Lyrically this song is about the comic actor Charles Nelson Reilly, whilst musically it parodies The White Stripes. Yankovic explained to Spinner UK why he decided to combine the two: "Sometimes I just do stuff because I think it's funny. And you can't second guess what other people will think is funny too much or what people are going to get. I know if you did a Venn diagram of people who are familiar with both the White Stripes and Charles Nelson Reilly that's probably a pretty small sliver. But for some reason that juxtaposition seemed really funny to me."
Whilst Jack White's first band, The White Stripes, will be familiar to most, Reilly will be unknown to many of the younger generation. The comedian was best known for his TV work, appearing regularly on games shows in the 1960s and was also a frequent guest on The Tonight Show Starring Johnny Carson.
"Pretty In Pink" by Psychedelic Furs was released in 1981. Five years later, it inspired a movie of the same name starring Molly Ringwald, Andrew McCarthy and Jon Cryer. The song was remixed for the re-release to have more Pop appeal.