Jessica Simpson lost that big smile of hers somewhere between lunch with Tony in LA on Friday and arriving in Cabo with her family last night. Perhaps she was just tired, but unfortunately it sounds like all those stories about lovey fun times between her and Tony at Ashlee's wedding may have been more optimistic than true. According to some reports, Jess and Tony barely interacted all night and only danced a little at the end of the party. Boo. I hope that's not true and that things really are on the up and up with these two. Call it wishful thinking, but I really like them together.

















Patrizia Pepe
1881 Cerruti Blue
Hatbox
So are we really going to turn Jessica Simpson into the new Jennifer Aniston...how horrid. I wish the media would stop trying to make Jessica pathetic...she'll be fine with or WITHOUT Tony Romo.
1I just hope Jess finds some happiness. I honestly miss the days of her marriage to Nick and find her refreshing compared to a lot of the talentless It girls cluttering Hollywood nowadays.
And I agree, tiabia - having a man is not the be all and end all of the world.
2How horrid, getting over a breakup while on a private jet on its way to Cabo, terrible, poor girl.
Seriously, I'm sure she'll be fine. We've all been there, sans the $$$. She's probably better off without him.
3I guess she needs another vacation. Who wants to go on a vacation with your parents?
4Even though I knew it wasn't a smart idea for her to talk about her relationship with Tony in an interview I do feel bad for her. It has to be tough to go through something like this in the public eye. Especially with everyone making such a big deal about it. I agree with everyone else, she'll be fine.
5I cannot stand Jessica Simpson. She's soooooooooooo incredibly annoying!!! She's done NOTHING significant in a long time...well wait, she's NEVER done anything significant! Would she please just take her dang dog and go away?!?!
6IDK 'bout those shoes, Jess. I prefer flip flops when I climb down private jet stairs... wait...
7So endless media stunts and dressing like a $2 prostitute didn't make her someone's dream girl, duh. I don't feel sorry for her cause her stunts backfired, Papa Joe may have trained her but her behavior is all her own. Lucky escape for Tony.
8I do think the media is being kinda hard on Jess. I agree with you cherryrice i also miss her and nick together. I wish they would find their way back together.They seemed really good for each other.
9PS: My comment wasn't a ding against Aniston, it was the fact that the media makes her seem pathetic if she doesn't have a man in her life!!!
10oh god..if shes not with him 24/7 they're broken up
11Jessica makes HERSELF look pathetic! She's the one who runs around giving interviews about "he made me feel comfortable being myself" and talking about how she's sooooooooo in love after only 4 months. News flash, if you need a man in your life to give you confidence, YOU ARE PATHETIC. So when the breakup came, like all of us knew it would, the only person she has to blame for looking so dumb is herself (and maybe her crazy stage daddy).
The only person Jessica has to blame for how the media portrays her is herself.
I can't stand this no talent, clingy, dingbat!!!
12PEOPLE has a totally opposite view of how things went down. Interesting...
13I think if WE were in her shoes, we wouldn't want anyone calling us "pathetic" because we broke up with our boyfriend/girlfriend.
No one will really ever know the real story of the relationship unless you are Jessica Simpson or Tony Romo themselves. If the break-up rumors are true, it's alright. Eventually, he will find the right girl for him, and hopefully, she'll find her right man.
All good...
14Well I liked them together, but if they weren't right for each other, hopefully she'll find somebody better.
I can't stand that her father seems so controlling. I am not sure about this cuz I don't live with them but he seems to be very involve in his daughters' relationships. Seriously, they are grown ups already. I still can't believe he officiated Ashley's wedding.
15Jess should learn to distance herself from her creepy dad. I wouldn't want to get involved with someone who needs a father and a hairdresser to run the life.
@ 13: People is always the official outlet for what the publicists want you to read. So yeah, sure it's different.
16must she bring her dog everywhere?
17These celebs need to realize that gone are the days that you can make up a fake ass story and have the public believe it! Everybody talks nowadays we know the truth before their families do. So her playing herself with these shenanigans is her own fault!
It only makes you look worse when the gossip blogs know your plans weeks before. The blogs have been saying step by step what was gonna go down and it has. Maybe if she would stop trying to save face and cling on to any celeb man that will take her she could be happy.
She's setting herself up to live such a fake empty life. She's already had the man and relationship that most women would kill for. I'll never feel sorry for her, she had a man that would kiss the ground she walks on, gave her true LOVE, waited on her for 4 years, wanted her more than the fame she threw that all away to partake in this dumb mess.
I know that her and Nick is long done and over with but when you see her doing these pathetic interviews and staged crap you can't help but think what a dumb b*tch!
18If people judged my happiness by the amount of times I didn't have a huge stupid grin across my face all day, then dang they'd thing I was sad.
19Poor dog :/
20When you're in your 20s, men come and go. Better to end it now than to get in deeper with a guy who's obviously playing.
BUT, she needs to take whatever measures are necessary to get her dad out of her business, and therefore personal, life. Fire him and let the chips fall. She doesn't stand a chance until she does this.
21who takes their whole family with them on their honeymoon????
22I bet they're not together. It must suck when your dad is a third wheel to every relationship.
23
24I really don't like her, but I feel kind of bad for her. It's hard to find a good man when you're not a celebrity so just think of the pressure she must feel.
25I didnt like them together at all. She got what she wanted years ago when she dumped her husband. The grass is not always greener out there. Now she keeps dating playboy types and oh well honey, it usually doesnt end up the way your daddy and you plan it. The Simpson's seem so contrived at EVERYTHING.
26I do feel a tiny bit sorry for her, because she has to live out her immaturity, bad decision making and horrible judgment in front of the entire world. Having said that, it is what it is. She screwed up so bad by dumping a good man for no reason and can not sustain a relationship with any man now. She really needs to step back from relationships and work on her identity and self confidence... and distancing herself from her weird father wouldn't hurt either.
27all i really want to know is where to get that dress lol i really love it. does anyone know?!!
28Sporky, so true!
29she's pathetic..paying Tony to go to her sister's wedding with her? this family grosses me out..they are pure trash.
30lol Tibo like a $2 prostitute. That's exactly Jessica's style. She can't dress to save her life.
31can't help but notice those cheap looking platforms she wears all the time. Does this girl have an ounce of self confidence anymore?
32Eh... who cares...
I am LOVING her dress though... Is it T-Bags?
33lol. she looks aweful in that dress.
34Post New Comment
Please share your opinion with our community, but make sure it is on topic and follows our Community Rules. We moderate comments and prohibit personal attacks, threats, spam, lewd images, or the promotion of your personal website.