Autumn is officially here, and it’s time to take advantage of the season’s gorgeous colors, moody vibes, and chilly weather. No—you’re not just about the crunchy leaves and pumpkin spice lattes.
You and your bestie are here to break the mold.
Even if you’re channeling the energy of your favorite pop culture icons or just putting your own twist on fall fashion, these rebellious outfit ideas are curated for you and your best friend to annihilate.
Grab your PSLs, find the perfect background of orange leaves or moody skies, and get ready to serve style that even the TikTok algorithm can’t resist.
1. Grunge Revival: Plaid, Denim, and Doc Martens
Channeling: 90s Grunge Icons like Kurt Cobain and Courtney Love
If there’s one style that’s synonymous with rebellion, it’s grunge. Grunge was the ultimate “I don’t care” vibe, and there’s no better way to pay homage to that aesthetic than by bringing it back with a modern twist. Think plaid flannels, ripped jeans, and chunky Doc Martens. For an edgy besties photo, coordinate your outfits but don’t match exactly. You want to look like you both just rolled out of bed and grabbed whatever was on the floor—but in the most stylish way possible.
- Your Outfit: Oversized plaid shirt (bonus points if it’s vintage), distressed skinny jeans, and a beanie. Top it off with layered necklaces and some chunky rings.
- Your Bestie’s Outfit: A graphic tee featuring a classic rock band, high-waisted denim shorts with fishnet tights underneath, and a worn-in leather jacket.
Pose in front of a graffitied wall, or find a spot with an old-school vibe. Maybe a record store or a dingy coffee shop. The more authentic, the better.
2. Cottagecore Rebels: Gingham with Combat Boots
Channeling: Florence Welch meets Wednesday Addams
Cottagecore has taken over the internet, but who says it has to be all sweet and innocent? Take the floral dresses and gingham prints and give them a dark, rebellious twist. Imagine if Wednesday Addams had a weekend getaway in the countryside—what would she wear?
- Your Outfit: A midi gingham dress, but pair it with combat boots instead of dainty flats. Add a wide-brimmed hat and layer on some black, gothic-inspired jewelry.
- Your Bestie’s Outfit: An oversized floral dress, but swap the straw basket for a black leather backpack. Add some dark lipstick and let your hair fall in loose waves for that effortless “I woke up like this” look.
Find a moody forest or an overgrown garden to complete the aesthetic. The contrast between the dark elements of your outfits and the natural surroundings will make your photos pop with that “rebellion in the countryside” vibe.
3. Y2K Nostalgia: Low-Rise Jeans and Baby Tees
Channeling: Early 2000s Pop Stars like Britney Spears and Christina Aguilera
Y2K fashion is back, and it’s louder than ever. This trend is all about embracing the gaudiness and excess of the early 2000s, but with a modern, rebellious twist. Think low-rise jeans, baby tees, and chunky sneakers. The key here is to mix and match bold colors and prints, and don’t be afraid to clash a little—after all, the early 2000s were all about maximalism.
- Your Outfit: Low-rise cargo pants paired with a crop top featuring a kitschy slogan or a bedazzled graphic. Add a bucket hat and some tinted sunglasses for that ultimate Y2K flair.
- Your Bestie’s Outfit: A baby tee with a butterfly motif, paired with a mini skirt and platform sneakers. Layer on some colorful beaded jewelry and throw on a zip-up hoodie for that cozy, laid-back vibe.
For your photos, think urban settings—maybe a skate park or an old-school diner. Lean into the Y2K aesthetic with some playful poses, and don’t forget to throw in a few peace signs or duck faces for that authentic, early-2000s feel.
4. Punk Princesses: Tartan Skirts and Band Tees
Channeling: Punk Rock Queens like Avril Lavigne and Hayley Williams
Punk is about defiance, and there’s no better way to show your rebellious side than with a punk-inspired outfit. This fall, mix tartan prints, band tees, and lots of leather for a look that’s equal parts edgy and stylish. The trick is to balance the tough elements with something a little more feminine—think punk princess, not full-on rock star.
- Your Outfit: A tartan skirt, fishnet tights, and a band tee (the more obscure the band, the better). Throw on a pair of combat boots and a leather jacket to complete the look.
- Your Bestie’s Outfit: Ripped skinny jeans, a graphic tee, and a studded belt. Top it off with a choker necklace and some chunky boots for that ultimate punk vibe.
Look for a grungy urban backdrop, like a deserted alleyway or a brick wall covered in posters. Your poses should be fierce, with lots of attitude—think crossed arms, back-to-back stances, and maybe a little smirk.
5. Dark Academia: Blazers, Turtlenecks, and Mysterious Vibes
Channeling: Intellectual Rebels like Dead Poets Society Meets Gossip Girl
Dark Academia has been trending for a while, but this fall, take it up a notch by leaning into its more rebellious aspects. Think about the intellectual rebels who aren’t afraid to question authority or go against the grain. Mix traditional preppy pieces like blazers and turtlenecks with unexpected elements to keep things fresh and modern.
- Your Outfit: A plaid blazer over a black turtleneck, paired with high-waisted trousers or a pleated skirt. Add some loafers or ankle boots, and don’t forget the bookish accessories—round glasses, a leather-bound journal, or a vintage satchel.
- Your Bestie’s Outfit: A chunky knit sweater, layered over a collared shirt with the collar peeking out. Pair it with a pleated skirt, knee-high socks, and oxford shoes. A beret or a newsboy cap can add that extra touch of old-school academia.
For photos, find an old library, a historic campus, or even just a cozy café with dark wood interiors. Capture the moody lighting and intellectual atmosphere with your poses—think reading a book together or sitting thoughtfully on a window ledge.
6. Athleisure Anarchy: Hoodies, Biker Shorts, and Statement Sneakers
Channeling: Sporty Rebels like Zendaya and Hailey Bieber
Athleisure has been the go-to for comfort, but who says you can’t make it rebellious? This fall, mix sporty pieces like hoodies and biker shorts with more structured items to create a look that’s both comfy and edgy. The key is to accessorize like a boss—think statement sneakers, chunky gold chains, and oversized sunglasses.
- Your Outfit: A cropped hoodie with biker shorts, paired with high-top sneakers. Add some big hoop earrings and a chain necklace for that extra touch of glam.
- Your Bestie’s Outfit: An oversized sweatshirt dress, worn with chunky sneakers and crew socks. Layer on a few necklaces, and don’t forget a sleek pair of sunglasses to top it all off.
For your photos, go for a minimalist background that lets your outfits shine—a concrete wall, an empty parking lot, or even a sleek modern building. Your poses should be relaxed and confident, like you’re about to drop the hottest new streetwear line.
7. Boho Rebellion: Flowy Dresses with Leather Jackets
Channeling: Free Spirits like Stevie Nicks Meets Lana Del Rey
Boho is all about freedom and self-expression, but this season, give it a rebellious edge by mixing flowy, feminine pieces with tougher, more structured elements. Imagine you’re a modern-day Stevie Nicks, blending ethereal vibes with rock-and-roll attitude.
- Your Outfit: A flowy, floral maxi dress, but instead of sandals, wear it with a leather jacket and ankle boots. Add some layered necklaces, oversized sunglasses, and a wide-brimmed hat to complete the look.
- Your Bestie’s Outfit: A boho blouse with flared jeans, but instead of the usual boho accessories, add a studded belt and some chunky jewelry. Finish the look with a pair of pointed-toe boots.
For your photos, find a location that blends natural and urban elements—maybe a park with a view of the city skyline, or a street lined with autumn trees. Play with movement in your poses, letting the wind catch your dress or twirl in the leaves for a shot that’s both carefree and defiant.
8. Goth Glam: Velvet, Lace, and Lots of Attitude
Channeling: Modern Goth Queens like Billie Eilish and Lorde
Goth has always been about pushing boundaries and embracing the darker side of fashion. This autumn, go all out with goth glam—mixing luxurious fabrics like velvet and lace with edgy accessories to create a look that’s both dark and decadent.
- Your Outfit: A black velvet dress, paired with lace tights and chunky platform boots. Add some silver jewelry, dark lipstick, and a choker to really drive home the goth vibes.
- Your Bestie’s Outfit: A lace top layered under a black slip dress, worn with combat boots and fishnet tights. Accessorize with oversized rings, dark eyeliner, and maybe a spiked headband for that extra edge.
Choose a dramatic, moody setting for your photos—an old cemetery, an abandoned building, or even just a dimly lit corner of your favorite café. Your poses should be intense and mysterious, capturing the essence of goth glam in every shot.
9. Vintage Rebels: Retro Finds with a Modern Twist
Channeling: Time-Traveling Rebels like Taylor Swift in her Midnights Era
Vintage fashion is all about nostalgia, but this season, mix in some modern elements to create a look that’s both timeless and contemporary. Think of it as time-traveling with a rebellious twist—you’re taking the best of the past and making it your own.
- Your Outfit: A vintage band tee tucked into high-waisted mom jeans, paired with a sleek leather jacket. Add some cat-eye sunglasses and red lipstick for that perfect mix of retro and modern.
- Your Bestie’s Outfit: A retro-inspired dress with a bold print, worn with ankle boots and a denim jacket. Accessorize with a chunky belt, hoop earrings, and a bold, winged eyeliner.
Look for a retro setting that complements your outfits—maybe a vintage diner, an old movie theater, or even a classic car show. Play with some fun, throwback poses like leaning against a jukebox or pretending to talk on an old-school rotary phone.
10. Statement Outerwear: Trench Coats, Capes, and Bold Patterns
Channeling: Bold Icons like Rihanna and Zendaya
Autumn is all about outerwear, and this season, it’s time to go bold. Think trench coats, capes, and oversized jackets in eye-catching colors or patterns. The key here is to let your outerwear be the star of the show—keep the rest of your outfit simple, and let your coat or cape do the talking.
- Your Outfit: A bright, patterned trench coat, worn over a simple black outfit. Add some sleek ankle boots and oversized sunglasses for a look that’s effortlessly chic.
- Your Bestie’s Outfit: A bold, oversized cape in a rich autumnal color like burgundy or mustard. Pair it with skinny jeans and knee-high boots for a look that’s both cozy and stylish.
For photos, find a setting that contrasts with your statement outerwear—maybe a minimalist modern building, or a quiet street lined with autumn trees. Your poses should be confident and bold, just like your outfits.
