Who was the singer that dated Tony Romo?

Romo made his first, well, let’s call it a foray into the music world when he started dating country star Carrie Underwood late in 2006. But to this day, Romo has maintained their relationship was never that serious.

Was Tony Romo married to Jessica Simpson?

While they dated for a year and a half, Jessica Simpson and Tony Romo never married. They started dating in November 2007 when she was still in the midst of her split from Nick Lachey. “The cute story is that my family and I were watching a Cowboys game,” Jessica explained in an interview with Glamour in April 2008.

Did Romo date Britney Spears?

Dallas Cowboys quarterback Tony Romo says reports of him being linked to Britney Spears have been exaggerated. The quarterback was asked about the reports of him being out on the town with the pop star at the LA restaurant Ketchup and the Hollywood hotspot Les Deux.

Did Carrie Underwood dated Tony Romo?

2. Tony Romo and Chace Crawford both dated Carrie Underwood . . . The country singer dated Tony from 2006 to 2007 and Chace from 2007 to 2008, and has alleged over the years that neither breakup was easy.