Shop Prepp Shirts

Sponsored
$39.95
Non-Iron Twill Grid Checkered Cotton Dress Shirt - Cobalt Blue Single Cuff Size Small
Charles Tyrwhitt
$39.95
Non-Iron Twill Grid Checkered Cotton Dress Shirt - Cobalt Blue Single Cuff Size Small
Charles Tyrwhitt
$39.95
Non-Iron Twill Cotton Dress Shirt - White French Cuff Size Large
Charles Tyrwhitt
$39.95
Non-Iron Twill Cotton Dress Shirt - White French Cuff Size Large
Charles Tyrwhitt
$64.95
L.L.Bean | Men's Sunwashed Canvas Shirt, Traditional Fit Mist Blue Large, Cotton
L.L.Bean
$64.95
L.L.Bean | Men's Sunwashed Canvas Shirt, Traditional Fit Mist Blue Large, Cotton
L.L.Bean
$64.95
Men's Sunwashed Canvas Shirt, Traditional Fit Bay Leaf XXXL, Cotton | L.L.Bean
L.L.Bean
$64.95
Men's Sunwashed Canvas Shirt, Traditional Fit Bay Leaf XXXL, Cotton | L.L.Bean
L.L.Bean
$79.00
Men's Moleskin Shirt, Slightly Fitted Untucked Fit Navy Large, Cotton Blend | L.L.Bean
L.L.Bean
Free shipping
$79.00
Men's Moleskin Shirt, Slightly Fitted Untucked Fit Navy Large, Cotton Blend | L.L.Bean
L.L.Bean
$39.95
Non-Iron Twill Stripe Cotton Dress Shirt - Cornflower Blue French Cuff Size XXL
Charles Tyrwhitt
$39.95
Non-Iron Twill Stripe Cotton Dress Shirt - Cornflower Blue French Cuff Size XXL
Charles Tyrwhitt
$750.00
Vintage: Nuke The Preppies Red Tee
Kiel James Patrick
$750.00
Vintage: Nuke The Preppies Red Tee
Kiel James Patrick
$9.65
Gildan G180 Unisex Heavy Blend™ 50/50 Fleece Crew Carolina Blue Small
Jiffy.com
$9.65
Gildan G180 Unisex Heavy Blend™ 50/50 Fleece Crew Carolina Blue Small
Jiffy.com
$7.51
$8.67
Men's Plaid Long Sleeve Shirt For Spring And Fall, Casual Preppy Style Shirt As Gift
Temu US
13% off
$7.51
$8.67
Men's Plaid Long Sleeve Shirt For Spring And Fall, Casual Preppy Style Shirt As Gift
Temu US
$23.79
COOFANDY Men's Cuban Guayabera Shirt Short Sleeve Button Down Shirts Casual Summer Beach Linen Shirts X-Large
Amazon.com
$23.79
COOFANDY Men's Cuban Guayabera Shirt Short Sleeve Button Down Shirts Casual Summer Beach Linen Shirts X-Large
Amazon.com
$2.74
Gildan G500 Unisex Heavy Cotton™ T-Shirt Navy Small
Jiffy.com
$2.74
Gildan G500 Unisex Heavy Cotton™ T-Shirt Navy Small
Jiffy.com
$23.99
$46.77
Men's Shirt Band Collar Shirt Summer Shirt Beach Wear Casual Shirt Button Up Shirt Plain Casual Daily Black White Pink Navy Blue Long Sleeve Band Coll
LightInTheBox
48% off
$23.99
$46.77
Men's Shirt Band Collar Shirt Summer Shirt Beach Wear Casual Shirt Button Up Shirt Plain Casual Daily Black White Pink Navy Blue Long Sleeve Band Coll
LightInTheBox
$19.90
Men's Classic Plaid Button-Up Shirt With Pockets - Casual Preppy Style, Long Sleeve, Polyester - Perfect For Spring/Fall
Temu US
$19.90
Men's Classic Plaid Button-Up Shirt With Pockets - Casual Preppy Style, Long Sleeve, Polyester - Perfect For Spring/Fall
Temu US
$2.74
Gildan G500 Unisex Heavy Cotton™ T-Shirt Sunset Large
Jiffy.com
$2.74
Gildan G500 Unisex Heavy Cotton™ T-Shirt Sunset Large
Jiffy.com
$34.29
Legendary Whitetails Men's Buck Camp Flannel, Long Sleeve Plaid Button Down Casual Shirt, Corduroy Cuffs Cedarwood Plaid Large
Amazon.com
$34.29
Legendary Whitetails Men's Buck Camp Flannel, Long Sleeve Plaid Button Down Casual Shirt, Corduroy Cuffs Cedarwood Plaid Large
Amazon.com
$11.25
Custom Men's Harriton Button Down Twill Shirt In White Size Medium Cotton/Polyester | Rushordertees | Sample
Rush Order Tees
$11.25
Custom Men's Harriton Button Down Twill Shirt In White Size Medium Cotton/Polyester | Rushordertees | Sample
Rush Order Tees
$17.99
Beninos Women's Formal Work Wear White Simple Shirt Medium
Amazon.com
$17.99
Beninos Women's Formal Work Wear White Simple Shirt Medium
Amazon.com
$26.38
Port Authority S651 Untucked Fit Superpro Oxford Shirt
NyFifth Apparel
5% Off*
$26.38
Port Authority S651 Untucked Fit Superpro Oxford Shirt
NyFifth Apparel
$6.48
Men's Preppy Sports Crew Neck T-Shirt, 100% Polyester Knit Fabric, All-Season Short Sleeve Tee With Poker Print, Slight Stretch, Regular Fit, 20
Temu US
$6.48
Men's Preppy Sports Crew Neck T-Shirt, 100% Polyester Knit Fabric, All-Season Short Sleeve Tee With Poker Print, Slight Stretch, Regular Fit, 20
Temu US
$38.46
$54.95
Men's Long Sleeve Chambray Shirt - Lands' End - Blue - S
Lands' End
30% off
$38.46
$54.95
Men's Long Sleeve Chambray Shirt - Lands' End - Blue - S
Lands' End
$27.99
Men's 3D Print Geometric Pattern Dress Shirt Button Up Shirt Long Sleeve Casual Vacation Daily Summer Spring & Fall Band Collar Grandad Collar 3D Pri
LightInTheBox
$27.99
Men's 3D Print Geometric Pattern Dress Shirt Button Up Shirt Long Sleeve Casual Vacation Daily Summer Spring & Fall Band Collar Grandad Collar 3D Pri
LightInTheBox
$50.95
Men's Long Sleeve Buttondown No Iron Broadcloth Shirt - Lands' End - Blue - 17 33
Lands' End
$50.95
Men's Long Sleeve Buttondown No Iron Broadcloth Shirt - Lands' End - Blue - 17 33
Lands' End
$17.49
Red Kap Men's SP24 Industrial Work Shirt - Short Sleeve - Charcoal - Large -
Full Source
$17.49
Red Kap Men's SP24 Industrial Work Shirt - Short Sleeve - Charcoal - Large -
Full Source
$20.99
Portwest S124 Industrial Work Shirt, Navy, Size Large
IndustrialSafety.com
$20.99
Portwest S124 Industrial Work Shirt, Navy, Size Large
IndustrialSafety.com
$17.49
Red Kap Men's SP24 Industrial Work Shirt - Short Sleeve - Light Grey - Small -
Full Source
$17.49
Red Kap Men's SP24 Industrial Work Shirt - Short Sleeve - Light Grey - Small -
Full Source
$115.00
Polo Ralph Lauren Men's Classic-Fit Garment-Dyed Oxford Shirt - Agean Blue - Size XS
Macy's
Special Offer
Free shipping
$115.00
Polo Ralph Lauren Men's Classic-Fit Garment-Dyed Oxford Shirt - Agean Blue - Size XS
Macy's
$26.99
Blue Preppy Shirt - Preppy Tshirt - Preppy Clothing - Blue Aesthetic Clothes - Trendy Crewneck - Y2K Shirt - Mental Health Matters Shirt
Etsy
$26.99
Blue Preppy Shirt - Preppy Tshirt - Preppy Clothing - Blue Aesthetic Clothes - Trendy Crewneck - Y2K Shirt - Mental Health Matters Shirt
Etsy
$35.00
Preppy South North Carolina Shirt
Etsy
$35.00
Preppy South North Carolina Shirt
Etsy
$14.45
Promotional Customized Boxercraft Women's Preppy Patch Slub Long Sleeve T-Shirt - Apparel
EverythingBranded USA
$14.45
Promotional Customized Boxercraft Women's Preppy Patch Slub Long Sleeve T-Shirt - Apparel
EverythingBranded USA
$25.75
Whale Shirt Motivational Trendy Preppy Clothes Best Friend Gift Cruise Shirt Comfort Color Florida Vacation Shirt Oversized Tshirt Lake Life
Etsy
$25.75
Whale Shirt Motivational Trendy Preppy Clothes Best Friend Gift Cruise Shirt Comfort Color Florida Vacation Shirt Oversized Tshirt Lake Life
Etsy
$24.99
$72.99
Men's Big & Tall Signature Plaid Flannel Shirt By Kingsize In Hunter Plaid (Size 9XL)
King Size
65% off
$24.99
$72.99
Men's Big & Tall Signature Plaid Flannel Shirt By Kingsize In Hunter Plaid (Size 9XL)
King Size
$14.59
$17.59
Women's Vintage Plaid Loose Preppy Style Shirt, Fashion & Versatile, Autumn/Winter,S
shein
17% off
$14.59
$17.59
Women's Vintage Plaid Loose Preppy Style Shirt, Fashion & Versatile, Autumn/Winter,S
shein
$29.99
$79.99
Men's Big & Tall Boulder Creek Flannel Shirt By Kingsize In Black Buffalo Check (Size 7XL)
King Size
62% off
$29.99
$79.99
Men's Big & Tall Boulder Creek Flannel Shirt By Kingsize In Black Buffalo Check (Size 7XL)
King Size
$34.98
Izod Men's Long Sleeve Premium Essentials Shirt, Real Red, Small
Walmart
$34.98
Izod Men's Long Sleeve Premium Essentials Shirt, Real Red, Small
Walmart
$19.99
$34.99
Blair Men's John Blair Multi-Plaid Shirt - Brown - LGE
Blair
42% off
$19.99
$34.99
Blair Men's John Blair Multi-Plaid Shirt - Brown - LGE
Blair
$17.49
Red Kap Men's SP24 Industrial Work Shirt - Short Sleeve - Red - Small -
Full Source
$17.49
Red Kap Men's SP24 Industrial Work Shirt - Short Sleeve - Red - Small -
Full Source
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    Shop Prepp Shirts

    Sponsored
    $39.95
    Non-Iron Twill Grid Checkered Cotton Dress Shirt - Cobalt Blue Single Cuff Size Small
    Charles Tyrwhitt
    $39.95
    Non-Iron Twill Grid Checkered Cotton Dress Shirt - Cobalt Blue Single Cuff Size Small
    Charles Tyrwhitt
    $39.95
    Non-Iron Twill Cotton Dress Shirt - White French Cuff Size Large
    Charles Tyrwhitt
    $39.95
    Non-Iron Twill Cotton Dress Shirt - White French Cuff Size Large
    Charles Tyrwhitt
    $64.95
    L.L.Bean | Men's Sunwashed Canvas Shirt, Traditional Fit Mist Blue Large, Cotton
    L.L.Bean
    $64.95
    L.L.Bean | Men's Sunwashed Canvas Shirt, Traditional Fit Mist Blue Large, Cotton
    L.L.Bean
    $64.95
    Men's Sunwashed Canvas Shirt, Traditional Fit Bay Leaf XXXL, Cotton | L.L.Bean
    L.L.Bean
    $64.95
    Men's Sunwashed Canvas Shirt, Traditional Fit Bay Leaf XXXL, Cotton | L.L.Bean
    L.L.Bean
    $79.00
    Men's Moleskin Shirt, Slightly Fitted Untucked Fit Navy Large, Cotton Blend | L.L.Bean
    L.L.Bean
    Free shipping
    $79.00
    Men's Moleskin Shirt, Slightly Fitted Untucked Fit Navy Large, Cotton Blend | L.L.Bean
    L.L.Bean
    $39.95
    Non-Iron Twill Stripe Cotton Dress Shirt - Cornflower Blue French Cuff Size XXL
    Charles Tyrwhitt
    $39.95
    Non-Iron Twill Stripe Cotton Dress Shirt - Cornflower Blue French Cuff Size XXL
    Charles Tyrwhitt
    $750.00
    Vintage: Nuke The Preppies Red Tee
    Kiel James Patrick
    $750.00
    Vintage: Nuke The Preppies Red Tee
    Kiel James Patrick
    $9.65
    Gildan G180 Unisex Heavy Blend™ 50/50 Fleece Crew Carolina Blue Small
    Jiffy.com
    $9.65
    Gildan G180 Unisex Heavy Blend™ 50/50 Fleece Crew Carolina Blue Small
    Jiffy.com
    $7.51
    $8.67
    Men's Plaid Long Sleeve Shirt For Spring And Fall, Casual Preppy Style Shirt As Gift
    Temu US
    13% off
    $7.51
    $8.67
    Men's Plaid Long Sleeve Shirt For Spring And Fall, Casual Preppy Style Shirt As Gift
    Temu US
    $23.79
    COOFANDY Men's Cuban Guayabera Shirt Short Sleeve Button Down Shirts Casual Summer Beach Linen Shirts X-Large
    Amazon.com
    $23.79
    COOFANDY Men's Cuban Guayabera Shirt Short Sleeve Button Down Shirts Casual Summer Beach Linen Shirts X-Large
    Amazon.com
    $2.74
    Gildan G500 Unisex Heavy Cotton™ T-Shirt Navy Small
    Jiffy.com
    $2.74
    Gildan G500 Unisex Heavy Cotton™ T-Shirt Navy Small
    Jiffy.com
    $23.99
    $46.77
    Men's Shirt Band Collar Shirt Summer Shirt Beach Wear Casual Shirt Button Up Shirt Plain Casual Daily Black White Pink Navy Blue Long Sleeve Band Coll
    LightInTheBox
    48% off
    $23.99
    $46.77
    Men's Shirt Band Collar Shirt Summer Shirt Beach Wear Casual Shirt Button Up Shirt Plain Casual Daily Black White Pink Navy Blue Long Sleeve Band Coll
    LightInTheBox
    $19.90
    Men's Classic Plaid Button-Up Shirt With Pockets - Casual Preppy Style, Long Sleeve, Polyester - Perfect For Spring/Fall
    Temu US
    $19.90
    Men's Classic Plaid Button-Up Shirt With Pockets - Casual Preppy Style, Long Sleeve, Polyester - Perfect For Spring/Fall
    Temu US
    $2.74
    Gildan G500 Unisex Heavy Cotton™ T-Shirt Sunset Large
    Jiffy.com
    $2.74
    Gildan G500 Unisex Heavy Cotton™ T-Shirt Sunset Large
    Jiffy.com
    $34.29
    Legendary Whitetails Men's Buck Camp Flannel, Long Sleeve Plaid Button Down Casual Shirt, Corduroy Cuffs Cedarwood Plaid Large
    Amazon.com
    $34.29
    Legendary Whitetails Men's Buck Camp Flannel, Long Sleeve Plaid Button Down Casual Shirt, Corduroy Cuffs Cedarwood Plaid Large
    Amazon.com
    $11.25
    Custom Men's Harriton Button Down Twill Shirt In White Size Medium Cotton/Polyester | Rushordertees | Sample
    Rush Order Tees
    $11.25
    Custom Men's Harriton Button Down Twill Shirt In White Size Medium Cotton/Polyester | Rushordertees | Sample
    Rush Order Tees
    $17.99
    Beninos Women's Formal Work Wear White Simple Shirt Medium
    Amazon.com
    $17.99
    Beninos Women's Formal Work Wear White Simple Shirt Medium
    Amazon.com
    $26.38
    Port Authority S651 Untucked Fit Superpro Oxford Shirt
    NyFifth Apparel
    5% Off*
    $26.38
    Port Authority S651 Untucked Fit Superpro Oxford Shirt
    NyFifth Apparel