Fluttershy finds a demon from her past, and confronts it head on with the help of Rainbow Dash, who has yet unconfessed feelings for the shy pegasus.

After Angel falls gravely ill Rainbow Dash agrees to help Fluttershy by embarking on a journey into Everfree in search of a rare herb needed to make medicine for him. The trip pits them against a creature dwelling deep in the forest, and the encounter changes Rainbow Dash's entire view of her gentle, reserved friend. As she spends more time with her following their return from Everfree, she finds her feelings for Fluttershy changing and is forced to deal with something she's never had to face before -- something that could possibly interfere with her dreams. While Rainbow Dash struggles with her first crush (with a little help from her friends), a lonely Pinkie Pie struggles with her resulting feelings of resentment and is drawn into an unhealthy friendship with a strange unicorn living on the outskirts of the forest...