This pairing of a black bomber jacket and dress pants is a real lifesaver when you need to look like an expert in men's fashion. Let your styling chops really shine by finishing your look with a pair of black chelsea boots. This one is a viable idea if you're picking out a killer look that will take you from summer to fall. This combo is a striking example older guys can still very well kill in the style department.
Black Chelsea Boots with Dress Pants Dressy Fall Outfits For Men After 50
Pairing a navy pea coat with dress pants is an on-point option for a sharp and polished ensemble. And if you want to easily dress down this look with one single item, why not complement this outfit with a pair of black chelsea boots? If you feel uninspired by your transitional weather style options, this look just might be the inspo you need. This combination is probably what you're looking for as a guy in his fifties.