Ankle Boots With Black Skinny Jeans Elongate your legs like Cindy Bruna with a pair of black skinny jeans and block-heel booties in the same dark hue, mixing in printed tops with ease.

3. Chelsea Boots Remember, if you’re wearing skinny jeans with flat boots, like this Chelsea style, you want the pants to end right where the boots begin, or even a few centimeters higher.

If you’ve been itching to give baggy pants a try, consider pairing them with ankle boots. To get this look, partially tuck your jeans in some Timberlands. Add a blazer, hoodie, a luxe bag, and ...

Embrace the Flat Ankle Bootie Most jeans-and-ankle-boots combos require some kind of higher heel. (Say, to elongate a flare or dress up a boyfriend style.) Skinny jeans?

If you've been itching to give baggy pants a try, consider pairing them with ankle boots. To get this look, partially tuck your jeans in some Timberlands. Add a blazer, hoodie, a luxe bag, and voilà.

1. Combat Boots There’s a reason why skinny jeans are an off-duty model favorite: They’re just so damn easy to throw on. They also pair well with flat boots, like the combat style pictured here.

With jeans from Abercrombie, Mother, Spanx and more, pair ankle booties, thigh-high boots and platforms for the perfect fall look. It's taken a few days to get used to it, but it's time to say ...

Pairing the formal footwear with some skinny jeans takes it from old-fashioned to a casual and refined style instead. Plus, the addition of the gold buckle detail injects some chicness.

Motorcycle boots belong with skinny jeans that hit above the ankle; what with the rounded sole and the bulky straps, these booties aren’t meant to be draped with excess denim.