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>> dru down might have found a rap partner in ellis williams, but today he gets to spend some time with a more intimate partner. he has a visit with his girlfriend. jenny has been dating robinson for almost three years. though they've known each other for more than a decade. >> it's always good to see some lips, some pretty lips instead of a man all the time, you know what i'm talking about? >> have you ever heard of him? >> i think so. i don't know. >> though she says she's experienced some of the oakland street life that her boyfriend raps about, that's all in the past. >> i have a masters d...

Jesus himself couldn't strike that man without having to strike me. >> i know my -- i had the best intentions. i'm a follower. you know what i mean? i'm easily influenced. i've done some [ bleep ] but i ain't the only way. this is the bay area. this is where crank was invented. land of thugs. i'm just a needle in a haystack. >> coming up ♪ ♪ >> celebrity inmate known as dru down keeps the inmates entertained and talks about his other career. >> i had my own escort service called eye candy in l.a. i ran for like eight years. >> and later. >> the truth is there's four other killings out ther...

I wasn't a corner guy. >> robinson has memorialized his former career. >> it says pimp. you know, roux by and diamonds. >> are you proud of that. >> i'm very proud. i'm a proud man, period. >> are you proud of being a pimp. >> i'm proud of being who i am, who i became period. i never did no harm to nobody being a pimp. >> did you have any daughters? >> yes. >> how would. mine is eight and and one stepdaughter is 19. >> so how would you feel if your eight-year-old decided she wanted to be a prostitute. >> we're going to have a long. real long talk. >> why. >> because i know the game, so i'm g...

Even though i'm up in the cell ♪ ♪ it's like [ bleep ]. 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 in lockup ♪ ♪ sitting in county jail ♪ i'm a star ♪ i'm in the santa rita should be playing tennis with serena ♪ ♪ but i should be in my own room ♪ ♪ i wouldn't feed three dogs ♪ ♪ i'm in lockup ♪ lock u-p ♪ on msnbc ♪ l-o-c-k-u-p on msnbc. dru down might have found a

But he says run-ins with the law inspired his music. >> 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...