Tom Brady Chats Up Sydney Sweeney at Jeff Bezos' Wedding, Per Reports
Tom Brady Chats Up Sydney Sweeney at Jeff Bezos' Wedding, Per Reports originally appeared on Athlon Sports.
Former New England Patriots and Tampa Bay Buccaneers Super Bowl-winning quarterback Tom Brady underwent a divorce with longtime wife and supermodel Gisele Bünchen that finalized in 2022.
Since retiring from the NFL, beginning his broadcasting career with FOX, and purchasing a slice of ownership in the Las Vegas Raiders, rumors have begun to stir about Brady potentially getting back on the dating scene.
AdvertisementAdvertisement#«R14ekkr8lb2m7nfblbH1» iframe AdvertisementAdvertisement#«R24ekkr8lb2m7nfblbH1» iframeAt Amazon founder Jeff Bezos' wedding in Venice last week, Brady was spotted "chatting up" Hollywood actress Sydney Sweeney, according to TMZ.
Many of Bezos' celebrity friends booked with the landmark hotel The Gritti Palace, in which reportedly both Brady and Sweeney are staying. TMZ noted Sweeney as "the 'center of attention' for single guys, including TB12."
The article alleges that a group including Brady, Sweeney, Leonardo DiCaprio, Orlando Bloom and the Kardashians were all hanging out at the hotel bar, with Brady being "the life of the party" before spending time with Sweeney.
The report did not include further details about the interactions between Brady, 47 and Sweeney, 27.
AdvertisementAdvertisement#«R19ekkr8lb2m7nfblbH1» iframe AdvertisementAdvertisement#«R29ekkr8lb2m7nfblbH1» iframeTMZ did, however, keep a PG tone when describing the group as a whole:
"While the Gritti is crawling with hot ladies, we're told this has become more about the guys bonding with each other than trying to hook up with women."
Sweeney has grown in popularity over the past year after her blockbuster role in Anyone But You co-starring with Glen Powell - whom she was also rumored to be entangled with for a bit last year.
Brady has shown no recent signs of seeking a partner. He could be enjoying his no-stings-attached lifestyle following his Hall of Fame worthy playing career.
To the public eye, Brady reserves most of his time to his various business and commercial ventures.
AdvertisementAdvertisement#«R1gekkr8lb2m7nfblbH1» iframe AdvertisementAdvertisement#«R2gekkr8lb2m7nfblbH1» iframeBut deep in the summer of NFL offseason, those can be put on hold in favor of celebrity excursions.
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This story was originally reported by Athlon Sports on Jun 28, 2025, where it first appeared.
A mash-up of sports legendTom Brady with Hollywood star Sydney Sweeney at the legendary wedding hosted by Jeff Bezos highlights unlikely celebrity pairings that capture our imagination.
An interesting take from the rumors of Tom Brady striking up a conversation with Sydney Sweeney at Jeff Bezos' wedding: Unlikely event in an unbelievable year punctuated by unexpected couplings, where even professional football and Hollywood converge.
