Black Shirtdress Smart Casual Fall Outfits: Look great without trying too hard in a black shirtdress and a black leather biker jacket. For something more on the cool and casual side to finish off your ensemble, add white and red low top sneakers to the mix. We're loving that this combination is great when colder weather arrives.

Look great without trying too hard in a black shirtdress and a black leather biker jacket. For something more on the cool and casual side to finish off your ensemble, add white and red low top sneakers to the mix. We're loving that this combination is great when colder weather arrives.

Black Shirtdress Smart Casual Fall Outfits: For a casually cool outfit, make a black shirtdress and an olive fishtail parka your outfit choice — these two items work nicely together. Switch up your ensemble with a smarter kind of shoes, like these black chunky leather ankle boots. So as you can see, it's super easy to look stylish and stay snug when cooler days are here, thanks to this outfit.

For a casually cool outfit, make a black shirtdress and an olive fishtail parka your outfit choice — these two items work nicely together. Switch up your ensemble with a smarter kind of shoes, like these black chunky leather ankle boots. So as you can see, it's super easy to look stylish and stay snug when cooler days are here, thanks to this outfit.

Black Shirtdress Smart Casual Fall Outfits: The best foundation for a knockout casual outfit? A black shirtdress. A cool pair of silver leather oxford shoes is an easy way to add a little kick to the outfit. Can you see how extremely easy it is to look chic and stay cozy when cooler weather hits, thanks to this ensemble?

The best foundation for a knockout casual outfit? A black shirtdress. A cool pair of silver leather oxford shoes is an easy way to add a little kick to the outfit. Can you see how extremely easy it is to look chic and stay cozy when cooler weather hits, thanks to this ensemble?

Black Shirtdress Smart Casual Fall Outfits: Teaming a black shirtdress with a red leather mini skirt is an awesome pick for a casual ensemble. These picks will keep you comfy and absolutely chic in awkward transition weather.

Teaming a black shirtdress with a red leather mini skirt is an awesome pick for a casual ensemble. These picks will keep you comfy and absolutely chic in awkward transition weather.

Black Shirtdress Smart Casual Fall Outfits: Want to infuse your wardrobe with some elegant chic? Dress in a black shirtdress. Finishing with black leather ankle boots is a guaranteed way to introduce a little depth to this look. When you're having one of those dreary autumn days, sometimes only a neat look like this one can get you out the door in the morning.

Want to infuse your wardrobe with some elegant chic? Dress in a black shirtdress. Finishing with black leather ankle boots is a guaranteed way to introduce a little depth to this look. When you're having one of those dreary autumn days, sometimes only a neat look like this one can get you out the door in the morning.