Yesterday we reported on the rumor that singer Jessica Simpson and Dallas Cowboys quarterback Tony Romo had broken up. These two have had an on-off relationship that may have started in its latest incarnation around June, 2007. Then in November it became known that Tony spent Thanksgiving with Jessica’s family and it was declared a full-on romance. Now TMZ is confirming the news originally reported on These Boots are Made for Stalking that these two are no longer together. There is no confirmation from either of their reps.

A history of issues with Tony’s performance on the field
Jessica’s attendance at one of Tony’s games in mid-December also happened to coincide with his worst performance ever, much to the annoyance and scrutiny of Cowboys fans. Jessica and Tony then went on vacation with her family and some of his teammates in Mexico on an off weekend before the playoffs in January. When the Cowboys lost in the playoff match the next weekend a lot of fans and sports pundits questioned Romo’s priorities.

Jessica recently overshared to am embarrassing degree
Jessica is featured on the cover of the June issue of Glamour on newstands now. In the accompanying article, she says she is “in love” with Tony, calls him her “future husband” and reveals how he tried to kiss her on the first date, gushing “The fact that this guy, on our first date, in the first 10 minutes of dinner, wanted to lean over the table and say, ‘This is my girl, and I want to kiss her’ — our first kiss in front of everybody — was awesome.” She also sort of revealed how she takes on the personality of the guys she dates, and in an obvious reference to her last relationship, with John Mayer, said “[Tony] reintroduced me to myself. I thought that I had to be deeper, more profound and more artsy. You change with the guys you date.”

You know Tony’s friends and teammates teased the crap out of him after that article came out and he must have been mortified. Many guys in a relatively new relationship would distance themselves from a woman if they heard she even said that to a friend - not to mention in print for the whole world to see and mock. Jessica, you really should have kept your mouth shut.

Jessica Simpson and Tony Romo share cake at his birthday party last month
The rumor mill is fast at work again, this time saying that Tony Romo has (finally) broken up with Jessica Simpson. At this point it’s technically wishful thinking, until we get some sort of confirmation from a publicist. Which should read like this:

“Dear World:
Tony Romo has come to his senses. Thanks.
Peace Out,
Tony’s Publicist.”

Unfortunately we’ll probably get some crap about how their busy careers keep them apart for too long, they’re still best friends, and wish each other nothing but love and happiness and kittens.

Tony Romo had a bachelor-style hard partying weekend in the Windy City these past couple of days and now we know why. We exclusively have learned that Romo and girlfriend Jessica Simpson have broken up! Romo partied with several of his college buddies from his alma mater Eastern Illinois over the weekend and he told them on Saturday night that him and Simpson were on the outs. “They’re broken up,” according to a pal of the Dallas Cowboys quarterback. “He told us they broke up and that was that. We’re guys so we didn’t talk about it much.”

“He was surrounded by girls,” according to an eyewitness. “We had to restrain some who forcibly tried to make their way to his table.” Apparently, the girls at da club weren’t enough for Romo and his friends. They sent the nightclub’s bus to pick up more girls from the Hard Rock Hotel where Romo and his friends were crashing.

Romo’s night entailed a bevy of beauties, including one blonde in particular he spent a lot of time talking to, and an “impressive” amount of alcohol. “He zeroed in on one blonde all night,” a source said. “That blonde wasn’t Jessica Simpson.” We’ve placed a call to Simpson’s rep and are waiting to hear back.

[From These Boots are Made for Stalking]

The next day Tony threw out the first pitch at the Chicago Cubs game, and then serenaded the audience with a truly horrendous version of Take Me Out to the Ball Game. While everyone’s mocking his singing, I just listened to Jessica Simpson’s A Public Affair (I’m not going to bother trying to explain why) and I can still guarandamntee you that a hung over, recently broken-up-with-a-girl Tony Romo still sounds better than all the audio technicians in the world can make Jessica Simpson sound. For the sake of both their careers, let’s hope they really have broken up for real. Tony has some football to kick ass at. And Jessica has some… well… I’m sure she’ll come up with something to bide her time.

Note by Celebitchy: since this rumor originated with a blog we’ve never heard of until now, I doubt it’s true. I kind of hope it works out for them, though, because they seem really happy and oblivious.

This girl never learns. First, the entire world sees what a crappy life partner she is on the ill-fated reality show “Newlyweds,” chronicling the first year of her marriage to Nick Lachey. Now, Jessica is telling all the cringeworthy details of her relationship with football player Tony Romo in a magazine interview with Glamour, including how they met (it involves her creepy Papa, surprise!), how she almost threw up on their first date, and how she calls him her “Future husband.” Now I feel like throwing up.

Us Weekly reports in its latest issue (on newsstands now) that Jessica Simpson is calling Tony Romo her “future husband.”

Now, she tells the June issue of Glamour, that she is “in love” with the Dallas Cowboys quarterback, whom she says helped her gain more confidence.

She says she even wrote him a song, “Back in My Old Boots.”

“He reintroduced me to myself,” Simpson says. “I thought that I had to be deeper, more profound and more artsy. You change with the guys you date.

“Tony taught me that because he loves me [as me]. He made me feel comfortable [being myself] again,” she adds.
…She says Romo first caught her eye while she was going through her divorce with Nick Lachey.

“My family and I were watching a Cowboys game … and — Tony would die if I told you this — but [on TV there was a story] about him,” she says. “They said his celebrity dream crush was Jessica Simpson.

“My family was like, ‘Did you just hear that?’” she goes on. “His picture came up, and I’m like, ‘He’s really cute.’ Then I heard [that I was his crush], and I’m like, ‘Oh my gosh!’”

They met a year-and-a-half later after a pal introduced Tony to her dad, Joe Simpson.

After Tony spotted Jessica and Joe at the Country Music Awards last November, “Tony e-mailed my dad, ‘Cute date,’” Simpson reveals.

“My dad was like, ‘Look what Tony said,’ Simpson says. “I said, ‘Give him my e-mail address. We’ll see if he’s good with words.’ Then he e-mailed me, and we flirted over e-mail and on the phone.”

She says they got to know each other “by talking, which I think is the best way.”
On their first date, Simpson admits, “I had butterflies that you would not imagine. I wanted to puke in the cup holder … It took me forever to put together an outfit!”

He tried to kiss her on their first date. “I was taken aback….

“The fact that this guy, on our first date, in the first 10 minutes of dinner, wanted to lean over the table and say, ‘This is my girl, and I want to kiss her’ — our first kiss in front of everybody — was awesome,” she says.

[From Us Weekly]

I think I just lost two I.Q. points reading that. Can’t you just hear the stupid in her voice? And what exactly did she learn from Tony- that it’s okay to be her stupid, shallow self? Wow, what a great couple. But, I guess since nobody asks Jessica questions about her career anymore, this crap is all she has left to talk about.

Joe Simpson has long been accused of controlling his daughters’ lives – especially eldest daughter Jessica. As she’s grown and (theoretically) matured, he’s downgraded his controlling to just interfering – but according to OK magazine, Joe’s presence is still having a massively detrimental effect on Jessica’s life. OK says that while everything is going comparatively well for younger sister Ashlee, Jessica’s life is essentially stalled – and it’s mostly because of Joe’s negative influence.

Although Jessica and Tony are very much still together (she threw him a 28th birthday party in Dallas on April 19), OK! has learned that Tony and, in particular, his family, may not be loving the fact that Joe Simpson is constantly popping into the picture.

“His [Tony] family’s view seems to be that Jess and her dad, Joe Simpson, are bringing Tony down,” a source tells OK!. “I think they are ruining his image, as well as trying to capitalize on his fame, in order to boost hers.”

The source also shared a revelation about the Mexico trip that Jessica and Tony took with his teammates in January, before the NFL playoffs. “Everybody agreed to tell no one about the trip,” says the source. “On the day they were flying out, who shows up? Joe Simpson. Tony and the other guys thought it was weird.”

[From OK!]

The magazine goes on to say that whatever hopes Tony Romo had of his relationship with Jessica turning into something real pretty much ended with Joe’s stunt. According to his friends, they’re pretty much just friends with benefits. Something tells me that wasn’t exactly what Joe Simpson was aiming for.

This might be naiveté on my part, but it seems to me that if everything Joe Simpson touches turns to crap, maybe he should stop touching things. Like his daughters. He’s long been rumored as the reason behind Jessica and Nick Lachey’s divorce – and really, who could blame Nick for not wanting to spend the rest of his life around that whackjob? Jessica is such a sheep; there’s no chance in hell she’ll ever stand up to her dad. She probably doesn’t even realize what a problem he is. The two of them will still be puzzling over it in fifty years when no one remembers Jessica Simpson as anything but that lady down the street that has a lot of birds.

Here’s Jessica Simpson and Tony Romo at the Waverly Inn on March 4th. Image thanks to Splash.

Quarterback Tony Romo celebrated his 28th birthday a little early at Suite nightclub over the weekend. His girlfriend, silly singer Jessica Simpson, was on hand to sing happy birthday. The two later smeared blue birthday cake all over each other’s faces and then licked it off each other and made out as the crowd cheered and clapped.

You know that Jessica was thinking wedding with that cake stunt and Tony was thinking sticky sex and didn’t even realize the ramifications of sharing cake at a party while people watch.

The get-together included a blue, star-shaped, No. 9 birthday cake – a nod to the Dallas Cowboys star’s jersey number – champagne, and lots of dancing at the crowded club.

At one point in the evening, Simpson got on the mic and sang “Happy Birthday” to her beau – then they started feeding each other cake.

“She licked cake from his face as everyone cheered them on. It was quite a spectacle,” says one club insider. “But they looked really happy together. Jessica had blue icing all over her hands and mouth and Tony was laughing.”

[From People.com]

Jessica is well known for being a ditz and Tony doesn’t strike me as a mental giant, but I could be wrong. They seem happy together and they’ve been hanging in there for a few months now. Maybe the next cake they eat at a party will have several tiers and a plastic couple on the top. And Tony will still be thinking sticky sex.

Thanks to D Magazine for these photos, where there are even more.

It was a bevy of Jessica Simpson lovers yesterday at Cipriani’s last night as Cosmopolitan magazine “honored” John Mayer as its “Fun Fearless Male of the Year.” That title always makes me giggle. Somehow the phrasing would work a lot better for women than men. While ex-Jessica Simpson lover John took home the crown (I’m 90 percent sure it’s a crown instead of a trophy or plaque), he also got to mingle with current Simpson flame Tony Romo. Ironically, ex-Simpson husband Nick Lachey was the Fun Fearless Male last year. So apparently dating Jessica Simpson means you have no fear. I’m not sure how the fun plays in there.

Cosmo bestowed its Fun Fearless Male of the Year title to Simpson’s ex, singer John Mayer, and some of his fellow honorees could have been straight from her little black book: Dallas Cowboys quarterback and current Simpson squeeze Tony Romo and Employee of the Month co-star Dane Cook, whom tabloids linked to her.

Last year, Simpson’s ex-husband, Nick Lachey, received top honors at the same ceremony. “We know the common thread,” comedian Cook said on the red carpet, acknowledging the Simpson connection. “We realize.” Simpson’s beaus, past and present, took it all in stride and were good-natured about the whole affair. Romo walked the carpet without his girlfriend, and in accepting his award, he said he had been asked whether he was, in fact, fun and fearless. “If you date Jessica Simpson, I guess you are,” he joked.

MySpace co-founder Tom Anderson couldn’t resist weighing in as he accepted his honor. “I think I might have a chance with Jessica too after today,” he joked, noting Simpson had signed on to perform at Operation MySpace, a concert being held in Kuwait for U.S. troops and streaming live on My-Space starting at 2 p.m. ET/11 a.m. PT Monday.

“I haven’t hooked up with Jessica Simpson, but I’m honored,” said rapper/actor Common when it was his turn to accept an award.

[From USA Today]

“The Office’s” John Krasinski (or as I like to call him, the future Mr. JayBird) was also a contender for the prize, and has apparently hasn’t dated Jessica Simpson according to my extensive internet research. I just happened to be on one of his fan sites… never mind, moving on. The other nominees were Animal Planet’s Dave Salmoni, “Brothers & Sisters’” Dave Annable and “Dirty Sexy Money’s” Peter Krause.

Here are Common, Dave Salmoni, John Krasinski, Dave Annable , John Mayer, Dane Cook, Peter Krause, Tom Anderson, and Tony Romo. Images thanks to PR Photos.

Jessica Simpson is supposed to be working on her non-anticipated country album, but instead of showing up at the studio she’s been on vacation with Tony Romo and hasn’t put in much face time with annoyed record executives who are counting on her.

“Jess has been everywhere from Mexico to Texas to Hawaii with Tony, but she’s neglecting one key locale - the Nashville recording studio where she should be finishing her first country album,” divulged a music industry insider.

“These days the chief of Jess’ record label has had a hard time even getting her on the phone. Joe Galante, the head of Sony BMG Nashville, is furious, and unless Jess straightens up and fast, they’re considering cutting her loose. They’re tired of unreturned phone calls and unfulfilled promises.”

[From The National Enquirer, print edition, March 3, 2008]

The Enquirer notes that Jessica and her new love Tony Romo were in Mexico on January 4, which was the trip where the quarterback was criticized for not focusing on his game ahead of the Superbowl. His team the Dallas Cowboys failed to qualify for in the playoffs after that vacation. Then they went to a resort in Palm Springs on January 26, and then spent a week in Hawaii on February 4.

They claim to have a source that says “[Her] handlers have urged her to sign up for acting lessons, but she refuses,” and that “Her career is in freefall - and having her record label drop her would be the ultimate wake up call.”

Simpson sorely needs a music career to fall back on now that her acting career is failing miserably. Her last film, Blonde Ambition, was a flop in the US but somehow managed to take in about $200k in the Ukraine. She has another film coming out eventually, Major Movie Star, but with Jessica at the helm that’s expected to tank too. Simpson has two lawsuits pending for breach of contract with different companies she signed on to endorse and then backed out or forgot about. There’s always reality television to fall back on if she can’t be bothered to show up at the studio. That way, the cameras will follow her and she doesn’t have to worry about keeping appointments. It seems she’s thought of that already, and has something in the works with CMT. While her rep denies it will be reality television, her father says it will.

Jessica Simpson is shown out on 2/24/08 with her hairdresser and friend, Ken Paves, thanks to Splash News.

The relationship between Jessica Simpson and football player Tony Romo sure is open to a lot of speculation. It’s constantly being rumored that they’ve broken up, that Romo isn’t that into her (though in fairness, it seems like that’s said about most of Jessica’s boyfriends). And though it seems like nine out of ten Jessica/Tony stories are about how he’s just not that into her, every tenth one is about how amazing things are. So now US is reporting that friends of the pair think they may well be together for the long run, and might get engaged soon.

Jessica Simpson is head over heels in love with Dallas Cowboys quarterback Tony Romo – and close pals say an engagement might be around the corner.

“I think they’re going to get married,” Romo’s close friend of three years, Michael Starr, says in the latest issue of Us Weekly, on newsstands now. Starr’s prediction comes on top of Romo’s former fling Sophia Bush telling Us, “I think they could go the distance.

“They’re perfect for each other,” the actress, a mutual friend of Romo and Simpson, added. “They’re both funny and wonderful and kind. I’m rooting for them.”

Even Simpson’s ex, Nick Lachey, has chimed in to add his blessing. “I wish her nothing but happiness,” he told Us. “If she’s found that… good for her.”

[From Us Weekly]

Well timed plant, Simpson PR rep. I have to say, considering how many versions of the “Jessica Simpson is so pathetic” story you hear, it’s hard to believe the rare “Jessica’s got it all together!” article. It’s like when Joe Simpson claimed in a Vanity Fair article that Jessica’s IQ was 160. Considering all the other stories we’ve heard, it seems a little doubtful. And considering all the other stories we’ve heard about Simpson’s and Romo’s relationship, the thought of them walking down the aisle together seems highly unlikely. But you never know. Jessica got married so young, and to her first boyfriend. I think the press needs to lay off the notion that she needs to remarry right away, and if she doesn’t she’s sad. She needs to sow some oats.

Jessica Simpson is shown at LAX airport on 2/11/08 after flying in with Tony Romo from a Hawaiian vacation. Images thanks to WENN.

Jessica Simpson had her lawyer send a screeching cease and desist over to OK! Magazine for the article that we reported on about how she was dumped by quarterback Tony Romo. It’s written in a pseudo intellectually superior and whiny tone and is one of the more amusing threatening legal letters we’ve read. It sounds like the lawyer took lessons on how to sound like an authority from those prison dudes on In Living Color. Remember them? Here are some highlights from the PDF file available on TMZ:

As I am disinclined to dignify OK!’s unfounded accusations through repetition, I will not respond to each of the Article’s baseless assertions, although my failure to do so should not be construed as acquiescence in the same, which it most assuredly is not. To avoid any lingering misapprehension on the issue, however, I hereby confirm, on the behalf of Ms. Simpson, that the contents of the Article are entirely without basis. In that regard, albeit without limitation, (1) Mr. Romo and Ms. Simpson have not broken off their romatic relationship; and (2) Ashlee Simpson has made no effort to “distance herself” from her sister, Jessica, with whom she remains extremely close.

Your publication’s effort to damage Ms. Simpson’s romantic and familial relationships and erode her public standing through dissemination of un-attributed and false rumor is not only unseemly, it is actionable as defamation per se, as it tends to “expose [Ms. Simpson] to public contempt, ridicule, aversion or disgrace.”

[From letter from Simpson’s lawyer found on TMZ.com]

Maybe celebrities need to do this so that magazines stop making shit up about them, but when it involves a story that isn’t a huge deal they’re better off putting up a blog post on myspace or their official website instead of paying some lawyer to send letters like this. It’s cheaper and better PR for a celebrity to personally clear the air, but maybe Simpson wants to scare OK! into not reporting negatively about her in the future.

It isn’t just OK! that’s saying Jessica got dumped by Tony. The National Enquirer is reporting it too, and they add the bombshell that Tony was cheating on Simpson the entire time with his college sweetheart. What’s more is that he supposedly plans to propose to the other woman on Valentine’s Day!

Dallas Cowboys quarterback Tony Romo has dumped Jessica Simpson and is going to propose marriage on Valentine’s Day to his college sweetheart, the Enquirer has learned exclusively.

And here’s a shocker for Jessica: The entire time Tony was dating her, he was two-timing her with Crystal Kasper - a 25-year-old optometrist he first fell for during his student days at Eastern Illinois University.

“If you could see Tony’s phone bill from all the calls and text messages he sends Crystal, you’d be stunned,” said an insider close to the quarterback.

“They couldn’t hook up much during the season. She was finishing her doctoral studies in Florida. But I know Tony flew Crystal to a game in Chicago where they spent time together.

“Tony’s family is happy because he’s dumped Jessica and the Hollywood scene.”

[From The National Enquirer, print edition, February 4, 2008]

The article goes on to say that building is almost complete on Tony’s $1.4 million home on the lake in his hometown of Burlington, WI, and that he wants Crystal to move in with him. He’s going to have a housewarming party on Valentine’s day and plans to propose to her then. Guess it won’t be a surprise after this.

How stupid is Jessica Simpson going to feel if her ex gets engaged to another woman right after she threatened OK! Magazine for reporting that they broke up?

Many a man has tired of Jessica Simpson. Many a woman his tired of Jessica Simpson. In fact, many a houseplant has tired of Jessica Simpson. She just strikes me as someone you could only be around in very small, controlled doses – and five extra minutes of her could easily send a person into deep psychosis. Now imagine that somehow - by the grace of God – you’ve managed to figure out a way to tolerate being around the straight-to-DVD blond. But every time you try to get a little, her creepy-ass dad pops his head in the room. Though to be honest, when I imagine Joe Simpson’s intrusions, it’s more like him sticking his head between the two lovers. Yeah try to get that imagine out of your mind now. Anyway, the relationship is plugging along, so the two of you decide to go away together – an all-important relationship step. And then Jessica’s dad decides to join you. Romantic, huh? At this point you’re just barely hanging on by a thread, but you want to try to make the relationship work so it’s not a total PR disaster for the two of you. And then Jessica tells you she wants you to sing a duet with her on a new country album. If you’re Tony Romo, that’s when you decide enough is enough, and you do your best to give Jessica Simpson the boot. But she’s sneaky, that one. Luckily, so are you.

Just when it seemed like Jessica Simpson and her quarterback hunk Tony Romo might not go the distance, the two were spotted cavorting together on a seemingly romantic hunting trip over the weekend in Texas. But now OK! has learned all might not be well just yet as insiders say the trip was a last-ditch effort to save their relationship.

On Jan. 17, Tony called Jessica at her L.A. home to try to break things off. “He said he thought it was better if they went back to being friends,” a pal of the singer tells OK!. “‘Just friends’ is not in Jessica’s vocabulary, and she is not a victim. She knows how bad this will look in the media.”

But according to the pal, Jessica refused to give up, and so Tony invited her on what he thought would be the worst date of her life: a hunting trip! “It’s Tony’s way of punishing Jess,” laughs her friend. “Jessica Simpson hunting — and without her entourage? Forget it!” Only time will tell if these two will make it. But according to an insider, “Tony has finally started to realize how high-maintenance Jessica is,” says her friend. “We’re talking diva status. She comes with an entourage, and that includes her dad, Joe Simpson. What’s not to love?”

[From OK!]

Poor Tony Romo. Jessica Simpson must either be really in love with him or one conniving woman. Can you imagine her hunting? That doesn’t seem like an activity that’s really popular these days, even for regular folks. The idea of Jessica Simpson hunting is hysterical. Somehow all I can imagine is Tony Romo, a gun, and a lot of blond hair. I can’t even visualize the rest of Jessica taking part in that. I’m not going to get into the hunting debate, or even the general gun debate. Regardless of how you feel about those issues, does anyone think it’s EVER a good idea to give Jessica Simpson a gun? She’s confused by tuna fish and buffalo wings for heaven’s sakes. Can you imagine the damage she could do with something that has a trigger?

Picture note by Jaybird: Jessica Simpson at Joans restaurant in Los Angeles on January 12th. Images thanks to Splash Photos.