Tom Brady’s affinity for love has garnered nearly as much scrutiny as his illustrious football career.

After a brief liaison with Tara Reid, the esteemed NFL quarterback commenced a relationship with actress Bridget Moynahan in 2004. By the time they welcomed their son John “Jack” Edward Thomas Moynahan in 2007, the couple had already parted ways, and Brady had moved on to a new chapter with Gisele Bündchen.

Spend $750 Towards Your Summer Style!

In 2009, Brady and Bündchen exchanged vows, and they were blessed with two children, son Benjamin Rein Brady and daughter Vivian Lake Brady. The supermodel staunchly supported her husband throughout his tenure with the New England Patriots and Tampa Bay Buccaneers. However, speculation emerged about their marital discord after Brady’s NFL comeback in March 2022.

Eventually, the news broke that Brady and Bündchen were parting ways, and their divorce was finalized in October 2022. Just three months later, the legendary quarterback officially retired after an awe-inspiring 23-season career in the NFL.

Kim Kardashian and Tom Brady Engage in Friendly Conversation at A-List Party: Source Confirms No Romance

Following his divorce, unfounded rumors linked Brady romantically to Reese Witherspoon (who had filed for divorce from husband Jim Toth in April 2023) and Kim Kardashian. Reports initially circulated about a possible connection between Brady and Kardashian in March, but representatives for the quarterback firmly refuted any romantic involvement.

Despite being spotted chatting at Michael Rubin’s exclusive Fourth of July soirée, credible sources confirmed to PEOPLE that their interaction was entirely amiable. In an interview with Entertainment Tonight, Rubin addressed the “wild rumors” and clarified that they were merely good friends.

Spend $750 Towards Your Summer Style!

However, a few weeks later, Brady found himself linked to a potential new flame when photographs surfaced of him cozying up with model Irina Shayk in his car. An insider revealed to PEOPLE that the two had been in contact for several weeks and that there was a definite spark between the retired NFL player and the Russian beauty.

From his enduring relationship with Bündchen to his captivating summer romance with Shayk, let’s delve into Tom Brady’s captivating dating history.

Tara Reid The University of Michigan alumnus reportedly had a fling with Tara Reid in 2002.

The American Pie luminary didn’t disclose many details about their time together, but she hinted at its brevity. During a 2014 interview on Australia’s The Kyle and Jackie O’s Show, when asked about Brady, she responded, “[We] have kissed. He’s quite good-looking.”

Reid briefly revisited their romance in a 2022 interview with NBC Sports Boston, stating, “I dated Tom Brady. He was a great guy. He’s a really nice guy, a really sweet guy. We had a lot of fun.”

Bridget Moynahan Brady and actress Bridget Moynahan first made headlines as a couple in early 2004. Their public debut occurred after Brady’s New England Patriots triumphed over the Carolina Panthers in Super Bowl XXXVIII — according to Sports Illustrated, the Sex and the City star was the first to arrive at the celebration.

Spend $750 Towards Your Summer Style!

Two months later, they were seen together at the opening of the Ermenegildo Zegna flagship store in New York City, and from there, they frequently supported each other at various events. Notable red carpet appearances included the 2004 premiere of I, Robot, Moynahan’s film with Will Smith, the 2005 Vanity Fair Oscars party, and the 2006 Met Gala.

During a 2005 interview with 60 Minutes’ Steve Kroft, Brady shared, “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.” He cleverly deflected a follow-up question about marriage.

Spend $750 Towards Your Summer Style!

After three years of dating, the couple announced their separation in December 2006, with Moynahan’s representative telling PEOPLE that they “amicably ended their three-year relationship several weeks ago.” Brady then moved on to Bündchen, but in February 2007, Moynahan revealed she was over three months pregnant with her ex’s child.

Brady candidly discussed learning about Moynahan’s pregnancy during an interview with Howard Stern in 2020, describing it as “a very unique time” that “challenged me… to grow up in a different way.”

Spend $750 Towards Your Summer Style!

Their son, John “Jack” Edward Thomas Moynahan, was born on August 22, 2007. Although their public attention was overwhelming after their son’s birth, Moynahan informed PEOPLE in 2019 that she and Brady had since found common ground in co-parenting.

“Tom and I decided to raise a child together, and we both found partners who not only supported us in raising that child but also loved our child as if he were their own,” she stated. “I don’t think you can ask for more than that. My son is surrounded by love.”

Spend $750 Towards Your Summer Style!

Gisele Bündchen Brady and Gisele Bündchen were introduced through mutual friends and had their first encounter on a blind date just before Christmas 2006. They clicked immediately, and Bündchen admitted that the call from her friend instructing her to contact Brady “changed my life.” They officially became a couple in January 2007.

In a 2015 interview with CBS This Morning’s Charlie Rose, Bündchen disclosed that upon learning of Moynahan’s pregnancy in February 2007, she had contemplated ending the relationship.

Spend $750 Towards Your Summer Style!

Despite the speculation, Brady and Bündchen persevered. They displayed affection at the 2008 Met Gala and got engaged in January 2009. A month later, they tied the knot in an intimate ceremony in Santa Monica, California, and later celebrated with a grand ceremony at Bündchen’s Costa Rica residence in April.

Their first child together, son Benjamin Rein Brady, was born on December 8, 2009. Following in his older brother’s footsteps, their daughter, Vivian Lake Brady, was born through a home birth on December 5, 2012.

Spend $750 Towards Your Summer Style!

Divorce rumors swirled in May 2015 after the “Deflategate” scandal, but Brady refuted any marital issues, affirming that he and Bündchen were in a harmonious place. During a SiriusXM interview with Stern, Brady revealed that they had sought help from a marriage counselor during a rough patch a few years prior, when Bündchen “wasn’t satisfied” with their relationship. Nevertheless, their romance appeared vibrant in February 2022 when they both expressed their love for each other on social media to commemorate their 13th wedding anniversary.

Spend $750 Towards Your Summer Style!

Brady’s subsequent NFL comeback triggered speculations about their relationship, with sources indicating that the couple was navigating a rough phase. Bündchen herself addressed her “concerns” about Brady’s unretirement during an interview for Elle’s October Issue. Following her candid revelations, sources revealed to PEOPLE that Bündchen had reached a point of not wanting to salvage the marriage.

Officially parting ways, Brady and Bündchen announced their separation in October 2022. Within hours, it was confirmed that they had finalized their divorce after 13 years of matrimony. In a statement, the former Victoria’s Secret Angel expressed that their separation was amicable and that her primary focus remained on their beloved children.

Spend $750 Towards Your Summer Style!

Brady echoed similar sentiments in his own statement, assuring that they would work together as parents to ensure their children receive all the love and care they deserve.

On an episode of his SiriusXM show Let’s Go! in 2022, Brady discussed the divorce, describing it as “a very amicable situation” and emphasizing his dedication to “taking care of my family and certainly my children.” He acknowledged that dealing with the split amid public scrutiny added a layer of complexity, but he believed that humans strive to do their best in such circumstances.

Spend $750 Towards Your Summer Style!

Bündchen echoed the sentiment, expressing her lack of regrets about her marriage with Brady during an interview with Vanity Fair. “I loved every bit of it,” she affirmed.

Irina Shayk Following Brady’s divorce from Bündchen, there was much speculation about the identity of the next love interest in the retired NFL player’s life. After several unverified reports about potential romances, it seems that Brady has connected with model Irina Shayk.

Spend $750 Towards Your Summer Style!

Brady and Shayk were first linked in late July 2023 when they were spotted in an affectionate state in Brady’s car after spending an evening together. According to reports, the retired NFL player picked Shayk up at Hotel Bel-Air, and the pair returned to a Los Angeles residence where Brady was staying. Shayk was seen leaving the next morning but was later picked up by Brady again on Saturday afternoon.

After their outing, a reliable source informed PEOPLE that the duo spent the entire weekend together, with Brady inviting Shayk to “fly out and meet up in Los Angeles.”

Spend $750 Towards Your Summer Style!

“They spent Friday and Saturday night at a house” where Brady was residing, the source revealed, further adding, “there is an attraction.”

Another insider divulged that Brady and Shayk’s initial connection had been forged during their attendance at billionaire art heir Joe Nahmad’s wedding to model Madison Headrick in Sardinia, Italy, back in June.

With their story unfolding in the spotlight, Tom Brady’s love life continues to be a subject of fascination and intrigue. As the retired quarterback ventures into new relationships, the world waits eagerly to witness the next chapter in his romantic journey.