Should Jessica Dump Tony? Answer and Win
June 20, 2008 by Cherie
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.
















I think she should stay with him - relationships are hard work for everyone.
dump him
Ummmmm…stay with him!
She shouldn’t let the fans or the result of the playoffs affect her decision. If she believes that he can still be her hero then keep him.
dump him
He is a loser - dump him.
Go ahead…. dump him.
dump him - start over (that’s fun too)
Thank you for having this contest. I really appreciate it.
I say stay with him. I’m an Eagles fan, and hoping for the Simpson Curse
Dump him
Dump him
Dump him!
keep him! she needs a brain
dump him!
dump him girl friend!
Dump him and date me…lol…more seriously how much do we REALLY know…but history tells me this is bound to fail with the problems we’ve heard…so i’d say dump him and start fresh with someone else
The DUMPS SEEM TI WIN; GO for the DUMP because we are now having Independence Day July 4th. Thanks SW
Stay with him!!
DUMP HIM GIRL…GET YOURSELF A YALE GUY
Stay with him if she’s happy…dump him if she’s not.
dump him
Stay with him
She should dump him. Thanks for the giveaway!
I’m not privy to the reasons for their break-ups, so I say, hey, if he wants her to change, she should dump him, but if they’re trying to work through daddy-issues together, she should keep him. How’s that for a Libra answer?
Give him a chance.
I’m not sure if Jessica should stay with Tony.
Stay with him.
Dump him and get Nick back.
Dump him….cause he’s a Cowboy! Dallas Sucks…Washington Redskins Rule!!
Dump him if you think you can get Nick back!
Stay with him!
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.
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.
I think that is a question only that they can answer.