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.
Vince
Shirt Dress
$197.99
Rue La La
-39%
Derek Lam
100% Cotton Mini Shirtdress Beige
$219.95
$359.00
Anthropologie
Pilcro
@merricksart x Pilcro Greer Corduroy Shirtdress Brown
$168.00
Anthropologie
Maeve
Bettina Velvet Tiered Mini Shirtdress Brown
$168.00
Anthropologie
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.
-50%
Elie Tahari
Vegan Leather Trench Coat
$247.49
$495.00
Neiman Marcus
Via Spiga
Belted Trench Coat Brown
$73.99
Rue La La
Apparis
Tate Trench Brown
$121.00
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.
Courrèges
Logo-Embellished Mini Dress - Black
$280.81
Italist
Alo
| Denim Knit High-Waist Skirt in Black/Anthracite, Size: Medium
$148.00
Alo Yoga
Vivienne Westwood
Glory Polo Dress - Black
$288.83
Italist
-39%
Derek Lam
100% Cotton Mini Shirtdress Beige
$219.95
$359.00
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.
Max Mara
Blazer - Black
$312.20
Italist
Eileen Fisher
Plus Linen & Silk-Blend Blazer Blue
$119.99
Rue La La
Liu Jo
Double-Breasted Tartan Blazer - Brown
$310.78
Italist
Tahari by ASL
Topper Jacket in Spruce at Nordstrom, Size 2
$159.00
Nordstrom
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.
Pilcro
Willa Faux Suede Aviator Jacket Beige
$178.00
Anthropologie
Pinko
Mixed-Material Jacket - Black
$281.30
Italist
Pilcro
Willa Faux Suede Aviator Jacket Beige
$178.00
Anthropologie
Samsøe & Samsøe
SamsøE SamsøE Speckled Cowhide Jacket - Beige
$440.98
Italist
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.
Jean Paul Gaultier
Skirt - Multicolor
$326.17
Italist
Alo
| Match Point Tennis Skirt in White, Size: Medium
$78.00
Alo Yoga
Farm Rio
Embroidered Sangallo Mini Skirt - Pink
$268.05
Italist
-34%
Guess
Wilton Over the Knee Slouch Boot in Black at Nordstrom, Size 8.5
$164.99
$249.00
Nordstrom
Stuart Weitzman
Genna 25 Suede Over-The-Knee Boot Black
$201.99
Rue La La
-17%
Karl Lagerfeld
Sarabande Stretch Knee Boot Black
$244.00
$293.00
THEBS
