Bill Belichick and Girlfriend, 24, Get Into the Holiday Spirit

Retired New England Patriots head coach Bill Belichick got into the holiday spirit over the weekend with his 24-year-old girlfriend, former college cheerleader Jordon Hudson. Just days after making their relationship red carpet official, the pair were on hand in Nantucket for the island's annual Christmas Stroll.

"Lost my Stroll-ginity this weekend," Hudson captioned a series of Instagram photos on Monday morning, in which she wore a festive, bright red sweater with the word "stroll" on it in white letters, layered under a white puffer and red-and-white striped scarf. In one of the photos, she posed with her 72-year-old boyfriend, who playfully held his fingers in bunny ears behind her head.

Bill Belichick enjoying the holiday season you love to see it pic.twitter.com/Q9mAXFpQSA

— Lucy Burdge (@LucilleBurdge) December 9, 2024

Belichick and Hudson soft launched their relationship earlier this year while attending Netflix's Roast of Tom Brady, where a few of the jokes told onstage centered around their nearly half-century age gap.

"Everybody asks me which ring is my favorite, I used to say 'the next one,'" quipped Tom Brady himself at one point. "But now that I am retired, my favorite Ring is the camera that caught Coach Belichick slinking out of that poor girl’s house a few months ago. Hey, you still got it. Respect baby."

It's unclear exactly when the pair began dating, however they reportedly met on a flight from Boston to Florida back in 2021 and exchanged contact information after "bonding" over a philosophy project Hudson had been working on. Though Belichick had been in a relationship with his longtime girlfriend Linda Holliday at the time, he and Hudson are believed to have privately began dating during the 2022 NFL season after the relationship with Holliday ended.

And two years later, it seems like the couple are still going strong.