Flying Monkey - The Wizard of Oz (1939)
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Flying Monkey - The Wizard of Oz (1939)

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Dorothea Tanning, Birthday (1942)
After Max Ernst saw this then-unfinished and -unnamed painting and flagged it for Peggy Guggenheim, Tanning joined Guggenheim’s Exhibition by 31 Women in early 1943.
A Winged Monkey and possibly(??) a Munchkin in the new Apple TV series Sisters Grimm!
I don’t know much about the original book series however Glinda is a villain in them working for Prince Charming with a Once Upon A Time/ Fables type of situation going on where fairytales have moved to the real world.
Michael Thomas
Character Sketches for a Wizard of Oz Game:
For this early concept pass, I reached for my red Polychromos pencil and sketch paper to explore a whimsical, theatrical take on the Wizard of Oz cast. I wanted each character to feel expressive and storybook-ready—playful silhouettes, exaggerated poses, and a touch of surreal charm.
The Tin Man came together with blocky limbs and a cheerful wave. His simplified joints and rivets keep him readable while hinting at his mechanical nature.
A joyful Munchkin floats above the others, arms raised in celebration. I kept the features small and cherubic, emphasizing delight and energy.
The Scarecrow is lanky and loose-limbed, with straw poking out and a stitched smile that feels goofy and endearing.
The Wizard is all flair—top hat, glasses, and a dramatic pose with teacup in hand. I gave him a showman’s vibe, like he’s always mid-performance.
The Munchkin Mayor has a rotund silhouette and a sweeping mustache, tipping his hat with pride.
The Lion is stylized with a big mane and soulful eyes—less ferocious, more lovable.
A pile of mice huddle together at the bottom, lifting a steaming teacup in perfect coordination—an unexpected moment of charm and support for Dorothy.
And finally, the Winged Monkey has a mischievous grin and a compact, impish build—ready to zip through the skies or stir up trouble.
I kept the linework loose and gestural, letting the red pencil unify the page with warmth and energy. These sketches are meant to spark ideas and invite feedback—each character is a starting point for further development, whether that means refining costume details, adjusting proportions, or exploring alternate moods.

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Early costume tests for the MGM's Winged Monkeys:
I like Oz stuff. So I designed some Oz-inspired HorrorVale OC concept stuff.
Angelic Monkee
A liddle something I made for a friend's birthday.
He said he loved it and then broke it ten minutes later (definably his fault and not mine for not making the staff sturdy enough (nobody tell him that)). Now it's a running joke that every time I give a gift to someone, they say how they're not gonna break it like [Friend] did.
I remember trying to figure out what I was gonna make for him and then I held a gorilla toy and eagle toy in hand. "Winged monkey? That's stupid. We're so doing it though".
Then this beauty was created.
How many flying monkeys do you think a flying gorilla could take in a fight?