1. Mike "The Situation" Sorrentino
Jersey Shore's Mike "The Situation" Sorrentino, was a memorable guest of the Donald Trump roast for all the wrong reasons. The Situation was at the butt of several hilarious jokes from the other roasters on the night, including a gem from Roast Master Seth MacFarlane saying that he had been asked by the producer that he needed to explain a joke to the handicapped member on the dais which included deaf Academy Award winning actress Marlee Matlin "rich guy have funny hair." While comedian after comedian nailed The Situation with jokes about various topics, such as his stupidity and claiming that he has a homosexual relationship with fellow member of the Jersey Shore Pauly D. However, the "Situation" really hit the fan when the Reality TV star stepped to the microphone to deliver his speech. He certainly didn't start well "Sitch" made a blunder within seconds of reaching the mic, accidentally calling Roast master Seth MacFarlane "Jeff", possibly confusing him with fellow roasted Jeff Ross. His roast didn't get much better from there, as he constantly mispronounced "Trump" as "Chump". It slowly denigrated further and further as the speech progressed, with even the incredibly friendly audience turning against him by the end, booing several jokes and remaining silent in response to others.
Worst Joke - About Donald Trumps wife at the time Melania Trump "The best part is she married you for love. Yep, she loves money" (The joke actually received several loud boos)