20 Style Tips On How To Wear Bootcut Jeans

After years of the skinny jean reign, we’re finally embarking on some new denim trends: flare jeans and bootcut jeans! As someone who was initially very against skinny jeans and then came to love them, I can’t help but feel excited. I love the look and feel of bootcut jeans, and I was so excited to hear they were back in style that I ran out and bought a pair of amazing Paige Denim jeans that I’m now obsessed with.

The only question is: how do you wear bootcut jeans? It’s really not that difficult, honestly, because all jeans are versatile and can be worn so many different ways. But a little fashion inspiration never hurt anyone! So, here are 20 style tips on how to wear bootcut jeans with pictures of fashion bloggers and “regular” people to give you some ideas. Get used to these comfy jeans, because I’m hoping they don’t go anywhere any time soon!

1. You can’t go wrong with this classic look: a white tee, a cute hat, and cute shoes. And bootcut jeans, obviously.


2. Bootcut jeans actually fit and look better than skinny jeans! But if you’re worried about a baggy shirt and bootcut jeans being too baggy, add a belt or sash right at your waist like so:

3. Bootcut jeans look great with heels and, obviously, boots, but they can also be worn with flats. Add some fall layering, and you’ve got a comfy, cozy outfit.

4. Opt for a more dressed up casual look with a blazer, white tee, heels, and a statement necklace.

5. Go for a boho vibe with a loose shirt, floppy hat, and lace-up booties.

6. Add a lace top and pretty ankle boots for a feminine look.

7. A great way to make bootcut jeans more professional is to tuck in a button down shirt and wear heels. 

8. Of course, you can’t go wrong with a simple striped shirt and a belt.

9. Front-tuck a fancy top and add heels to dress up your boot jeans in a perfectly stream-lined way.

10. Make a crop top work for fall by wearing it with high-waist bootcut jeans and a leather jacket.

11. Speaking of leather jackets, bootcut jeans look awesome with that item over a sweater and scarf.

12. Front tie your favorite graphic tee, then add a hat and some platforms. The cutest casual look ever!

13. Make plain bootcut jeans more interesting by playing with patterns on top. A striped shirt goes surprisingly well with a plaid blazer.

14. How cute is this look? And it’s so easy. Wear platforms, a floppy hat, and a graphic tee.

15. Don’t be afraid to add long layers. This long cardigan looks boho-chic with these bootcut jeans. Heels are the key to keeping this from looking sloppy.

16. Really go for the ’70s vibe with a floppy hat and a tucked in patterned shirt in bold colors.

17. Of course, you can’t go wrong with a cozy sweater. 

18. Throw on a faux fur vest for a touch of glamour and fun.

19. Bootcut jeans go great with sneakers too! Wear them for a casual weekend look, or when you’re feeling comfy.

20. You can’t go wrong with a kimono and cropped shirt on warmer fall days.

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