After an embarrassing event happens at one of Pinkie's parties, Rainbow Dash begins to have doubts about her life. Luckily, her best friend, Fluttershy, is there to comfort her.
Rainbow Dash feels strangely about an individual she sees around campus. However, it turns out this enigmatic person may be closer to her than she expected.
Rainbow Dash and Fluttershy have been happily married for a year now, but Fluttershy wants to expand their family. While she's unsure of this idea, Rainbow Dash comes to realize that there's somepony out there who needs them.
Fluttershy was ready to enjoy a nice, cozy night by herself on Hearth's Warming Eve. That is, until Rainbow Dash arrived on her snowy doorstep and turned Fluttershy's whole world upside down with three little words.
Fluttershy and Rainbow Dash make plans for their first dating anniversary when Pinkie Pie asks Fluttershy to babysit the Cake twins. Now their plans for a date are to go babysitting, thanks to Rainbow.
When Rainbow comes to Fluttershy for help with her next big prank, Fluttershy actually finds herself enjoying it. Till the Cutie Map calls them to Cloudsdale and things start getting peculiar...