Loggins and McDonald compete against Hall and Oats in a songwriting contest. Koko is killed with his "lucky harpoon" but a young Christopher Cross makes peace with his smooth song "Sailing"
Kevin Bacon (Jason Lee) and Gene Balboa convince Jimmy Buffett to trick Loggins into making another movie song. Devoted Buffett fans kidnap Loggins, but McDonald and James Ingram (Wyatt Cenac) come to his rescue.
Toto's Steve Porcaro (Steve Agee) writes a song to impress his girlfriend Rosanna Arquette (Morgan Murphy) embarking on a plan to convince McDonald (JD Riznar) to sing backup on the song.
Alien Giorgio Moroder (John Konesky) calls on Kenny Loggins to fight a black hole threatening his planet. Series loose ends are tied up with a stop by the recording of "We Are The World", except one: who killed Koko (David Lyons)?
A McDonald and Loggins bet about the chart position of "I Keep Forgetting'" is realized 10 years later with Warren G (Mehran Heard) and Nate Dogg (Anthony Stitt) bring the song back to life in "Regulate"
Loggins (Hunter Stair) lashes out at "smooth music" as the group grieves for Koko agreeing to Harold Ramis' (Ryan Ridley) demands to write a song for Caddyshack.
Michael Jackson's (DeMorge Brown) is torn between working with the smooth sounds of Toto on "Human Nature" and the rocking sound of Eddie Van Halen (Tyler Spiers) on "Beat it".
Producer Ted Templeman (Dan Harmon) discovers smooth music at Koko's boathouse. Mcdonald and the Doobies fend off an unwelcome appearance by Hall & Oates.