Blackwatch Flannel Robe
Buy It Now at Vermont Country Store, $50

Wanna take your "cozy boy" style to the next level? Wear a flannel robe as an unstructured topcoat. You can't rock the terry cloth ones you stole from the hotel pool, the fabric has to be smooth and relatively thick. That's why we advocate going for a wool flannel fabric in something bold yet classic, like blackwatch plaid. The wintery print won't look out of place when you walk outside, and when paired with straight-cut pants, an untucked shirt, and the right attitude, people will think you look awesome instead of like you just rolled out of bed.