5 Matt Baron/BEI/Shutterstock; Matt Baron/Shutterstock
Throughout his career in the NFL — which saw him win seven Super Bowls — Tom Brady also made headlines for his numerous A-list romances.
Brady dated Bridget Moynahan from 2004 to 2006, welcoming their son, Jack, in 2007. The now-retired Tampa Bay Buccaneers quarterback was already dating future wife Gisele Bündchen when Moynahan found out she was expecting.
“Two months into our relationship, Tom told me that his ex-girlfriend was pregnant. The very next day the news was everywhere, and I felt my world had been turned upside down,” Bündchen later recalled in her 2018 memoir, Lessons: My Path to a Meaningful Life.
While the duo were able to work through the drama — tying the knot in 2009 and welcoming two children of their own — their relationship ultimately didn’t last. Brady and Bündchen announced their divorce in October 2022 after more than a decade of marriage.
Keep scrolling to see Brady’s star-studded dating history:
Credit: Kathy Willens/AP/Shutterstock; Shutterstock
Layla Roberts
Roberts, a former Playboy Playmate, dated Brady for a short time in 2002 before calling it quits. The model was also linked to Vin Diesel at one point and is now married to John Hilinski.
Credit: Matt Baron/BEI/Shutterstock(2)
Tara Reid
The football star was briefly linked to the Sharknado actress in 2002. She opened up about their relationship during a 2014 appearance on Australia’s “Kylie and Jackie O” radio show. Reid said the two shared a kiss, adding that Brady was “good looking,” but didn’t offer much else about their fling.
Credit: Segev/Mediapunch/Shutterstock
Bridget Moynahan
Before Brady met Bündchen, he dated Moynahan. He and the actress met in 2004 and split in December 2006. Early in 2007, the former Sex and the City star learned she was pregnant — two months into his relationship with his now-wife.
In a 2019 BUILD interview, Moynahan recalled how difficult her pregnancy was. “I had a public breakup and then I was pregnant and then I had a baby,” she told Yahoo! Entertainment. “And those moments were kind of stolen from me by the paparazzi, the tabloids, whatever.”
Credit: Matt Baron/Shutterstock
Gisele Bundchen
The NFL star and Bündchen met through a friend in 2006 and quickly hit it off. Early in their relationship, Brady revealed to Bündchen that his ex was pregnant with their child. He admitted during a 2020 interview with Howard Stern that the pregnancy “challenged” him and Bündchen, but they ultimately worked things out.
Brady and the Victoria’s Secret model got engaged after three years of dating and tied the knot a month later in February 2009. They welcomed their first child, son Benjamin, 10 months later. Their second child, daughter Vivian, arrived in 2012.
After more than a decade of romance, the couple divorced in October 2022. Their split came after Brady’s decision to un-retire and continue his career in the NFL. (He retired for good in 2023.)
“With much gratitude for our time together, Tom and I have amicably finalized our divorce,” Bündchen wrote in a statement announcing their split. “The decision to end a marriage is never easy but we have grown apart and while it is, of course, difficult to go through something like this, I feel blessed for the time we had together and only wish the best for Tom always.”
Credit: Matt Baron/BEI/Shutterstock; Jojo Korsh/BFA.com/Shutterstock
Irina Shayk
The model and Brady were linked in July 2023 when they were photographed packing on the PDA after seemingly spending the night together at his home in Los Angeles. The pair officially called it quits that October. “Tom and Irina have split, things between them fizzled out and they went their separate ways,” a source told Us at the time. “There’s no ill will towards each other.”
In December 2023, another insider revealed to Us that the pair “never broke up because they were never an official item,” adding, “They’ve been hanging out here and there for a little while now and enjoy the time they spend together. There’s no commitment, but they have a great time whenever they hang out.”
