For one, Romo married former Miss Missouri USA Candice Crawford in 2011 (viaRanker).
You might know her better asGossip GirlactorChace Crawford’s sister (viaCountry Living).
And, perThe New York Post, CBS is paying him $17 million a season.

Life’s good for Romo.
But before he started dating Crawford in 2009, it was juicy.
Think of him asSex in the City’sSamantha, if you want to.

(We do.)
And, in case you weren’t following his career, it’s not that Romo was an underachiever.
He holds, perESPN, with the fourth-best career passer rating in NFL history.
“We went out to dinners.
We had that moment when we realized that we’re gonna be friends.
We were looking for different things,” the actress toldOK!
Around the same time, Romo was wining and diningCarrie Underwood.
She also insisted that nothing happened.
Still in 2007?Britney Spears.
Spears might have given the NFL star a lap dance.
At least according toRyan Seacrest,The Hollywood Gossipreported.
Then there was Jessica Simpson.
Also 2007…and into 2008.
This time, Romo nearly committed.
While they were together, Simpson toldPeoplethat Romo was the “love of my life.”
And then, he wasn’t.
She says she didn’t.
But, as she wrote, “Tony didn’t believe that for a second.
And within that second, he broke up with me right there.
Two years, gone with an email” (viaTMZ).
Which brings us to 2009.
As they say in happily-ever-afters: the end.