Prepster Men(27)
Uses item details. Price when purchased online
Men's Big and Tall Classic Prepster Stretch Shorts-BLU-2LT $59.90
$5990
current price $59.90Polo Ralph Lauren
Men's Big and Tall Classic Prepster Stretch Shorts-BLU-2LTMen's Classic Fit Prepster Oxford Short Mlt 2XL
2 options
Available in additional 2 optionsPolo Ralph Lauren
Men's Classic Fit Prepster Oxford Short Mlt 2XLMen's Big & Tall Prepster Linen Shorts, 6XB $75.00
$7500
current price $75.00Polo Ralph Lauren
Men's Big & Tall Prepster Linen Shorts, 6XBMen's White Big & Tall Prepster Linen Short, 5LT $75.00
$7500
current price $75.00Polo Ralph Lauren
Men's White Big & Tall Prepster Linen Short, 5LTShorts Mens Large RL 2000 Red Classic Fit Stretch Prepster 6" $70.00
$7000
current price $70.00Polo Ralph Lauren
Shorts Mens Large RL 2000 Red Classic Fit Stretch Prepster 6"Men's Big & Tall Green Prepster Stretch Twill Shorts, 2XB $51.00
$5100
current price $51.00Polo Ralph Lauren
Men's Big & Tall Green Prepster Stretch Twill Shorts, 2XBMen's 6-Inch Classic-Fit Polo Prepster Shorts - Moss Agate $89.50
$8950
current price $89.50Polo Ralph Lauren
Men's 6-Inch Classic-Fit Polo Prepster Shorts - Moss AgateMen's Ink Prepster Logo Trousers, Size Small
2 options
Available in additional 2 optionsPolo Ralph Lauren
Men's Ink Prepster Logo Trousers, Size SmallMens 6 Inch Prepster Oxford Shorts Pacific Royal Blue 2XL
Polo Ralph Lauren
Mens 6 Inch Prepster Oxford Shorts Pacific Royal Blue 2XLClassic Fit Flat Front Stretch Prepster Chino Shorts, XXL] $60.00
![Classic Fit Flat Front Stretch Prepster Chino Shorts, XXL]](https://i5.walmartimages.com/seo/polo-ralph-lauren-Classic-Fit-Flat-Front-Stretch-Prepster-Chino-Shorts-XXL_cbefd75e-6f48-4bd8-81fb-2c015eb41939.d24acaaa914c82ec19d6c688443731ee.png?odnHeight=864&odnWidth=576&odnBg=FFFFFF)
$6000
current price $60.00Polo Ralph Lauren
Classic Fit Flat Front Stretch Prepster Chino Shorts, XXL]Men's New Era Natural/Royal Duke Blue Devils Prepster 9FORTY M-Crown Adjustable Hat $37.99
$3799
current price $37.99New Era
Men's New Era Natural/Royal Duke Blue Devils Prepster 9FORTY M-Crown Adjustable HatMen's White Big & Tall Prepster Linen Short, 2XB $75.00
$7500
current price $75.00Polo Ralph Lauren
Men's White Big & Tall Prepster Linen Short, 2XBMen's Classic Button Fly Trouser – 100% Cotton Ripstop From $19.99
From$1999
Propper
Men's Classic Button Fly Trouser – 100% Cotton Ripstop1794.6 out of 5 Stars. 179 reviews
Men's Big & Tall Green Prepster Stretch Twill Shorts, LT $51.00
$5100
current price $51.00Polo Ralph Lauren
Men's Big & Tall Green Prepster Stretch Twill Shorts, LTMen's Durable Ripstop Work Pants with Zipper Fly, Adjustable Waist, 6 Pocket From $39.99
From$3999
Propper
Men's Durable Ripstop Work Pants with Zipper Fly, Adjustable Waist, 6 Pocket2574.6 out of 5 Stars. 257 reviews
Men's Classic Button Fly Trouser – 100% Cotton Ripstop
Propper
Men's Classic Button Fly Trouser – 100% Cotton Ripstop94 out of 5 Stars. 9 reviews
Men's Button Fly BDU Trousers – 60/40 Twill Fabric, 6-Pocket Design From $19.99
From$1999
Propper
Men's Button Fly BDU Trousers – 60/40 Twill Fabric, 6-Pocket Design1764.6 out of 5 Stars. 176 reviews
Men's Uniform Slick Pant From $26.24
From$2624
Propper
Men's Uniform Slick Pant174.3 out of 5 Stars. 17 reviews
Men's New Era Natural/Scarlet Ohio State Buckeyes Prepster 9FORTY M-Crown Adjustable Hat $37.99
$3799
current price $37.99New Era
Men's New Era Natural/Scarlet Ohio State Buckeyes Prepster 9FORTY M-Crown Adjustable HatMens Uniform BDU Trouser- Ripstop,with Reinforced Knees and Adjustable Waist Tabs From $39.95
From$3995
Propper
Mens Uniform BDU Trouser- Ripstop,with Reinforced Knees and Adjustable Waist Tabs1014.5 out of 5 Stars. 101 reviews
Men's New Era Natural/Navy West Virginia Mountaineers Prepster 9FORTY M-Crown Adjustable Hat $37.99
$3799
current price $37.99New Era
Men's New Era Natural/Navy West Virginia Mountaineers Prepster 9FORTY M-Crown Adjustable HatMen's New Era Natural/Black Army Black Knights Prepster 9FORTY M-Crown Adjustable Hat $37.99
$3799
current price $37.99New Era
Men's New Era Natural/Black Army Black Knights Prepster 9FORTY M-Crown Adjustable HatMen's New Era Natural/Texas Orange Texas Longhorns Prepster 9FORTY M-Crown Adjustable Hat $37.99
$3799
current price $37.99New Era
Men's New Era Natural/Texas Orange Texas Longhorns Prepster 9FORTY M-Crown Adjustable HatMen's New Era Natural/Navy Notre Dame Fighting Irish Prepster 9FORTY M-Crown Adjustable Hat $37.99
$3799
current price $37.99New Era
Men's New Era Natural/Navy Notre Dame Fighting Irish Prepster 9FORTY M-Crown Adjustable HatMen's New Era Natural/Navy Navy Midshipmen Prepster 9FORTY M-Crown Adjustable Hat $37.99
$3799
current price $37.99New Era
Men's New Era Natural/Navy Navy Midshipmen Prepster 9FORTY M-Crown Adjustable HatMen's New Era Natural/Royal Air Force Falcons Prepster 9FORTY M-Crown Adjustable Hat $37.99
$3799
current price $37.99New Era
Men's New Era Natural/Royal Air Force Falcons Prepster 9FORTY M-Crown Adjustable HatMen's Button Fly BDU Trousers – 60/40 Twill Fabric, 6-Pocket Design
Propper
Men's Button Fly BDU Trousers – 60/40 Twill Fabric, 6-Pocket Design1804.5 out of 5 Stars. 180 reviews
Other options to consider(51)
Zenith Mens Pant, Professional Workwear Pants $79.99
$7999
current price $79.99Propper
Zenith Mens Pant, Professional Workwear PantsMen's Briefcase 15.6 Inch, Vintage, PU Leather Laptop Briefcase, Waterproof Messenger Bag, Men's Briefcase, Men's Portfolio $89.99
$8999
current price $89.99XC-GLOBAL
Men's Briefcase 15.6 Inch, Vintage, PU Leather Laptop Briefcase, Waterproof Messenger Bag, Men's Briefcase, Men's Portfolio15.6 Inch Messenger Bag for Men Flap Vintage PU Leather Laptop Bag Work Briefcase with Wallet Satchel Computer Bag,Brown From $39.99
From$3999
Rainsmore
15.6 Inch Messenger Bag for Men Flap Vintage PU Leather Laptop Bag Work Briefcase with Wallet Satchel Computer Bag,BrownMens Messenger Bag 17 Inch Vintage Leather Laptop Bag Magnetic Closure Large Satchel Computer Briefcase Shoulder Bag,Brown
Rainsmore
Mens Messenger Bag 17 Inch Vintage Leather Laptop Bag Magnetic Closure Large Satchel Computer Briefcase Shoulder Bag,BrownMessenger Bag for Men 15.6 inch Vintage Leather Waterproof Laptop Briefcase Computer Laptop Bag Large Satchel Bag Retro Shoulder Bag for Office Business College,Brown From $36.99
From$3699
Rainsmore
Messenger Bag for Men 15.6 inch Vintage Leather Waterproof Laptop Briefcase Computer Laptop Bag Large Satchel Bag Retro Shoulder Bag for Office Business College,BrownParker Leather Medium Briefcase
Hidesign
Parker Leather Medium BriefcaseMens Messenger Bag 15.6 Inch Laptop Bag PU Leather Briefcase Vintage Computer Satchel Bag for Work Business,Black
Rainsmore
Mens Messenger Bag 15.6 Inch Laptop Bag PU Leather Briefcase Vintage Computer Satchel Bag for Work Business,BlackMens Oxford 6" Inseam Flat Front
Polo Ralph Lauren
Mens Oxford 6" Inseam Flat FrontMens New PU Leather Attache Briefcase Traditional Messenger Lawyer Bag, MBYX015
Wuinun
Mens New PU Leather Attache Briefcase Traditional Messenger Lawyer Bag, MBYX015Briefcases for Men Expandable Pocket Messenger Leather Vintage Briefcase Mens Messenger Bag Leather Bag for Computer Travel Office Men Black $42.69
$4269
current price $42.69Dualoai
Briefcases for Men Expandable Pocket Messenger Leather Vintage Briefcase Mens Messenger Bag Leather Bag for Computer Travel Office Men BlackVintage Messenger Bag for Men,Leather Computer Laptop Bag,Waterproof Briefcases for Men Retro Mens Briefcase Satchel Bag for Work Office Business Travel From $12.99
From$1299
Tilenko
Vintage Messenger Bag for Men,Leather Computer Laptop Bag,Waterproof Briefcases for Men Retro Mens Briefcase Satchel Bag for Work Office Business TravelProfessional Briefcase for Men Large Capacity Portable Document Bag with Multiple Compartments for Business Meetings Training and Fathers Day Gift From $10.97
2 options
Available in additional 2 optionsFrom$1097
BAOPAI
Professional Briefcase for Men Large Capacity Portable Document Bag with Multiple Compartments for Business Meetings Training and Fathers Day Gift2026 New Briefcases for Men,Smooth Shoulder Strap Laptop Bag for Men,Business Travel Ready Messenger Bag for Men,Brown for Work, Commuting, Business Trips, Meetings, Daily Use $35.22
$3522
current price $35.22gastropod
2026 New Briefcases for Men,Smooth Shoulder Strap Laptop Bag for Men,Business Travel Ready Messenger Bag for Men,Brown for Work, Commuting, Business Trips, Meetings, Daily UsePopular in Prepster Men
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