Pocket Square Smart Casual Fall Outfits After 50: This pairing of a black blazer and a pocket square is a safe and very stylish bet. Let your outfit coordination savvy really shine by finishing off this ensemble with a pair of white canvas high top sneakers. As you can see here, it's very easy to look dapper and stay comfortable when colder weather arrives, thanks to this getup. Interested in fashion for guys over 50? This combination is great inspiration.

This pairing of a black blazer and a pocket square is a safe and very stylish bet. Let your outfit coordination savvy really shine by finishing off this ensemble with a pair of white canvas high top sneakers. As you can see here, it's very easy to look dapper and stay comfortable when colder weather arrives, thanks to this getup. Interested in fashion for guys over 50? This combination is great inspiration.

Pocket Square Smart Casual Fall Outfits After 50: This pairing of a dark brown blazer and a pocket square speaks versatility and casual menswear style. The whole look comes together perfectly when you introduce white canvas high top sneakers to the equation. Rest assured, this combination will keep you cozy as well as looking seriously stylish in this weird fall weather. Interested in fashion tips for over-50 gentlemen? This combo is pretty inspiring.

This pairing of a dark brown blazer and a pocket square speaks versatility and casual menswear style. The whole look comes together perfectly when you introduce white canvas high top sneakers to the equation. Rest assured, this combination will keep you cozy as well as looking seriously stylish in this weird fall weather. Interested in fashion tips for over-50 gentlemen? This combo is pretty inspiring.

Pocket Square Smart Casual Fall Outfits After 50: Why not wear a dark green corduroy blazer with a pocket square? As well as super comfortable, both of these pieces look nice combined together. For something more on the sophisticated side to finish this ensemble, complete your outfit with black leather derby shoes. It's a viable pick if you're planning a knockout outfit for summer-to-fall weather. Wondering what to wear as you get into your 50s? This pairing is the perfect answer.

Why not wear a dark green corduroy blazer with a pocket square? As well as super comfortable, both of these pieces look nice combined together. For something more on the sophisticated side to finish this ensemble, complete your outfit with black leather derby shoes. It's a viable pick if you're planning a knockout outfit for summer-to-fall weather. Wondering what to wear as you get into your 50s? This pairing is the perfect answer.

Pocket Square Smart Casual Fall Outfits After 50: Go for a dark brown houndstooth wool blazer and a pocket square to assemble an incredibly sharp and relaxed outfit. Bump up this outfit by finishing off with a pair of dark brown fringe leather loafers. This ensemble is a viable idea if you're putting together a standout ensemble for weird fall weather. With an outfit like this, any middle-aged guy will put many a younger man to shame.

Go for a dark brown houndstooth wool blazer and a pocket square to assemble an incredibly sharp and relaxed outfit. Bump up this outfit by finishing off with a pair of dark brown fringe leather loafers. This ensemble is a viable idea if you're putting together a standout ensemble for weird fall weather. With an outfit like this, any middle-aged guy will put many a younger man to shame.

Pocket Square Smart Casual Fall Outfits After 50: A navy plaid blazer and a pocket square make for the ultimate off-duty look for today's gent. Here's how to elevate this getup: charcoal leather tassel loafers. As you can see here, this ensemble is a really smart choice, especially for weird transition weather, when the temps are dropping. Looking for outfit ideas for gents in their 50s? This pairing is great inspo.

A navy plaid blazer and a pocket square make for the ultimate off-duty look for today's gent. Here's how to elevate this getup: charcoal leather tassel loafers. As you can see here, this ensemble is a really smart choice, especially for weird transition weather, when the temps are dropping. Looking for outfit ideas for gents in their 50s? This pairing is great inspo.