How to Style Tall Black Boots

Tall black boots go great with almost anything, so it can be overwhelming to try and style them for the first time. If you have a pair of tall black boots that you’re dying to wear, try pairing them with clothes you already have to make casual or sophisticated outfits. By wearing your boots with a few different looks, you can find which outfits you like the best to rock your shoes and feel confident while doing so.

Method 1

Method 1 of 2:

Wearing Tall Boots with Casual Outfits

1
Wear your boots with your favorite skinny jeans for a classic outfit. Light wash jeans look great in the spring or summer, while dark wash jeans complement a winter look. Tuck your skinny jeans into your tall black boots to keep them casual and classic.^{[1]XResearch source}
- Tall boots don’t work well with baggy or boot cut jeans. Stick with skinny ones so you can tuck them in.
- Try pairing light wash jeans, your tall black boots, and a white fitted T-shirt for an easy outfit.
- Throw on a pair of dark wash jeans, tall black boots, and a cropped tank top for a cute and simple look.
2
Pair your black boots with black jeans for a slimming effect. With black jeans, people won’t be able to tell where your legs stop and the boots start. Put a pair of black skinny jeans on and tuck them into your boots for a cute, easy outfit.^{[2]XResearch source}
- Try wearing your black jeans and boots with a black fitted T-shirt for an easy and chic outfit.
- Add a pop of color to this look by putting on a striped or patterned blouse.
Variation: You could even pair your boots with black leggings if you want to be more comfortable.
3
Tuck a flowy blouse into your waistband to balance the outfit. Pull on your black boots over a pair of jeans and add a white, blue, or striped blouse to the top for a sweet but simple outfit. Tuck your blouse into your waistband to keep your proportions even. Your blouse can have long, flowing sleeves or be cinched at the waist to add cute flair and detail to your look.^{[3]XResearch source}
- Wear a white flowy blouse with dark wash jeans and your black boots for a neutral outfit.
- Stand out by pairing a blue and white striped blouse with black jeans and your black boots.
4
Throw on a fitted graphic T-shirt and tuck it in for a modern look. Pick out a graphic or band T-shirt that you love and tuck it into a pair of jeans so your outfit looks proportionate. Pull your black boots on over your jeans for a cool and sophisticated outfit.^{[4]XResearch source}
- Try adding a black leather belt to make this outfit even more edgy.
5
Put on a bomber jacket that stops at the waist to emphasize your midsection. Bomber jackets look great on almost everyone because they hit right at your hips. Plus, they’ll make your upper and lower body look balanced since they don’t elongate your torso. Put on a bomber jacket over a fitted T-shirt and add your black boots for a cute and simple look.^{[5]XResearch source}
- Try pairing a pink silk bomber jacket with light wash jeans, a tan T-shirt, and your black boots.
- Keep it simple with a tan bomber jacket, dark wash jeans, a white T-shirt, and your black boots.
6
Wear a long cardigan over a fitted tank top for a cozy solution. Pick out a long, flowing cardigan that hits you at about mid-shin length to elongate your legs. Put this on over a tank top in the summer or a long sleeve shirt during the fall for an effortless and breezy look.^{[6]XResearch source}
- Pair a floral cardigan with a white tank top and light wash jeans to make your black boots stand out.
- Choose a camel-colored cardigan to wear with a striped shirt and black jeans for a cute outfit to go with your tall black boots.
7
Carry a small backpack for a laid-back way to hold your essentials. Since black boots have a tendency to elevate looks, you can keep them casual with a backpack instead of a handbag or purse. Throw on a neutral-colored one to keep your outfit simple or add a pop of color with a pink or purple backpack.^{[7]XResearch source}
- Small backpacks are great for day-long outings so you can pack all your essentials.
Advertisement

Method 2

Method 2 of 2:

Dressing up Tall Black Boots

1
Show off your legs in a mini dress. Pick out a dress that hits about mid-thigh, then pull on your boots. Leave a little stretch of skin showing in between your dress and your boots for a flirty and fun outfit that will elongate your legs.^{[8]XResearch source}
- If it’s cold out, throw on a pair of sheer black tights for a seamless transition from your dress to your boots.
- Try wearing a strappy sundress in the summertime.
- Use a bodycon dress to elevate your look for a night out on the town.
- Wear a cat suit with cool suede boots that are more fitted to the leg.^{[9]XExpert SourceKara Allan
  Celebrity Stylist, Makeup Artist & Personal Brand ConsultantExpert Interview. 25 February 2022.}
- For example, you can wear a black cat suit with red boots.^{[10]XExpert SourceKara Allan
  Celebrity Stylist, Makeup Artist & Personal Brand ConsultantExpert Interview. 25 February 2022.}
2
Wear a midi dress to cover up your legs. Pull on a dress that hits just below your knees and then put on your tall boots. People won’t be able to see where your boots end, so there will be a seamless transition between your dress and your shoes.^{[11]XResearch source}
- Try wearing a midi dress with long sleeves during the fall and winter.
- Choose a floral midi dress for a cute outfit during the spring and summer.
- You can wear above the knee skirt with under the knee boots for a balanced look.^{[12]XExpert SourceKara Allan
  Celebrity Stylist, Makeup Artist & Personal Brand ConsultantExpert Interview. 25 February 2022.}
3
Look edgy with a mini skirt and a black leather jacket. Put on a mini skirt that hits at about mid thigh, then pull on your boots. Add a fitted T-shirt and a black motorcycle jacket for a look that will turn heads.^{[13]XResearch source}
- You can even try wearing leather jackets in different colors to mix it up, like red or cream.
- Try to avoid wearing tall boots with shorts. This pairing can make your legs look shorter.
Variation: Try wearing this outfit with black leggings instead of a skirt on chilly winter days.
4
Add flair to your dressy outfit with a sparkly tank top. Put on your black boots and a pair of black jeans with a sequined tank top for a night out on the town. Tuck your tank top into your jeans or get a cropped one that sits right above your hips for a modern, proportionate look.^{[14]XResearch source}
- You could also pair your tank top with a black skirt for a more elevated outfit.
- Try adding a few silver bracelets and earrings to really stand out.
5
Try a peplum top for a waist-hugging top that balances the outfit. Pick out a cute peplum top in white, pink, or red, and pair it with dark wash jeans and your black boots. Add some red lipstick and a brown handbag for a classic look.^{[15]XResearch source}
- Peplum tops flare out at the waist for a more interesting hem to accentuate your waistline and your hips.
- Peplum tops are super versatile since you can dress them up for a night out or tone them down to wear to work.
6
Stay classy with a fitted blazer and black pants. Put on your black boots, a pair of black jeans, and a structured blazer for a cool streetwear look that you can go out in. Choose a neutral blazer for a more toned down look or go all out with a plaid or brightly-colored one.^{[16]XResearch source}
- Wear a red plaid blazer and a black tank top to really make this outfit pop.
- Stay neutral with a navy blue blazer and a white T-shirt.
- Try to stay away from khaki or pleated pants, since they might bunch up when you tuck them into your boots.
7
Throw on a long overcoat to lengthen your silhouette. Overcoats and tall boots elongate your body and make you look tall and sophisticated. Try on a neutral overcoat for a seamless look, or go bold with a patterned one.^{[17]XResearch source}
- Try pairing a camel-colored overcoat with light wash jeans, your black boots, and a white T-shirt.
- Be bold with a plaid overcoat, your black boots, black jeans, and a white peplum top.
8
Carry a structured handbag to match the structure of your boots. Black boots look great when you wear them with other accessories that are heavily structured. Stick with a neutral pallet by holding a brown or black handbag, or go bold with a navy blue or dusty pink one.^{[18]XResearch source}
- Large handbags are great for holding all of your essentials for a night out or a day trip.
Advertisement

Expert Q&A

Search

Add New Question

Question
What should I wear with long black boots?
Kara Allan
Celebrity Stylist, Makeup Artist & Personal Brand Consultant
Kara Allan is a Celebrity Stylist, Makeup Artist, Personal Brand Consultant, and Owner of Style by Kara Allan. With over 19 years of experience, her expertise includes wardrobe styling and edits, personal shopping, personal branding, makeup application, and corporate image consulting. Kara has worked with many celebrity clients including Leonardo di Caprio and Jesse Itzler. She has also been featured in numerous media outlets such as DC Magazine, Washington Post Express, and the Huffington Post. Kara received her training with Stacy London, Former Fashion Editor at Vogue Magazine and Star of TLC's What Not to Wear, and Carla Mathis, Certified Image Master, Association of Image Consultants International.
Kara Allan
Celebrity Stylist, Makeup Artist & Personal Brand Consultant
Expert Answer
You can wear a shorter skirt just above the knee to create a balanced look without showing too much skin. If you're wearing under the knee boots, you can also pair them with a long skirt.
Thanks! We're glad this was helpful.
Thank you for your feedback.
If How.com.vn has helped you, please consider a small contribution to support us in helping more readers like you. We’re committed to providing the world with free how-to resources, and even $1 helps us in our mission.Support How.com.vn
Yes No
Not Helpful 0 Helpful 0