Rob Gronkowski Laughs At Joke About Bill Belichick’s Relationship With 24-Year-Old Girlfriend Jordon Hudson

by James Van WicklerMay 25, 2025, 9:26 pmNews >

All Rob Gronkowski could do in a sit-down with Caleb Pressley on Sundae Conversation was laugh as Pressley trolls Gronkowski about his former coach Bill Belichick’s relationship with 24-year-old Jordan Hudson.

The former Barstool Sports personality had delivered a couple of jokes about the future Hall of Famer’s coach while pretending to talk about the NFL’s schedule release, and it took Gronkowski a little bit of time to understand the joke.

“The matchups this year are incredible, and there is a lot of really exciting teams,” Pressley said. “Bills picked up a 24-year-old.”

Pressley had to mention Bill’s girlfriend for Gronkowski to get the joke and all he could do was laugh as Pressley continued to give another cheeky joke.

Subscribe to our free weekly newsletter!

A week of sports news in your in-box.
We find the sports news you need to know, so you don't have to.

“The crayon you wrote your book with — did you take that out of her backpack?” Pressley said.

Gronkowski gave credit to Pressley on the clever delivery and could only say that “he got me.”

Last week, Gronkowski implied that Hudson has been a distraction for the eight-time Super Bowl champion.

Belichick has faced many questions about his relationship with Hudson for the last couple of months. In the middle of his CBS Sunday Morning interview, Hudson repeatedly jumped in to cut off the interview and say that “we’re not talking about this.”

In an interview with 98.5 The Sports Hub, Gronkowski mentioned that Belichick’s whole goal was to “eliminate the distractions” that can happen while on the team.

“We’re just looking down at the program in North Carolina, and it feels like there are just distractions 24/7 down there,” Gronkowski said on 98.5 The Sports Hub. “There’s no football talk as well.”

The rest of the Sundae Conversation involved jokes about Gronkowski’s intelligence and a few jokes about former New England Patriots tight end Aaron Hernandez. During the sit-down, Gronkowski wondered if this was a real show.