For an outfit that's super straightforward but can be manipulated in a variety of different ways, choose a black leather bomber jacket and blue jeans. Give an elegant twist to your look by finishing off with a pair of black suede chelsea boots. This one is an appealing pick when it comes to a kick-ass outfit that transitions easily into fall. Wear this when you need to present a more mature image.
A black leather bomber jacket looks especially elegant when worn with black dress pants for an outfit worthy of a real dandy. Our favorite of an infinite number of ways to complement this outfit is with a pair of black suede chelsea boots. So as you can see, it's extremely easy to look seriously stylish and stay comfortable when chillier weather comes, thanks to this ensemble. As a 30-something Millennial man, you probably want to start dressing like a grown man. If that's the case, getups like this are ideal as inspo.