Tails.exe is a video created by andywilson92. It is preceded by Sonic.exe.
Tails tells the Good Captain that he will be leaving and that he will return soon, and flies out of the Good Captain's fishing trawler. He lands in a park within a city, and sits down on a bench. He was about to squeeze and eat a chili dog, when he notices Cream the Rabbit playing on a sandbox near him.
Tails gives Cream a chili dog, but she refuses. After he insists that she will like his chili dogs, Cream reluctantly accepts and eats one. When Tails asks her about whether she liked the chili dog's taste, she said that "it was awful". Tails takes her to a port, where the Good Captain asks them to come aboard his trawler for cocktails at Captain's Hour.