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Funny & Whimsical Tee Shirts

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Add some humor and charm to your wardrobe with these funny and whimsical  tee shirts! From playful pups to quirky wildlife, to sports and holidays there’s a tee for all ages. Whether you're shopping for yourself or a gift for someone special, these tees bring joy and style. Plus, when you buy through the links, I earn a sm...
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Dogs

Celebrate the joy of dogs by wearing your favorite breed! This collection features tees perfect for dog lovers of all kinds, and with options for all sizes. Most tees pair perfectly with jeans, denim, or shorts for a comfy, casual look.

 
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This cute birthday tee is wonderful for Jack Russell Terriers fans!
Jack Russell Terrier At Birthday Party by daphsam-designs
 
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Cheerful Akita Inu with balloons and a cookie dough vanilla birthday cake, featured on a t-shirt—perfect for dog lovers and birthday celebrations.
Happy Birthday Akita Inu with Vanilla Cookie Dough Cake by daphsam-designs
 
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Whippet dog with cookie dough vanilla cake, balloons, and confetti, printed on a t-shirt—perfect for dog lovers and birthday celebrations. Style it with jeans, denim shorts, or leggings for a fun, casual look.
Happy Birthday Whippet With Cookie Dough Vanilla Cake by daphsam-designs
 
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Adorable Bloodhound with birthday cake decorated with chocolate chip cookies, printed on a t-shirt—perfect for dog lovers and birthday celebrations. Style with jeans, denim shorts, or leggings for a fun, casual look.
Bloodhound Dog Celebrating a Birthday by daphsam-designs
 
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This is a fun illustration of a Jack Russell Terrier driving a golf cart.
Driven By Golf, Powered by Terrier Golf Cart by daphsam-designs
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This cute Schnauzer is sitting in a golf cart.
Schnauzer Sitting In Pink Golf Cart by daphsam-designs
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A handsome Golden Retriever sitting in a golf cart.
The Only Caddie I Trust Golden Retriever In Golf Cart by daphsam-designs
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An adorable Shih Tzu driving a golf cart in this black and white illustration.
Where Mulligans Fly & Shih Happens by daphsam-designs
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This adorable collie, lifting its leg with wooden bone crutches, complete with little tennis ball stoppers, makes a funny artwork for someone who is recovering from surgery or injury.
Taking a "Paws" Collie On Crutches by daphsam-designs
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This adorable Kawaii Art is of a Cavalier King Charles Spaniel popping out of a Salmon Roll.
Kawaii Art Cavalier King Charles Spaniel Salmon Roll by daphsam-designs
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This adorable Cavalier King Charles Spaniel is wrapped in a Tamaki Roll.
Cavalier King Charles Spaniel Tamaki Roll by daphsam-designs
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Here is a cute group of six Cavalier King Charles Spaniel Sushi Rolls that features adorable Cavalier's in different sushi rolls.
Six Cavalier King Charles Spaniel Sushi Rolls by daphsam-designs
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Cats

Calling all cat lovers- here are so cool cat designs that are both dramatic, funny and totally adorable. 

 
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Jaguar sitting by boho vases with a boho sun design, printed on a t-shirt—perfect for animal lovers and boho style enthusiasts. Style with jeans, denim shorts, or leggings for a relaxed, trendy look.
Jaguar Boho Still Life by daphsam-designs
 
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Super cute design for a Cat mom!
Cute simple design womens black cat lover mom T-Shirt
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Such a great play on words!
I do Whatever I want Funny Cat T-Shirt
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Cute way to customize a cat loving tee shirt!
I Love My Girlfriend's Cat Custom Photo T-Shirt
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Such a cute tee shirt for a graduation!
Fun Grad 2025 Did It For Cat Graduation T-Shirt
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As a pet owner, I can appreciate this!
Funny Plans With My Cat Cute Drawing Typography T-Shirt
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Birds

I love birds and these are so fun designs.

 
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This is a cute tee shirt for owl lovers.
Owl Sleep Cycle = My Sleep Cycle Quote T-shirt
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Got to have a Big Bird Tee shirt!
Retro Art Big Bird T-Shirt
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I love snowy owls and this tee shirt is epic!
Snowy Owl in the Midst of a Swoop in watercolor T-Shirt
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Zoo Animals

Here are some cute zoo animals from pandas to tigers to elephants. It's all here!

 
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This adorable Kawaii Panda is drinking a bubble tea.
Kawaii Baby Panda Drinking Bubble Tea by daphsam-designs
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This adorable kawaii baby tiger is drinking a bubble tea.
Kawaii Baby Tiger Drinking Bubble Tea by daphsam-designs
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Golf

There are some funny golf tee shirts that will land for anyone who loves this frustrating yet very popular sport. 

 
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What do birthdays and golf have in common? They both start with hope and end up with cocktails and denial!
Birthday Golf Humor Tee – Hope to Denial Saying by daphsam-designs
 
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Funny Christmas art featuring a freezing golf ball patiently waiting for Santa to take his golf shot during a snowy Christmas golf scene perfect holiday art for die-hard golfers and golf lovers.
Dear Santa Take the Shot Golf Shirt – Funny Christmas Golf Ball Tee by daphsam-designs
 
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⛳️ Green vibes, good drives, and retro golf style! This Golf Cart T-Shirt is perfect for sunny days on the greens or just cruising in casual comfort. 🌞🏌️‍♂️
Green Vibes and Good Drives Golf Cart by daphsam-designs

Christmas

Christmas is one of my favorite holidays to illustrate. 

 
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Even Santa Claus needs some help with his aches and pains! This trusty elf and Rudolph are on the job, but Santa doesn’t look too sure about it.
Funny Christmas Acupuncture T-Shirt – Santa Ho Ho Ouch Holiday Tee for Acupuncturists & Patients by daphsam-designs
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Halloween

Here are so funny Halloween tee shirts that I illustrated and worked on fining the right wording to go with the designs! 

 
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This Halloween tee shirt is of a graveyard at Halloween with bats and an owl with a grimreaper overseeing the graveyard of your dating life which is dead.
Here Lies My Dating Life Graveyard Halloween by daphsam-designs
 
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☕👻 Haunted… but only before coffee! This cute ghost tee, painted in watercolor style, is perfect for coffee lovers, Halloween fans, and anyone who loves cozy fall vibes.
Watercolor Ghost Caution: Haunted Before Coffee T-Shirt