Jessica Simpson is sharing some rare comments about ex-boyfriend Tony Romo, whom she dated from 2007 until 2009.
While appearing onstage during the 2025 Women Who Rock Benefit Concert in Pittsburgh, Penn., the 45-year-old singer detailed a recent awkward interaction with the 45-yer-old retired Dallas Cowboys quarterback.
Keep reading to find out more…“A couple weeks ago, my mom got a phone call,” Jessica shared, as seen in a TikTok. “He’s calling my mom, saying, ‘Well, Tina, I’m selling the boat.’ And my mom’s like, ‘Okay, and?’”
Back in 2009, Jessica gifted Tony a $100,000 speedboat for his 28th birthday, the National Enquirer reported at the time.
“He’s like ‘Well, Jessica’s name is still on the title,’” she continued. “So, then I get paperwork, and I have to sign over this boat for him to sell.”
After all was said in done, Jessica claimed that Tony thanked her with an odd gift: plastic cups.
“I’m like, ‘Wow I’m glad we didn’t work out,’” Jessica quipped.
It was just recently revealed that Tony Romo is one of the highest-paid hosts on TV!