vintage-preppy-clothes

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Vintage Millar Ireland Pure Wool Cardigan Bronze Buttons Sweater Beige Gray Sz M
Vintage Millar Ireland Pure Wool Cardigan Bronze Buttons Sweater Beige Gray Sz M

$28.00

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Vintage Talbots Dress Womens 6 Sheath Button Retro Preppy Career Classic Midi
Vintage Talbots Dress Womens 6 Sheath Button Retro Preppy Career Classic Midi

$59.99

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Vintage Shirt Dress Plaid Black Green Yellow Collar Neck Preppy Academia Shabby
Vintage Shirt Dress Plaid Black Green Yellow Collar Neck Preppy Academia Shabby

$39.00

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Vintage Pink Gingham Dress Sleeveless 1960s Preppy Belted Mod
Vintage Pink Gingham Dress Sleeveless 1960s Preppy Belted Mod

$100.00

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Vintage SIZE XL Womens Button Side Denim Jumper Maxi Dress Denim Preppy Crest
Vintage SIZE XL Womens Button Side Denim Jumper Maxi Dress Denim Preppy Crest

$32.99

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Leslie Fay Women's Vintage Size 16 Black & White Plaid Blazer Academia Preppy
Leslie Fay Women's Vintage Size 16 Black & White Plaid Blazer Academia Preppy

$16.68

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Vtg Shirt Dress Size 12P Beige Floral Linen Cotton Midi Button Front Cottagecore
Vtg Shirt Dress Size 12P Beige Floral Linen Cotton Midi Button Front Cottagecore

$22.99

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Vintage Two Piece Dress Plaid Green 70s Dagger Collar A-Line Preppy Top Skirt
Vintage Two Piece Dress Plaid Green 70s Dagger Collar A-Line Preppy Top Skirt

$42.00

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J for Justify Womens Plaid Dress Size M Retro Vintage 70s Style Academia Preppy
J for Justify Womens Plaid Dress Size M Retro Vintage 70s Style Academia Preppy

$12.99

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Vintage Style Maxi Dress S Modest Embroidered Red Floral Velvet Ribbon Bow Tie
Vintage Style Maxi Dress S Modest Embroidered Red Floral Velvet Ribbon Bow Tie

$24.99

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vintage 90s y2k gray green floral boho grunge cottage fairy tank maxi dress L
vintage 90s y2k gray green floral boho grunge cottage fairy tank maxi dress L

$15.00

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Vintage 60s Dress Womens Small Handmade Blue Peter Pan Collar Feminine Mod
Vintage 60s Dress Womens Small Handmade Blue Peter Pan Collar Feminine Mod

$24.95

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Vtg Silkland Jacket 100% Linen Preppy Academia Old Money Office Cottage Plaid
Vtg Silkland Jacket 100% Linen Preppy Academia Old Money Office Cottage Plaid

$42.44

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70s Vintage Varsity Stripe Maxi Dress Sporty Colorblock Preppy Long Spaghetti
70s Vintage Varsity Stripe Maxi Dress Sporty Colorblock Preppy Long Spaghetti

$85.00

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VTG Night Birgir And Mikkelsen Dress Womens Small 36 Black Dark Academia Preppy
VTG Night Birgir And Mikkelsen Dress Womens Small 36 Black Dark Academia Preppy

$14.36

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Eileen Fisher Dress Women Small Petite Brown Wool Ribbed Pleated Knit Mini NWT
Eileen Fisher Dress Women Small Petite Brown Wool Ribbed Pleated Knit Mini NWT

$55.24

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Vintage 90s Carole Little Sport Striped Pullover Sweater Half Zip Whimsigoth S
Vintage 90s Carole Little Sport Striped Pullover Sweater Half Zip Whimsigoth S

$29.98

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Vintage GITANO Dress 90s Medium Short Sleeve Polo Shirt Button Collar Blue Knit
Vintage GITANO Dress 90s Medium Short Sleeve Polo Shirt Button Collar Blue Knit

$18.00

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Vintage Y2k Preppy Goth Dress 10 Grunge Dark Academia Plaid School Girl Fall 90s
Vintage Y2k Preppy Goth Dress 10 Grunge Dark Academia Plaid School Girl Fall 90s

$32.95

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J. Crew Vintage Y2K Gingham Babydoll Sleeveless Purple Dress Size 6 Check Preppy
J. Crew Vintage Y2K Gingham Babydoll Sleeveless Purple Dress Size 6 Check Preppy

$44.99

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vintage y2k 2000s black white pink floral fairy boho grunge preppy tank dress S
vintage y2k 2000s black white pink floral fairy boho grunge preppy tank dress S

$14.00

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vintage y2k pink glam glitter fairy preppy ruched ruffle maxi halter dress S/M
vintage y2k pink glam glitter fairy preppy ruched ruffle maxi halter dress S/M

$35.00

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Vintage April Cornell Dress M Red Polka Dot Midi Y2K Cottagecore Roses Pockets
Vintage April Cornell Dress M Red Polka Dot Midi Y2K Cottagecore Roses Pockets

$49.99

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vintage y2k teal brown paisley boho grunge fairy strapless babydoll mini dress S
vintage y2k teal brown paisley boho grunge fairy strapless babydoll mini dress S

$18.00

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Rabbit Rabbit Rabbit Designs Dress Women's 6 Grey Preppy Career Retro Classic
Rabbit Rabbit Rabbit Designs Dress Women's 6 Grey Preppy Career Retro Classic

$13.99

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Lauren Ralph Lauren Navy Ruffle Front Dress Sz L 100% Cotton Vintage
Lauren Ralph Lauren Navy Ruffle Front Dress Sz L 100% Cotton Vintage

$24.00

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Rabbit Rabbit Rabbit Vintage Floral Zip Front Short Sleeve Pleated Mini Dress 14
Rabbit Rabbit Rabbit Vintage Floral Zip Front Short Sleeve Pleated Mini Dress 14

$31.00

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Vintage 90's Heimish U.S.A multicolor v neck stretch dress Multi Kaleidoscope S
Vintage 90's Heimish U.S.A multicolor v neck stretch dress Multi Kaleidoscope S

$12.50

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Vintage Tommy Hilfiger Shirt Mens 17 Blue Up Preppy White Collar Designer Dress
Vintage Tommy Hilfiger Shirt Mens 17 Blue Up Preppy White Collar Designer Dress

$29.99

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VTG 70s Womens Small Pink Maxi Dress Cropped Jacket Set USA Barbiecore Preppy
VTG 70s Womens Small Pink Maxi Dress Cropped Jacket Set USA Barbiecore Preppy

$71.99

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Vintage cream black check gingham preppy cottagecore midi dress medium
Vintage cream black check gingham preppy cottagecore midi dress medium

$30.00

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Vintage Nike Challenge Court Tennis Dress 90s Sz M Preppy Retro Country Club
Vintage Nike Challenge Court Tennis Dress 90s Sz M Preppy Retro Country Club

$89.99

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VTG 90s Button Front Pencil Dress 6 Red Knee Mom Classic Christmas Timeless USA
VTG 90s Button Front Pencil Dress 6 Red Knee Mom Classic Christmas Timeless USA

$18.99

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VTG Lanz Originals Dress Size XS Red Blue 2 Piece Sundress Jacket Set Polka Dot
VTG Lanz Originals Dress Size XS Red Blue 2 Piece Sundress Jacket Set Polka Dot

$50.00

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LOT Vintage Christian Dior Monsieur Button Shirt 16 32-33 Striped Long Sleeve
LOT Vintage Christian Dior Monsieur Button Shirt 16 32-33 Striped Long Sleeve

$100.00

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VTG Ralph Lauren Button Custom Fit Shirt Size S Blue Orange Plaid Flesh Pony Y2K
VTG Ralph Lauren Button Custom Fit Shirt Size S Blue Orange Plaid Flesh Pony Y2K

$14.95

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Raoul Sheath Midi Dress Size 2 Forest Green Minimalist Office Capsule Preppy
Raoul Sheath Midi Dress Size 2 Forest Green Minimalist Office Capsule Preppy

$39.97

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Carlisle Women’s Blazer Vintage Silk Striped Lined Jacket Multicolor Sz 10
Carlisle Women’s Blazer Vintage Silk Striped Lined Jacket Multicolor Sz 10

$34.99

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VTG Red Shirtwaist Belted Midi Sportswear Preppy Retro Polyester Dress 70s 80s
VTG Red Shirtwaist Belted Midi Sportswear Preppy Retro Polyester Dress 70s 80s

$19.99

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Vintage Betsy Things Women’s Sleeveless Dress size 6P Yellow Preppy Work Party
Vintage Betsy Things Women’s Sleeveless Dress size 6P Yellow Preppy Work Party

$35.49

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Malvin Linen Shirt Dress Womens 10 Pink Coral Office Midi Feminine Pretty Flawed
Malvin Linen Shirt Dress Womens 10 Pink Coral Office Midi Feminine Pretty Flawed

$9.95

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American Living Shirt Dress Vintage 16 Preppy Stripes 100% Cotton 3/4 Sleeve Fun
American Living Shirt Dress Vintage 16 Preppy Stripes 100% Cotton 3/4 Sleeve Fun

$60.00

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Polo Ralph Lauren Shirt Mens Large Button Up Yellow Oxford Bar Stripe Custom VTG
Polo Ralph Lauren Shirt Mens Large Button Up Yellow Oxford Bar Stripe Custom VTG

$34.99

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Mesmerized Navy Blue White Sleeveless Dress Size S Sailor Retro Preppy Classic
Mesmerized Navy Blue White Sleeveless Dress Size S Sailor Retro Preppy Classic

$14.99

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Talbots Sheath Dress Petite Sz 8 Beige Irish Linen Sleeveless Lined Preppy Work
Talbots Sheath Dress Petite Sz 8 Beige Irish Linen Sleeveless Lined Preppy Work

$19.97

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Banana Republic Safari Button Down Linen Blend Dress 14
Banana Republic Safari Button Down Linen Blend Dress 14

$29.99

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Liz Alig Dress Womens S Recycled Upcycled Sustainable Plaid Patchwork Mod
Liz Alig Dress Womens S Recycled Upcycled Sustainable Plaid Patchwork Mod

$24.99

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Vintage Liz Baker Long Dress Womens Size 16 Blue Floral Rayon
Vintage Liz Baker Long Dress Womens Size 16 Blue Floral Rayon

$24.99

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Marconi Womens 6 Pink Plaid Classic Sheath Dress 100% Silk Lined Vintage Preppy
Marconi Womens 6 Pink Plaid Classic Sheath Dress 100% Silk Lined Vintage Preppy

$29.99

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Dana Buchman Blazer Womens 8 Chartreuse Yellow Green Vintage Wool Blend Office
Dana Buchman Blazer Womens 8 Chartreuse Yellow Green Vintage Wool Blend Office

$34.99

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A New Day Awning Striped Button-Down Dress Large
A New Day Awning Striped Button-Down Dress Large

$24.99

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Carole Little Vintage Dress Sz L Women Button Up Linen Belted Y2k Dark Feminine
Carole Little Vintage Dress Sz L Women Button Up Linen Belted Y2k Dark Feminine

$23.44

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Free Assembly Red White Striped Dress Large
Free Assembly Red White Striped Dress Large

$24.99

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TALBOTS New Gingham Check SHIRT DRESS 10 Blue White Midi Sleeveless Preppy NWT
TALBOTS New Gingham Check SHIRT DRESS 10 Blue White Midi Sleeveless Preppy NWT

$36.99

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Vintage 80s Gold Striped Mob Wife Blazer Holiday NYE Party Glam Carole Baskin
Vintage 80s Gold Striped Mob Wife Blazer Holiday NYE Party Glam Carole Baskin

$54.00

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Dress Barn Cardigan Sweater M Silk Blend Cottagecore Prairie Y2K 90s Grunge
Dress Barn Cardigan Sweater M Silk Blend Cottagecore Prairie Y2K 90s Grunge

$26.35

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Liz Claiborne Lambswool Angora Pullover Sweater Size Small Pink Vintage Collared
Liz Claiborne Lambswool Angora Pullover Sweater Size Small Pink Vintage Collared

$19.38

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VTG Polo Ralph Lauren Shirt Mens XL Khaki Caldwell Camp Short Sleeve Button Up
VTG Polo Ralph Lauren Shirt Mens XL Khaki Caldwell Camp Short Sleeve Button Up

$38.88

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H&M Babydoll Tiered Dress SZ 2 White Navy Blue BOHO Preppy Modest Teen Women's
H&M Babydoll Tiered Dress SZ 2 White Navy Blue BOHO Preppy Modest Teen Women's

$14.00

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Vintage Jerzees Christmas Sweatshirt Women XL Primitive Gingerbread Handmade US
Vintage Jerzees Christmas Sweatshirt Women XL Primitive Gingerbread Handmade US

$24.99

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Vtg Brooks Brothers Sport Shirt Men’s XL Blue White Gingham Checked Preppy
Vtg Brooks Brothers Sport Shirt Men’s XL Blue White Gingham Checked Preppy

$28.39

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VNTG Gene Meyer Khaki Multicolor Striped Button Down Long Sleeve Casual Shirt L
VNTG Gene Meyer Khaki Multicolor Striped Button Down Long Sleeve Casual Shirt L

$45.00

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Vintage Ralph Lauren Shirt Mens 16.5 Red Plaid Yarmouth Button Up Dress Preppy
Vintage Ralph Lauren Shirt Mens 16.5 Red Plaid Yarmouth Button Up Dress Preppy

$12.27

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VTG NOS Brooks Brothers Pleated Dress Twill Unhemmed 40x37 Made in USA Beige
VTG NOS Brooks Brothers Pleated Dress Twill Unhemmed 40x37 Made in USA Beige

$49.99

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Merona Classic Retro Argyle Sweater Women's M/L Blue, Gray, Pink V-Neck Ribbing
Merona Classic Retro Argyle Sweater Women's M/L Blue, Gray, Pink V-Neck Ribbing

$10.99

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vintage y2k white green novelty succulent cactus plants boho rockabilly dress M
vintage y2k white green novelty succulent cactus plants boho rockabilly dress M

$45.00

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Vintage Retro 90's Preppy button up white short sleeve dress viscose w/ pocket
Vintage Retro 90's Preppy button up white short sleeve dress viscose w/ pocket

$45.00

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Vintage Women Ribbed Cardigan Sweater XL Open Front Brown Long Sleeve BohoY2K 90
Vintage Women Ribbed Cardigan Sweater XL Open Front Brown Long Sleeve BohoY2K 90

$24.99

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Vintage White of Hawick Made In Scotland 100% Cashmere Sweater/Jumper Brown L EC
Vintage White of Hawick Made In Scotland 100% Cashmere Sweater/Jumper Brown L EC

$75.00

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Vintage Jason Kole Wool Jacket Pea Coat Womens Medium Black Single Breast Lined
Vintage Jason Kole Wool Jacket Pea Coat Womens Medium Black Single Breast Lined

$35.00

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Vintage 1970 1980 White Terrazzo Multicolor Preppy Collared Short Sleeve Dress
Vintage 1970 1980 White Terrazzo Multicolor Preppy Collared Short Sleeve Dress

$16.00

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Vintage Pendleton Women's Size 6 Red Wool Single Breasted Button Front Blazer
Vintage Pendleton Women's Size 6 Red Wool Single Breasted Button Front Blazer

$25.00

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Vintage Bedford Fair Jacket Womens 16 Gray Pink Color Block Blazer USA Preppy
Vintage Bedford Fair Jacket Womens 16 Gray Pink Color Block Blazer USA Preppy

$35.00

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vintage y2k teal brown satin paisley boho scarf asymmetrical halter dress S/M
vintage y2k teal brown satin paisley boho scarf asymmetrical halter dress S/M

$20.00

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Vintage Jones New York Wool Olive Black Houndstooth Plaid Cropped Jacket Size SP
Vintage Jones New York Wool Olive Black Houndstooth Plaid Cropped Jacket Size SP

$40.00

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Orvis Gingham Check Jacket 6 Cottagecore Blazer Preppy Academia Capsule Vtg Y2K
Orvis Gingham Check Jacket 6 Cottagecore Blazer Preppy Academia Capsule Vtg Y2K

$39.97

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Casual Corner Wool Vest 11/12 Patchwork Tweed Tartan Plaid Academia Preppy VTG
Casual Corner Wool Vest 11/12 Patchwork Tweed Tartan Plaid Academia Preppy VTG

$44.85

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Vtg J Crew Women 100% Cashmere Cable Knit Sweater Size M Soft Orange 3/4 Sleeve
Vtg J Crew Women 100% Cashmere Cable Knit Sweater Size M Soft Orange 3/4 Sleeve

$21.99

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Vintage XS Laundry Dress Pink Tweed Shift Old Money Preppy Pearl EUC 90s
Vintage XS Laundry Dress Pink Tweed Shift Old Money Preppy Pearl EUC 90s

$45.00

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Vintage Red Sweater Puff Sleeve 70s 80s Retro Cabin Ski Outdoors Colorful
Vintage Red Sweater Puff Sleeve 70s 80s Retro Cabin Ski Outdoors Colorful

$39.99

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Vintage Women's Brooks Brothers Skirt Tartan Plaid Size 8 Fits Like 4 Pleated
Vintage Women's Brooks Brothers Skirt Tartan Plaid Size 8 Fits Like 4 Pleated

$25.99

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Vintage Carly Blake Cardigan XL Tan Sweater USA Made Grandma Knit Cottage VTG
Vintage Carly Blake Cardigan XL Tan Sweater USA Made Grandma Knit Cottage VTG

$18.88

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Vintage Ann Taylor Pleated Skirt Preppy Schoolgirl Clothing waist 25 Size 4
Vintage Ann Taylor Pleated Skirt Preppy Schoolgirl Clothing waist 25 Size 4

$24.00

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Vintage 1986 Teddy Ltd Preppy Bears Plush Bear Complete With Clothing 15”
Vintage 1986 Teddy Ltd Preppy Bears Plush Bear Complete With Clothing 15”

$12.00

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Vintage Polo Ralph Lauren Shirt Mens Large Tartan Plaid Preppy Office Academia
Vintage Polo Ralph Lauren Shirt Mens Large Tartan Plaid Preppy Office Academia

$23.14

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Vtg 90s Alex Evenings Dress Gown Sz 14 Navy Blue Floral Burnout Beaded High Low
Vtg 90s Alex Evenings Dress Gown Sz 14 Navy Blue Floral Burnout Beaded High Low

$52.00

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Talbots Full Zip Vest Women's Medium Green Pockets Quilted Vintage Transitional
Talbots Full Zip Vest Women's Medium Green Pockets Quilted Vintage Transitional

$22.88

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Vintage Chaps Ralph Lauren Men Medium Flannel Shirt Woodland Christmas Button Up
Vintage Chaps Ralph Lauren Men Medium Flannel Shirt Woodland Christmas Button Up

$24.99

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NWT J.CREW Mini Shirt Dress Womens 10 Petite White Preppy Coquette Academia 90s
NWT J.CREW Mini Shirt Dress Womens 10 Petite White Preppy Coquette Academia 90s

$48.00

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Vintage Banana Republic Shirt Mens Medium Blue Button Up Faded Short Sleeve
Vintage Banana Republic Shirt Mens Medium Blue Button Up Faded Short Sleeve

$25.00

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Vintage Talbots Jacket Womens 6 Petite Penny Lane Faux Fur Collar Zip Chevron
Vintage Talbots Jacket Womens 6 Petite Penny Lane Faux Fur Collar Zip Chevron

$28.50

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NWT J.CREW Mini Shirt Dress Womens Sz.10 Navy Blue Preppy Coquette Academia 90s
NWT J.CREW Mini Shirt Dress Womens Sz.10 Navy Blue Preppy Coquette Academia 90s

$48.00

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Anthropologie What Comes Around Goes Around Womens Dress Mod Retro 60s Size 0
Anthropologie What Comes Around Goes Around Womens Dress Mod Retro 60s Size 0

$44.99

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Fit and Flare Dress M Beige Plaid Check Midi Pockets Stretch Pinup Rockabilly
Fit and Flare Dress M Beige Plaid Check Midi Pockets Stretch Pinup Rockabilly

$21.00

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Zara Women's Sexy Black Halter Style Bodycon Mini Dress S Fits Like XS Crinkle
Zara Women's Sexy Black Halter Style Bodycon Mini Dress S Fits Like XS Crinkle

$102.35

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Vintage Jenny Sundress Size 5/6* Blue Red Cherry Print Pin Up Rockabilly 80s
Vintage Jenny Sundress Size 5/6* Blue Red Cherry Print Pin Up Rockabilly 80s

$45.00

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Queen of Halloway Red Tartan Plaid Sleeveless Belted Fit & Flare Dress Medium
Queen of Halloway Red Tartan Plaid Sleeveless Belted Fit & Flare Dress Medium

$45.00

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Vintage Orvis Women’s Gray/Pink Windowpane Plaid Blazer Size 16 Wool Blend USA
Vintage Orvis Women’s Gray/Pink Windowpane Plaid Blazer Size 16 Wool Blend USA

$39.00

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Vintage Fiorlini International Sweater Medium Orange Stripes Preppy Minimalist
Vintage Fiorlini International Sweater Medium Orange Stripes Preppy Minimalist

$24.99

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Vintage Dress Womens Large Blue Nautical Yacht Preppy Maxi Modest Coastal Ladies
Vintage Dress Womens Large Blue Nautical Yacht Preppy Maxi Modest Coastal Ladies

$23.98

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