This relaxed combination of a grey blazer and blue ripped jeans is super easy to throw together without a second thought, helping you look awesome and prepared for anything without spending a ton of time combing through your wardrobe. If you wish to easily ramp up this outfit with a pair of shoes, why not add black leather derby shoes to the mix? These picks will keep you snug and stylish in weird fall weather. A fail-safe option pairing appropriate for gents in their 60s.