Jessica Simpson and Tony Romo go Ring Shopping!
October 3, 2008 by Cherie
Rumors are sparking again that Jessica Simpson and Tony Romo are planning to get married. Reportedly they were ring shopping at Neiman Marcus in Dallas recently.
Would they really be shopping at Neiman Marcus? I picture Jess as more of a Tiffany’s girl. Perhaps Harry Winston.
Anywho, supposedly they are planning a winter wedding (cuz you know fans would rip Jess apart if she dared distract Tony during football season.)
We’ve heard this rumor before. Right before they supposedly broke up. So I’m cautious about getting too excited for her yet. I want to actually see the ring (and hear Tony SAY he wants to get married) because they’ve really been up and down with their relationship. Also remember how she said, “no comment” to whether her and Tony will be shacking up when she was on The View?
Image used with permission from Newscom.
Tony Romo Sees Jessica Simpson, and Jessica Simpson, and Another Jessica… and Another…
July 12, 2008 by Cherie
This is probably just what Tony Romo wanted. When he golfed in the American Century Championship at Edgewood Tahoe Golf Course yesterday he got a big ole surprise: Jessica Simpson. Or should I say, lots of Jessica Simpsons.
According to RGJ.com, “about 75 fans held up Simpson masks on a stick in front of their faces.”
Wow… that’s just so original. I mean, it’s not like THAT has ever happened before. Oh wait:

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Yes, it has.
Anyways, Tony responded with a glib, “That’s a 66 for sure now,” referring to the fact that he had shot a 67 earlier in the tournament.
Tony Romo Is a Self-Important Gasbag
June 9, 2008 by Cherie

Image used with permission from Newscom.
Not everyone thinks Tony Romo’s accomplishment of hitting 84 at Torrey Pines this weekend was a fantabulous event.

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Tony golfed with Justin Timberlake, Matt Lauer, and amateur John Atkinson at Torrey Pines in La Jolla, California.
Why the foursome? Let me give you some background on why these four gents were golfing together in the first place (I mean, it’s not like Tony and Justin are pals. Or that Matt Lauer is hanging out with either one of them in his free time.) The whole thing started like this: Tiger Woods (yep - golf legend Tiger Woods) said last year that he thought no one with a 10 handicapp could break 100 at Torrey Pines because the course is just too difficult.
So three celebs and one amateur decided to prove him wrong. Tony Romo was the only one of the little group that did, shooting 84 with a 2.2 handicap. The rest of the group didn’t do too shabby either. Still, it was Tony’s round that seemed to impress everyone. Like this columnist, who said:
“Quite frankly, I think it is pretty amazing that Tony Romo is this good at two sports.”
But not everyone feels that way. Chris Baldwin over at TravelGolf.com said:
“Tony Romo didn’t do something great by shooting a birdie-less 84. He set golf back nearly 100 years by showing the worst of the game - some self-important gasbag who thinks his every meaningless putt is for the Masters turning golf into an endless crawl. Yeah, great 84. Maybe if you took 16 hours, you could have shaved it down to a 79.”
Baldwin’s beef with the gaga-ness over Tony is that the guy took too long and bragged just a bit too much. I have to agree. If you want to play with the big guys, then do it. Play the courses they play with the same conditions they play under. Which means you can’t belabor your shots to the point of taking seven hours to play a round. And that’s what Tony did.
No wonder the guy can’t make the U.S. Open.
Here’s the thing. Tony is a great golfer, sure. But to the point of hitting it with the big league guys? No way. Except, unlike every other football player who has months and months to practice his game during the year, Tony will not shut up about how great he is. That’d be fine if he really WAS that great. But he isn’t. He’s simply a guy with a lot of time on his hands to play golf, obsess about his old girlfriend, and act like a heel with Jessica Simpson.
Five Things Jessica Simpson Won’t Miss About Tony Romo
June 9, 2008 by Cherie
Sure, they’re still together. But Jessica Simpson and Tony Romo keep breaking up and making up and you know how that usually goes. Besides that, is it just me or does Tony always seem to have a smug look on his face?
Anyways, we all know that Jessica will be fine if she dumps Tony Romo (or vice versa). And I started thinking about the things she won’t miss about him, either. Here are a few:
1.) Getting booed at Tony Romo’s games.
Jess seemed downright perplexed as to why fans labeled her a jinx. But as any self-respecting football fan will tell you, we don’t like things that distract the quarterback. And Jess was/is a distraction. A pretty one, but still, a distraction. Without Tony, however, she can relax during football season and not have to worry about seeing all those crazy fans make fun of her.

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2.) Worrying about being snapped by the paprazzi.
Jess has always loved getting her picture taken, so it must be difficult to constantly spurn the spotlight when it come to Tony. Tony does not like having his picture taken with Jess, and what is THAT all about, anyways? If you’re dating one of the world’s most beautiful women you’d think he’d want to be smiling from ear to ear in every shot. Instead, he keeps his head down or goes a different direction once the paparazzi show up. Without Tony around Jess could smile for the cameras like she was meant to.
3.) Thinking about marriage.
It can be exhausting when your little sister is heading down the aisle and you’re looking at your guy like… hellloooooo. Ring much? And all he’s worried about is telling your pops to back off.
4.) Taking vacations whenever she wants to.
Jess got a lot of flack for luring Tony to Cabo during the playoffs. She didn’t seem to understand the importance of waiting for just a couple weeks more, until football season was over. Waiting…. it’s a concept Jess doesn’t seem to understand. Without Tony she might not have to.
5.) Blue frosting.
Jessica will undoubtedly never touch the stuff again.
Image used with permission from Newscom and Splashnewsonline.
Joe Simpson’s Meddling Drove Jess and Tony Apart
May 20, 2008 by Cherie
We’re still waiting to hear the latest on Tony Romo and Jessica Simpson. While some reports have claimed they were “kissy face” all over each other still others insist the two were solemly together and just putting on a show for Papa Joe.
I mean, what would a seven-figure-exclusive-wedding-photo-deal be without some shots of Jess and Tony? It’s rumored that Joe actually called up Tony and asked him to please take Jessica to Ashlee’s wedding, because without him he’d get far less money for the photos.
Hmmm.
Joe is indeed a guy that likes an opportunity, especially where his daughters are concerned. One source says Tony is so irritiated with Joe’s meddling that it put him over the edge when it came to Jessica. As if the constant media attention isn’t enough, there’s the butt-insky father.
A pal of Tony’s was quoted as saying that Joe was “not only telling Jessica every move to make, but now has begun to offer unsolicited advice to Tony on his career, endorsement opportunities and things that have nothing to do with him dating Jessica.”
Maybe Joe Simpson wanted Tony more as another client than as a potential son-in-law?
Image from splashnewsonline.com.
Joe Simpson Talks About Jessica and Tony
May 15, 2008 by Cherie
Want to know what’s happening with Jessica and Tony?
Don’t ask Jess’ dad, Joe Simpson. He has no idea. He told OK! Magazine today “I don’t know anything about Tony and Jessica.”
Thanks, Joe. That’s helpful.
On second thought, perhaps he’s letting them work it out on their own, without butting in and putting his two cents in. Could it be?
Image used with permission from Newscom.
Jessica and Tony Are Over: But Does Jess Even Know Yet?
Alan Peppard from The Dallas Morning News has confirmed that Jessica Simpson and Tony Romo have broken up. He says, “But after taking several oaths not to divulge my sources, two people close to Tony and Jess have told me that the glam couple is over, splitsville, kaput, put a fork in it.”
Again, I take this with a grain of salt, but Peppard IS at least a reputable source. I wonder if these “two people close to Tony and Jess” are actually Tony’s buddies. After all, he’s in Dallas and one of Tony’s buds has already talked to a reporter from a different magazine (even if he didn’t give any details).
Now what I wonder is this: Does Jessica even know this? Perhaps she’s reading the developments right along with the rest of us. Perhaps all she knows at this point is that Tony went out of town for a drunken boys weekend and that he called her and was hammered. It wouldn’t be a fun point in their relationship, but it’s a long way from actually breaking up.
And IF she doesn’t know, then Tony Romo is a real heel for not breaking up properly. Hey Tony, I’ve written an article on my dating site called “How to Break Up With Someone.” Maybe you should read it!
On to the other issue, if Tony DID break up with Jessica, that means she’s left just a few days before her sister’s wedding without a date. Ouch.
Image from splashnewsonline.com.
More Rumors on Jess and Tony’s Breakup
May 14, 2008 by Cherie

Image used with permission from Newscom.
It’s the question of the day: Are Jessica Simpson and Tony Romo over?
Personally, I could go either way on this one. I haven’t, however, found any reputable reports to indicate one way or the other.
Here’s what I can tell you for sure. Tony was at a “boys weekend” in Chicago over the past weekend. Which was why we heard that horrible rendition of Take Me Out to the Ballgame from him. He went out and partied. He may or may not have hit on a few women, or a few women may or may not have hit on him. He supposedly called Jess and was a drunk obnoxious lout, but hey… that doesn’t mean he actually broke up with her.
The only confirmation I have (thus far) about a break up is some friend of Tony’s who reportedly talking to a reporter and said they broke up but that guys didn’t talk about that stuff so he didn’t have any details. Which means: NOT HELPFUL.
Jessica’s rep, meanwhile, has denied a break up. Again: NOT HELPFUL. (We all know reps tell what they’ve been told to tell.)
I think if you look at the timing of all this, with Jessica talking more openly about him (and expressing her love, saying she’d be open to marriage) that it may have scared Tony to where he needed a little space. These things happen in a relationship, and since they’ve been going out six months it seems like a good time for a major argument.
Jess was on Extra yesterday talking about him and having babies:
and that would imply that they are still together. But again… this isn’t for sure.
I’m on it, pals. Stay tuned.
Jessica Simpson and Tony Romo Kaput?
May 13, 2008 by Cherie
I’m hearing lots of reports that Jessica Simpson and Tony Romo are over. The problem is, none of these are reputable. I know many of you are wondering this, too, and several of you have even emailed me asking for more info.
All I know so far is that Tony and Jess are still together. Until I hear anything from a legitmiate source, that’s all I can say. Stay tuned!
Image from splashnewsonline.com.
Tony Romo Sings and There’s So Many Reasons Why He Shouldn’t
There are a few things that are bothering me about this clip. First, that Tony Romo is in a Cubs shirt at a Cubs game and saying “Go Cubs.”
Has this former Wisconsin boy no loyalty? Is he so full of himself that he’s forgotten where he came from (Burlington, WI)? No self-respecting Wisconsinite would ever, ever, EVER root for a Chicago team.
Besides that, WHAT the heck is he doing with a microphone? He can barely speak intelligently, let alone sing. And lordy, can he NOT sing.
Last, where is Jessica Simpson? Didn’t she grab him by the arm and say, “Honey……. you know how you are when you get a few beers in your system? Let someone else sing. Like me, for example.”
Okay, kids, here’s the clip of Mr. Romo singing “Take Me Out to the Ballpark” for your listening torture pleasure .












