Rainbow Dash has a problem.

She might be in love with Twilight Sparkle and has yet to admit it to anypony, least of all Twilight herself. After the events of Vanilla Twilight, the two have grown much closer together, spending more time together and sharing their interests. Unfortunately for Dash, Twilight hasn't caught on to her feelings yet, and she could be content with just letting things progress as they are...

If only she hadn't sent that blasted letter admitting it.

Now, thanks to a pair of meddling princesses, Rainbow Dash finds herself on a globe-trotting journey with the subject of her affections. On the surface, it might just seem like a simple task for the Princess, but for Rainbow Dash, it might be the very thing that forces her to come clean with her feelings, or forever face her doubts. For her, in the world of life and love, sometimes it's best to take it one dream and disaster at a time.