With temperatures plummeting and snow piling, you’d be hard-pressed to find someone who wouldn’t rather wrap up in blankets and thick clothing, staying cozy and warm.
While you can wear anything inside the comfort of your home, picking an outfit is quite a challenge if you need to go out in the cold to run errands, work, or meet friends. The best staple to keep in your closet this season? Warm boots!
Snow boots and sheepskin boots are everywhere these days. You can opt for trendier over-the-knee (OTK) boots for something more stylish. Not only are OTK boots trendy, but all that extra material means they’re also warm. However, most girls hesitate to wear them because they’re usually associated with streetwalkers, like Julia Roberts in Pretty Woman.
If you’re anxious about including OTK boots in your ensembles, let the following celebrities show you how to wear thigh-high boots!
1. Achieve a Preppy Look Like Nicky Hilton with a Plaid Sweater Mini Dress and OTK Boots
Like Nicky Hilton, you can look preppy in a plaid sweater mini-dress and over-the-knee suede boots. Since OTK boots are already very sexy, there’s no need to flash a lot of skin.
But if your dress has a high neckline and long sleeves, revealing a bit of skin between the top of the boots and the hem of the dress is fine. Style your hair in a bun to add more class to the look.
Nicky Hilton wearing boots with a plaid sweater mini-dress at the Girls Season 4 premiere in Manhattan, New York City, on January 6, 2015
2. Embrace Cool-Chic Style With Fergie’s Jersey Dress and OTK Boots Combo
Opt for a cool-chic style: Wear a jersey dress with over-the-knee boots. Add a chain necklace to rock the hip-hop vibe perfectly.
Fergie wearing a jersey dress with over-the-knee boots at the iHeart Radio Music Festival at MGM Grand in Las Vegas on September 21, 2014
Fergie wearing a jersey dress with black over-the-knee boots at LAX on September 20, 2014
3. Jet-Set in Style Like Kim Kardashian With Monochrome Separates and Bold Accessories
Over-the-knee boots can complete a stylish airport look. Jet-set in style with comfy monochrome separates, and add some bright accessories like Kim’s orange Hermès handbag to create a chic impact.
Kim Kardashian makes a stylish airport statement with sleek black over-the-knee boots and a bold orange Hermès handbag at LAX on September 23, 2010
4. Winterize Your Summer White Dress With Thigh-High Boots and a Trench Coat Like Lauren Pope
Who says you can no longer wear your summery white dress this winter? Pair it with thigh-high boots and a trench coat to make it appropriate for the cold season.
Lauren Pope wearing thigh-high boots with a white dress at the Freedom Bar in London, England, on October 15, 2014
5. Create a Professional-Chic Look With Bethenny Frankel’s Leggings, Blazer, and OTK Boots
Business casual? Maybe this look isn’t appropriate for work meetings, but it’s professional-chic. Wear over-the-knee boots with a button-down shirt, leggings, and a structured coat or a blazer.
If you prefer skirts, opt for pencil or short styles that hit just above or below the knee.
Bethenny Frankel goes to a business meeting wearing black boots in Manhattan, New York City, on January 29, 2014
6. Look Effortlessly Stylish Like Shakira in a Denim Dress With Over-the-Knee Boots
Take inspiration from Shakira, and look hot without trying too hard by pairing your OTK boots with a denim mini dress.
In addition to its classic material, the collar and long sleeves make it modest enough. For a more conservative look, you can wear black tights.
Shakira nails effortless style by pairing a denim shirtdress with edgy black over-the-knee boots in Los Angeles on May 6, 2014
7. Master the Boyish Vibe With Ciara’s Oversized Jacket and OTK Boots
How about trying out a masculine-inspired look with your OTK boots? Wear them with an oversized jacket for a chic, boyish vibe. You can also achieve the look with tattered jeans and a simple large tee.
Ciara embraces an edgy, biker-inspired look with leather shorts, knee-high boots, and a statement jacket in Beverly Hills on August 28, 2014
8. Capture Vintage-Chic Style Like Kourtney Kardashian With a Flowy White Dress and Black Boots
You don’t have to be pregnant to channel the chic vintage vibe from this Kourtney Kardashian look. Wear a flowy white dress with long sleeves and a Peter Pan collar.
Add a pair of black OTK boots and keep your hair down for a stronger vintage vibe.
Kourtney Kardashian exudes vintage-chic style, pairing a flowy white dress with black over-the-knee boots during her pregnancy in Los Angeles on November 20, 2014
9. Style a Fitted Mini Dress and Cozy Cardigan With Thigh-High Boots Like Hilary Duff
Thigh-high boots are easy to wear and create a sexy look. Go for fitted dresses or skirts, but make sure to add a jacket or coat to maintain your modesty.
Hilary Duff wearing thigh-high boots while leaving an interpretation class in Los Angeles on October 10, 2013
10. Layer for Warmth and Style With Lisa Snowdon’s Jeans, Coat, and Thigh-High Boots
Why compromise warmth for style when you can have both? Layering allows you to look chic and stay warm during cold days.
You can copy Lisa Snowdon by wearing thigh-high boots with jeans, a warm top, a coat, and a scarf.
Lisa Snowdon wears thigh-high boots with jeans while leaving Capital Radio in London, England, on November 21, 2014
11. Fashionably Pair a Playsuit With Thigh-High Boots Like Jasmin Walia
OTK boots go great with jeans or mini dresses, but you can also wear them with playsuits!
Take a cue from English TV personality Jasmin Walia and wear a romper with your boots. You can also look fashionable in a plain, plaid, or floral playsuit.
Jasmin Walia wearing boots with a romper at Clothes Show Live 2014 in Birmingham, United Kingdom, on December 8, 2014
12. Add a Pop of Color Like Millie Mackintosh With a Vibrant Fur Coat Over an LBD and Thigh-High Boots
Create a fun contrast to the black boots and LBD with a colorful coat! It doesn’t matter if it’s furry — as long as it brings color to your all-black number. This is a great party outfit!
Millie Mackintosh turns heads in a bold, colorful fur coat paired with a chic black mini dress and thigh-high boots in London, England, on November 19, 2014
13. Channel Effortless Chic in Skinny Jeans and Thigh-High Boots Like Fiona Wade
Thigh-high boots look perfect with skinny jeans. Tuck your favorite denim jeans into your boots, and wear a simple tank or tee for an effortlessly cool outfit. Throw in a blazer for added class and warmth!
Fiona Wade wearing thigh-high boots with skinny jeans at the ITV Studios in London, England, on December 12, 2014
14. Cozy Up for Errands in a Knit Sweater Dress With OTK Boots Like Kate Moss
Get cozy for an errand run in a sweater dress and OTK boots. It’s a simple yet appealing combination!
Kate Moss wearing a sweater dress with over-the-knee boots while filming in Central London, England, on June 24, 2013
15. Complete a Modern Look With a Boxy Plaid Dress and Thigh-High Boots Like Tulisa Contostavlos
Over-the-knee boots are the perfect way of completing the edgy and modern appearance of a short, boxy dress.
Tulisa Contostavlos wearing a short boxy dress with boots at a London airport on December 6, 2014
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