This combination of a grey pea coat and a tobacco turtleneck is solid proof that a safe look doesn't have to be boring. Balance this outfit with more casual shoes, like this pair of white leather low top sneakers. A practical illustration of transitional fashion, this look is an essential come warmer days. As a 30-something Millennial gentleman, you want to start dressing more like a mature gentleman. In this case, combinations like this are ideal as inspiration.