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Newsboy Hats

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News Boy Hat
Main Tag:  

Description: Watercolour illustration of child news boy

Tags: children, kids, extra, childhood cartoons, childhood

News Boy Hat

by BeckyDesigns

$12 $19

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Retro Cartoon Kangaroo Newsboy Hat
Main Tag:  

Description: This vintage-inspired design features a cheerful cartoon kangaroo newsboy holding rolled-up newspapers and coins. With a retro rubber-hose animation style, this cute character is perfect for fans of classic animation and nostalgic art.

Tags: 1930s, 1940s, animation, cash register, classic cartoon

Retro Cartoon Kangaroo Newsboy Hat

by Good Moods

$12 $19

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Vintage Peaky Blinders Newsboy Smoking Cat Hat
Main Tag:  

Description: Vintage Peaky Blinders Newsboy Smoking Cat

Tags: black and white cat art, cat dad, cat lover, cat meme, cats

Vintage Peaky Blinders Newsboy Smoking Cat Hat

by aich_art

$12 $19

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250 Years! Newsboy Hat
Main Tag:  

Description: It's been 250 years since a we've had a king. Celebrate the semiquincentennial with this cute newsboy design.

Tags: 1776, 1776 2026, 250 years america, 250th anniversary, 4th of july

250 Years! Newsboy Hat

by Slightly Unhinged

$12 $19

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I'm Just Here For The Drink Vintage Skull Newsboy Cap Stein Hat
Main Tag:  

Description: Gritty hand-drawn saloon emblem showcasing a grinning skeleton in a newsboy cap raising a frosty glass stein framed by golden wheat ears and wood textures. A bold retro graphic made for blue-collar workers, garage mechanics, bikers, and tavern goers.

Tags: alcohol, beer, beer brewer, beer drinker, beer drinking team

I'm Just Here For The Drink Vintage Skull Newsboy Cap Stein Hat

by Blossom Bouquet Gallery

$12 $19

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Drinks Are On Me Vintage Flat Cap Tipping Hat Humor Meme Hat
Main Tag:  

Description: Break the ice at the bar or party with this cheeky Drinks Are On Me Shirt showcasing a smiling gentleman tipping his vintage herringbone flat cap. Built for fans of dark internet humor, ironic meme culture, and unforgettable night-out conversation starters, this Shirt stands out on asphalt grey.

Tags: adult comedy graphic, awkward laugh, cheeky drink joke, dark humor party, edgy party conversation

Drinks Are On Me Vintage Flat Cap Tipping Hat Humor Meme Hat

by Doghogart

$12 $19

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Dancers in plaid Hat
Main Tag:  

Description: Dancers based on Newsies musical

Tags: 20s, 20th century, broadway, choreography, dance

Dancers in plaid Hat

by Design by Maria

$12 $19

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Peaky Blinders By Order Of The Skull Graphic Hat
Main Tag:  

Description: Peaky Blinders By Order Of The Skull Graphic

Tags: arthur shelby, birmingham, birmingham gang, by order of the peaky blinders, cillian murphy

Peaky Blinders By Order Of The Skull Graphic Hat

by ThabitBrothers

$12 $19

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Tommy Shelby Hat
Main Tag:  

Description: Vintage-inspired flat-cap and tailored-suit artwork evoking sharp 1920s street style.

Tags: 1920s fashion, british vintage, dapper gentleman, dark suit, flat cap

Tommy Shelby Hat

by SweetAdriaan

$12 $19

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Thomas Shelby Hat
Main Tag:  

Description: A stylized illustration of a sharp-dressed 1920s-era gangster in a flat cap and tailored suit. Evokes vintage menswear and noir portraiture.

Tags: 1920s style, classic tailoring, dapper gentleman, flat cap, mobster look

Thomas Shelby Hat

by SweetAdriaan

$12 $19

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Peaky Blinders Tommy Shelby Red Bar Eye Graphic Hat
Main Tag:  

Description: Peaky Blinders Tommy Shelby Red Bar Eye Graphic

Tags: bbc drama series, birmingham, cillian murphy, gangster, high contrast stencil art

Peaky Blinders Tommy Shelby Red Bar Eye Graphic Hat

by ThabitBrothers

$12 $19

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Retro Vintage Stay Puggin Classy Flat Cap Funny Pug Dog T-Shirt Hat
Main Tag:  

Description: Show off your sophisticated side and your love for dogs with this hilarious "Stay Puggin' Classy" t-shirt. Featuring a cute pug wearing a traditional tweed flat cap set against a classic distressed retro vintage sunset background, this graphic tee is the perfect blend of humor and style. Whether you are a proud pug owner, a dog lover, or just someone who appreciates a great animal pun, this shirt is sure to bring smiles wherever you go. It makes a fantastic and unique gift for pug moms, pug dads, and anyone with a classy sense of humor!

Tags: beagle dog, classic cartoon, dog, dog lover, dogs

Retro Vintage Stay Puggin Classy Flat Cap Funny Pug Dog T-Shirt Hat

by Emotional Error Collective

$12 $19

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Ragamuffin - Funny Retro Terrier Dog Slang Art Hat
Main Tag:  

Description: Ragamuffin (noun): A person, typically a child, in ragged, dirty clothes; a delightfully scruffy or mischievous rascal. Clad in a tattered jacket of patchwork paisley and a feathered flat cap, this spunky wire-haired terrier struts down a misty cobblestone street with undeniable charm. Framed by vintage streetlamps, swirly clouds, and intricate Art Nouveau foliage, this piece brings a classic, eccentric word.

Tags: 70s typography, art nouveau, cobblestone, dog, funny slang

Ragamuffin - Funny Retro Terrier Dog Slang Art Hat

by Fisheyed Graphics

$12 $19

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Bridled Sparrow Hat
Main Tag:  

Description: Bridled Sparrow in newsboy cap

Tags: bridled sparrow, newsboy cap, animals, pastel, birds

Bridled Sparrow Hat

by AnimalsPastelArt

$12 $19

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