Jennifer Lopez Wore the Best Boot Trend to Pair With a Minidress in 2026
I’ve worked in the fashion industry for over six years, but sometimes I forget how quickly trends can come full circle. Take thigh-high, heeled boots, for example. Just a year ago, they might have felt dated, but in 2026, they’re suddenly cool again—even when styled with a minidress. Case in point: Jennifer Lopez‘s recent outfit.
This week, after announcing the release of her new single, “Proof of Love,” J.Lo shared photos on Instagram showcasing a stylish look. She wore a long-sleeve Valentino minidress with a cummerbund, pairing it with oversize sunglasses, a clutch, and thigh-high boots.
(Image credit: @jlo)
On Jennifer Lopez: Valentino dress and belt; Marina De Golle bag; vintage David Webb jewelry
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J.Lo’s outfit is a perfect example of how to make over-the-knee boots and a minidress feel modern and elevated. The key lies in the details. Choosing boots in a luxurious material, such as lambskin leather, creates an expensive look, while a pointed toe elongates the leg and adds a refined touch. Her neutral styling also plays a major role, with warm hues of gold, camel, and ivory coming together to create a polished effect.
If you needed proof that the once-perceived “dated” boot trend is back and worth styling with your fall and winter dresses in 2026, this is it. Keep scrolling to shop the chicest styles.
Shop the Best Thigh-High Boots
Schutz
Raffaela Over the Knee Leather Boot
I’ve been really into a chunky heel lately.
Black Suede Studio
Oblik 70 Over The Knee Boot
The combination of the textured leather and smooth suede is so elegant.
ZARA
Cats Flat Leather Boots
I love the low-profile design.
TOTEME
Leather Over the Knee Boot
I’d style these with a cropped V-neck sweater and a midi pencil skirt.
H&M
Over-The-Knee Split Suede Boots
These will be sold out by December 1.
KHAITE
Valerie Over-The-Knee Boot
The curved heel and lines throughout make these boots feel very 2026.
Chloé
Eve Thigh High Boot
These look almost identical to the ones J.Lo wore.
Paris Texas
Elsa 100 Suede Over-The-Knee Boots
Adding to my wish list ASAP.
Victoria Beckham
Harlow 55 Boots
Victoria Beckham gets it.
SIMKHAI
Joni 45mm Leather Over-The-Knee Boots
So sleek and sophisticated.
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