For a look that's casually polished and GQ-worthy, try pairing a black blazer with chinos. If you're on the fence about how to finish off, a pair of brogue boots is a wonderful pick. As you can see, this outfit is a really savvy option, especially for weird transition weather, when the temperatures are starting to drop. When it comes to dressing ideas for gents in their 60s, this look looks nice on almost any guy.