Red Dress Shirt with Ankle Boots Fall Outfits In Their 30s: For a laid-back and cool look, dress in a red dress shirt and navy skinny jeans — these pieces work really well together. If you're wondering how to finish, add ankle boots. When temps are dropping and fall is in full swing, you'll appreciate how perfect this getup is for awkward fall weather.

For a laid-back and cool look, dress in a red dress shirt and navy skinny jeans — these pieces work really well together. If you're wondering how to finish, add ankle boots. When temps are dropping and fall is in full swing, you'll appreciate how perfect this getup is for awkward fall weather.

Red Dress Shirt with Ankle Boots Fall Outfits In Their 30s: This laid-back combo of a red dress shirt and blue ripped skinny jeans is very easy to pull together without a second thought, helping you look beyond chic and prepared for anything without spending a ton of time rummaging through your closet. Take a more elegant route on the shoe front by wearing ankle boots. This one is a viable choice if you're looking for a knockout ensemble that will take you from summer to fall.

This laid-back combo of a red dress shirt and blue ripped skinny jeans is very easy to pull together without a second thought, helping you look beyond chic and prepared for anything without spending a ton of time rummaging through your closet. Take a more elegant route on the shoe front by wearing ankle boots. This one is a viable choice if you're looking for a knockout ensemble that will take you from summer to fall.

Red Dress Shirt with Ankle Boots Fall Outfits In Their 30s: A red dress shirt and a navy cami dress make for the ultimate smart casual style. If in doubt as to what to wear in the footwear department, complement your look with a pair of ankle boots. This one is a great option if you're picking out a kick-ass summer-to-fall ensemble.

A red dress shirt and a navy cami dress make for the ultimate smart casual style. If in doubt as to what to wear in the footwear department, complement your look with a pair of ankle boots. This one is a great option if you're picking out a kick-ass summer-to-fall ensemble.

Red Dress Shirt with Ankle Boots Fall Outfits In Their 30s: If you're looking for an off-duty but also incredibly chic ensemble, make a red dress shirt and black skinny jeans your outfit choice. When not sure about what to wear on the shoe front, complement your outfit with a pair of ankle boots. There's no nicer way to brighten up a bleak fall afternoon than a an absolutely stylish look like this one.

If you're looking for an off-duty but also incredibly chic ensemble, make a red dress shirt and black skinny jeans your outfit choice. When not sure about what to wear on the shoe front, complement your outfit with a pair of ankle boots. There's no nicer way to brighten up a bleak fall afternoon than a an absolutely stylish look like this one.

Red Dress Shirt with Ankle Boots Fall Outfits In Their 30s: For a cool and casual ensemble, wear a red dress shirt with navy skinny jeans — these pieces play pretty good together. Ankle boots look fabulous rounding off this ensemble. There's no nicer way to cheer up a dreary fall day than a a seriously chic getup like this one.

For a cool and casual ensemble, wear a red dress shirt with navy skinny jeans — these pieces play pretty good together. Ankle boots look fabulous rounding off this ensemble. There's no nicer way to cheer up a dreary fall day than a a seriously chic getup like this one.