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Trending Now: Preppy Looks

  • All Shop by Trend
  • Linen Looks
  • Matching Sets
  • Preppy Looks
  • Quarter Zips
  • Streetwear
  • Surf & Skate
108 items
Essential Tech Chino Pants
DKNY

Essential Tech Chino Pants

$24.97Current Price $24.97
(72% off)72% off.
$89.50Comparable value $89.50
(29)
Noah Quarter Zip Sweater
DKNY

Noah Quarter Zip Sweater

$24.97Current Price $24.97
(68% off)68% off.
$79.50Comparable value $79.50
(5)
Only a few left
Wool Blend Plush Car Coat
Clear The Rack
Cole Haan Signature

Wool Blend Plush Car Coat

$67.47 – $119.97Current Price $67.47 to $119.97
(Extra 25% off select items)Includes extra 25% off select items.
$89.96Previous Price $89.96
$295.00Comparable value $295.00
(222)
Dorsey Wool Blend Car Coat
Clear The Rack
Marc New York

Dorsey Wool Blend Car Coat

$52.47Current Price $52.47
(Extra 25% off)Includes extra 25% off.
$69.96Previous Price $69.96
$295.00Comparable value $295.00
(79)
Classic Wool Blend Plush Notched Collar Coat
Clear The Rack
Cole Haan

Classic Wool Blend Plush Notched Collar Coat

$83.97 – $89.97Current Price $83.97 to $89.97
(Extra 25% off)Includes extra 25% off.
$111.96 – $119.96Previous Price $111.96 to $119.96
$398.00Comparable value $398.00
(61)
Solid Piquè Slim Fit Polo
Brooks Brothers

Solid Piquè Slim Fit Polo

$34.97Current Price $34.97
(49% off)49% off.
$69.50Comparable value $69.50
(167)
Crewneck Knit Sweater
XRAY

Crewneck Knit Sweater

$29.97Current Price $29.97
(55% off)55% off.
$68.00Comparable value $68.00
(85)
Wool Blend Melton Classic Topper
Cole Haan Signature

Wool Blend Melton Classic Topper

$129.97Current Price $129.97
(60% off)60% off.
$325.00Comparable value $325.00
(69)
Powerstretch Slim Leg Pants
DKNY

Powerstretch Slim Leg Pants

$19.97Current Price $19.97
(74% off)74% off.
$79.50Comparable value $79.50
(21)
Universal Tech Pants
New!
DKNY SPORTSWEAR

Universal Tech Pants

$29.97Current Price $29.97
(66% off)66% off.
$89.50Comparable value $89.50
(32)
Brit for Men Eau de Toilette
Burberry

Brit for Men Eau de Toilette

$39.97Current Price $39.97
(42% off)42% off.
$69.00Comparable value $69.00
(17)
Only a few left
Shawl Collar Cable Knit Cardigan
XRAY

Shawl Collar Cable Knit Cardigan

$49.97Current Price $49.97
(43% off)43% off.
$88.00Comparable value $88.00
(52)
Glen Eden Quarter-Zip Pullover Sweatshirt
Rodd & Gunn

Glen Eden Quarter-Zip Pullover Sweatshirt

$59.97Current Price $59.97
(53% off)53% off.
$128.00Comparable value $128.00
(30)
Paradiso Polo
Clear The Rack
Tommy Bahama

Paradiso Polo

$24.36 – $49.97Current Price $24.36 to $49.97
(Extra 25% off select items)Includes extra 25% off select items.
$32.48Previous Price $32.48
$99.50Comparable value $99.50
(103)
Tech Chino Shorts
DKNY SPORTSWEAR

Tech Chino Shorts

$19.97Current Price $19.97
(71% off)71% off.
$69.50Comparable value $69.50
(8)
V-Neck Rib Knit Sweater
XRAY

V-Neck Rib Knit Sweater

$29.97Current Price $29.97
(55% off)55% off.
$68.00Comparable value $68.00
(105)
Suede Bomber Jacket
Cole Haan

Suede Bomber Jacket

$229.97Current Price $229.97
(61% off)61% off.
$598.00Comparable value $598.00
(30)
Plush Wool Blend Coat
Clear The Rack
Cole Haan Signature

Plush Wool Blend Coat

$95.60 – $169.97Current Price $95.60 to $169.97
(Extra 25% off select items)Includes extra 25% off select items.
$127.47Previous Price $127.47
$350.00Comparable value $350.00
(35)
Luxe Slim Fit Solid Dress Shirt
Clear The Rack
Perry Ellis

Luxe Slim Fit Solid Dress Shirt

$17.04 – $34.97Current Price $17.04 to $34.97
(Extra 25% off select items)Includes extra 25% off select items.
$22.73Previous Price $22.73
$69.50Comparable value $69.50
(29)
Squiggle Slim Fit Pants
Clear The Rack
7 For All Mankind

Squiggle Slim Fit Pants

$40.48 – $89.97Current Price $40.48 to $89.97
(Extra 25% off select items)Includes extra 25% off select items.
$53.98 – $62.96Previous Price $53.98 to $62.96
$198.00 – $208.00Comparable value $198.00 to $208.00
(23)
Quilted Puffer Vest
Cole Haan Signature

Quilted Puffer Vest

$59.97Current Price $59.97
(53% off)53% off.
$129.00Comparable value $129.00
(52)
Tech Long Sleeve Button-Up Shirt
DENIM AND FLOWER

Tech Long Sleeve Button-Up Shirt

$19.97Current Price $19.97
(2)
Paint Spatter Cotton Twill Khaki Pants
Polo Ralph Lauren

Paint Spatter Cotton Twill Khaki Pants

$139.97Current Price $139.97
(53% off)53% off.
$298.00Comparable value $298.00
(1)
Only a few left
Hamilton Leather Loafer (Men)
WINTHROP

Hamilton Leather Loafer (Men)

$59.97Current Price $59.97
(60% off)60% off.
$150.00Comparable value $150.00
(1)
Cole Haan Melton Coat
Cole Haan Signature

Cole Haan Melton Coat

$149.97 – $159.97Current Price $149.97 to $159.97
(Up to 53% off)Up to 53% off.
$325.00Comparable value $325.00
(62)
Wallin Stretch Twill Chino Shorts (Regular & Big)
Clear The Rack
14th & Union

Wallin Stretch Twill Chino Shorts (Regular & Big)

$11.23 – $24.97Current Price $11.23 to $24.97
(Extra 25% off select items)Includes extra 25% off select items.
$14.98 – $16.23Previous Price $14.98 to $16.23
$69.50Comparable value $69.50
(84)
Solid Stretch Tech Shirt
DENIM AND FLOWER

Solid Stretch Tech Shirt

$19.97Current Price $19.97
(5)
Powerstretch Flat Front Cargo Pants
DKNY

Powerstretch Flat Front Cargo Pants

$29.97Current Price $29.97
(66% off)66% off.
$89.50Comparable value $89.50
(8)
Quilted Vintage Twill Vest
Clear The Rack
Union

Quilted Vintage Twill Vest

$18.74 – $39.97Current Price $18.74 to $39.97
(Extra 25% off select items)Includes extra 25% off select items.
$24.99Previous Price $24.99
$68.00Comparable value $68.00
(53)
Quilted Lined Flight Bomber Jacket
Dockers®

Quilted Lined Flight Bomber Jacket

$79.97Current Price $79.97
(55% off)55% off.
$180.00Comparable value $180.00
(1)
Essential Polo
DKNY SPORTSWEAR

Essential Polo

$19.97Current Price $19.97
(71% off)71% off.
$69.50Comparable value $69.50
(1)
Quilted Puffer Vest
Perry Ellis

Quilted Puffer Vest

$49.97Current Price $49.97
(49% off)49% off.
$98.00Comparable value $98.00
(38)
Cotton Grid Knit Camp Shirt
Clear The Rack
DKNY SPORTSWEAR

Cotton Grid Knit Camp Shirt

$10.11 – $29.97Current Price $10.11 to $29.97
(Extra 25% off select items)Includes extra 25% off select items.
$13.48Previous Price $13.48
$98.50Comparable value $98.50
(2)
Polo Red Eau de Parfum
Ralph Lauren

Polo Red Eau de Parfum

$42.97 – $54.97Current Price $42.97 to $54.97
(Up to 44% off)Up to 44% off.
$78.00 – $88.00Comparable value $78.00 to $88.00
(8)
Tech Cargo Chino Pants
DKNY

Tech Cargo Chino Pants

$24.97Current Price $24.97
(68% off)68% off.
$79.50Comparable value $79.50
(6)
Trim Fit Stripe Cotton Dress Shirt (Regular & Big)
Lorenzo Uomo

Trim Fit Stripe Cotton Dress Shirt (Regular & Big)

$49.97Current Price $49.97
(60% off)60% off.
$125.00Comparable value $125.00
(6)
Johnny Collar Sweater Polo
DKNY SPORTSWEAR

Johnny Collar Sweater Polo

$24.97Current Price $24.97
(72% off)72% off.
$89.50Comparable value $89.50
(3)
Ronan Penny Loafer (Men)
NEW YORK AND COMPANY

Ronan Penny Loafer (Men)

$29.97 – $34.97Current Price $29.97 to $34.97
(Up to 60% off)Up to 60% off.
$75.00Comparable value $75.00
(5)
Stretch Advantage Chino Pants
Brooks Brothers

Stretch Advantage Chino Pants

$54.97Current Price $54.97
(44% off)44% off.
$98.50Comparable value $98.50
(2)
Bomber Jacket
DENIM AND FLOWER

Bomber Jacket

$29.97Current Price $29.97
(4)
Tipped Cotton Contrast Collar Polo
Original Penguin

Tipped Cotton Contrast Collar Polo

$34.97Current Price $34.97
(55% off)55% off.
$79.00Comparable value $79.00
(5)
Relaxed Fit Stripe T-Shirt
DENIM AND FLOWER

Relaxed Fit Stripe T-Shirt

$14.97Current Price $14.97
Waylay Shorts
TravisMathew

Waylay Shorts

$49.97Current Price $49.97
(44% off)44% off.
$89.95Comparable value $89.95
(28)
Nylon Bomber Jacket
DENIM AND FLOWER

Nylon Bomber Jacket

$29.97Current Price $29.97
Only a few left
Textured Camp Shirt
DENIM AND FLOWER

Textured Camp Shirt

$19.97Current Price $19.97
Jacquard Camp Shirt
DKNY SPORTSWEAR

Jacquard Camp Shirt

$16.97Current Price $16.97
(78% off)78% off.
$79.50Comparable value $79.50
Repeat Tape Layer Logo Graphic T-Shirt
Calvin Klein

Repeat Tape Layer Logo Graphic T-Shirt

$19.97Current Price $19.97
(48% off)48% off.
$39.00Comparable value $39.00
(5)
Yarn Dyed Mesh Polo
Polo Ralph Lauren

Yarn Dyed Mesh Polo

$59.97Current Price $59.97
(52% off)52% off.
$125.00Comparable value $125.00
(3)
London Eau de Toilette Spray
Burberry

London Eau de Toilette Spray

$56.97Current Price $56.97
(32% off)32% off.
$84.00Comparable value $84.00
(5)
Long Sleeve Cotton Polo
VELLAPAIS

Long Sleeve Cotton Polo

$36.97Current Price $36.97
(70% off)70% off.
$124.99Comparable value $124.99
(1)
Tactical Cargo Pants
Cotton On

Tactical Cargo Pants

$69.97Current Price $69.97
(4)
Textured Stripe Short Sleeve Shirt
DENIM AND FLOWER

Textured Stripe Short Sleeve Shirt

$19.97Current Price $19.97
(1)
Only a few left
Mitch Camp Shirt
DKNY SPORTSWEAR

Mitch Camp Shirt

$16.97Current Price $16.97
(78% off)78% off.
$79.50Comparable value $79.50
(1)
Jacquard Long Sleeve Button-Up Shirt
DENIM AND FLOWER

Jacquard Long Sleeve Button-Up Shirt

$24.97Current Price $24.97
(5)
Only a few left
Multi Plaid Cotton Sportcoat
TailorByrd

Multi Plaid Cotton Sportcoat

$59.97Current Price $59.97
(81% off)81% off.
$325.00Comparable value $325.00
(11)
Monogram Logo Crew Neck T-Shirt
Calvin Klein

Monogram Logo Crew Neck T-Shirt

$19.97Current Price $19.97
(48% off)48% off.
$39.00Comparable value $39.00
(1)
Textured Crewneck T-Shirt
DENIM AND FLOWER

Textured Crewneck T-Shirt

$14.97Current Price $14.97
Only a few left
Regular Fit Heritage Plaid Cotton Button-Down Shirt
TailorByrd

Regular Fit Heritage Plaid Cotton Button-Down Shirt

$39.97Current Price $39.97
(2)
Relaxed Textured Camp Shirt
DENIM AND FLOWER

Relaxed Textured Camp Shirt

$19.97Current Price $19.97
(2)
Jacquard Long Sleeve Button-Up Shirt
DENIM AND FLOWER

Jacquard Long Sleeve Button-Up Shirt

$24.97Current Price $24.97
(2)
Racer Faux Leather Jacket
Dockers®

Racer Faux Leather Jacket

$69.97Current Price $69.97
(61% off)61% off.
$180.00Comparable value $180.00
(4)
White Service Long Sleeve Button-Up Shirt
DENIM AND FLOWER

White Service Long Sleeve Button-Up Shirt

$19.97Current Price $19.97
(1)
Cobham Relaxed Fit Jeans
Rodd & Gunn

Cobham Relaxed Fit Jeans

$69.97Current Price $69.97
(45% off)45% off.
$128.00Comparable value $128.00
(12)
Only a few left
Dressy Tip Crewneck T-Shirt
DENIM AND FLOWER

Dressy Tip Crewneck T-Shirt

$14.97Current Price $14.97
Only a few left
Classic Pants
Tommy Hilfiger

Classic Pants

$55.97Current Price $55.97
(41% off)41% off.
$95.00Comparable value $95.00
(3)
Blue Textured Check Sportcoat
Clear The Rack
TailorByrd

Blue Textured Check Sportcoat

$53.98Current Price $53.98
(Extra 25% off)Includes extra 25% off.
$71.98Previous Price $71.98
$325.00Comparable value $325.00
(2)
Tremont Quarter Zip Polo
DKNY SPORTSWEAR

Tremont Quarter Zip Polo

$19.97Current Price $19.97
(74% off)74% off.
$79.50Comparable value $79.50
(4)
Only a few left
Water Resistant Soft Shell Jacket
Dockers®

Water Resistant Soft Shell Jacket

$69.97Current Price $69.97
(61% off)61% off.
$180.00Comparable value $180.00
(2)
Torreno Long Sleeve Polo
VELLAPAIS

Torreno Long Sleeve Polo

$54.97Current Price $54.97
(56% off)56% off.
$124.99Comparable value $124.99
(1)
Relaxed Fit Textured Camp Shirt
DENIM AND FLOWER

Relaxed Fit Textured Camp Shirt

$19.97Current Price $19.97
(1)
Breezeway Spectator Polo
Tommy Bahama

Breezeway Spectator Polo

$49.97 – $49.99Current Price $49.97 to $49.99
(49% off)49% off.
$99.50Comparable value $99.50
(149)
Malcolm Short Sleeve Camp Shirt
DKNY SPORTSWEAR

Malcolm Short Sleeve Camp Shirt

$16.97Current Price $16.97
(78% off)78% off.
$79.50Comparable value $79.50
(3)
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