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Celebs Wearing Thigh-High Boots & Shorts: Lady Gaga & More

By:
Paige Kindlick
May 3, 2023 10:00AM EDT

With spring in full swing, short-shorts paired with boots are the perfect mid-season combo… & these stars are showing us how to do it!

1 of 23

Stars In Shorts & Boots: Chrissy Teigen & More

Stars In Shorts & Boots: Chrissy Teigen & More
Mega

Short shorts are a sexy enough trend, but pairing them with thigh-high boots adds a whole new element of sexiness to the look! Stars have figured out ways to wear their shorts in the colder weather by covering up their legs with a pair of sky-high boots, leaving just a sliver of skin showing. Whether it’s a pair of daisy dukes, or a dressier pair of shorts, this look can be pulled off in quite a number of ways.

Chrissy Teigen rocked the boots and short shorts trend while leaving a spa. She wore teeny, tiny daisy dukes, along with heeled grey boots. The boots dressed up an otherwise casual look, which was complete with a white button-down top that she let hang off one shoulder.

Keep scrolling through the gallery to see more stars, including Taylor Swift, Gwen Stefani and more rocking this sexy shorts and thigh-hight boots look!

January 7, 2021, 3:58PM
2 of 23

Ashanti

Ashanti
BACKGRID

Ashanti rocks thigh-high boots and daisy dukes on stage at her concert in Sacramento on July 26. The superstar also wore an aqua blue Versace top and black sunglasses.

July 27, 2023, 9:59AM
3 of 23

Lady Gaga

Lady Gaga
Al Pastor/Shutterstock

Lady Gaga heads to Z100’s Pride Live Stonewall Day concert in June 2019. SHe rocked high-waisted shorts, along with a colorful jacket and rainbow, sequined boots.

September 22, 2021, 9:12AM
4 of 23

Olivia Culpo

Olivia Culpo
Riccardo Giordano/IPA/Shuttersto

Olivia Culpo walks the runway during the Philipp Plein show at Milan Fashion Week in Feb. 2020. She honored Kobe Bryant with her look, which included leather shorts and thigh-high boots.

September 22, 2021, 9:12AM
5 of 23

Olivia Munn

Olivia Munn
GIO/SAL / BACKGRID

Olivia Munn heads to dinner at Craig’s in Los Angeles. She dressed up her shorts with knee-high black boots, along with an unbuttoned white top and jacket.

 

February 27, 2021, 12:02PM
6 of 23

Larsa Pippen

Larsa Pippen
Mega

Larsa Pippen arrives to a friend’s birthday party in a pair of tiny daisy dukes and high black boots. She paired the look with a leather jacket, which tied around the waist.

January 7, 2021, 3:58PM
7 of 23

Gwen Stefani

Gwen Stefani
Splashnews

Gwen Stefani attends the 2017 Kids’ Choice Awards in a pair of tiny short sand oversized button down. She paired the shorts with mesh tights and thigh-high boots, while pulling her hair into a slick ponytail to complete the look.

January 7, 2021, 3:58PM
8 of 23

Kim Kardashian

Kim Kardashian
Splashnews

Kim Kardashian dresses up her casual look with a pair of thigh-high, heeled grey boots while heading to Dylan’s Candy Bar in NYC. She wore an outfit full of Yeezy collection pieces, including bike shorts, a crop top and windbreaker jacket.

January 7, 2021, 3:58PM
9 of 23

Bella Thorne

Bella Thorne
Mega

Bella Thorne pairs a pair of daisy dukes with latex, thigh-high leather boots. She also wore a tiny white crop top with the look as she stepped out in Florida.

January 7, 2021, 3:58PM
10 of 23

Cara Delevingne

Cara Delevingne
Splashnews

Cara Delevingne looks super sexy while hitting NYC to head to a press junket for ‘Suicie Squad.’ She wore a pair of dressy shorts with tight leather boots, paired with a long-sleeved blouse and ponytail.

January 7, 2021, 3:58PM
11 of 23

Lady Gaga At The Grammys

Lady Gaga At The Grammys
Mega

Lady Gaga slays on the 2017 Grammy Awards red carpet, where she wore a piair of teeny shorts and a barely-there crop top with long sleeves. Her thigh-high latex boots featured sky-high heels.

January 7, 2021, 3:58PM
12 of 23

Miley Cyrus

Miley Cyrus
Splashnews

Miley Cyrus shows off her long legs while arriving at her hotel in London. She wore shorts and a bandeau top, paired with a denim jacket and black boots that came up to her thigh.

January 7, 2021, 3:58PM
13 of 23

Olivia Munn At The Airport

Olivia Munn At The Airport
Splashnews

Olivia Munn dresses up her jean shorts and casual, long-sleeve shirt with a pair of boots that came over her knee. She was all smiles as she touched down at the airport in the look.

January 7, 2021, 3:58PM
14 of 23

Vanessa Hudgens

Vanessa Hudgens
Splashnews

Vanessa Hudgens slays on the red carpet in an all black romper, whih she paired with thigh-high boots. She also wore her hair long and parted to the side to go with the look.

January 7, 2021, 3:59PM
15 of 23

Taylor Swift

Taylor Swift
SplashNews.com

Taylor Swift hits NYC for a night out in a pair of high-waisted shorts and thigh-high red boots. She also wore a v-neck sweater and her hair parted to the side for the high-fashion look.

January 7, 2021, 4:33PM
16 of 23

Kendall Jenner

Kendall Jenner
SplashNews.com

Kendall Jenner leaves a lunch where she filmed ‘KUWTK.’ She wore a t-shirt and daisy dukes, which were dressed up with a satin jacket and tan boots.

January 7, 2021, 4:40PM
17 of 23

Rita Ora

Rita Ora
Broadimage/REX/Shutterstock

Rita Ora slayed in this all-denim outfit, including her thigh-high boots! She also wore a matching hat to go with the look, whih she rocked in NYC.

August 27, 2018, 2:30PM
18 of 23

Lady Gaga In New York

Lady Gaga In New York
Broadimage/REX/Shutterstock

Lady Gaga visited ‘The Howard Stern Show’ in 2016 wearing this western getup. Where in the world did she find distressed denim thigh-highs to match her jorts?

August 27, 2018, 2:35PM
19 of 23

Gigi Hadid

Gigi Hadid
SplashNews.com

Gigi Hadid walked into her birthday party in Hollywood looking like a queen in lace thigh-highs. She wore white shorts and a silky black tank top, along with a choker, to go with the sexy boots.

August 27, 2018, 2:22PM
20 of 23

Miley Cyrus Performing

Miley Cyrus Performing
SplashNews

Miley Cyrus wore sparkly white boots with jean shorts and a white tee on stage. She also had a denim jacket, which she took off and hung on her microphone stand for the performance.

January 7, 2021, 4:45PM
21 of 23

Fergie

Fergie
Splashnews

Fergie was inspired by menswear with this look. She wore a button down shirt, tie and blazer, but paired them with shorts and thigh high boots to add some girly flair to the look.

January 7, 2021, 4:47PM
22 of 23

Demi Lovato

Demi Lovato
Broadimage/REX/Shutterstock

Demi Lovato rolled up to a 2015 ‘Jimmy Kimmel Live!’ taping wearing soft, black thigh-highs over fishnets, and paired with these adorable black hotpants. The singer added a pop of color to the look with a tie-dye crop top, as well.

August 27, 2018, 2:39PM
23 of 23

Kim Kardashian In NYC

Kim Kardashian In NYC
Broadimage/REX/Shutterstock

Kim Kardashian wears clear thigh-high boots along with her high-waisted denim shorts. Her look was complete with a tiny crop top, along with a lighwash denim button down

August 27, 2018, 2:39PM
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