Are Jessica Simpson and Tony Romo finally getting engaged?

People have been wondering when/if Jessica Simpson and Tony Romo would get engaged. The pair seem to have had a rocky relationship, though Romo’s been fairly quiet about it. By most accounts he dumped her right before little sister Ashlee got married – but somehow she (or her dad) talked him into coming back. I assumed it was a temporary reconciliation, meant to make Jessica look a little less uncomfortable than she would if she showed up to her younger sister’s wedding stag. But the pair have been back together for several months now, and the Chicago Sun-Times’ Bill Zwecker is reporting that they’re likely getting engaged soon.

I’m all about romance today — at least for starters: One of my best Dallas snoops just happened to be in the original Neiman Marcus in Big D, shortly after Jessica Simpson and main man and Dallas Cowboys quarterback Tony Romo were in the store checking out big sparklers — the kind women wear on their left-hand ring finger.

I’m hearing the couple are talking about a winter wedding. Dallas fans can relax. The happy twosome are said to be planning to tie the knot well after the end of the NFL season, including the Super Bowl — should the Cowboys make it to the big game in Tampa, Fla.

[From the Chicago Sun-Times]

I’m not sure how I feel about the idea of these two getting married. Though they rarely ask for my opinion or my advice, which I find sorta rude. Jessica has always seemed super into the relationship – but then again, she seems that way about every guy she dates. Something about Romo has always seemed less into it. Maybe it’s all the reports that he can’t deal with the overbearing Simpson family. And who could blame him – would you really want Joe Simpson in the cabana next door on your Mexican vacation? Though Tony doesn’t say a lot about the relationship, his friends sure do, and no one seems to be wild about the two of them together.

While he’s dated other famous women (Carrie Underwood), he doesn’t seem like a fame chaser. I’d think if he’s been with Jessica this long, he must have some real feelings for her, and that ring really may end up on her finger.

Here’s Jessica and Tony out in Dallas on May 26th. Images thanks to Fame.

Jessica Simpson and Tony Romo are shown out in Dallas on 5/26/08. Credit: Fame

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22 Responses to “Are Jessica Simpson and Tony Romo finally getting engaged?”

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  1. MonicaBee says:

    I’d think if he’s been with Jessica this long, he must have some real feelings for him, and that ring really may end up on her

    Is that a typo, or done on purpose? 😆

  2. Anon says:

    I can imagine that with the amount of shit he’s gotten from fans about her, that he keeps well away from saying much about her in public – or they’ll just start focussing on her again.

  3. Hollz says:

    Finally getting engaged?? They haven’t been together that long! Less then a year, I believe. It’s a bit to soon to be saying that!

  4. Kaiser says:

    I think they’ve been together for more than a year, not counting the one semi-break-up.

    But good for Jess! She’s not my favorite, but I think she and Tony probably make each other very happy.

  5. Hollz says:

    According to wikipedia, they got together in November 07.

    I’m happy for her to- it just seems very soon to be saying “finally”

  6. Kaiser says:

    @Hollz – I think the “finally” is because it’s seemed like a lot longer, hasn’t it? Jessica’s been talking about how Tony’s her “soulmate” and “future husband” for a while now. 🙄

    And hey, if this little piece of Joe Simpson-planted propaganda doesn’t work, Jessica could always get knocked up.

  7. desultory says:

    The shorts Tony’s wearing in that picture are really unfortunate. It makes it look like he’s rocking a camel toe.

  8. Mr. T says:

    Well, Dallas sure deserves the chest. She has no talent to speak of other than constantly getting herself promoted. Fame whore needs a homo, I mean Romo.

  9. Tia says:

    OMG this couple makes me sick… they both suck.. he is a redneck and she is a wierdo.. sorry but true.. ICK !!!!!

  10. dallas says:

    I hope Joe planted this story to try to spark interest in her “number one debut” country album which has had dismal sales. It took three weeks for it to sell only 100,000 copies. Her last failure pop album sold that many its first week.

    We LOATHE her in Dallas.

  11. aleach says:

    so because her album sucks, she shouldnt get married? i dont get it…

  12. RAN says:

    Did anyone see her on DWTS last night? I cringed every time they did a close up.

    Eh…if they get married, I don’t care. Don’t mind her either way but I do find her annoying. My biggest concern will be her (potentially) distracting Tony from his job – football. She’s so very needy, that once she has her claws hooked into him semi permanently, her demanding neediness may show up again. Since the Cowboys are my hubby’s favorite team — if they lose… he’s a bear 😉 can’t have THAT! 🙂

  13. dallas says:

    just hoping the story is not true and Joe planted it to try to promote her unpopular album. Otherwise, we in Dallas may be subjected to her next career move…singing in local ads, at grocery store openings, etc.

  14. Jen in Dallas says:

    Yes, we do LOATHE her in Dallas. Stupid twat. Tony had better be damn sure this is what he wants because her first objective will be to get pregnant. She is a talentless, misguided whore who doesn’t have the foggiest notion who in the hell she actually is.

    But love you, Tony! Go Cowboys!

  15. snappyfish says:

    I doubt that Romo would buy an engagement ring at Neiman Marcus. Besides Chestica is so status conscience I would assume she would demand Winston, Cartier or Tiffany. When the whole world knows that the really good diamonds are found at Graff.

    just shows how low rent this chick is.. I don’t care for Romo but seems he could do better.

  16. Jeanne says:

    I think they’re a perfect little airhead couple, praying and farting togther.

  17. vdantev says:

    We do LOATHE her in Dallas.

    Ah Dallas, where men are men and sheep are nervous.

  18. Dirty Martini says:

    Yep, we hate her in Dallas. We blame her for last season’s debacle, global warning, IKE, and if we could find a way…we’d blame her for the JFK assassination too. Puh-leez…..can someone send in Cameron Diaz to entertain Tony?

  19. jess says:

    WHY does everyone blame her for romo sucking?!?! he’s a grown man for gods sake!!!

  20. Jean says:

    Good for them — I’m all for people being happy.

    Jess honey, I’ve been reading a lot about your drinking getting out of hand lately. Maybe you should tend to that?

  21. manda says:

    please. “finally”? They haven’t been going out that long. Maybe if people dated a little longer, then the divorce rate would go down.

  22. Mike D says:

    I figured that Jessica would plant something like this around the time Ashlee is ready to give birth to try to overshadow her. I imagine seeing her getting those magazine covers and being out of headlines a few weeks made her jealous. I almost think that whople break-up in May may have been staged by her to overshadow Ashlee’s wedding.