If you’re anything like me, you’re always looking for new ways to style your go-to denim. And right now, I am all about bootcut jeans! You can truly dress them up or down for literally any occasion.
I put together 21 of my favorite looks to give you some major inspo. Hope you love!
1. Bright Crop Top and Platform Sandals

When it starts to get warm, this is the perfect laid-back look. I love pairing a bright crop top with some light wash bootcut jeans for a totally fun, summery vibe.
Just add some white platform sandals. They give you a little height and make the whole outfit feel so fresh and youthful.
2. Denim Jacket and Cowboy Boots

You really can’t go wrong with a denim-on-denim moment. It’s just such a classic wardrobe essential! Pair a jean jacket with your bootcut jeans.
Going for a similar wash is key for that put-together, cohesive feel. I’d finish this with some cowboy ankle boots.
How cute is that? It adds the perfect little bit of western flair, which I think is ideal for a casual day or even a concert.
3. Black Tank Top and Dark Wash Jeans

Honestly, sometimes a simple outfit is the absolute chicest. A black tank top with dark wash bootcut jeans? It’s such a sleek and timeless combo.
Just add a brown leather belt. I love that this gives it a little pop of contrast and is also super flattering for your waist.
4. Herringbone Coat and Pointed Pumps

I mean, is there anything that screams “put together” more than a herringbone print coat? I don’t think so.
Layering it over a simple tank and your bootcut jeans makes for a look that feels classic but also really contemporary.
You just slip on some pointed pumps, which are amazing for making your legs look longer and adding that sophisticated finishing touch.
5. Black Leather Blazer Monochrome Look

When you just don’t know what to wear, go for all black. It always works. A black leather blazer paired with black jeans is such a chic, cohesive look.
Black shoes and a black handbag are all you need to complete this sophisticated outfit. It’s a total go-to for a night out or a big meeting.
6. V-Neck Top and Fuzzy Cardigan Combo

This one is just perfect for those days when you want to look stylish but put in zero effort. It’s all about comfort and style.
A v-neck top layered under a fuzzy cardigan gives off such a cozy vibe, and the bootcut jeans keep it classic. Sneakers are the obvious choice to complete this laid-back look, making it ideal for running errands.
7. Turtleneck and Long Coat Combo

For those days when your schedule is totally packed but you still want to look put-together, you have to try this outfit.
A turtleneck under a long coat creates a really sleek shape. The bootcut jeans and ankle boots keep it all grounded. And don’t forget a belt! It’s the perfect finishing touch to polish it off.
8. Double-Breasted Blazer and Jeans

Who says you can’t mix business and fun? Pair a double-breasted blazer with a simple t-shirt and your bootcut jeans for an outfit that perfectly blends sophistication and comfort.
I’d throw on some flip-flops to keep it all feeling casual. You’ve got a look that is perfect for a relaxed office day or a weekend brunch.
9. Striped Shirt and Leopard Print Heels

Why be boring when you can mix patterns? I am obsessed with this. Pair a striped button-up shirt with your bootcut jeans for a classic starting point.
Then, add that pop of personality with leopard print heels and a leather handbag. This outfit is a must if you love to stand out.
10. Sheer Tank Top with Bootcut Jeans

For those nights you really want to make an entrance, try pairing a sheer tank top with bootcut jeans.
This combo is so fun and definitely perfect for a night out or a special event where you want to make a statement.
11. Colorful Cardigan and Ankle Boots

If you’re going for that effortless style, a colorful cardigan is your new best friend. Seriously.
Throw it over a tank top and bootcut jeans for a look that’s both cozy and super eye-catching. Ankle boots are all you need to complete the outfit, and I love that they add a little bit of edge.
12. Sports Tee and Sneakers Casual

You don’t need to be a fashion pro to pull this one off. A sports tee paired with bootcut jeans and sneakers just makes for a great, casual, athletic-inspired outfit.
Add a belt to define your waist and you are ready for a day of errands or cheering on your team.
13. Denim-on-Denim with Leather Boots

Just forget the old rules. This outfit is proof you can totally mix different denim shades. A light blue denim shirt with dark wash bootcut jeans creates such a stylish contrast.
Leather boots add a rugged touch, which is perfect for a casual day or a weekend trip.
14. Denim Shirt with White Bootcut Jeans

Want to make a statement? Then you have to go for white bootcut jeans paired with a classic denim shirt.
White pointed pumps are great for elongating your legs and adding a touch of sophistication. This makes the whole outfit work for daytime or nighttime events.
15. Oversized Blazer with UGG Boots

When the temps drop but you still want to look chic, try this ensemble. An oversized blazer layered over a t-shirt adds just a touch of polish to your bootcut jeans.
Complete the look with some UGG boots for the absolute best combination of comfort and style.
16. Trench Coat All-Black Ensemble

It’s always amazing what a few key pieces can do for your look. A black trench coat paired with a black top and black jeans creates a super sleek, monochromatic outfit.
Black sneakers keep it casual but still really put-together. Perfect for running errands or grabbing coffee with friends.
17. Black Crop Top and Blue Bootcut Jeans

Some outfits just scream confidence, you know? This is one of them. A black crop top paired with blue bootcut jeans creates such a flattering silhouette.
Add a black belt to cinch your waist and you’ve got a look that’s perfect for a night out dancing or a summer festival.
18. Button-Up Vest and Pointed-Toe Heels

One of the easiest ways to make a statement is to work unexpected pieces into your outfit. I love this. A button-up vest paired with bootcut jeans makes for a really unique, fashion-forward look.
Pointed-toe heels add that touch of elegance, making this outfit a great choice for so many different occasions.
19. Shaggy Fur Coat and Strappy Sandals

For anyone who loves texture with a modern twist, you have to try this. Pair a shaggy fur coat with a halter top and your bootcut jeans.
Black strappy sandals add a bit of glamour, which makes this outfit perfect for a night out or a big fashion-forward event.
20. Leather Vest and Distressed Bootcut Jeans

Are you obsessed with the leather look but want to give it your own spin? This is for you. A leather vest worn over a button-up shirt, paired with distressed bootcut jeans… it’s just the perfect balance of edgy and polished.
I’d add loafers for that little touch of sophistication. This whole outfit would be so great for a creative office or a fun night out.
21. Long-Sleeve Crop Top and Pointed-Toe Shoes

For an outfit that feels totally classic and fresh at the same time, you have to try this. Pair a long-sleeve crop top with your bootcut jeans.
I love that the crop top brings a modern touch while the jeans keep things classic. Pointed-toe shoes will elongate your legs and add that touch of sophistication.