![Wool Hat](https://cdn.lookastic.com/wool-hat-original-10054231.jpg)
Wool Hat Smart Casual Chill Weather Outfits For Men After 40
![Wool Hat Smart Casual Chill Weather Outfits For Men After 40: Infuse personality into your current repertoire with a charcoal overcoat and a wool hat. Finish with a pair of brown leather casual boots to transform your ensemble. If you're not sure how to dress your age, this pairing is a practical example.](https://cdn.lookastic.com/looks/overcoat-double-breasted-blazer-turtleneck-large-105311.jpg)
![Charcoal Overcoat](https://cdn.lookastic.com/charcoal-overcoat-original-2160519.jpg)
![Navy Wool Double Breasted Blazer](https://cdn.lookastic.com/navy-wool-double-breasted-blazer-original-2634042.jpg)
![Dark Brown Turtleneck](https://cdn.lookastic.com/dark-brown-turtleneck-original-2442507.jpg)
![Multi colored Plaid Wool Chinos](https://cdn.lookastic.com/multi-colored-plaid-wool-chinos-original-11656161.jpg)
![Brown Leather Casual Boots](https://cdn.lookastic.com/brown-leather-casual-boots-original-11313182.jpg)
![Brown Print Canvas Tote Bag](https://cdn.lookastic.com/brown-print-canvas-tote-bag-original-11588780.jpg)
Infuse personality into your current repertoire with a charcoal overcoat and a wool hat. Finish with a pair of brown leather casual boots to transform your ensemble. If you're not sure how to dress your age, this pairing is a practical example.
![Wool Hat Smart Casual Chill Weather Outfits For Men After 40: Marry a dark brown houndstooth overcoat with a wool hat to put together an interesting and relaxed ensemble. To add a bit of zing to your getup, complete your ensemble with a pair of navy leather brogues. This one is a great but also age-appropriate outfit for a 40-something gent.](https://cdn.lookastic.com/looks/overcoat-blazer-jeans-large-103937.jpg)
![Dark Brown Houndstooth Overcoat](https://cdn.lookastic.com/dark-brown-houndstooth-overcoat-original-11535379.jpg)
![Charcoal Cotton Blazer](https://cdn.lookastic.com/charcoal-cotton-blazer-original-2160861.jpg)
![Charcoal Jeans](https://cdn.lookastic.com/charcoal-jeans-original-2163111.jpg)
![Navy Leather Brogues](https://cdn.lookastic.com/navy-leather-brogues-original-509868.jpg)
![Navy Wool Hat](https://cdn.lookastic.com/navy-wool-hat-original-10053051.jpg)
![Dark Brown Polka Dot Pocket Square](https://cdn.lookastic.com/dark-brown-polka-dot-pocket-square-original-2451574.jpg)
Marry a dark brown houndstooth overcoat with a wool hat to put together an interesting and relaxed ensemble. To add a bit of zing to your getup, complete your ensemble with a pair of navy leather brogues. This one is a great but also age-appropriate outfit for a 40-something gent.
![Wool Hat Smart Casual Chill Weather Outfits For Men After 40: A charcoal herringbone overcoat and a wool hat are must-have menswear pieces to have in the off-duty part of your wardrobe. Tap into some Ryan Gosling dapperness and complete your ensemble with a pair of black leather casual boots. This getup illustrates how to remain stylish as you go into your 40s.](https://cdn.lookastic.com/looks/overcoat-crew-neck-sweater-jeans-large-95496.jpg)
![Charcoal Herringbone Overcoat](https://cdn.lookastic.com/charcoal-herringbone-overcoat-original-2160515.jpg)
![Grey Crew-neck Sweater](https://cdn.lookastic.com/grey-crew-neck-sweater-original-404838.jpg)
![Navy Jeans](https://cdn.lookastic.com/navy-jeans-original-468486.jpg)
![Black Leather Casual Boots](https://cdn.lookastic.com/black-leather-casual-boots-original-11313179.jpg)
![Charcoal Wool Hat](https://cdn.lookastic.com/charcoal-wool-hat-original-10053726.jpg)
![Charcoal Scarf](https://cdn.lookastic.com/charcoal-scarf-original-2170239.jpg)
A charcoal herringbone overcoat and a wool hat are must-have menswear pieces to have in the off-duty part of your wardrobe. Tap into some Ryan Gosling dapperness and complete your ensemble with a pair of black leather casual boots. This getup illustrates how to remain stylish as you go into your 40s.
![Wool Hat Smart Casual Chill Weather Outfits For Men After 40: This combo of a dark green overcoat and a wool hat is impeccably dapper and yet it's easy and ready for anything. Throw a pair of brown suede chelsea boots into the mix to change things up a bit. Just because you're in your 40s, doesn't mean you can't dress fashionably, and this pairing proves just that.](https://cdn.lookastic.com/looks/overcoat-turtleneck-jeans-large-95464.jpg)
![Dark Green Overcoat](https://cdn.lookastic.com/dark-green-overcoat-original-5265564.jpg)
![Dark Brown Turtleneck](https://cdn.lookastic.com/dark-brown-turtleneck-original-2442507.jpg)
![White Jeans](https://cdn.lookastic.com/white-jeans-original-469710.jpg)
![Brown Suede Chelsea Boots](https://cdn.lookastic.com/brown-suede-chelsea-boots-original-1950873.jpg)
![Brown Wool Hat](https://cdn.lookastic.com/brown-wool-hat-original-10053263.jpg)
![Clear Sunglasses](https://cdn.lookastic.com/clear-sunglasses-original-11345333.jpg)
This combo of a dark green overcoat and a wool hat is impeccably dapper and yet it's easy and ready for anything. Throw a pair of brown suede chelsea boots into the mix to change things up a bit. Just because you're in your 40s, doesn't mean you can't dress fashionably, and this pairing proves just that.
![Wool Hat Smart Casual Chill Weather Outfits For Men After 40: Pair a tan raincoat with a wool hat, if you prefer to dress for comfort but also want to look stylish. Get a bit experimental in the shoe department and polish up your ensemble by finishing off with dark brown leather double monks. This getup looks great on over-40 guys.](https://cdn.lookastic.com/looks/raincoat-blazer-crew-neck-sweater-large-95463.jpg)
![Tan Raincoat](https://cdn.lookastic.com/tan-raincoat-original-11489490.jpg)
![Navy Plaid Wool Blazer](https://cdn.lookastic.com/navy-plaid-wool-blazer-original-437010.jpg)
![Grey Crew-neck Sweater](https://cdn.lookastic.com/grey-crew-neck-sweater-original-404838.jpg)
![White Dress Shirt](https://cdn.lookastic.com/white-dress-shirt-original-355266.jpg)
![Navy Dress Pants](https://cdn.lookastic.com/navy-dress-pants-original-478890.jpg)
![Dark Brown Leather Double Monks](https://cdn.lookastic.com/dark-brown-leather-double-monks-original-8630987.jpg)
Pair a tan raincoat with a wool hat, if you prefer to dress for comfort but also want to look stylish. Get a bit experimental in the shoe department and polish up your ensemble by finishing off with dark brown leather double monks. This getup looks great on over-40 guys.