Dr. Demento is Weird Al's mentor and a radio announcer. He inspired Al and helped him become famous. As a result, Al lets Dr. Demento cameo in his music videos.
- Dr. Demento appears in several of "Weird Al"'s music videos: "Headline News", "I Lost on Jeopardy", "I Love Rocky Road", "Ricky", and "Lame Claim To Fame". His photo falls off the wall in "Eat It". He was also in the video for Polka Patterns.
- He also appeared on UHF as an audience member sitting in the bleachers of the TV show "Uncle Nutsy's Clubhouse" where he eats the whipped cream that Michael Richards sprays into his mouth.
- Weird Al has a song about Dr. Demento titled "Dr. D Superstar."
- In Dr. Demento Basement Tapes a few of his songs wound up in there like Pacman And I Love Rocky Road (Demo) And Take Me Down (I Think For Take Me Down)