In August 1995, Stern announced his deal with ReganBooks to write a follow-up to his first Private Parts (1993), which had become a nationwide commercial success.

Stern wrote the book in the summer of 1995, and covers a variety of topics such as his experiences with obsessive-compulsive disorder, on-air rivalries with other radio personalities, and a private meeting with Michael Jackson in an attempt to revive the singer's career.

In 1995, Stern made an advance deal worth around $3 million with ReganBooks, an imprint of HarperCollins, to publish a follow-up to his first book Private Parts (1993).

Stern aimed not to write a book "more outrageous" than Private Parts, but concentrated on stories and topics that he had either not told on the air or had avoided.

'"[6] When the book was finished, Stern felt a bigger sense of gratification with it compared to his radio show and when Regan praised him for what he had written, he described it as "the most fulfilling moment in my career so far".

'[7] The title caused a rift with those in charge of the Miss America beauty pageant who, in a letter to HarperCollins, argued that the book contained "tasteless" photographs "that deal with subject matter having nothing to do with our client".

[8] An early working title was Sloppy Seconds in reference to a gang bang, but Regan rejected it because she deemed it "gross" and a put down on himself.

He revealed that he had completed a draft version of the entire book at that point, with two chapters finalised, though Regan maintained he had exaggerated how little he had produced for her.

One that Regan accepted depicted Stern's wife, covered in blood with her eyes rolled up and her neck slashed, being fed through a meat grinder operated by him while Simpson stands by giving the thumbs up.

[6] Following the book's release Stern commented on the reaction to the picture: "That's the kind of thing that my wife and I felt strongly about-O.

[1] The Barnes & Noble store on Fifth Avenue in New York City opened at 6:30 a.m. on the day of release, for which 250 people were already in line to buy it.

[13] Stern's appearance on The Tonight Show with Jay Leno to promote the book drew controversy after antics by two bikini-clad women that accompanied him, including a kiss, was edited from the broadcast.

[14] Miss America entered the non-fiction section of The New York Times Best Seller list at number one for the week of November 26, 1995, knocking off My American Journey by Colin Powell.

The store housed 5,000 copies of the book sold at a 30% discount that Stern was prepared to sign, which worked out to be one signature and a personal message every five seconds.