Toward the end of Summer, we're stuck facing some major shoe dilemmas [1]. Do we continue to wear sandals or take a spin in a cool new pair of booties? On one hand, we cover up our feet for the majority of the year; we'd like to let them breathe for a little while longer. On the other, so many outfits pair well with ankle boots — jeans, skirts, '70s-inspired dresses [2]. They're just so versatile, and they work for nearly every occasion.
Rather than choose, we invite you to slip into the peep-toe bootie, otherwise known as the perfect in-between shoe. Whether you go casual with a chunky heel or rock a sky-high cutout option at a formal event, there's a little something for everyone. Keep scrolling to find a pair that suits your style, as illustrated by our favorite celebs, then continue to wear them throughout the Fall [3]. Shoe dilemma, solved.
Formal
Look for a bootie that's sleek and sophisticated and will pair well with a fancy dress or gown. Something with lace detail is always a great option, but steer clear of anything that has too many ties — you definitely don't want to be doing that in the middle of the dance floor.
Sergio Rossi Open Toe Caged Evening Sandal Booties Mermaid Crystal High Heel [4] ($1,895)
Dolce & Gabbana Lace & Suede Open-Toe Booties [5] ($1,295)
Gianvito Rossi Chantilly Lace Open-Toe Bootie, Black/Nude [6] ($1,150)
BHLDN Perpetua Booties [7] ($215)
Jimmy Choo Tamali Leather & Mesh Open-Toe Booties [8] ($950)
Everyday Casual
Chunkier heels will offer more support and won't leave you in pain halfway through the day. Plus, they pair just as well with jeans as they do with a floral skirt.
Loeffler Randall Gigi Open Bootie [9] ($395)
Cynthia Vincent Nailed Fringe Open Toe Booties [10] ($265)
Steven by Steve Madden "Foxxi" Peep Toe Bootie [11] ($139)
Topshop Buster Ghillie Lace-Up Boots [12] ($65)
Frye Sofia Braided Booties [13] ($358)
Laurence Dacade Hope Open-Toe Cutout Bootie, Black [14] ($969)
Jeffrey Campbell Open-Toe Suede Bootie [15] ($168)
Date Night
Keep it romantic with a sweet lace-up option, or channel your sexy side with a sky-high stiletto. Either way, your SO's bound to notice you switched it up from those classic pumps.
Kate Spade New York Inella Lace Up Booties [16] ($375)
Dolce Vita Hadlie Suede Laced-Back Bootie [17] ($99)
Michael Kors Cece Open-Toe Ankle-Strap Bootie [18] ($450)
Givenchy Screw-Heel Booties [19] ($1,695)
Aquazzura Oui Baby Ankle Booties [20] ($795)
At the Office
Even in a professional environment, you can still have fun with your shoes. Stick to a neutral color or a more common print like snakeskin, and add a bit of oomph to your buttoned-up look.
Vince Fionn Open-Toe Leather Bootie [21] ($425)
Guess Anale Open Back Booties [22] ($129)
Sigerson Morrison Open Toe Booties — Mance Python-Embossed High Heel [23] ($495)
Schutz Kafalin Open Toe Booties [24] ($240)
Kenneth Cole New York Shay Open-Toe Booties [25] ($170)
Girls' Night Out
It's time to pull out all the stops and be the fiercest version of yourself. Have some fun with tons of straps or cutouts, and make a statement as soon as you step out of the house.
Charles by Charles David Infusion Caged Leather Bootie [26] ($129)
Francesco Russo Leopard Print Open Toe Booties [27] ($2,735)
Alexandre Birman Loretta Wave-Caged Laced-Ankle Bootie [28] ($750)
Joie Anja Lace-Up Cage Bootie [29] ($375)
Zara Multi Strap High Heel Sandal [30] ($30)