Dress in a crew-neck sweater and black velvet shorts for a day-to-day getup that's full of charm and personality. If you don't know how to finish, a pair of navy slip-on sneakers is a goofproof option. This ensemble isn't a hard one to nail and it's summer-appropriate, which is more important when it's boiling hot outside. This outfit illustrates that as a 30-something Millennial guy, you have a wide range of styling options.