7 outfit ideas for thigh-high boots
As soon as the bitter cold starts nipping at our heels, we’re quick to put on our bulkiest boots to shield ourselves against Mother Nature’s wrath. But it doesn’t have to be that way, especially if you invest in a pair of tall thigh-high boots that give you the best of both worlds.
A pair of these boots will help you combat the cold without sacrificing style. Not sure what to wear with thigh-high boots? No problem, here are seven outfit ideas you can be sure to count on during the cold months ahead.
If you’re looking for a more casual look for you over-the-knee boots, than go for the classic shirt dress. You can always add a chunky, leather belt for some extra dimension and to cinch your waist a bit.
-24%
Exquise
The Tobie Shirt Dress by Exquise Blue
$149.95
$198.00
Anthropologie
-30%
Polo Ralph Lauren
Cotton T-shirt dress Red
$301.00
$430.00
Mytheresa
Bl^nk London
Printed Buttondown Shirt Dress Blue
$158.00
Anthropologie
Vince
Shirt Dress
$197.99
Rue La La
Outfit #2: Thigh-high boots + leather trench coat + mini skirt + graphic t-shirt
Want to go for more of rocker-chic look? Pair your leather thigh-high boots with a jean mini skirt, a graphic t-shirt, and edgy leather trench coat. For accessories you can always go with silver jewelry, a studded belt, and of course a cool, hobo bag.
Avec Les Filles
Faux-Ever Leather Maxi Trench Coat
$116.99
Rue La La
-40%
Frankie Shop
Pembroke trench coat Brown
$327.00
$545.00
Mytheresa
Kensie
Belted Trench Coat Brown
$45.00
Rue La La
Outfit #3: A monochrome look with thigh-high boots and a mini dress
Don’t underestimate a monochromatic look. If you’re still not sure what to wear with thigh-high boots – here is an outfit classic. Throw on a classy mini dress in the same color family as your boots and you’ve instantly got a chic outfit.
Aidan Mattox
Beaded & Sequin Midi Dress Black
$109.99
Rue La La
-43%
Alice & Olivia
Olea Crewneck Long Sleeve Bodysuit in Social Hour Black at Nordstrom, Size X-Small
$188.10
$330.00
Nordstrom
CeCe by Cynthia Steffe
Mini Dress Black
$69.99
Rue La La
-64%
Maeve
Sleeveless Embellished Midi Dress Black
$59.95
$168.00
Anthropologie
Outfit #4: Thigh-high boots + oversized blazer + chic blouse
One of the best things about sky-high boots is their versatility. You can show them off in their full-length glory or wear them as if they were a regular pair of shoes. Tone down their sex appeal and wear them to work beneath an oversized blazer and a crisp white button-down.
-20%
Norma Kamali
Lamé blazer Black
$280.00
$350.00
Mytheresa
Bella Dahl
Blazer Black
$79.99
Rue La La
Lafayette 148 New York
Enzo Topper Black
$161.99
Rue La La
If you’re wondering how to stay warm in thigh-high boots when the temperatures drop – this next outfit will answer your question. Combine your boot with a pair of leggings (the warmer the better), a cozy sweater, and an aviator jacket.
Walter Baker
Richie Shearling Jacket Black
$350.99
Rue La La
-38%
Lauren Ralph Lauren
Faux Leather & Faux Shearling Bomber Jacket in Black at Nordstrom, Size X-Large
$199.99
$320.00
Nordstrom
-35%
If you’re not digging the mini skirt and thigh-high boot look, you’ve still got plenty of options. You can always wear a maxi or midi skirt for a more full coverage look, or get one that has a side slit – for a little peek-a-boo effect. Throw on a cool, cropped leather jacket and you’re all set!
Bite Studios
Silk-satin midi skirt - Green - UK 8
$690.00
The Outnet
Reiss
Lisa - Dark Blue Hammered Satin Midi Skirt, US 10
$139.00
Reiss
Don’t be afraid to showcase your sky-high boots – wear them with a mini skirt! But to make sure you’re still warm, throw on a statement coat, like Olivia Palermo’s bright blue teddy coat.
adidas
Ultimate365 Gradient Skort Purple
$39.99
Rue La La
AllSaints
Tulip Cotton Mini Skirt Blue
$199.00
AllSaints
endless rose
Corsage Mini Tie Skort Black
$69.99
Rue La La
Norma Kamali
Pleated faux leather miniskirt Black
$305.00
Mytheresa
Stuart Weitzman
Bridget City Suede Over-The-Knee Boot Black
$259.00
Rue La La
Steve Madden
Alluring Over the Knee Boot in Red at Nordstrom, Size 7.5
$289.00
Nordstrom
-40%
Franco Sarto
Angeli Over the Knee Boot in Grey at Nordstrom, Size 7.5 Gray
$107.99
$180.00
Nordstrom
