In 1986, George performed a guest-starring cameo role in an episode of the television series The A-Team titled "Cowboy George". Also in 1986, Culture Club released their fourth album, From Luxury to Heartache (UK No. 10, US No. 32) which featured the hit single, "Move Away". However, word shortly began circulating in tabloids that George was addicted to drugs. He was arrested in Britain for possession of cannabis. With George's drug addiction, the underwhelming performance of their last two albums, a soured romance between band members shrouded in secrecy, and a wrongful death lawsuit looming, the group ultimately disbanded.
After the dissolution of Culture Club in 1986, Boy George entered treatment and was prescribed narcotics to treat his addiction to heroin. He then became addicted to the prescription narcotics that were used during his treatment. In 1987, George released his first solo album, Sold, which garnered success in Europe. It spawned the UK singles "Everything I Own" (UK No. 1), "Keep Me in Mind" (UK No. 29), "To Be Reborn" (UK No. 13), and the title song, "Sold" (UK No. 24). The singles were also hits in various other European countries. The album's success, however, was not duplicated in America. This may have been due in part to the fact that George was prohibited by US authorities from travelling to the United States for several years because of his British drug charges. He was therefore unable to be in America to help promote the album.
By the late 1980s, George had been struggling with heroin addiction for many years. He attempted to perform concerts while under its influence. Addictions to other drugs soon followed. Determined to save George's life, his younger brother David made an appearance on UK national television and discussed George's drug habit, which George had been publicly denying at that time. In 1986, Boy George was arrested for heroin possession as part of "Operation Culture."
In 1986, keyboardist Michael Rudetsky, who co-wrote the song "Sexuality" on Culture Club's From Luxury to Heartache album, was found dead of a heroin overdose in George's London home. George would lose another friend, Mark Vaultier, who overdosed on methadone and Valium at a party. In December 1986, yet another friend, Mark Golding, died of an overdose, with Scotland Yard police stating there was no suggestion of foul play. It was during this period that George decided to seek treatment for his addiction.