Rainbow Dash doesn't do sappy. Mushy, cute, sweet, and romantic are also totally out. So of course she has a crush on an awesome pony who's none of those things: Applejack. Now she just has to find a not-mushy, not-romantic, totally cool way to tell her.
A trip for two to an island paradise seems like the perfect time. Swimming, volleyball, jet skiing, snorkeling-- plenty of chances for a really awesome moment. But when her dumb feelings only let her see sappy romance at every turn, her nightmares might just ruin everything.
(A retelling of Sleepless in Ponyville for Skeeter the Lurker's Switcheroo contest.)