Stone Temple Pilots might have been initially seen as a contrived grunge act by critics, but their frontman, Scott Weiland, sure matched Seattle's finest in drug consumption. He began using heroin with singer Gibby Haynes while STP was on tour with the Butthole Surfers in 1994. The following year he was arrested while buying crack cocaine.
While on probation, he moved into a hotel room next to Courtney Love, and claims the two began doing drugs together. In 1998, he was arrested buying heroin, reportedly while dressed as a pimp. In 2003, he got in a car crash while under the influence of drugs and alcohol, but charges were dismissed after he successfully completed rehab. Thereafter, Weiland transitioned to DUIs with arrests in '07 and '08, the latter incident involving jail time.
During all this, he was in and out of STP, launched a solo career and, in 2003, joined Velvet Revolver, a supergroup comprised of himself and three former members of Guns N' Roses, definitely great guys to hang around while trying to kick a drug habit. In 2011, he cut a Christmas album—go figure.