On the sidelines, Bill Belichick is not one to ever crack a smile.

On a plane with a hot young woman, that frown tends to turn upside down fairly quickly.

As shared by TMZ, the 72-year-old is in a relationship with 24-year-old former cheerleader Jordon Hudson, but their history began way back in 2021. The massive gap between their ages stirred up massive controversy online, and it only got worse when a picture surfaced.

TMZ would share the picture that Jordon Hudson and Belichick would take when they first met on a flight in 2021.

The former Patriots head coach was wearing a Rutgers sweatshirt beside a smiling Hudson, who was wearing a white shirt.

Fans were not thrilled to see the picture, as many of them labeled it “gross” to see Bill Belichick, an older man, dating a woman so young.

TMZ reported that Belichick struck up a conversation with Hudson over her philosophy project. He even signed a copy of her textbook, Deductive Logic.

“Jordon, Thanks for giving me a course on logic! Safe travels!” Belichick wrote before signing his name.

The two exchanged contact information but did not start dating until his breakup with his longtime girlfriend, Linda Holliday.

Rob Gronkowski Hinted Bill Belichick Was Dating a 24-Year-Old

Rob Gronkowski dropped a major hint about former New England Patriots coach Bill Belichick’s love life, and nobody knew how serious he was until now.

The revelation came during his standup moment at Netflix’s The Roast of Tom Brady.

“Coach, you used to talk about Foxborough High School when we sucked,” Gronk joked on stage during Netflix’s The Roast of Tom Brady last month. “But now I know why you were so obsessed with Foxborough High School: you were scouting your new girlfriend.”

TMZ wouldn’t break the news until this month that the 72-year-old was dating 24-year-old former cheerleader Jordon Hudson.