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Did Jessica Simpson cheat on Tony Romo with Jared Leto and Zach Braff?

Author

Ava Hall

Updated on March 10, 2026


Tony Romo had a bunch of reasons to dump Jessica Simpson: her dad was supposedly interfering in his football career, his career was rumored to be suffering from all the media attention, and she gave way too much information about their relationship in a recent interview with Glamour magazine, calling him her “future husband.” Tony and Jessica seem to have reunited for now, though, because he accompanied her to her sister’s wedding over the weekend.

But the main reason Tony should have dumped Jessica is because she’s said to have been cheating on him behind his back with two different guys. The National Enquirer has a new exclusive claiming that she’s been with both mock-worthy emo rocker Jared Leto, and actor Zach Braff since getting together with Tony.

[Jessica Simpson’s] fling with Zach Braff began after a recent party hosted by Diddy, when the mogul received his star on the Hollywood Walk of Fame.

“They spent that night together and several others,” the source said.

“Then she turned to Jared [Leto] for several more romantic trysts! And this was happening right under Tony Romo’s nose!”

At one point she was juggling all three guys, according to the source.

[From The National Enquirer, print edition, June 2, 2008]

Jessica Simpson is rumored to have cheated on her ex-husband, Nick Lachey, with several guys including Maroon 5’s Adam Levine, her Dukes of Hazzard co-star Johnny Knoxville, and his friend, Bam Margera. So if this is true it’s not out of character for her. It’s possible her relationship with Tony has had it’s share of splits that have been kept from the public and that if she did hook up with these guys it was at a time when she was estranged from the quarterback.

Simpson just returned from a vacation in Los Cabos, Mexico with her mom, dad, and some girlfriends. Her maybe-boyfriend, Tony Romo, did not go. Thanks to Splash for these photos from yesterday.