For a relaxed outfit with a modern spin, pair a bomber jacket with blue jeans. Balance out your look with a more polished kind of shoes, like these brown casual boots. This one is an excellent option if you're piecing together a kick-ass summer-to-fall outfit. A good, less conservative combo for an older guy.
To pull together a relaxed casual menswear style with a twist, try pairing a bomber jacket with charcoal chinos. And if you need to effortlessly level up your outfit with a pair of shoes, introduce brown casual boots to your look. This combo is a nice option if you're crafting a cool outfit for awkward fall weather. This combination illustrates that even after fifty your outfit options are still rather broad.
A bomber jacket looks especially good when paired with black jeans. And if you wish to easily dial up this ensemble with one single piece, complement your ensemble with brown casual boots. When you're having one of those bleak autumn days, sometimes only a knockout ensemble like this one can get you to face the outside world. Ideal if you're searching for some amazingly inspiring style for gents over 50.
This combination of a bomber jacket and olive overalls is impeccably stylish and yet it looks comfortable enough and apt for anything. To give your overall look a smarter aesthetic, why not finish off with a pair of brown casual boots? As you can see here, it's super easy to look on-trend and stay comfortable come colder weather, thanks to this look. All in all, an ideal demonstration of casual fashion for 50-something guys.