Cowboy Bear Merch
Description: A cartoon bear dressed as a cowboy, wearing a cowboy hat, brown shirt, blue jeans, and boots. The bear holds a handgun. The text 'YOU'VE YEE'D YOUR LAST HAW' is displayed above and below the character in a distressed, western font.
Yee'd Your Last Haw Cowboy Bear Baseball T-Shirt
by Chacha Story Planets
$19 $26
Description: A funny western teddy bear design featuring a grumpy cowboy bear with a hat, bandana, boots, and bold rodeo-style lettering. Perfect for cowboy humor fans, western lovers, country style outfits, teddy bear collectors, rodeo friends, ranch life fans, and anyone who enjoys cute sarcastic animal graphics.
Funny Cowboy Bear Cash Money Partner Western Graphic Tank Top
by Farbver Liebte
$16 $21
Description: A cartoon bear in cowboy attire holding a revolver, standing next to a saguaro cactus with a pink flower. The text 'YOU'VE JUST BUTTERED YOUR LAST BISCUIT' is arched above and below the characters in a rustic font against a transparent background.
You've Just Buttered Your Last Biscuit Cowboy Bear Posters and Art
by chasingvisions
$10 $14
Description: A retro western bear design featuring a cool cowboy bear with sunglasses, a money bag, and a bold sarcastic quote. Perfect for fans of funny cowboy humor, western animal graphics, bear lovers, money joke designs, and anyone who enjoys playful vintage-style western gifts.
Retro Western Bear Cash Money Partner Cowboy Humor Gift Mug
by Gift4U2025
$13 $18
Description: Cowboy Bear Riding a Turtle. Beautiful design perfect for people who love funny bear and adorable animal. Grab this design as a birthday gift for the person you love who also loves Cowboy Bear Riding a Turtle and stuffed animal. The design is also great for Christmas.
Cowboy Bear Riding a Turtle Enjoy the Ride Long Sleeve T-Shirt
by Teddy Club
$17 $24
Cowboy Space Sloth On Polar Bear Unicorn - Taco Bag
by Random Galaxy
$19 $24
Description: This vintage-style line art design features a rugged grizzly bear rocking a cowboy hat while riding a bucking bull. Capturing a humorous, wild Western aesthetic with retro star accents, it brings a tough but funny country vibe to life. Completed with the ironic text "And They Call THE THING Rodeo," it's the perfect gift for rodeo fans, country music lovers, and fans of funny animal memes.
And They Call The Thing Rodeo - Funny Cowboy Bear Bull Riding Socks
by SLONDES
$14 $20
Description: This vintage-style line art design features a rugged grizzly bear rocking a cowboy hat while riding a bucking bull. Capturing a humorous, wild Western aesthetic with retro star accents, it brings a tough but funny country vibe to life. Completed with the ironic text "And They Call THE THING Rodeo," it's the perfect gift for rodeo fans, country music lovers, and fans of funny animal memes.
And They Call The Thing Rodeo - Funny Cowboy Bear Bull Riding Magnet
by SLONDES
$3.75 $4.75
Description: A retro-style graphic features a cowboy in a hat and red bandana riding a brown bear. The cowboy holds a whip and a bottle. The background includes a sunset with layered horizontal stripes of orange, yellow, and teal, framed by a black border and silhouettes of pine trees.
Safety Third Cowboy Riding Bear Retro Sunset Pin
by serviannamerch
$2.75 $3.25
Description: Get ready to have your flabbers gasted with this hilarious bear cowboy figure. With its unique and funny design, this figure is sure to bring a smile to your face every time you see it. Perfect for adding a touch of humor to your home or office decor.
My Flabbers Have Been Gasted Funny Bear Cowboy Crewneck Sweatshirt
by Bunga Lipa
$28 $35
Description: A retro-style graphic depicting a cowboy on horseback, riding a bear. The cowboy is holding a lasso overhead. The scene is set against a sunset with horizontal stripes of orange, yellow, and teal. Silhouetted pine trees are visible on the left and right sides.
Cowboy Riding a Bear with Lasso Sunset Retro Sticker
by DIO ROCKO
$3.00 $3.50
Description: A circular emblem in sepia tones featuring a cowboy with a beard, riding a large bear while holding a rifle. The text 'I DON'T NEED CHATGPT' arcs along the top, 'ESTD' on the left, '1900s' on the right with stars, and 'I'M FROM THE 1900S' along the bottom.
I DON'T NEED CHATGPT I'M FROM THE 1900s Cowboy Bear Emblem Mug
by DORI STORE
$13 $18
Description: A vintage-inspired composition features a woman in a cowboy hat and futuristic armor, holding a rifle. Beside her stands a cybernetic bear with a mechanical eye and a small cat. The background depicts mountains under a twilight sky with circuit board patterns.
Mountain Mama Cowboy Woman with Cybernetic Bear and Cat Tank Top
by kiwico
$16 $21
Description: A silhouetted cowboy wearing a hat and vest rides a bear while holding a lasso and a bottle. The scene is set against a retro-style sunset with horizontal stripes of yellow, orange, and teal. Cactus and pine trees are visible in the foreground.
Cowboy Riding Bear Retro Sunset Baseball T-Shirt
by lauren dephyls studio
$19 $26
Description: A fun western teddy bear design with country dance club energy, featuring a cowboy hat, plaid flannel, graphic tee, wide-leg jeans, red cowboy boots, belt buckle, and confident hands-in-pockets pose. Perfect for fans of line dancing, country music nights, western style, rodeo vibes, cowboy boots, dance clubs, and playful bear streetwear.
Cowboy Bear Line Dance Club Western Tee Crewneck Sweatshirt
by Boogie's NW Supplies
$28 $35
Bear Riding Bike: Dilly Dally Cowboy Phone Case
by Characterpainter
$17 $23