"Maggie May" expresses the ambivalence and contradictory emotions of a boy involved in a relationship with an older woman and was written from Stewart's own experience. In the January 2007 issue of Q magazine, Stewart recalled: "Maggie May was a true story, about the first woman I had sex with, at the 1961 Beaulieu Jazz Festival."[5][6] The woman's name was not "Maggie May"; Stewart has stated that the name was taken from "an old Liverpudlian song about a prostitute".[6]
The song was recorded in just two takes in one session. Drummer Micky Waller often arrived at recording sessions with the expectation that a drum kit would be provided and, for "Maggie May", it was – except that no cymbals could be found. The cymbal crashes had to be overdubbed separately some days later.[7][6]
The song was released as the B-side of the single "Reason to Believe", but soon radio stations began playing the B-side and "Maggie May" became the more popular side. The song was Stewart's first substantial hit as a solo performer and launched his solo career. It remains one of his best-known songs. A 1971 performance of the song on Top of the Pops saw the Faces joined onstage by DJ John Peel, who pretended to play the mandolin.[8] The mandolin player on the actual recording was Ray Jackson of Lindisfarne.
The album version of "Maggie May" incorporates a 30-second solo guitar intro, "Henry", composed by Martin Quittenton.[6]
In October 1971, the song went to number one on the UK Singles Chart (for five weeks),[9] and simultaneously topped the charts in Australia (four weeks), Canada (one week), and the United States (five weeks). It was the No. 2 record for 1971 on both the US Billboard Hot 100 and UK singles charts.
The song re-entered the UK chart in December 1976, but only reached number 31.
At first, I didn't think much of "Maggie May". I guess that's because the record company didn't believe in the song. I didn't have much confidence then. I figured it was best to listen to the guys who knew better. What I learned is sometimes they do and sometimes they don't.