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Trending Now: Preppy Looks

  • All Shop by Trend
  • Linen Looks
  • Matching Sets
  • Preppy Looks
  • Quarter Zips
  • Streetwear
  • Surf & Skate
89 items
Tech Chino Shorts
DKNY SPORTSWEAR

Tech Chino Shorts

$19.97Current Price $19.97
(71% off)71% off.
$69.50Comparable value $69.50
(9)
For Men Eau de Toilette Mini
COACH

For Men Eau de Toilette Mini

$12.97Current Price $12.97
(53% off)53% off.
$28.00Comparable value $28.00
(33)
Texture Short Sleeve Button-Up Shirt
Cactus Man

Texture Short Sleeve Button-Up Shirt

$19.97Current Price $19.97
(3)
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
(55)
Crewneck Knit Sweater
XRAY

Crewneck Knit Sweater

$29.97Current Price $29.97
(55% off)55% off.
$68.00Comparable value $68.00
(88)
Wallin Stretch Twill Chino Shorts (Regular & Big)
New
14th & Union

Wallin Stretch Twill Chino Shorts (Regular & Big)

$16.23 – $29.97Current Price $16.23 to $29.97
(Up to 76% off select items)Up to 76% off select items.
$69.50Comparable value $69.50
(85)
Solid Stretch Tech Shirt
DENIM AND FLOWER

Solid Stretch Tech Shirt

$19.97Current Price $19.97
(7)
Universal Tech Pants
DKNY SPORTSWEAR

Universal Tech Pants

$29.97Current Price $29.97
(66% off)66% off.
$89.50Comparable value $89.50
(33)
Essential Tech Chino Pants
DKNY

Essential Tech Chino Pants

$24.97Current Price $24.97
(72% off)72% off.
$89.50Comparable value $89.50
(36)
Essential Polo
DKNY SPORTSWEAR

Essential Polo

$11.98 – $12.98Current Price $11.98 to $12.98
(Up to 82% off)Up to 82% off.
$69.50Comparable value $69.50
New Markdown
(2)
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)
White Service Long Sleeve Button-Up Shirt
DENIM AND FLOWER

White Service Long Sleeve Button-Up Shirt

$19.97Current Price $19.97
(1)
Waylay Shorts
TravisMathew

Waylay Shorts

$49.97Current Price $49.97
(44% off)44% off.
$89.95Comparable value $89.95
(28)
Paradiso Polo
Tommy Bahama

Paradiso Polo

$49.97Current Price $49.97
(49% off)49% off.
$99.50Comparable value $99.50
(106)
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
(106)
Luxe Slim Fit Solid Dress Shirt
Perry Ellis

Luxe Slim Fit Solid Dress Shirt

$15.73 – $34.97Current Price $15.73 to $34.97
(Up to 77% off select items)Up to 77% off select items.
$69.50Comparable value $69.50
New Markdown
(30)
Stripe Textured Short Sleeve Button-Up Shirt
DENIM AND FLOWER

Stripe Textured Short Sleeve Button-Up Shirt

$19.97Current Price $19.97
Stripe Textured Camp Shirt
DENIM AND FLOWER

Stripe Textured Camp Shirt

$19.97Current Price $19.97
(2)
Quilted Vintage Twill Vest
Union

Quilted Vintage Twill Vest

$10.78 – $39.97Current Price $10.78 to $39.97
(Extra 40% off select items)Includes extra 40% off select items.
$17.98Previous Price $17.98
$68.00Comparable value $68.00
Price Drop
(53)
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)
Classic Wool Blend Plush Notched Collar Coat
Cole Haan

Classic Wool Blend Plush Notched Collar Coat

$79.98Current Price $79.98
(79% off)79% off.
$398.00Comparable value $398.00
(67)
Only a few left
Bomber Jacket
DENIM AND FLOWER

Bomber Jacket

$17.98Current Price $17.98
(40% off)40% off.
$29.97Previous Price $29.97
New Markdown
(4)
Stripe Textured Camp Shirt
DENIM AND FLOWER

Stripe Textured Camp Shirt

$12.98Current Price $12.98
(35% off)35% off.
$19.97Previous Price $19.97
New Markdown
(1)
Textured Short Sleeve Camp Shirt
DENIM AND FLOWER

Textured Short Sleeve Camp Shirt

$11.98Current Price $11.98
(40% off)40% off.
$19.97Previous Price $19.97
New Markdown
(2)
Short Sleeve Camp Shirt
DENIM AND FLOWER

Short Sleeve Camp Shirt

$19.97Current Price $19.97
(1)
Tech Cargo Chino Pants
DKNY

Tech Cargo Chino Pants

$24.97Current Price $24.97
(68% off)68% off.
$79.50Comparable value $79.50
(7)
Carlsbad Performance Shorts
TravisMathew

Carlsbad Performance Shorts

$49.97Current Price $49.97
(37% off)37% off.
$79.95Comparable value $79.95
(48)
Fit 2 Slim Fit Stretch Twill Chinos
rag & bone

Fit 2 Slim Fit Stretch Twill Chinos

$63.72Current Price $63.72
(67% off)67% off.
$195.00Comparable value $195.00
(6)
The Slim Fit Jeans
Joe's

The Slim Fit Jeans

$59.96Current Price $59.96
(68% off)68% off.
$189.00Comparable value $189.00
(46)
Stripe Textured Camp Shirt
DENIM AND FLOWER

Stripe Textured Camp Shirt

$19.97Current Price $19.97
(2)
Pipe Trim Knit Polo
XRAY

Pipe Trim Knit Polo

$24.97Current Price $24.97
(49% off)49% off.
$49.00Comparable value $49.00
(7)
Squiggle Slim Fit Pants
7 For All Mankind

Squiggle Slim Fit Pants

$34.99 – $89.97Current Price $34.99 to $89.97
(Up to 82% off select items)Up to 82% off select items.
$198.00 – $208.00Comparable value $198.00 to $208.00
New Markdown
(23)
Textured Short Sleeve Camp Shirt
DENIM AND FLOWER

Textured Short Sleeve Camp Shirt

$13.96Current Price $13.96
(30% off)30% off.
$19.97Previous Price $19.97
New Markdown
Tie Waist Cargo Pants
DENIM AND FLOWER

Tie Waist Cargo Pants

$24.97Current Price $24.97
(4)
Textured Camp Shirt
DENIM AND FLOWER

Textured Camp Shirt

$11.98Current Price $11.98
(40% off)40% off.
$19.97Previous Price $19.97
New Markdown
Texture Stripe Short Sleeve Shirt
DENIM AND FLOWER

Texture Stripe Short Sleeve Shirt

$19.97Current Price $19.97
(1)
Jacquard Camp Shirt
DKNY SPORTSWEAR

Jacquard Camp Shirt

$16.97Current Price $16.97
(78% off)78% off.
$79.50Comparable value $79.50
Plaid Short Sleeve Cotton Polo
Bugatchi

Plaid Short Sleeve Cotton Polo

$38.48Current Price $38.48
(70% off)70% off.
$129.00Comparable value $129.00
New Markdown
(1)
Classic Pants
Tommy Hilfiger

Classic Pants

$34.99Current Price $34.99
(63% off)63% off.
$95.00Comparable value $95.00
(3)
Only a few left
The Active Series Solid Gab Tailored Fit Blazer
HAGGAR

The Active Series Solid Gab Tailored Fit Blazer

$109.97Current Price $109.97
(37% off)37% off.
$175.00Comparable value $175.00
(6)
Tech Long Sleeve Button-Up Shirt
DENIM AND FLOWER

Tech Long Sleeve Button-Up Shirt

$19.97Current Price $19.97
(3)
Relaxed Fit Textured Camp Shirt
DENIM AND FLOWER

Relaxed Fit Textured Camp Shirt

$12.98Current Price $12.98
(35% off)35% off.
$19.97Previous Price $19.97
New Markdown
(2)
Powerstretch Slim Leg Pants
DKNY

Powerstretch Slim Leg Pants

$19.97Current Price $19.97
(74% off)74% off.
$79.50Comparable value $79.50
(22)
Jacquard Long Sleeve Button-Up Shirt
DENIM AND FLOWER

Jacquard Long Sleeve Button-Up Shirt

$16.23Current Price $16.23
(35% off)35% off.
$24.97Previous Price $24.97
New Markdown
(2)
Texture Stripe Short Sleeve Shirt
DENIM AND FLOWER

Texture Stripe Short Sleeve Shirt

$10.98Current Price $10.98
(45% off)45% off.
$19.97Previous Price $19.97
New Markdown
Only a few left
Cotton Grid Knit Camp Shirt
DKNY SPORTSWEAR

Cotton Grid Knit Camp Shirt

$29.97Current Price $29.97
(69% off)69% off.
$98.50Comparable value $98.50
(2)
Wool Blend 3-Button Three-Quarter Length Top Coat (Regular & Big)
English Laundry

Wool Blend 3-Button Three-Quarter Length Top Coat (Regular & Big)

$199.97Current Price $199.97
(66% off)66% off.
$595.00Comparable value $595.00
(2)
Textured Short Sleeve Shirt
DENIM AND FLOWER

Textured Short Sleeve Shirt

$19.97Current Price $19.97
Texture Short Sleeve Shirt
DENIM AND FLOWER

Texture Short Sleeve Shirt

$12.98Current Price $12.98
(35% off)35% off.
$19.97Previous Price $19.97
New Markdown
(1)
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)
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
(9)
Relaxed Textured Camp Shirt
DENIM AND FLOWER

Relaxed Textured Camp Shirt

$19.97Current Price $19.97
(2)
Wool Blend Plush Car Coat
Cole Haan Signature

Wool Blend Plush Car Coat

$83.96Current Price $83.96
(71% off)71% off.
$295.00Comparable value $295.00
(250)
Only a few left
Relaxed Fit Stripe T-Shirt
DENIM AND FLOWER

Relaxed Fit Stripe T-Shirt

$14.97Current Price $14.97
Long Sleeve Cotton Polo
VELLAPAIS

Long Sleeve Cotton Polo

$36.97Current Price $36.97
(70% off)70% off.
$124.99Comparable value $124.99
(1)
Only a few left
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)
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)
Mitch Camp Shirt
DKNY SPORTSWEAR

Mitch Camp Shirt

$16.97Current Price $16.97
(78% off)78% off.
$79.50Comparable value $79.50
(1)
Solid Cotton Corduroy Sportcoat
TailorByrd

Solid Cotton Corduroy Sportcoat

$59.97Current Price $59.97
(81% off)81% off.
$325.00Comparable value $325.00
(9)
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)
Super Stretch Cotton Blend Blazer
T.R. PREMIUM

Super Stretch Cotton Blend Blazer

$89.97Current Price $89.97
(63% off)63% off.
$249.00Comparable value $249.00
(5)
Mr Burberry Eau de Parfum Spray
Burberry

Mr Burberry Eau de Parfum Spray

$79.97 – $99.97Current Price $79.97 to $99.97
(Up to 34% off)Up to 34% off.
$120.00 – $153.00Comparable value $120.00 to $153.00
(1)
Textured Short Sleeve Camp Shirt
DENIM AND FLOWER

Textured Short Sleeve Camp Shirt

$13.96Current Price $13.96
(30% off)30% off.
$19.97Previous Price $19.97
New Markdown
(2)
Sand Harbor Shorts
TravisMathew

Sand Harbor Shorts

$49.97Current Price $49.97
(47% off)47% off.
$94.95Comparable value $94.95
(190)
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
Ellerslie Short Sleeve Linen Button-Up Shirt
Rodd & Gunn

Ellerslie Short Sleeve Linen Button-Up Shirt

$14.99 – $96.00Current Price $14.99 to $96.00
(Up to 89% off)Up to 89% off.
$138.00Comparable value $138.00
(55)
Only a few left
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)
Only a few left
Torreno Long Sleeve Polo
VELLAPAIS

Torreno Long Sleeve Polo

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

Textured Knit Camp Shirt

$12.98Current Price $12.98
(35% off)35% off.
$19.97Previous Price $19.97
New Markdown
(2)
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)
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
(6)
Textured Pocket T-Shirt
DENIM AND FLOWER

Textured Pocket T-Shirt

$8.98Current Price $8.98
(40% off)40% off.
$14.97Previous Price $14.97
New Markdown
Only a few left
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