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The only requirements I know of indicate the creature must be at least one size category larger and "have an anatomy that could serve as a mount."

By RAW, a Black Bear could theoretically ride on an Elephant then, yes?

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Yes

Providing that the mount can serve as a mount and the rider can be a rider (e.g. snakes might require some special tack to be either a mount or a rider) that is the only criteria.

An army of pixies mounted on halflings mounted on humans mounted on horses mounted on elephants mounted on dragons is a frightening thing to have bearing down on you.

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    \$\begingroup\$ If I have an army of dragons bearing down on me, I am not sure that I will care whether there is anything riding the dragons. \$\endgroup\$
    – Brilliand
    Commented Jun 26, 2017 at 19:14
  • \$\begingroup\$ You forgot the tarasques that the dragons are riding. (Is that the plural for tarasque?) \$\endgroup\$ Commented Jun 24, 2018 at 20:06

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