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Description

When I saw this shot in the trailer, I wondered if it was even possible for horses to roller skate. Apparently it is. Life magazine apparently featured a photo of Jimmy The Roller Skating Horse.

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xLeadMarex
Solar Supporter - Fought against the New Lunar Republic rebellion on the side of the Solar Deity (April Fools 2023).
Non-Fungible Trixie -
Artist -
Verified Pegasus - Show us your gorgeous wings!
Preenhub - We all know what you were up to this evening~

Extremely indecisive!
Me: Draws MLP characters as horses. Tada!  
The Fandom: This is disguising, it’s not cute enough like show-accurate.  
Also me: Sees people compare disproportionate horse characters to real life horses. …Huh…?
Wild Stallions
An Artist Who Rocks - 100+ images under their artist tag
My Little Pony - 1992 Edition
Artist -

Here’s the May 19 1952 issue of Life Magazine he appeared in. If this is to be believed, seems like he was skillful.
 
This is quite an unusual horse and not merely because of his light blue eyes or breast markings which resemble a baseball chest-protector. His name is Jimmy. He shakes hands, lies down or sits up when told, can even walk around on his knees. He also kneels as if saying prayers. Since he is only 2 years old, learning things from his master, Albert McAlexander of Carysville, Ohio, has made his life busy. When Jimmy gets a few minutes to himself, therefore, Albert gives him a chance to relax. He puts specially-made roller skates on Jimmy’s four feet and takes him out for a skate along the highway. Sometimes Albert takes Jimmy to a public rink and lets him skate with people. Nobody minds; Jimmy hasn’t taken a spill since February. Albert may teach Jimmy how to drive - car car, that is, not a wagon. Jimmy wouldn’t know anything about pulling wagons.
 
I can’t seem to find anything else about him.
Background Pony #8FC0
@Inkan1969  
I would hate to Google him and find out. Nature did not invent wheels people. Keep them away from your animals.  
(for the pedants who point out bacterial flagellae- not a wheel. A molecular scale rotary bearing)