Wear a burgundy leather biker jacket with a white crew-neck t-shirt to prove you've got expert menswear prowess. Dial down your look by finishing off with a pair of red and black leather high top sneakers. So so as you can see, it's a stylish, not to mention season-appropriate, outfit to have in your transeasonal closet. This combo illustrates how 30-something Millennial gents succeed in the fashion department.