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Tags
+-SH safe2268700 +-SH artist:sevenpaperplates40 +-SH twilight sparkle371473 +-SH pony1701345 +-SH unicorn582141 +-SH g42127600 +-SH clothes678911 +-SH clothes falling off38 +-SH female1910362 +-SH glowing22735 +-SH glowing horn31138 +-SH horn242641 +-SH human to pony2437 +-SH jeans7271 +-SH magic101963 +-SH male to female2250 +-SH mare806881 +-SH mid-transformation1041 +-SH pants24993 +-SH rule 6334827 +-SH shirt45082 +-SH shoes65433 +-SH sneakers6787 +-SH tongue out157112 +-SH transformation17631 +-SH transgender transformation2954
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Probably most of it is size changing, changes in proportions, and for everything else the person in question intentionally taking it off through tactical squirming and shuffling.
As it happens human clothing fits humans very well on humans and in most cases it doesn’t fall off very easily. We have yet to understand how or why this happens, but we understand the phenomena well enough to understand that it doesn’t transfer to horse very well.
Magic.