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Which of her exes did Jessica Simpson date the longest?Take a look at this list and you'll have your answer.

(The country album sold fewer than 200,000 copies.) Her movies: which went straight to DVD last spring, where it sank without a trace, like a wounded ocean liner that goes down quietly, sending up no more than a storm of bubbles.

In short, it’s been a bad time for Jessica Simpson: flop, flop, country flop, fat picture.

The album's title track, which served as the lead single, became her second top twenty hit on the Billboard Hot 100.

The album itself earned a gold certification from the Recording Industry Association of America (RIAA).

Who Jessica Simpson dated; list of Jessica Simpson loves, ex boyfriends; breakup rumors The loves, exes and relationships of Jessica Simpson, listed by most recent.

Fans will also enjoy the sexiest Jessica Simpson pics and photos of young Jessica Simpson.

After a tough few years—two movie duds, a risky foray into country music, and tabloid headlines about her weight—Jessica Simpson is at the crossroads of Obscurity and Re-invention.

What brought the 28-year-old pop star, now also the controversial girlfriend of Dallas Cowboys quarterback Tony Romo, to this moment?

If Simpson was holding him back, it was hard to tell.

He made the Pro Bowl in 20 and he was dating Simpson during at least 2007 when the Cowboys went 13-3.

If a healthy relationship is the key to Romo’s success, that’s also not readily apparent. To this day, Romo remains a pretty good quarterback – when healthy.

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