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"
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.
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.
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".
The series takes a historic turn as Hollywood Steve's (Steve Huey) father "Big Rapids" Gary (Gary Huey, Steve's real father) tells the story of past smooth music of Jethro Tull (Hunter Stair)
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"
Producer Ted Templeman (Dan Harmon) discovers smooth music at Koko's boathouse. Mcdonald and the Doobies fend off an unwelcome appearance by Hall & Oates.
Van Halen force producer Ted Templeman (Dan Harmon) to produce their rock album. Commedian Drew Carey makes a cameo temporarily taking over Hollywood Steve's (Steve Huey) hosting duties.
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.
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)?
