Shirt Dressy Fall Outfits For Men After 50

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White Dress Shirt Navy and White Print Tie Navy and White Print Pocket Square Black Vertical Striped Waistcoat Navy Blazer Black Vertical Striped Dress Pants Black Socks Black Leather Tassel Loafers Dark Brown Sunglasses Tan Watch

Reach for a shirt and black vertical striped dress pants if you're aiming for a neat, fashionable look. Opt for a pair of black leather tassel loafers to instantly change up the outfit. This combination is a viable pick if you're figuring out a comfortable transition look. Interested in outfit ideas for middle-aged gentlemen? This combo is great inspo.

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Dark Brown Sunglasses White Dress Shirt Dark Brown Tie Grey Check Blazer Camel Overcoat Black Dress Pants Brown Leather Briefcase Dark Brown Suede Oxford Shoes

This look proves it is totally worth investing in such elegant menswear pieces as a shirt and black dress pants. Go the extra mile and break up your look by sporting dark brown suede oxford shoes. It's a viable option when it comes to picking out a kick-ass look for unpredictable fall weather. As a gentleman in his 50s, you'll love this getup.

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Clear Sunglasses Pink Dress Shirt Blue Polka Dot Pocket Square Orange Horizontal Striped Tie Navy Trenchcoat Beige Plaid Suit Tobacco Leather Briefcase Black Leather Brogues

You'll be amazed at how easy it is to get dressed this way. Just a shirt married with a navy trenchcoat. For a classier twist, add a pair of black leather brogues to the equation. So when summer is over and fall is settling in, this look has a good chance of becoming your most worn. When it comes to fashion tips for 50-year-old gentlemen, this combination looks good on almost any guy.

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White Dress Shirt White Pocket Square Black Windbreaker Black Canvas Backpack Grey Plaid Suit Brown Leather Monks

When it comes to timeless elegant style, this pairing of a shirt and a black windbreaker is the ultimate look. Make this ensemble slightly more polished by finishing with a pair of brown leather monks. As the weather starts to cool down, you'll see that a look like this is perfect for the season. This ensemble shows that even in your 50s your dressing options are still far from limited.

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White Dress Shirt Navy Bow-tie White Pocket Square Silver Watch Navy Overcoat Navy Suit White Socks White and Blue Canvas Low Top Sneakers

Putting together a shirt and a navy overcoat is a surefire way to infuse your styling rotation with some masculine refinement. For maximum style effect, add white and blue canvas low top sneakers to your look. It's is a viable option if you're crafting a neat look that will take you from summer to fall. Interested in fashion tips for over-50 gentlemen? This combination should definitely go to your inspiration folder.