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Jeff Ross Wears O.J. Simpson Jersey During Tom Brady Roast Special

By Frederick Ennette Jr.
May 6, 2024 | 5:36 p.m. CDT
jeff-ross-wears-bloody-o-j-simpson-jersey-during-tom-brady-roast-special
Photo via Netflix

Seven-time Super Bowl Champion Tom Brady found himself on the hot seat. The New England Patriots legend was the subject of a celebrity roast that premiered on Netflix on May 5. Celebrity roasts can get extremely vulgar. And sometimes jokes can push the envelope in terms of what is and is not acceptable. 

Comedian Jeff Ross is no stranger to roasts. He has appeared on multiple panels in his career. During the roast of Tom Brady, Ross showed up wearing an O.J. Simpson jersey covered in fake blood. 

Jeff Ross Dons O.J. Simpson Jersey During Brady Roast

“I had to dress like OJ because I’m about to kill this white b***h right here,” Ross said when he appeared on stage. 

Of course, Ross was referring to Simpson’s murder trial. In 1995, Simpson was charged with stabbing his wife Nicole Brown-Simpson, and her friend Ron Goldman. He was acquitted of all charges in what is known as one of the most controversial not-guilty verdicts in American history. 

Simpson passed away in April at 76 years old after a long-standing battle with cancer. 

Brady Has NSFW Message For Comedian

Ross’ barrage of jokes did not stop there. He also poked fun at New England Patriots owner Robert Kraft. 

Ross recalled a moment when Kraft and the Patriots selected him with his NFL Draft pick. Upon being selected by Kraft, Brady told the Patriots owner that drafting him was “The best decision you’ve ever,” made. 

Ross added a little extra to the end of that statement. Joking that the next thing Brady did after that was ask the Patriots owner “Would you like a massage?”

The punchline was a nod to Kraft’s legal troubles. In 2019 Kraft was arrested at a Florida massage parlor for allegedly soliciting prostitution. 

Brady clearly took exception to the joke. Upon arising from his seat it looked as if fans were going to get a sequel of the viral Chris Rock/Will Smith Oscars slap in 2022. But instead, a stone-faced Brady whispered in Ross’s ear, “Don’t say that s**t again.” 

Ross obliged before pointing out the Patriots owner who was seated in the crowd and noting that he appeared to be on board with the slight.