Triple Pony Dare Ya is the first of the three Best Gift Ever shorts. It was uploaded to the official Hasbro YouTube channel and the Discovery Family GO! mobile app on December 11, 2018. The animation primarily focuses on Applejack and Rainbow Dash.
While waiting in line to buy Granny Smith's Hearth's Warming fruitcake, Applejack "Triple Pony Dares" Rainbow Dash to wait patiently. Unable to wait for fruitcake, Rainbow speeds to the front of the line, causing her to lose the Dare. Rainbow, unwilling to accept defeat, challenges Applejack to a Triple Pony Dare competition, and the first pony to complete a Dare will be declared champion.
Applejack and Rainbow dare each other to complete various impossible tasks, and a champion has yet to be declared. Later, Pinkie Pie enters with an idea to settle the contest, and she dares both Applejack and Rainbow to stop daring each other. When the two refuse to do so, Pinkie wins the Triple Pony Dare and declares herself champion.