Good Lord. In that outfit, Jessica Simpson looks like she just returned from her granddaughter’s wedding in Maui. She’s even wearing matching orange lipstick. In fact, something about her lips seems a little…off.
The singer, who might quite possibly have been dropped from her record label, spent Saturday night out with her mother, father, sister and boyfriend, Tony Romo. Ashlee Simpson and Mama Simpson looked PSYCHED to be out and about. Pete Wentz must be at home with the baby, trying on his clothes.
Gallery Info: Jessica Simpson and her family dine out at Beso with her boyfriend Tony Romo.



































someone | April 12, 2009 at 10:22 am
They don’t appear to be very happy, unless its all the flashbulbs going off in thier faces!
fake fake fake | April 12, 2009 at 10:42 am
Tina and Ashlee have bulbs in their faces and they look happy. This couple is FAKE. Jessica was dropped from her label, so she uses Tony to get some new pictures of her to take away from her failure as an artist. Tony is a dumbass for going along with this.
PhillipsPenisPumps | April 12, 2009 at 4:36 pm
Mr “fake fake fake” Anderson-
Oh they’re real alright and they are spectacular!
Tony is getting the nookie and motorboatin the tas, no going along he’s gettin it in. Dumbass!
Idiots smile all the time too, no matter what is happening.
Not dropped from label, the trial period ended.
C’MON!
dropped dropped dropped | April 12, 2009 at 5:08 pm
Don’t believe the Simpson spin…she was dropped by the label. If the label thought she had any talent and could sell albums, they would have kept her.
People don’t like her. Her album only sold about 170,000 and her idea of a concert is to have a nervous breakdown on stage.
She was not “on loan”…she was “on probation” and she failed!!!
fake fake fake fake | April 12, 2009 at 5:15 pm
The relationship is fake. Poor Tony got roped into helping her avoid the embarrassment of announcing a breakup when she was trying to sell her stinker album and now he’s protecting an alcoholic psycho by pretending to date her.
Simpsonsroomate | April 12, 2009 at 6:27 pm
HAHAHAHAH
That was funny reading.
No Simpson”spin?” involved here only known facts not speculating on what might have happened. Album suprisingly DID sell and made money, you learn only what these sites TELL you nothing more.
C’MON! your clueless
Clueless | April 12, 2009 at 7:30 pm
Is that you, Jessica?
You should learn to spell before you call folks clueless.
Thanks for the laugh.
Nielsen | April 12, 2009 at 7:32 pm
I believe the facts from Reuters and Nielsen Soundscan…
“Do You Know” sold just 178,000 copies, according to Nielsen SoundScan, lower than the pop singer’s previous release, the 2006 disappointment “A Public Affair,” which stalled at 300,000 copies.”
She failed…again.
AA | April 12, 2009 at 7:45 pm
She looks so drunk (again) in every single one of those pictures. Was it really a dinner out or an intervention?
anaymous | April 12, 2009 at 7:58 pm
They hate paps and nasty gossip mogers like those on this website that have nothing better to do that speak ill or lie about other people. Get a life and get a clue!
Anonymous | April 12, 2009 at 8:55 pm
Are her lips orange from lipstick or did she dine on orange jello shots while waiting for the paps to arrive to document that Romo is still under contract as the “boyfriend”?
Van | April 13, 2009 at 10:49 am
Does anyone else notice how she is always walking around with a huge bag in front of her and wears big tops…Is it an attempt to make people think she might be pregnant??….I can see her now…downing another shot and praying that she gets pregnant…
yo mom | April 13, 2009 at 11:08 am
Are you for real, the person who said, they hate the paps and gossip mags. You aren’t really that stupid are you?
Zekers | April 14, 2009 at 10:14 am
“…downing another shot and praying that she gets pregnant…”
Too funny Van!
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