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>> i started rapping probably when i was 16 when i got out of juvenile hall. it was just like if you didn't know the streets, i couldn't make music. what would i rap about? you know, you need to be on the streets to rap about something. you need to know what's going on. >> robinson has been in and out of jail most frequently for dui convictions but he's never been arrested for the subject of his best known song. >> well, as they say, he was the pimp of the year. >> robinson's biggest hit was his 1994 song, pimp of the year. and he says there was some truth behind the lyrics. >> i had my own es...

I am. you know, who i became, period. i never did no harm to nobody being a pimp. >> do you have any daughters? >> yes. >> how old? >> mine is eight and a stepdaughter 19. >> how would you feel if your 8-year-old decided to become a prostitute? >> we're going to have a talk. we're going to have a real long talk about it. because i know the game. so i'm going to tell her the game before she get in it. but you know, once they walk out the door, how can i stop anything? >> it's okay if she gets in it? >> no, it's not okay at all. hell no, it ain't okay. but at the same time, i ain't going to be p...

Pimp? >> yeah, i'm proud of being who i am. you know, who i became, period. i never did no harm to nobody being a pimp. >> do you have any daughters? >> yes. >> how old? >> mine is eight and a stepdaughter 19. >> how would you feel if your 8-year-old decided to become a prostitute? >> we're going to have a talk. we're going to have a real long talk about it. because i know the game. so i'm going to tell her the game before she get in it. but you know, once they walk out the door, how can i stop anything? >> it's okay if she gets in it? >> no, it's not okay at all. hell no, it ain't okay. but a...

♪ for one inmate, doing time at the santa rita jail offered him an opportunity to find a collaborator and an inspiration to compose a new rap about his circumstances. ♪ yeah i'm on lockup sitting in county blues i'm a star spitting bars ♪ ♪ i'm in lockup should be playing tennis with serena ♪ ♪ but i should be in my own room ♪ in a cage like a parakeet ♪ i'm in lockup ♪ lock u-p ♪ on msnbc ♪ l-o-c-k-u-p on msnbc. dru down might have found a rap partner in ellis williams

It was just like if you didn't know the streets, i couldn't make music. what would i rap about? you know, you need to be on the streets to rap about something. you need to know what's going on. >> robinson has been in and out of jail most frequently for dui convictions but he's never been arrested for the subject of his best known song. >> well, as they say, he was the pimp of the year. >> robinson's biggest hit was his 1994 song, pimp of the year. and he says there was some truth behind the lyrics. >> i had my own escort service called eye candy. in l.a. i ran for like eight years. i was doin...