Prepster Men(23)
Uses item details. Price when purchased online
Men's Big and Tall Classic Prepster Stretch Shorts-BLU-2LT
Polo 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 $15.99
From$1599
Propper
Men's Classic Button Fly Trouser – 100% Cotton Ripstop1754.6 out of 5 Stars. 175 reviews
Men'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 Big & Tall Prepster Linen Shorts, 6XB $75.00
$7500
current price $75.00Polo Ralph Lauren
Men's Big & Tall Prepster Linen Shorts, 6XBMen'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 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 AgateShorts 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 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 2XLMen's New Era Natural/Royal Duke Blue Devils Prepster 9FORTY M-Crown Adjustable Hat $28.49 Was $37.99
Now$2849
current price Now $28.49, Was $37.99$37.99
New 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, 2XBClassic 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 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 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 Uniform Slick Pant From $26.24
From$2624
Propper
Men's Uniform Slick Pant174.3 out of 5 Stars. 17 reviews
Deal Men's New Era Natural/Scarlet Ohio State Buckeyes Prepster 9FORTY M-Crown Adjustable Hat $28.49 Was $37.99
Now$2849
current price Now $28.49, Was $37.99$37.99
New Era
Men's New Era Natural/Scarlet Ohio State Buckeyes Prepster 9FORTY M-Crown Adjustable HatDeal Men's New Era Natural/Navy West Virginia Mountaineers Prepster 9FORTY M-Crown Adjustable Hat $28.49 Was $37.99
Now$2849
current price Now $28.49, Was $37.99$37.99
New Era
Men's New Era Natural/Navy West Virginia Mountaineers Prepster 9FORTY M-Crown Adjustable HatMen's New Era Natural/Texas Orange Texas Longhorns Prepster 9FORTY M-Crown Adjustable Hat $28.49 Was $37.99
Now$2849
current price Now $28.49, Was $37.99$37.99
New 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 $28.49 Was $37.99
Now$2849
current price Now $28.49, Was $37.99$37.99
New Era
Men's New Era Natural/Navy Notre Dame Fighting Irish Prepster 9FORTY M-Crown Adjustable HatDeal Men's New Era Natural/Navy Navy Midshipmen Prepster 9FORTY M-Crown Adjustable Hat $28.49 Was $37.99
Now$2849
current price Now $28.49, Was $37.99$37.99
New Era
Men's New Era Natural/Navy Navy Midshipmen 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/Royal Air Force Falcons Prepster 9FORTY M-Crown Adjustable Hat $28.49 Was $37.99
Now$2849
current price Now $28.49, Was $37.99$37.99
New Era
Men's New Era Natural/Royal Air Force Falcons Prepster 9FORTY M-Crown Adjustable HatOther options to consider(45)
Mens Uniform BDU Trouser- Ripstop,with Reinforced Knees and Adjustable Waist Tabs From $34.99
From$3499
Propper
Mens Uniform BDU Trouser- Ripstop,with Reinforced Knees and Adjustable Waist Tabs1034.6 out of 5 Stars. 103 reviews
Zenith Men’s Pant, Professional Workwear Pants
Propper
Zenith Men’s 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 PortfolioClassic PU Leather Briefcase for Men - Professional Business Messenger Bag
Unbranded
Classic PU Leather Briefcase for Men - Professional Business Messenger BagMens 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 Leather Vintage Laptop Briefcase Waterproof Computer Laptop Bag Leather Satchel Bag Large Shoulder Bag for Office Work Travel College,Brown From $41.34
From$4134
Rainsmore
Mens Messenger Bag 15.6 Inch Leather Vintage Laptop Briefcase Waterproof Computer Laptop Bag Leather Satchel Bag Large Shoulder Bag for Office Work Travel College,BrownMens Messenger Bag 15.6 Inch Laptop Bag PU Leather Briefcase Vintage Computer Satchel Bag for Work Business,Brown
Rainsmore
Mens Messenger Bag 15.6 Inch Laptop Bag PU Leather Briefcase Vintage Computer Satchel Bag for Work Business,BrownParker Leather Medium Briefcase
Hidesign
Parker Leather Medium BriefcaseDocument Briefcase Business Tote Large Capacity Organizer Meeting Portfolio Travel Office Storage Bag Multi Compartment Daily Work Commute Professional Gift For Men Father’s Day Business Use
Tgbvmt
Document Briefcase Business Tote Large Capacity Organizer Meeting Portfolio Travel Office Storage Bag Multi Compartment Daily Work Commute Professional Gift For Men Father’s Day Business UseBriefcases 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 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/husbandVintage Messenger Bag for Men PU Vegan Leather Computer Laptop Bag 15.6 Inch Waterproof Briefcases for Men Retro Mens Briefcase Satchel Bag for Work Office Business Travel,Brown From $45.99
From$4599
Rainsmore
Vintage Messenger Bag for Men PU Vegan Leather Computer Laptop Bag 15.6 Inch Waterproof Briefcases for Men Retro Mens Briefcase Satchel Bag for Work Office Business Travel,Brown54.4 out of 5 Stars. 5 reviews
Mens Oxford 6" Inseam Flat Front
Polo Ralph Lauren
Mens Oxford 6" Inseam Flat Front2026 New Men'S Handbag Canvas Briefcase Classic Messenger Bag Multiple Pockets for Work, School, Business, Travel, Casual Use $18.50
$1850
current price $18.50gastropod
2026 New Men'S Handbag Canvas Briefcase Classic Messenger Bag Multiple Pockets for Work, School, Business, Travel, Casual UsePortable Large-Capacity Cloth Briefcase Document Bag for Business Meetings and Travel, Multi-Compartment, 14.6x11in, Black/Blue, Father's Day Gift
Byikun
Portable Large-Capacity Cloth Briefcase Document Bag for Business Meetings and Travel, Multi-Compartment, 14.6x11in, Black/Blue, Father's Day Gift2026 New Mens Leather Bags Messenger Bag Briefcase Satchel Shoulder Handbag Cross Body for Work, Travel, School, Business, Daily Use $19.78
$1978
current price $19.78gastropod
2026 New Mens Leather Bags Messenger Bag Briefcase Satchel Shoulder Handbag Cross Body for Work, Travel, School, Business, Daily UsePortable 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 Gift2026 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 MenTHE NOBLE SCAN EXPRESS BRIEF $119.99
$11999
current price $119.99Travelwell
THE NOBLE SCAN EXPRESS BRIEF15 out of 5 Stars. 1 reviews
CHECKPOINT FRIENDLY BRIEF/ OVERNIGHTER From $165.99
From$16599
Piel Leather
CHECKPOINT FRIENDLY BRIEF/ OVERNIGHTERMen's First Class Seasoned Traveler Admiral Kit Leather, Black From $57.67
From$5767
Dopp
Men's First Class Seasoned Traveler Admiral Kit Leather, Black15 out of 5 Stars. 1 reviews
2026 New Men Handbag Messenger Shoulder Bag Pu Leather Briefcase Vintage Unisex College School Satchel Travel Bag for Work, Travel, School, Commuting, Business Meetings. $20.09
$2009
current price $20.09gastropod
2026 New Men Handbag Messenger Shoulder Bag Pu Leather Briefcase Vintage Unisex College School Satchel Travel Bag for Work, Travel, School, Commuting, Business Meetings.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 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 UseMens Cotton Tie-Dye Casual Shorts
Polo Ralph Lauren
Mens Cotton Tie-Dye Casual ShortsMen'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
2026 New Men'S Vintage Designer Briefcase Pu Leather Tote Business Office Messenger Bag Casual Solid Computer Laptop Handbag, for Work, Meetings, Travel, Business Trips $40.72
$4072
current price $40.72gastropod
2026 New Men'S Vintage Designer Briefcase Pu Leather Tote Business Office Messenger Bag Casual Solid Computer Laptop Handbag, for Work, Meetings, Travel, Business Trips2026 New Leather Briefcase for Men 15.6 Inch Laptop Tote Work Bag Waterproof Messenger Shoulder Handbag Tote Bag for Men(Black),For Business,Work,Travel,Daily Commute,Office Use $25.28
$2528
current price $25.28gastropod
2026 New Leather Briefcase for Men 15.6 Inch Laptop Tote Work Bag Waterproof Messenger Shoulder Handbag Tote Bag for Men(Black),For Business,Work,Travel,Daily Commute,Office Use2026 New Men Handbag Pu Leather Messenger Shoulder Briefcase Vintage Unisex Laptop College School Satchel Travel Bag for Work, Travel, School, Commuting, Business Meetings. $20.52
$2052
current price $20.52gastropod
2026 New Men Handbag Pu Leather Messenger Shoulder Briefcase Vintage Unisex Laptop College School Satchel Travel Bag for Work, Travel, School, Commuting, Business Meetings.2026 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 BagMen's Stretch Classic Fit Chino Pant Ink XX-Large
Polo Ralph Lauren
Men's Stretch Classic Fit Chino Pant Ink XX-LargeClearance Backpack Large Capacity Canvas Business Travel Daypack Laptop Bag for Men Women Teacher College Office Magnetic Closure Bookbag by PALIFEUR From $8.99
From$899
PALIFEUR
Backpack Large Capacity Canvas Business Travel Daypack Laptop Bag for Men Women Teacher College Office Magnetic Closure Bookbag by PALIFEURMen's Business Class Spinnaker Nylon, Black Was $45.00
Dopp
Men's Business Class Spinnaker Nylon, BlackClearance 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
Kraoden
Portable Large-capacity Cloth Briefcase Document Bag for Business Meetings and Training Sessions, Stylish Ergonomic Handbag for Men, Ideal Father's Day GiftOriginal 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
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, Daily $20.09
$2009
current price $20.09gastropod
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, DailyElastic Camouflage Undergarment Ubee Trucker Suspenders (Men
Perry Suspenders
Elastic Camouflage Undergarment Ubee Trucker Suspenders (MenMen's Leather Minimalist Magnetic Card Case with Money Clip Front Pocket Logo Wallet Skull Chain
Marshal
Men's Leather Minimalist Magnetic Card Case with Money Clip Front Pocket Logo Wallet Skull ChainMen's RFID Slim Front Pocket Wallet with Magnetic Money Clip
Dockers
Men's RFID Slim Front Pocket Wallet with Magnetic Money Clip654 out of 5 Stars. 65 reviews
Top 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 ,UnisexDeal Men Wallet Compact Slim Minimalist Front Pocket RFID Blocking Wallet for Men and Women Leather Card Holder Wallet
FALAN MULE
Men Wallet Compact Slim Minimalist Front Pocket RFID Blocking Wallet for Men and Women Leather Card Holder Wallet424.4 out of 5 Stars. 42 reviews
Top Level Leather Newsboy Cap Men Planas Duckbill Visor Hat Winter Autumn Warm Flat Caps Vintage Man Hats ,Fashion Design
Blissphere
Top Level Leather Newsboy Cap Men Planas Duckbill Visor Hat Winter Autumn Warm Flat Caps Vintage Man Hats ,Fashion DesignMessenger Bag for Men 15.6 Inch Leather Vintage Laptop Briefcase Large Laptop Bag Waterproof Satchel Bag Computer Shoulder Bag for Office Work Travel College,Brown
Rainsmore
Messenger Bag for Men 15.6 Inch Leather Vintage Laptop Briefcase Large Laptop Bag Waterproof Satchel Bag Computer Shoulder Bag for Office Work Travel College,Brown74.4 out of 5 Stars. 7 reviews
Mens Messenger Bag 17 Inch Vintage Leather Laptop Briefcase Magnetic Closure Large Satchel Computer Shoulder Bag,Brown
Rainsmore
Mens Messenger Bag 17 Inch Vintage Leather Laptop Briefcase Magnetic Closure Large Satchel Computer Shoulder Bag,Brown124.6 out of 5 Stars. 12 reviews
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,Brown
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,BrownPopular in Prepster Men
Related Products
Men's Cargo Shorts Solid Color Casual Sports Loose Shorts Black
Men's Cargo Shorts Solid Color Casual Sports Loose Shorts Black$8.79current price $8.79Work Cargo Shorts For Men Cargo Mens Shorts Men Summer Quick Dry Breathe Casual Shorts Elastic Waist Fitness Jogging Beach Fahion Shorts
Work Cargo Shorts For Men Cargo Mens Shorts Men Summer Quick Dry Breathe Casual Shorts Elastic Waist Fitness Jogging Beach Fahion Shorts$11.88current price $11.88Mens Shorts Cargo Shorts Stretch Solid Color Quick-drying Loose Sports Fitness Straight-leg Work Shorts Gray XXXXL
Mens Shorts Cargo Shorts Stretch Solid Color Quick-drying Loose Sports Fitness Straight-leg Work Shorts Gray XXXXL$7.59current price $7.59Mens Casual Shorts Elastic Waist Drawstring Summer Beach Short
Mens Casual Shorts Elastic Waist Drawstring Summer Beach Short$10.99current price $10.99Mens Shorts Solid Color Training Elastic Waist Zipper Pocket Shorts, Breathable and Lightweight Black XS
Mens Shorts Solid Color Training Elastic Waist Zipper Pocket Shorts, Breathable and Lightweight Black XS$5.09current price $5.09Next Level 6071 Men's Tri-Blend Longsleeve Crew T-shirt-Vintage Red-XS
Next Level 6071 Men's Tri-Blend Longsleeve Crew T-shirt-Vintage Red-XS$16.51current price $16.51Liberty Blues Men's Big & Tall Crewneck Raglan Tee
Liberty Blues Men's Big & Tall Crewneck Raglan Tee$32.99current price $32.99Next Level Men's Poly/Cotton Crew T-Shirt Retired
Next Level Men's Poly/Cotton Crew T-Shirt Retired$11.31current price $11.31
