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Fall 2025 Fashion Go-To's from a Chicago Girl!
Purple Star emoji 18 items
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Kaylee Carr-Taylor profile picture
Kaylee Carr-Taylor
from someone who's experiencing fall for the first time in like 7-8 years🫣 I love the changing seasons and the changing up of style though! I'm so excited to wear cozy sweatshirts, jackets, and cute jeans!
Sections
6
 
TOPS
 
BOTTOMS
 
SHOES
 
JACKETS
 
SWEATSHIRTS / SWEATERS
 
BAGS

TOPS

fall tops, shirts, blouses, etc for casual work from home outfits and for going out!
 
Kaylee Carr-Taylor profile picture
a classic and such good quality, perfect for layering or warmer fall days
We The Free Most Loved Long Sleeve
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Kaylee Carr-Taylor profile picture
a staple!!! and such an affordable price for a long sleeve! I want one in every color!
Snug Crew-Neck Long-Sleeve T-Shirt | Old Navy
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Kaylee Carr-Taylor profile picture
I love a basic tee for layering under a sweater or sweatshirt, especially if it gets warmer during the day! a high quality basic is perf
The Box-Cut Tee in Essential Cotton | White | No Pocket
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BOTTOMS

my go to bottoms for the cooler weather! love to be cute and comfy and not cold!
 
Kaylee Carr-Taylor profile picture
obsessed with a darker wash denim, just feels so fall! I loveee these jeans too, so comfy!
Harper Straight Jean (Stretch) in Enroll
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Kaylee Carr-Taylor profile picture
comfy and affordable sweats! perfect for a movie lounge day in with cooler weather!
Classic Fleece Sweatpant
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Kaylee Carr-Taylor profile picture
I have a lighter wash, I love these! so softer and comfy! I found some at a consignment store for a cheaper option!
MOTHER The Weekender Mid-Rise Flare Jeans
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SHOES

a personal fave! shoes can make or break a fall fit! comfy, can withstand changing fall weather, and cute of course
 
Kaylee Carr-Taylor profile picture
ok so I actually found these at a consignment store booth at a craft fair but I'm obsessed
Women's Brown Melissa Double Sole Button Lug Tall Boots | The Frye Company
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Kaylee Carr-Taylor profile picture
my staple fall booties! I actually have 2 pairs because I love them so much! perfect under jeans for a night out or a cute dinner
Mia Carla Bootie
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Kaylee Carr-Taylor profile picture
loving the deep brown color but I have the lighter ones! perfect for around the house or quick runs to get a package!
Women's Classic Micro
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JACKETS

staying warm and cute all fall! love a denim jacket, leather jacket, thrifted moment
 
Kaylee Carr-Taylor profile picture
LOVE an oversized denim jacket and love Levi's quality! warm and perfect for cool fall nights!
'90s Trucker Jacket - Dark Wash | Levi's® US
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Kaylee Carr-Taylor profile picture
love a long leather jacket. warm, cute, stylish, can dress up or down
BADGLEY MISCHKA Single Breasted Leather Trench Coat
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Kaylee Carr-Taylor profile picture
love a leather blazer moment! perfect for a night out and staying warm!
Faux Leather Blazers for Women
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SWEATSHIRTS / SWEATERS

cozyyyy sweatshirts and sweaters for working from home and enjoying a fall movie night out and just staying home and curling up
 
Kaylee Carr-Taylor profile picture
love the melrose and market sweaters from Nordstrom rack!! cute, comfy, soft, and affordable!
Women's Melrose and Market Sweaters
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Kaylee Carr-Taylor profile picture
love my scubas from lulu! soft and comfy and perfect for a chilly fall day!
Scuba Oversized Half-Zip Hoodie | Women's Hoodies & Sweatshirts | lululemon
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Kaylee Carr-Taylor profile picture
I love a classic sweatshirt! I love these ones from GAP! basic and comfy and perfect for chilly weather and layering!
VintageSoft Hoodie | Gap
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BAGS

has to be durable for changing weather but never sacrificing style! love a good bag!
 
Kaylee Carr-Taylor profile picture
LOVE this bag in maple! perfect every day bag for fall!!! perfect color too!
Curve Zip Bag
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Kaylee Carr-Taylor profile picture
LOVE this coach Brooklyn bag!!! so chic for everyday wear and a night out!
COACH® | Brooklyn Shoulder Bag 28
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Kaylee Carr-Taylor profile picture
I love a le pliage for fall! it's perfect for fall weather and rain because it's waterproof and easily washable!
Tote bag L
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