Ideas

Anonymous has had sex with all of the wonderbolts. He has given them ratings, pretty low ones at that. He runs into RD who goes on and on about how great they are, anon shuts her up by telling her the play by play on the nights he had with them. This makes RD wanna fuck Anon, and Anon has no qualms with adding another name into his book. She scores higher than the Wonderbolts.

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Anonymous is a living puppet that was found inside some old ruins. He was in a dormant state, and sent off to  Twilight for studying. She loads anon up with magic and he is able to move. This disturbed Twilight, as a few days later Anon asks what it's like being a real living breathing thing. Anon the gets obsessed with becoming real.

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Anon is a priest from the 1560's, the prime of witch hunts. He arrives in Equestria and sees all the "Satan worship" as he would put it, and offs unicorns with out others knowing. He later gets caught, and rehabilitated, though his hate for magic stays, he doesn't kill.

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Reverse of this idea: My Little Pony.  The ponies are about the size of your closed fist. You land, in the Everfree, and clear about half of it on impact. You fist fight a full grown dragon, and then live in its cave. You become bros with that dragon.

Note: This is me being stupid.

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Sorcery Anon

This anon was in the dungeon of Camelot, being held on suspicion of being a sorcerer. He curses Uther Pendragon, as he waits for his execution. But it never comes. He's in the cell for three days, no food, no water. When, suddenly, a guard pony that was sent down to patrol the unused dungeon of canterlot finds him. Anon gets used to the talking horses, and learns higher forms of magic based on the Old Religion.

Note: This is me watching Merlin.

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Anonymous can't seem to get laid.

Anon always gets friend zoned. Even during Estrus. He's not ugly, he's not fat. He's an average Joe that's in good shape. But no matter what he does, he cannot seem to get laid.

Bonus: He's a virgin on both accounts. Human and Pony.