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J Crew Parke Blazer NWT Dark Navy Blue Velvet Jacket 18 Preppy Academia Plus
J Crew Parke Blazer NWT Dark Navy Blue Velvet Jacket 18 Preppy Academia Plus

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J.Crew Womens Linen Schoolboy Blazer Size 4 Black Polka Dot Preppy Academia
J.Crew Womens Linen Schoolboy Blazer Size 4 Black Polka Dot Preppy Academia

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90s Y2K Vintage Mini Skirt 2 25 Grey Thigh Slit Corpcore Office Preppy Academia
90s Y2K Vintage Mini Skirt 2 25 Grey Thigh Slit Corpcore Office Preppy Academia

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NWOT Lands End Fleece Blazer Womens Size XL Brown Houndstooth Preppy Academia
NWOT Lands End Fleece Blazer Womens Size XL Brown Houndstooth Preppy Academia

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Whistles Size M L Gray 100% Merino Wool Button Cardigan Sweater Preppy Academia
Whistles Size M L Gray 100% Merino Wool Button Cardigan Sweater Preppy Academia

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Vintage Blazer Womens Large Brown Plaid Preppy Academia Patchwork
Vintage Blazer Womens Large Brown Plaid Preppy Academia Patchwork

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Vintage Wool Soft V-neck Sweater L Ribbed Slimfit Preppy Academia Quiet Luxury
Vintage Wool Soft V-neck Sweater L Ribbed Slimfit Preppy Academia Quiet Luxury

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Universal Standard Grey Merino Wool Cardigan Sweater Womens 14 Preppy Academia
Universal Standard Grey Merino Wool Cardigan Sweater Womens 14 Preppy Academia

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Merona Mens M Cotton Argyle V-Neck Pullover Sweater Preppy Academia Collegiate
Merona Mens M Cotton Argyle V-Neck Pullover Sweater Preppy Academia Collegiate

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J Crew Men’s Raglan Half Zip Sweater M Gray Lightweight Preppy Academia
J Crew Men’s Raglan Half Zip Sweater M Gray Lightweight Preppy Academia

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Polo Ralph Lauren Sweater Mens Medium Suede-Trim Wool-Cashmere Preppy Academia
Polo Ralph Lauren Sweater Mens Medium Suede-Trim Wool-Cashmere Preppy Academia

$59.99

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Attention Tan Short Blazer 14 L 1 Button Outside Pockets Lined Preppy Academia
Attention Tan Short Blazer 14 L 1 Button Outside Pockets Lined Preppy Academia

$14.00

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Theory Preppy Academia Tan Combo Dress in Bistretch Wool Twill Size Large
Theory Preppy Academia Tan Combo Dress in Bistretch Wool Twill Size Large

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J Crew Schoolboy Blazer Womens 8 Navy Blue Preppy Academia Classic Lined Fitted
J Crew Schoolboy Blazer Womens 8 Navy Blue Preppy Academia Classic Lined Fitted

$41.65

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Jules & Leopold Blazer Jacket Women XL Red Black Plaid Preppy Academia Ivyleague
Jules & Leopold Blazer Jacket Women XL Red Black Plaid Preppy Academia Ivyleague

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VTG Dressbarn Skirt Size 10 Brown Faux Suede Midi Swing Flare Preppy Academia
VTG Dressbarn Skirt Size 10 Brown Faux Suede Midi Swing Flare Preppy Academia

$27.88

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J Crew Men’s Raglan Half Zip Sweater M Beige Lightweight Preppy Academia
J Crew Men’s Raglan Half Zip Sweater M Beige Lightweight Preppy Academia

$14.99

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Brooks Brothers Mens Sweater M Red Cashmere Blend Preppy Academia Classic Comfy
Brooks Brothers Mens Sweater M Red Cashmere Blend Preppy Academia Classic Comfy

$20.20

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Womens Preppy Academia Peplum Blazer Jacket Empire Waist Corp Core Plaid XL
Womens Preppy Academia Peplum Blazer Jacket Empire Waist Corp Core Plaid XL

$17.50

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Minnie Rose Womens Sweater 100% Cashmere Preppy Academia Quiet Luxury Medium
Minnie Rose Womens Sweater 100% Cashmere Preppy Academia Quiet Luxury Medium

$17.49

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Polo Ralph Lauren Pants Mens 30x28* Beige Prospect Chino Casual Preppy Academia
Polo Ralph Lauren Pants Mens 30x28* Beige Prospect Chino Casual Preppy Academia

$18.99

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Brooks Brothers extra fine merino wool sweater Men Sz L Preppy Academia Corpcore
Brooks Brothers extra fine merino wool sweater Men Sz L Preppy Academia Corpcore

$19.99

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Tuckernuck Pomander Place Ashlen Blouse Fraser Plaid Preppy Academia XL
Tuckernuck Pomander Place Ashlen Blouse Fraser Plaid Preppy Academia XL

$54.99

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Vintage Brooks Brothers Wool Blend Sweater V Neck Preppy Academia Varsity XXL
Vintage Brooks Brothers Wool Blend Sweater V Neck Preppy Academia Varsity XXL

$39.95

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by & by Drop Waist Preppy Dark Academia Sweater Dress NEW NWT Size XXL (Juniors)
by & by Drop Waist Preppy Dark Academia Sweater Dress NEW NWT Size XXL (Juniors)

$18.99

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VTG Ann Taylor Loft Sweater Womens M Red Marled Wool Silk Blend Preppy Academia
VTG Ann Taylor Loft Sweater Womens M Red Marled Wool Silk Blend Preppy Academia

$25.88

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Women Tommy Hilfiger Navy Blue Blazer Jacket XL Striped Button Preppy Academia
Women Tommy Hilfiger Navy Blue Blazer Jacket XL Striped Button Preppy Academia

$21.74

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Womens Sweater Sz M Cottagecore Chunky Brown Street Style Preppy Academia
Womens Sweater Sz M Cottagecore Chunky Brown Street Style Preppy Academia

$13.59

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Preston & York Womens Blazer Sz 14 Gray Patsy Navy Plaid Lined Preppy Academia
Preston & York Womens Blazer Sz 14 Gray Patsy Navy Plaid Lined Preppy Academia

$28.99

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J Crew Blazer Schoolboy 6 Wool Blend Black Preppy Academia S Small Career
J Crew Blazer Schoolboy 6 Wool Blend Black Preppy Academia S Small Career

$34.99

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Rebecca Taylor Jacket Womens 6 Black Preppy Academia Country Club Capsule Blazer
Rebecca Taylor Jacket Womens 6 Black Preppy Academia Country Club Capsule Blazer

$65.00

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Charter Club Blazer Herringbone Women Size 8 Tan Red Green Academia Preppy Wool
Charter Club Blazer Herringbone Women Size 8 Tan Red Green Academia Preppy Wool

$59.25

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JK Sweater Vest Men Sz M Blue White V Neck Old Money Uniform Preppy Academia Top
JK Sweater Vest Men Sz M Blue White V Neck Old Money Uniform Preppy Academia Top

$13.99

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Kate Spade Dress Womens Small Blue Plaid Shift Red Pocket Artsy Preppy Academia
Kate Spade Dress Womens Small Blue Plaid Shift Red Pocket Artsy Preppy Academia

$11.25

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L.L.Bean Women's Cashmere sweater crew neck Forest Green preppy Academia Large L
L.L.Bean Women's Cashmere sweater crew neck Forest Green preppy Academia Large L

$31.00

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Abercrombie & Fitch Wool Blend Cardigan Women's Navy Crest Logo Preppy Academia
Abercrombie & Fitch Wool Blend Cardigan Women's Navy Crest Logo Preppy Academia

$10.08

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NWT JESSICA HOWARD Belted Sheath Dress GRAY size 10 Pet Buttons Preppy Academia
NWT JESSICA HOWARD Belted Sheath Dress GRAY size 10 Pet Buttons Preppy Academia

$12.95

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Hyden Yoo Men’s 100% Wool Black Colorblock Preppy Academia Sweater in M
Hyden Yoo Men’s 100% Wool Black Colorblock Preppy Academia Sweater in M

$39.00

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Hope & Henry Fisherman Sweater XS Boy Cream Cable Knit Preppy Academia School
Hope & Henry Fisherman Sweater XS Boy Cream Cable Knit Preppy Academia School

$23.99

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Harvard Law School Cable Knit Sweater Unisex Large White Crimson Preppy Academia
Harvard Law School Cable Knit Sweater Unisex Large White Crimson Preppy Academia

$139.00

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Jos A Bank Men’s Medium 100% Silk Black Polo Sweater Academia Preppy Modern
Jos A Bank Men’s Medium 100% Silk Black Polo Sweater Academia Preppy Modern

$14.99

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Thomas Pink Mens L Wool Sweater V-Neck Long Sleeve Jumper Grey Preppy Academia
Thomas Pink Mens L Wool Sweater V-Neck Long Sleeve Jumper Grey Preppy Academia

$40.00

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J Crew Searsucker Striped Blazer 12 Pant 14 Suit Set Two Piece Preppy Academia
J Crew Searsucker Striped Blazer 12 Pant 14 Suit Set Two Piece Preppy Academia

$79.97

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HOMEYEE Women's Dress Sz 4 Crew Neck 3/4 Sleeve Chic Preppy Aline Academia Wear
HOMEYEE Women's Dress Sz 4 Crew Neck 3/4 Sleeve Chic Preppy Aline Academia Wear

$15.99

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Rachel Roy Black Sleeveless LBD Bodycon Mini Dress Womens 8 Preppy Academia
Rachel Roy Black Sleeveless LBD Bodycon Mini Dress Womens 8 Preppy Academia

$25.99

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Vintage 100% wool purple preppy academia blazer jacket size medium
Vintage 100% wool purple preppy academia blazer jacket size medium

$39.00

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Savile Row Cardigan Sweater Mens XL Fisherman Cable Knit Preppy Academia Grandpa
Savile Row Cardigan Sweater Mens XL Fisherman Cable Knit Preppy Academia Grandpa

$30.00

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Vintage Single Breasted Wool Blazer Womens Size S Brown Preppy Academia
Vintage Single Breasted Wool Blazer Womens Size S Brown Preppy Academia

$33.93

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VTG Campus V Neck Sweater M/L Wool Blend Maroon Pullover Preppy Academia Dad USA
VTG Campus V Neck Sweater M/L Wool Blend Maroon Pullover Preppy Academia Dad USA

$14.99

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Express Merino Wool Sweater Mens Small Gray Casual Preppy Academia Grampacore
Express Merino Wool Sweater Mens Small Gray Casual Preppy Academia Grampacore

$34.00

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Lacoste V Neck Sweater Purple Sz 9 4XL Preppy Academia Y2K Grandpa Chic
Lacoste V Neck Sweater Purple Sz 9 4XL Preppy Academia Y2K Grandpa Chic

$30.00

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Talbots Dress Womens 10 P Petite Blue Green Plaid Ruffle Front Preppy Academia
Talbots Dress Womens 10 P Petite Blue Green Plaid Ruffle Front Preppy Academia

$19.99

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V Neck Maroon Burgundy Wool Blend Sweater Women's Medium Chunky Preppy Academia
V Neck Maroon Burgundy Wool Blend Sweater Women's Medium Chunky Preppy Academia

$19.50

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J Crew Tartan Plaid Dress 20 Tall Blue Green Tie Neck Pleated Preppy Academia
J Crew Tartan Plaid Dress 20 Tall Blue Green Tie Neck Pleated Preppy Academia

$99.99

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Vtg Towncraft Plaid Crewneck Sweater Mens XL 90s USA Grandpacore Preppy Academia
Vtg Towncraft Plaid Crewneck Sweater Mens XL 90s USA Grandpacore Preppy Academia

$19.99

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GOOD THREADS 100% Merino Wool Men's Button Front Cardigan XXL Preppy Academia
GOOD THREADS 100% Merino Wool Men's Button Front Cardigan XXL Preppy Academia

$31.88

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Vintage 1970s Plaid Wool Flannel Long Maxi Skirt Waist 24”, Twee Preppy Academia
Vintage 1970s Plaid Wool Flannel Long Maxi Skirt Waist 24”, Twee Preppy Academia

$55.00

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Vintage Plaid Cropped Jacket By Cesarani Preppy Academia
Vintage Plaid Cropped Jacket By Cesarani Preppy Academia

$48.00

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Gap Womens Blue Pinstripe Blazer Jacket Size 8 Preppy Academia Classic Capsule
Gap Womens Blue Pinstripe Blazer Jacket Size 8 Preppy Academia Classic Capsule

$14.88

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August Silk Cardigan Sweater Womens XL Green Preppy Academia Career Office Thin
August Silk Cardigan Sweater Womens XL Green Preppy Academia Career Office Thin

$26.00

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Covington Blazer Womens Size 16 Preppy Academia Pinstripe Dressy
Covington Blazer Womens Size 16 Preppy Academia Pinstripe Dressy

$14.99

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Vintage Women’s Jumper Dress Size 16 Preppy Academia Teacher Classic Modest
Vintage Women’s Jumper Dress Size 16 Preppy Academia Teacher Classic Modest

$21.80

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L.L. Bean Womens Vintage Wool Blend Blazer 10 Classic Preppy Academia Old Money
L.L. Bean Womens Vintage Wool Blend Blazer 10 Classic Preppy Academia Old Money

$32.00

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Lauren Ralph Lauren Tipped V-Neck Button Front Cardigan Preppy Academia XL NWT
Lauren Ralph Lauren Tipped V-Neck Button Front Cardigan Preppy Academia XL NWT

$44.99

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J.Crew Beige Ivory Striped Blazer Size 8 Preppy Academia Career Office Style
J.Crew Beige Ivory Striped Blazer Size 8 Preppy Academia Career Office Style

$23.95

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VTG Classic Fashion Corduroy Blazer 12 Red Preppy Academia Old Money
VTG Classic Fashion Corduroy Blazer 12 Red Preppy Academia Old Money

$24.88

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Vintage 70s preppy academia cream wool midi skirt.
Vintage 70s preppy academia cream wool midi skirt.

$16.00

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Navy academia preppy dress size M
Navy academia preppy dress size M

$11.00

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Vintage Pink Argyle Vest Size Small Preppy Academia Clueless
Vintage Pink Argyle Vest Size Small Preppy Academia Clueless

$12.00

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Jos A Bank Silk Sweater Mock Neck Large Merlot Burgundy Classic Preppy Academia
Jos A Bank Silk Sweater Mock Neck Large Merlot Burgundy Classic Preppy Academia

$18.00

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Vintage Ribbed Tennis V-Neck Sweater Womens Cream Tan Medium Preppy Academia
Vintage Ribbed Tennis V-Neck Sweater Womens Cream Tan Medium Preppy Academia

$26.06

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Vtg Alps Fine Apparel Men Sweater Size M Wool Blend USA Academia Classic Preppy
Vtg Alps Fine Apparel Men Sweater Size M Wool Blend USA Academia Classic Preppy

$22.99

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Tommy Hilfiger Plaid Dress Womens sz 6 Office Career Academia Preppy Navy & Gray
Tommy Hilfiger Plaid Dress Womens sz 6 Office Career Academia Preppy Navy & Gray

$22.00

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Lands End Men's Size M 100% Supima Cotton Knit Sweater Preppy Academia Gray
Lands End Men's Size M 100% Supima Cotton Knit Sweater Preppy Academia Gray

$20.99

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Columbia Sweater Turtleneck Preppy Academia Minimalist Classic Cozy Chunky XL
Columbia Sweater Turtleneck Preppy Academia Minimalist Classic Cozy Chunky XL

$19.78

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Vintage Polo Ralph Lauren 100% Lambs wool gray sweater size M Preppy Academia
Vintage Polo Ralph Lauren 100% Lambs wool gray sweater size M Preppy Academia

$21.24

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Mango Womens Sleeveless Tweed Mini Dress 8 Black Plaid Preppy Academia
Mango Womens Sleeveless Tweed Mini Dress 8 Black Plaid Preppy Academia

$21.15

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Express Blazer Womens 6 Black Red White Pinstripe Business Preppy Academia
Express Blazer Womens 6 Black Red White Pinstripe Business Preppy Academia

$25.41

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Eddie Bauer Skirt Womens 10 Blue Plaid 100% Wool Preppy Academia Schoolgirl
Eddie Bauer Skirt Womens 10 Blue Plaid 100% Wool Preppy Academia Schoolgirl

$17.89

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Vintage DONNKENNY Blazer Women 16 Blue Plaid Preppy Academia School Girl Jacket
Vintage DONNKENNY Blazer Women 16 Blue Plaid Preppy Academia School Girl Jacket

$19.00

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Robert Talbot tie, Repp, Pink and Navy blue, striped, Ivy, preppy, academia
Robert Talbot tie, Repp, Pink and Navy blue, striped, Ivy, preppy, academia

$9.57

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Tommy Hilfiger Sweater Mens XL Blue White Striped Tight Knit Preppy Academia
Tommy Hilfiger Sweater Mens XL Blue White Striped Tight Knit Preppy Academia

$14.99

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Vintage Tarleton Mens Sweater Sz S Tan Cable Knit V Neck Preppy Academia
Vintage Tarleton Mens Sweater Sz S Tan Cable Knit V Neck Preppy Academia

$29.99

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JP Uomo Firenze 1/4 Zip Sweater Medium Gray Wool Blend Italy Preppy Academia
JP Uomo Firenze 1/4 Zip Sweater Medium Gray Wool Blend Italy Preppy Academia

$13.85

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Vintage Talbots 100% Wool Midi Skirt Brown Size 10 Preppy Academia
Vintage Talbots 100% Wool Midi Skirt Brown Size 10 Preppy Academia

$55.00

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Top Shop Tan/ Camel Sweater Pullover Size 12 Preppy Academia Fuzzy Cozy Women's
Top Shop Tan/ Camel Sweater Pullover Size 12 Preppy Academia Fuzzy Cozy Women's

$14.99

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Tuckernuck Women’s XL Teagan Blue & White Stripe Top Classiccore Preppy Academia
Tuckernuck Women’s XL Teagan Blue & White Stripe Top Classiccore Preppy Academia

$135.00

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Vintage Tailored Wool Jacket Puff Sleeves Preppy Academia Women sz Small
Vintage Tailored Wool Jacket Puff Sleeves Preppy Academia Women sz Small

$28.50

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Stanley Blacker Sweater Mens L Cosby Crew Hand Intarsia Preppy Academia Y2K Vtg
Stanley Blacker Sweater Mens L Cosby Crew Hand Intarsia Preppy Academia Y2K Vtg

$14.19

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Vintage Piccolono Wool Pleated Brown Skirt Preppy Academia Retro 60s 50s Italy
Vintage Piccolono Wool Pleated Brown Skirt Preppy Academia Retro 60s 50s Italy

$14.99

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Tommy Hilfiger Sweater Mens L Ivory Crewneck Light Academia Preppy Dad Sweater
Tommy Hilfiger Sweater Mens L Ivory Crewneck Light Academia Preppy Dad Sweater

$9.09

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Paige Size Medium Chelsee Blazer Plaid Knit Casual Preppy Academia Beige NEW
Paige Size Medium Chelsee Blazer Plaid Knit Casual Preppy Academia Beige NEW

$69.99

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The Limited Lambswool Cardigan Sweater Women's Sz M Purple Preppy Academia
The Limited Lambswool Cardigan Sweater Women's Sz M Purple Preppy Academia

$19.75

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Tulliano Men Sweater Size XL Brown Gold Shimmer Heritage Preppy Classic Academia
Tulliano Men Sweater Size XL Brown Gold Shimmer Heritage Preppy Classic Academia

$20.00

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Modcloth Womens Large Fit & Flare Dress Plaid Burgundy Stretch Preppy Academia
Modcloth Womens Large Fit & Flare Dress Plaid Burgundy Stretch Preppy Academia

$24.45

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VTG Orange Wool Blend Academia Preppy Blazer Old Money Single Breasted Pockets
VTG Orange Wool Blend Academia Preppy Blazer Old Money Single Breasted Pockets

$19.00

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J Crew Black Long Sleeve Mini Dress Womens 12 Classic Preppy Office Academia
J Crew Black Long Sleeve Mini Dress Womens 12 Classic Preppy Office Academia

$36.00

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Pendleton Womens Blazer Jacket 10P 100% Virgin Wool Dusty Blue Preppy Academia
Pendleton Womens Blazer Jacket 10P 100% Virgin Wool Dusty Blue Preppy Academia

$24.98

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Woolrich Mens Pullover Hoodie Sweater Sz XL Wool Blend Preppy Academia Outdoors
Woolrich Mens Pullover Hoodie Sweater Sz XL Wool Blend Preppy Academia Outdoors

$39.88

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Argent Wool Suit Jacket Blazer Women 8 Gray Preppy Academia Modern Classic USA
Argent Wool Suit Jacket Blazer Women 8 Gray Preppy Academia Modern Classic USA

$149.87

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