If you're all about feeling relaxed when it comes to your personal style, this pairing of a hoodie and grey sweatpants is totally for you. Bring a different twist to an otherwise utilitarian getup with a pair of grey slip-on sneakers. There's nothing like a kick-ass ensemble to cheer up a bleak fall day. This ensemble is a huge inspo to anyone who wasn't sure about wearing casual outfits as an over-50 gent.