The alum dated Romo, 29, in 2007, but by October of that year, she seemed to have had enough. I don't know if it's that I'm not quite his type or whatever, but I don't think he's at the point in his life where he would be willing to sacrifice football," she said at the time.
Instead, Romo married 2008 Miss Missouri USA Candice Crawford.Tony Romo and wife Candice Crawford have two sons together: Hawkins Crawford Romo born on April 9, 2012, and Rivers Romo born on March 18, 2014. Take a look at this list and you'll get a comprehensive answer of who the Cowboys quarterback has dated over the years.She and Tony dated briefly back in 2007, so it does make sense that a song on the album she recorded two years and a couple of boyfriends later wouldn't be about him.Carrie Underwood Says Dating Is Hard Sadly for conspiracy theorists, the Underwood-Romo breakup came two years after her single "Before He Cheats" detailed all of Carrie's intricate, if poorly thought-out, revenge fantasies (sweetheart, if you're going to destroy his leather seats, don't ).Romo confirmed the relationship on his website and in a newspaper interview in May 2007, after she sang karaoke at his 27th birthday party and he was her Academy of Country Music Awards date.
They allegedly called it quits because he wouldn't sacrifice his football.Romo and Crawford started dating in the summer of 2009, shortly after Romo's much-publicized breakup with Jessica Simpson.One of the reasons there hasn't been much ink spent on behalf of their relationship is because her name simply isn't as big as Carrie Underwood's or Jessica Simpson's.Candice Crawford and Tony Romo officially got engaged Thursday night, as the Dallas Cowboys quarterback proposed to the former Miss Missouri while they were celebrating her 24th birthday.In case you haven't been paying attention, this is significant given Romo's dating history.However, his relationship proceeded to become something of a controversy when Romo's performance sagged down the stretch.