White and Black Crew-neck T-shirt with Waistcoat Smart Casual Fall Outfits After 50

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Clear Sunglasses White and Black Print Crew-neck T-shirt Multi colored Print Pocket Square Beige Waistcoat Navy Beaded Bracelet Navy Shawl Cardigan Navy Linen Dress Pants White Canvas High Top Sneakers

For an outfit that's very easy but can be smartened up or dressed down in a great deal of different ways, consider wearing a waistcoat and a white and black crew-neck t-shirt. Amp up the style factor of this look by rounding off with a pair of white canvas high top sneakers. This one is an obvious option if you're picking out an awesome transition outfit. Wearing this, any gentleman in his 50s will put any younger dude to shame.

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Clear Sunglasses White Crew-neck T-shirt Light Blue Chambray Long Sleeve Shirt Navy Vertical Striped Waistcoat Brown Chinos Black Leather Casual Boots

This pairing of a waistcoat and a white and black crew-neck t-shirt looks on-trend, but it's also very easy to wear. If you need to immediately dial down your look with footwear, why not introduce a pair of black leather casual boots to the mix? There's no nicer way to brighten up a dull autumn day than a kick-ass look like this one. This ensemble demonstrates that even after 50 your dressing options are still looking great.

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Dark Brown Sunglasses White Crew-neck T-shirt Navy Vertical Striped Waistcoat Navy Shirt Jacket Brown Leather Belt Navy Jeans Brown Leather Brogues

For an effortlessly neat ensemble, consider teaming a waistcoat with a white and black crew-neck t-shirt — these pieces work beautifully together. A cool pair of brown leather brogues pulls this ensemble together. On not-so-bone-chilling afternoons, sport this summer-to-fall ensemble and look absolutely awesome. A practical illustration of how to stay stylish and look age-appropriate.

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Dark Green Sunglasses Navy Print Silk Scarf White Crew-neck T-shirt White and Navy Pocket Square Navy Waistcoat Navy Vertical Striped Blazer Black Leather Belt Beige Chinos Dark Brown Leather Derby Shoes

Nail the effortlessly classic getup in a waistcoat and a white and black crew-neck t-shirt. Rounding off with a pair of dark brown leather derby shoes is a guaranteed way to add some extra definition to your ensemble. This outfit is a viable option if you're putting together a well-coordinated getup for awkward fall weather. So if you're searching for outfit inspiration for dressing as you age into your 50s, this pairing is definitely worth saving for later.

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Clear Sunglasses Grey Print Silk Scarf White Crew-neck T-shirt Brown Houndstooth Waistcoat Burgundy Shawl Cardigan Khaki Chinos Black Socks Black Leather Desert Boots

If the dress code calls for a polished yet kick-ass look, consider pairing a waistcoat with a white and black crew-neck t-shirt. If you want to easily tone down this look with footwear, introduce a pair of black leather desert boots to this look. There's no nicer way to brighten up a bleak fall afternoon than a knockout outfit like this one. This ensemble proves that looking stylish at 50 and beyond is not that hard.