The Best Boot Trend to Wear With a Minidress in 2026 Was Considered "Dated" a Year Ago
The boot trend that was "out" a year ago is poised to be a major trend in 2026, and Jennifer Lopez just wore it with a minidress. See and shop it here.

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.

On Jennifer Lopez: Valentino dress and belt; Marina De Golle bag; vintage David Webb jewelry
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.
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Schutz
Schutz Raffaela Over the Knee Leather Boot
$398

Black Suede Studio
Black Suede Studio Oblik 70 Over The Knee Boot
$850

ZARA
$239

TOTEME
TOTEME Leather Over the Knee Boot
$1580

H&M
H&M Over-The-Knee Split Suede Boots
$199

KHAITE
KHAITE Valerie Over-The-Knee Boot
$2800

Chloé
$2090

Paris Texas
Paris Texas Elsa 100 Suede Over-The-Knee Boots
$1476

Victoria Beckham
Victoria Beckham Harlow 55 Boots
$1650

SIMKHAI
SIMKHAI Joni 45mm Leather Over-The-Knee Boots
$995