i actually did a mix cd like this once... whenever pac mentioned the name of a song in another song i cut into that one using a dual layer effect. it might be easier to use lines instead of just titles... for example:
Late Nite: They have you labeled a rapist before you get to tongue-kissin
Tongue Kissin: Make her ashamed, for fuckin with the wrong nigga
Fuckin' with the Wrong Nigga: Just a ghetto star
Ghetto Star: With they faces they wrists and they nuts cut off, fuck em all
Fuck Em All: blah blah blah...
you follow me?