Long Sleeve Shirt with Denim Jacket Smart Casual Fall Outfits For Men In Their 20s

Favorite

Unfavorite

Navy and White Plaid Flannel Long Sleeve Shirt Blue Denim Jacket Navy Leather Watch Black Jeans Tan Suede Casual Boots

Consider teaming a denim jacket with a long sleeve shirt to achieve an interesting and modern-looking casual ensemble. Introduce a pair of tan suede casual boots to the mix and ta-da: the look is complete. When temps are starting to drop and fall is settling in, you'll love this look as your favorite for summer-to-fall weather. Rock this pairing to create a more conservative look as a man in his twenties.

Favorite

Unfavorite

Dark Brown Sunglasses Grey Wool Long Sleeve Shirt Navy Denim Jacket Dark Brown Leather Watch Navy Jeans Multi colored Print Socks Dark Brown Suede Chelsea Boots

This pairing of a denim jacket and a long sleeve shirt is on the off-duty side yet it's also on-trend and extra sharp. On the fence about how to round off your look? Wear dark brown suede chelsea boots to smarten it up. It's a viable option when it comes to picking out a well-coordinated look for in-between weather. As you're approaching your 30s, you want to start dressing more professionally. If that's the case, looks like this are a safe option.

Favorite

Unfavorite

Multi colored Plaid Flannel Long Sleeve Shirt Brown Leather Watch Navy Denim Jacket Khaki Chinos Dark Brown Leather Casual Boots

This combo of a denim jacket and a long sleeve shirt is extremely versatile and really up for whatever's on your to-do list today. Our favorite of an infinite number of ways to complete this look is with a pair of dark brown leather casual boots. This one is a good choice if you're on a mission for a kick-ass ensemble that transitions easily into fall. A great example for any guy who wonders how to dress as a younger gent.

Favorite

Unfavorite

Orange Long Sleeve Shirt Navy Denim Jacket Dark Brown Leather Watch Tan Leather Belt Beige Chinos Dark Brown Suede Casual Boots

For an off-duty ensemble, make a denim jacket and a long sleeve shirt your outfit choice — these two items work nicely together. Dark brown suede casual boots integrate seamlessly within a ton of outfits. So as you can see, it's extremely easy to look amazing and stay comfy when chillier weather comes, all thanks to ensembles like this one. A no-brainer combo proper for 20-year-old guys.

Favorite

Unfavorite

Black and White Print Baseball Cap Charcoal Plaid Long Sleeve Shirt Grey Sweatshirt Navy Denim Jacket Dark Brown Leather Watch Olive Chinos Black Socks Tan Suede Derby Shoes

You'll be surprised at how very easy it is for any gent to pull together this casual getup. Just a denim jacket and a long sleeve shirt. Finishing off with tan suede derby shoes is a simple way to bring an extra touch of polish to your outfit. This ensemble is a wonderful idea when it comes to piecing together a well-coordinated look for in-between weather. Just because you're 20, doesn't mean you can't dress up like a gentleman, and this combo demonstrates exactly that.