Did the roast go too far? After watching Netflix’s The Roast of Tom Brady, there might be a slight question of why Tom Brady and Bridget Moynahan broke up. The retired football player’s ex-girlfriend was the target of several roasts.
Nikki Glaser took a jab at Brady and his past relationships. “Tom, you’re the best to ever play for too long, you retired then came back then retired, I get it. … It’s hard to walk away from something that isn’t your pregnant girlfriend,” Glaser said to a rapturous crowd at Los Angeles’ Kia Forum. “To be fair he didn’t know, he just thought she was getting fat.”
Will Ferrell who dressed up as his Anchorman character, Ron Burgundy, also roasted the Super Bowl champ. “The last time this guy went truly deep,” Ferrell said, “he ended up paying child support to Bridget Moynahan.”
After the roast, Moynahan went on Instagram to post a quote, “Loyal people take s–t more personal because they never would’ve did that s–t to you.” The caption read, “So true.”
Tom Brady started dating actress Bridget Moynahan in early 2004 after Brady won his second Super Bowl for the New England Patriots and Bridget starred on the hit show Sex and the City. Together, they attended the 2006 Met Gala and the Vanity Fair Oscar Awards party. In a 60 Minutes interview, Tom revealed what Bridget meant to him in his relationship. “She’s helped a lot,” he said fondly. “I can be myself around her, and there’s not many people I can be myself around. It’s fun to be around your best friends who know you well, and she’s someone that I consider one of my very best friends.”
Why did Tom Brady & Bridget Moynahan break up?
The two ended their relationship in December 2006. A rep told People at the time, “(They) amicably ended their three-year relationship several weeks ago. We ask for your respect and consideration of their privacy. No further comments will be made.” Three months later, Bridget announced that she was expecting Brady’s baby. “Bridget is over three months pregnant,” her rep said. “Former boyfriend Tom Brady is the father.” At the time, Tom started to date Gisele Bündchen. Bridget gave birth to John “Jack” Edward Moynahan in August 2007.
The Blue Bloods actress opened up about her complicated pregnancy with Tom’s baby. “[Tom] was there on that day and came in afterwards,” she told More magazine in 2011 about her labor. “He certainly wasn’t holding my hand while I pushed.”
In an interview with Harper’s Bazaar, she also revealed how her mental health was affected during the time.“Going through that traumatic time of being heartbroken and then being pregnant turned my whole life upside down and inside out and just knocked the wind out of me,” she told the magazine. “But I got so much out of that … Now I have a child, and it’s the best thing in the world.” She continued, “I’m not sure anyone — and I could be wrong in this — grows up thinking, ‘I want to be a single mom’ … Doing it on your own when it wasn’t expected comes with a lot of fears and anxieties. But I felt 100 percent that I could do this.”
In the same More magazine interview, Bridget explained how she kept a blended family with Gisele and Tom. “I never made a comment about Gisele or Tom publicly,” she explained to the outlet. “I have a relationship with these people on a daily basis. I’m raising a child, and it’s public. The media creates these dramas, and that’s not what’s happening in my life. My son has two loving parents and an extended family, whether it’s cousins or stepmothers or boyfriends. My son is surrounded by love.”
During an appearance on the Howard Stern Show in April 2020, Tom revealed how he felt when he found out that Bridget was pregnant. “Next thing you know, I found out that Bridget was pregnant with our son,” he said. “So that was a very unique time … and it challenged me in a lot of ways, again, to grow up in a different way. And it was very challenging for my son’s mom, you know, because she didn’t envision that either.”
Tom and Bridget continue to have an amicable relationship, with the John Wick actress congratulating her ex-boyfriend on his Super Bowl wins and supporting their kid in his dream of becoming a professional athlete. After Tom announced his retirement from professional football in January 2023, he honored his ex-girlfriend with a rare photo on his Instagram Story of him, Bridget and Jack. The picture showed the trio dressed in button-down shirts, with Brady and Jack just in their socks while Bridget wore flip-flops.