preppy
Preppy style is the classic uniform of students at elite private schools and Ivy League universities. This way of dressing has influenced the fashion of people around the world. Classic preppy items include khaki pants, sweater vests, oxford shirts, loafers and hopsack blazers. Enjoy our selection of preppy pre-owned and overstock menswear below.
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Woolrich John Rich Bros Sweater Size S Gray Shawl Collar Pullover Wool/Cashmere
$65.00 Add to cart -
Sartorio Napoli Jacket Teal Size 42 (EU52) Wool Plaid Check Hand Made in Italy
$498.00 Add to cart -
Polo Ralph Lauren Unstructured Blazer Size 38R Olive Green Cotton 2-Button
$89.00 Add to cart -
Eidos Napoli Silk Jacket Size 40 (EU50) Blue Windowpane Check
$398.00 Add to cart -
Tommy Bahama Size XXL Tobago Bay Crew V-Stitch Sweatshirt Phlox Bold Pink
$62.50 Add to cart -
Penrose London Socks Size M Red Cotton Blend Over Calf
$11.95 Add to cart -
NIKE Dri-Fit Polo Size M Solid White Cotton Pique Slim Fit
$37.95 Add to cart -
Tommy Bahama Size M Islandzone Coolside Half Zip Sweater Purple Fade
$69.95 Add to cart -
Caruso Dress Shirt Size 16 (41cm) Teal Blue Multi Stripe Made in Italy
$135.00 Add to cart -
Ralph Lauren Purple Label Shirt XL Pink Gingham Check Poplin Button Down
$35.50 Add to cart -
Eton Slim Fit Dress Shirt Size M Light Blue Gingham Check Cotton Linen
$49.00 Add to cart -
Polo Ralph Lauren P-Bear T-Shirt Size L Men Classic Fit Navy Blue ’93 Retro
$44.50 Add to cart -
Orlebar Brown Espadrilles Size 11 (EU44) Navy Blue Terry Cotton Slip-On
$98.00 Add to cart -
Eleventy Sport Coat Size 39 (EU50) Brown Plaid Wool Windowpane Peak Lapel
$269.00 Add to cart -
Original Penguin Swim Shorts W30 Orange Hawaiian Unlined Trunks
$19.95 Add to cart -
Original Penguin Shorts W40 Men Powder Blue Allover Embroidered Pete 9″ Golf
$37.75 Add to cart -
Peter Millar W33 Bedford Cotton Blend Shorts Island Blue Stretch Cord Texture
$46.50 Add to cart -
Johnnie-O Aventura Swim Trunks Size S Blue Palm Green Floral
$29.95 Add to cart -
Peter Millar Seaside Swim Trunks Size S Blue Monaco Madness
$29.95 Add to cart -
Peter Millar Ocean Traffic Swim Trunks Size S Fishing Theme
$29.95 Add to cart -
Polo Ralph Lauren Classic Polo Golf Shirt Size M Black Cotton Mesh White Tipping
$36.50 Add to cart -
JKT New York Hybrid Blazer 44R Charcoal Gray Donegal Tweed with Zip
$98.50 Add to cart -
Luciano Barbera Cotton Pants W31 (EU46) Light Blue Spring/Summer
$59.00 Add to cart -
Sunspel Scarf Dark Forest Green Wool Made in England
$48.00 Add to cart -
Richard James Savile Row Scarf Red/Orange Green Melange
$59.00 Add to cart -
DePio Italy Socks One Size Multicolor Sea Island Cotton
$15.50 Add to cart -
Aquascutum Duffel Coat Size 46 (EU46) Men Black Wool Hooded
$79.50 Add to cart -
Johnnie-O Swim Trunks Size S Blue Scorpion Bowl Blue Print
$29.95 Add to cart -
Peter Millar Swim Trunks Size S Batik Leaf Print Navy Blue
$29.95 Add to cart -
Peter Millar Swim Trunks Size S Blue Angelfish Print Shorts
$29.95 Add to cart -
Peter Millar Seaside Swim Trunks Size S Blue Marlin Madness
$29.95 Add to cart -
Peter Millar Swim Trunks Size S Cape Red Tic Tac Tatt Shorts
$29.95 Add to cart -
Allen Edmonds Saddle Shoes Size 10.5 D Brown Leather Oxford
$45.00 Add to cart -
Johnnie-O Faron Golf Polo Shirt Size S Ibiza Blue Fine Stripe
$38.00 Add to cart -
Johnnie-O Vaughn 1/4 Zip Sweatshirt S Candy Pink Stripe
$45.00 Add to cart -
Straight Down Dodge Polo Size S Reg Fit Melon Yellow
$29.95 Add to cart