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Polo Ralph Lauren The Varick Slim Straight Dark Wash Stretch Jeans 40x32
$36
$110
Size: Waist 40
Polo by Ralph Lauren
zlay
Duluth Flex Dry On The Fly 9" Cargo Shorts Outdoor Hiking Medium 32-34
$27
$70
Size: M
Duluth
zlay
Jack Archer Jetsetter Pants Slim Fit Stretch Preppy Charcoal 40x29
$54
$148
Size: Waist 40
Jack Archer
zlay
Lululemon Evolution Polo Shirt Striped Athleisure Golf Preppy Stretch Large
$31
$99
Size: L
lululemon athletica
zlay
1
$148 Faherty Mens Short Sleeve 100% Linen Laguna Shirt Summer Pink Preppy XL
$49
$148
Size: XL
Faherty
zlay
1
Lacoste Live Unisex Script Logo Texturised Fleece Sweatpants Large 36-38x31.5
$72
$199
Size: L
Lacoste
zlay
2
Travis Mathew Jalegre Polo Palm Trees Chest Stripe Logo Golf Preppy Stretch XL
$31
$99
Size: XL
Travis Mathew
zlay
Marine Layer X L&F Lance Boardies 4" Board Shorts Colorblock Preppy Beach 36
$27
$78
Size: Waist 36
Marine Layer
zlay
2
$188 Polo Ralph Lauren The Sullivan Slim Distressed Stretch Jeans 32x30
$60
$188
Size: Waist 32
Polo Ralph Lauren
zlay
2
Johnnie-O Drew Game Changer Prep-Formance Polo Shirt Majetic Preppy Golf Large
$31
$99
Size: L
johnnie-O
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Paul Smith London Classic Fit Plaid S/S Button Up Shirt 17.5 Fits Like XL
$54
$198
Size: Neck 17.5
Paul Smith
zlay
1
$159 Ted Baker Cellent Animal Print Lyocell Button Up Shirt Preppy 5/XL
$36
$159
Size: XL
Ted Baker
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Polo Ralph Lauren Interlock Polo Soft Floral Flower Print Preppy Polo Shirt XXL
$31
$110
Size: 2XL
Polo by Ralph Lauren
zlay
New L.L. Bean Mens Quilted Snap Overshirt Outdoor Hiking Fishing Casual Large
NWT
$54
$99
Size: L
L.L. Bean
zlay
2
Ermenegildo Zegna Wool Camel Silk 3 Button Soft Sport Coat Blazer 42R
$135
$2,675
Size: 42R
Ermenegildo Zegna
zlay
1
Lucky Brand 221 Straight Stretch Selvedge Medium Wash Preppy Jeans 34x32
$49
$168
Size: Waist 34
Lucky Brand
zlay
3
J.Crew The Driggs Slim Fit Selvedge Dark Wash Jeans Preppy 36x30
$49
$248
Size: Waist 36
J. Crew
zlay
4
Frank & Eileen Paul Shirt Blue Plaid Preppy Button Up Shirt Medium
$36
$99
Size: M
Frank & Eileen
zlay
1
Coach 100% Linen Houndstooth 3 Button Sport Coat Blazer Made In USA 46R
$112
$750
Size: 46
Coach
zlay
2
Johnnie-O Plaid Preppy Casual Button Down Shirt Lightweight Medium
$31
$148
Size: M
johnnie-O
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Duluth Flex Dry On The Fly Relaxed Fit Cargo Pants Lightweight 36x29.5
$36
$90
Size: Waist 36
Duluth
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GAP 1969 Slim Straight Kaihara Red Line Selvedge Stretch Grunge Punk Jeans 29x34
$49
$145
Size: Waist 29
GAP
zlay
Southern Tide T3 Tide To Trail Navy Gulf Skipjack Ikat Golf Shorts 30
$27
$99
Size: Waist 30
Southern Tide
zlay
Vineyard Vines On The Go Bradley Stripe Sankaty Polo Shirt Preppy Golf Medium
$36
$110
Size: M
Vineyard Vines
zlay
5
1
Travis Mathew Polka Dot Chest Pima Cotton Golf Polo Preppy Lightweight XL
$27
$99
Size: XL
Travis Mathew
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Peter Millar Summer Comfort Stripe Stretch Jersey Golf Polo Shirt XL
$36
$110
Size: XL
Peter Millar
zlay
1
$248 John Elliott & Co Lima Shorts Cutoff Sweatshort Made In USA Luxury 5 XXL 36
$72
$248
Size: 2XL
John Elliott
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Louis Garneau Mistral 3/4 Zip Cycling Jersey Breathable Stretch Biking Large
$27
$99
Size: L
Louis Garneau
zlay
Vineyard Vines Party Feeder Stripe Edgartown Golf Polo Colorblock Preppy Large
$27
$99
Size: L
Vineyard Vines
zlay
1
RLX Ralph Lauren Vine Floral Performance Golf Shorts Preppy Breatable Wicking 38
NWT
$63
$98
Size: Waist 38
RLX
zlay
Judy Blue Relaxed Fit Mid Rise Distressed Dark Wash Jeans 30x25.5
$36
$90
Size: 30
Judy Blue
zlay
1
The Territory Ahead Heavy Weight Cotton Button Down Dual Pocket Faded Shirt XL
$27
$109
Size: XL
Territory Ahead
zlay
Vintage Polo Ralph Lauren Sail Linen Cotton Floral Hawaiian Preppy Polo XL
$45
$185
Size: XL
Polo by Ralph Lauren
zlay
G-Star Raw Mens Back Print Logo R SW L/S Sweatshirt Streetwear Medium
$36
$165
Size: M
G-Star
zlay
3
Bamboo Cay Bamboo Island Abstract Cotton Lawn Button Up Hawaiian Shirt Large
$36
$99
Size: L
Bamboo Cay
zlay
Karl Lagerfeld Performance AOP Logo Print Button Up Shirt Medium
$31
$128
Size: M
Karl Lagerfeld
zlay
New J.Crew Slim Stretch Secret Wash Sun Print Button Down Shirt Preppy Small
NWT
$36
$70
Size: S
J. Crew
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$308 Orlebar Brown Nick Turner Travis SS Viscose Linen Hawaiian Button Up Small
$112
$308
Size: S
Orlebar Brown
zlay
1
Johnnie-O Hale Performance Golf Polo Liberty Print Preppy Athleisure Medium
$31
$99
Size: M
johnnie-O
zlay
1
New Salty Crew Herdsman Moss Flannel Plaid Mid Weight Preppy Hipster XL
NWT
$45
$75
Size: XL
Salty Crew
zlay
7
3
$130 Halsey Sport 1944 Breakwater Sport Short Stripe Beige Preppy Golf 38
$31
$135
Size: Waist 38
Halsey 1944
zlay
New Free People Rumi Ruched Faux Leather Mini Skirt Black Large 31
NWT
$31
$88
Size: L
Free People
zlay
6
William Murray Relaxed Lazy Boy Shorts Athletic Gym Rakes AOP Preppy Large 31
$36
$70
Size: L
William Murray
zlay
1
$98 Johnnie-O Prep-Formance Calcutta Performance Woven Golf Shorts Lake Blue 30
NWT
$54
$98
Size: Waist 30
johnnie-O
zlay
$265 THEORY Marlo T Traceable Wool Dress Pants Straight Leg Blue Preppy 30x29
$36
$275
Size: Waist 30
Theory
zlay
3
Ted Baker MMP Cambly Slim Fit Medium Wash Preppy Jeans 34x30
$36
$150
Size: Waist 34
Ted Baker
zlay
2
Ted Baker MMP STRTFO Slim Fit Medium Wash Preppy Designer Jean 100% Cotton 34x30
$36
$150
Size: Waist 34
Ted Baker
zlay
$350 Rag & Bone Layla Ankle Stretch Pant Slim Equestrian Stretch 14 34x27
NWT
$135
$350
Size: 14
rag & bone
zlay
2