Bill Littlefield vs Charles Osgood
Dice Clay vs Slim Shady
Jack & Jill meets Bonnie & Clyde
Old Kid n Play vs Old Kriss Kross
Grand Mack Daddies
Young Dana vs Young Marguerite
Dan Rather vs Roy Blount, Jr.
The Thrilla in Vanilla
Bad-Ass Dan, Chicago 68
Speaking of Chicago 68, this has also always been a favorite of mine. Listen carefully to hear Buckley call Vidal a "Queer."