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Preppy Caps
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1000+ items
Hats
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1000+ items
Newest
Louie the Lobster Napping in an Adirondack Chair Dad Hat
saltyhydrangea
$19.62
$23.09
(15% off)
Louie the Lobster Playing Golf Dad Hat
saltyhydrangea
$19.62
$23.09
(15% off)
Louie the Lobster Carrying a Boat and Tote Baseball Cap
saltyhydrangea
$18.47
$23.09
(20% off)
Girly group Baseball Cap
Designsbyleahhh
$20.15
$25.19
(20% off)
Girlhood Dad Hat
Designsbyleahhh
$21.41
$25.19
(15% off)
Louie the Lobster Smoking a Cigar Dad Hat
saltyhydrangea
$19.62
$23.09
(15% off)
Elegant Oxblood Burgundy Solid Color Luxe | Oxblood Burgundy Solid Color Minimalist Aesthetic | Deep Oxblood Red Sophisticated Feminine Aesthetic Baseball Cap
VivaFy
$20.15
$25.19
(20% off)
Cobalt Blue Minimalist Solid Color Aesthetic | Cobalt Blue Plain Color Preppy Minimalist | Elegant Cobalt Blue Solid Color Modern Aesthetic Baseball Cap
VivaFy
$20.15
$25.19
(20% off)
Minimalist Burgundy Solid Color Aesthetic | Elegant Burgundy Wine Red Solid Color | Dark Burgundy Feminine Preppy Aesthetic Baseball Cap
VivaFy
$20.15
$25.19
(20% off)
Vibrant Fuchsia Pink Feminine Color Design | Hot Fuchsia Pink Modern Minimalist Aesthetic | Fuchsia Pink Solid Color Baseball Cap
VivaFy
$20.15
$25.19
(20% off)
Twerk or Treat Punk Slasher Squad Horror Characters Preppy Stripes Graphic Dad Hat
OddPopARt
$19.62
$23.09
(15% off)
Preppy Striped Run The Dang Ball Game Day Football Mom Girl Dad Hat
Fereskabilon
$19.62
$23.09
(15% off)
Tired Mummy Club Baseball Cap
toastedpixels
$18.47
$23.09
(20% off)
mini blue stars Baseball Cap
madebykenz
$18.47
$23.09
(20% off)
Motherhood Shirt, Mom Tee, Preppy Striped Graphic, New Mom Gift, Mother's Day Shirt, Mama T-Shirt Dad Hat
faridman
$21.41
$25.19
(15% off)
Made For Lake Days Dad Hat
gunaone-design
$20.52
$24.14
(15% off)
Made For Lake Days Dad Hat
gunaone-design
$20.52
$24.14
(15% off)
Made For Beach Days - Ribbed Baby Preppy Summer Beach Vacation Baseball Cap
gunaone-design
$19.31
$24.14
(20% off)
Made For Beach Days Dad Hat
gunaone-design
$20.52
$24.14
(15% off)
Preppy Game Day Polka Dot Football Helmet Graphic Dad Hat
dartoffofo⭐⭐⭐⭐⭐
$21.23
$24.98
(15% off)
Holly Jolly Christmas, Preppy Christmas, Distressed Coquette Holiday, Festive Plaid Christmas Aesthetic, Vintage Holiday Style, Cute Xmas Gift Dad Hat
Quiajia
$23.19
$27.29
(15% off)
Fall Coffee Pumpkin Spice Autumn Cute Seasonal Dad Hat
Rtcraftani
$21.41
$25.19
(15% off)
I Put The Boo In Boujee Pink Halloween Ghost Dad Hat
KroghDs
$21.41
$25.19
(15% off)
Hey Boo Cute Pink Halloween Ghost Baseball Cap
KroghDs
$20.65
$25.82
(20% off)
I Put The Boo In Boujee Pink Halloween Ghost Dad Hat
KroghDs
$21.41
$25.19
(15% off)
Fall Coffee Pumpkin Spice Autumn Drinks Preppy Halloween Cute Seasonal Dad Hat
Rtcraftani
$21.41
$25.19
(15% off)
Dark Red and Blue Geometric Grid in Triangles Dad Hat
OneThreeSix
$21.41
$25.19
(15% off)
Dark Blue and Red Geometric Grid in Triangles Dad Hat
OneThreeSix
$21.41
$25.19
(15% off)
Bright Pink and Green Geometric Pattern Grid in Triangles Baseball Cap
OneThreeSix
$20.15
$25.19
(20% off)
Blue Brush Stroke Stripes Pattern on Red Dad Hat
OneThreeSix
$21.41
$25.19
(15% off)
Gold Tiger Big Cat Lover Floral Plaid Bow Back To School Dad Hat
Krwasatoune
$19.62
$23.09
(15% off)
Red Brush Stroke Stripes Pattern on Blue Baseball Cap
OneThreeSix
$20.15
$25.19
(20% off)
Sooo Call Me Please Retro Phone Baseball Cap
jianina-alondra
$19.81
$24.77
(20% off)
Vintage Preppy Guys Argyle Vest Photo Dad Hat
TamaraMat13709
$26.85
$31.59
(15% off)
Preppy We Wear Gold Childhood Cancer Awareness Coquette Bow Dad Hat
OddityVault
$19.62
$23.09
(15% off)
Glam Whitetail Deer Leopard Preppy Hunting Season Dad Hat
ViVarRi
$23.19
$27.29
(15% off)
Striped Preppy Pumpkin Comfort Baseball Cap
GalenoHenley
$20.99
$26.24
(20% off)
Girl Power Pink Lips Lightning Bolt Graphic Baseball Cap
The secret storage room
$20.99
$26.24
(20% off)
Leopard Print Lipstick This Is My Favorite Color Graphic Dad Hat
The secret storage room
$22.30
$26.24
(15% off)
Vintage Preppy Tired Teachers Coffee Club Summer Vacation T-Shirt Dad Hat
KTY-NUSS
$22.30
$26.24
(15% off)
Vintage Preppy Tired Teachers Coffee Club Summer Vacation T-Shirt Dad Hat
KTY-NUSS
$22.30
$26.24
(15% off)
Vintage Preppy Tired Teachers Coffee Club Summer Vacation T-Shirt Baseball Cap
KTY-NUSS
$20.99
$26.24
(20% off)
Vintage Patchwork Preppy Apples Teacher Back to School Tank Top Baseball Cap
gidget-gadget
$18.47
$23.09
(20% off)
Vintage Patchwork Preppy Apples Teacher Back to School Tank Top Dad Hat
gidget-gadget
$19.62
$23.09
(15% off)
Vintage Patchwork Preppy Apples Teacher Back to School Tank Top Baseball Cap
gidget-gadget
$18.47
$23.09
(20% off)
Vintage Patchwork Preppy Apples Teacher Back to School T-Shirt Baseball Cap
KTY-NUSS
$20.99
$26.24
(20% off)
Vintage Patchwork Preppy Apples Teacher Back to School T-Shirt Baseball Cap
KTY-NUSS
$20.99
$26.24
(20% off)
Flying Mallard Duck Hunting Vintage Leopard Camo Waterfowl Hunter Wildlife Baseball Cap
Rtcraftani
$20.15
$25.19
(20% off)
Funny Halloween Coffee Lover Pumpkin Ghost - Iced Coffee and Spooky Season Baseball Cap
Rtcraftani
$20.15
$25.19
(20% off)
Fancy Christmas Baseball Cap
DesigndN
$18.47
$23.09
(20% off)
Nautical Christmas Baseball Cap
CampAndCoast
$18.47
$23.09
(20% off)
Preppy Coastal Christmas Tree Dad Hat
CampAndCoast
$19.62
$23.09
(15% off)
Copy of Allover Hydrangea Petals in Powder Blue Dad Hat
Perrin Le Feuvre
$19.62
$23.09
(15% off)
Allover Hydrangea Petals in Powder Blue Dad Hat
Perrin Le Feuvre
$19.62
$23.09
(15% off)
Spooky Season Pink Pumpkin Halloween Girls Dad Hat
KroghDs
$21.41
$25.19
(15% off)
I Put The Boo In Boujee Pink Halloween Ghost Baseball Cap
KroghDs
$20.65
$25.82
(20% off)
Hey Boo Cute Pink Halloween Ghost Baseball Cap
KroghDs
$20.65
$25.82
(20% off)
Hey Boo Cute Ghost Halloween Girls Kids Baseball Cap
KroghDs
$20.65
$25.82
(20% off)
I Put The Boo In Boujee Pink Halloween Ghost Baseball Cap
KroghDs
$20.65
$25.82
(20% off)
I Put The Boo In Boujee Pink Halloween Ghost Dad Hat
KroghDs
$21.41
$25.19
(15% off)
Preppy Just A Girl Who Loves Squishies Cute Girls Kids Dad Hat
snailslowdance
$19.62
$23.09
(15% off)
Retro Sports Yearbook Trio Baseball Cap
KerryRoma64673
$25.27
$31.59
(20% off)
Breast Cancer Awareness Pink Out Football Bow Preppy Women Dad Hat
snailslowdance
$19.62
$23.09
(15% off)
Preppy Back To School Pre-K Dream Team Teacher Girls Kids T-Shirt Dad Hat
BlaqboyDesigns
$19.62
$23.09
(15% off)
Preppy Teacher Cute Back to School Iced Coffee Pencil T-Shirt Dad Hat
fine line
$19.62
$23.09
(15% off)
Preppy Sixth Grade Coquette Daisy Bow T-Shirt Dad Hat
VendaVirtualVip
$19.62
$23.09
(15% off)
Preppy Back To School Pre-K Dream Team Teacher Girls Kids T-Shirt Baseball Cap
BlaqboyDesigns
$18.47
$23.09
(20% off)
Spooky Season Preppy Halloween Pumpkin Girls Baseball Cap
KroghDs
$20.65
$25.82
(20% off)
Boo In Boujee Cute Ghost Halloween Girls Baseball Cap
KroghDs
$20.65
$25.82
(20% off)
Stay Creepy Retro Halloween Skull Pumpkin Baseball Cap
KroghDs
$20.65
$25.82
(20% off)
Floral Halloween, Spooky Season, Preppy Halloween, Cute Fall Pumpkin Aesthetic, Trendy Autumn Style, Festive Halloween Gift Dad Hat
Quiajia
$23.19
$27.29
(15% off)
Coquette Fall Ghost Bow, Floral Autumn Pumpkin, Striped Pumpkin, Gingham and Leopard Print, Pumpkin Spice, Cute Thanksgiving Gift Baseball Cap
Quiajia
$21.83
$27.29
(20% off)
Preppy Coquette Camo Pumpkin, Fall Bow, Cute Autumn Pumpkin, Retro Fall Gift Baseball Cap
Quiajia
$21.83
$27.29
(20% off)
Jesus Is The Reason For The Season Colorful Christmas Graphic Baseball Cap
Derekquie
$20.15
$25.19
(20% off)
Jesus Is A Big Dill Tomato Jar Coquette Bows Philippians 2:9-10 Dad Hat
Derekquie
$21.41
$25.19
(15% off)
Copy of Jesus Is A Big Dill Philippians 2:9-10 Coquette Pink Bow Jar Baseball Cap
Derekquie
$20.15
$25.19
(20% off)
Jesus Is A Big Dill Philippians 2:9-10 Coquette Pink Bow Jar Dad Hat
Derekquie
$21.41
$25.19
(15% off)
Preppy Game Day Football Girly Bow Team Spirit Girls Maroon Baseball Cap
Krwasatoune
$18.47
$23.09
(20% off)
Preppy Gold Ribbon Coquette Bow Childhood Cancer Awareness Baseball Cap
Eat-Apples
$18.47
$23.09
(20% off)
Bulldogs Dog Lover Pink Coquette Bow Preppy Floral Dad Hat
Eat-Apples
$19.62
$23.09
(15% off)
Preppy Game Day Football Girly Bow Team Spirit Girls Orange Dad Hat
Strow--bary
$19.62
$23.09
(15% off)
Coffee And Jesus Coquette Bow Pink Vintage Stripes Graphic Dad Hat
Derekquie
$21.41
$25.19
(15% off)
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