Caramel is an earth pony, but not as strong nor as fast as the others. He works an okay job and has a small home, but wonders if his life couldn't have turned out differently. And, most of all, he longs to fly like a pegasus. He likes the idea of the wind beneath his wings, of the combination of speed and grace, of freedom to go wherever he wants, something he's currently missing in his life.

A chance encounter with a pegasus living in Ponyville instead of Cloudsdale may give him the opportunity he's been looking for this whole time. If only he wasn't so insecure...