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  4. Trending: Preppy

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Men's Preppy Style

  • All Men
  • Trending: Baggy Jeans
  • Trending: Preppy
558 items
Airpsun Cable Yoke Crewneck Sweater
New
Vince

Airpsun Cable Yoke Crewneck Sweater

$274.97Current Price $274.97
(49% off)49% off.
$548.00Comparable value $548.00
Nathaniel Short Sleeve Polo
New
Robert Barakett

Nathaniel Short Sleeve Polo

$49.97Current Price $49.97
(28% off)28% off.
$69.50Comparable value $69.50
(1)
Walde Stretch Cotton Chinos
AllSaints

Walde Stretch Cotton Chinos

$74.96Current Price $74.96
(55% off)55% off.
$169.00Comparable value $169.00
(1)
Only a few left
Seersucker Chinos
JACHS

Seersucker Chinos

$64.97Current Price $64.97
(49% off)49% off.
$129.00Comparable value $129.00
Classic Captain's Oxford (Men)
New
Sperry

Classic Captain's Oxford (Men)

$94.97Current Price $94.97
(48% off)48% off.
$185.00Comparable value $185.00
Hall Grand Penny Driving Loafer (Men)
New
Cole Haan

Hall Grand Penny Driving Loafer (Men)

$109.97Current Price $109.97
(45% off)45% off.
$200.00Comparable value $200.00
Slim Fit Seersucker Blazer
T.R. PREMIUM

Slim Fit Seersucker Blazer

$89.97Current Price $89.97
(63% off)63% off.
$249.00Comparable value $249.00
(2)
Stripe Stretch Cotton Gauze Sweater
Vince

Stripe Stretch Cotton Gauze Sweater

$84.97Current Price $84.97
(48% off)48% off.
$165.00Comparable value $165.00
Myles Navy Check Wool Blend Seersucker Sport Coat
Jack Victor

Myles Navy Check Wool Blend Seersucker Sport Coat

$314.27Current Price $314.27
(68% off)68% off.
$998.00Comparable value $998.00
(3)
Slim Straight Leg Chinos
Hudson Jeans

Slim Straight Leg Chinos

$89.97Current Price $89.97
(53% off)53% off.
$195.00Comparable value $195.00
Only a few left
Johnny Venetian Loafer (Men)
New
Magnanni

Johnny Venetian Loafer (Men)

$229.97Current Price $229.97
(48% off)48% off.
$445.00Comparable value $445.00
(1)
Cooper Bit Loafer (Men)
Nordstrom

Cooper Bit Loafer (Men)

$69.97Current Price $69.97
(46% off)46% off.
$129.95Comparable value $129.95
(2)
Parker Stretch Chino Pants
Bugatchi

Parker Stretch Chino Pants

$70.97Current Price $70.97
(60% off)60% off.
$179.00Comparable value $179.00
Only a few left
Bowie Commuter Chinos
JACHS

Bowie Commuter Chinos

$64.97Current Price $64.97
(45% off)45% off.
$119.00Comparable value $119.00
Masino Stripe Crewneck T-Shirt
Robert Barakett

Masino Stripe Crewneck T-Shirt

$49.97Current Price $49.97
(49% off)49% off.
$99.50Comparable value $99.50
(1)
Automatic IV Leather Strap Watch, 43mm
Alfred Sung

Automatic IV Leather Strap Watch, 43mm

$144.97Current Price $144.97
(50% off)50% off.
$290.00Comparable value $290.00
Men's Sterling Silver & 14K Gold Turquoise Cabochon Ring
EFFY

Men's Sterling Silver & 14K Gold Turquoise Cabochon Ring

$209.97Current Price $209.97
(66% off)66% off.
$633.00Comparable value $633.00
Shawl Collar Cardigan
PAISLEY & GRAY

Shawl Collar Cardigan

$79.97Current Price $79.97
(33% off)33% off.
$120.00Comparable value $120.00
(1)
Only a few left
Leather Briefcase
Mancini

Leather Briefcase

$374.97Current Price $374.97
(29% off)29% off.
$534.99Comparable value $534.99
Sport Colorblock Long Sleeve Rugby Polo
PUMA

Sport Colorblock Long Sleeve Rugby Polo

$34.97Current Price $34.97
(22% off)22% off.
$45.00Comparable value $45.00
(1)
Verona Slim Fit Flat Front Chino Pants
34 Heritage

Verona Slim Fit Flat Front Chino Pants

$77.97Current Price $77.97
(58% off)58% off.
$190.00Comparable value $190.00
Only a few left
Bowie Stretch Twill Chinos
JACHS

Bowie Stretch Twill Chinos

$59.97Current Price $59.97
(49% off)49% off.
$119.00Comparable value $119.00
Amalfi Penny Loafer (Men)
New
Bruno Magli

Amalfi Penny Loafer (Men)

$149.97 – $159.97Current Price $149.97 to $159.97
(Up to 49% off)Up to 49% off.
$298.00Comparable value $298.00
Odeon Knit Sock Sneaker (Men)
Peter Millar

Odeon Knit Sock Sneaker (Men)

$99.97Current Price $99.97
(49% off)49% off.
$198.00Comparable value $198.00
Only a few left
Hyatt Brushed Cable Crewneck Sweater
Wax London

Hyatt Brushed Cable Crewneck Sweater

$117.97Current Price $117.97
(49% off)49% off.
$235.00Comparable value $235.00
Verona Straight Leg Chinos (Regular, Big & Tall)
34 Heritage

Verona Straight Leg Chinos (Regular, Big & Tall)

$79.97Current Price $79.97
Diagonal Stripe Tie
Ben Sherman

Diagonal Stripe Tie

$19.97Current Price $19.97
(71% off)71% off.
$69.50Comparable value $69.50
Stripe Short Sleeve Linen Polo
Vince

Stripe Short Sleeve Linen Polo

$84.97Current Price $84.97
(48% off)48% off.
$165.00Comparable value $165.00
(3)
Boiled Cashmere Crewneck Sweater
New
Vince

Boiled Cashmere Crewneck Sweater

$191.97 – $274.97Current Price $191.97 to $274.97
(Up to 64% off)Up to 64% off.
$495.00 – $548.00Comparable value $495.00 to $548.00
(2)
Neely Stripe Tie
Original Penguin

Neely Stripe Tie

$19.97Current Price $19.97
(63% off)63% off.
$55.00Comparable value $55.00
(1)
Evans Regular Fit Flat Front Chino Pants
Brax

Evans Regular Fit Flat Front Chino Pants

$59.97Current Price $59.97
(69% off)69% off.
$198.00Comparable value $198.00
(1)
Marshall Slim Fit Plaid Chinos
AG

Marshall Slim Fit Plaid Chinos

$89.97Current Price $89.97
(57% off)57% off.
$210.00Comparable value $210.00
(2)
Only a few left
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)
Sterling Silver & 18K Yellow Gold Star Onyx Ring
EFFY

Sterling Silver & 18K Yellow Gold Star Onyx Ring

$179.97Current Price $179.97
(67% off)67% off.
$561.00Comparable value $561.00
(2)
Pleated Stretch Cotton Chino Pants
rag & bone

Pleated Stretch Cotton Chino Pants

$86.22Current Price $86.22
(62% off)62% off.
$228.00Comparable value $228.00
(3)
Only a few left
Mr Burberry Eau de Parfum Spray
Burberry

Mr Burberry Eau de Parfum Spray

$49.99 – $99.97Current Price $49.99 to $99.97
(Up to 58% off select items)Up to 58% off select items.
$120.00 – $153.00Comparable value $120.00 to $153.00
(1)
Verveka Plaid Tie
Original Penguin

Verveka Plaid Tie

$19.97Current Price $19.97
(63% off)63% off.
$55.00Comparable value $55.00
Gold Cup™ Billfish™ PLUSHWAVE™ Boat Shoe (Men)
New
Sperry

Gold Cup™ Billfish™ PLUSHWAVE™ Boat Shoe (Men)

$69.97Current Price $69.97
(60% off)60% off.
$175.00Comparable value $175.00
Velvetfish Seersucker Swim Trunks
New
BOSS

Velvetfish Seersucker Swim Trunks

$49.97Current Price $49.97
(49% off)49% off.
$99.00Comparable value $99.00
Seersucker Chinos
JACHS

Seersucker Chinos

$64.97Current Price $64.97
(49% off)49% off.
$129.00Comparable value $129.00
Jem Crop Flat Front Chinos
Ted Baker London

Jem Crop Flat Front Chinos

$99.97Current Price $99.97
(56% off)56% off.
$228.00Comparable value $228.00
Only a few left
Argyle Crewneck Sweater
New
FRAME

Argyle Crewneck Sweater

$249.97Current Price $249.97
(49% off)49% off.
$498.00Comparable value $498.00
Verona Slim Fit Chinos
34 Heritage

Verona Slim Fit Chinos

$74.97Current Price $74.97
(61% off)61% off.
$195.00Comparable value $195.00
Only a few left
Litigator RFID Briefcase
Mancini

Litigator RFID Briefcase

$444.97Current Price $444.97
(29% off)29% off.
$634.99Comparable value $634.99
Cedar Stripe Organic Cotton Sweater
Jack Victor

Cedar Stripe Organic Cotton Sweater

$89.97Current Price $89.97
(54% off)54% off.
$198.00Comparable value $198.00
Only a few left
Linen & Cotton Blend Short Sleeve Button-Up Shirt
JACHS

Linen & Cotton Blend Short Sleeve Button-Up Shirt

$44.97Current Price $44.97
(54% off)54% off.
$99.00Comparable value $99.00
Marlin Cotton & Wool Blend Johnny Collar Sweater
Rodd & Gunn

Marlin Cotton & Wool Blend Johnny Collar Sweater

$111.97Current Price $111.97
(50% off)50% off.
$228.00Comparable value $228.00
(5)
Oyster Boat Shoe (Men)
New
Santoni

Oyster Boat Shoe (Men)

$399.97Current Price $399.97
(57% off)57% off.
$950.00Comparable value $950.00
Verona Slim Fit Flat Front Chino Pants
34 Heritage

Verona Slim Fit Flat Front Chino Pants

$79.97Current Price $79.97
(61% off)61% off.
$210.00Comparable value $210.00
Verona Slim Straight Leg Chinos (Regular, Big & Tall)
34 Heritage

Verona Slim Straight Leg Chinos (Regular, Big & Tall)

$79.97Current Price $79.97
Only a few left
Movement Polo
New
Faherty

Movement Polo

$54.97Current Price $54.97
(43% off)43% off.
$98.00Comparable value $98.00
(27)
Only a few left
Johnny Slim Fit Chinos
Mavi Jeans

Johnny Slim Fit Chinos

$59.97Current Price $59.97
(56% off)56% off.
$138.00Comparable value $138.00
Only a few left
Verona High Flyer Chino Pants
34 Heritage

Verona High Flyer Chino Pants

$74.97Current Price $74.97
(61% off)61% off.
$195.00Comparable value $195.00
Only a few left
Heritage Stripe Print Long Sleeve Cotton Button-Down Shirt
TailorByrd

Heritage Stripe Print Long Sleeve Cotton Button-Down Shirt

$39.97Current Price $39.97
(4)
Only a few left
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Earn a $25 promo card when you buy $150 in gift cards online. Ends May 10.Earn a $25 promo card when you buy $150 in gift cards online. Ends May 10.

Earn a $25 Promo Card

When you buy $150 in gift cards online. Promo card will be emailed around June 1 and is good through June 30. Restrictions apply.
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