Prepster Men

Uses item details. Price when purchased online

Men's Classic Fit Prepster Oxford Short Mlt 2XL

Men's Classic Fit Prepster Oxford Short Mlt 2XL
Available in additional 3 options
Polo Ralph Lauren
Men's Classic Fit Prepster Oxford Short Mlt 2XL

Men's Big and Tall Classic Prepster Stretch Shorts-BLU-2LT

Men's Big and Tall Classic Prepster Stretch Shorts-BLU-2LT
Polo Ralph Lauren
Men's Big and Tall Classic Prepster Stretch Shorts-BLU-2LT

Men's White Big & Tall Prepster Linen Short, 2XB $75.00

Men's White Big & Tall Prepster Linen Short, 2XB
current price $75.00
Polo Ralph Lauren
Men's White Big & Tall Prepster Linen Short, 2XB

Men's Big & Tall Prepster Linen Shorts, 6XB $75.00

Men's Big & Tall Prepster Linen Shorts, 6XB
current price $75.00
Polo Ralph Lauren
Men's Big & Tall Prepster Linen Shorts, 6XB

Classic Fit Flat Front Stretch Prepster Chino Shorts, XXL] $60.00

Classic Fit Flat Front Stretch Prepster Chino Shorts, XXL]
current price $60.00
Polo Ralph Lauren
Classic Fit Flat Front Stretch Prepster Chino Shorts, XXL]

Men's Big & Tall Green Prepster Stretch Twill Shorts, LT $51.00

Men's Big & Tall Green Prepster Stretch Twill Shorts, LT
current price $51.00
Polo Ralph Lauren
Men's Big & Tall Green Prepster Stretch Twill Shorts, LT

Men's Classic Button Fly Trouser – 100% Cotton Ripstop From $19.99

Men's Classic Button Fly Trouser – 100% Cotton Ripstop
Black, variant on Men's Classic Button Fly Trouser – 100% Cotton Ripstop
Dark Navy, variant on Men's Classic Button Fly Trouser – 100% Cotton Ripstop
Khaki, variant on Men's Classic Button Fly Trouser – 100% Cotton Ripstop
Olive, variant on Men's Classic Button Fly Trouser – 100% Cotton Ripstop
From$1999
Propper
Men's Classic Button Fly Trouser – 100% Cotton Ripstop
4.6 out of 5 Stars. 179 reviews

Deal Men's New Era Natural/Scarlet Ohio State Buckeyes Prepster 9FORTY M-Crown Adjustable Hat $28.49 Was $37.99

Men's New Era  Natural/Scarlet Ohio State Buckeyes Prepster 9FORTY M-Crown Adjustable Hat
current price Now $28.49, Was $37.99
New Era
Men's New Era Natural/Scarlet Ohio State Buckeyes Prepster 9FORTY M-Crown Adjustable Hat

Men's 6-Inch Classic-Fit Polo Prepster Shorts - Moss Agate $89.50

Men's 6-Inch Classic-Fit Polo Prepster Shorts - Moss Agate
current price $89.50
Polo Ralph Lauren
Men's 6-Inch Classic-Fit Polo Prepster Shorts - Moss Agate

Men's Ink Prepster Logo Trousers, Size Small

Men's Ink Prepster Logo Trousers, Size Small
Available in additional 2 options
Polo Ralph Lauren
Men's Ink Prepster Logo Trousers, Size Small

Men's White Big & Tall Prepster Linen Short, 5LT $75.00

Men's White Big & Tall Prepster Linen Short, 5LT
current price $75.00
Polo Ralph Lauren
Men's White Big & Tall Prepster Linen Short, 5LT

Shorts Mens Large RL 2000 Red Classic Fit Stretch Prepster 6" $70.00

Shorts Mens Large RL 2000 Red Classic Fit Stretch Prepster 6"
current price $70.00
Polo Ralph Lauren
Shorts Mens Large RL 2000 Red Classic Fit Stretch Prepster 6"

Mens 6 Inch Prepster Oxford Shorts Pacific Royal Blue 2XL

Mens 6 Inch Prepster Oxford Shorts Pacific Royal Blue 2XL
Polo Ralph Lauren
Mens 6 Inch Prepster Oxford Shorts Pacific Royal Blue 2XL

Men's Big & Tall Green Prepster Stretch Twill Shorts, 2XB $51.00

Men's Big & Tall Green Prepster Stretch Twill Shorts, 2XB
current price $51.00
Polo Ralph Lauren
Men's Big & Tall Green Prepster Stretch Twill Shorts, 2XB

Men's Durable Ripstop Work Pants with Zipper Fly, Adjustable Waist, 6 Pocket From $39.99

Men's Durable Ripstop Work Pants with Zipper Fly, Adjustable Waist, 6 Pocket
Black, variant on Men's Durable Ripstop Work Pants with Zipper Fly, Adjustable Waist, 6 Pocket
Dark Gray, variant on Men's Durable Ripstop Work Pants with Zipper Fly, Adjustable Waist, 6 Pocket
Dark Navy, variant on Men's Durable Ripstop Work Pants with Zipper Fly, Adjustable Waist, 6 Pocket
Gray, variant on Men's Durable Ripstop Work Pants with Zipper Fly, Adjustable Waist, 6 Pocket
From$3999
Propper
Men's Durable Ripstop Work Pants with Zipper Fly, Adjustable Waist, 6 Pocket
4.6 out of 5 Stars. 257 reviews

Men's New Era Natural/Royal Duke Blue Devils Prepster 9FORTY M-Crown Adjustable Hat $28.49 Was $37.99

Men's New Era  Natural/Royal Duke Blue Devils Prepster 9FORTY M-Crown Adjustable Hat
current price Now $28.49, Was $37.99
New Era
Men's New Era Natural/Royal Duke Blue Devils Prepster 9FORTY M-Crown Adjustable Hat

Men's Button Fly BDU Trousers – 60/40 Twill Fabric, 6-Pocket Design From $15.99

Men's Button Fly BDU Trousers – 60/40 Twill Fabric, 6-Pocket Design
Army Green, variant on Men's Button Fly BDU Trousers – 60/40 Twill Fabric, 6-Pocket Design
Beige, variant on Men's Button Fly BDU Trousers – 60/40 Twill Fabric, 6-Pocket Design
Brown, variant on Men's Button Fly BDU Trousers – 60/40 Twill Fabric, 6-Pocket Design
Dark Navy, variant on Men's Button Fly BDU Trousers – 60/40 Twill Fabric, 6-Pocket Design
From$1599
Propper
Men's Button Fly BDU Trousers – 60/40 Twill Fabric, 6-Pocket Design
4.6 out of 5 Stars. 175 reviews

Men's Uniform Slick Pant

Men's Uniform Slick Pant
Black, variant on Men's Uniform Slick Pant
Charcoal, variant on Men's Uniform Slick Pant
Coyote, variant on Men's Uniform Slick Pant
Khaki, variant on Men's Uniform Slick Pant
Propper
Men's Uniform Slick Pant
4.3 out of 5 Stars. 17 reviews

Deal Men's New Era Natural/Navy Navy Midshipmen Prepster 9FORTY M-Crown Adjustable Hat $28.49 Was $37.99

Men's New Era  Natural/Navy Navy Midshipmen Prepster 9FORTY M-Crown Adjustable Hat
current price Now $28.49, Was $37.99
New Era
Men's New Era Natural/Navy Navy Midshipmen Prepster 9FORTY M-Crown Adjustable Hat

Deal Men's New Era Natural/Navy West Virginia Mountaineers Prepster 9FORTY M-Crown Adjustable Hat $28.49 Was $37.99

Men's New Era  Natural/Navy West Virginia Mountaineers Prepster 9FORTY M-Crown Adjustable Hat
current price Now $28.49, Was $37.99
New Era
Men's New Era Natural/Navy West Virginia Mountaineers Prepster 9FORTY M-Crown Adjustable Hat

Men's New Era Natural/Black Army Black Knights Prepster 9FORTY M-Crown Adjustable Hat $37.99

Men's New Era  Natural/Black Army Black Knights Prepster 9FORTY M-Crown Adjustable Hat
current price $37.99
New Era
Men's New Era Natural/Black Army Black Knights Prepster 9FORTY M-Crown Adjustable Hat

Men's New Era Natural/Royal Air Force Falcons Prepster 9FORTY M-Crown Adjustable Hat $28.49 Was $37.99

Men's New Era  Natural/Royal Air Force Falcons Prepster 9FORTY M-Crown Adjustable Hat
current price Now $28.49, Was $37.99
New Era
Men's New Era Natural/Royal Air Force Falcons Prepster 9FORTY M-Crown Adjustable Hat

Men's New Era Natural/Navy Notre Dame Fighting Irish Prepster 9FORTY M-Crown Adjustable Hat $28.49 Was $37.99

Men's New Era  Natural/Navy Notre Dame Fighting Irish Prepster 9FORTY M-Crown Adjustable Hat
current price Now $28.49, Was $37.99
New Era
Men's New Era Natural/Navy Notre Dame Fighting Irish Prepster 9FORTY M-Crown Adjustable Hat

Men's New Era Natural/Texas Orange Texas Longhorns Prepster 9FORTY M-Crown Adjustable Hat $28.49 Was $37.99

Men's New Era  Natural/Texas Orange Texas Longhorns Prepster 9FORTY M-Crown Adjustable Hat
current price Now $28.49, Was $37.99
New Era
Men's New Era Natural/Texas Orange Texas Longhorns Prepster 9FORTY M-Crown Adjustable Hat

Men's Button Fly BDU Trousers – 60/40 Twill Fabric, 6-Pocket Design

Men's Button Fly BDU Trousers – 60/40 Twill Fabric, 6-Pocket Design
Black, variant on Men's Button Fly BDU Trousers – 60/40 Twill Fabric, 6-Pocket Design
Dark Navy, variant on Men's Button Fly BDU Trousers – 60/40 Twill Fabric, 6-Pocket Design
Khaki, variant on Men's Button Fly BDU Trousers – 60/40 Twill Fabric, 6-Pocket Design
Olive, variant on Men'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 Design
4.5 out of 5 Stars. 180 reviews

Other options to consider

Mens Uniform BDU Trouser- Ripstop,with Reinforced Knees and Adjustable Waist Tabs From $34.99

Mens Uniform BDU Trouser- Ripstop,with Reinforced Knees and Adjustable Waist Tabs
Asian Tiger Stripe, variant on Mens Uniform BDU Trouser- Ripstop,with Reinforced Knees and Adjustable Waist Tabs
Black, variant on Mens Uniform BDU Trouser- Ripstop,with Reinforced Knees and Adjustable Waist Tabs
Charcoal, variant on Mens Uniform BDU Trouser- Ripstop,with Reinforced Knees and Adjustable Waist Tabs
Khaki, variant on Mens Uniform BDU Trouser- Ripstop,with Reinforced Knees and Adjustable Waist Tabs
From$3499
Propper
Mens Uniform BDU Trouser- Ripstop,with Reinforced Knees and Adjustable Waist Tabs
4.6 out of 5 Stars. 103 reviews

Zenith Men’s Pant, Professional Workwear Pants

Zenith Men’s Pant, Professional Workwear Pants
Propper
Zenith Men’s Pant, Professional Workwear Pants

Men's Briefcase 15.6 Inch, Vintage, PU Leather Laptop Briefcase, Waterproof Messenger Bag, Men's Briefcase, Men's Portfolio $89.99

Men's Briefcase 15.6 Inch, Vintage, PU Leather Laptop Briefcase, Waterproof Messenger Bag, Men's Briefcase, Men's Portfolio
current price $89.99
XC-GLOBAL
Men's Briefcase 15.6 Inch, Vintage, PU Leather Laptop Briefcase, Waterproof Messenger Bag, Men's Briefcase, Men's Portfolio

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 Use

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 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 Use

Vintage Messenger Bag for Men,Leather Computer Laptop Bag,Waterproof Briefcases for Men Retro Mens Briefcase Satchel Bag for Work Office Business Travel

Vintage Messenger Bag for Men,Leather Computer Laptop Bag,Waterproof Briefcases for Men Retro Mens Briefcase Satchel Bag for Work Office Business Travel
Black, variant on Vintage Messenger Bag for Men,Leather Computer Laptop Bag,Waterproof Briefcases for Men Retro Mens Briefcase Satchel Bag for Work Office Business Travel
Brown, variant on Vintage Messenger Bag for Men,Leather Computer Laptop Bag,Waterproof Briefcases for Men Retro Mens Briefcase Satchel Bag for Work Office Business Travel
Khaki, variant on Vintage 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 Travel

Men's First Class Seasoned Traveler Admiral Kit Leather, Black From $57.67

Men's First Class Seasoned Traveler Admiral Kit Leather, Black
Black, variant on Men's First Class Seasoned Traveler Admiral Kit Leather, Black
Brown, variant on Men's First Class Seasoned Traveler Admiral Kit Leather, Black
From$5767
Dopp
Men's First Class Seasoned Traveler Admiral Kit Leather, Black
5 out of 5 Stars. 1 reviews

Mens Messenger Bag 17 Inch Vintage Leather Laptop Bag Magnetic Closure Large Satchel Computer Briefcase Shoulder Bag,Brown

Mens Messenger Bag 17 Inch Vintage Leather Laptop Bag Magnetic Closure Large Satchel Computer Briefcase Shoulder Bag,Brown
Black, variant on Mens Messenger Bag 17 Inch Vintage Leather Laptop Bag Magnetic Closure Large Satchel Computer Briefcase Shoulder Bag,Brown
Brown, variant on Mens Messenger Bag 17 Inch Vintage Leather Laptop Bag Magnetic Closure Large Satchel Computer Briefcase Shoulder Bag,Brown
Coffee, variant on Mens 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,Brown

2026 New Men'S Handbag Canvas Briefcase Classic Messenger Bag Multiple Pockets for Work, School, Business, Travel, Casual Use $18.50

2026 New Men'S Handbag Canvas Briefcase Classic Messenger Bag Multiple Pockets for Work, School, Business, Travel, Casual Use
current price $18.50
gastropod
2026 New Men'S Handbag Canvas Briefcase Classic Messenger Bag Multiple Pockets for Work, School, Business, Travel, Casual Use

Portable 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

Portable Large Capacity Cloth Briefcase Document Bag, Multi-Compartment Business Handbag, Professional Organizer for Men, Black/Gray/Navy, 38x30x8cm, Father's Day Gift
Black_Hot#2565, variant on Portable Large Capacity Cloth Briefcase Document Bag, Multi-Compartment Business Handbag, Professional Organizer for Men, Black/Gray/Navy, 38x30x8cm, Father's Day Gift
Navy_Base#2567, variant on Portable Large Capacity Cloth Briefcase Document Bag, Multi-Compartment Business Handbag, Professional Organizer for Men, Black/Gray/Navy, 38x30x8cm, Father's Day Gift
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 Gift

Briefcases for Men Expandable Pocket Messenger Leather Vintage Briefcase Mens Messenger Bag Leather Bag for Computer Travel Office Men Black $42.69

Briefcases for Men Expandable Pocket Messenger Leather Vintage Briefcase Mens Messenger Bag Leather Bag for Computer Travel Office Men Black
current price $42.69
Dualoai
Briefcases for Men Expandable Pocket Messenger Leather Vintage Briefcase Mens Messenger Bag Leather Bag for Computer Travel Office Men Black

Mens Messenger Bag 15.6 Inch Laptop Bag PU Leather Briefcase Vintage Computer Satchel Bag for Work Business,Black

Mens Messenger Bag 15.6 Inch Laptop Bag PU Leather Briefcase Vintage Computer Satchel Bag for Work Business,Black
Black, variant on Mens Messenger Bag 15.6 Inch Laptop Bag PU Leather Briefcase Vintage Computer Satchel Bag for Work Business,Black
Brown, variant on Mens Messenger Bag 15.6 Inch Laptop Bag PU Leather Briefcase Vintage Computer Satchel Bag for Work Business,Black
Dark brown, variant on Mens 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,Black

Portable Large-Capacity Cloth Briefcase Document Bag for Business Meetings and Travel, Multi-Compartment, 14.6x11in, Black/Blue, Father's Day Gift

Portable 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 Gift

Men's Business Class Spinnaker Nylon, Black Was $45.00

Men's Business Class Spinnaker Nylon, Black
Dopp
Men's Business Class Spinnaker Nylon, Black

2026 New Mens Leather Bags Messenger Bag Briefcase Satchel Shoulder Handbag Cross Body for Work, Travel, School, Business, Daily Use $19.78

2026 New Mens Leather Bags Messenger Bag Briefcase Satchel Shoulder Handbag Cross Body for Work, Travel, School, Business, Daily Use
current price $19.78
gastropod
2026 New Mens Leather Bags Messenger Bag Briefcase Satchel Shoulder Handbag Cross Body for Work, Travel, School, Business, Daily Use

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,Black From $43.99

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,Black
Black, variant on 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,Black
Brown, variant on 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,Black
From$4399
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,Black

Highly rated by customers

Related Products