Briefcase Outfits After 50: This combination of an olive camouflage military jacket and a briefcase is on the casual side but guarantees that you look on-trend and truly sharp. White leather brogues are a guaranteed way to bring a dose of polish to your ensemble. This getup shows that even well into your 50s you still have a wide range of style options.

This combination of an olive camouflage military jacket and a briefcase is on the casual side but guarantees that you look on-trend and truly sharp. White leather brogues are a guaranteed way to bring a dose of polish to your ensemble. This getup shows that even well into your 50s you still have a wide range of style options.

Briefcase Outfits After 50: In fashion situations comfort is everything, this pairing of a beige military jacket and a briefcase is always a winner. You could stick to a classier route on the shoe front by wearing black leather loafers. Scouting for dressing tips for mature gentlemen? This getup is great inspo.

In fashion situations comfort is everything, this pairing of a beige military jacket and a briefcase is always a winner. You could stick to a classier route on the shoe front by wearing black leather loafers. Scouting for dressing tips for mature gentlemen? This getup is great inspo.

Briefcase Outfits After 50: A blue field jacket and a briefcase are amazing menswear essentials that will integrate nicely within your daily arsenal. Let your sartorial credentials truly shine by rounding off this ensemble with navy athletic shoes. Relaxed combos for stylish middle-aged men aren't actually that hard, as you see here.

A blue field jacket and a briefcase are amazing menswear essentials that will integrate nicely within your daily arsenal. Let your sartorial credentials truly shine by rounding off this ensemble with navy athletic shoes. Relaxed combos for stylish middle-aged men aren't actually that hard, as you see here.

Briefcase Outfits After 50: For a casual ensemble, team a grey blazer with a briefcase — these two pieces work nicely together. Showcase your sophisticated side by finishing with a pair of burgundy leather oxford shoes. Wondering how you should dress as you move into your 50s? This ensemble is the perfect answer.

For a casual ensemble, team a grey blazer with a briefcase — these two pieces work nicely together. Showcase your sophisticated side by finishing with a pair of burgundy leather oxford shoes. Wondering how you should dress as you move into your 50s? This ensemble is the perfect answer.

Briefcase Outfits After 50: Consider pairing a beige overcoat with a briefcase for a relaxed getup that's easy to wear. Introduce a pair of dark brown leather derby shoes to the equation to instantly jazz up the ensemble. This outfit proves that as a gent in his fifties, you still have a wide array of outfit options.

Consider pairing a beige overcoat with a briefcase for a relaxed getup that's easy to wear. Introduce a pair of dark brown leather derby shoes to the equation to instantly jazz up the ensemble. This outfit proves that as a gent in his fifties, you still have a wide array of outfit options.