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what shoes to wear with wide leg jeans 2023: Best Comfortable Picks Now!

what shoes to wear with wide leg jeans 2023: Best Comfortable Picks Now!

My Whole Struggle with This Mess

Okay, so I got these wide leg jeans last month, right? Figured they’d be comfy and kinda stylish. Loved how they looked in the store mirror. Got home, felt awesome… until I tried putting shoes on.

what shoes to wear with wide leg jeans 2023: Best Comfortable Picks Now!

Total nightmare started. My usual sneakers? Made me look like I was dragging clown feet around. My ankle boots? Weird, stubby vibes. Dressy flats? Just got swallowed whole by the jeans. Looked ridiculous. Felt worse. Was NOT having a good time.

Okay, Time to Actually Figure This Out

Couldn’t handle looking bad every time I went out. Decided to crack this code myself. Dumped every shoe I own onto the bedroom floor – total chaos zone.

  • Tried my chunky dad sneakers: Better. Felt comfy, sure, but still kinda bulky under the wide leg. Like, too much shoe sometimes.
  • Pulled out pointy-toe flats: Weird gap happening between my ankle and the jean hem? Looked messy. Pass.
  • Attempted heeled booties: Nope. Felt wobbly, looked disconnected. My balance is bad enough without that.
  • Even tried slides?! Pure laziness move. Looked sloppy. Didn’t cut it.

Felt totally stuck. Was wasting hours staring at my feet.

The Research Phase (Basically Lots of Online Stalking)

Hit the internet hard. Scrolled through endless pics – influencers, regular people, store models. Watched too many styling videos where people made it look effortless. What was the trick?

Finally saw the pattern: It wasn’t just about the type of shoe, but the shape and proportion. Needed something that balanced out the wide leg without getting lost OR overwhelming it. And comfort was non-negotiable for real life. No way was I limping around for fashion.

what shoes to wear with wide leg jeans 2023: Best Comfortable Picks Now!

My Experiment Results: What ACTUALLY Works (For Me)

Armed with online “research,” I actually went out and tested stuff on my feet. Trial and error, folks. Real life testing.

  • Platform Sneakers (Not SUPER chunky): Game changer! Seriously. Lifted me up just enough, balanced the wide leg perfectly. Felt like walking on clouds (well, comfy clouds). Easy to walk miles in. This is my #1 go-to now.
  • Simple Loafers (Slightly Pointy or Square Toe): Found a flat pair with a slight point – sleek! Slid my foot in, super easy. The point peeked out nicely under the hem without any weird gaps. Comfy for errands, looked put-together without trying hard.
  • Chunky Sandals (Think Lug Sole Type): Surprise win! A sturdy strap over the foot and a thick sole. Gave height and stability, didn’t vanish under the denim. Perfect for warmer days, felt secure walking.
  • Classic Chelsea Boots (Chunky Sole Version): Dug out an older pair I forgot about. That chunky sole made all the difference. Slipped on easy, ankle height worked great with the jeans resting on top, comfy sole. Great for days needing a bit more.

Biggest losers: Anything dainty (bye bye thin flats). Anything super high & skinny heel (wobbly disaster). Anything that cut off the ankle weirdly with a wide leg opening (just looked awkward).

The Final Takeaway After All That Hassle

Listen, it wasn’t rocket science, but it took messing up a bunch to get it right. Comfort came first, always. Then finding shoes that either added a bit of height (platforms/chunky soles) or had a cleaner shape (slightly pointed/loafers) that worked with the wide leg, not against it. My closet floor is finally recovering. Feeling much better about these jeans now!

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