The skies are clear, the sun is bright and so is Lark's aviation ambitions. A young boy, full of hope and excitement, does his best to learn everything there is to know about aviation. As he rises through training and earns his badges, his dreams of earning his pilotwings comes ever close. All is well until a strange, freak accident happens and transports Lark to an unexpected place...Equestria!

Rainbow Dash quickly takes a disliking to the boy, as he becomes an apparent rival to her awesomeness and fanbase, most notably Scootaloo. Twilight Sparkle tries her best to help Lark find a way home or help him integrate into Equestrian society if all else fails. Spike is happy to have a potential guy friend for once.

But not all will be easy for the boy. He'll have to work hard to expand his flying skills while being stuck in Equestrian society. Lark will also have to deal with going to pony school and dealing with the other pony kids, especially the girls. It will be a challenge not for just his flying skills, but the content of his character.

Will Lark find his way home to his friends? Will Rainbow Dash become number one again? Will he make friends or enemies along the way? And will Lark ever earn his pilotwings?!

*Intended to be fun, not-serious crossover story. Romance will be limited to minor, E rated puppy love-ish content.*