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Trust Me, These 17 Try-Hard Shoes Will Instantly Make You Look Less Put-Together

Trust Me, These 17 Try-Hard Shoes Will Instantly Make You Look Less Put-Together

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We all want to look our best, but sometimes our footwear choices can sabotage our style efforts. Certain shoes scream ‘trying too hard’ and end up making an otherwise nice outfit look messy or awkward. Before you step out the door, check if you’re wearing any of these fashion faux pas on your feet that might be ruining your polished look.

1. Overly Chunky Platform Sneakers

© Political Fashion

Remember those gigantic platform sneakers from the 90s? They’re back, but not in a good way.

The excessive height makes walking look unnatural and throws off your proportions. Most wearers appear to be struggling with basic movement rather than strutting confidently.

2. Rhinestone-Covered Anything

© eBay

Sparkle can be elegant in small doses, but shoes completely covered in rhinestones scream desperation.

They catch light from every angle, drawing attention away from your face and outfit. Even expensive versions look like something a child would design if given unlimited access to a bedazzler.

3. Square-Toe Dress Shoes With Suits

© Amazon.com

Square-toe formal shoes instantly date your look to the early 2000s corporate world.

The harsh geometric shape clashes with the natural lines of tailored clothing. No matter how expensive your suit is, these shoes make it look like you bought everything at a discount chain store.

4. Logo-Plastered Designer Sneakers

© The Paris Review

Brand logos plastered all over sneakers scream insecurity rather than status.

When every inch displays designer insignia, it suggests you’re buying solely for the label. Truly stylish people opt for subtle design details instead of walking billboards that practically announce the price tag.

5. Ultra-Pointy Witch Toe Boots

© DHgate

Boots with excessively long, pointy toes give off serious witch vibes.

The extended toe box creates an optical illusion that makes your feet appear comically large. Walking becomes an awkward endeavor as you navigate doorways and stairs with those unnecessary extra inches protruding forward.

6. Clear Plastic Heels

© Vogue

Transparent plastic heels might seem futuristic, but they’re incredibly impractical.

They fog up with body heat, creating an unappealing condensation effect. Plus, they showcase every blister, toe crease, and sweat mark while simultaneously giving everyone a greenhouse effect for your feet.

7. Shoes With Unnecessary Buckles

© Hector Maden

Some designers add dozens of non-functional buckles, straps, and hardware to basic shoe styles.

All those metal pieces create visual chaos and add unnecessary weight. Your ankles shouldn’t sound like wind chimes with every step, and getting these monstrosities on and off becomes a time-consuming ordeal.

8. Mismatched Heel Heights

© The CEO Magazine

Asymmetrical shoes with different heel heights were briefly trendy but remain fundamentally flawed.

They force an unnatural gait that looks like you’re recovering from an injury. The resulting limping walk draws attention for all the wrong reasons, making people wonder if you need medical assistance rather than fashion advice.

9. Extreme Gladiator Sandals

© fsjshoes

Gladiator sandals that extend above the knee are a styling nightmare.

The excessive straps create unflattering lines that segment the leg like a roast tied for the oven. Plus, the tan lines from these elaborate cages require months to fade, leaving bizarre geometric patterns long after summer ends.

10. Shoes With Built-In Toes

© Retro 102.5

Barefoot-style shoes with individual toe compartments are functional but visually disturbing.

They highlight each toe like a glove for feet, drawing unwanted attention downward. While they might offer biomechanical benefits, the social cost is too high—nobody wants to see the outline of each toe during meetings.

11. Stilettos With Platform Fronts

© DHgate

Ultra-high stilettos with chunky platform fronts create an unnatural foot angle.

The extreme pitch forces an awkward posture that resembles a newborn deer learning to walk. Despite their popularity among certain celebrities, these shoes make even graceful people look wobbly and uncomfortable.

12. Sneakers With Hidden Wedges

© Marie Claire

Sneakers concealing internal wedge heels try to serve two contradictory purposes simultaneously.

They’re neither comfortable like real sneakers nor stylish like proper heels. The unnatural elevation makes your feet look disproportionately large while creating a bizarre silhouette that fools absolutely no one.

13. Boots With Unnecessary Fur Trim

© Good Housekeeping

Excessive fur trim on boots (especially fake fur) often looks matted and cheap after minimal wear.

The fluff collects dirt, debris, and moisture from sidewalks. What starts as a luxurious statement quickly devolves into bedraggled mops dragging around your ankles, collecting leaves and small twigs along the way.

14. Cowboy Boots In Non-Western Settings

© Overlook Boots

Authentic cowboy boots worn without context create a costume-like effect.

The pointed toes and distinctive stitching look out of place in urban professional environments. Unless you’re actually working with livestock or attending a country music concert, these boots suggest you’re playing cowboy rather than dressing thoughtfully.

15. Shoes With Attached Ankle Socks

© Yahoo

Hybrid designs featuring permanent sock attachments solve a non-existent problem.

The sock portion quickly stretches out of shape and can’t be washed separately. This engineering failure creates an awkward ankle transition that bunches and sags, looking perpetually disheveled regardless of how the rest of your outfit comes together.

16. Shoes With Toe Cleavage

© Unwrapped Fashion

Pumps cut so low they reveal ‘toe cleavage’ create an oddly revealing effect.

The visible toe cracks peek out like unwanted guests at a formal event. This design flaw makes expensive shoes look ill-fitting, as though you borrowed them from someone with differently shaped feet.

17. Shoes With Attached Leg Warmers

© eBay

The unholy union of footwear and leg warmers creates a confusing hybrid.

The scrunched fabric lacks structure and quickly loses its shape after wearing. This dated 80s-inspired look creates unnecessary bulk around the ankles, making your legs appear shorter while collecting dirt from floors and sidewalks.