A bomber jacket can come in a variety of fabrics and constructions, but they're ideal for someone who doesn't want to deal with a jacket that's too heavy or complicated. We've seen people get as extreme as wearing a double-breasted jacket underneath a bomber, but the jacket's cropped design will allow you to get next level with your layering possibilities. This is the perfect time to throw on a super-long T-shirt underneath and pile cozy layers on top.