So… Uh, Smooshies
This slightly frightening, oddly surreal thing is a Smooshie from Fisher Price, circa 1987. A lot of toys have weird little adapters to enable the figure to stand on a skateboard, but this one is the most convoluted. It’s like an infant exersaucer attached to a skateboard, or some kind of toilet training seat. This sexually ambiguous creature in a dress is allegedly a boy.
Video from a Smooshies collector with everything but the skateboard.
Nice banner ads in that video!