Grey Shirt Fall Outfits For Men After 50

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Black Beanie Black Crew-neck T-shirt Grey Long Sleeve Shirt Grey Shawl Cardigan Black Leather Belt Charcoal Jeans Black Leather Work Boots

This relaxed casual pairing of a grey shirt and charcoal jeans is a real life saver when you need to look stylish but have no extra time. With shoes, take a more elegant route with a pair of black leather work boots. This getup is a smart option if you're on the lookout for a cool look that will take you from summer to fall. A nice, less conservative getup for guys in their 50s.

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Clear Sunglasses Grey Plaid Long Sleeve Shirt Navy Jeans Black Leather Brogue Boots

A grey shirt and navy jeans are a cool ensemble to add to your daily styling repertoire. Finishing off with a pair of black leather brogue boots is an effective way to introduce a bit of classiness to this ensemble. Seeing as autumn is setting in, this outfit seems a viable idea for the time in between seasons. This outfit demonstrates how to stay stylish as you reach your 50s.

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Clear Sunglasses Grey Chambray Long Sleeve Shirt Navy Pea Coat Navy Jeans Multi colored Plaid Canvas Low Top Sneakers

For an ensemble that's pared-down but can be modified in a multitude of different ways, wear a grey shirt with navy jeans. On the fence about how to round off this look? Finish with a pair of multi colored plaid canvas low top sneakers to ramp it up. Seeing as the weather is getting colder every day, this getup appears a wonderful pick for in between seasons. So if you're on the lookout for style tips on what to wear as you age into your 50s, this ensemble is perfect.

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Clear Sunglasses Grey Vertical Striped Short Sleeve Shirt Dark Brown Shirt Jacket Khaki Chinos Grey Canvas Briefcase Charcoal Canvas Low Top Sneakers

This combination of a grey shirt and khaki chinos is super easy to pull together and so comfortable to wear a variation of all day long as well! Balance out your look with a more polished kind of footwear, like this pair of charcoal canvas low top sneakers. This one is an exciting idea when it comes to an easy-to-transition outfit. This getup should erase any doubts you had about dressing casually as an over-50 guy.

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Clear Sunglasses Grey Vertical Striped Dress Shirt Beige Print Pocket Square Dark Brown Print Tie Brown Wool Blazer Dark Brown Beaded Bracelet Navy Jeans Dark Brown Socks Dark Brown Suede Tassel Loafers

This pairing of a grey shirt and navy jeans is seriously stylish and provides a clean and proper look. Dark brown suede tassel loafers will immediately polish up even the most basic outfit. On not-so-bone-chilling afternoons, wear a variation of this summer-to-autumn getup and look absolutely awesome. This ensemble proves that looking fashionable after fifty is not particularly hard.