As we move into the cooler months, denim is reclaiming its natural place as the pillar of our wardrobes. With a nod to the trends that preceded during the summer, including voluminous A-line skirts and flowy wide-leg trousers, this autumn our jeans are getting looser, lower and louder, carrying our outfits with a cool, undone edge. Picking up on the ‘00s trend that has been building for some time now, 2023’s baggy jeans look best styled with certain tried-and-true retro shoes, as well as some fresher takes.
From neat ballet flats to black boots you can stomp around in, read on to discover which shoes look best with baggy jeans this autumn and beyond.
1. BALLET FLATS
Style Notes: 2023's biggest trends collide with the styling combination of ballet flats and baggy jeans. Juxtaposing the cool-girl edge that baggy jeans bestow, ballet flats soften a baggy-jeans outfit for a playful take on weekend styling.
These low-rise baggy jeans look more expensive than they are.
A pair of cosy mary janes are perfect for autumn.
The low-rise finish is bang on trend for A/W 23.
Square-toe shoes are a microtrend this season.
2. SLEEK TRAINERS
Style Notes: Moving away from the chunky trainers that have reigned supreme for years now, the fashion set are gravitating towards sleeker, slimmer styles this season. Neatening the silhouette of baggy jeans, streamlined trainers add a fresher feel whilst complementing the relaxed cut.
Wear your baggy jeans with or without a belt.
Add a pop of colour to your outfit whilst keeping things streamlined.
Levi's are always a good idea.
Every wardrobe needs a pair of classic white trainers.
3. POINTED-TOE KITTEN HEELS
Style Notes: One of the sharpest silhouettes for A/W 23 has to be baggy trousers paired with pointed-toe kitten heels. Dressing up the casual pant style, low, pointy heels add structure, elegance and a refined finish to your look.
Loose and with a relaxed high waist, these are comfortable enough to wear all day long.
Pointed-toe slingbacks are a major shoe trend this autumn.
Wide-leg jeans are so much more comfortable than their skinny sister.
Perfectly simple.
4. CLASSIC BLACK BOOTS
Style Notes: Ground your baggy trousers with classic black boots. Lug-sole or slim, a good pair of black boots will easily fair wet-weather days as we move towards winter, whilst balancing the large proportions of your baggy jeans.
This '90s-style pair would look great with a retro jumper or tee.
Every wardrobe needs classic black boots.
This darker wash looks sleek with black accessories.
The ultimate flat, black ankle boots. These are at the top of my wish list.
Next Up: I'm Not a Shoe Person, But These 5 Styles Go With Everything I Own
-
Blue Jeans Are Fine, But in New York and Paris, Everyone Knows This Colour Is Much CoolerI'm with them.
-
I Know You’re Stylish If You Pair Your White Jeans With One of These 6 Shoe ColoursThese are the best.
-
This Sandal Colour Guarantees Your White Jeans Outfits Look Chic, Not CheapClue: It's not black.
-
Spotted in Paris: The Fashion-Person Shoes That Make Jeans and a Shirt Look ChicerElegant every time.
-
Don’t Pack Away Your Jeans Just Yet—8 Chic Celeb Outfits That Prove Denim is Still a Summer StapleEasy but elegant outfit formulas.
-
Dakota Johnson Just Wore the Timeless Top That Makes Baggy Jeans Look Surprisingly ElegantI didn't think a top could make such a difference.
-
Aged 35 or 56—Jennifer Aniston's Timeless Jeans-and-Sandals Pairing Always WorksAn enduring combo.
-
Not Skinny, Not Wide-Leg—the Specific Denim Trend Frequent Flyers Always Wear to the Airport With Trainers"Just right" jeans.
