# drawloween inktober halloween headlesshorseman ichabodcrane pumpkin blackpumpkin illustration horsestick hobbyhorse iheartarlo monstertober monstertober2021 urraocs spookymonth originalcharacter digitalart destiny destiny2 destiny2art destinyart artist artwork doodle draw drawing fanart artoftheday undertale art inktoberchallenge inktoberday inktoberprompts nectober nectober2021 papyrus drawctober october monstergirlchallenge decoytheskeletalboy dullahan massivebust enormoustits hyperbreasts thicc overusedtrope motudrawingchallenge mastersoftheuniverse halloween2021 sleepyhollow halloweenfrightzone filmation trevorproject tarotoffear roblox robloxdev robloxdesigner robloxclothing rtcdesigners robloxart robloxgfx robloxugc robloxcommissions

I accidentally watched a fanart of this character from and now I'm like obsessed with their design.

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Creatober prompt: List made by @/Cuervo_Ambar 🛐💖

8 18
2021-10-20

In celebration of the Halloween season, we are showcasing the spookiest artifacts in our collection. 🎃 The Headless Horseman rides again in this concept art by Mary Blair for The Adventures of Ichabod and Mr. Toad (1949), a post-war package feature. 🎨: Mary Blair

68 318
2021-10-20

Headless Horseman where the horse is also headless!

0 1
2021-10-20

You won’t beheading home.
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Thinking about Haunted Sector voicelines. Wonder if we’ll ever get to fight headless exos, cause that’ll be very cool.

164 1241
2021-10-18

😭✨💖 ไปแจมตี้พี่อุเคียวมาค่ะ นุได้สีมาเจนต้าอีกแร้ว555555
TW : headless 😵 https://t.co/Drm8SCFbgs

138 426
2021-10-17

something tells me it won’t be too hard to outrun the headless horseman this year '

145 1202
2021-10-17

New PFP!!! I was so surprised when I got back from School and found this amazing Headless Horsemen 1/1 by 😱👀🔥

A reward for holding one of his PumpkinKids💎

Going to wear this proudly for the rest of Spooky October 👀

Your art is amazing as usual Sir Jack ✨

5 24
2021-10-16

Quite proud of this one. Whipped this up in about an hour, mostly because I am dying from lack of sleep💀🌕
Oct. 13: Moon

5 27
2021-10-14

Masters of Halloween: Headless Horseman (Filmation style) for the Halloween Fright Zone challenge!

3 9
2021-10-14

One of my favorite stories yet I've never seen Sleepy Hollow xD

The Headless Horseman
Halloween illustration

1 6
2021-10-13


The campaign is funded which means we are in stretch goal territory and every little bit helps us support the As promised I shall reveal my card upon my birthday. I give to you:
The Knight of Swords as
The Headless Horseman

8 18
2021-10-13

7 Headless Horseman

0 1
2021-10-12

DEATH BATTLE! Headless Horseless Horsemann VS Master Mummy

16 113
2021-10-12

Monstober Day 11: Dullahan

Headless girls have more fun 🥰

0 6
2021-10-12

yoo finished a comm for my headless comms are still open for anyone who's interested n pls comm me im desperate

92 356
2021-10-11