The woman modelling on the album cover is American model and actress Jodi Ann Paterson who was a PlayboyPlaymate in 1999 and named Playmate of the Year in 2000, of which the album refers to. The album cover and its CD case content also closely resembles the album cover and CD case content of the band's follow-up release Stupid Fat Americans.
"Deck the Halls (I Hate Christmas)" - released as a festive single during the Christmas season of 1999 and received airplay from many radio stations in the U.S and Japan.
"Playmate of the Year" - the title track of the album was released as the lead single in the summer of 2000 and received radio airplay worldwide, a music video accompanied its release in censored and uncensored versions. The video is also available as one of the extras on the Playboy 2001 Video Playmate Calendar.
In the beginning of the video the band wakes up in their apartment from the doorbell of a crowd of women with which the musicians later have fun. At the end of the video Justin Mauriello wakes up again, realising that it was just a dream, then he opens the door to the postman, that gives him the new issue of journal "Playboy".
"Now or Never" - released exclusively as a radio-only single in Japan in 2001.
"Wasted" (Hidden demo track "Place in France" plays at 3:29)
"What's Goin' On?"
"The Hell That Is My Life" (Hidden demo track "Wookie" plays at 3:34)
"Livin' Libido Loco"
"In My Room" (Tavis Werts of Reel Big Fish performing on digeridoo plays at 3:35 and prank call plays at 8:41)
Japanese bonus tracks
"All I Need"
"Deck the Halls (I Hate Christmas)"
European bonus track
The actual song from the track "In My Room" is 3:32 long, before being followed by about a minute of Reel Big Fish band member Tavis Werts playing the digeridoo, followed by about five minutes of silence. At 8:41, a prank call to Sony BMG is played, the call is made by band member Ali Tabatabaee impersonating then-fellow member Justin Mauriello's mother, demanding to know when the band is going to "start seeing some money" from their record label.