Alvin's Oldest Fan is an episode of the Alvin and the Chipmunks series.
Alvin devises a publicity contest where one of his fans can win a date with him in New York City. Simon determines the winner is Honey Ginger, and Alvin envisions some sexy starlet. When he finds out the winner is an old lady, Alvin tries to get rid of her in favor of a younger date by paying off a taxi driver to take her as far as possible. When Simon and Theodore find out, they demand that Alvin help find her and honor his part of the contest. Simon determines by the direction the taxi traveled and the amount of money Alvin paid that Honey would have been taken as far as the pier. When The Chipmunks arrive at the pier, they hear the cab driver saying "the old girl has had it" and Alvin thinks Honey has been sent to the funeral parlor. Overcome with guilt, Alvin uses the remnant of his conscience to sacrifice his career so that Honey did not die. Honey is later seen on TV stating that Alvin had some urgent matters and paid to send her on a tour of New York City, thus staving off bad publicity for Alvin. Alvin reunites with Honey Ginger and offers to make good on the date by having dinner with her.
- "Bad to the Bone" originally performed by George Thorogood & The Destroyers.