JESSICA SIMPSON & TONY ROMO

In November 2007, rumors began swirling that JESSICA SIMPSON was Dallas Cowboys quarterback TONY ROMO's newest gal pal after they reportedly spent Thanksgiving together.

In December, Jessica was spotted in the stands of the latest Cowboys game to support her man. The blonde bombshell wore a pink Cowboys jersey with Tony's number – 9 – emblazoned on it.

In January 2008, the couple headed off to Los Cabos, Mexico for a little R&R, reported People. The pop star and her football beau were vacationing with some of Tony's teammates as well as Jessica's parents.