Preppy Caps

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1000+ items

Delaware lily floral U D Dad Hat

field3

$21.41

~~$25.19~~ (15% off)

Harvard University Bundle Ready to School Dad Hat

Sabia Creative Lab

$20.52

~~$24.14~~ (15% off)

Carrot Stitch & Stripe Baseball Cap

kapewithcream

$18.13

~~$22.67~~ (20% off)

Preppy, Grandmillennial climbing ivy foliage Dad Hat

SophieClimaArt

$26.76

~~$31.49~~ (15% off)

Westwood 75 Tee Baseball Cap

SunriseSupply

$20.99

~~$26.24~~ (20% off)

totally stoned Baseball Cap

becartlienworld

$20.15

~~$25.19~~ (20% off)

Golf Logo Callaway Dad Hat

zakief

$21.41

~~$25.19~~ (15% off)

Coquette Red White and 250 Preppy 250th Anniversary USA 1776 2026 Baseball Cap

jackelmbradyt

$18.47

~~$23.09~~ (20% off)

Blondes Have More Fun 2 Baseball Cap

lilywiik

$20.15

~~$25.19~~ (20% off)

Preppy Room Decor - It's a Good Day to Have a Good Day Design Dad Hat

Shop Your Aesthetic

$21.41

~~$25.19~~ (15% off)

Truvy’s Beauty Spot — Steel Magnolias Dad Hat

therealslimktie

$21.41

~~$25.19~~ (15% off)

"You Look Great" Collage (Washed Version) Baseball Cap

lilywiik

$20.15

~~$25.19~~ (20% off)

Conch shell ? Baseball Cap

Rylee Errrrr

$20.15

~~$25.19~~ (20% off)

Preppy Smiley Sticker Baseball Cap

pinkcoast

$20.15

~~$25.19~~ (20% off)

howdy boots - blue Dad Hat

Julia Santos

$21.41

~~$25.19~~ (15% off)

Yellow and Black Smiley Lightning Bolt Face Baseball Cap

jessicaleah15

$21.83

~~$27.29~~ (20% off)

Golf Girlfriend Baseball Cap

Norawh

$20.15

~~$25.19~~ (20% off)

Electric Guitar Music Emoji Sticker Dad Hat

MollyElynDesign

$23.19

~~$27.29~~ (15% off)

Lil Dicky Brain Baseball Cap

postkely

$20.15

~~$25.19~~ (20% off)

Cheer athletics sticker Dad Hat

stickers001

$21.41

~~$25.19~~ (15% off)

Smile youre on camera Baseball Cap

theredfoxs

$20.15

~~$25.19~~ (20% off)

Pickleball Queen Dad Hat

Alyssa Ernst

$21.41

~~$25.19~~ (15% off)

Stray Kids IN Group Y2K Preppy Blue Collage Design Dad Hat

HELL0WBELLO

$24.08

~~$28.34~~ (15% off)

K Preppy Varsity Letter Patch Dad Hat

Creative Brat Design Studio

$21.41

~~$25.19~~ (15% off)

Pink Smiley Face with Yellow Star Eyes Preppy Dad Hat

MadeByAyla

$21.41

~~$25.19~~ (15% off)

Blaugrana B03 Baseball Cap

NdwikTopDesign

$20.15

~~$25.19~~ (20% off)

Cute Teddy Bear Cool Dad Hat

BUABUABUA

$21.41

~~$25.19~~ (15% off)

Balloon Animal Purple Blue Green Dog Cartoon Baseball Cap

libscreates

$20.99

~~$26.24~~ (20% off)

SMILEY FACE Baseball Cap

jans-designs

$20.15

~~$25.19~~ (20% off)

Preppy Aqua Golden Goose Super Star Sneakers Baseball Cap

brookiecookie37

$21.83

~~$27.29~~ (20% off)

American Flag Baseball Cap

Claire Dougherty

$21.83

~~$27.29~~ (20% off)

preppy summer solid color aqua blue mint green Baseball Cap

LEILA ART SPACE

$20.15

~~$25.19~~ (20% off)

Golden Retriever Preppy Madras Field Hockey Dog Baseball Cap

emrdesigns

$19.31

~~$24.14~~ (20% off)

Black Lab Preppy Silhouette Dad Hat

emrdesigns

$20.52

~~$24.14~~ (15% off)

The Cheetah with Our Golden Portrait Illustration | Cheetah 3d golden art Baseball Cap

KARTICK DUTTA

$20.15

~~$25.19~~ (20% off)

Nantucket - The Grey Lady Baseball Cap

frankyou

$20.99

~~$26.24~~ (20% off)

Orange Smiley Lightning Bolt Face Baseball Cap

jessicaleah15

$21.83

~~$27.29~~ (20% off)

Cute Preppy Winter Teddy Bear Dad Hat

BUABUABUA

$21.41

~~$25.19~~ (15% off)

Blue Smiley Lightning Bolt Face Baseball Cap

jessicaleah15

$21.83

~~$27.29~~ (20% off)

Black and Pink Smiley Lightning Bolt Face Baseball Cap

Chris Evans & Sebastian Stan Hearts Dad Hat

DinoMars

$20.52

~~$24.14~~ (15% off)

I'm That Bitch - Preppy Pink Quote - Girl Quote - Sassy Girl - Preppy Aesthetic Dad Hat

Nossikko

$21.41

~~$25.19~~ (15% off)

I'm That Bitch - Preppy Pink Quote - Girl Quote - Sassy Girl - Preppy Aesthetic 2 Dad Hat

Nossikko

$21.41

~~$25.19~~ (15% off)

Do Epik Shit - Preppy Pink Quote - Girl Quote - Sassy Girl - Preppy Aesthetic 2 Dad Hat

Nossikko

$21.41

~~$25.19~~ (15% off)

M initial (grey) Dad Hat

EMXEdesigns

$21.59

~~$25.40~~ (15% off)

Do Epik Shit - Preppy Pink Quote - Girl Quote - Sassy Girl - Preppy Aesthetic Baseball Cap

Nossikko

$20.15

~~$25.19~~ (20% off)

Good Things Are Coming Sticker -Preppy Pink Quote - Girl Quote - Preppy Aesthetic Baseball Cap

Nossikko

$20.15

~~$25.19~~ (20% off)

female rage Baseball Cap

kassiopeiia

$21.83

~~$27.29~~ (20% off)

I'm That Bitch | Preppy Pink Quote | Girl Quote Girly Quotes | Sassy Girl | Preppy Space Cowgirl Aesthetic Baseball Cap

PEARROT

$20.99

~~$26.24~~ (20% off)

preppy pattern Baseball Cap

Colorfulman

$22.67

~~$28.34~~ (20% off)

YEEHAW! cowgirl boot Dad Hat

Julia Santos

$21.41

~~$25.19~~ (15% off)

Nope, Blue Aesthetic, Patch, Preppy Blue, Preppy Aesthetic Dad Hat

Inspired Life Creative

$21.41

~~$25.19~~ (15% off)

cute preppy pink Skull Baseball Cap

Doooriginals

$20.15

~~$25.19~~ (20% off)

Preppy color palette striped | pastel preppy Baseball Cap

lausn

$20.32

~~$25.40~~ (20% off)

Cute Preppy Pink Skeleton Dad Hat

Doooriginals

$21.41

~~$25.19~~ (15% off)

Take Me Away, Patch, Lips, Preppy Aesthetic Baseball Cap

Inspired Life Creative

$20.15

~~$25.19~~ (20% off)

Preppy Neon Dad Hat

Inspired Life Creative

$21.41

~~$25.19~~ (15% off)

Preppy Skeleton Dad Hat

Doooriginals

$21.41

~~$25.19~~ (15% off)

preppy skeleton Dad Hat

New-look-

$21.41

~~$25.19~~ (15% off)

In My Glam Era Baseball Cap

Inspired Life Creative

$20.15

~~$25.19~~ (20% off)

Grandmillennial art, heron in preppy chinoiserie garden Dad Hat

SophieClimaArt

$26.76

~~$31.49~~ (15% off)

Bite Me, Patch, Heart, Aesthetic Blue Baseball Cap

Inspired Life Creative

$20.15

~~$25.19~~ (20% off)

The Preppy Skeleton On The Swing Baseball Cap

DesignscapeWCF

$19.81

~~$24.77~~ (20% off)

Iced Like My Soul Dad Hat

mohgaylor

$21.41

~~$25.19~~ (15% off)

Till Death Do Us Part Baseball Cap

mohgaylor

$20.15

~~$25.19~~ (20% off)

Pink Preppy Skateboard Dad Hat

mohgaylor

$21.41

~~$25.19~~ (15% off)

Fuck Around And Find Out Dad Hat

mohgaylor

$21.41

~~$25.19~~ (15% off)

Preppy Statue of Liberty Blowing Bubble Brushstroke Dad Hat

TrendHub-365

$19.62

~~$23.09~~ (15% off)

preppy skeleton Dad Hat

IdeasDream

$21.41

~~$25.19~~ (15% off)

preppy skeleton Baseball Cap

IdeasDream

$20.15

~~$25.19~~ (20% off)

Preppy summer flowers toile Dad Hat

SophieClimaArt

$26.76

~~$31.49~~ (15% off)

Cute Patchwork Preppy Apples Back to School Teacher Student Baseball Cap

hemagamo

$18.81

~~$23.51~~ (20% off)

The Preppy Skeleton On The Swing Dad Hat

XOXO Pink and Orange Cowboy Boots Dad Hat

cerrutwendy

$21.41

~~$25.19~~ (15% off)

Preppy Pink Leopard Smiley Face - Today is going to be a good day | Leopard Cheetah Texture Baseball Cap

PEARROT

$20.99

~~$26.24~~ (20% off)

Hey My Wife Love Me Dad Hat

mohgaylor

$21.41

~~$25.19~~ (15% off)

Preppy Skeleton Baseball Cap

Lilac32

$20.15

~~$25.19~~ (20% off)

Preppy Skeleton Dad Hat

mohgaylor

$21.41

~~$25.19~~ (15% off)

The Book Was Better Dad Hat

mohgaylor

$21.41

~~$25.19~~ (15% off)

Cute Preppy Pink Skeleton Dad Hat

Doooriginals

$21.41

~~$25.19~~ (15% off)

Pumpkin patch cheetah preppy pink tis the season Dad Hat

Yellowriversss

$21.41

~~$25.19~~ (15% off)

Preppy Guitar Master Dad Hat

mohgaylor

$21.41

~~$25.19~~ (15% off)

Pink and Tan Plaid Dad Hat

PinkDreams-

$19.62

~~$23.09~~ (15% off)

Preppy Pop Art Dad Hat

mohgaylor

$21.41

~~$25.19~~ (15% off)

cute preppy pink golden Skull for Baseball Cap

Doooriginals

$20.15

~~$25.19~~ (20% off)

Preppy Skeleton Skateboard Dad Hat

infinitty art

$21.77

~~$25.61~~ (15% off)

Preppy School Supplies Graphic Baseball Cap

inspirecul

$22.67

~~$28.34~~ (20% off)

preppy school supplies Baseball Cap

inspirecul

$22.67

~~$28.34~~ (20% off)

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Preppy Caps

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