Tom Brady, the Kelce brothers and more NFL players have reacted to the 48-year age gap between Bill Belichick and his ...

A Tom Brady interview on Sundae Conversations with Caleb Pressley made the former QB burst into laughter after a Bill Belichick question.

There may be no stronger friendship than that of an NFL quarterback and head coach who have won six Super Bowls together ...

Recently, Brady appeared as a guest on " Sundae Conversations with Caleb Pressley ," where he was asked interesting questions ...

Brady then nervously laughed before getting hit with the question that nearly brought him to his knees. "If Bill Belichick's ...

Tom Brady, known for his composed demeanor, responded humorously to a question about Bill Belichick’s 24-year-old girlfriend, ...

Tom Brady reacted to a question about former NFL coach Bill Belichick’s relationship with 24-year-old Jordon Hudson, which hinted at the six-time Super Bowl-winner’s 48-year age gap.

In a moment that had fans and viewers chuckling, retired NFL legend Tom Brady found himself momentarily speechless during an interview on Caleb Pressley's "Sundae Conversation." Pr ...

Belichick, 72, and Jordon Hudson, 24, have reportedly been dating since 2022, and an insider previously told us that he “couldn’t care less” about their age gap.

Tom Brady couldn’t help but crack a smile when he was faced with a pair of questions about Bill Belichick’s relationship with ...

Tom Brady broke into laughter during an interview when he was asked this question about Bill Belichick's 24-year-old ...

Jordan Hudson made her Super Bowl ad debut alongside Bill Belichick, Ben Affleck, and Casey Affleck in Dunkin’s 2025 ...