This combination of a black bomber jacket and a black turtleneck is very easy to put together and so comfortable to rock a version of as well! Make your look more fun by finishing with a pair of white canvas low top sneakers. And if you're looking for a neat look that will take you from winter to spring, this one fits the task well. This outfit should erase any doubts you had about wearing casual clothes as a 30-something Millennial man.