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Sideshow Bob Hats

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Kill Bart Volume 1 - Sideshow Bob Hat
Main Tag:  

Description: Sideshow Bob takes on the role of "The Bride" in this Kill Bill movie parody. Armed with a katana and a grudge against Bart Simpson.

Tags: bart simpson, katana, kill bill, movie parody, pop culture

Kill Bart Volume 1 - Sideshow Bob Hat

by LucyWeber

$12 $19

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Sideshow Collector Hat
Main Tag:  

Description: Batman Junkie

Tags: comic art

Sideshow Collector Hat

by DTMNYC

$12 $19

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I object to this pointless endeavor Hat
Main Tag:  

Description: I object to this pointless endeavor informally now and by affidavit later,

Tags: homer, blimp, duff blimp, simpsons, bob

I object to this pointless endeavor Hat

by Way of the Road

$12 $19

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Sideshow Bob Hat
Main Tag:  

Description: Sideshow Bob

Tags: 90s, bart, die bart, funny, simpsons

Sideshow Bob Hat

by Jamie D 13

$12 $19

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LET THE SIDESHOW BEGIN. Hat
Main Tag:  

Description: Hurry hurry, step right on in.

Tags: sideshow bob

LET THE SIDESHOW BEGIN. Hat

by ROBZILLA

$12 $19

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The Simpsons Sideshow Bob Frasier I’m Listening Hat
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Description: I’m listening. The Simpsons and Frasier mash up fan art.

Tags: bart, crossover, frasier, frasier crane, homer

The Simpsons Sideshow Bob Frasier I’m Listening Hat

by Jamie Collins

$12 $19

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It’s Not Just Good… It’s Good Enough – Krusty Approval Badge (Orange Edition) Hat
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Description: A bright retro approval badge featuring a manic carnival clown and the ultimate half-hearted endorsement: “It’s Not Just Good… It’s Good Enough.” This version swaps in bold orange lettering for an even louder vintage carnival look. With classic circus colors, thick outlines, and playful badge styling, the design feels like something pulled straight from an old midway prize booth. Perfect for fans of retro cartoon humor, vintage circus aesthetics, and anyone who appreciates praise that’s enthusiastic… but maybe a little questionable. A fun, sarcastic statement piece for theme park fans, lovers of old-school animation style, and anyone who knows that sometimes “good enough” is good enough.

Tags: bart, homer, itchy and scratchy, krusty the clown, krusty the klown
Krustyland Hat
Main Tag:  

Description: Approved by Ralph.

Tags: universal studios, simpsons, springfield, homer simpson, sideshow bob

Krustyland Hat

by Super20J

$12 $19

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Riddle Bob Hat
Main Tag:  

Description: The Simpsons Sideshow Bob as the Riddle Box emblem

Tags: bart simpson, homer simpson, icp, insane clown posse, juggalo

Riddle Bob Hat

by ScherffDoodles

$12 $19

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Sideshow Bob Vendetta Hat
Main Tag:  

Description: Sideshow Bob wearing the V for Vendetta mask while holding a knife, merging the Springfield villain with the iconic anarchist.

Tags: anarchy, dark parody, guy fawkes, movie mashup, pop

Sideshow Bob Vendetta Hat

by taphonomenon

$12 $19

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Vote Sideshow Bob Hat
Main Tag:  

Description: Mayor Quimby even released Sideshow bob, a man twice convicted of attempted murder. Can you trust a an like Mayor Quimby?

Tags: bart simpson, homer simpson, mayor quimby, sideshow bob, sideshow bob roberts

Vote Sideshow Bob Hat

by Pacific Trident Global

$12 $19

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Witness Relocation Program (Black Text) Hat
Main Tag:  

Description: Is a crazed maniac trying to kill your son? Need a new place to live? WRP can help! We can set you up in one of our secure locations to keep you, and your wacky family safe. Choose from "Cape Fear", "Terror Lake", "New Horrorfield" or "Screamville". Your new life awaits you Mr. & Mrs. Thompson!

Tags: witness relocation program, hms pinafore, text, funny, roufxis

Witness Relocation Program (Black Text) Hat

by Roufxis

$12 $19

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Witness Relocation Program (WhiteText) Hat
Main Tag:  

Description: Is a crazed maniac trying to kill your son? Need a new place to live? WRP can help! We can set you up in one of our secure locations to keep you, and your wacky family safe. Choose from "Cape Fear", "Terror Lake", "New Horrorfield" or "Screamville". Your new life awaits you Mr. & Mrs. Thompson!

Tags: witness relocation program, mr thompson, hms pinafore, homer, funny

Witness Relocation Program (WhiteText) Hat

by Roufxis

$12 $19

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Die Bart Die The Simpsons Frasier Mashup Hat
Main Tag:  

Description: Die Bart Bie! Sideshow Bob as Dr Frasier Crane. The Simpsons and Frasier mashup fan art, digital drawing design.

Tags: apartment, cartoons, comedy, die bart die, fan art

Die Bart Die The Simpsons Frasier Mashup Hat

by Jamie Collins

$12 $19

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Krustyland Simpsons Ride Waiting Room Sign Hat
Main Tag:  

Description: Bold, retro-style circle sign that reads “More Fun Than Sitting at Home,” inspired by the quirky artwork found in the Springfield area of Universal Orlando. Perfect for Simpsons fans, Krustyland ride enthusiasts, and anyone who loves theme park nostalgia, carnival signage, and parody designs that celebrate classic cartoon humor.

Tags: homer, krusty, krustyland, sideshow bob, simpson

Krustyland Simpsons Ride Waiting Room Sign Hat

by Theme Park Life

$12 $19

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The Bart, The Hat
Main Tag:  

Description: Die Bart, Die. That's just German for "The Bart, The."

Tags: monty burns, springfield, krusty the clown, i bring you love, cape feare

The Bart, The Hat

by illu

$12 $19

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It’s Not Just Good… It’s Good Enough – Krusty Seal of Approval Hat
Main Tag:  

Description: A bold retro-style seal of approval design featuring a wild-eyed carnival clown and the ultimate backhanded compliment: “It’s Not Just Good… It’s Good Enough.” Inspired by vintage circus branding and classic cartoon satire, this bright badge-style graphic delivers a perfect mix of chaotic energy and questionable endorsement. Ideal for fans of retro animation humor, carnival aesthetics, and anyone who appreciates approval that’s… enthusiastic but not exactly glowing. Great for theme park lovers, cartoon fans, and anyone who knows that sometimes “good enough” really is good enough.

Tags: bart, homer, krusty the clown, lisa, ralphie
The Simpsons Gang Holding Guns Hat
Main Tag:  

Description: The main characters of The Simpsons are depicted in a gritty, gangster-like pose, each holding a firearm against a dark, urban backdrop.

Tags: bart simpson, cartoon characters, crime, gang, guns

The Simpsons Gang Holding Guns Hat

by DIO ROCKO

$12 $19

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The Bart, The Hat
Main Tag:  

Description: Show the world you're not evil because you can speak German

Tags: bart, german, parody design, sideshow bob, simpsons

The Bart, The Hat

by demoscene

$12 $19

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Li'l Lugger Trailer Rentals Hat
Main Tag:  

Description: Little Lugger Trailer Rentals. Serving Springfield, Cap City and Cypress Creek.

Tags: lil lugger, little, hank scorpio, sideshow bob, homer

Li'l Lugger Trailer Rentals Hat

by Brightfeather

$12 $19

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Now I’ve Seen Everything Hat
Main Tag:  

Description: An alligator with sunglasses? Ha! Now I've seen everything!

Tags: 90s, bart simpson, blinky, bort, cartoon

Now I’ve Seen Everything Hat

by Meant for Very Few

$12 $19

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DIE BART DIE Hat
Main Tag:  

Description: Oh, no, that's german for: "die bart, die"

Tags: bart, bart simpson, bob, sideshow, sideshow bob

DIE BART DIE Hat

by Hounds_of_Tindalos

$12 $19

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The Bart, The Hat
Main Tag:  

Description: translated from the original german

Tags: manga, anime, cartoon, humor, costume

The Bart, The Hat

by Fullmetal Tees

$12 $19

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