While doing some cleaning in the library's basement, Twilight comes across an old, long forgotten board game. Deciding that it looks like fun, she invites her friends over for the night to give it a try. Unfortunately, this particular game might prove to be more of a challenge to the Elements of Harmony than anything they've faced before. For you see, in Diplomacy, the number one rule is: Never play this game with friends, or you may need to find new friends...

This has a sister-story named Games Ponies Shouldn't Play, which features the Lunaverse six instead. It isn't going to be the same story with swapped names; each group has different personalities so both games will be very different. I just couldn't decide which group of six would be more interesting, so I wrote both. I must hate free time...

And featured 1/29/15.... ten minutes after I updated with a new chapter....... Why don't I update this story very often again? Gonna have to fix that...

Daniel Habbuck, UN ambassador to Equestria, hates his job.

Sure it pays well, but it's hardly worth having to put up with flank-kissing politicians and the stomach twisting anxiety of knowing that he represents all of humanity.
One night, after a particularly tense meeting leaves him wound up, Daniel is desperate for somepony to talk to. With his friends either busy or too far away, he hires a batpony prostitute, just so he can have some company.

As he soon learns, there's much more to this streetwalker than meets the eye...

Rated T for sexual references, but no clop.

Special thanks to WingmanRed, Georg, and Kraken Hatchling for proofreading and editing

EDIT: Special, special thanks to Comrade Pony for the suggestions
EDIT: Deleted cover art.