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No longer relegated to job interviews, this ‘sensible’ shoe is showing up, peeking out under jeans, combo’ed with cute socks under skirts, and even shorts. We’ve got 16 of our sweetest favorites from flats to heels, sandals to booties.
Between this season’s obsession with Discreet Chic and Office Siren looks (plus a little Mob Wives thrown in for good measure), it’s no surprise that the icon of the ladylike look – the pointed toe shoe – would find itself front and center of attention. From the classic pump to coquettish kitten heels, casual flats, and even off duty sandals, we’re styling our toe caps into a crisp, sharp point.
Looking to take a stab (pun intended) at this major trend? Our editors have been on the hunt through a variety of shoe types, to bring you sixteen of their favorites. Let’s get to shopping!
PUMP YOU UP
We start with the mother-of-all pointed toes, the business pump. This silhouette reads unapologetically strong and confident. So why limit it to just the board room?
This stretch crepe, black beauty by Donald Pliner takes the classic business pump and injects big boss girl energy with bold elements like a patent block heel, featuring electroplated detail, and trending texture. Mixing classic and contemporary, it’s a versatile statement piece.
Donald Pliner, Suzette Pointed Toe Pump $198
Another classic, this nicely neutral, warm-toned pump features another big hit of the season – bow elements. And as you expect from a Clark’s shoe, this one features 5mm of cushy foam so you can stand tall all day long.
Clarks, Kepley Holly Warm Beige Pump $95
Prefer a touch more avant garde? Totême’s creamy, pointed toe pumps feature a modern, v-cut vamp and a centered, half-wedge heel made to draw the eye in the very best way no matter what you pair it with.
Totême, The Wedge-Heel Pump in Cream $780
SLEEK SEXY SANDALS
What happens when you take the elongation of a pointed toe and add it to this season’s stiletto heeled sandals? In a word…sexy.
These sleek, celery-green sandals from Windsor are the perfect pairing to all your posh summer events.
Windsor, Chic Icons Pointed Toe Patent Leather Stiletto Heels $28.90
Sporty denim meets retro cool with these limited edition, wood heel sandals from Nina. How fun would these look with a flirty maxi, or a pair of crisp white shorts? Buy them now while they’re on sale and find out!
Nina, Rock Dark Denim Instep Strap Wooden Heel Sandals $72.50
These rhinestone heart embellished slide stilettos are absolutely charming. At 3.5″ they’re just the right height to wear with anything from wide legged jeans to your cutest summer skort. What could be nicer? How about that price?
Windsor, Heart Stopper Rhinestone Faux Leather Stiletto Heels $28.90
YOU GOTTA BE KITTEN
Just a small step up from flats, but oh-so-adorable. The pointed toe kitten heel’s popularity goes all the way to the 60s, with Audrey Hepburn and the forever classic, Breakfast at Tiffany’s.
Level up your chic ‘paws’ in style with these glorious goldies from Marc Jacobs. The soft metallic leather is sure to give your fits a true Midas touch.
Marc Jacobs, The Emma Kitten Heel $350
Looking for something instead that goes with, well, just about everything? This sleek black slingback by Guess understood the assignment completely.
Guess, Jesson Triangle Kitten Heels $89
Get a jump on constructing your fabulous fall office wardrobe with these herringbone patterned kitten heels by Sam Edelman.
Circus NY, Freya Slingback Kitten Heel $110
FLATTERING FLATS
Speaking of flats, what better way to elevate your lowkey summer favorites than swapping out the expected sneak or flip-flop with a pair of cute, pointed toe flats? You keep all the comfort with just a touch of upstyle.
Like these soft, vegetable-tanned leather ballet flats by beek. With memory foam cushioning and a slightly more gentle point to the toe, they’re as comfy as your favorite slipper.
beek, Swiftlet Silver Leather Ballet Flat $260
Our denim obsession comes through again, this time in these sweet, sexy slingbacks from M. Gemi. Pair them with your favorite white eyelet summer dress or your cute cargo capris. There really are no wrong answers here.
Gemi, The Camelia Denim and Black Flats $298
Finally, for something truly special, Malone Souliers’ pointed toe flat mules from their new collection are anything but basic.
Malone Souliers, Maureen Flat Mules $554
BOUGHIE BOOTIES
Last but not least on our list – especially when you consider September is just around the corner – are the booties. Perfect for peeking out from your boot cut jeans, wide leg pants, and of course, anything coastal boho.
Starting with these lovely latte-toned ankle boots by Matisse.
Matisse, Gabbie Ankle Boots $215
Followed by these creamy cognac booties by Boston Proper, with a cool racer-stripe detail on the inner heel.
Boston Proper, Pointed Toe Bootie $160
And finishing with the most popular pointed toe bootie, the western boot. Yes, these boots have been booming since spring, and are showing no signs of slowing down. Opt out of the glammy, music fest versions and embrace the fall with a more minimal, but still playful, tone.
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