Twilight Sparkle is fed up of her unrequited love for Rainbow Dash. She has decided that the time has come to reveal the passion she has kept hidden for so long - but how? There is only one sane, logical way to do this.

She must become a cloud.

Nothing can go wrong.

When Ditzy Doo loses her job at Cloudsdale Mail and Freight, she gets a job at another shipping company... only to find out their definition of shipping has nothing to do with delivering packages! Desperate for income to support herself and Dinky, will Ditzy be able to make it as a pony matchmaker?

(Occurs between Seasons 2 and 3 of the show.)