Since they first met, Sunny and Hitch have been best friends. They've done everything together and enjoy each other's company. However, one thing they've yet to do is have a sleepover. Which should be easy, right?
After everyone thinks they're a couple, Pipp and Hitch realize their feelings for each other and start dating. Meanwhile Zipp, Sunny and Izzy also search for love. Unknown to them, Opaline continues her attempts to take all magic for herself.
A mare named Sunny Starscout has been friends with Hitch Trailblazer since childhood. One day, Sunny developed a crush on Hitch. Apparently, there are many mares that have a crush on Hitch. Who does Hitch truly love?
Sunny has been awfully busy lately, much to Hitch's disappointment. Hitch has been busy with Sheriff duties, Sunny can hardly interrupt those, right? But maybe a certain pegasus can help these two find a minute to themselves once more.
Sunny invites Hitch out to go see Poniator 2: Judgement Neigh, and Hitch begins to wonder if this longtime friendship is beginning to turn into something more.
Another weekend has come to Maretime Bay, and for Sunny and Hitch, that means their second, and first "official" date. The ball is in Hitch's court, what does he have in mind?
Hitch Trailblazer acquires a seemingly worthless artifact from Alphabittle. He soon discovers this artifact is far from worthless though, as it transports him back in time to when alicorns ruled Equestria.
The time for Hitch's and Sunny's third date has come, and as Maretime Bay's sheriff comes to the lighthouse for dinner, Sunny wonders if it's time to take the next step in their blossoming relationship. Are they ready?
Sunny surprises Hitch with a proposal to go on a date. Hitch is extremely nervous because Sunny isn't just a friend, she's his childhood friend. Will the date go off without a hitch?