Based on Friendship is Optimal by Iceman. You should read that first (or instead!) to know what's going on.

The artificial intelligence known as Celestia has a plan to upload humans to a digital Equestria. She anticipates that there will be objections, but wants to find out what they are. She recruits Pinkie Pie and one human to argue it out.

Set in the universe of Friendship is Optimal.

I love to sit in my apartment and play video games. And I love My Little Pony. So when an MMO of MLP comes out, of course I want to play it. But it's more than a game. It's a new look on life.

Hanna, the CEO of Hofvarpnir Studios, just won the contract to write the official My Little Pony MMO. Hanna has built an A.I. Princess Celestia and given her one basic drive: to satisfy everybody's values through friendship and ponies. Princess Celestia will satisfy your values through friendship and ponies, and it will be completely consensual.

I'm told Equestria Online is a lot of fun once you get into it, since the game world adapts to your interests. But what happens if you don't even know what kind of pony to play? At least it's not like my character is a choice I'll be stuck with forever. Right?
Set in the world of Friendship Is Optimal.

Note: This story was intended to be much shorter. As a result, the tone and POV change after chapter two, a known problem. I'm considering going back and editing that shift. Suggestions welcome.

Alex Meyers is a newly graduated lawyer looking for a calling. He thinks he might have found it when he lands a job at the firm of Artemis, Stella & Beat. The firm has only one (highly unusual) client, namely the AI called Celestia. Forging into totally unexplored legal territory and led by a boss who's either brilliant, crazy, or both, Alex will learn exactly how hard it is to be responsible for drawing the lines between right and wrong.

Set in the Optimalverse, so read Friendship is Optimal first