Simpson and the former NFL quarterback dated from November 2007 through July 2009 Jessica Simpson thinks splitting from Tony Romo was for the best. The "With You" singer, 45, performed at the 2025 ...

Jessica Simpson recently revealed that her sense of style has evolved to the point where she no longer dresses for attention.

Jessica Simpson revealed that she and ex-boyfriend Tony Romo recently reconnected while performing at the 2025 Women Who Rock Benefit Concert on September 5. The "A Public Affair" singer shared that ...

Jessica Simpson has no regrets about ending her past romance with ex-boyfriend Tony Romo! The sensational singer recently revealed she and her former beau awkwardly reconnected 16 years after their ...

Jessica Simpson didn't hold back when discussing her ex-boyfriend Tony Romo during the 2025 Women Who Rock Benefit Concert in Pittsburgh. Their unexpected reconnection over a boat led to some sharp ...

Jessica Simpson revealed that she and ex-boyfriend Tony Romo reconnected during a recent concert on September 5. The singer ...