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26 Pairs of Preppy Kicks

From Deconstructed Italian Kicks to Luxury High-Tops

— May 31, 2010 — Fashion
Man cannot live in sneakers alone. I am an admitted sneaker junky, so I know there is nothing like a nice clean, casual pair of preppy kicks.

Preppy shoes with roots in east coast cool would previously only be seen worn at Yale, Harvard, in the Hamptons or on the Kennedy Compound are now everywhere. Preppy kicks are being embraced worldwide. From deconstructed Italian kicks to luxury high-tops, there is a pair for every well-dressed chap.
5.9
Score
Popularity
Activity
Freshness
26
Soft Stitched Sneakers
Soft Stitched Sneakers
The Marc Jacobs Quilted High-Tops Will Feel Like a Warm Blanket
<
25
Chocolate-Trimmed Sneakers
Chocolate-Trimmed Sneakers
Lanvin Cut Out Hi-Top SS 10 Sneakers Walk in Their Own Path
<
24
Excessively Laced Kicks
Excessively Laced Kicks
The Gourmet Footwear Summer 2010 Line Blends Old & New
<
23
Motley Boat Boots
Motley Boat Boots
The Manitou Deck Shoe is Pretty Enough For Land Too
<
22
Aboriginal-Inspired Loafers
Aboriginal-Inspired Loafers
The Clarks Spring/Summer Preview Features Moccasin Detailing
<
21
Outback Ankle Boots
Outback Ankle Boots
The Visvim Beuys Trekker Folk Kicks Get You Where You Need to Go
<
20
Nautical Kicks
Nautical Kicks
The Marine Sea Dot Hi Sneakers Shiver Me Timbers
<
19
Metallic Deck Shoes
Metallic Deck Shoes
UCS's Spring/Summer 2010 Slip-Ons are a Pop of Color
<
18
Bee-Inspired Deck Shoes
Bee-Inspired Deck Shoes
The Sperry Top Sider Collection is Preppy
<
17
Pastel Men's Shoes
Pastel Men's Shoes
Visvim Brings Soft Hues For its Fall 2009 Collection
<
16
Leopard Print Sailing Kicks
Leopard Print Sailing Kicks
The Hockney SF-Folk Deck Shoes Makes Boating Exotic
<
15
Awesome Leather Oxfords
Awesome Leather Oxfords
Classy Maison Martin Margiela Oxford Shoes Update a Classic
<
14
DJ Designer Sneakers
DJ Designer Sneakers
Gucci & Mark Ronson Team Up for Pop-Up Shop Kicks
<
13
Colored Classic Oxfords
Colored Classic Oxfords
The Jay Kos Spring 2010 Collection Features Tasteful Technicolors
<
12
Sock Hop Kicks
Sock Hop Kicks
The Original Bass Saddle Shoes Make Doing the Jitter Bug Easy
<
11
Hybrid Deck Boots
Hybrid Deck Boots
The Vane & Sebago 2010 Spring/Summer Collection is Rad
<
10
Denim Loafers
Denim Loafers
Visvim Gives Classic Shoes an Update for the 21st Century
<
9
Boat Shoes for Landlubbers
Boat Shoes for Landlubbers
These Deck Shoe-Inspired SeaVees Desert Boots Work Wet or Dry
<
8
Mod Moccasin Kicks
Mod Moccasin Kicks
The Weaver Moccasin Waterbird Shoes are the Perfect Men's Footwear Choice
<
7
Bright Boating Shoes
Bright Boating Shoes
Sperry Brings Back Nautical Footwear With a Bang for S/S '09
<
6
Luxury High-Tops
Luxury High-Tops
$625 Jimmy Choo Sneakers to Launch in May
<
5
Snake Skin Boat Shoes
Snake Skin Boat Shoes
80s Yuppie Look Is Back With a Wild Twist
<
4
Designer High-Tops
Designer High-Tops
Keep These Gucci Sneakers Away from the Court
<
3
Deconstructed Italian Kicks
Deconstructed Italian Kicks
The Achilles Raw Shoes Make for Ultra Comfortable Coolness
<
2
Urbanized Sailing Shoes
Urbanized Sailing Shoes
La MJC Sebago Docksider Boat Shoes Blend Street & Seaside Style
<
1
Skipper Sneakers
Skipper Sneakers
Converse's Jack Purcell Boat Shoe Updates an Old Style
<