Shirt Jacket with Derby Shoes Smart Casual Outfits After 50

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Clear Sunglasses Light Blue Long Sleeve Shirt Navy and Green Horizontal Striped Crew-neck Sweater Beige Chinos Orange Socks Brown Suede Derby Shoes Navy Shirt Jacket

Wear a shirt jacket with beige chinos to put together an interesting and pulled together ensemble. Add derby shoes to this outfit for a touch of refinement. Perfect to convey that you're old and confident enough to make your own style choices.

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Blue Beanie Navy Sunglasses Navy Crew-neck Sweater Light Blue Shirt Jacket Beige Print Chinos Teal Canvas Backpack Dark Brown Leather Derby Shoes

This off-duty pairing of a shirt jacket and beige print chinos is a tested option when you need to look casually dapper in a flash. Finishing with a pair of derby shoes is the most effective way to bring a sense of sophistication to this ensemble. This is a stylish yet age-appropriate pairing for an older gentleman.

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Navy Baseball Cap Navy Sunglasses White and Blue Print Crew-neck T-shirt Blue Shirt Jacket Silver Watch Silver Bracelet Red Plaid Shorts White Canvas Tote Bag Grey Suede Derby Shoes

For a laid-back and cool getup, marry a shirt jacket with red plaid shorts — these two pieces go pretty good together. Introduce a pair of derby shoes to the mix for an extra touch of class. This getup proves that dressing cool well into your 50s is not particularly hard.

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Clear Sunglasses Navy Check Long Sleeve Shirt Red Cardigan Olive Shirt Jacket Light Blue Jeans Tan Canvas Briefcase Burgundy Leather Derby Shoes

Reach for a shirt jacket and light blue jeans if you want to look casually cool without much effort. A pair of derby shoes easily dials up the fashion factor of any getup. Combos like this help welcome the big five-oh with dignity and excitement.

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Grey Wool Turtleneck Beige Shirt Jacket Dark Brown Leather Gloves Blue Jeans Dark Brown Canvas Tote Bag Dark Brown Suede Derby Shoes

Rock a shirt jacket with blue jeans for a practical look that's also well put together. To add some extra fanciness to this ensemble, introduce derby shoes to the equation. Wondering what you should wear as you pass the big 5-0? This outfit is the perfect answer.