These 38 Shoes Are So Ugly, They're Actually Kind of Awesome
Do you remember ? For a while, we were convinced they are the ugliest shoes in the world. However, new ugly heels and old lady shoes are designed every day by footwear designers all over the globe.
Check out these shoes from , , and , then let us know which pair you think is the worst. They are so horrific that Kim Kardashian would love to wear them. We hope you won’t.
38. Asymmetrical Open Toe Geraldine Sandals, $695
Beige and black asymmetrical open-toe A.W.A.K.E MODE Geraldine wood heel sandals with wraparound ankle tie closure
You can also buy them in pink. Which color version do you prefer?
Pink cylindrical wooden heel A.W.A.K.E MODE Geraldine sandals
37. Rounded-Heel Knee-High Leather Platform Boots, $1,682
Jil Sander’s black boots are Italian crafted with a distinctive cylindrical-shaped heel and platform sole, then finished with a slender elasticated shin panel
36. Black Slingback Flat Sandals, $825
These flat slingbacks from Moschino in soft nappa leather are inspired by the iconic biker jacket.
Flat slingback sandals with gold-tone hardware inspired by biker jackets
35. Balenciaga x Crocs Madame 80mm Mules, $625
Do you remember the that had everyone talking a few years ago? The and the have decided to collaborate once again.
The Crocs Madame 80mm mules were first revealed on Balenciaga’s Spring 2026 “Clones” runway
34. Indigo Mid Cowboy Boots With Sleeves, $1,395
Slouchy denim overlay boots from R13 with pull tabs at the sides
33. Black Kitten Heel Pumps With Studded Rings, $1,595
Black kitten heel pumps from Givenchy’s Matthew M. Williams embellished with studded rings across the upper
32. Japanese Slides Inspired by Camping Shoes, $199
Yume Yume’s Nawa Camp vegan leather slides are inspired by camping shoes
31. Bathroom Mop Stiletto Heel Sandals, $800
According to one of our readers, these Acne Studios sandals look “made from the ripped-off edge of that towel that got washed too many times.”
These Acne Studios ecru beige sandals are made of fringed linen fabric and feature a metal stiletto heel
30. Creepy Tie-Fastening 45mm Wizard Ankle Boots, $1,190
These tie-fastening 45mm ankle boots from Jil Sander look like they were made for witches
29. Transparent PVC Tabi Lace Up Shoes, $980
Maison Margiela’s Tabi shoe takes inspiration from the traditional Japanese split-toe sock bearing the same name
28. Red Lambskin Asymmetric Mary Mules, $595
Square-toe red Mary mules with asymmetrical cutout
A.W.A.K.E. MODE, which stands for All Wonderful Adventures Kindle Enthusiasm, is a fashion label founded in London in 2012 by the fashion director for Harper’s Bazaar Russia, Natalia Alaverdian.
Her designs are inspired by Japanese art and the animal kingdom. The red leather Mary mules are crafted in Italy from red lambskin, set on 80mm heels, and feature artful cutouts at the squared toes.
A.W.A.K.E. MODE Mary cutout leather mules worn with slightly wide-leg Khaite jeans
27. Blue Garbage Boots by Unravel Project, $773

26. Granny Stockings With Broken Heels by Unravel Project, $1,562

25. Clear Ugly Ass Sweat Boots by MSGM, $584
We hope Kim Kardashian learns before wearing these clear plastic boots!

24. Orange Laundry Bag Shoes by Unravel Project, $772

23. Diaper Ornamented White Boots by MSGM, $614

22. Hideous Blue Plastic Pointy Ankle Booties by MSGM, $563

21. Hawaiian Printed Ankle Half Cowboy Boots, $1,895

20. Red “Waste of Snakes” Jester Boots With Useless Heel, $638

19. High Heeled Catfish Boots With Chains, $1,650

18. Black Plastic Trash Bag Pumps, $145
These vacuum-sealed are perfect for a date with Dexter Morgan.

17. Modern Platform Clown Shoes, $420

16. The Witches Of Bushwhacked Boots, $590

15. Throwback Old School Thrift Store Boots, $1,050

14. Grandma’s Plastic Covered Couch Pumps, $135

13. Garbage Bags Rolled Over High Heels, $155

12. Frodo Baggins Double-Band Sandals, $395


11. Eccentric Old Lady Shoes, $1,250
Perfect for old ladies, these black pumps are crafted with gold-tone metal heels set with green crystals that display Loewe’s penchant for artistic features.
They’re made in Italy with crocodile-effect leather panels at the rounded toe that are shaped to reflect loafers, then finished with suede heel tabs and beige lining.

10. Toddler Shoes for Adults, $695
The are evident through the lizard-effect leathers and rich brown and orange color palette of these ugly multi-strap sandals.
Raised onto a light, durable, and flexible XL Extralight sole, they’re made in Italy from calfskin and mesh with comfortable padding and clip fastenings ensuring a secure fit.

9. Homemade Banana Boat Shoes, $388

8. Retired Exotic Dancer Heels, $1,095
Crafted in Italy, these pink mules from are comprised of exaggerated green ankle straps that are set with engraved silver-tone metal buttons, then set on a high stiletto heel.

7. White Grandma Witch Shoes, $1,195
These white leather slingback are shaped with a sharp point toe and have a Victorian-inflected lace-up front and an unexpected red flower-shaped perspex heel.

6. Camel Toe Sneakers, $690
If you’d like to have animal feet, should be right up your alley!

5. Green Heels With Floating Heart Beads and Glitter, $155

4. Champagne Beige and Black Camel Toe Flats, $685


3. Minnie Mouse House Shoes, $970
These light blue rendered in quilted leather are also .

2. Mary Poppins Grandma Shoes, $472 – $590
Fashion consultant and street-style star Ada Kokosar, who created these shell polka-dot tulle & PVC pumps, took home the !


1. Feather-Trimmed Geometric Canvas Clogs, $485
La DoubleJ evokes a flamboyant mood with the whisper-weight yellow feathers adorning these black Jean clogs, created in collaboration with Italian footwear designer Fabrizio Viti.
They’re crafted in Italy from geometric Lucky Charm-print canvas – a pattern designed for the label in 2019 – and set on a chunky black wooden sole for a 1970s vibe.
