Jessica Simpson in new romance with Tony Romo’s archenemy

There’s an juicy inset story in Star’s article this week about Jessica Simpson’s supposed planned tell-all book about her love life. According to Star, Jessica has been cyber flirting with a player for the Washington Redskins who’s described as the archenemy of Jessica’s ex, Tony Romo! Apparently quarterback Colt Brennan initiated the relationship and Jessica is more than happy to reciprocate now that she’s single. From what Star is reporting, it hasn’t gone behind remote communication yet, but Colt sent Jessica football tickets and hopes she’ll show up to one of his games.

Game on! Jess is flirting her way to a romance with ex Tony Romo’s archenemy – Washington Redskins quarterback Colt Brennan! “This is a huge stab in the back for Tony, because the Dallas Cowboys and the Washington Redskins hate each other,” a source tells Star. “Jessica must really want revenge!” Colt, 26, began chasing Jessica back in July with sexy e-mails and text messages. The pair even set up webcams so they could chat face-to-face through their computers. And now, “Colt sent Jessica tickets for his Sept. 13 game against the N.Y. Giants,” the source adds. “And on July 31, Colt FedEx’d her a Redskins jersey. If she wears that jersey to the game, you know it means she’s playing rough!”

[From Star Magazine, print edition, August 24, 2009]

I hope this is true and not just wishful thinking by Star. On the other hand, they make it sound like this guy is motivated out of an urge to get back at his rival, not because he’s genuinely interested in Jess. Maybe he knows what he’s getting into though, and really wants to date her. Simpson is definitely a loyal girlfriend who will stick with a guy and try to please him. There are plenty of guys who aren’t intimidated by that and find it endearing. Nick Lachey, for instance.

Speaking of Nick, The National Enquirer has an amusing story this week that Jessica called Nick (it sounds like a drunk dialing situation) and got shot down. This is pretty similar to a story that ran in Star three weeks ago, only in their version Nick and Jessica actually had lunch before Nick told her he wasn’t going to give their relationship another shot.

Giddy with excitement, Jessica phoned Nick – who claims in interviews they haven’t spoken in two years. “Nick was stunned to hear her voice,” said one insider. “It was awkward, and he didn’t really know what to say. After about 15 minutes of pleasantries, Jessica finally got up the nerve to ask if they could get together for a drink.” Then, just like Tony Romo, Nick drop-kicked her heart! “He was very to the point – and Jessica just wasn’t prepared for it. He said he was sorry about her breakup with Tony, but getting together for a drink, dinner or anything at all was not in the cards for him – now or ever.” Stunned, Jessica sat speechless as Nick added gently: “It’s best to leave things as they are.”

[From The National Enquirer, print edition, Mike Walker's column, August 24, 2009]

I feel sorry for Jessica, but she has good friends and family and she’ll get through this. Maybe she’ll be out with a new boyfriend again before long, but I think she should wait a while and make sure she’s happy on her own before jumping into another relationship.

Jessica Simpson is shown out with her hairdresser, Ken Paves, on 8/5/09. Credit: Colt Brennan is shown in 2008, photo via his website

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42 Responses to “Jessica Simpson in new romance with Tony Romo’s archenemy”

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  1. manda says:

    Why doesn’t this girl take some time to be by herself for a minute? Clearly she is not currently equipped to be in a mature relationship.

  2. Cinderella says:

    She’s not equipped to be by herself, either. Ugh, what did Papa Joe teach his girls.

  3. Firestarter says:

    What is this girls problem? I mean really, can she not be alone for a second? Is her self esteem so low that she has to latch on to every man she gets within a foot of and immediately date them? No wonder she cannot get a man to actually want to marry her- NEEDY!

  4. maddie says:

    Jessica Simpson and Kate Hudson who both claimed to be modern women are the most needy people out there, going from one relationship to the another.

  5. boomchakaboom says:

    She has the mentality of a 7th grade girl when it comes to relationships. Grow the hell up.

  6. Nev says:

    I don’t like to believe these stories because the “insider” will not identify them self but if this is true I like the way Nick was decent with Jessica. I believe if that were Say John Mayer he would have strung her along just to use her then then secretly dump her. Nick has always been a gentleman to Jessica but her family chewed him up and spit him out.
    I believe papa Simpson started the samething with Tony. Men are not going to take that junk her in 2009.
    Jessica will only be able to get a week man like her sister got ( Pete Wentz ). Real men are not going to let papa Simpson run their life. Jessca needs to grow and become independent. Jessica want to play a teenager with an over bearing father for the rest of her life. Seems Jessica and papa want a big Hollywood name for Jessica. Any man with a brain know about Jessica and her sick over bearing family by now but they are still looking for Mr. Big Hollywood Star.
    I don’t feel sorry for Jessica or her greedy family at all. Jessica is going to end up with a horror story wait and see.

  7. Lila says:

    Wait a minute. I thought she had monogamy issues too. Didn’t she have an affair with Johnny Knoxville that lead to her divorce? No wonder Nick wants nothing to do with her. I thought cheating was the reason behind her first breakup with Romo.

  8. El Predicto says:

    Can we all say REBOUND BOOZE HOUND? This girl cannot stay out of the spotlight for a minute.

  9. Nebraska says:

    The new ‘do does not suit Jess – she looks better with the longer hair and the windswept look. Was Ken Paves on vacation or something?

    Also,in addition to Pappa Joe being a douchebag father I suspect that Tina wasn’t a very good mother either and that is why Jess and Ashlee have self esteem issues. Jess could hire Pamela Anderson’s ghost writer and pen a tell all.

  10. Cinderella says:

    truthSF: LOL and sick!

    Truth be told.

  11. Tazina says:

    If this is true then the obvioiusly needy Jessica Simpson truly does have the mentality of a love sick high school teenager. She’s going to end up 40 and alone because of her bad choices and her need to always have a man. She can’t be five minutes without someone. Do they all have to be jocks Jessica?

  12. lea says:

    Sexy e-mails and text messages to Colt Brennan. If he sent Jessica tickets to his games then I’m sure it was tickets for her whole family. I’m sure Tony don’t give a sh!t and just glad to be rid of that whole family. Tony is probably kicked back with some little hottie enjoying his privacy for a change. Go Tony and I don’t feel sorry for Jess at all.
    Didn’t we hear she was texting John Mayer. Jessica does seem to have monogamy issues.
    I see why Tony dumped the little slut.

  13. Colt Brennan? Pron star name. LOL. Also, the Cowboys biggest rivals are the Philadelphia Eagles not the Skins, but I could totally see Jess becoming the Elisha Cuthbert of the NFL.

  14. luna says:

    Why are we still hearing about her? She doesn’t DO anything. And please don’t mention her shoe and handbag line. She slaps her name on other people’s designs and promotes her relationships more than her products. The Kardashians do more work than her when it comes to running their store.

    Since when did being constantly dumped and then trying to present yourself as a sympathetic figure equate to a career?

  15. maddie says:

    I wonder how Jessica father is making any money with both of his StarTARTS not doing much of anything, he still is their manager right?

  16. Carrie says:

    Yeah – I’m sure Tony Romo is going to be real insulted by a back-up QB for the Redskins chasing after Jessica. He’s not even the starter for the Redskins! That’s Jason Campbell.

  17. Annie says:

    Even if he’s donezo with her, trust. It will be a kick in the face if she goes to this other guy’s game.

  18. nik says:

    I just enjoy seeing her pictures of her drunk off her a$$

  19. Guest says:

    And this will be boyfriend # what?

  20. The Cowboys and Redskins have been hated rivals for decades. It’s arguably the oldest and biggest rivalry in the history of the NFL. True. No love is lost between the Iggles and ‘Boys, and that rivalry has been more competitive in recent years. But, it doesn’t hold a candle to ‘Skins vs ‘Boys.

    And, as far as Brennan goes, he was a great, prolific passer in college, but he’s running about 3rd or 4th string on a mediocre, at best, team. While Romo is the high profile, golden boy(choke artist, but still…) starting qb for the most visible team in football.

    Jessica has taken a drastic step down as far as societal importance of her significant other.

  21. Matrix says:

    Colt was a big star at the University of Hawaii

  22. GottaLaugh says:

    GMAFB. First off all, this is the Star mag we’re talking about. They lie through their teeth and nothing they print ever turns out to be true.

    Secondly, Tony Romo wouldn’t care two tin farts if Chestica was dating someone on the Redskins…especially not Colt Brennan. And I’ll tell you why – BECAUSE HE’S THE BACKUP QUARTERBACK, NOT THE STARTER. Yes, that’s right, no starting QB is going to be irked that the best his former girlfriend could do was a backup quarterback who probably won’t see more than 10 minutes of playing time all season unless the starter either gets hurt or benched. Jason Campbell is the starting QB for the Redskins and will be for the forseeable furure. No athlete of Romo’s stature is going to care that his ex is dating a second-stringer. But thank the folks at Star for the laugh…

  23. SaucyBastard says:

    Colt was indeed a big star at the University of Hawaii, after having been kicked out of Colorado for sexual assault.

  24. A. Non says:

    Hey Jess, Ville Valo is in town and single!

  25. aw! says:

    She’s going through men like a hooker now. She might as well screw the Redskins guy, too. Maybe after he has enough of her, she can dye her hair brown, cry for a couple of days, then move onto another john.

  26. Eileen Yover says:

    She’s single, he’s single and cute…go for it. I’m not her biggest fan but who cares if she dates the guy?
    And the Redskins are HUGE rivals of the cowboys! I’m from Dallas and when the Cowboys play the Redskins its like a Raiders game! Those fans hate each other.

  27. harlean26 says:

    He’s really hot! But yeah she should just enjoy her single time for awhile. Don’t do it girl, it will just make you look desperate.

  28. harlean26 says:

    I’ve seen a few pics of Tony romo and he is such a nerd! At that golf tournament you could see his spare tire! gross. He should feel lucky that Jess looked his way in the first place! This guy’s cute, hot everything! compared to Romo.

  29. walker says:

    If the story would’ve been from the Enquire then I would believe it. I know, that’s pretty funny but they seem to have the true story way before any other mag.

    When something’s uncovered they say “and who had the story first, months before? The Enquirer!” I think I’m gonna start buying it more often. :)

  30. Rene says:

    This is a stupid story. She is over in another country, is she flying back to America to chase him? I think not. Tell us REAL news.

  31. Kat says:

    Awwww…give the girl a break. He asked her to come to a game. Big Deal. If I were her, I’d go. After all, she is SINGLE.

  32. overgoal says:

    WHO CARES?? She has zero talent and her dad is a svengali…..

  33. msmerlin says:

    I think it’s sad. This girl is making herself a joke. She jumps from bed to bed, spreads her legs, and keeps getting dumped. I agree that she needs to spend some time on herself, with herself, quit the media whore angle, drop out of sight, get herself some class and develop her brain, and make herself something other than the town pump. She’s become a national joke, big (natural) boobs and and no brains or self esteem. And people wonder why she overdrinks………how sad.

  34. Nejxn says:

    …so Colt is getting Tony’s hand-me-downs.

  35. Nejxn says:

    …so Colt is trying to get Tony’s hand-me-downs.

  36. Annie says:

    Her attorney sent a letter to the Star about their whole article this week…not true…any of it. No tell all book…no Colt. Go to GossipCop to read the letter
    from the lawyer.

  37. ... says:

    The only reason she was famous in the first place was because of Nick. It wasn’t her singing for sure. When they got married she demanded no pre-nup because he was richer than her. Then after newlyweds, she decided to dumped him because she thought her ass was too good to be with him. She was richer than him but, he ended up not taking anything. She is so shady. This chick needs to date guys after guys to be in the spotlight.

  38. Snoopchew says:

    I understand that there are a group of 150 or more Greek sailors coming into port. Maybe she could spread out the welcome mat for them. Keep her busy and out of trouble.

  39. Sarah says:

    I am old friends with colt brennan and his family. This is absolutely not true. It just goes to show that Star Magazine will try and make money at any cost and at the expense of others…

  40. ColtsNewFriend says:

    I am new friends with Colt and this is 100% true. He also said I could have her when he is done.

  41. Tiffany says:

    HA HA HA!!! Dread you are funny, why is it more people don’t watch hockey.

  42. Debbie says:

    WHAT is wrong with this womans lips when she talks…reminds me of an ex porn astar…ALL STRETCHED OUT!