Tom Brady is no stranger to pulling up celebrities, and he appears to be on the lookout for a new celebrity partner. The seven-time Super Bowl champion has dated a series of actresses and supermodels since the start of his NFL career, and the latest entrant to the list appears to be bombshell “Modern Family” actress Sofia Vergara.
The speculations come after the pair attended Jeff Bezos’ wedding to Lauren Sanchez in Venice, Italy, before heading to Ibiza, Spain, on a star-packed voyage featuring A-list guests including Martha Stewart, Naomi Campbell, Kendall Jenner, and Kate Hudson, among others.
According to a Page Six source, the pair is having a “summer romance,” with Brady exclusively changing seats at dinner to sit with her. They reportedly continued hanging out in Ibiza after the yacht trip, and as Brady seems up for another star-struck relationship, let’s take a look at all of his past girlfriends.
The legendary Tom Brady eating dinner with supermodel actress Sofía Vergara this past weekend.
Brady is still the GOAT on and off the field 🐐 pic.twitter.com/AAagkKBLeO
— Dov Kleiman (@NFL_DovKleiman) July 7, 2025
Roberts appears to be Brady’s first known girlfriend. The Playboy playmate briefly dated the then-New England Patriots quarterback. While much information about their dating life is not known in the public domain, speculations were that she also dated actor Vin Diesel around the same time.
While Brady’s relationship with Roberts was never official, it was with Reid. The couple dated briefly in 2002, and the American Pie star later called Brady “a really sweet guy” and revealed that they had kissed.
Brady’s relationship with Moynahan marked his first lasting relationship, and also the first controversial one. The ex-couple were first linked in 2004, and often made public appearances, unlike Brady’s first relationships. They were together for nearly three years before calling it off in December 2006.
However, in February 2007, the Sex and the City star announced she was three months pregnant. Brady was unaware of it when they broke up, and while he still gets roasted over leaving her during her pregnancy, the pair went on to co-parent their son Jack Moynahan.
Nikki Glaser is the Tom Brady of roasts pic.twitter.com/6rXeIswpnN
— non aesthetic things (@PicturesFoIder) January 10, 2025
Brady and Bündchen, a Brazilian supermodel, were set up by friends on a blind date in December 2006, and it was love at first sight. Bündchen, however, considered breaking up when the news of Moynahan’s pregnancy broke out, but they eventually stayed together for a decade and a half.
The pair got engaged in January 2009 and tied the knot in an intimate ceremony in Santa Monica, California, a month later. They welcomed their first child, son Benjamin Rein Brady, on Dec. 8, 2009, and their daughter, Vivian Lake Brady, joined the family via home birth on Dec. 5, 2012.
The divorce rumors started swirling in 2015, but Brady denied it and said they had only hit a rough patch. The ex-couple’s romance appeared to be thriving in February 2022 when they celebrated their 13th wedding anniversary, but when Brady unretired in 2022, the marriage ultimately fell through.
Bündchen later linked up with her family’s jiu-jitsu instructor, Joaquim Valente, and welcomed her third child with him.
Congrats! Tom Brady’s ex-wife Gisele Bündchen has given birth to her first baby with boyfriend and jiu-jitsu instructor Joaquim Valente.
Bündchen is now a mother of three ❤️👏 pic.twitter.com/Enw780jaca
— Dov Kleiman (@NFL_DovKleiman) February 5, 2025
Following the divorce, it didn’t take Brady much time to find his celebrity partner. The NFL legend was linked to Shayk in late July 2023 when they were spotted getting cozy in his car, and they were later spotted together multiple times.
Tom Brady & Irina Shayk are reportedly dating 👀 pic.twitter.com/P4Qy6n6wQv
— Daily Loud (@DailyLoud) July 24, 2023
However, the romance fizzled out by the end of the year, reportedly because of their busy schedules. Brady has since been linked to numerous supermodels and celebs, including Brooks Nader and Sydney Sweeney, among others, but the fling with Vergara appears to be his first real thing since his split with the Russian model.