Prepster Men(26)
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 2XLPolo Prepster 6-Inch Stretch Chino Shorts, Orange, XL $62.65
$6265
current price $62.65Polo Ralph Lauren
Polo Prepster 6-Inch Stretch Chino Shorts, Orange, XLMen'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, LTClassic 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 Big & Tall Prepster Linen Shorts, 6XB $75.00
$7500
current price $75.00Polo Ralph Lauren
Men's Big & Tall Prepster Linen Shorts, 6XBMen's Classic Fit Prepster Corduroy Pants $78.00
$7800
current price $78.00Polo Ralph Lauren
Men's Classic Fit Prepster Corduroy PantsShorts 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"Mens 6 Inch Prepster Oxford Shorts Pacific Royal Blue 2XL
Polo Ralph Lauren
Mens 6 Inch Prepster Oxford Shorts Pacific Royal Blue 2XLMen'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, 5LTMen'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 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 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 Classic Button Fly Trouser – 100% Cotton Ripstop From $19.99
From$1999
Propper
Men's Classic Button Fly Trouser – 100% Cotton Ripstop1764.6 out of 5 Stars. 176 reviews
Men's Ink Prepster Logo Trousers, Size Small
2 options
Available in additional 2 optionsPolo Ralph Lauren
Men's Ink Prepster Logo Trousers, Size SmallMens 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 Uniform Slick Pant From $26.24
From$2624
Propper
Men's Uniform Slick Pant174.3 out of 5 Stars. 17 reviews
Men'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 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 HatMen'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/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 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 HatOther options to consider(44)
Zenith Mens Pant, Professional Workwear Pants $79.99
$7999
current price $79.99Propper
Zenith Mens Pant, Professional Workwear PantsClearance Propper Pants Men Beach Casual Pants Construction Golf Classic Fit Hiking Pants with Multi Pockets Black XXL From $21.87
Clearance
From$2187
lcziwo
Propper Pants Men Beach Casual Pants Construction Golf Classic Fit Hiking Pants with Multi Pockets Black XXLReduced price Messenger Bag for Men 15.6 inch PU Leather Laptop Bag Large Vintage Briefcase Waterproof Computer Shoulder Bag for Office Work College, Brown From $39.99
Reduced price
From$3999
Rainsmore
Messenger Bag for Men 15.6 inch PU Leather Laptop Bag Large Vintage Briefcase Waterproof Computer Shoulder Bag for Office Work College, Brown15 out of 5 Stars. 1 reviews
Portable Large-Capacity Cloth Briefcase Document Bag for Business Meetings and Travel, Multi-Compartment, 14.6x11in, Black/Blue, Father's Day Gift Was $12.42
Byikun
Portable Large-Capacity Cloth Briefcase Document Bag for Business Meetings and Travel, Multi-Compartment, 14.6x11in, Black/Blue, Father's Day GiftDocument Briefcase Business Tote Large Capacity Organizer Meeting Portfolio Travel Office Storage Bag Multi Compartment Daily Work Commute Professional Gift For Men Fathers Day Business Use $8.97
$897
current price $8.97Tgbvmt
Document Briefcase Business Tote Large Capacity Organizer Meeting Portfolio Travel Office Storage Bag Multi Compartment Daily Work Commute Professional Gift For Men Fathers Day Business UseVintage 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 TravelMens New PU Leather Attache Briefcase Traditional Messenger Lawyer Bag, MBYX015
Wuinun
Mens New PU Leather Attache Briefcase Traditional Messenger Lawyer Bag, MBYX015Classic PU Leather Briefcase for Men - Professional Business Messenger Bag $125.24
$12524
current price $125.24Unbranded
Classic PU Leather Briefcase for Men - Professional Business Messenger BagPortable Large Capacity Cloth Briefcase Document Bag, Multi-Compartment Business Handbag, Professional Organizer for Men, Black/Gray/Navy, 38x30x8cm, Father's Day Gift From $7.97
From$797
Byikun
Portable Large Capacity Cloth Briefcase Document Bag, Multi-Compartment Business Handbag, Professional Organizer for Men, Black/Gray/Navy, 38x30x8cm, Father's Day GiftMen'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 PortfolioMens 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,BrownMens Messenger Bag 15.6 Inch Laptop Bag PU Leather Briefcase Vintage Computer Satchel Bag for Work Business,Brown From $44.99
From$4499
Rainsmore
Mens Messenger Bag 15.6 Inch Laptop Bag PU Leather Briefcase Vintage Computer Satchel Bag for Work Business,BrownBest seller Men's RFID Leather Magnetic Front Pocket Wallet $16.00
Best seller
$1600
current price $16.00Genuine Dickies
Men's RFID Leather Magnetic Front Pocket Wallet3284.4 out of 5 Stars. 328 reviews
2026 New Men'S Handbag Canvas Briefcase Classic Messenger Bag Multiple Pockets for Work, School, Business, Travel, Casual Use $17.35
$1735
current price $17.35gastropod
2026 New Men'S Handbag Canvas Briefcase Classic Messenger Bag Multiple Pockets for Work, School, Business, Travel, Casual UsePopular in Prepster Men
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