Jessica Simpson Reveals Recent Bizarre Interaction With Ex Tony Romo

Jessica Simpson shades ex Tony Romo after reconnecting with bizarre...

Jessica Simpson shaded her ex-boyfriend Tony Romo after they were forced to reconnect over a boat the pop star allegedly gifted the latter in 2009.

'Glad We Didn't Work Out': Jessica Simpson Randomly Throws Shade At Ex Tony Romo During Concert

Jessica-Simpson-and-Dallas-Cowboys-Quarterback-Tony-Romo Pop star Jessica Simpson famously (or infamously depending on your perspective) dated former NFL quarterback Tony Romo from 2007 to 2009. 16 years later, she is still talking about him. Simpson, who announced she was splitting from her husband, former NFL tight end Eric Johnson, in January, made her comment about Tony Romo while on stage during the 2025 Women Who Rock Benefit Concert in Pi…

Jessica Simpson Recalls Reconnecting With Ex Tony Romo Over $100K Boat: 'Glad We Didn't Work Out'

Simpson opened up about the bizarre interaction -- and the revealed the even stranger gift he sent her as a result.

Jessica Simpson Reveals Recent Bizarre Interaction With Ex Tony Romo

Jessica Simpson is revealing that she and ex Tony Romo recently reconnected — but not romantically. “A couple weeks ago, my mom got a phone call,” Simpson, 45, said onstage at the 2025 Women Who Rock Benefit Concert in Pittsburgh, Pennsylvania, per fan footage. “He’s calling my mom, saying, ‘Well, Tina, I’m selling the boat.’ And my mom’s like, ‘OK, and?’” Simpson appeared to be referencing an alleged $100,000 speedboat she gifted Romo, now 45, …

Jessica Simpson Is ‘Glad’ Tony Romo Romance ‘Didn’t Work Out’ After Recent Interaction

The singer threw shade at her ex after he reached out with a strange request.