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MSNBC, quoting a "source" close to Jessica Simpson, is reporting that Tony Romo's attendance at her sis Ashlee's wedding Saturday was a "test" Romo needed to pass if there was any hope of keeping their relationship alive.

"They've broken up a hundred times," said the source. "They'd had another of their ‘breakups' before the wedding, but it was clear that he had to go as Jess' date if there was any hope that the relationship would work out."

Joe and Jessica Simpson

As one of our staff members argued in yesterday's face-off, Tony Romo just can't seem to quit Jessica. No matter how annoying her ass gets or how badly Joe Simpson meddles, he just keeps on coming back.

The star quarterback is probably kicking himself right now, but at least he has the unconditional support of his Dallas Cowboys teammates ...

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Pete and Ashlee who? All we cared about during their lame wedding was the side plot involving Jessica Simpson and Tony Romo, who attended despite breakup rumors. Will Tony and Jessica wed one day? That's today's Face-Off question.

Stand back as The Hollywood Gossip debates ...

WILL TONY ROMO AND JESSICA SIMPSON GET MARRIED?

YES by Free Britney

To me, it's an easy call. While there will be ups and downs in the coming months, Tony Romo will end up marrying Jessica Simpson because:

  • He's tried to dump her twice already and got roped back.
  • He's obviously gone Hollywood and wants to be famous more than anything, including win playoff games.
  • Those are some gigantic boobs.

Seriously people. After striking out with Carrie Underwood, Alli Sims and Sophia Bush, Romo struck Hollywood gold with Jessica Simpson.

So much money. So much fame. Such huge breasts. So little talent with which to ever upstage him. Such little effort required on his part to keep her pathetic ass satisfied and off his case. Such enormous boobs.

Face it folks. The star QB may try to run, but the pocket will inevitably collapse - as we saw in February when she groveled for him to come back, or last week when Papa Joe guilted him. Like it or not, Tony Romo and Jessica Simpson are in this for life.

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This keeps getting stranger by the day.

Jessica Simpson was seen having a sushi lunch at Katsuya with Tony Romo in L.A. on Friday after three weeks of not being photographed together and widespread reports that the football star and rumored singer had broken up.

Jessica Betrayed!

On Monday, Jessica Simpson's rep denied that the pair had split, but her PR people then stayed silent all week regarding the couple's status.

Pictures of Tony Romo partying in Chicago with a Jessica look-a-like named Lindsay certainly fueled speculation that he had moved on from Simpson.

Several sources close to the pair also said the breakup was over and done with, but here is Tony Romo, dining with Jessica Simpson in L.A. What gives?

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With one daughter devastated over two recent breakups and another daughter preggers and tying the knot tomorrow, it's chaos in the Simpson household.

As we reported earlier, Tony Romo and Jessica Simpson are broken up - but her dad still wants the quarterback to hit up Ashlee's weekend wedding!

Crazy Joe Simpson, Ashlee and Jessica's pimp and father, "called Tony and asked him to come to show support for the wedding," Us reports.

It's unclear if Tony Romo accepted Joe's request, but he's scheduled to fly to L.A. - where the wedding will take place - this weekend.

Tony Romo wasn't present at a bachelor party Joe Simpson threw for Pete Wentz, Ashlee Simpson's finace, and a few pals at Mr. Chow Thursday night.

E! reports that a steady supply of beer and wine was brought to their table. After the celebration, Joe Simpson picked up the $1,000 tab!

We're just getting started on the Simpson family drama, readers. Continue reading for all the Ashlee Simpson-Pete Wentz wedding details...

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After much speculation, it's confirmed that Jessica Simpson and Tony Romo have split. This time, we don't suspect he'll take her back either.

"Tony dumped Jessica," a source told Us. "Of course, she's upset!"

When we saw Tony Romo putting the moves on some girl named Lindsay, we figured it was over. The biggest reason for the break up?

"This Jen-John Mayer thing is eating her up, and she can't handle it â€" and Tony basically had enough," a Simpson pal said. "She's too much to handle."

As we reported earlier this week, the day Jennifer Aniston and Mayer - yet another famous Jessica ex - went public as a couple, she went on a binge that left her so drunk and out of it, she called her mom for a ride.

Is there a chance this on-again, off-again pair may reunite?

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Believe it or not, it's a story about Cowboys quarterback Tony Romo macking on a skanky girl named Lindsay and it's NOT Lindsay Lohan!

A mystery blonde seen getting cozy with Tony Romo at Chicago club Manor over the weekend is named Lindsay. Pics of her appear below.

Lindsay is a former "sorority girl" who "just graduated Michigan State and has a steady boyfriend," a source told Us Weekly. Scandalous!

"She only met Tony at the club. She's gorgeous and very social so it was likely that his entourage wanted to hang with hers."

YOWZA: Lindsay and Tony Romo get freaky at the club!

The same night Romo partied in Chicago, Jessica Simpson was drinking away her sorrows in L.A. She apparently got rather drunk and pathetic.

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NOTE: Devastated = Wasted.

Stars. They really are just like us. The new Us Weekly says that Jessica Simpson got really drunk when she learned that John Mayer, the lame singer who broke her heart, went public with Jennifer Aniston.

The 27-year-old drowned her sorrows with a four-hour session of drinking at L.A.'s Mexicali Cocina Cantina on May 10, according to the magazine.

On hand were Jess' former bitch CaCee Cobb - who threw up under the table - and her beau Donald Faison. Jessica had to leave her precious Range Rover in the parking lot and calling mom Tina for a ride home.

Jessica Simpson: Stabbed

STABBED IN THE HEART: Not at all over-dramatic, the new Us Weekly cover brings back memories ... of last week's Us cover featuring Lauren Conrad.

This is the same night where Tony Romo allegedly partied solo in Chicago and was overheard telling friends he was single again.

Across the country, Mayer and Aniston went public with their relationship - holding hands and kissing at the Marley & Me cast party in Miami.

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A Chicago celebrity gossip blog is claiming Jessica Simpson and Tony Romo are broken up. TMZ has made similar statements in the past few days.

We can't confirm or deny these rumors, but we can tell you that Tony Romo was partying with a bunch of dudes this past weekend.

Simps

He supposedly told them he broke up with Jessica Simpson.

Tony Romo was also spotted on this night flirting hard with a blonde girl that wasn't Jessica Simpson. He's probably psyched to be hitting on any girl without her father / pimp hovering over his shoulder.

Tony Romo loses famous girlfriends like he does playoff games.

Jessica's rep told Access Hollywood there's "no truth" to the rumors.

Earlier this year, there was a rumor going around that Romo tried to dump her ass, but she whined, begged and groveled her way out of it.

She sued OK! Magazine over this story.

Are they broken up for good now? Does it have anything at all to do with the upcoming lame Ashlee Simpson-Pete Wentz nuptials? Stay tuned.

by Free Britney at . Comments

While Ashlee Simpson's wedding plans will suck remain shrouded in secrecy, big sister Jessica Simpson revealed one tiny detail:

Joe Simpson will make peeps pay for drinks at a cash bar.

Jessica Simpson, Tony Romo Kiss

Just kidding. The real detail: She's the maid of honor!

"Of course," the 27-year-old said in response to questions of whether she will be standing next to Ashlee on her big day.

Jessica and Ashlee Simpson: Such good looks. Such a lack of talent.

Ashlee Simpson and fiancé Pete Wentz have kept quiet on their wedding plans - as well as Ashlee's rumored certain pregnancy.

But she can't help try to play it coy and milk every last second of publicity out of this but be thrilled about her engagement.

We're totally not gonna go, though. Can you imagine the painful speeches? Or if any of them try to sing? Or the guest list? Sorry, Ash, but a quiet Saturday night at home beats having Ken Paves talk your ear off.

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In the June issue of Glamour, Jessica Simpson says she is "in love" with Dallas Cowboys quarterback Tony Romo, 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," she says. "I thought that I had to be deeper, more profound and more artsy. You change with the guys you date."

"[Tony Romo] taught me that because he loves me [as me]. He made me feel comfortable [being myself] again," she adds.

Jessica Simpson dismisses critics who claimed she jinxed his career by showing up at one of his football games that he lost last year.

"Everybody takes everything out on me! But that was ludicrous," she says. "I don't understand why they think that I would be a distraction to Tony. Do they really think he can see way far up in that box? No."

Jessica Simpson says that Tony Romo first caught her eye while she was going through her messy divorce with Nick Lachey.

"My family and I were watching a Cowboys game ... and â€" Tony would die if I told you this â€" but [on TV there was a story] about him," she says. "They said his celebrity 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 Romo to her pimp dad, Joe Simpson.

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