Denim Jacket with Work Boots Casual Fall Outfits For Men In Their 20s

Favorite

Unfavorite

Olive Beanie Charcoal Denim Jacket Black Leather Watch Black Bomber Jacket Charcoal Skinny Jeans Charcoal Canvas Work Boots

A denim jacket and charcoal skinny jeans are the perfect foundation for a cool and casual outfit. Let your styling credentials really shine by complementing this ensemble with a pair of work boots. We love that this ensemble is great when fall arrives. Ideal if you're on the lookout for some seriously inspiring style for 20-something guys.

Favorite

Unfavorite

Tan Wool Hat White Crew-neck Sweater Brown Leather Backpack White and Red and Navy Plaid Long Sleeve Shirt Navy Denim Jacket Dark Brown Leather Belt Tobacco Chinos Dark Brown Socks Brown Leather Work Boots

Want to inject your menswear arsenal with some effortless dapperness? Pair a denim jacket with tobacco chinos. A nice pair of work boots is an effortless way to infuse a dash of stylish effortlessness into this ensemble. This one is a good option if you're crafting a knockout ensemble that transitions easily into fall. Now that's how you dress casually in your 20s.

Favorite

Unfavorite

White Long Sleeve T-Shirt Navy Crew-neck Sweater Navy Denim Jacket Olive Chinos Brown Leather Work Boots

Go for a straightforward yet casual and cool choice by putting together a denim jacket and olive chinos. For times when this look looks all-too-fancy, play it down by wearing a pair of work boots. When temps are getting lower and autumn is settling in, you'll love this getup as your go-to for summer-to-fall weather. Perfect for a 20-year-old gent if you want to project an easy-going image.