Headless Kids T-Shirts

Headless Horseman

The Headless Horseman ready to ride this Halloween.

A ghostly horseman on a demon steed charges through Halloween night, inviting you to join him. Ride with him or get a flaming pumpkin in the face. Your choice.

Grim Reaper

Funny music t-shirt design featuring a headless guitarist.

The ultimate Halloween costume.

This fun illustration features the headless horseman, perfect for Halloween.

The Headless Horseman ready to ride this Halloween.

My version of the Headless Horseman from The Legend of Sleepy Hollow

A spooky Halloween design of The Headless Horseman of Sleepy Hollow.

The Headless Horseman ready to ride this Halloween.

This is my interpretation of the legendary figure of American folklore, the Headless Horseman. Here he is portrayed in a Celtic style. Legend has it that the Headless Horseman was a Hessian (German) mercenary fighting for the British in the American Revolutionary War. That was, until an American cannonball took off his head! Now he rises every Halloween night to prowl the Village of Sleepy Hollow, NY searching for his missing head, and terrorizing locals for centuries.

Design by silent Marsh Tattoo at Dizzibot Studios in Allentown pa

You can't reason with a headless man!

The Headless Horseman in the Rat Fink style

I can/t think of a better way to say "Skate or Die."

The Hessian selects just the right pumpkin to present to his schoolteacher friend. Copyright © 2023 by J.E.Larson

Queen Anne Boleyn holding her head.

The ride of the Headless Horseman is a Halloween Classic. Enjoys my version of the scary caricature of this tale.

Very different from Sirenhead. He just wants to go to work and drink his coffee!

You'll laugh your head off- guaranteed!

Thompson Gunner

Drawn for Halloween a few years back.

The Headless Horseman just wasn't as menacing when his horse was in the shop.

illustration of a bucking horse with his headless rider

Retro comic design perfect for kids and adults who love skateboarding. Grab this design as a birthday or Halloween gift for your friend or family member who also loves the headless horseman. The design is also great for a Christmas present.

A spooky and adorable crossover with a lothcat from Star Wars! Stock up for Halloween or celebrate the season year round!

scary symmtry halloween

The Legend of Sleepy Hollow, The Headless Horseman

tribute

This is a brazilian nightmare, the headless mule, also known as "Mula Sem Cabeça"

1 color print

Headless

Headless Horseman

A creepy design fitting for those who love Halloween! It can also be given as a birthday or Christmas gift to your best friend, relative, boyfriend or girlfriend who also love Halloween! This design is fitting in time for Halloween (October 31st)

The Hessian who was also Headless