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 2XLMen'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
Polo 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, XLShorts 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, 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, 6XBMens 6 Inch Prepster Oxford Shorts Pacific Royal Blue 2XL
Polo Ralph Lauren
Mens 6 Inch Prepster Oxford Shorts Pacific Royal Blue 2XLMen'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 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 Classic Fit Prepster Corduroy Pants $78.00
$7800
current price $78.00Polo Ralph Lauren
Men's Classic Fit Prepster Corduroy PantsMen'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 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, 2XBMens Uniform BDU Trouser- Ripstop,with Reinforced Knees and Adjustable Waist Tabs
Propper
Mens Uniform BDU Trouser- Ripstop,with Reinforced Knees and Adjustable Waist Tabs1014.5 out of 5 Stars. 101 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 SmallMen's Uniform Slick Pant From $26.24
From$2624
Propper
Men's Uniform Slick Pant174.3 out of 5 Stars. 17 reviews
Men'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 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 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/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/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/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/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 HatOther options to consider(42)
Zenith Mens Pant, Professional Workwear Pants $79.99
$7999
current price $79.99Propper
Zenith Mens Pant, Professional Workwear PantsClearance Men's Cargo Pants with Multi Pockets Camping Pants Hiking Golf Relaxed Fit Work Pants Black M Was $24.99
Clearance
lcziwo
Men's Cargo Pants with Multi Pockets Camping Pants Hiking Golf Relaxed Fit Work Pants Black MFlash Deal Messenger Bag for Men 15.6 inch PU Leather Laptop Bag Large Vintage Briefcase Waterproof Computer Shoulder Bag for Office Work College, Brown From $39.97
Flash Deal
From$3997
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
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 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 UseMens 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 $8.95
From$895
Byikun
Portable Large Capacity Cloth Briefcase Document Bag, Multi-Compartment Business Handbag, Professional Organizer for Men, Black/Gray/Navy, 38x30x8cm, Father's Day GiftVintage Messenger Bag for Men,Leather Computer Laptop Bag,Waterproof Briefcases for Men Retro Mens Briefcase Satchel Bag for Work Office Business Travel
Tilenko
Vintage Messenger Bag for Men,Leather Computer Laptop Bag,Waterproof Briefcases for Men Retro Mens Briefcase Satchel Bag for Work Office Business TravelMens 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,BrownBriefcases 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 Black2026 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 UseBest 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
Vintage Leather Crossbody Bag for Men, Adjustable Shoulder Messenger Satchel, Business Casual Work Travel Bag, Magnetic Closure Multiple Pockets Organizer
Specollect
Vintage Leather Crossbody Bag for Men, Adjustable Shoulder Messenger Satchel, Business Casual Work Travel Bag, Magnetic Closure Multiple Pockets OrganizerRollback Mens Messenger Bag 15.6 Inch Laptop Bag PU Leather Briefcase Vintage Computer Satchel Bag for Work Business,Black From $38.99
Rollback
From$3899
Rainsmore
Mens Messenger Bag 15.6 Inch Laptop Bag PU Leather Briefcase Vintage Computer Satchel Bag for Work Business,Black15in Men's Leather Bag Retro leather briefcase, large capacity computer bag, suitable for business, travel, gifts for boyfriend/father/husband From $71.99
From$7199
Cloovvie
15in Men's Leather Bag Retro leather briefcase, large capacity computer bag, suitable for business, travel, gifts for boyfriend/father/husband2026 New Mens Leather Bags Messenger Bag Briefcase Satchel Shoulder Handbag Cross Body for Work, Travel, School, Business, Daily Use $18.54
$1854
current price $18.54gastropod
2026 New Mens Leather Bags Messenger Bag Briefcase Satchel Shoulder Handbag Cross Body for Work, Travel, School, Business, Daily UseParker Leather Medium Briefcase
Hidesign
Parker Leather Medium Briefcase2026 New Mens Messenger Bag Vintage 15.6 Inch Leather Laptop Briefcase Large Satchel Shoulder Bag for Work, Business, Travel, School, Office Black Leather Messenger Bag for Men $25.73
$2573
current price $25.73gastropod
2026 New Mens Messenger Bag Vintage 15.6 Inch Leather Laptop Briefcase Large Satchel Shoulder Bag for Work, Business, Travel, School, Office Black Leather Messenger Bag for MenCHECKPOINT FRIENDLY BRIEF/ OVERNIGHTER From $165.99
From$16599
Piel Leather
CHECKPOINT FRIENDLY BRIEF/ OVERNIGHTERReduced price Men Wallet Compact Slim Minimalist Front Pocket RFID Blocking Wallet for Men and Women Leather Card Holder Wallet From $9.97
Reduced price
From$997
FALAN MULE
Men Wallet Compact Slim Minimalist Front Pocket RFID Blocking Wallet for Men and Women Leather Card Holder Wallet444.5 out of 5 Stars. 44 reviews
Clearance Portable Large-capacity Cloth Briefcase Document Bag for Business Meetings and Training Sessions, Stylish Ergonomic Handbag for Men, Ideal Father's Day Gift Was $13.46
Clearance
Kraoden
Portable Large-capacity Cloth Briefcase Document Bag for Business Meetings and Training Sessions, Stylish Ergonomic Handbag for Men, Ideal Father's Day GiftTHE NOBLE SCAN EXPRESS BRIEF $119.99
$11999
current price $119.99Travelwell
THE NOBLE SCAN EXPRESS BRIEF15 out of 5 Stars. 1 reviews
Clearance Backpack Large Capacity Canvas Business Travel Daypack Laptop Bag for Men Women Teacher College Office Magnetic Closure Bookbag by PALIFEUR From $8.99
Clearance
From$899
PALIFEUR
Backpack Large Capacity Canvas Business Travel Daypack Laptop Bag for Men Women Teacher College Office Magnetic Closure Bookbag by PALIFEURMen's First Class Seasoned Traveler Admiral Kit Leather, Black From $57.67
From$5767
Dopp
Men's First Class Seasoned Traveler Admiral Kit Leather, BlackOriginal Belt Clip-On Suspender - All Colors, Sizes & Width's $17.95
$1795
current price $17.95Perry Suspenders
Original Belt Clip-On Suspender - All Colors, Sizes & Width's15 out of 5 Stars. 1 reviews
Men's Wrangler Magnetic Basket Weave Wallet $18.00
$1800
current price $18.00Wrangler
Men's Wrangler Magnetic Basket Weave Wallet224.5 out of 5 Stars. 22 reviews
funny preppy kindergarten first day of school teacher t shirt for men gift for him casual short sleeve pc s xxxl
7 options
Available in additional 7 optionsEverWear Studio
funny preppy kindergarten first day of school teacher t shirt for men gift for him casual short sleeve pc s xxxlPortable Large-Capacity Oxford Cloth Briefcase - Document Bag for Business Meetings & Training (Father's Day Gift) (1 Pack) $11.99
$1199
current price $11.99MERILER
Portable Large-Capacity Oxford Cloth Briefcase - Document Bag for Business Meetings & Training (Father's Day Gift) (1 Pack)2026 New Men Handbag Messenger Shoulder Bag Pu Leather Briefcase Vintage Unisex College School Satchel Travel Bag for Work, Travel, School, Commuting, Business Meetings. $18.83
$1883
current price $18.83gastropod
2026 New Men Handbag Messenger Shoulder Bag Pu Leather Briefcase Vintage Unisex College School Satchel Travel Bag for Work, Travel, School, Commuting, Business Meetings.Leather Checkbook Cover Pocket Secretary Wallet (Men) $32.95
$3295
current price $32.95Wrangler
Leather Checkbook Cover Pocket Secretary Wallet (Men)15 out of 5 Stars. 1 reviews
Men's First Class Seasoned Traveler Soft Sided Multi-Zip Travel Kit Leather, Black From $51.43
From$5143
Dopp
Men's First Class Seasoned Traveler Soft Sided Multi-Zip Travel Kit Leather, Black15 out of 5 Stars. 1 reviews
Men's Marvel Captain Marvel Pager Gadget Graphic Tee Navy Blue 3X Large
6 options
Available in additional 6 optionsMarvel
Men's Marvel Captain Marvel Pager Gadget Graphic Tee Navy Blue 3X Large2026 New Men Handbag Pu Leather Messenger Shoulder Briefcase Vintage Unisex Laptop College School Satchel Travel Bag for Work, Travel, School, Commuting, Business Meetings. $19.23
$1923
current price $19.23gastropod
2026 New Men Handbag Pu Leather Messenger Shoulder Briefcase Vintage Unisex Laptop College School Satchel Travel Bag for Work, Travel, School, Commuting, Business Meetings.Mens Oxford 6" Inseam Flat Front $69.99
$6999
current price $69.99Polo Ralph Lauren
Mens Oxford 6" Inseam Flat FrontMens Cotton Tie-Dye Casual Shorts $120.00
$12000
current price $120.00Polo Ralph Lauren
Mens Cotton Tie-Dye Casual Shorts2026 New Men Handbag Messenger Shoulder Bag Pu Leather Messenger Shoulder Briefcase Vintage Unisex Laptop College School Satchel Travel Bag $19.03
$1903
current price $19.03gastropod
2026 New Men Handbag Messenger Shoulder Bag Pu Leather Messenger Shoulder Briefcase Vintage Unisex Laptop College School Satchel Travel BagElastic Camouflage Undergarment Ubee Trucker Suspenders (Men $31.95
$3195
current price $31.95Perry Suspenders
Elastic Camouflage Undergarment Ubee Trucker Suspenders (MenMen's RFID Slim Front Pocket Wallet with Magnetic Money Clip
Dockers
Men's RFID Slim Front Pocket Wallet with Magnetic Money Clip664 out of 5 Stars. 66 reviews
Men's Leather Minimalist Magnetic Card Case with Money Clip Front Pocket Logo Wallet Skull Chain
Marshal Wallet
Men's Leather Minimalist Magnetic Card Case with Money Clip Front Pocket Logo Wallet Skull ChainTop Level Leather Newsboy Cap Men Planas Duckbill Visor Hat Winter Autumn Warm Flat Caps Vintage Man Hats ,Unisex
Aurozen
Top Level Leather Newsboy Cap Men Planas Duckbill Visor Hat Winter Autumn Warm Flat Caps Vintage Man Hats ,Unisex2026 New Men Handbag Messenger Shoulder Bag Pu Leather Messenger Shoulder Briefcase Vintage Unisex Laptop College School Satchel Travel Bag for Work, School, Travel, Business, Daily $18.83
$1883
current price $18.83gastropod
2026 New Men Handbag Messenger Shoulder Bag Pu Leather Messenger Shoulder Briefcase Vintage Unisex Laptop College School Satchel Travel Bag for Work, School, Travel, Business, Daily15.6 Inch Messenger Bag for Men Vintage PU Leather Laptop Bag Waterproof Computer Briefcases for Men Retro Mens Briefcase Satchel Bag for Work Office Business Travel,Coffee
Rainsmore
15.6 Inch Messenger Bag for Men Vintage PU Leather Laptop Bag Waterproof Computer Briefcases for Men Retro Mens Briefcase Satchel Bag for Work Office Business Travel,CoffeePopular in Prepster Men
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