Spring 2024 Preppy Clothing: Men's New Arrivals

65 products

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Navy & Forest Surcingle Needlepoint Driving Shoe in Smoke Suede by Smathers & Branson
Regular Price
$ 245.00
Sale Price
$ 245.00
Regular Price
$ 245.00
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Navy & Red Surcingle Needlepoint Driving Shoe in Cognac Suede by Smathers & Branson
Regular Price
$ 245.00
Sale Price
$ 245.00
Regular Price
$ 245.00
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Navy & Red Surcingle Downing Bit Loafer in Espresso Suede by Smathers & Branson
Regular Price
$ 295.00
Sale Price
$ 295.00
Regular Price
$ 295.00
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Navy & Pink Surcingle Downing Bit Loafer in Saddle Leather by Smathers & Branson
Regular Price
$ 295.00
Sale Price
$ 295.00
Regular Price
$ 295.00
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Navy & Red Surcingle Downing Bit Loafer in Saddle Leather by Smathers & Branson
Regular Price
$ 295.00
Sale Price
$ 295.00
Regular Price
$ 295.00
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Men's Fields Flip Flop in Stone by Hari Mari
Regular Price
$ 65.00
Sale Price
$ 65.00
Regular Price
$ 65.00
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Men's Brazos II Flip Flop by Hari Mari
Regular Price
$ 70.00
Sale Price
$ 70.00
Regular Price
$ 70.00
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American Flag Needlepoint Belgian Loafers by Smathers & Branson
Regular Price
$ 425.00
Sale Price
$ 425.00
Regular Price
$ 425.00
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Jolly Roger Needlepoint Belgian Loafers by Smathers & Branson
Regular Price
$ 425.00
Sale Price
$ 425.00
Regular Price
$ 425.00
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Kiawah Vail Penny Loafer in Mahogany Elk by Country Club Prep
Regular Price
$ 245.00
Sale Price
$ 245.00
Regular Price
$ 245.00
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Washed Calfskin Bit Driver by Country Club Prep
Regular Price
$ 280.00
Sale Price
$ 280.00
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$ 280.00
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Ventura Sueded Calfskin Penny Loafer by Country Club Prep
Regular Price
$ 280.00
Sale Price
$ 280.00
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$ 280.00
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Lace Bit Driver by Country Club Prep
Regular Price
$ 220.00
Sale Price
$ 220.00
Regular Price
$ 220.00
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Kiawah Vail Bit Driver by Country Club Prep
Regular Price
$ 250.00
Sale Price
$ 250.00
Regular Price
$ 250.00
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Preston Washed Calfskin Penny Loafer by Country Club Prep
Regular Price
$ 300.00
Sale Price
$ 300.00
Regular Price
$ 300.00
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per 
Dancing Bears Downing Bit Loafer by Smathers & Branson
Regular Price
$ 295.00
Sale Price
$ 295.00
Regular Price
$ 295.00
Unit Price
per 
Uncle Sam Needlepoint Belgian Loafers by Smathers & Branson
Regular Price
$ 425.00
Sale Price
$ 425.00
Regular Price
$ 425.00
Unit Price
per 
Dancing Bears Needlepoint Belgian Loafers by Smathers & Branson
Regular Price
$ 425.00
Sale Price
$ 425.00
Regular Price
$ 425.00
Unit Price
per 
Navy Camo Needlepoint Belgian Loafers by Smathers & Branson
Regular Price
$ 425.00
Sale Price
$ 425.00
Regular Price
$ 425.00
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per 
Herringbone Needlepoint Belgian Loafers by Smathers & Branson
Regular Price
$ 425.00
Sale Price
$ 425.00
Regular Price
$ 425.00
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per 
Men's Fields Camino Flip Flop by Hari Mari
Regular Price
$ 90.00
Sale Price
$ 90.00
Regular Price
$ 60.00
Unit Price
per 
Men's Fields Flip Flop in Tan & Olive by Hari Mari
Regular Price
$ 65.00
Sale Price
$ 65.00
Regular Price
$ 65.00
Unit Price
per 
Traditions Mesh Bit Driver by Country Club Prep
Regular Price
$ 225.00
Sale Price
$ 225.00
Regular Price
$ 225.00
Unit Price
per 
University of Georgia Surcingle Needlepoint Driving Shoes by Smathers & Branson
Regular Price
$ 245.00
Sale Price
$ 245.00
Regular Price
$ 245.00
Unit Price
per 
University of Alabama Surcingle Needlepoint Driving Shoes by Smathers & Branson
Regular Price
$ 245.00
Sale Price
$ 245.00
Regular Price
$ 245.00
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per 
Surcingle Needlepoint Driving Shoes by Smathers & Branson
Regular Price
$ 245.00
Sale Price
$ 245.00
Regular Price
$ 245.00
Unit Price
per 
Save 39%
Dapper Ribbon Bit Driving Shoes by Country Club Prep
Regular Price
$ 159.00
Sale Price
$ 159.00
Regular Price
$ 260.00
Unit Price
per 
Save 36%
Woolly Croco Penny Loafer by Country Club Prep
Regular Price
$ 145.00
Sale Price
$ 145.00
Regular Price
$ 225.00
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Dyed in the Wool Horse Bit Driver by Country Club Prep
Regular Price
$ 225.00
Sale Price
$ 225.00
Regular Price
$ 225.00
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Key West Croco Combo Penny Loafer by Country Club Prep
Regular Price
$ 225.00
Sale Price
$ 225.00
Regular Price
$ 225.00
Unit Price
per 
Save 44%
Sueded Alligator Grain Horse Bit Driver by Country Club Prep
Regular Price
$ 125.00
Sale Price
$ 125.00
Regular Price
$ 225.00
Unit Price
per 
Navy Camo Downing Bit Loafer by Smathers & Branson
Regular Price
$ 295.00
Sale Price
$ 295.00
Regular Price
$ 295.00
Unit Price
per 
Light Blue Darcy Stripe Downing Bit Loafer by Smathers & Branson
Regular Price
$ 295.00
Sale Price
$ 295.00
Regular Price
$ 295.00
Unit Price
per 
Men's Newport Sandal by T.B. Phelps
Regular Price
$ 60.00
Sale Price
$ 60.00
Regular Price
Unit Price
per 
Navy & Red Surcingle Downing Bit Loafer by Smathers & Branson
Regular Price
$ 295.00
Sale Price
$ 295.00
Regular Price
$ 295.00
Unit Price
per 
American Flag Downing Bit Loafer by Smathers & Branson
Regular Price
$ 295.00
Sale Price
$ 295.00
Regular Price
$ 295.00
Unit Price
per 
Shop the preppiest new arrivals on the planet from your favorite preppy brands like Southern Proper, Cole Haan, Vineyard Vines, Southern Tide, Collared Greens, Smathers & Branson, Southern Marsh, Johnnie-O, and many, many more. Enjoy Free Shipping, and make sure to reach out if you have any questions. When it comes to the best new preppy clothing and accessories, you can't beat Country Club Prep!