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Breakthrough (1988-1991)Edit Forgotten Legends explains that Madd Dogg first gained extreme popularity as a rapper, without any full albums, in the late 1980s. He quickly earned enough money to buy his trademark mansion, pictured on his first two albums. The home resembles the "Hammertime" mansion in Fremont, California once owned by MC Hammer, as well as styling cues from homes owned by Ice-T. In 1990 he released Hustlin' Like Gangstaz (parody of Above The Law's Livin Like Hustlers, produced by Dr. Dre and featured on Radio Los Santos) and Still Madd (parody of Ice-T's OG: Original Gangster, complete with a song "2:30 in the Afternoon" to parody "6 in the Morning").
During 1990, he also began a relationship with Rochell'le, a bubbly, innocent female singer and labelmate on Jimmy Silverman's Blastin' Fools Records. A rumor exists that he was her ghostwriter for some of the more rap-oriented songs she released.
Mainstream status and downfall (1991-1992)
In 1991, he released 24 Carat Dogg. The name might suggest that he had moved on from violent music to more radio-friendly songs in which he bragged about his lifestyle, like many rappers, but in 1992 it seems that he still has plenty of street credibility. At the beginning of GTA: SA, Madd Dogg was very popular and exploring merchandise such as a clothing label "Madd Tagg" - later in the game, the player can buy one of the shirts for $30 at Victim. Russell Simmons was the first person in hip-hop to have his own clothing line in 1992, called Phat Farm.
Madd Dogg began to sink into a depression after his rhyme book went missing and his manager was killed (all secret efforts by CJ - ironically, his future manager - to jumpstart rival OG Loc's music career). Outside of these attacks, he also struggled with "alcoholism and egomania" (as told by Lianne Forget), drug abuse, massive financial debt, as well as breakups with Rochell'le and his rap group "Doggy Boyz".