From Tom Cruise Marriage & Jamie Foxx To Bobby Wooten IIIFrom Tom Cruise Marriage & Jamie Foxx To Bobby Wooten IIIGiphy GIFGiphy GIF
Katie Holmes’ Dating History

From Tom Cruise Marriage & Jamie Foxx To Bobby Wooten III

Since the ’90s, Katie Holmes‘ romantic relationships have been a topic of fascination among the public.
More Romantic Timelines:
Going in chronological order, we’re looking back at Katie’s biggest relationships — starting with Joshua and ending with her most current breakup!
Chris Klein
Katie and Chris were an early aughts dream team! Meanwhile, Katie moved on to her most infamous relationship — more on that below!
“I used to think that I was going to marry Tom Cruise,” Katie, who was then still engaged to Chris Klein, told a Seventeen Magazine reporter in 2004.
Tom Cruise
By June of 2005, Katie revealed to reporters that she’s converting to Scientology (Tom’s religion) at her big premiere for Batman Begins.
Suri arrived in April of 2006, and the grand wedding finally happened at the Odescalchi Castle in Bracciano, Italy ... Nov. 2006. All seemed picture-perfect until June of 2012, when Katie suddenly filed for divorce from Tom.
Even more strange was a report that claimed Katie used “a throwaway cellphone” from a friend to talk to her lawyers ...
...and allegedly “hired three law firms in three states” for her divorce case, a source told the Los Angeles Times.
Neither parent has explained the situation, either.
However, an insider EXCLUSIVELY told HollywoodLife in April of 2019, “As challenging as things have become for him and his daughter, he still loves her. Tom ...
...never intended to be estranged from his daughter when he decided to have a family with Katie, and he looks forward to repairing their relationship one day.”
Jamie Foxx
Katie’s next high-profile relationship after Tom was with Ray star Jamie Foxx. Katie and Jamie remained very hush-hush ...
...after sparking romance rumors because they were seen dancing together at a charity event in the Hamptons in 2013.
Jamie even said the romance rumors were “one hundred percent not true” in an interview with Entertainment Tonight in October of that year. However, they were secretly photographed holding hands in 2015.
After a long string of paparazzi photos, the couple finally attended their first public event together at the 2019 Met Gala (they didn’t walk the red carpet together, though).
“Their relationship fizzled. They figured out they’re better off as friends,” an insider revealed to Us.
“There’s no drama that went down with the breakup and in fact, they’re still friends. Katie and Emilio really enjoyed their ...
...time together — it just simply didn’t work out. She’s focusing on being a mom and her upcoming projects,” they also added.
“He is romantic and charming. Katie is allowing herself to feel these feelings and she knows that she is deserving of love,” they said.
Bobby Wooten III
Sadly, by Dec. 16, 2022 Bobby and Katie decided to go their separate ways after less than one year of dating, per US Weekly.
“Katie and Bobby broke up last week, she’s no longer [talking] about him to his friends,” the outlet’s source revealed at the time.
“They just didn’t work out together for the long run.”