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Fall Fashion Finds That Feel Like Main Character Energy 🍂

Purple Star emoji 20 items
Fall is my favorite excuse to reinvent myself. Every outfit feels like a mood, every latte feels like a prop, and every leaf is clapping for me on my hot girl walk. This list is basically my September-to-November starter pack.
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Cozy but Make It Chic

If it doesn’t look like it could be on a rom-com poster, I don’t want it. These are the clothes that make “running errands” feel cinematic.
 
Ann Marie Williams profile picture
This sweater is basically wearable comfort food. It’s huge and slouchy in all the right ways, like a warm hug that also makes you look effortlessly stylish. I throw it on with leggings when I’m lazy, or with jeans and boots when I’m pretending to hav...
Cable Knit Sweaters
 
Ann Marie Williams profile picture
These are my “I run the world but also just picked up groceries” boots. There’s something about slipping into knee-highs that instantly changes how you walk — you stand taller, move slower, and suddenly you’re the main character in a movie where the ...
Knee High Boots for Women
 
Ann Marie Williams profile picture
The name “shacket” makes me cringe, but I forgive it every single time I put mine on. It’s the perfect middle ground between “I stole my boyfriend’s flannel” and “yes, this is actually an outfit.” Soft, cozy, but structured enough to not feel sloppy....
Plaid Shirt Jackets: Sizes & Styles for Men & Women
 
Ann Marie Williams profile picture
This is one of those rare dresses that makes you look like you’re trying without actually trying. It hugs in all the right places but still feels like pajamas — which is really the dream combo. I wear mine with sneakers for daytime and swap in boots ...
Classic Knit Dresses
 
Ann Marie Williams profile picture
A beret is the fastest way to trick people into thinking you’re mysterious and cultured. I pop one on and suddenly feel like I should be sipping wine in a cafĂ© or reading poetry in a park. It’s lightweight, easy to throw on, and somehow manages to pu...
Berets
 
Ann Marie Williams profile picture
These are the definition of “how to look put-together while still being comfortable.” They’re stretchy enough to pass the couch test but sleek enough that you can dress them up with boots and a blazer. I love mine because they make even an oversized ...
Faux Leather Leggings – Shaping Waist & Smooth Fit
 
Ann Marie Williams profile picture
If fall fashion had a backbone, it would be this. A ribbed turtleneck is the kind of piece you wear 100 different ways — layered under dresses, tucked into skirts, thrown under jackets. It’s slim, flattering, and makes layering look like a skill you’...
Ribbed Turtleneck
 
Ann Marie Williams profile picture
Warmth without the bulk — this is the puffer that won’t make you feel like you’re starring in a marshmallow commercial. I grab it for morning walks, coffee runs, and pretty much anytime I want to be cozy but not swallowed whole. It’s easy to style ov...
Women's Puffer Jackets & Cropped Puffers
 
Ann Marie Williams profile picture
This skirt is straight out of a vintage catalog in the best way. It’s a little preppy, a little retro, and a lot of fun to style. I wear it with tights and boots for a cozy look or with bare legs and sneakers when the weather is still forgiving. Cord...
Corduroy Skirts
 
Ann Marie Williams profile picture
This scarf is less of an accessory and more of a personality. It’s chunky, dramatic, and so ridiculously cozy that I find excuses to wear it. I love wrapping it twice around for maximum warmth or leaving it a little loose for that “effortless chic” l...
Women's Infinity Scarves & Wraps

Accessories That Whisper ‘She’s Got Her Life Together’

The truth is, most people don’t notice the big things first — they notice the details. And that’s where fall accessories come in. The right bag, the right pair of earrings, or even just the right nail polish color can make you look like you’ve spent ...
 
Ann Marie Williams profile picture
This bag is my portable life organizer. It’s roomy enough to carry everything — laptop, makeup bag, emergency snacks — but structured enough that it doesn’t look like I just dumped my whole house in it. I love how it makes even my messiest days look ...
Women's Tote Handbags & Purses
 
Ann Marie Williams profile picture
Instant polish. That’s what these are. I can throw on the simplest outfit — like a sweater and jeans — and the second I add layered gold necklaces, I look like I’ve got a plan. They shine just enough to catch the light without being gaudy, and they m...
Pre Layered Necklaces – Made to Mix and Match!
 
Ann Marie Williams profile picture
I never underestimate the power of big sunglasses. They hide tired eyes, unblended concealer, and bad decisions from last night. The right pair makes me feel instantly put together, even if I rolled out of bed 20 minutes ago. It’s giving mysterious e...
Shop Oversized Sunglasses & Frames: Big & Extra Wide Eyewear
 
Ann Marie Williams profile picture
Here’s the truth: sometimes an outfit isn’t working because it just needs a belt. A statement belt can turn an oversized sweater into a dress or make jeans and a tee look intentional. I love using them to break up layers and add a little edge. It’s s...
Belts
 
Ann Marie Williams profile picture
My bad hair days thank me for this one. Tossing on a knit beanie is the easiest way to fake effort. I love how it instantly gives “fall vibes” without trying too hard. Plus, it doubles as an excuse not to fix my hair, which is always a win.
Knit Beanie
 
Ann Marie Williams profile picture
Regular tights are fine, but patterned tights? They’re a whole vibe. I love how they instantly make a simple outfit feel styled. Polka dots, plaid, fishnet-inspired — they all add personality and texture. It’s the easiest way to make a skirt-and-boot...
Women's Tights & Hosiery
 
Ann Marie Williams profile picture
I’m convinced chunky hoops are the earrings version of red lipstick: they go with everything and never fail. They dress up casual looks and give fancier outfits a little edge. I wear mine constantly because they’re bold without being overwhelming. Tr...
Hoop Earrings
 
Ann Marie Williams profile picture
This little bag is the ultimate multitasker. It’s small enough not to weigh me down but big enough to hold my essentials. I love crossbodies because they keep my hands free, and the faux suede adds that cozy texture perfect for fall. It feels casual ...
On 34th Jaqqy Faux-Suede Crossbody Bag, Macy's Exclusive
 
Ann Marie Williams profile picture
There’s something about burnt orange, deep burgundy, or caramel polish that just screams fall. I swear my hands look instantly more elegant when I wear them. It’s such a tiny detail, but it ties a whole outfit together in this subtle, satisfying way....
Essie Nail Polish
 
Ann Marie Williams profile picture
Leather gloves are one of those pieces that feel timeless and quietly luxurious. They make even the most casual outfit look elevated. I love slipping mine on with coats and scarves because they instantly give “classic movie star in the city” energy. ...
Dents Gloves – Luxury Leather Gloves, Belts and Accessories