Yee Hah & Doo Dah: Bronco Breakin' Boots (2001)

A cowboy and his horse, Yee Hah and Doo Dah, reside in Manhattan's Central Park. Yee Hah enjoys the city life until he discovers that the city pavement is giving him a dreadful blister. Much to Doo Dah's dismay, he decides to stop walking and ride his horse everywhere, thereby cramping Doo Dah's power-lunching lifestyle. Eventually, Doo Dah finds the real culprit behind Yee Hah's sore feet: the branding iron, tractor, etc. that Yee Hah has been hiding in his boots.

Unfortunately the movie Yee Hah & Doo Dah: Bronco Breakin' Boots is not yet available on HBO Max.