Fashion

Are You a Meredith or a Chessy? Fall Pieces Based on ‘The Parent Trap’

written by JESSICA WELSH

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Of the countless fall fashion trends this year, two are standing out as my favorites: 1) Classic prep (with a touch of sporty-chic) and 2) The relaxed, cool girl aesthetic. As I have been saving outfit inspo on Pinterest and online shopping in these two styles, I’ve noticed that there is something that already ties them together—the movie The Parent Trap. Meredith Blake is a classic-prep-meets-sporty-chic icon, and Chessy basically invented the relaxed cool girl. 

The return of ’90s fashion has been reigning supreme for the past few years, so it’s no surprise that these two cultural icons have also become major style inspirations for a lot of people. Their styles work especially well for the fall season, given Meredith’s athleisure and workwear-inspired pieces and Chessy’s expert layering and oversized silhouettes. So whether you’re feeling more like a Meredith or a Chessy this fall, we’ve got you covered.

 

If you’re more of a Meredith Blake…

Meredith has two style moods in the movie: workwear-inspired preppy and sporty-chic athleisure. She’s also always in black, white, and/or gray, which is perfect for all of the neutral-loving gals out there. Most importantly, whether she’s wearing a workout set (like in the famous camping scene), or a shift dress, she is always impeccably dressed and put-together. If you’re looking to step up your style game and look incredibly chic all the time, channeling your inner Meredith Blake is perfect for you.

J.Crew
Stretch Crepe Sheath Dress

3 colors available

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Abercrombie & Fitch
Cropped Blazer

3 colors available

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Abercrombie & Fitch
Wrapped Mini Skirt

3 colors available

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J.Crew
Front-Pocket Cardigan
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Girlfriend Collective
Pleated Club Skort

4 colors available

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1.STATE
Pleated Trousers

2 colors available

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Gigi C Bikinis
Reina Tank
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Gigi C Bikinis
Natasha Bike Short
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Madewell
Field Knit Sneakers

5 colors available

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J.Crew
Button-Back Linen Shift Dress

4 colors available

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Eloquii
Ribbed Dress
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Abercrombie & Fitch
Notch-Neck Midi Dress

4 colors available

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Everlane
The Cotton-Merino Front-Tie Top

4 colors available

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Girlfriend Collective
Cami Unitard

6 colors available

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Everlane
The Rib Knit Top

2 colors available

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J.Crew
Slingback Heels

3 colors available

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Abercrombie & Fitch
Tweed Set Top

3 colors available

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Abercrombie & Fitch
Tweed Mini Skort

3 colors available

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Madewell
Square-Neck Sweater Tee
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Longchamp
Large Le Pilage Tote

2 colors available

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Abercrombie & Fitch
Vegan Leather '90s Pants

4 colors available

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Eloquii
Relaxed Blazer
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If you’re more of a Chessy…

Chessy’s style is exactly what I’m striving for this fall. The mix of classic silhouettes (i.e. straight-leg denim and oversized button-ups), effortless layering, and an earth-toned color palette make an ideal foundation for a fall capsule wardrobe. Add in some chunky knits and easy-to-wear shoes and you can live out your Pinterest girl dreams.

 

J.Crew
Chambray Shirt

2 colors available

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Topshop
Oversized Faux Leather Jacket
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J.Crew
Cable-Knit Stretch Cardigan

2 colors available

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Madewell
Softfade Cotton Crop Tee

6 colors available

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Birkenstock
Boston Soft Footbed Clog

3 colors available

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Everlane
The Cozy-Stretch Pullover

2 colors available

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Abercrombie & Fitch
Curve Love Ultra High Rise '90s Straight Jean

18 colors available

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Abercrombie & Fitch
Cozy Shirt Jacket

5 colors available

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Madewell
Denim Shirt (Plus-Size)
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Abercrombie & Fitch
Poplin Button Up

18 colors available

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Abercrombie & Fitch
'90s Relaxed Jean

9 colors available

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Veja
V-12 Mesh Sneakers

2 colors available

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Madewell
Bouclé Sweater Vest

2 colors available

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J.Crew
Long-Sleeve Zip-Front Dress
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Free People
Rosebery Leather Belt

3 colors available

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Everlane
The Alpaca Waffle-Stitch Polo

4 colors available

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Everlane
The Relaxed Chino

6 colors available

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Madewell
The Oversized Trucker Jacket

3 colors available

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Madewell
Chore Jacket (Plus-Size)
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