Image used with permission from Newscom.
Jessica Simpson has had her share of dating ups and downs. She met Nick Lachey when she was so young, and never really had a chance to date anyone else. They broke up so Jess could spend a little time on her own, but after 911 hit she got scared of being alone and decided to get back together with him. (And what do they say about a break up? Once it’s broke, it stays that way.) She married Nick but with the glare of the spotlight and her dad being around all the time, they broke up.
Then she was rumored to be with a few costars, including Johnny Knoxville and Dane Cook, before having another big romance with John Mayer. John seemed to want Jessica to change, and eventually he got tired of the relationship and dumped her.
Now she has Tony Romo, which has been another up and down relationship. They’ve broken up and got back together several times, and now she’s considering putting him in her new music video for “Come on Over.”
So here’s what I want to know from Jess and Ashlee readers: Should Jessica dump Tony? Or stay with him?
And don’t think I won’t reward you for your opinions! If you’ve read this blog for a while you know how much I love to give stuff away. This time I have a copy of Shag’s Little Book of Love.
Since Jess is in the throws of dating and mischief making, I thought this was the perfect prize for this giveaway. This is a light and fun book on dating and mating. Here’s a description from the publisher:
Romance and dating can be such a challenge these days it’s not always easy to tell if your potential mate is fun or freaky, normal or neurotic (or, perhaps worse, neither). Writer Eve Lederman has been there and decided to share what she’s learned in this humorous how-to. Featuring the illustrations of everybody’s favorite retro artist, Shag’s Little Book of Love is not your mother’s guide to love and romance!
Wouldn’t this be a fun little book to keep on your shelf? If you’d like to win it, leave a comment below with your opinion on whether Jess should stay with Tony Romo or dump him. The last day to leave your comment is Tuesday, July 1st. I’ll choose a winner at random and announce the lucky guy or gal the next day.







794 days ago
I’m not sure if Jessica should stay with Tony.
Reply
794 days ago
Stay with him.
Reply
794 days ago
Dump him and get Nick back.
Reply
794 days ago
Dump him….cause he’s a Cowboy! Dallas Sucks…Washington Redskins Rule!!
Reply
794 days ago
Dump him if you think you can get Nick back!
Reply
794 days ago
Stay with him!
Reply
793 days ago
[...] to Alice H. who was the winner of Shag’s Little Book of Love. As part of the contest, I asked Jess and Ashlee readers to tell Jessica Simpson whether she should stay with Tony Romo, or [...]
Reply
787 days ago
In my opinion it is a very easy question – dump the looser! I think she is thinking that any guy she is with she should stay with for the rest of her life, thus she is not allowing herself to have other options in men.
Reply
688 days ago
you should dump him you are making my team look bad. he is way to good for you please leave him. carrie underwood is way better.
Reply
597 days ago
I think that is a question only that they can answer.
Reply
416 days ago
jessica dump him!!!!oh yeah dont date singer or football players..find a nice hot actor…
Reply
416 days ago
kim brewer
she not making the team look bad hes the football player…
Reply
416 days ago
you are yound have fun dont cry over any guy..there are millions of them out there..
Reply