11. Howard Stern from The Tonight Show With Jay Leno
For decades, Howard Stern and Jay Leno had deeply disliked each other, ever since Stern’s appearance Howard Stern was invited on “The Tonight Show” in 1995, but his interview went slightly off the rails. He brought out adult films stars and asked them to perform a lesbian kiss on air.
Leno was so infuriated by the guest’s attitude that he nearly walked off the set. Since that night, Stern didn’t hold back from insulting Leno to any person or media outlet he’d stumble into. Leno decided to ban Howard Stern for good from his show, and the dispute between the two was never resolved.
