![Navy Skinny Jeans with Chelsea Boots Casual Winter Outfits For Men After 40: Pair a black shearling jacket with navy skinny jeans for a casually cool and fashionable look. Infuse your ensemble with a hint of sophistication by rounding off with chelsea boots. Be sure that this outfit won't let you down when it's below-freezing. Men who are curious how to stay stylish as you get into your 40s, you have your answer.](https://cdn.lookastic.com/looks/shearling-jacket-crew-neck-t-shirt-skinny-jeans-large-47718.jpg)
![Black Shearling Jacket](https://cdn.lookastic.com/black-shearling-jacket-original-10165574.jpg)
![Navy Crew-neck T-shirt](https://cdn.lookastic.com/navy-crew-neck-t-shirt-original-385254.jpg)
![Navy Skinny Jeans](https://cdn.lookastic.com/navy-skinny-jeans-original-4565580.jpg)
![Black Suede Chelsea Boots](https://cdn.lookastic.com/black-suede-chelsea-boots-original-1950567.jpg)
![Black Leather Gloves](https://cdn.lookastic.com/black-leather-gloves-original-579024.jpg)
![Charcoal Sunglasses](https://cdn.lookastic.com/charcoal-sunglasses-original-9639761.jpg)
Pair a black shearling jacket with navy skinny jeans for a casually cool and fashionable look. Infuse your ensemble with a hint of sophistication by rounding off with chelsea boots. Be sure that this outfit won't let you down when it's below-freezing. Men who are curious how to stay stylish as you get into your 40s, you have your answer.