Preppy Caps

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1000+ items

Preppy Multipoo in blue chinoiserie room Dad Hat

SophieClimaArt

$31.49

NEW YORK OR NOWHERE Baseball Cap

JGCcreates

$31.49

Harvard University Bundle Ready to School Dad Hat

Sabia Creative Lab

$24.14

Carrot Stitch & Stripe Baseball Cap

kapewithcream

$22.67

Westwood 75 Tee Dad Hat

SunriseSupply

$26.24

totally stoned Baseball Cap

becartlienworld

$25.19

Delaware lily floral U D Dad Hat

field3

$25.19

Golf Logo Callaway Dad Hat

zakief

$25.19

Blondes Have More Fun 2 Baseball Cap

lilywiik

$25.19

Preppy Room Decor - It's a Good Day to Have a Good Day Design Baseball Cap

Shop Your Aesthetic

$25.19

"You Look Great" Collage (Washed Version) Dad Hat

lilywiik

$25.19

Truvy’s Beauty Spot — Steel Magnolias Dad Hat

therealslimktie

$25.19

Conch shell ? Dad Hat

Rylee Errrrr

$25.19

howdy boots - blue Baseball Cap

Julia Santos

$25.19

Preppy Smiley Sticker Dad Hat

pinkcoast

$25.19

Yellow and Black Smiley Lightning Bolt Face Baseball Cap

jessicaleah15

$27.29

Electric Guitar Music Emoji Sticker Dad Hat

MollyElynDesign

$27.29

Golf Girlfriend Baseball Cap

Norawh

$25.19

Lil Dicky Brain Baseball Cap

postkely

$25.19

Cheer athletics sticker Baseball Cap

stickers001

$25.19

Smile youre on camera Baseball Cap

theredfoxs

$25.19

Pickleball Queen Dad Hat

Alyssa Ernst

$25.19

Beverly Hills Tennis Club Merch Baseball Cap

OnlyStansMerch1

$25.19

Cute Teddy Bear Cool Baseball Cap

BUABUABUA

$25.19

K Preppy Varsity Letter Patch Baseball Cap

Creative Brat Design Studio

$25.19

Pink Smiley Face with Yellow Star Eyes Preppy Baseball Cap

MadeByAyla

$25.19

Blaugrana B03 Dad Hat

NdwikTopDesign

$25.19

Balloon Animal Purple Blue Green Dog Cartoon Dad Hat

libscreates

$26.24

American Flag Baseball Cap

Claire Dougherty

$27.29

Preppy Aqua Golden Goose Super Star Sneakers Dad Hat

brookiecookie37

$27.29

Golden Retriever Preppy Madras Field Hockey Dog Baseball Cap

preppy summer solid color aqua blue mint green Baseball Cap

LEILA ART SPACE

$25.19

Made It To May Preppy Purple Ribbon And Gold Stripes Baseball Cap

krystalRomanart

$27.29

Black Lab Preppy Silhouette Baseball Cap

emrdesigns

$24.14

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

KARTICK DUTTA

$25.19

Nantucket - The Grey Lady Baseball Cap

frankyou

$24.98

Chris Evans & Sebastian Stan Hearts Dad Hat

DinoMars

$24.14

Orange Smiley Lightning Bolt Face Dad Hat

jessicaleah15

$27.29

Blue Smiley Lightning Bolt Face Dad Hat

jessicaleah15

$27.29

Black and Pink Smiley Lightning Bolt Face Dad Hat

female rage Baseball Cap

kassiopeiia

$27.29

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

Nossikko

$25.19

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

Nossikko

$25.19

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

Nossikko

$25.19

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

Nossikko

$25.19

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

Nossikko

$25.19

Grandmillennial art, Preppy Chinoiserie Monkey, orchids and ginger jars Dad Hat

SophieClimaArt

$31.49

M initial (grey) Dad Hat

EMXEdesigns

$25.40

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

PEARROT

$26.24

preppy pattern Baseball Cap

Colorfulman

$28.34

Nope, Blue Aesthetic, Patch, Preppy Blue, Preppy Aesthetic Baseball Cap

Inspired Life Creative

$25.19

cute preppy pink Skull Baseball Cap

Doooriginals

$25.19

YEEHAW! cowgirl boot Dad Hat

Julia Santos

$25.19

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

Inspired Life Creative

$25.19

Preppy Skeleton Dad Hat

Doooriginals

$25.19

Cute Preppy Pink Skeleton Baseball Cap

Doooriginals

$25.19

Preppy color palette striped | pastel preppy Dad Hat

lausn

$26.45

Preppy Neon Dad Hat

Inspired Life Creative

$25.19

Howdy Hoes | Pink Cowboy Cowgirl Rodeo Hat Preppy Aesthetic | MEME HOWDY Y'ALL | White Background Dad Hat

PEARROT

$26.24

preppy skeleton Baseball Cap

New-look-

$25.19

preppy skeleton Baseball Cap

IdeasDream

$25.19

In My Glam Era Baseball Cap

Inspired Life Creative

$25.19

Cute Preppy Pink Skeleton Dad Hat

Doooriginals

$25.19

The Preppy Skeleton On The Swing Baseball Cap

DesignscapeWCF

$24.77

Preppy Classroom Style – Cute School Artwork Baseball Cap

artedigital99

$25.82

Preppy Skeleton Baseball Cap

mohgaylor

$25.19

Hey My Wife Love Me Baseball Cap

mohgaylor

$25.19

Preppy Skeleton Dad Hat

Lilac32

$25.19

Preppy Skeleton With Skateboard pink Dad Hat

funnyshop222

$25.19

The Book Was Better Baseball Cap

mohgaylor

$25.19

XOXO Pink and Orange Cowboy Boots Dad Hat

cerrutwendy

$25.19

The Preppy Skeleton On The Swing Dad Hat

DesignscapeWCF

$24.77

preppy skeleton Dad Hat

Mystic Love Elixir Dad Hat

erbens07

$25.19

Funny Skeleton Dad Hat

mohgaylor

$25.19

Cute Later Gator, Preppy Summer Alligator, Pink Coastal Trendy Girl Baseball Cap

HyphThonia

$25.19

Retro Preppy Pink Bananas Aesthetic Baseball Cap

VibranPalette

$25.19

Coquette Red White and 250 Preppy 250th Anniversary USA 1776 2026 Dad Hat

jackelmbradyt

$23.09

Never Better Skeleton Baseball Cap

mohgaylor

$25.19

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

PEARROT

$26.24

Bite Me, Patch, Heart, Aesthetic Blue Baseball Cap

Inspired Life Creative

$25.19

Iced Like My Soul Baseball Cap

mohgaylor

$25.19

Pink Preppy Skateboard Dad Hat

mohgaylor

$25.19

Till Death Do Us Part Baseball Cap

mohgaylor

$25.19

Preppy Corgi and lemon tree in ginger jar Baseball Cap

SophieClimaArt

$31.49

Preppy Patriotic Goose, Coquette Fourth of July Duck Dad Hat

RamneekFraty

$25.19

Fuck Around And Find Out Baseball Cap

mohgaylor

$25.19

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Preppy Caps

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