Who Has The Former Quarterback Dated?

Singer and fashion entrepreneur Jessica Simpson weathered the brunt of the Dallas Cowboys' fan hatred for being linked to Tony Romo. The pair began dating in 2007 could infidelity be how Romo did Carrie Underwood wrong? and stayed together until 2009. In December 2007, the "heavily favored Cowboys lost to the Philadelphia Eagles

Singer and fashion entrepreneur Jessica Simpson weathered the brunt of the Dallas Cowboys' fan hatred for being linked to Tony Romo. The pair began dating in 2007 — could infidelity be how Romo did Carrie Underwood wrong? — and stayed together until 2009. In December 2007, the "heavily favored Cowboys lost to the Philadelphia Eagles 10-6," according to People, and everyone in Dallas pointed the finger at Simpson standing in the stands. "At one point, the network even showed a montage of Simpson, 27, spliced with shots of Romo's bad throws... commentator Joe Buck noted, 'It's never easy to play in front of your girlfriend,'" the article stated.

By January 2008, the Dallas Cowboys' hatred for Simpson was palpable. "The singer/actress/shoe designer will likely avoid the Dallas Cowboys stadium after fans blamed her weekend trip to Mexico with quarterback Tony Romo for the Cowboys' defeat by the New York Giants," Today penned. Celebrities like Eva Longoria and Simpson's ex-boyfriend John Mayer came to Simpson's defense, with Mayer pointing out that Simpson is a proud Texan herself.

Even Romo's teammate Terrell Owens threw some shade at Simpson, according to ESPN. Romo ultimately dumped Simpson in July 2009, the night before her 29th birthday. Simpson revealed in her memoir Open Book that Romo dumped her due to unfounded cheating suspicions about her relationship with ex-boyfriend Mayer, per TMZ, and broke up with her via email, per Spun. Good thing Romo has seemingly matured in the years since!

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