vintage-preppy-style

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Vintage Style Preppy Crest Sweater White Size S/M
Vintage Style Preppy Crest Sweater White Size S/M

$9.50

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Vintage Corduroy Brown Pants Preppy Style
Vintage Corduroy Brown Pants Preppy Style

$45.00

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Vintage Orange Stripes High Open Extreme Cutaway Collar Men's Preppy Style Shirt
Vintage Orange Stripes High Open Extreme Cutaway Collar Men's Preppy Style Shirt

$170.00

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Nautical Themed Knitted Sleeveless Sweater Vest Size L Vintage Preppy Style
Nautical Themed Knitted Sleeveless Sweater Vest Size L Vintage Preppy Style

$40.00

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Gant tie, preppy, paisley tie, nice vintage American style for a great price
Gant tie, preppy, paisley tie, nice vintage American style for a great price

$6.18

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Vintage Ivy League Preppy Style V-neck Sweater Unisex Small
Vintage Ivy League Preppy Style V-neck Sweater Unisex Small

$30.00

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80s Navy Blue Jantzen Shorts Vintage Preppy style
80s Navy Blue Jantzen Shorts Vintage Preppy style

$18.00

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Vintage Ralph Lauren Polo 100% Silk Made By hand Neck Tie Classic Preppy Style
Vintage Ralph Lauren Polo 100% Silk Made By hand Neck Tie Classic Preppy Style

$20.00

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Vintage Brooks Brothers RARE 100% Lambs Wool Vest. Navy/blue, Leather Buttons
Vintage Brooks Brothers RARE 100% Lambs Wool Vest. Navy/blue, Leather Buttons

$140.00

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Vintage 1950s Brown Tweed Skirt Woven In Scotland For Deans Size 12 Preppy Style
Vintage 1950s Brown Tweed Skirt Woven In Scotland For Deans Size 12 Preppy Style

$28.00

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Bleu Green/Grey Long Sleeve Polo Shirt Mens Size XL Preppy Style Vintage 2000s
Bleu Green/Grey Long Sleeve Polo Shirt Mens Size XL Preppy Style Vintage 2000s

$14.99

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Vintage 90s Preppy Golf Polo Shirt Large 21x26 Blue Trim Classic-Style Durable
Vintage 90s Preppy Golf Polo Shirt Large 21x26 Blue Trim Classic-Style Durable

$15.69

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Vintage Grandpa Hunting Preppy Style Sweatshirt
Vintage Grandpa Hunting Preppy Style Sweatshirt

$45.15

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Vintage LANVIN Paris Blue Acrylic Knit Sweater Top Size 42, Belted Preppy Style
Vintage LANVIN Paris Blue Acrylic Knit Sweater Top Size 42, Belted Preppy Style

$59.50

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Chaps Ralph Lauren Vintage Jacket Men's Large 100% Cotton Tan Khaki Preppy Style
Chaps Ralph Lauren Vintage Jacket Men's Large 100% Cotton Tan Khaki Preppy Style

$40.00

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Vintage Ralph Lauren LRL Shorts Womens 10P Madras Plaid Preppy Style Academia
Vintage Ralph Lauren LRL Shorts Womens 10P Madras Plaid Preppy Style Academia

$23.52

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Vintage Tommy Hilfiger Pleated trousers brown plaid preppy style
Vintage Tommy Hilfiger Pleated trousers brown plaid preppy style

$25.00

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Vintage Preppy White Printed Button Up Blouse With Scarf Kate Spade Style
Vintage Preppy White Printed Button Up Blouse With Scarf Kate Spade Style

$20.00

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Vintage Tommy Bahama Green Silk Blend Knit Sweater Size XL Preppy Style
Vintage Tommy Bahama Green Silk Blend Knit Sweater Size XL Preppy Style

$24.99

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Vintage Womens Sweater Pink Windowpane Traditional American Style Pullover S M
Vintage Womens Sweater Pink Windowpane Traditional American Style Pullover S M

$19.36

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Joseph Abboud Vintage Style Classic Preppy Men’s Polo Size Large
Joseph Abboud Vintage Style Classic Preppy Men’s Polo Size Large

$13.00

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Vintage Y2K Mudd Bookbag 90s Pink Preppy Hippy Style VTG 2000s
Vintage Y2K Mudd Bookbag 90s Pink Preppy Hippy Style VTG 2000s

$35.00

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VTG 90s Preppy Style Cardigan Adult Large Blue Red Trim Sweater Tennis Relaxed
VTG 90s Preppy Style Cardigan Adult Large Blue Red Trim Sweater Tennis Relaxed

$22.00

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Vintage Paris Blues Dark Academia Style Jacket Blazer Brown Plaid size M Preppy
Vintage Paris Blues Dark Academia Style Jacket Blazer Brown Plaid size M Preppy

$25.00

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Vintage 80s Preppy Athletic-Style Sweater Womens Large 21x22 Red Yellow Trim
Vintage 80s Preppy Athletic-Style Sweater Womens Large 21x22 Red Yellow Trim

$17.98

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Fashion Nova Preppy Vintage Style Mini Dress Outfit Stylish And With Free Gift!
Fashion Nova Preppy Vintage Style Mini Dress Outfit Stylish And With Free Gift!

$9.00

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Vintage English Prep Dress Womens M Brown Plaid Prepschool Preppy Schoolgirl
Vintage English Prep Dress Womens M Brown Plaid Prepschool Preppy Schoolgirl

$36.79

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VTG Hunt Club Men’s Short Sleeve Teal Polo M Cotton Casual Everyday Shirt Preppy
VTG Hunt Club Men’s Short Sleeve Teal Polo M Cotton Casual Everyday Shirt Preppy

$9.50

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Preppy Vintage Style Ralph Lauren Tartan Tiger Illustrated Wool Pocket Square
Preppy Vintage Style Ralph Lauren Tartan Tiger Illustrated Wool Pocket Square

$165.00

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Vintage Mens Shirt L Deadstock 1990s 1980s Preppy Style Award Red White Striped
Vintage Mens Shirt L Deadstock 1990s 1980s Preppy Style Award Red White Striped

$19.99

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Vintage Mens Shirt XL Deadstock 1990s 1980s Preppy Style Award Red White Striped
Vintage Mens Shirt XL Deadstock 1990s 1980s Preppy Style Award Red White Striped

$19.99

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Vintage Union Made Women's Shorts | Size 16 | Blue | High Waisted | Preppy Style
Vintage Union Made Women's Shorts | Size 16 | Blue | High Waisted | Preppy Style

$25.00

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Vintage Brooch Circle Pin with 14K GF Flower Small 3/4" Diameter Preppy Style
Vintage Brooch Circle Pin with 14K GF Flower Small 3/4" Diameter Preppy Style

$8.40

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Vintage Preppy Beige Plaid Skirt 50s Style Below the Knee Academia Size M/L
Vintage Preppy Beige Plaid Skirt 50s Style Below the Knee Academia Size M/L

$17.00

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Vintage White Floral Embroidered Knit Cardigan Size P Cotton Cottagecore Preppy
Vintage White Floral Embroidered Knit Cardigan Size P Cotton Cottagecore Preppy

$32.99

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Vintage Style Women Knit Waistcoat Gilet Preppy Style V-neck Sleeveless Sweater
Vintage Style Women Knit Waistcoat Gilet Preppy Style V-neck Sleeveless Sweater

$16.00

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Vintage Men's Dark Gray Knit Plaid Light Blue Dress Pants 34x29 Preppy Style
Vintage Men's Dark Gray Knit Plaid Light Blue Dress Pants 34x29 Preppy Style

$48.00

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Vintage 90s cream tweed preppy cottage core vest
Vintage 90s cream tweed preppy cottage core vest

$25.00

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Vintage Patchwork Coat Blazer Men's 42R, Preppy Style, Retro, Electric, Artsy
Vintage Patchwork Coat Blazer Men's 42R, Preppy Style, Retro, Electric, Artsy

$40.00

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Vintage Quillmark PREPPY Notebook 1980s Green Prep Gator Journal Ivy Style Trad
Vintage Quillmark PREPPY Notebook 1980s Green Prep Gator Journal Ivy Style Trad

$69.99

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Vintage Regatta Sports Preppy Style Polo T-shirt Size Large #80s #90s #Beach
Vintage Regatta Sports Preppy Style Polo T-shirt Size Large #80s #90s #Beach

$22.50

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Vintage USA Made Teal Green Sweater Henley M Cottagecore Lands End Cotton Preppy
Vintage USA Made Teal Green Sweater Henley M Cottagecore Lands End Cotton Preppy

$49.00

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Vintage 90s Preppy Ivy Club Men Shirt, Pink Blue Striped, L (fits M) Polo Style
Vintage 90s Preppy Ivy Club Men Shirt, Pink Blue Striped, L (fits M) Polo Style

$15.50

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Fantastic Vintage 1960s Pink Check Wool Skirt Size 10 Preppy Style
Fantastic Vintage 1960s Pink Check Wool Skirt Size 10 Preppy Style

$28.99

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Vtg Crewneck Sweater Women's M Pink All Over Cable Knit Cottagecore Preppy 90s
Vtg Crewneck Sweater Women's M Pink All Over Cable Knit Cottagecore Preppy 90s

$24.95

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Preppy Style Silk Geometric Pattern Sweater Adult Large Black Lightweight Knit
Preppy Style Silk Geometric Pattern Sweater Adult Large Black Lightweight Knit

$22.00

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LOFT vintage style cardigan floral embroidery L preppy retro gray herringbone
LOFT vintage style cardigan floral embroidery L preppy retro gray herringbone

$17.21

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Vintage Style & Co Purple Plaid Wrap Wool Preppy Academia School Girl Skirt 14
Vintage Style & Co Purple Plaid Wrap Wool Preppy Academia School Girl Skirt 14

$36.00

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VTG Preppy Style Striped V-Neck Sweater Adult Large Brown Green Cotton USA Tag
VTG Preppy Style Striped V-Neck Sweater Adult Large Brown Green Cotton USA Tag

$24.00

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Vintage Women’s Vans Rugby Style Crop Shirt Size Small Retro Preppy Streetware
Vintage Women’s Vans Rugby Style Crop Shirt Size Small Retro Preppy Streetware

$13.80

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Vintage Lauren Ralph Lauren Preppy Jean Style Pants Women 12 Red Blue Plaid
Vintage Lauren Ralph Lauren Preppy Jean Style Pants Women 12 Red Blue Plaid

$25.00

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Vintage 1960’s Mcgregor Shorts Made In USA Preppy Style 32” Waist
Vintage 1960’s Mcgregor Shorts Made In USA Preppy Style 32” Waist

$65.00

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Rare Vintage Preppy Dog Plush. Tommy Brock Style.
Rare Vintage Preppy Dog Plush. Tommy Brock Style.

$20.00

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Vintage Nautical Checkered Polo - Petite Medium - 1990s Laura Gayle Preppy Style
Vintage Nautical Checkered Polo - Petite Medium - 1990s Laura Gayle Preppy Style

$18.00

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Vintage Lyle & Scott 100% lambswool v-neck Preppy Style Sweater
Vintage Lyle & Scott 100% lambswool v-neck Preppy Style Sweater

$50.00

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VTG Knit Chunky Sweater Womens Sz S Pink Oversized Hand Knit Retro Preppy
VTG Knit Chunky Sweater Womens Sz S Pink Oversized Hand Knit Retro Preppy

$30.00

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60’s Vintage Blue Wool Mod Style Preppy Ivy League 2-Button Blazer Size 42
60’s Vintage Blue Wool Mod Style Preppy Ivy League 2-Button Blazer Size 42

$50.00

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Vintage 90s Paris Sport Denim Vest Womens M White Purple Leaves AOP Cottagecore
Vintage 90s Paris Sport Denim Vest Womens M White Purple Leaves AOP Cottagecore

$24.95

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VTG H&H Fashion Shirt Womens Medium Blue Purple Striped Preppy Grunge 90s USA
VTG H&H Fashion Shirt Womens Medium Blue Purple Striped Preppy Grunge 90s USA

$12.27

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Vintage 90s Pastel Striped Sweater Womens M Cottagecore Preppy Colorful
Vintage 90s Pastel Striped Sweater Womens M Cottagecore Preppy Colorful

$23.95

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Men Vintage Shirt STRIPED Preppy Style TWICKERS By Kenneth Gordon Medium
Men Vintage Shirt STRIPED Preppy Style TWICKERS By Kenneth Gordon Medium

$25.00

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NWT Vintage Tommy Hilfiger Tie Navy Blue Shields Preppy Style Silk USA Necktie
NWT Vintage Tommy Hilfiger Tie Navy Blue Shields Preppy Style Silk USA Necktie

$24.00

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Oliver Grant Paris Womens Size L Cardigan Preppy Military Style Vintage Blue
Oliver Grant Paris Womens Size L Cardigan Preppy Military Style Vintage Blue

$55.00

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VTG 90s Evan Picone Wool Blazer Jacket Womens 4 Gray Blue Plaid Academia Preppy
VTG 90s Evan Picone Wool Blazer Jacket Womens 4 Gray Blue Plaid Academia Preppy

$19.99

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Polo Ralph Lauren Mens Pants 38X32 Khaki Cotton Silk Dress Style Vintage Preppy
Polo Ralph Lauren Mens Pants 38X32 Khaki Cotton Silk Dress Style Vintage Preppy

$34.95

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Vintage Mens Shirt M Deadstock 1990s 1980s Preppy Style Award Red White Striped
Vintage Mens Shirt M Deadstock 1990s 1980s Preppy Style Award Red White Striped

$14.99

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Izod Club Vintage Sweater Mens Large Blue Plaid Checkered 90s Grandpacore Cabin
Izod Club Vintage Sweater Mens Large Blue Plaid Checkered 90s Grandpacore Cabin

$15.19

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Vintage Vittadini Sport Sweater Chunky Knit Colorful Big Floral Pullover Medium
Vintage Vittadini Sport Sweater Chunky Knit Colorful Big Floral Pullover Medium

$59.99

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Vintage Deadstock 1990s 1980s Mens Shirt Red White Gray Preppy Style Award
Vintage Deadstock 1990s 1980s Mens Shirt Red White Gray Preppy Style Award

$14.99

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Vtg Polo Military Collar Shirt, Green, Tiger, Size 2XL Preppy Style
Vtg Polo Military Collar Shirt, Green, Tiger, Size 2XL Preppy Style

$99.99

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Polo Ralph Lauren Vintage Cotton Preppy Style old money sweater size L
Polo Ralph Lauren Vintage Cotton Preppy Style old money sweater size L

$35.00

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Vintage Classic Elegance Pastel Check Blouse Size 10 Short Sleeve Collared
Vintage Classic Elegance Pastel Check Blouse Size 10 Short Sleeve Collared

$17.50

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Ralph Lauren Button Up Shirt Mens L Blue Oxford Classic Retro Dad Vintage Preppy
Ralph Lauren Button Up Shirt Mens L Blue Oxford Classic Retro Dad Vintage Preppy

$23.88

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L Vintage GAP Women Floral Crop Top Button Shirt Cottagecore 90s Flower Preppy
L Vintage GAP Women Floral Crop Top Button Shirt Cottagecore 90s Flower Preppy

$39.99

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Panther Wool Blazer Jacket Womens Large Gray Classic Career Style Vintage Preppy
Panther Wool Blazer Jacket Womens Large Gray Classic Career Style Vintage Preppy

$16.50

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Vintage Ralph Lauren Chaps Mens Pants 32 Beige Chino Khaki Preppy Casual 473
Vintage Ralph Lauren Chaps Mens Pants 32 Beige Chino Khaki Preppy Casual 473

$19.36

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VTG Dad Style Sweater Adult XL Blue Gray Check Plush Knit Retro Crewneck Preppy
VTG Dad Style Sweater Adult XL Blue Gray Check Plush Knit Retro Crewneck Preppy

$22.00

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Vtg Palm Beach Tweed Sport Coat 42R Brown Herringbone 3/2 Sack Ivy League Preppy
Vtg Palm Beach Tweed Sport Coat 42R Brown Herringbone 3/2 Sack Ivy League Preppy

$175.00

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McGREGOR Sweater Men's XL 3D Geometric Design Style Retro Acrylic Vintage Preppy
McGREGOR Sweater Men's XL 3D Geometric Design Style Retro Acrylic Vintage Preppy

$19.13

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Y2K vintage pink & black tweed a-line style preppy academia skirt sz 12 large
Y2K vintage pink & black tweed a-line style preppy academia skirt sz 12 large

$10.39

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Very Unique Vntg Tommy Hilfiger Blzr Light Blue Embroidery Logo Preppy Style - S
Very Unique Vntg Tommy Hilfiger Blzr Light Blue Embroidery Logo Preppy Style - S

$80.00

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Vintage 80s RUFFINI SPORT Cotton Blend Windbreaker PREPPY Style Snap Front MED
Vintage 80s RUFFINI SPORT Cotton Blend Windbreaker PREPPY Style Snap Front MED

$40.00

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VTG Classic Elegance Women's Medium? button up Preppy Blouse Pink Stripped 80's
VTG Classic Elegance Women's Medium? button up Preppy Blouse Pink Stripped 80's

$7.00

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Talbots Vintage Sleeveless Linen Shirt Dress 6 petite Preppy Style Y2K Red
Talbots Vintage Sleeveless Linen Shirt Dress 6 petite Preppy Style Y2K Red

$12.89

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POLO RALPH LAUREN VINTAGE STYLE MASK FACE COVERING MADRAS SHIRT PLAID PREPPY
POLO RALPH LAUREN VINTAGE STYLE MASK FACE COVERING MADRAS SHIRT PLAID PREPPY

$9.99

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Vintage Trench Coat| Gap| Women Size L-XL| Rain coat|Casual|Preppy Style
Vintage Trench Coat| Gap| Women Size L-XL| Rain coat|Casual|Preppy Style

$45.00

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Vintage Preppy Classic Terry Crop-Top Shirt Teens M 17x17 Boxy Pink White USA
Vintage Preppy Classic Terry Crop-Top Shirt Teens M 17x17 Boxy Pink White USA

$16.82

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Vintage Mens V Neck Sweater Red Varsity Striped Preppy 90s Style Size XL
Vintage Mens V Neck Sweater Red Varsity Striped Preppy 90s Style Size XL

$20.29

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Willow Ridge Blazer Jacket 16 Plaid Academia Preppy Style Hipster Vintage
Willow Ridge Blazer Jacket 16 Plaid Academia Preppy Style Hipster Vintage

$49.99

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VTG 90s Preppy Style V-Neck Sweater Adult XL Green Color Fleck Chunky Knit Dad
VTG 90s Preppy Style V-Neck Sweater Adult XL Green Color Fleck Chunky Knit Dad

$22.00

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Vtg Retro Preppy Polo Ralph Lauren Brown Silk Paisley Wide Tie USA 4" x 58"
Vtg Retro Preppy Polo Ralph Lauren Brown Silk Paisley Wide Tie USA 4" x 58"

$20.00

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Vintage Club 7 Echo Women Silk Scarf Red Nautical Anchors Flags Preppy Style
Vintage Club 7 Echo Women Silk Scarf Red Nautical Anchors Flags Preppy Style

$29.97

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Vintage Argyle Pattern Acrylic Sweater Mens Medium - V-Neck Preppy Loose Fit
Vintage Argyle Pattern Acrylic Sweater Mens Medium - V-Neck Preppy Loose Fit

$24.99

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MingYuan Vintage Forest Style Sleeveless Plaid Dress Women Large Preppy Pinafore
MingYuan Vintage Forest Style Sleeveless Plaid Dress Women Large Preppy Pinafore

$25.00

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Vintage Polo Plaid Flannel Oxford Preppy Ivy League Style. Men’s L
Vintage Polo Plaid Flannel Oxford Preppy Ivy League Style. Men’s L

$30.00

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Madras Plaid Patchwork Button Up Shirt Womens L Cottagecore Farm Vintage Grunge
Madras Plaid Patchwork Button Up Shirt Womens L Cottagecore Farm Vintage Grunge

$24.87

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Women's Vtg PARIS SPORT CLUB Hand Knitted Cottagecore Oversized Sweater L
Women's Vtg PARIS SPORT CLUB Hand Knitted Cottagecore Oversized Sweater L

$39.99

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Hathaway Vintage Motif Tie Men's Equestrian Preppy Trad Ivy Style Switzerland
Hathaway Vintage Motif Tie Men's Equestrian Preppy Trad Ivy Style Switzerland

$29.99

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Vintage Sweater Womens Small Cardigan Cottage Grandma Preppy Floral Button
Vintage Sweater Womens Small Cardigan Cottage Grandma Preppy Floral Button

$39.99

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Vintage Paris Sport Club Womens Cable Knit Cardigan Size M Preppy Cottagecore
Vintage Paris Sport Club Womens Cable Knit Cardigan Size M Preppy Cottagecore

$39.88

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