![Black Chelsea Boots with Sweater Vest Smart Casual Fall Outfits For Men In Their 20s: The pairing of a sweater vest and navy chinos makes for a really well-executed look. Complement your ensemble with black chelsea boots to immediately up the classy factor of your outfit. On not-so-bone-chilling afternoons, you can wear this easy-to-transition outfit and look absolutely amazing. Those wondering how to wear classic and casual outfits as you make your way through your 20s, you have your answer.](https://cdn.lookastic.com/looks/biker-jacket-sweater-vest-long-sleeve-shirt-large-58931.jpg)
![Navy Suede Biker Jacket](https://cdn.lookastic.com/navy-suede-biker-jacket-original-11346611.jpg)
![Grey Sweater Vest](https://cdn.lookastic.com/grey-sweater-vest-original-11417382.jpg)
![White Long Sleeve Shirt](https://cdn.lookastic.com/white-long-sleeve-shirt-original-360468.jpg)
![Navy Chinos](https://cdn.lookastic.com/navy-chinos-original-463284.jpg)
![Black Leather Chelsea Boots](https://cdn.lookastic.com/black-leather-chelsea-boots-original-1950549.jpg)
![Black Leather Messenger Bag](https://cdn.lookastic.com/black-leather-messenger-bag-original-2388147.jpg)
The pairing of a sweater vest and navy chinos makes for a really well-executed look. Complement your ensemble with black chelsea boots to immediately up the classy factor of your outfit. On not-so-bone-chilling afternoons, you can wear this easy-to-transition outfit and look absolutely amazing. Those wondering how to wear classic and casual outfits as you make your way through your 20s, you have your answer.