Don't know if the first one is totally by the book, but here's a couple of suggestions.

Hillary ran against Guilliani
Pharaohe Monch shot Rudy on wax
Monch to Com/Kweli/Tip
Com/Kweli/Tip to The Roots

OR

Hillary and Bill to Al And Tipper
Tipper to Ice T (the whole PMRC mess)
Ice T to Primo (remixed "Lifestyles Of The Rich And Infamous")
Primo to D
D to the Roots


Abd while I'm at it, here's OJ:

OJ to Boogaloo Shrimp (b-boy legend who had a cameo in "Naked Gun 33 1/3")
Boogaloo Shrimp to Ice T (both starred Breakin')
Ice to primo to D to The Roots

OR

OJ to Priscilla Presley ("Naked Gun" again)
Priscilla to Lisa Marie
Lisa Marie to Michael (Jackson)
Michael to Swiss Beats
Swiss to Eve
Eve to The Roots