing the field, you do it in style with this four pocket field jacket by Tommy Hilfiger.

A ski jacket destined for the double black diamonds: Made of breathable, waterproof MemBrain® fabric with 650 goose down fill, Marmot's Shadow Jacket will keep you so warm and dry that you won't even mind the lift lines.

Sean John takes the trend for layering traditional tailoring over workout wear-and puts it together like nobody else. Here, a classic wool blend sport coat unbuttons to reveal an inner layer that borrows its ribbed collar and zip-up front from your favorite warm-up. Go ahead, play with their minds.