High Top Shoes That Look Good With Skinny Leg Jeans

Annika Decker wears skinny jeans and high top sneakers at the "Django Unchained" Berlin Premiere in 2013.
Annika Decker wears skinny jeans and high top sneakers at the "Django Unchained" Berlin Premiere in 2013. (Image: Sean Gallup/Getty Images Entertainment/Getty Images)

Skinny jeans do something seemingly magical that most jeans cannot; they tuck into and stack easily on top of shoes. However, when it comes to creating an interesting aesthetic that includes your skinnies and a pair of high-top shoes, certain kicks will make your ensemble look more incredible than others. Take a variety of shoes for a whirl with your leg-hugging denim for an even broader approach to styling your skinny jeans than you may have thought possible.

High-Top Wedge Sneakers

High-top wedge sneakers offer an interesting mix of comfort and practicality while adding a touch of chic, leg-lengthening height. Wearing these athletic-inspired sneaks with skinny jeans is an ideal way to get the most out of both items. Stack your jeans atop those wedges, pushing the hem behind your shoes' tongues and any straps to showcase your footwear. An oversize, boyfriend-style sweater will offer the look a laid-back urban vibe without taking away from your comfort.

Converse-Style Sneakers

If you tend to shy away from the edgier side of fashion and gravitate instead toward classic pieces that are forever in style, step into a pair of high-top Converse-style sneakers with your skinny jeans. Keep the look cute and a bit rough-and-tumble by rolling the hem of your jeans up every so slightly. Lace your shoes all the way up or skip the top few holes for a more casual effect. A simple T-shirt on top finishes the look.

Above-the-Ankle Booties

The term "booties" can cause some serious confusion since sometimes it refers to boots that hit just under the ankle. In the case of "high-tops" worn with skinny jeans, try out a pair of ankle boots that hits an inch or two above your ankle bone. For a super sleek look, opt for slim booties with a high heel, allowing your jeans to stack gently above. Or, if you prefer more of an edgy take, slide your feet into a pair of chunky flat boots, like lace-up combat boots or zip-up, buckle-embellished boots. A T-shirt or sweater and moto-style jacket create a solid finish.

Gladiator Sandals

When you include skinny jeans in your warm weather wardrobe and you have a particular penchant for high-tops, skip the too-warm sneakers and go super chic with gladiator sandals. A bit higher on the leg than most sandals, these sexy shoes work well with skinnies whether you go for stilettos or flats. Stack your jeans or cuff them up about an inch so your gladiators take center stage. Anything flowy, like a racerback tank or peasant top, balances the rest of your streamlined look.

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