Thigh high boots can be surprisingly versatile, as you’ll discover when you take a look at our selections. They look great with jeans and add to the sleekness of casual attire with with contrasting colours and a tight fit that emphasises leg length, but their year-round appeal doesn’t stop there. Check our tips on ways to style your thigh highs throughout the year:
Featured Image: You can simply never go wrong with a thigh high boots and rain mac combination! Stephanie Sterjovski demonstrates this fact, looking super sophisticated and ready for winter in this gorgeous wrap around mac.
Style Tips On How To Wear Thigh High Boots
Forget any notions you may have about thigh high boots, they’re still the height of fashion and can be worn any time of year. OK, so on to some basic style tips:
- Style conscious girls will find these boots ideal with jeans, whether tippy toeing city streets or heading off for some fun in the country
- Short skirts or shorts outfits get a sophisticated look when teamed with contrasting thigh high boots in coordinating colours. This is an ideal look for spring or autumn
- Modern blazer dresses have sleek lines and feature a blazer-style cape, coupled with simple suede thigh highs, nude coloured tights and a clutch any girl creates a chic, modern appearance
- You won’t feel winter chills wearing a bright, knitted poncho, long cable knit sweater or stylish sweater dresses with your fashionable, long boots
- Long-line wool winter coats, military-style and shortie, fitted rain macs and long, knitted cardigans give you effortless elegance anywhere when coupled with stiletto heeled thigh highs
- Dresses, pleated skirts, leggings and coats are flattered when paired with legs encased in tight, above-the-knee boots
- Dressing up or down is simple with thigh highs, matching them with an elegant, short dress and matching bag is one way to attract glances, while adding thigh highs to jeans, chunky sweaters and a long bohemian scarf in autumn or spring ensures you won’t need a coat
- A simple blue denim shirt, jeans and coordinating beige or sand coloured suede thigh high boots looks just perfect in cooler weather and porting a camel coloured wool coat along for any outings will complete your look and ensure you’re warm and toasty all day and into the evening
Thigh high fashion trends have really taken off in a big way, so don’t be scared to team your boots with a variety of outfits to create your personal style effects and stun the neighbours into silent admiration. Send us your top tips for thigh high fashion outfits, so we can add to our ways of wearing these awesome boots!
Examples Of How To Wear Thigh High Boots With Jeans
Amy Jackson has created a glamorous fall style here, totally owning the vibrant contrast of the beige boots and otherwise black outfit. Wear a coloured pair of thigh high boots with an understated all black style to get this awesome look.
Sweater/Trousers: Nordstrom, Boots: Stuart Weitzman, Handbag: Chloe.
Thigh high boots add the perfect element of edginess to your look. Wear the style like Kenza Zouiten to achieve this cute, preppy and somewhat French aesthetic.
Brands Not Specified.
Thigh high boots will go excellently with a chunky knit cardigan like this one worn by Pam Hetlinger. Paired with jeans, this style is casual and great for every day wear.
Cardigan/Jeans: Nordstrom, Sweater: H&M, Boots: Stuart Weitzman.
Mary Seng is looking simply gorgeous in this thigh high boots outfit consisting of tight grey boots and skinny jeans, paired with a contrasting oversized cable knit sweater!
Knit: Zady, Jeans: Topshop, Boots: Stuart Weitzman, Bag: Rag & Bone.
We are loving Isabel Sellés’ thigh high boots outfit, which consists of patent black boots, distressed grey jeans, a mini belt, and a fitted blazer/peaked cap combination.
Jeans/Cape Blazer: H&M, Boots: Asos, Sweater: Massimo Dutti, Bag: Mango.
Erica Hoida demonstrates the versatility of thigh high boots, wearing a pair of pale blush coloured boots with denim jeans and a cropped leather jacket. Black is absolutely not the only appropriate colour; don’t be afraid to try tinted boots!
Jacket: Linea Pelle, Shirt: Tibi, Jeans: Aninie Bing, Shoes: Stuart Weitzman, Bag: Chloe, Scarf: White + Warren.
Monja Wormser pairs two brilliant trends in this cute winter outfit; the knitwear trend and a pair of thigh high boots! We love this simplistic yet sophisticated style.
Jumper: H&M, Boots: Public Desire, Dress: Zara, Leggings: Moss Copenhagen.
Pam Hetlinger is rocking the thigh high boots look, wearing this black pair with tight leather leggings and a simple grey knit sweater. Throw on a pale pink maxi coat to steal this exact style.
Coat: Missguided, Boots: Neiman Marcus.
Wear thigh high boots in various colours to freshen up your every day look! Emily Jackson is rocking these burgundy boots, which she is wearing with jeans, a cute pink coat, and a matching scarf.
Coat/Sweater: J.Crew, Boots: Stuart Weitzman, Bag: Prada bag, Jeans: Rag and Bone, Scarf: Free People.
Ann Taylor is wearing over the knee boots with classic skinny jeans and a long cable knit cardigan, creating a simplistic and sweet winter look.
Sweater: Equipment, Wrap: Acne Studios, Jeans: J.Brand, Boots: Stuart Weitzman.
Wear the thigh high boots trend with high waisted denim jeans and a beret to recreate Doina Ciobanu’s cute winter look.
Emilie Tømmerberg wears thigh high boots in a simple, minimalistic style here – pairing them with leather leggings and a chic black polo neck sweater.
Sweater: Selected Femme, Trousers: Zara, Bag: Michael Kors, Boots: Stuart Weitzman.
Krystal Bick exudes cool and casual vibes in this classy thigh high boots outfit which consists of denim jeans, a cream sweater, and a beige overcoat with a cross body handbag.
Coat: MM. LaFleur, Sweater: Abercrombie & Fitch, Jeans: DL 1961, Boots: Stuart Weitzman, Bag: Strathberry.
Though perhaps not the most practical choice for the snow, there’s no denying that these stunning thigh high boots make Katarzyna Tusk’s casual outfit of jeans and a coat ten times more sophisticated; we love it!
Bag: Bershka, Shoes/Jeans: Zara, Sweater: Karen Millen, Coat: MLE Collection, Gloves: Cos.
Ann Taylor is making a statement in these striking thigh high boots, worn with classic denim jeans and a beige rollneck sweater. An outfit such as this expresses cool and casual vibes; perfect for a cute winter style.
Boots: Stuart Weitzman, Jeans: Madewell, Turtleneck: Everlane, Bag: Celine.
Coloured thigh high boots are always a winner! Lydia Lise Millen wears this gorgeous pastel pair with black jeans, a cream knit sweater, and a stunning faux fur coat from Boohoo. We love this look!
Fur Coat: Boohoo, Jumper: Jigsaw, Bag: Givenchy, Jeans: Paige, Boots: Stuart Weitzman.
Thigh high boots will also make a fantastic alternative to sneakers or pumps when worn with denim jeans! Kat Tanita demonstrates the effortless style of this look, combining it with a turtleneck and chic black coat.
Coat: Joseph, Sweater: Joe Fresh, Vest: Love Token, Jeans: AG, Boots: Stuart Weitzman, Bag: Proenza Schouler.
Ultra high boots are an absolute must have this season! Johanna Olsson wears this pair with a simplistic grey poncho from Zara, creating a sleek and attractive look which needn’t cost you the bank!
Poncho: Zara, Boots: Tamara Mellon.
Examples Of How To Wear Thigh High Boots With Shorts Or A Skirt
Why not wear thigh high boots with an oversized knit sweater like Annabelle Fleur? This style is cosy, seasonal, and utterly chic; perfect for the upcoming winter!
Sweater: ACNE, Boots: Olgana Paris.
Aylin Koenig looks utterly cosy in this gorgeous knitted sweater, worn oversized with a pair of thigh high boots for a simple yet effective winter style. We love this seasonal classic!
Brands not specified.
Ashley Torres is wearing thigh high boots in a classic style, paired with a lace blouse and with a matching black skirt. This look is ideal for the warmer fall days, but can easily be adapted with tights for a cooler temperature.
Skirt/Top: Zara, Boots: Dolce Vita.
Stephanie Sterjovski is combining multiple trends here, wearing neutral shades and pastel coloured boots. We love this look for a sophisticated every day style.
Coat: River Island, Top: H&M, Skirt: Artizia, Boots: Stuart Weitzman, Bag: Givenchy.
Coordinating your thigh high boots with the rest of your outfit is essential in achieving a high class, sophisticated style. Camila Coelho has got the right idea, pairing a grey vest with a matching mini skirt and boots.
Shirt: Topshop, Top: Glória Coelho, Boots: Stuart Weitzman.
Dare to wear thigh high boots with bare legs or nude tights in order to attain Wendy Nguyen’s simple spring style! Consisting of beige boots, loose black shorts and a fitted blazer, this outfit is an easy way to ace the thigh high boots look.
Top: DVF, Sweater: Isabel Marant, Shorts: Line & Dot, Boots: Stuart Weitzman, Bag: Chanel.
Brittany Xavier shows us exactly how to wear the thigh high boots trend; wearing this pair with an oversized cable knit sweater for a sleek and simplistic winter look.
Sweater: H&M, Shorts: DSTLD DENIM, Boots: Zara.
Examples Of How To Wear Thigh High Boots With A Dress
Thigh high boots are the perfect match to an oversized sweater dress, like this one worn by Kristin Sundberg. This look is cute and cosy, and ideal for those cooler days this spring!
Boots: Nelly, Dress:Na-kd, Bag: Givenchy.
Chunky-soled thigh thigh boots are a trend! Sharareh Sophia Hosseini is rocking this pair of black boots, wearing them with a beige lace up mini dress and a sleek leather jacket.
Dress: Nelly, Shoes: Din sko, Purse: YSL, Jacket: Lisa Olsson for NLYtrend, Sunnies: Rayban.
Kajsa Svensson is wearing an oversized tee in true minimalist style here, paired with over the knee boots and a YSL purse. Add some vintage shades to your look to make it more authentic!
Tee/Dress: Bikbok, Boots: Want My Look, Bag: YSL.
Lina Dinh is rocking a gorgeous hippie style consisting of patent thigh high boots, a white lace dress with embroidered sleeves, and funky rounded shades. This look is perfect for a summery festival style!
Dress: Zara, Shorts: American Eagle, Boots: Stuart Weitzman.
Wearing thigh high boots with a blazer dress like this one will afford you a sophisticated and glamorous look which is perfect for work or leisure! Via Mary Seng.
Blazer: Nordstrom, Boots: Stuart Weitzman.
Pam Hetlinger is wearing thigh high boots with a gorgeous pale blue maxi coat and a cute cable knit sweater dress. Wearing a mini belt around a dress like this will clinch your waist and accentuate your curves!
Coat: Missguided, Dress: Asos, Boots: Stuart Weitzman.
Lydia Lise Millen looks effortlessly sophisticated in this little white dress, paired with grey thigh high boots and accessorised with a minature box bag from Louis Vuitton.
Dress: Club Monaco, Boots: Public Desire, Bag: Louis Vuitton, Watch: Chanel.
Noor De Groot is wearing thigh high boots with the poncho coat trend, in a stylish and authentic greyscale poncho which affords her an alternative and eye catching style!
Boots: Public Desire, Skirt: Zara, Sweater: Baum und Pferdgarten, Poncho: Boohoo, Bag: Chloe.
Who said thigh high boots couldn’t be in neutral shades? Erica Hoida looks fabulous in these pastel cream coloured boots, worn with a matching overcoat and fur collar.
Coat: Mason, Blazer: Marissa Webb, Shirt: Rachel Pally, Skirt: Marissa Webb
Boots: Stuart Weitzman, Bag: M2Malletier.
This is exactly how thigh high boots should be worn with dresses! Jessi rocks a simple and feminine sweater dress with a pair of leather boots and a beige handbag, creating an ultra cute overall style.
Dress: Nordstrom, Bag: Chloe Marcie.
Wear thigh high boots like Barbora Ondrackova and pair them with a sweater dress and opaque tights. This look is sleek and stylish, perfect for the winter season.
Dress: Topshop, Boots: Stuart Weitzman, Bag: Chanel.
A great way to wear thigh high boots is demonstrated here by Sandra Willer, who is wearing them with tights and a belted black rain mac, paired with a cute black fedora.
Barbora Ondrackova shows us another way to wear thigh high boots, wearing this pair with a little black dress and a matching burgundy coat and bag.
Coat: Medicine, Dress: Zara, Boots: Stuart Weitzman, Bag: Givenchy.
Kat Tanita looks ultra glam in this combination of thigh high boots, a white double breasted coat, and a simple pattered scarf. Add a beanie to keep your look perfectly suited for the winter season.
Coat: MiH, Dress: Joe Fresh, Boots: Stuart Weitzman, Scarf: WLFK x GINY.
Alexandra Pereira wears thigh high boots with a cute bohemian style floral dress and shades, creating a simple but sophisticated spring look! We love it!
Dress: Buylevard, Coat: Zara, Boots: Asos, Bag: Givenchy.
Sharareh Sophia Hosseini goes all out military, in a striking blazer dress and thigh high boots. We absolutely adore this edgy and alternative style!
Dress: Balmain x H&M, Boots: Janni Delér
Wondering how to wear thigh high boots with a skirt? Natalia Cabezas pairs these boots with an adorable mini skirt from Zara combined with a stylish sweater and a loose-fitting overcoat – the perfect way to wear the high boots style.
Sweater: Mango, Skirt: Zara, Coat: Oak&Fork, Boots: Unisa.
Sandra Willer looks ultra glam in this faux fur and thigh high boots outfit. Wear the look with a cute fedora or bowler hat to recreate this classy and feminine style.
Brands Not Specified.
Vydia wears the thigh high boots style in collaboration with the monochrome trend here, pairing a pair of black boots with an all white wrap dress from MLM – the epitome of sophistication!
Dress: MLM, Shoes: Siren.
The camel trend will make a stellar match to a pair of black thigh high boots, as shown here in this gorgeous combination by Barbora Ondrackova consisting of a cream sweater dress and an oversized camel coat.
Dress: Topshop, Coat: Mango coat, Boots: Stuart Weitzman, Bag: Chanel.
Thigh high boots are the perfect match to a little black dress such as this one worn by Bo Mulder. Pair this outfit with a camel coat and a cross bdy bag to steal this ultimate winter style!
Dress: Rixo London.
Tamara Kalinic débuts a cute and preppy style here, pairing marl grey thigh high boots with a white shirt dress and a thin grey sweater. Try adding a fedora to get the cool, casual vibes we see here.
Shirt/Boots: Asos, Sweater: 360 Sweater, Hat: Maison Michel, Bag: YSL.
Sofia Reis goes for a sophisticated and elegant aesthetic; pairing thigh high black boots with a cute knit sweater and a broadly styled camel coat.
Jacket: Pull & Bear, Knit: Tezenis, Bag: Su-Shi.
Paola Alberdi wears thigh high boots with a minimalistic black sweater dress, creating a casual, elegant style which is perfect for any occasion!
Dress: Glamorous, Boots: Joie, Handbag: Chloe Faye.
Blair Eadie wears her patent toe thigh high boots with a statement coat for an ultra fancy and unique look. This style will work with or without tights, so try both if you want to vary your outfits day to day!
Cape: Old, Boots: Dolce&Gabbana, Hat: Eugenia Kim, Dress: Shopbop.
Kayla Seah wears the look in classic black and white, creating a statement by drawing attention to the beauty of these thigh high boots. Monochrome is one of the most effective ways to wear this style, and we absolutely adore this look!
Blazer Dress: Haute Rogue, Boots: Public Desire.
Thigh High Boots And A Skirt Or Shorts
Wearing thigh high boots with a classic style trench will always afford you a modern and classy style. Kristina Bazan is rocking the look, wearing these boots with a pair of leather mini shorts and a simple black tee.
Brands not specified.
Black thigh high boots are an absolute classic, and a must have! Bo Mulder wears this pair with a cute leather mini skirt and an oversized black chiffon top!
Skirt: Zara, Top: Rixo London, Boots: Vintage, Bag: Chanel.
We are loving Barbora Ondrackova’s sophisticated yet edgy winter style! Pair black thigh high boots with a white shirt, black mini skirt and sleeveless cape to steal this awesome style!
Cape: Missguided, Shirt: Zara, Skirt/Hat: Topshop, Boots: Stuart Weitzman, Bag: Chloé.
Annabelle Fleur is wearing thigh high boots with an alternative and edgy mini skirt, a simple knit sweater, and a faux fur collar. This look is individualistic and authentic, a definite winner!
Skirt: Topshop, Sweater: IRO Paris, Boots: Stuart Weitzman.
Lisa Olsson shows us how to wear thigh high boots with a skirt through this stylish combination of a cute white skirt and an earthy toned suede top. Wear this look with a statement fedora if you want to recreate Lisa’s look exactly!
Top: Neo Noir. Skirt: Gina Tricot, Shoes: Din sko, Coat: Filippa K.
One killer way to style thigh high boots is by wearing them with an oversized graphic print sweater and a statement scarf or faux fur collar like this one, styled by Janni Deler.
Hat/Scarf: Primark, Shoes: Janni Shoes.
Lorna Luxe samples a pair of over the knee boots with a skirt and faux fur gilet here, a glamorous and chic style which suits any occasion.
Gilet: Yves Salomon, Bag: Ectu LA, Boots: Ted & Muffy, Skirt: Miss Sixty, Turtleneck: Lindex.
Patent boots will always look great worn with a mini skirt and knitwear, as seen here worn by Doina Ciobanu. Add an oversized double breasted blazer to accurately recreate this unique look.
Jumper: Coach, Coat: Zara, Skirt: Showpo, Boots: Stella McCartney, Bag: Hill & Friends.
If you were wondering what to wear with thigh high boots – look no further! Jana Wind is looking ultra cute in this blouse/blazer/boots outfit which oozes class and glamour; steal this look for any occasion!
Top: COS, Bag: Sophie Hulme, Boots: Even & Odd, Cape: Mango.
Thigh high boots like these ones worn by Danielle Bernstein can accentuate leg definition and do wonders for your silhouette. We also love the contrast of this leopard print skirt with the black boots!