Ankle Boots Smart Casual Fall Outfits After 50: This combination of a grey wool bomber jacket and black leather skinny pants will prove your sartorial prowess even on off-duty days. Ankle boots will breathe an extra touch of refinement into an otherwise straightforward look. There's no nicer way to brighten up a gloomy fall afternoon than a a ridiculously stylish outfit like this one.

This combination of a grey wool bomber jacket and black leather skinny pants will prove your sartorial prowess even on off-duty days. Ankle boots will breathe an extra touch of refinement into an otherwise straightforward look. There's no nicer way to brighten up a gloomy fall afternoon than a a ridiculously stylish outfit like this one.

Ankle Boots Smart Casual Fall Outfits After 50: This pairing of a black leather biker jacket and black jeans is ideal when you want to go about your day with confidence in your outfit. Power up this ensemble with a pair of ankle boots. So as you can see, it's extremely easy to look amazing and stay snug when colder weather hits, thanks to this look.

This pairing of a black leather biker jacket and black jeans is ideal when you want to go about your day with confidence in your outfit. Power up this ensemble with a pair of ankle boots. So as you can see, it's extremely easy to look amazing and stay snug when colder weather hits, thanks to this look.

Ankle Boots Smart Casual Fall Outfits After 50: The combination of a black leather biker jacket and grey jeans makes this a kick-ass laid-back getup. For maximum style, round off with ankle boots. There's nothing like a neat getup to brighten up a bleak autumn day.

The combination of a black leather biker jacket and grey jeans makes this a kick-ass laid-back getup. For maximum style, round off with ankle boots. There's nothing like a neat getup to brighten up a bleak autumn day.

Ankle Boots Smart Casual Fall Outfits After 50: Solid proof that a black shearling jacket and black tapered pants are awesome when worn together in a relaxed casual getup. Let your outfit coordination credentials really shine by completing your outfit with a pair of ankle boots. So as you can see, it's extremely easy to look awesome and stay toasty when cooler weather arrives, all thanks to ensembles like this.

Solid proof that a black shearling jacket and black tapered pants are awesome when worn together in a relaxed casual getup. Let your outfit coordination credentials really shine by completing your outfit with a pair of ankle boots. So as you can see, it's extremely easy to look awesome and stay toasty when cooler weather arrives, all thanks to ensembles like this.

Ankle Boots Smart Casual Fall Outfits After 50: A brown leather biker jacket and grey wool skinny pants are an easy way to introduce effortless cool into your casual lineup. Complete this outfit with ankle boots to easily ramp up the glamour factor of any look. This one is an appealing option if you're figuring out a cool summer-to-fall ensemble.

A brown leather biker jacket and grey wool skinny pants are an easy way to introduce effortless cool into your casual lineup. Complete this outfit with ankle boots to easily ramp up the glamour factor of any look. This one is an appealing option if you're figuring out a cool summer-to-fall ensemble.