Wool Blazer Dressy Fall Outfits For Men After 50

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Clear Sunglasses Light Blue Chambray Dress Shirt Orange Tie Orange Pocket Square Olive Print Sweater Vest Dark Green Wool Blazer Black Leather Watch Khaki Corduroy Dress Pants Brown Leather Brogues

This outfit clearly shows it pays to invest in such smart menswear items as a wool blazer and khaki corduroy dress pants. You know how to play it down: brown leather brogues. This one is an exciting idea when it comes to an amazing transition outfit. If you're wondering how you should dress as a 50-something gentleman, this ensemble is a good source of inspiration.

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Black Dress Shirt Black Pocket Square Grey Plaid Wool Blazer Black Dress Pants Black Leather Loafers

This refined combo of a wool blazer and black dress pants is really a statement-maker. If not sure as to what to wear when it comes to footwear, add a pair of black leather loafers to the mix. This one is a savvy pick when it comes to picking out a standout outfit for summer-to-fall weather. And if we're talking style for over-50 guys, this getup looks nice on most guys.

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Black Sunglasses White Dress Shirt White Pocket Square Grey Tie Grey Plaid Wool Blazer Black Overcoat Silver Watch Dark Brown Bracelet Charcoal Dress Pants Black Socks Black Leather Double Monks

Dress in a wool blazer and charcoal dress pants for a sleek elegant outfit. Look at how well this ensemble is finished off with a pair of black leather double monks. This one is a savvy idea if you're planning a standout outfit for unpredictable fall weather. So as you can see this getup is something you can totally wear as a man in his 50s.

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Light Blue Vertical Striped Dress Shirt Charcoal Paisley Tie Grey Plaid Wool Waistcoat Grey Plaid Wool Blazer Black Watch Dark Brown Leather Belt Grey Wool Dress Pants Black Chunky Leather Oxford Shoes

For an outfit that's nothing less than wow-worthy, try teaming a wool blazer with grey wool dress pants. Black chunky leather oxford shoes will pull your full outfit together. This ensemble is a savvy idea when it comes to a killer outfit that transitions easily into fall. A wonderful example for any man who's still figuring out how to dress as a man in his fifties.

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Dark Brown Leather Tassel Loafers Dark Brown Socks Grey Wool Dress Pants Beige Check Wool Blazer Silver Watch White and Black Vertical Striped Dress Shirt Brown Paisley Tie Brown Pocket Square

A wool blazer and grey wool dress pants are absolute mainstays if you're planning a dapper closet that matches up to the highest men's style standards. Introduce dark brown leather tassel loafers to the equation and you're all set looking awesome. As you can see here, this outfit is a really savvy option, especially for transitional weather, when the temperatures are getting lower. So if you need fashion inspiration for dressing as you get into your 50s, this combination is a good example.