White and Navy Vertical Striped Dress Shirt with Dark Brown Suede Desert Boots Smart Casual Fall Outfits After 40

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Navy Beanie White and Navy Vertical Striped Dress Shirt Dark Green Puffer Jacket Green Sunglasses Navy Corduroy Suit Navy Socks Brown Suede Desert Boots

This smart pairing of a white and navy vertical striped dress shirt and a dark green puffer jacket is extremely easy to throw together without a second thought, helping you look amazing and ready for anything without spending a ton of time rummaging through your wardrobe. Finishing with a pair of dark brown suede desert boots is a fail-safe way to bring a touch of stylish effortlessness to this look. It's is a viable choice when it comes to an easy-to-transition ensemble. So if you need style ideas on how to dress as you go into your 40s, this pairing is ideal.

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White and Navy Vertical Striped Dress Shirt Navy Tie Orange Waistcoat Brown Check Wool Blazer Silver Bracelet Dark Brown Leather Belt Black Leather Watch White Chinos Dark Green Socks Brown Suede Desert Boots

This pairing of a white and navy vertical striped dress shirt and white chinos is hard proof that a safe ensemble can still be really interesting. A pair of dark brown suede desert boots will be the ideal companion for this getup. Seeing as temperatures are dropping, this look is a wonderful option for in between seasons. A no-brainer for guys in their 40s who are looking for age-appropriate outfits.

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White and Blue Vertical Striped Dress Shirt Dark Green Print Tie Navy Shawl Cardigan Olive Military Jacket Dark Brown Suede Belt Silver Bracelet Silver Watch White Jeans Black Socks Dark Brown Suede Desert Boots

This pairing of a white and navy vertical striped dress shirt and white jeans is great for smart situations. Our favorite of a multitude of ways to finish this outfit is with a pair of dark brown suede desert boots. This one is an excellent choice if you're looking for an amazing transition getup. This outfit proves that staying fashionable after forty is not that daunting a task.

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White and Blue Vertical Striped Dress Shirt Navy Pocket Square Orange Cable Sweater Dark Green Wool Blazer Dark Brown Corduroy Dress Pants Violet Socks Brown Suede Desert Boots

Make a white and navy vertical striped dress shirt and dark brown corduroy dress pants your outfit choice and you'll look like a true style guru. For a more laid-back take, why not complement this getup with a pair of dark brown suede desert boots? As days are getting cooler, you'll see that an outfit like this is perfect for this time. If you often worry about dressing age-appropriately, this ensemble is perfect.

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White and Blue Vertical Striped Dress Shirt Red Print Pocket Square Dark Green Sweater Vest Brown Plaid Blazer Silver Bracelet Silver Watch Navy Vertical Striped Chinos Black Socks Brown Suede Desert Boots Navy Horizontal Striped Tie

Reach for a white and navy vertical striped dress shirt and navy vertical striped chinos to look elegant but not too formal. Dark brown suede desert boots make your ensemble whole. When it comes to dressing for summer-to-fall weather, nothing beats a kick-ass ensemble that transitions easily between seasons. If you often worry about dressing your age, this combo is a lifesaver.