Kissing a Fool (song)

"Kissing a Fool" is a song written and performed by English singer and songwriter George Michael, released by Columbia Records in November 1988 as the seventh and final single from his debut studio album, Faith (1987). It was also the least successful, reaching number 18 on the UK Singles Chart and becoming the first single in five not to reach number one on the Billboard Hot 100 in the US. However, it reached number one on the Hot Adult Contemporary Tracks and became a number 5 hit on the Billboard Hot 100, being regarded critically as one of his most vulnerable recordings and one of his best ballads. In 2021, BBC Radio 2 listeners voted "Kissing a Fool" as number 15 in their top 40 George Michael songs.

"Kissing a Fool" was Michael's last single for almost two years in the United Kingdom. It was later covered by Michael Bublé on his self-titled album and released as a single in the United States and reached No. 29 on the Billboard Adult Contemporary chart.