Awkward Valentine Caps

873 items

I Flirt For Fun And Panic When It Works Relatable Dating Humor Baseball Cap

RetroMini2026

$25.19

~~$31.49~~ (20% off)

Doing Our Best From The Wrong Side Funny Cats Illustration Dad Hat

alvinavery

$23.19

~~$27.29~~ (15% off)

I flirt as joke and panic when it works Dad Hat

Trymeup

$19.62

~~$23.09~~ (15% off)

Funny Weird Frogs Birthday Gift I Like Your Face It Is Weird Dad Hat

LinaValearte

$20.52

~~$24.14~~ (15% off)

I don't like you like that. Dad Hat

gahteeriffico

$20.07

~~$23.61~~ (15% off)

Valentine’s Day But Make It Funny – Meme Love Art Baseball Cap

GraphGUY

$18.47

~~$23.09~~ (20% off)

Happy Valentine's, I guess Baseball Cap

Terrero

$18.47

~~$23.09~~ (20% off)

Awkward Spaghetti Valentine's | Funny Heart Characters Date Dad Hat

Midnight Veil Designs

$21.41

~~$25.19~~ (15% off)

Awkward Valentine's Date | Funny Heart Characters Cartoon Baseball Cap

Midnight Veil Designs

$20.15

~~$25.19~~ (20% off)

Your First Date - Sincere Romantic Master Dad Hat

crazy-butterfly

$19.62

~~$23.09~~ (15% off)

This Is My Love Face – Funny Valentine’s Day T-Shirt Dad Hat

Maximilianos

$20.87

~~$24.56~~ (15% off)

Valentine’s Day Funny Quote – Cute & Awkward Love Gift Dad Hat

Mukesh Saxena

$19.62

~~$23.09~~ (15% off)

Error 404 Valentine Not Found Baseball Cap

bolguzart

$18.47

~~$23.09~~ (20% off)

Error 404 Valentine Not Found Dad Hat

bolguzart

$20.52

~~$24.14~~ (15% off)

Affection Detected Panic Animal shirt Baseball Cap

Koali Tees

$20.15

~~$25.19~~ (20% off)

Hug Me I’m Trying Dinosaurs Dad Hat

FreshVibe Prints

$21.41

~~$25.19~~ (15% off)

Love is sharing pizza. Not feelings. Grumpy Valentine’s Day – Bear and Cat Sharing Pizza Heart Baseball Cap

MirAgency

$18.47

~~$23.09~~ (20% off)

Results May Vary Baseball Cap

Bratty Inner Child

$18.47

~~$23.09~~ (20% off)

Anti Social Extrovert Dad Hat

LiaraLael

$19.62

~~$23.09~~ (15% off)

Roses Are Red I Hate People Sarcastic Anti Valentine Quote Baseball Cap

Quipzzy

$18.47

~~$23.09~~ (20% off)

I suck at love Dad Hat

PaniJaga

$19.62

~~$23.09~~ (15% off)

Kopie von You Had Me At I Hate Small Talk - Funny Introvert Valentine's Day Gift Baseball Cap

TimelessTrue

$20.15

~~$25.19~~ (20% off)

You Had Me At I Hate Small Talk - Funny Introvert Valentine's Day Gift Dad Hat

TimelessTrue

$21.41

~~$25.19~~ (15% off)

Awkward Valentine Crush Character Baseball Cap

Paninides

$20.15

~~$25.19~~ (20% off)

Consider This Flirting Dad Hat

he-art-beats

$21.41

~~$25.19~~ (15% off)

Two penguins standing face to face Baseball Cap

DiadNoche

$18.47

~~$23.09~~ (20% off)

Bad At Flirting Valentine’s Fun Dad Hat

he-art-beats

$21.41

~~$25.19~~ (15% off)

Some Things Are Better Left Alone 2 Dad Hat

D4nnyBoiArt

$23.55

~~$27.71~~ (15% off)

Some Things Are Better Left Alone Baseball Cap

D4nnyBoiArt

$22.16

~~$27.71~~ (20% off)

Ew, Feelings — valentines day Baseball Cap

ZuToMi

$16.79

~~$20.99~~ (20% off)

Socially Awkward Valentine - Cute Shy Cat Holding Heart Dad Hat

ProQ Creative Prints

$19.62

~~$23.09~~ (15% off)

Valentine’s Day Chaos – A Humorous Cartoon of Love, Awkwardness & Emotions Baseball Cap

Vvmd

$21.83

~~$27.29~~ (20% off)

Taco Date Night With Fries – Cute Valentine Food Couple Coloring Page Dad Hat

ComedyInkFactor

$19.62

~~$23.09~~ (15% off)

Ugh Fine Anti Valentines Day Funny Heart Baseball Cap

JackCurtis1991

$20.15

~~$25.19~~ (20% off)

Opposites Repel: Funny Magnet Valentine Dad Hat

HoneyVibe

$19.62

~~$23.09~~ (15% off)

World’s Okayest Ex – Funny Sarcastic Breakup Quote Design Baseball Cap

ArtesioByZaber

$20.15

~~$25.19~~ (20% off)

Awkward Puppets Diego Valentines Day Baseball Cap

Sigapostore

$20.15

~~$25.19~~ (20% off)

Where My Hug At Baseball Cap

Belarte.shop

$18.47

~~$23.09~~ (20% off)

Don’t Shoot I’m Just Here to Take Your Daughter on a Date – Funny Boyfriend Tee Baseball Cap

TestudoDesign

$18.47

~~$23.09~~ (20% off)

Cheeky Heart Meme With A Butt Baseball Cap

Hydravisions

$19.31

~~$24.14~~ (20% off)

Flirting level, agressively awkward (flirt and Valentine's day) Baseball Cap

Peerless-Prime

$50.37

~~$62.97~~ (20% off)

Let's make it weird Fun Dad Hat

FarieArt

$21.41

~~$25.19~~ (15% off)

Let's make it weird Dad Hat

FarieArt

$21.41

~~$25.19~~ (15% off)

Loopy Love Cat – “i luvz you” Dad Hat

Neonyx2020

$20.87

~~$24.56~~ (15% off)

Flight to... (Relationship rerouted to) The Friend Zone Baseball Cap

nature. electrified.

$21.83

~~$27.29~~ (20% off)

Be Mine? Nah, I’m Good. / Introvert Joke Funny T-Shirt Label Baseball Cap

introvertvibes

$20.15

~~$25.19~~ (20% off)

HEART: Blank Inside - funny valentines signs Baseball Cap

DesignsFromTW-S

$20.15

~~$25.19~~ (20% off)

HEART: Bigger is better. - funny valentines signs Dad Hat

DesignsFromTW-S

$21.41

~~$25.19~~ (15% off)

HEART: On my best day, I am barely not stupid. I love you. I need you. - funny valentines signs Dad Hat

DesignsFromTW-S

$21.41

~~$25.19~~ (15% off)

HEART: I believe you, but I trust me more. - funny valentines signs Dad Hat

DesignsFromTW-S

$21.41

~~$25.19~~ (15% off)

HEART: You have been warned. - funny valentines signs Baseball Cap

DesignsFromTW-S

$20.15

~~$25.19~~ (20% off)

HEART: My basement just flooded. - funny valentines signs Baseball Cap

DesignsFromTW-S

$20.15

~~$25.19~~ (20% off)

HEART: I have a lot on my plate. I do not need crazy getting in my way. - funny valentines signs Dad Hat

DesignsFromTW-S

$21.41

~~$25.19~~ (15% off)

HEART: Cupid decided not to waste an arrow. - funny valentines signs Baseball Cap

DesignsFromTW-S

$20.15

~~$25.19~~ (20% off)

HEART: I bet you look up and down when you cross the road. Bless your heart. - funny valentines signs Baseball Cap

DesignsFromTW-S

$20.15

~~$25.19~~ (20% off)

HEART: I want your crock in my kitchen. - funny valentines signs Dad Hat

DesignsFromTW-S

$21.41

~~$25.19~~ (15% off)

HEART: Sure... blame the dog. - funny valentines signs Baseball Cap

DesignsFromTW-S

$20.15

~~$25.19~~ (20% off)

HEART: Beauty fades. Dumb is forever. - funny valentines signs Dad Hat

DesignsFromTW-S

$21.41

~~$25.19~~ (15% off)

HEART: Baby, I love you! - funny valentines signs Baseball Cap

DesignsFromTW-S

$20.15

~~$25.19~~ (20% off)

HEART: Bacon! - funny valentines signs Baseball Cap

DesignsFromTW-S

$20.15

~~$25.19~~ (20% off)

HEART: What an amazing person you are! - funny valentines signs Dad Hat

DesignsFromTW-S

$21.41

~~$25.19~~ (15% off)

HEART: I see darkness and financial burden coming soon. - funny valentines signs Dad Hat

DesignsFromTW-S

$21.41

~~$25.19~~ (15% off)

HEART: It's a beautiful day to leave me alone. - funny valentines signs Dad Hat

DesignsFromTW-S

$21.41

~~$25.19~~ (15% off)

HEART: You are not as dumb as you look. - funny valentines signs Baseball Cap

DesignsFromTW-S

$20.15

~~$25.19~~ (20% off)

HEART: Do people really enjoy your company? - funny valentines signs Baseball Cap

DesignsFromTW-S

$20.15

~~$25.19~~ (20% off)

HEART: I will be here when you want to talk. - funny valentines signs Dad Hat

DesignsFromTW-S

$21.41

~~$25.19~~ (15% off)

HEART: What is the bare minimum I can do for you? - funny valentines signs Dad Hat

DesignsFromTW-S

$21.41

~~$25.19~~ (15% off)

HEART: Avoid Long-Term Exposure - funny valentines signs Dad Hat

DesignsFromTW-S

$21.41

~~$25.19~~ (15% off)

HEART: Let us assume I am right. - funny valentines signs Dad Hat

DesignsFromTW-S

$21.41

~~$25.19~~ (15% off)

HEART: I will buy you dinner first. - funny valentines signs Baseball Cap

DesignsFromTW-S

$20.15

~~$25.19~~ (20% off)

HEART: Deodorant is not optional. - funny valentines signs Baseball Cap

DesignsFromTW-S

$20.15

~~$25.19~~ (20% off)

HEART: Did my ears pop, or are you always this loud? - funny valentines signs Dad Hat

DesignsFromTW-S

$21.41

~~$25.19~~ (15% off)

HEART: Ew, Gross - funny valentines signs Baseball Cap

DesignsFromTW-S

$20.15

~~$25.19~~ (20% off)

HEART: I never doubted doubting you. - funny valentines signs Baseball Cap

DesignsFromTW-S

$20.15

~~$25.19~~ (20% off)

HEART: Assertive Inside - funny valentines signs Baseball Cap

DesignsFromTW-S

$20.15

~~$25.19~~ (20% off)

HEART: I love you anyway. - funny valentines signs Dad Hat

DesignsFromTW-S

$21.41

~~$25.19~~ (15% off)

HEART: I will help you look for the snacks I already ate. - funny valentines signs Dad Hat

DesignsFromTW-S

$21.41

~~$25.19~~ (15% off)

HEART: I am amazing! - funny valentines signs Dad Hat

DesignsFromTW-S

$21.41

~~$25.19~~ (15% off)

HEART: You should do it the way I told you to. - funny valentines signs Baseball Cap

DesignsFromTW-S

$20.15

~~$25.19~~ (20% off)

HEART: Ditto. - funny valentines signs Baseball Cap

DesignsFromTW-S

$20.15

~~$25.19~~ (20% off)

HEART: I need my emergency tiara! - funny valentines signs Dad Hat

DesignsFromTW-S

$21.41

~~$25.19~~ (15% off)

HEART: You dry up my basement. - funny valentines signs Dad Hat

DesignsFromTW-S

$21.41

~~$25.19~~ (15% off)

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Awkward Valentine Caps

Worldwide Shipping

Secure Payments

Free Return

Local Support

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