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  4. Trending: Preppy

Men's Preppy Style

Mortes Check Tie
Michael Kors

Mortes Check Tie

Current Price $11.98 to $19.97
Up to 82% off select items.
Comparable value $69.50
New Markdown
(1)
Pima Cotton Crewneck T-Shirt
Top Deal
Vince

Pima Cotton Crewneck T-Shirt

Current Price $26.98 to $49.97
Up to 69% off select items.
Comparable value $65.00 to $88.00
New Markdown
(86)
Slim 2-Eye Boat Shoe
Sperry

Slim 2-Eye Boat Shoe

Current Price $53.98
60% off.
Comparable value $135.00
New Markdown
Verveka Plaid Tie
Original Penguin

Verveka Plaid Tie

Current Price $11.98
78% off.
Comparable value $55.00
New Markdown
Cotton Pique Polo
FRAME

Cotton Pique Polo

Current Price $43.98 to $79.97
Up to 73% off select items.
Comparable value $168.00
(2)
Solid Linen Blend Button-Up Shirt
14th & Union

Solid Linen Blend Button-Up Shirt

Current Price $24.99 to $39.97
Up to 68% off select items.
Comparable value $79.50
New Markdown
(21)
Leather Belt
Original Penguin

Leather Belt

Current Price $19.97
55% off.
Comparable value $45.00
(184)
Hickman Solid T-Shirt
New
Robert Barakett

Hickman Solid T-Shirt

Current Price $17.98 to $34.97
Up to 74% off select items.
Comparable value $69.50
New Markdown
(25)
Nantucket Penny Loafer Sneaker
Cole Haan

Nantucket Penny Loafer Sneaker

Current Price $67.47 to $89.97
Up to 48% off select items.
Comparable value $130.00
(1)
Only a few left
Printer Stripe Tie
Original Penguin

Printer Stripe Tie

Current Price $11.98
80% off.
Comparable value $59.90
New Markdown
Marsh T-Shirt
New
Robert Barakett

Marsh T-Shirt

Current Price $23.98 to $39.97
Up to 69% off select items.
Comparable value $39.97 to $79.50
New Markdown
(4)
Only a few left
Travel Penny Loafer
ECCO

Travel Penny Loafer

Current Price $79.97
33% off.
Comparable value $120.00
Open to Close Chinos
TravisMathew

Open to Close Chinos

Current Price $39.98 to $79.97
Up to 73% off select items.
Comparable value $149.95
New Markdown
(181)
Check Diamond Tie
Ben Sherman

Check Diamond Tie

Current Price $19.97
71% off.
Comparable value $69.50
(1)
Cotton Crewneck T-Shirt
New
Vince

Cotton Crewneck T-Shirt

Current Price $27.48 to $49.97
Up to 68% off select items.
Comparable value $88.00
(3)
Short Sleeve Polo
Theory

Short Sleeve Polo

Current Price $59.97 to $69.97
Up to 58% off.
Comparable value $125.00 to $145.00
(27)
Short Sleeve Woven Shirt
Polo Ralph Lauren

Short Sleeve Woven Shirt

Current Price $44.96
67% off.
Comparable value $138.00
New Markdown
Devin Slip-On Loafer
BOSS

Devin Slip-On Loafer

Current Price $99.97 to $139.97
Up to 49% off.
Comparable value $199.00
(5)
Leather Briefcase
Mancini

Leather Briefcase

Current Price $374.97
29% off.
Comparable value $534.99
Only a few left
Esum Cotton T-Shirt
AllSaints

Esum Cotton T-Shirt

Current Price $27.96 to $39.97
Up to 71% off select items.
Comparable value $99.00
New Markdown
(3)
Neely Stripe Tie
Original Penguin

Neely Stripe Tie

Current Price $11.98
78% off.
Comparable value $55.00
New Markdown
(1)
Garment Dyed Cotton Polo
Vince

Garment Dyed Cotton Polo

Current Price $43.98 to $79.97
Up to 68% off select items.
Comparable value $138.00
(1)
Floral Mesh Polo
Polo Ralph Lauren

Floral Mesh Polo

Current Price $41.96
66% off.
Comparable value $125.00
New Markdown
Soft 60 Sneaker
ECCO

Soft 60 Sneaker

Current Price $99.97
42% off.
Comparable value $175.00
(3)
Laeahi Kapa Slip-On
OluKai

Laeahi Kapa Slip-On

Current Price $44.96 to $59.97
Up to 62% off select items.
Comparable value $120.00
(22)
Bloom Penny Loafer
AllSaints

Bloom Penny Loafer

Current Price $119.97 to $131.22
Up to 62% off.
Comparable value $319.00
(1)