![Black Leather Harrington Jacket with Brown Leather Chelsea Boots Smart Casual Fall Outfits After 50: This pairing of a black leather harrington jacket and navy jeans is hard proof that a safe off-duty outfit can still look seriously sharp. For a truly modern hi-low mix, add brown leather chelsea boots to the mix. When leaves turn yellow and red and fall sets in, you'll appreciate how ideal this getup is for transeasonal weather. This is a great example of how to dress fashionably as you get into your 50s.](https://cdn.lookastic.com/looks/harrington-jacket-long-sleeve-shirt-crew-neck-t-shirt-large-99221.jpg)
![Black Leather Harrington Jacket](https://cdn.lookastic.com/black-leather-harrington-jacket-original-11657560.jpg)
![Black Long Sleeve Shirt](https://cdn.lookastic.com/black-long-sleeve-shirt-original-360774.jpg)
![White Crew-neck T-shirt](https://cdn.lookastic.com/white-crew-neck-t-shirt-original-386478.jpg)
![Navy Jeans](https://cdn.lookastic.com/navy-jeans-original-468486.jpg)
![Brown Leather Chelsea Boots](https://cdn.lookastic.com/brown-leather-chelsea-boots-original-1950855.jpg)
![Clear Sunglasses](https://cdn.lookastic.com/clear-sunglasses-original-11345333.jpg)
This pairing of a black leather harrington jacket and navy jeans is hard proof that a safe off-duty outfit can still look seriously sharp. For a truly modern hi-low mix, add brown leather chelsea boots to the mix. When leaves turn yellow and red and fall sets in, you'll appreciate how ideal this getup is for transeasonal weather. This is a great example of how to dress fashionably as you get into your 50s.