Tom Brady’s Love Life Might Be the Real Winner of Jeff Bezos’ Wedding Weekend

All eyes were on Jeff Bezos and Lauren Sanchez's wedding weekend in Venice, Italy, but it appears that Tom Brady may have also scored points in the love department.

Reports from the three-day event kept zeroing in on the retired athlete and two women who attended the Italian festivities. Brady "danced with everyone" while he attended the June 28 party, but eyewitnesses were particularly interested when he cut a rug with Sydney Sweeney and Brooks Nader, per TMZ.

Nader and Brady enjoyed a fling in 2024 with a People source reporting that the romance was "casual."

They claimed, "They've been hooking up this summer, having rendezvous in different cities. It's casual. She has a very active social calendar and likes to party, and Tom is often with the kids and doesn't like the nightlife scene." By fall, the short-lived dating situation appeared to be over.

Sweeney, who recently ended her engagement to Jonathan Davino, was the belle of the ball, according to a Daily Mail source. "Sydney apparently is the most sought-after person to be around at the Bezos wedding," the insider said. "Everyone wants to talk to her and every guy that has been in her presence has talked about how stunning she is in real life."

Despite Brady "chatting up" the Euphoria star, it appears that everyone was on their best behavior with "no hookups," per TMZ's eyewitness. Still, Brady seemed to enjoy a few flirty moments with Sweeney, which might have fans side-eyeing their friendship in the future.

Brady's divorce from Gisele Bündchen was finalized in October 2022 after 13 years of marriage. He's been linked to Nader and supermodel Irina Shayk, but his focus appears to be on his children these days: son Jack, 17, whom he shares with ex-girlfriend Bridget Moynahan, and son Benjamin, 14, and daughter Vivian, 12, from his marriage to Bündchen.

Related: Tom Brady's Mystery Woman Is Revealed

Tom Brady’s Love Life Might Be the Real Winner of Jeff Bezos’ Wedding Weekend first appeared on Men's Journal on Jun 29, 2025