20 Fall Outfits with Boots Perfect Pairings for the Season
Oh, boots season! The time of year when we can finally strut our stuff without our feet melting into puddles of sweat. (Looking at you, summer sandals.)
As a fashion stylist who s seen more fall trends come and go than pumpkin spice lattes at Starbucks, I m here to dish out some seriously stylish boot-centric outfits that ll have you falling head over heels literally and figuratively.
I ve teamed up with a squad of fashionistas, and together, we ve curated a list that s hotter than your overpriced PSL. From classic ankle booties to over-the-knee showstoppers, we ve got you covered (well, at least from the ankles down).
So, kick off those flip-flops and let s dive into 20 fall outfits that ll make you want to do a happy dance in your new boots. Trust me, your feet will thank you later.
1. Classic Jeans and Ankle Boots
Who says you can t rock the basics? Pair your favorite skinny jeans with some sleek ankle boots, and voila! You re ready to conquer the world, or at least that pumpkin patch you ve been eyeing.
2. Sweater Dress and Knee-High Boots
Nothing says I woke up like this quite like a sweater dress and knee-high boots combo. It s the perfect outfit for when you want to look put-together but feel like you re still in your pajamas.
3. Leather Jacket and Combat Boots
Channel your inner rock star with this edgy ensemble. Just don t blame me if you suddenly feel the urge to start a garage band.
4. Midi Skirt and Ankle Boots
Who said boots can t be feminine? This combo is so pretty, even the falling leaves will be jealous.
5. Oversized Blazer and Chelsea Boots
Business in the front, party in the feet? This look screams I have my life together (even if your apartment is a mess).
6. Maxi Dress and Cowboy Boots
Yeehaw, partner! This boho-chic look is perfect for those fall days when you can t decide if you re a flower child or a cowgirl.
7. Leggings and Over-the-Knee Boots
For when you want to be comfy but also look like you re ready to star in a music video.
8. Denim Skirt and Ankle Boots
Bringing sexy back to the 90s. This look is so retro, you might start speaking in Friends quotes.
9. Plaid Shirt and Hiking Boots
For when you want to look like you re about to go on a hike, but you re really just going to the coffee shop.
10. Slip Dress and Combat Boots
Grunge meets glam in this unexpected pairing. Kurt Cobain would be proud.
11. Corduroy Pants and Chelsea Boots
Corduroy: not just for your grandpa anymore! This look is so 70s, you might start speaking in groovy slang.
12. Sweater and Slouchy Boots
For those days when you want to look like you re starring in a rom-com, complete with a cute reading nook.
13. Leather Pants and Ankle Boots
Who run the world? Girls in leather pants and ankle boots, that s who. Beyoncé would approve.
14. Floral Dress and Combat Boots
Because nothing says I contain multitudes like pairing dainty florals with tough-as-nails boots.
15. Jumpsuit and Ankle Boots
One-piece wonder meets foot fabulous. It s like a superhero costume, but make it fashion.
16. Trench Coat and Rain Boots
For when the weather forecast is as unpredictable as your ex. At least you ll look good while puddle-jumping!
17. Midi Sweater Dress and Knee-High Boots
Sleek, chic, and oh-so-unique. This outfit says I m sophisticated without saying a word.
18. Cargo Pants and Combat Boots
Channel your inner Lara Croft with this adventure-ready ensemble. Tomb raiding optional, looking fabulous mandatory.
19. Turtleneck Sweater and Over-the-Knee Boots
For when you want to feel like a sexy librarian but it s too cold for glasses alone.
20. Joggers and Sneaker Boots
Because sometimes you want to look like you re going to the gym, but you re really just going to Netflix and chill.
And there you have it, folks! Twenty fall outfits that ll make you want to kick leaves and take names. Remember, fashion is all about having fun and expressing yourself. So go ahead, mix and match, and strut your stuff like the autumn queen you are. After all, if the boots fit, wear em!