We all have seen the high-heeled “cowboy” boots and laughed, they’re just not practical! But sometimes it’s nice to kick off the work boots and throw on some sexy heels. Heels have a reputation for being wildly uncomfortable, however, so we’ve rounded up a few more comfortable options so your look can last all night. If you haven’t invested in a go-to pair of heels, you’ll be sure to find a pair for all your date nights and parties to help you to look stylish and feel sexy without killing your ankles.  Vanessa Mooney by Dolce Vita Montey Concho Heel (Above)

Steve Madden Neliee

A wedge heel is always a good choice if you’re looking for comfort and style. These small wedges are low enough to keep your feet comfy and hot enough to create a wow factor with the right little black dress. Available at Steve Madden, $80.


Marlie Calf Hair Pointy Toe Pump 

There’s a difference between a leopard pump and a calf hair leopard pump. Always go with the calf hair leopard pump—unless you’re vegan—it’s chic, classy without being too crazy, and feminine. The heel is only three and a half inches so you can walk and dance in comfort. Available at Nordstrom, $60.


Lilit Scalloped Ankle Strap Sandals

These delicate heels only have a 2.75 heel height, yet pack so much class and sophistication. They are for the cowgirl who isn’t afraid to show off her girly side while keeping it sexy. Available at Barneys, $295.


Heart Soul Marilla Natural Wedge

Don’t falter or fall in these wedges—just look hot. They can be dressed down with skinny jeans or dressed up with a flowy sundress. We have a feeling these will be some of your favorite date night wedges. Available on Lulus, $74. 


Dolce & Gabbana Printed Patent Leather Sandals

Add some color and pattern to your date night heels with these platforms fit for a fun cowgirl. Platforms are the sneaky way of adding infinite height while keeping your feet comfortable. Pair these show stoppers with a mid-length skirt or high-waisted shorts. Available at Net-A-Porter, $995. 


Saliem Heel by Steven for Steve Madden

Chunky heels make it easier to stand and dance the night away, and are currently very on-trend. These will take you from summer right into fall without looking out of season. Available online at Revolve Clothing, $129.