preppy clothing (2,047 RESULTS)

Free overnight shipping on Clothing! Stay fun, preppy, and ready to go in this easy going, yet chic, RED VALENTINO dress. Jewel neck, sheath dress. Body con fit. Short sleeves with straight... RED VALENTINO Dress HRA9A3A5 Women's Dress

RED VALENTINO Dress HRA9A3A5 Women's...

Zappos.com
Valentino
$695.00
Free Shipping

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Tommy Hilfiger Tommy Brushed Tartan Shirt Men Men's Clothing - Shirts - Casual Button-Down Shirts Pull together a rugged, preppy look in this tartan plaid shirt from Tommy Hilfiger. Tommy Hilfiger Tommy Brushed Tartan Shirt

Tommy Hilfiger Tommy Brushed Tartan...

macys.com
Tommy Hilfiger
$79.50 $44.99

43%

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Betsey Johnson Cap-Sleeve Pearl-Collar Dress Women Women's Clothing - Dresses Refresh your Lbd wardrobe with Betsey Johnson's cool frock, featuring a pearl-embellished contrast collar for a... Betsey Johnson Cap-Sleeve Pearl-Collar Dress

Betsey Johnson Cap-Sleeve...

macys.com
Betsey Johnson
$158.00 $112.99
Free Shipping

28%

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Hide-ees are better than bloomers, they're the answer t ohow girls can wear skirts and dresses, but still have all the fun allowed by trousers! Gone are the worries of immodestly and say... Hide-ees Better Than Bloomers Girls Under Dress Shorts WITH Ruffle (10-12, Preppy-ees)

Hide-ees Better Than Bloomers Girls...

Amazon Marketplace
$17.99

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Work this camo t-shirt into your wardrobe and you''ll be right on trend...camo goes with almost any style - from preppy to hipster to athletic wear. Belmont Realtree Camo T Shirt 'Belmont' - X-Large

Belmont Realtree Camo T Shirt...

Amazon Marketplace
CollegeFanGear
$24.98

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Machine wash according to instructions on care label. Body: 63% Polyester, 33% Viscose, 4% Elastane SIZE & FIT Model wears: UK 8/ EU 36/ US 4 Model's height: 176 cm/5'9.5"Romper by Traffic... Traffic People Preppy Love Playsuit - Black

Traffic People Preppy Love Playsuit -...

ASOS.com
$117.49 $24.64

79%

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Only Kids Apparel Baby Boys' 2-Piece Polo & Shorts Set Kids Kids (new) Set sail for a preppy pairing with this schiffli sailboat polo and check shorts by Only Kids Apparel. Only Kids Apparel Baby Boys' 2-Piece Polo & Shorts Set

Only Kids Apparel Baby Boys' 2-Piece...

macys.com
$44.50 $30.99

30%

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Only Kids Apparel Baby Boys' 2-Piece Dog Polo & Shorts Set Kids Kids (new) He'll look doggone cute in this preppy pique polo and sharp schiffli shorts by Only Kids Apparel. Only Kids Apparel Baby Boys' 2-Piece Dog Polo & Shorts Set

Only Kids Apparel Baby Boys' 2-Piece...

macys.com
$44.50 $30.99

30%

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Izod Striped Jacquard Polo Men Men's Clothing - Polos Refresh your preppy wardrobe with this striped polo from Izod. Izod Striped Jacquard Polo

Izod Striped Jacquard Polo

macys.com
Izod
$45.00

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Sean John Late Night Striped Polo Men Men's Clothing - Polos Faux-leather trim adds edgy appeal to this preppy striped polo from Sean John. Sean John Late Night Striped Polo

Sean John Late Night Striped Polo

macys.com
Sean John
$59.50

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Guess Silverlake Plaid Shirt Men Men's Clothing - Shirts - Casual Button-Down Shirts A preppy plaid shirt with cool contrast lining? Snag it, quick. By Guess. Guess Silverlake Plaid Shirt

Guess Silverlake Plaid Shirt

macys.com
Guess
$79.50

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Nautica Plaid Shirt Men Men's Clothing - Shirts - Casual Button-Down Shirts Brighten up a preppy look with this classic plaid shirt from Nautica. Nautica Plaid Shirt

Nautica Plaid Shirt

macys.com
Nautica
$59.50

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Nautica Poplin Plaid Shirt Men Men's Clothing - Shirts - Casual Button-Down Shirts Add a crisp touch to your preppy collection with this plaid shirt by Nautica. Nautica Poplin Plaid Shirt

Nautica Poplin Plaid Shirt

macys.com
Nautica
$59.50

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Polo Ralph Lauren Check Dress Shirt Men Men's Clothing - Shirts - Dress Shirts This relaxed-fitting dress shirt is crafted from soft cotton poplin and features a preppy checked pattern. Polo Ralph Lauren Check Dress Shirt

Polo Ralph Lauren Check Dress Shirt

macys.com
Ralph Lauren
$89.50

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Sean John Cannes Polo Men Men's Clothing - Polos Sean John enhances your on-trend look with this preppy, short-sleeved polo design. Sean John Cannes Polo

Sean John Cannes Polo

macys.com
Sean John
$59.50 $39.99

33%

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Nautica Navy Plaid Dress Shirt Men Men's Clothing - Shirts - Dress Shirts Tailored style goes preppy with this classic plaid dress shirt from Nautica. Nautica Navy Plaid Dress Shirt

Nautica Navy Plaid Dress Shirt

macys.com
Nautica
$65.00

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Nautica Red Tartan Dress Shirt Men Men's Clothing - Shirts - Dress Shirts Perfect preppy looks with this classic tartan dress shirt from Nautica. Nautica Red Tartan Dress Shirt

Nautica Red Tartan Dress Shirt

macys.com
Nautica
$65.00

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Izod Feeder Striped Short-Sleeve Polo Men Men's Clothing - Polos Crafted from a durable pique knit, Izod designed this preppy striped polo to be as durable as it is dapper. Izod Feeder Striped Short-Sleeve Polo

Izod Feeder Striped Short-Sleeve Polo

macys.com
Izod
$45.00

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Tommy Hilfiger Clark Striped Rugby Men Men's Clothing - T-Shirts (Clearance) Featuring a contrast collar and allover stripes, this rugby shirt from Tommy Hilfiger is a preppy winner.... Tommy Hilfiger Clark Striped Rugby

Tommy Hilfiger Clark Striped Rugby

macys.com
Tommy Hilfiger
$89.50 $34.99

61%

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Izod Striped Jersey T-Shirt Men Men's Clothing - T-Shirts Crafted from a soft jersey cotton, this comfy T-shirt from Izod features preppy stripes throughout. Izod Striped Jersey T-Shirt

Izod Striped Jersey T-Shirt

macys.com
Izod
$28.00

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Nautica Striped Colorblocked Polo Men Men's Clothing - Polos Add this striking colorblocked polo from Nautica to your rotation of preppy favorites. Nautica Striped Colorblocked Polo

Nautica Striped Colorblocked Polo

macys.com
Nautica
$79.50

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Tommy Hilfiger Chauncy Striped Polo Men Men's Clothing - Polos Tommy Hilfiger delivers solid preppy essentials like this vibrant polo with colorblocked horizontal stripes. Tommy Hilfiger Chauncy Striped Polo

Tommy Hilfiger Chauncy Striped Polo

macys.com
Tommy Hilfiger
$59.50 $29.99

50%

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Greg Norman for Tasso Elba Plaid Performance Golf Shorts Men Men's Clothing - Shorts A plaid pattern adds preppy appeal to these moisture-wicking golf shorts from Greg Norman for Tasso Elba. Greg Norman for Tasso Elba Plaid Performance Golf Shorts

Greg Norman for Tasso Elba Plaid...

macys.com
Greg Norman
$55.00

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Nautica Plaid Shirt Men Men's Clothing - Shirts - Casual Button-Down Shirts Add a crisp touch to your preppy collection with this plaid shirt by Nautica. Nautica Plaid Shirt

Nautica Plaid Shirt

macys.com
Nautica
$59.50

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Nautica Striped Shirt Men Men's Clothing - Shirts - Casual Button-Down Shirts This striped shirt from Nautica has preppy styling for a smart look. Nautica Striped Shirt

Nautica Striped Shirt

macys.com
Nautica
$69.50

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Izod Plaid Shirt Men Men's Clothing - Shirts - Casual Button-Down Shirts (new) Izod delivers preppy must-haves in a comfy fit like this short-sleeved plaid shirt. Izod Plaid Shirt

Izod Plaid Shirt

macys.com
Izod
$50.00

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Club Room Tipped Sweater Polo Men Men's Clothing - Polos (new) The comfort of a sweater and the preppy style of a polo combine to form this must-have shirt from Club Room. Club Room Tipped Sweater Polo

Club Room Tipped Sweater Polo

macys.com
Club Room
$42.50

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John Ashford Big and Tall Striped Short-Sleeve Polo Men Men's Clothing - Polos John Ashford designed this striped polo as the perfect addition to your preppy look. John Ashford Big and Tall Striped Short-Sleeve Polo

John Ashford Big and Tall Striped...

macys.com
Ralph Lauren
$32.00

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Izod Striped Pique Polo Men Men's Clothing - Polos Add a pop of color to your preppy look with this striped, pique-knit polo from Izod. Izod Striped Pique Polo

Izod Striped Pique Polo

macys.com
Izod
$45.00

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Polo Ralph Lauren Big and Tall Long Sleeve Striped Tee Men Men's Clothing - Polos This handsome shirt is crafted from airy gauze jersey and features a preppy club-striped pattern. Polo Ralph Lauren Big and Tall Long Sleeve Striped Tee

Polo Ralph Lauren Big and Tall Long...

macys.com
Ralph Lauren
$89.75

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