Love Is A Losing Game is a cover version of the song written and originally performed by Amy Winehouse, which first appeared on her 2006 album Back To Black, and was released as a single in 2007.
A version by Andy Allo and Prince, seemingly recorded acoustically in one take (similar to their streamed version of Guitar), was streamed on Andy Allo’s Facebook page within 24 hours of the announcement of Winehouse’s death, indicating that it was likely recorded the same day.
It was then offered as a free download the following day on ThisIsRealMusic.com.
A different acoustic take was made available in 2015 as the third track on the acoustic album Oui Can Luv by Andy Allo featuring Prince on acoustic guitar.
Prince performed the song occasionally in 2007, with Shelby J. singing lead vocals. In Amy Winehouse’s only performance with Prince, she sang lead vocals on this song, during an aftershow on 22 September 2007 (a.m.): 3121 at The IndigO2, London, England.
Specific recording dates for the studio recordings are not known, but the track is believed to have been recorded in mid-2011 to mid-2012 at Paisley Park Studios in Chanhassen, Minnesota, during sessions for Andy Allo’s second album Superconductor. No other studio version by Prince is believed to exist.