Olive Plaid Blazer Outfits For Men After 50

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White Dress Shirt White Pocket Square Black Tie Olive Plaid Blazer Grey Chinos Dark Brown Leather Tassel Loafers

An olive plaid blazer and grey chinos worn together are a perfect match. Transform this outfit with dark brown leather tassel loafers. And if we're talking fashion for gents in their 50s, this combination is ideal.

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Brown Check Scarf Black Turtleneck Olive Plaid Blazer Olive Camouflage Military Jacket White Chinos Brown Leather Dress Boots Black Leather Gloves

For a casually polished menswear style, consider wearing an olive plaid blazer and white chinos — these two items fit pretty good together. Finish with a pair of brown leather dress boots to make the look slightly more polished. This combination is the perfect answer to the question of what to wear as you move into your 50s.

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Clear Sunglasses Light Blue Vertical Striped Dress Shirt Black Horizontal Striped Tie Olive Plaid Wool Blazer Red Cable Sweater White Chinos Violet Socks Dark Brown Leather Loafers

This outfit with an olive plaid blazer and white chinos isn't a hard one to put together and is open to more experimentation. Finishing off with dark brown leather loafers is a guaranteed way to bring a bit of zing to this getup. The ability to rock outfits like this is one of the advantages of being middle-aged.

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Olive Bandana Dark Brown Pocket Square White Crew-neck T-shirt Dark Green Plaid Wool Blazer Charcoal Wool Dress Pants Brown Suede Desert Boots

This combination of an olive plaid blazer and charcoal wool dress pants oozes elegance and sophistication. Why not complete this ensemble with brown suede desert boots for an easy-going feel? This ensemble shows that figuring out how to dress well over 50 is not that hard.

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Black and White Gingham Dress Shirt Dark Green Plaid Blazer Navy Print Pocket Square Dark Brown Leather Belt Navy Jeans

Try pairing an olive plaid blazer with navy jeans for an off-duty getup with a modern spin. Certainly a tested choice when it comes to fashion for gents in their 50s.