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.
Contemporaine
Womens Satiny poplin belted shirtdress Red
$175.00
Simons
-49%
Max Mara
Bronzo Wide Jersey Dress Blue
$235.00
$460.00
Balardi
-43%
Contemporaine
Womens Shirt-collar flowy belted dress Grey
$99.95
$175.00
Simons
-57%
Le Twins
Rosellina Dress White
$324.00
$756.00
Balardi
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.
Only
Womens Faux-leather double-breasted trench coat Red
$169.00
Simons
-66%
Rodebjer
Overcoats & Trench Coats Black
$395.00
$1,153.00
Yoox
-47%
Twik
Womens Faux-suede belted trench Brown
$79.95
$150.00
Simons
-81%
Massimo Sabbadin
Overcoats & Trench Coats Brown
$332.00
$1,724.00
Yoox
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.
-32%
Twik
Womens Fine knit skater skirt Black
$39.95
$59.00
Simons
Alo
| Denim Knit High-Waist Skirt in Black/Anthracite, Size: Medium
$148.00
Alo Yoga
Icone
Womens Small roses soft velvet midi skirt Black
$79.00
Simons
Contemporaine
Womens Corduroy wraparound skirt Brown
$89.00
Simons
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.
-56%
HUGO BOSS
Womens Concealed button belted jacket Black
$239.95
$549.00
Simons
-57%
Pinko
Blazers Blue
$176.00
$414.00
Yoox
Icone
Womens Ebony sequined loose Blazer Jacket Black
$129.00
Simons
-37%
Max Mara
Single-Breasted Jersey Blazer Jackets And Coats Blu-Donna Black
$346.00
$550.00
Wanan Luxury
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.
Levi's
Coats Denim Blue
$369.00
Balardi
-33%
Jack & Jones
Womens Vea faux-shearling and faux-leather aviator jacket Brown
$129.95
$195.00
Simons
-24%
Urban Code
Coats
$409.00
$541.00
Balardi
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.
Alo
Alosoft Serve It Up Skirt in Black, Size: Small
$88.00
Alo Yoga
Twik
Womens Sequined miniskirt Black
$49.00
Simons
Alo
| Match Point Tennis Skirt in Black, Size: Medium
$78.00
Alo Yoga
-39%
Twik
Womens Mixed-sequin miniskirt Black
$29.95
$49.00
Simons
-73%
NCUB
Boots Purple
$80.00
$295.00
Yoox
Sergio Rossi
Stretch-velvet over-the-knee boots - Black - EU 34
$667.00
The Outnet
Sun + Stone
Harloww Womens Faux Suede Tall Over-The-Knee Boots Brown
$99.50
ShopSimon
Seychelles
You or Me Over the Knee Boot in Black at Nordstrom, Size 7
$209.00
Nordstrom
8 by YOOX
Boots Black
$210.00
Yoox.com
