Preppy Caps

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1000+ items

NEW YORK OR NOWHERE Dad Hat

JGCcreates

$28.34

Harvard University Bundle Ready to School Baseball Cap

Sabia Creative Lab

$24.14

Carrot Stitch & Stripe Dad Hat

kapewithcream

$22.67

Westwood 75 Tee Baseball Cap

SunriseSupply

$26.24

totally stoned Baseball Cap

becartlienworld

$25.19

Delaware lily floral U D Dad Hat

field3

$25.19

preppy drama llama no more drama Baseball Cap

DonaldMcCullum

$25.19

Golf Logo Callaway Dad Hat

zakief

$25.19

Blondes Have More Fun 2 Baseball Cap

lilywiik

$25.19

Preppy Corgi and lemon tree in ginger jar Baseball Cap

SophieClimaArt

$31.49

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

Shop Your Aesthetic

$25.19

Truvy’s Beauty Spot — Steel Magnolias Dad Hat

therealslimktie

$25.19

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

lilywiik

$25.19

howdy boots - blue Baseball Cap

Julia Santos

$25.19

Conch shell ? Baseball Cap

Rylee Errrrr

$25.19

Preppy Smiley Sticker Baseball Cap

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 Dad Hat

stickers001

$25.19

Smile youre on camera Dad Hat

theredfoxs

$25.19

Pickleball Queen Dad Hat

Alyssa Ernst

$25.19

Beverly Hills Tennis Club Merch Dad Hat

OnlyStansMerch1

$25.19

Cute Teddy Bear Cool Dad Hat

BUABUABUA

$25.19

Retro Preppy Pink Bananas Aesthetic Dad Hat

VibranPalette

$25.19

K Preppy Varsity Letter Patch Dad Hat

Creative Brat Design Studio

$25.19

Pink Smiley Face with Yellow Star Eyes Preppy Dad Hat

MadeByAyla

$25.19

Blaugrana B03 Baseball Cap

NdwikTopDesign

$25.19

Balloon Animal Purple Blue Green Dog Cartoon Baseball Cap

libscreates

$26.24

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

jackelmbradyt

$23.09

American Flag Dad Hat

Claire Dougherty

$27.29

Preppy Aqua Golden Goose Super Star Sneakers Baseball Cap

brookiecookie37

$27.29

Golden Retriever Preppy Madras Field Hockey Dog Dad Hat

preppy summer solid color aqua blue mint green Dad Hat

LEILA ART SPACE

$25.19

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 Baseball Cap

jessicaleah15

$27.29

Black and Pink Smiley Lightning Bolt Face Baseball Cap

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

Do Epik Shit - Preppy Pink Quote - Girl Quote - Sassy Girl - Preppy Aesthetic 2 Baseball Cap

Nossikko

$25.19

I'm That Bitch - Preppy Pink Quote - Girl Quote - Sassy Girl - Preppy Aesthetic Baseball Cap

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 Baseball Cap

Nossikko

$25.19

Good Things Are Coming Sticker -Preppy Pink Quote - Girl Quote - Preppy Aesthetic Dad Hat

Nossikko

$25.19

Cute Later Gator, Preppy Summer Alligator, Pink Coastal Trendy Girl Dad Hat

HyphThonia

$25.19

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

SophieClimaArt

$31.49

M initial (grey) Baseball Cap

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 Multipoo in blue chinoiserie room Baseball Cap

SophieClimaArt

$31.49

preppy pattern Dad Hat

Colorfulman

$26.24

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

Inspired Life Creative

$25.19

cute preppy pink Skull Baseball Cap

Doooriginals

$25.19

Cute Preppy Pink Skeleton Dad Hat

Doooriginals

$25.19

Preppy Neon Baseball Cap

Inspired Life Creative

$25.19

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

Inspired Life Creative

$25.19

Preppy Skeleton Dad Hat

Doooriginals

$25.19

YEEHAW! cowgirl boot Dad Hat

Julia Santos

$25.19

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

PEARROT

$26.24

Preppy color palette striped | pastel preppy Baseball Cap

lausn

$26.45

preppy skeleton Baseball Cap

New-look-

$25.19

In My Glam Era Baseball Cap

Inspired Life Creative

$25.19

preppy skeleton Baseball Cap

IdeasDream

$25.19

XOXO Pink and Orange Cowboy Boots Baseball Cap

cerrutwendy

$25.19

Preppy Skeleton Dad Hat

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 Baseball Cap

funnyshop222

$25.19

The Book Was Better Baseball Cap

mohgaylor

$25.19

Cute Preppy Pink Skeleton Dad Hat

Doooriginals

$25.19

The Preppy Skeleton On The Swing Dad Hat

DesignscapeWCF

$24.77

preppy skeleton Baseball Cap

IdeasDream

$25.19

Bite Me, Patch, Heart, Aesthetic Blue Baseball Cap

Inspired Life Creative

$25.19

Iced Like My Soul Dad Hat

mohgaylor

$25.19

Pink Preppy Skateboard Dad Hat

mohgaylor

$25.19

Till Death Do Us Part Dad Hat

mohgaylor

$25.19

Fuck Around And Find Out Baseball Cap

mohgaylor

$25.19

Preppy Patriotic Goose, Coquette Fourth of July Duck Dad Hat

RamneekFraty

$25.19

Mystic Love Elixir Baseball Cap

erbens07

$25.19

Funny Skeleton Dad Hat

mohgaylor

$25.19

Never Better Skeleton Dad Hat

mohgaylor

$25.19

The Preppy Skeleton On The Swing Baseball Cap

DesignscapeWCF

$24.77

Preppy Skeleton Skateboard Dad Hat

infinitty art

$25.61

Preppy Skeleton Skateboard Baseball Cap

infinitty art

$25.61

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Preppy Caps

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