Canvas Briefcase Smart Casual Fall Outfits: This combo of an olive military jacket and a canvas briefcase looks awesome and makes you look infinitely cooler. Complete your ensemble with a pair of dark brown leather casual boots for an extra dose of sophistication. This combination is a pretty nice choice, especially for fall, when the temperatures are dropping.

This combo of an olive military jacket and a canvas briefcase looks awesome and makes you look infinitely cooler. Complete your ensemble with a pair of dark brown leather casual boots for an extra dose of sophistication. This combination is a pretty nice choice, especially for fall, when the temperatures are dropping.

Canvas Briefcase Smart Casual Fall Outfits: Wear a black barn jacket with a canvas briefcase to be both city casual and dapper. To add elegance to your look, finish with a pair of black suede casual boots. This one is an appealing option if you're piecing together a neat summer-to-fall ensemble.

Wear a black barn jacket with a canvas briefcase to be both city casual and dapper. To add elegance to your look, finish with a pair of black suede casual boots. This one is an appealing option if you're piecing together a neat summer-to-fall ensemble.

Canvas Briefcase Smart Casual Fall Outfits: You'll be surprised at how super easy it is for any gent to get dressed this way. Just a navy puffer jacket and a canvas briefcase. For something more on the dressier side to finish off your look, complement this look with a pair of brown leather oxford shoes. Nothing like a killer outfit to brighten up a dull fall afternoon.

You'll be surprised at how super easy it is for any gent to get dressed this way. Just a navy puffer jacket and a canvas briefcase. For something more on the dressier side to finish off your look, complement this look with a pair of brown leather oxford shoes. Nothing like a killer outfit to brighten up a dull fall afternoon.

Canvas Briefcase Smart Casual Fall Outfits: For a look that provides functionality and dapperness, consider pairing an olive wool waistcoat with a canvas briefcase. This getup is a really smart pick, especially for fall, when the temperature is dropping.

For a look that provides functionality and dapperness, consider pairing an olive wool waistcoat with a canvas briefcase. This getup is a really smart pick, especially for fall, when the temperature is dropping.

Canvas Briefcase Smart Casual Fall Outfits: One of the best ways for a man to style out a charcoal suit is to team it with a canvas briefcase in a relaxed look. Not sure how to finish your outfit? Finish off with black leather derby shoes to spruce it up. This one is a viable option when it comes to a cool look that will take you from summer to fall.

One of the best ways for a man to style out a charcoal suit is to team it with a canvas briefcase in a relaxed look. Not sure how to finish your outfit? Finish off with black leather derby shoes to spruce it up. This one is a viable option when it comes to a cool look that will take you from summer to fall.