PreppyStyle

byTiMo Ditsy Floral Puff Sleeve Poplin Blouse Lilac Lavender Purple Romantic‎

$75

Tommy Bahama Linen Plaid Button Down Shirt Pink Blue Men’s Large

$25

Rewash Plaid Black & White Wide Leg Trouser Pants L

$29

Jones NY Earthtone Brown Tweed Plaid Wool Blazer Suit |10

$89 $160

US 10

Lucky Brand Women's XS Red Navy White Striped Twist Front Nautical Top XS

$22

Tory Burch Cream Navy Colorblock Knit Dress Medallion Buttons Sleeveless S

$118

🇬🇪🔺️Cielo Gray w/White Trim Sleeveless Sweater Top Small

$29

Nautica Women’s Striped Cotton Sweater (Size S)

$23

Lilly Pulitzer Floral Sleeveless Tank Top XS Pink Tropical Print Resort Wear

$16

L.L. Bean Premium 100% Cotton Pique Polo Shirt Yellow Relaxed Fit 2X Plus

$24

SHEIN Black & White Houndstooth Sweater Vest Size Medium Preppy Layering

$18 $75

Elegant Khaki + Blue and White Striped Pleated Hem Camisole Dress

$129 $220

Various sizes

Polo‎ by Ralph Lauren Boys Green Polo Shirt XL (18-20) Short Sleeve Casual

$25

XL (Boy)

Izod Women's Golf Shorts - Size 8 - Brown & White Leaf Print

$20

US 8

OshKosh Wool Duffle Coat Red Hooded Toggle Infant 6-9mths VTG Style Preppy

$36 $41

6-9M

🌴 J.Crew Slub Cotton Tee Purple Short Sleeve T-Shirt Women’s Medium NWT

$16 $29

Nike Golf Womens Navy Blue Stretch Chino Golf Shorts Size 6

$16

US 6

Vineyard Vines Whale‎ Men's Medium Blue Plaid 100% Cotton Button Down LS Shirt

$23

J. Crew Juliette collarless sweater-blazer Size XXS

$59 $158

XXS

Tracy Negoshian Coral Green Elephant Shorts Size 6

$40

US 6

Veronica Beard Faxon High Waisted Crop Trousers Red Poppy Size 10 Designer Pants

$95 $414

US 8

Polo Ralph Lauren Men’s NWT Colorblock Gingham Oxford Shirt XL Multi Cotton

$119 $138

Tommy Hilfiger Mens Necktie Striped Silk Tie Career Business Party‎

$24

Lauren Ralph Lauren Pink Button Shoulder Tee | Crest Logo Hem | Size L

$18

Avec Les Filles Womens XXL‎ Blue Plaid Wool Blend Tweed Bomber Jacket

$41 $55

XXL

Y2K Vintage Polo Ralph Lauren Classic Chino Pants | Khaki | 36/32

$33

Waist 36

NWT Brown Knit Argyle Pullover Sweater Burgundy & Black Diamonds Men’s Large

$35

J.Crew Gingham Long Sleeve Shift Dress with Back Bow & Ruffle Hem Size S

$29

Vineyard Vines boys‎ size 18 red pants

$15

18 (Boy)

Polo by Ralph Lauren Mens Full Zip Hoodie Gray Pony Logo Small S‎ Casual Preppy

$50

Dockers Flat Front Khaki Pants Men's 30 x 32 Tan Classic Cotton Chinos

$18

Waist 30

Polo Ralph Lauren Navy Blue Vintage Harrington Zip Up Jacket Size XXL

$77

XXL

Polo Ralph Lauren Men's Gray Luxury Touch Slim Fit Polo Shirt L

$21

Women's Casual Collegiate Striped Contrast Color Gold Button Knit Cardigan

$89 $199

Various sizes

Tommy Hilfiger Mens Large Grey Ribbed Knit Quarter Zip Sweater

$25

VTG CONTEXT Men's 32x32 Brown Taupe Houndstooth Old Money Heritage Preppy Styl

$29

Waist 32

Crewcuts Dress Girls XL White Scallop Sleeve Ruffle Lined Coverup Coastal Casual

$40 $60

Y2K Juicy Couture Navy Pleated Ultra Low Rise Micro Mini Skirt Sailor 36 Small

$199

J.Crew Men M Button Down Shirt Red Plaid Lightweight Preppy Classic Everyday Y2K

$25

Vintage Polo Ralph Lauren Mens L 16.5 Rainbow Multicolor Stripe Classic Shirt

$40

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