If you love thigh high boots, then it’s time to start wearing them on a weekly (if not daily!) basis.

Continue reading for cute fall and winter outfits with thigh high boots. These outfit ideas with the best thigh high boots can be easily copied with similar clothes on Amazon.

Cute Outfits with Thigh High Boots 

This post is all about cute outfit ideas with thigh high boots, and how to copy the outfit ideas with clothes from Amazon.

This post may contain affiliate links. View the disclosure here.

18 Cute Outfits with Thigh High Boots

Who doesn’t love thigh high boots?! Below are outfit ideas with thigh high boots and over-the-knee boots.

These thigh high boots are for sale on Amazon too!

1. Leather Skirt + Sweater + Black Thigh High Boots

View Thigh High Boots on Amazon

A red leather skirt with thigh high boots is such a stylish outfit! 

2. White Dress + Vest + Thigh High Boots

View Thigh High Boots on Amazon

3. Red Sweater Dress + Thigh High Boots

View Thigh High Boots on Amazon

I love sweater dresses for winter. They are warm and comfortable!

The knee high boots add a touch of fun and sexiness.

Get This Outfit with Thigh High Boots

4. Cozy Sweater Dress + Thigh High Boots

I love wearing sweater dresses in the winter. Sweater dresses always fit, they are so cozy and warm, and they are WAY more comfortable than jeans.

I love wearing dresses with thigh high boots.

Get This Cute Fall Outfit with Over the Knee Boots 

5. Cute Dress + Black Hat + Thigh High Boots

Get this Cute Fall Outfit with Thigh High Boots

 

6. Jeans + Tank + Thigh High Suede Brown Boots

View Thigh High Boots on Amazon

I love this simple (and cute!) outfit with thigh high boots and jeans.

7. Sweater + Brown Hat + Khaki Thigh High Boots

View Thigh High Boots on Amazon

8. Jeans + Floral Blouse + Over the Knee Boots 

View these Boots on Amazon

This is such a cute fall outfit idea with thigh high boots and jeans! 

9. Skinny Jeans + Red Sweater + Thigh High Boots

View Similar Boots on Amazon

I love this winter outfit idea! The jeans and sweater will keep you warm. The thigh high boots are so sexy too!

Get This Outfit on Amazon with Thigh High Boots

10. Southwestern Cardigan + Jeans + Thigh High Boots 

View Cardigan on Pink Lily

Thigh high boots look GREAT with jeans and longer cardigans. This Southwestern/Aztec cardigan is so stylish and cozy!

11. Preppy Sweater + Thigh High Boots

View Sweater on Pink Lily

There is something about a striped sweater with a hat that reminds me of Ralph Lauren. This outfit idea is so stylish and preppy!

A cute winter outfit idea with thigh high boots is to wear thigh high boots with a skirt and tights (or leggings!).

This is a cuter (and more feminine!) outfit than simply wearing jeans.

11. Black Leggings + Sweater + Thigh High Boots 

View Thigh High Boots on Amazon 

12. Warm Winter Outfit + Thigh High Boots

Buy these Boots on Amazon

You can buy these same thigh high boots on Amazon.

Pair with jeans and a fun plaid jacket for a classic Christmas look.

• Similar Jacket on Amazon
• Cute Red Winter Beanie Hat on Amazon
• Soft Women's Crew Neck White Sweater for Winter Outfit

P.S. - Check out these cute Christmas outfit ideas with thigh high boots by Very Easy Makeup.

13. Red Sweater Dress + Thigh High Boots

View Thigh High Boots on Amazon

This thigh high boots outfit with a red sweater dress is perfect for fall date night! 

14. Orange Sweater Dress + Belt + Thigh High Boots

View Thigh High Boots on Amazon

15. Leggings + 80s Sweater + Thigh High Boots

View Thigh High Boots on Amazon

16. Christmas Jacket + Cream Sweater + Thigh High Boots

View Thigh High Boots on Amazon

Thigh high boots with jeans and a Christmas jacket are so, so cute! 

17. Girly Dress + Thigh High Boots + Cardigan

View Thigh High Boots on Amazon

18. Jeans + Flannel Shirt + Over the Knee Boots

GET THIS WINTER OUTFIT WITH OVER THE KNEE BOOTS

Club Outfit Ideas with Thigh High Boots 

Want to know what to wear with thigh high boots for a night out?

Here’s how to pair thigh high boots with a sexy skirt for going out to the club!

How to Wear Thigh High Boots for Going Out Clubbing

• Buy a cute sequin skirt.
• Pair with a cute tank top plus a leather jacket.
• Or go with a sweater (if it is winter).
• Add fun jewelry.
• Finish with bright lipstick, curled hair, and a fun purse!

Clubbing Outfits with Thigh High Boots

View Similar Skirt on Amazon

Copy this Outfit Idea

Club Outfit Idea with Thigh High Boots

View Similar Boots on Amazon

Copy this Outfit on Amazon

Tips for Wearing Thigh-High Boots Without Looking Trashy

You definitely DON’T want to look trashy when wearing thigh high boots.

They are inherently sexy, so you have to be careful!

How to Wear Thigh High Boots

Here are a few tips:

1. Don’t show off too much!

If you are wearing a short dress, choose one with long sleeves. If you are showing off your shoulders, then go with jeans vs. a short skirt.

2. Ensure your clothes fit.

Make sure your clothes aren’t too tight.

3. Keep makeup classy, but fun!

You can wear bright lipstick. Just don’t go all out with bright fingernails, fake eyelashes, thigh eyeliner, AND bright lipstick.

Instead, wear your favorite lipstick with great mascara.

What to Wear with Thigh High Boots

Below is a summary of what to wear with thigh high boots.

1. Jeans with Thigh High Boots

2. Anything Wintery with Thigh High Boots

3. Skirts with Black Thigh High Boots

Fun Jewelry and Accessories to Wear with Thigh High Boots

I LOVE wearing red in the winter and fall. It's bright and cheery for dreary days! 

Cute Jewelry to Wear with Thigh High Boots

Accessories to Wear with Thigh High Boots

You may also want to paint your nails a fun color for fall or a cheerful nail polish color for winter.

5 Best Thigh High Boots on Amazon

There are TONS of suede and thigh high boots online. These are the top rated thigh high boots that I found online.

Each of these suede boots gets great reviews and is under $100 on Amazon. That’s a price you can’t beat!

1. N.N.G Brown Over the Knee Suede Boots with Square Heel

View Thigh High Boots on Amazon

2. N.N.G. Black Thigh High Boots

View Thigh High Boots on Amazon

3. Dream Pairs Women's Over the Knee Thigh High Chunky Heel Boots

View Thigh High Boots on Amazon

View Thigh High Boots on Amazon

4. LUSTHAVE Black Over the Knee Boots with Heel

View Over the Knee Boots on Amazon

5. LUSTHAVE Brown Over the Knee Boots with Heel

View Over the Knee Boots on Amazon

More Outfit Ideas for Women

Check out this page for more outfit ideas for fall and winter!

More Articles by Very Easy Makeup

Did you like this article with outfit ideas for women with thigh high boots?

Please give it 5 stars below, leave a comment, and share it with friends on Facebook!

You may also like these related articles and pages by Very Easy Makeup.

Too Faced Sparkling Pineapple Eye Shadow Palette Review and Color Swatch

Best Casual Dresses on Amazon

The 3 Best Women’s Work Purses

Connect with Very Easy Makeup

I’d love to connect with you!

Very Easy Makeup on Facebook

Follow Very Easy Makeup on Facebook to get notified of new beauty, makeup, and fashion posts!

Very Easy Makeup - Facebook

Very Easy Makeup Tutorials on YouTube

Please subscribe to the Very Easy Makeup YouTube channel. You’ll find how-to tutorials for very easy makeup and bleaching hair blonde at home.

Very Easy Makeup on YouTube

Very Easy Makeup Newsletter

Sign up for the Very Easy Makeup Newsletter.

Newsletter Sign Up