This laid-back combination of a varsity jacket and charcoal jeans is extremely easy to pull together without a second thought, helping you look sharp and prepared for anything without spending too much time searching through your wardrobe. Finishing with black loafers is an effortless way to breathe an extra dose of style into your look. This getup is a wonderful option when it comes to planning a standout ensemble for transitional weather. No doubt, a nice option if we're talking dressing ideas for guys in their 50s.