The Grim Adventures of Billy and Mandy (2001)

Season 6: Episode 15

As Billy sees Hoss Delgado's manliness is action again, Billy wishes to grow up to be a hero like him. Grim tells Billy that in older times an evident way to become a hero was to slay a dragon. They travel to the Middle Ages so Billy can train under the supervision of the best dragon slayer, Sir Boss Del Guapo, who resembles the present time Delgado. Billy becomes friends with the dragon he was supposed to kill and spares his life, becoming the dragon's hero. Del Guapo finds himself transported to the present, where he has a brief encounter with Delgado.