Wind-Up Monkey Riding Donkey Toy | 1950s Plush Mechanical Collectible

Straight from the golden age of tin and tick-tock toys comes this delightful 1950s wind-up monkey riding donkey figure — a whimsical piece of mid-century craftsmanship that captures the heart of childhood play.

Dressed in bright red felt and perched confidently on his loyal donkey, this plush monkey was built for motion and laughter. Once wound, he springs to life, rocking gently as if on a parade through memory lane. His oversized eyes, stitched details, and felted clothing all echo a time when toys were handmade with care — designed to entertain, not just occupy.

Whether you’re a collector of vintage mechanical toys or simply someone who loves a bit of nostalgic charm, this piece brings personality and playfulness to any shelf or display.

Discovered inside Chicago’s most unusual vintage vault, this little rider is proof that joy — like craftsmanship — stands the test of time.

Details:
Original 1950s wind-up plush monkey riding donkey toy
Fully mechanical design (movement not guaranteed with age)
Felt clothing, plush body, and tin key mechanism
Excellent vintage condition with light wear consistent with age
Dimensions: approximately 6” tall × 5” long