The song was written by Lohan as a letter to her father Michael, who survived a car crash for which he was charged with driving under the influence of alcohol.
"Confessions of a Broken Heart (Daughter to Father)" received mixed reviews from music critics, who praised Lohan's conviction on the song, but considering it a cliche "I-hate-you-Daddy" lament.
The song achieved mild commercial success, peaking at number 7 in Australia, number 74 in Austria, number 14 on the US Hot Digital Songs and at number 57 on Billboard Hot 100.
An accompanying music video, directed by Lohan herself, portrays Lohan and her actual sister Aliana, listening to her parents arguing and fighting in the living room of their home.
"Confessions of a Broken Heart (Daughter to Father)" was performed by Lohan at the American Music Awards of 2005.