Katie Holmes, the beloved actress known for her roles in Dawson’s Creek and Batman Begins , has maintained a relatively private romantic life despite being in the public eye for over two decades. Currently, Holmes appears to be single, with her last confirmed relationship ending in 2022. Her romantic journey has been marked by high-profile relationships, a famous marriage, and her commitment to keeping her personal life away from the spotlight following her divorce from Tom Cruise.
The 46-year-old actress has navigated Hollywood relationships with grace, often choosing discretion over publicity. From her early days as a television star to her current status as a respected actress and director, Holmes has experienced love, heartbreak, and everything in between. Her dating history reads like a who’s who of Hollywood, including relationships with fellow actors, musicians, and even a chef. Despite the media attention surrounding her romantic life, Holmes has consistently prioritized her career and her role as a mother to her daughter Suri, now 18 years old.
Understanding Holmes’s approach to relationships provides insight into how she has managed to maintain her dignity and privacy in an industry that often exploits personal relationships for headlines. Her journey from young love on television sets to complex celebrity marriages and back to seeking genuine connections demonstrates her evolution as both a person and a public figure. As she continues to focus on her career and family, fans remain curious about whether she will find love again and how she might choose to share that journey with the world.
Current Relationship Status
Katie Holmes (Image via Getty)
Katie Holmes is currently single as of 2025. Her most recent public relationship was with musician Bobby Wooten III, which ended in December 2022 after eight months of dating. The couple had gone public with their romance in May 2022, appearing together at various events and being photographed on casual dates around New York City. However, their relationship “didn’t work out together for the long run,” according to sources close to the actress.
Since her split from Wooten, Holmes has maintained a low profile regarding her romantic life. In 2023, there were brief rumors linking her to her talent agent Jeremy Barber after they were spotted together in New York City, but her representatives quickly denied any romantic involvement. The actress has clearly chosen to focus on her career and her role as a mother rather than pursuing public relationships.
Early Romance: Joshua Jackson
Holmes’s first significant relationship began on the set of Dawson’s Creek with her co-star Joshua Jackson in the late 1990s. This relationship was particularly meaningful as it represented her first experience with love in the entertainment industry. In 1998, Holmes described the relationship to Rolling Stone as “something so incredible and indescribable that I will treasure it always.”
The couple dated for about a year before calling it quits in 1999, but they managed to maintain a strong friendship that continues to this day. In a recent 2025 interview, Jackson revealed that he and Holmes remain “very close,” demonstrating the lasting bond they formed during their time together. Their ability to transition from romantic partners to lifelong friends speaks to the genuine connection they shared and their mutual respect for one another.
The Engagement: Chris Klein
Following her relationship with Jackson, Holmes began dating American Pie actor Chris Klein in the early 2000s. Their relationship progressed quickly, and the couple became engaged at the end of 2003 after dating for about a year. This engagement represented Holmes’s first serious commitment to marriage and settling down.
However, the relationship faced challenges due to their demanding careers and different life goals. Klein was reportedly ready to settle down, while Holmes wanted to focus on advancing her acting career. The couple ultimately ended their engagement in early 2005, just before Holmes would meet the man who would become her husband. Klein later reflected positively on their relationship, describing them as “like the prom king and queen” and noting their similar backgrounds and shared Hollywood experiences.
The Marriage: Tom Cruise
Katie Holmes (Image via Getty)
Holmes’s most famous and scrutinized relationship was with Tom Cruise, whom she married in 2006. Their relationship moved at lightning speed, with the couple becoming engaged just eight weeks after they started dating in 2005. The romance was highly publicized, particularly after Cruise’s infamous couch-jumping appearance on The Oprah Winfrey Show, where he declared his love for Holmes.
The couple married on November 18, 2006, at a 15th-century castle in Italy, and they welcomed their daughter Suri in April 2006. Their relationship, dubbed “TomKat” by the media, was constantly in the spotlight. However, the marriage lasted only six years, with Holmes filing for divorce in June 2012. The divorce was settled quickly, within two weeks of filing, and Holmes has since been protective of both her and her daughter’s privacy.
Secret Romance: Jamie Foxx
After her divorce from Cruise, Holmes entered into a six-year relationship with actor Jamie Foxx that lasted from 2013 to 2019. This relationship was notably different from her previous high-profile romances, as the couple kept their relationship largely secret from the public eye. They were first spotted together at a charity event in 2013, but Foxx initially denied any romantic involvement.
The couple maintained their privacy throughout their relationship, rarely appearing together publicly until the 2019 Met Gala, which marked their first official public appearance as a couple. Unfortunately, their relationship ended shortly after this public debut, with sources citing lifestyle differences and alleged infidelity as contributing factors. The breakup was attributed to Foxx’s partying lifestyle conflicting with Holmes’s focus on raising her daughter and her career.
Brief Romances: Emilio Vitolo Jr. and Bobby Wooten III
Katie Holmes (Image via Getty)
Following her split from Foxx, Holmes had two shorter-term relationships that received public attention. In 2020, she began dating New York chef Emilio Vitolo Jr., who owns the popular restaurant Emilio’s Ballato. Their relationship was highly visible, with the couple frequently photographed kissing and showing affection around Manhattan. However, this romance lasted only eight months, ending in May 2021.
Holmes’s most recent relationship was with Grammy-nominated musician Bobby Wooten III, which began in early 2022. The couple went public with their romance over Mother’s Day weekend 2022, appearing comfortable and happy during their New York City dates. Despite their apparent compatibility and shared interests, this relationship also lasted approximately eight months, ending in December 2022.
Focus on Family and Career
Throughout all her relationships, Holmes has consistently prioritized her role as a mother to Suri and her acting career. Since her divorce from Cruise, she has been particularly protective of her daughter’s privacy and has worked to provide a normal upbringing away from the intense media scrutiny that characterized her marriage. This commitment to family has influenced her approach to dating, as she seeks partners who understand and respect her priorities.
Holmes has also continued to evolve professionally, taking on directing projects and choosing roles that challenge her as an artist. Her focus on personal growth and professional development suggests that any future relationships will need to align with her values and life goals. As she moves forward, Holmes appears content with her single status while remaining open to the possibility of love when the right person comes along.
Tom Brady’s personal life has been under intense scrutiny since his high-profile divorce from supermodel Gisele Bündchen in October 2022, ending their 13-year marriage. The seven-time Super Bowl champion, now 47, has been the complexities of dating while balancing his new career as Fox Sports’ highest-paid NFL analyst and his responsibilities as a father to three children.
The legendary quarterback’s journey from married NFL icon to single broadcaster has been marked by rumored relationships, rekindled romances, and a focus on personal growth. After two decades of stability both on the field and in his personal life, Brady now faces uncharted territory as he explores casual dating while maintaining his professional commitments. His transition from the gridiron to the broadcast booth, coupled with his evolving romantic life, represents a significant chapter in the life of one of football’s greatest players.
Recent reports suggest Brady is currently single and concentrating on his work and children, though he remains open to the possibility of finding love again. His dating journey post-divorce has included a notable on-and-off relationship with supermodel Irina Shayk, sparking widespread media attention and speculation about his romantic future.
Current Relationship Status: Officially Single
Tom Brady (Image via Getty)
As of June 2025, Tom Brady is not officially dating anyone. Multiple sources confirm that the former Patriots and Buccaneers quarterback is focusing primarily on his broadcasting career with Fox Sports and his role as a father to his three children: 17-year-old Jack (with ex-girlfriend Bridget Moynahan), 15-year-old Benjamin, and 12-year-old Vivian (with Gisele Bündchen).
A source close to Brady told People magazine in November 2024: “He’s not dating anyone. He’s concentrating on work and his kids.” This focus on professional and parental responsibilities comes as Brady navigates his first year as Fox’s lead NFL color commentator, a role that earned him a record-breaking $375 million contract.
Despite his single status, Brady hasn’t completely closed the door on romance. According to Entertainment Tonight, he “is not entirely dismissive of the possibility of remarrying, but he remains uncertain about what lies ahead.” The quarterback has been described as “casually seeing people” while maintaining his primary focus on his various commitments.
The Irina Shayk Connection: An On-and-Off Romance
Brady’s most publicized relationship since his divorce has been with Russian supermodel Irina Shayk, 39, who was previously in a long-term relationship with actor Bradley Cooper. Their romantic timeline has been marked by multiple chapters of connection and separation.
First Romance (2023-2024)
Brady and Shayk first sparked dating rumors in 2023, with the pair spotted together on several occasions. Their relationship appeared to develop throughout 2023, but by early 2024, reports emerged that they had stopped seeing each other. The initial breakup was attributed to timing issues, with sources suggesting that “neither of them was fully over their exes when they first got together.”
Rekindled Romance Rumors (2025)
In February 2025, Page Six reported that Brady and Shayk had “started dating each other again and are open to see where things go.” A second source indicated that the pair were “talking on the phone” and willing to give their relationship another chance. The renewed connection was attributed to both parties being in “better head spaces” and having worked through their previous relationship baggage.
However, by May 2025, Shayk was making solo appearances at high-profile events like the Cannes Film Festival, where she stunned in an Armani Prive gown, leading to speculation about the current status of their relationship.
Life After Gisele: Professional Success and Personal Growth
Tom Brady (Image via Getty)
Brady’s post-divorce life has been characterized by significant professional achievements and personal reinvention. His transition from NFL legend to media mogul has been remarkably successful, with his Fox Sports contract making him the highest-paid sports analyst in history.
Broadcasting Career
Brady’s debut as a broadcaster reached its pinnacle when he called Super Bowl 2025, where the Philadelphia Eagles defeated the Kansas City Chiefs 40-22 in New Orleans. Working alongside play-by-play announcer Kevin Burkhardt, Brady has established himself as a credible voice in sports media, surpassing established names like Greg Olsen and Tony Romo.
Following the conclusion of his first NFL season as an analyst, Brady reflected on Instagram: “The 2024 NFL season is in the books. It was certainly a new challenge, I couldn’t have asked for a better team to work with and learn from!”
International Adventures
Brady has also embraced his newfound freedom through international travel and experiences. He was recently spotted in Venice, Italy, throwing footballs in the narrow streets while surrounded by admiring Italian women. This moment symbolized his post-NFL life: “unconventional, enviable, and still centered around football.”
The Gisele Factor: Moving Forward Amid New Developments
While Brady navigates his single status, his ex-wife, Gisele Bündchen, has moved forward with her own romantic life. Bündchen is now in a relationship with jiu-jitsu instructor Joaquim Valente, and the couple welcomed their first child together in February 2025.
Brady has reportedly extended his congratulations to Bündchen on the arrival of her new baby, demonstrating a mature approach to co-parenting and maintaining civility post-divorce. Sources indicate that Bündchen is “happy with her new life” while Brady continues to focus on his own journey.
The contrast between their post-divorce paths is notable: while Bündchen has found stability in a new relationship and expanded family, Brady remains in a period of exploration and professional growth.
Tom Brady (Image via Getty)
As Brady continues to establish himself in his broadcasting career and explores the dating world, he remains open to future possibilities while maintaining realistic expectations. His approach to potential remarriage reflects a mature perspective shaped by his previous marriage experience and current life circumstances.
The NFL legend’s dating life will likely continue to attract media attention, particularly given his high profile and the public’s fascination with his personal journey. However, his current focus on professional success and family responsibilities suggests that any future romantic commitments will be carefully considered and aligned with his evolving priorities.
Brady’s story post-Gisele represents a compelling narrative of reinvention, professional achievement, and personal growth, demonstrating that even legendary athletes must navigate the complexities of life after major transitions.
