Inside Tom Brady's Celeb-Packed Dating History: From Tara Reid to Irina Shayk
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Tom Brady is technically single (emphasis on technically) following his divorce from Gisele Bündchen, but there's been a lot of speculation about who he'll date next/who he's potentially dating RTF now. And honestly things reached a fever pitch at Michael Rubin's Hamptons White Party™, where there were a million rumors about Tom flirting with pretty much every celebrity there.
So, naturally, the time has come to put together a comprehensive Tom Brady dating history, starting with some ancient history and working our way up to—you guessed it—Irina Shayk.
Tara Reid: 2002
I know, right? Who knew! While Tom hasn't ever chatted about his history with Sharknado icon Tara Reid, she went ahead and confirmed they'd "kissed," adding, he's "pretty good-looking."
Layla Roberts: 2002
We know literally nothing about Tom's relationship with Playboy model Layla Roberts, other than they allegedly very briefly dated. So take this one with a grain of salt, mmmkay.
Bridget Moynahan: ~2004 to December 2006
Tom and Bridget dated for three years until Bridget's rep confirmed the breakup in a statement to People on December 14, 2006—saying 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.”
The thing is, Tom and Gisele (we'll get to them in a minute) found out that Bridget was pregnant with Tom's child about two months into their relationship, which Tom opened up about on Howard Stern:
“It was an interesting time because we found out after that my ex-girlfriend was pregnant with my oldest son. We were forced into this very important thing in our lives at a new part of our relationship. In a lot of ways, I found out a lot about Gisele through this experience, and she found out a lot about me dealing with a situation that was not a very easy one.… It was hard for my wife and for my son’s mom because she didn’t envision that either.”
Gisele Bündchen: December 2006 to October 2022
Gisele and Tom were set up on a blind date shortly after he ended his relationship with Bridget. As he put it to Details (archived over this way), "This friend told me he knew a girl version of me." Meanwhile Gisele added, "And he said to me he'd found a boy version of me."
According to a People source, Tom and Gisele “started dating just before Christmas,” ended up getting married in 2009, and went on to have two kids together. Sadly, the pair split up in October 2022, and Gisele chatted about their divorce with Vanity Fair.
"It's like a death and a rebirth," she said. "The death of my dream. It's tough because you imagine your life was going to be a certain way, and you did everything you could, you know? I believed in fairy tales when I was a kid. I think it's beautiful to believe in that. I mean, I'm so grateful I did."
Gisele also touched on what went wrong, saying, "When I was 26 years old and he was 29 years old, we met, we wanted a family, we wanted things together. As time goes by, we realize that we just wanted different things, and now we have a choice to make. That doesn't mean you don't love the person. It just means that in order for you to be authentic and truly live the life that you want to live, you have to have somebody who can meet you in the middle, right? It's a dance. It's a balance. We're not playing against each other. We are a team, and that's beautiful. I look back and I have no regrets. I loved every bit of it."
Just gonna leave this here:
Kim Kardashian (Rumor): July 2023
Kim and Tom were linked in the internet's collective imagination for reasons that remain baffling (something about her looking for real estate in Miami?), and then the White Party hit. And they were spotted vibing ^^^^.
On top of that, a source told the Daily Mail, “Kim and Tom were super flirty with each other at Rubin’s party and were seen during the day on the beach together and again dancing at night.”
Obviously, we now know that Kim and Tom aren't dating, though honestly we've known for a while considering the fact that back in May 2023, Entertainment Tonight reported that Tom’s reps “denied any romance.”
Emily Ratajkowski (Rumor): July 2023
On top of being linked to Kim Kardashian at the White Party, the Daily Mail claimed Tom and EmRata were into each other, with a source saying, "He actually spent the evening with Emily Ratajkowski–they were together most of the night and looked very cozy. They didn't leave together but if anyone was getting close, it was them." Kay.
Irina Shayk: July 2023
All this brings us to Irina Shayk, who Tom appears to be (casually, for now) dating. According to TMZ, the pair was spotted "cozying up in L.A. over the course of two days," and Irina allegedly spent the night at Tom's house.
As for how serious they really are, a Daily Mail source says, "Tom is really ecstatic that this is happening, he feels that they totally get each other, and he really finds her extremely interesting, entrepreneurial, and has a clever sense of humor that really appeals to everything he is all about. She is not just a fling, he really wants to make this work. He always told himself after his divorce that he would only get involved with someone that a future could be made, someone he could eventually introduce to his kids."
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