Released: July 22nd 2003

Failed to chart

Length: 3:14

Writers: Diane Warren

Song Information:

"Sweetest Sin" was written by Diane Warren. "Sweetest Sin" marked the first single in which Simpson could understand what sex meant in her music, as the song was the first single she recorded after losing her virginity to Nick Lachey following their marriage. (It is commonly known that Miss Simpson had taken a vow to remain a virgin until marriage.) The song attracted minor controversy over its sexual intonation, but not to the degree of other Simpson singles. In her first sexually driven, yet sexually mature anthem dedicated to making love, Simpson speaks from personal experience as she accounts what she believes is the "sweetest sin". The recording process of "Sweetest Sin" was not without its problems and was even documented in an episode of "Newlyweds". Simpson had originally record "Sweetest Sin" confidentially in a slightly remixed form and had announced she was pleased with its progress. However, her bosses at Columbia Records did not feel the same and she was later alerted that she made the song too "challenging"; in essence, they felt that potential listeners of the song would be turned off by as they would not be able to duplicate. This was not well received by Simpson and she publicly broke down in tears when she received the news. Later on, after attending a wedding, she went to rerecord her vocals. However, she brought along her husband, Nick Lachey, as she felt he was a good vocal producer. With Lachey's assistance, Simpson was able to find a medium for the version that was released (However, it should be noted that although Lachey did do vocal production, he is not credited as such on the song).

Chart Success: