Jessica Simpson expresses satisfaction that her relationship with ex-boyfriend Tony Romo did not succeed
In the world of celebrities, news often unfolds in unexpected ways. Such is the case with Jessica Simpson, the "With You" singer, who has found herself in the midst of a unique story involving a speedboat, her ex-boyfriend Tony Romo, and the coveted title of "Sexiest Man Alive."
A few weeks before the 2025 Women Who Rock Benefit Concert, a conversation about a speedboat took centre stage. It appears that Jessica Simpson had bought a speedboat as a gift for Tony Romo back in the year they dated, 2007. The boat, worth $100K, still bore Jessica's name on the title.
Fast forward to the present, Tony Romo has decided to sell the speedboat, and the paperwork for Jessica to sign over the title has been received. As a gesture of thanks, Tony gifted Jessica with plastic cups.
Reflecting on the past, Jessica Simpson admitted that she is "glad" things didn't "work out" with Tony Romo. Since her breakup from her husband, Eric Johnson, after 10 years of marriage, Jessica has been open about the "cute guys" who have caught her eye.
Jessica and Tony dated from November 2007 to July 2009. During this time, Jessica also spoke about Ryan Reynolds, Channing Tatum, and Bradley Cooper as potential candidates for the title of "Sexiest Man Alive." She recently listed Charlie Hunnam, James Franco, and Jamie Dornan as her top picks for People's Sexiest Man Alive.
Jessica Simpson and Eric Johnson share three children: Maxwell (13), Ace (12), and Birdie (6). The family has been navigating the changes together.
The speedboat saga was not left untold. Jessica spoke about the incident at the 2025 Women Who Rock Benefit Concert, adding another layer to the intriguing tale of her love life. Despite the past, it seems that Jessica Simpson is moving forward, keeping her fans engaged and curious about her next chapter.
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