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Jessica and Tony's Semiprivate Cabo Vacation

Mon, 01/07/2008 - 12:04pm by PopSugar
49,975 Views - 59 comments

Jessica Simpson and Tony Romo headed down to Mexico this weekend for a little romantic getaway — well, as romantic as you can get with Papa Joe and Tina in tow, plus a few of Tony's fellow Dallas Cowboys. The team got a first-round playoffs bye and what better way to get some R&R than at the beach? At least Jessica and Tony got to stay in their own quarters with their own personal chef. Maybe Jessica also took this time to get on the good side of Tony's teammates because something tells us they aren't going to be happy with her if their quarterback is distracted by her pink jersey next weekend.

More of Jess and Tony heating things up in Los Cabos so just read more

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59 Comments Add a Comment

  • Liss's picture
    Liss
    1

    Can she ever travel without her parents? it's creepy!

    34 weeks 3 days ago Report Comment
  • Christina23559's picture
    Christina23559
    2

    So help me, if she distracts him from this coming play off game I personally will hunt her blonde tush down! Go Cowboys! Romo is a wonderful QB, if he stays focused. Perhaps have your fun after the Super Bowl Romo?

    34 weeks 3 days ago Report Comment
  • justingirl1989's picture
    justingirl1989
    3

    and how old is she? i guess her family is really close..

    but if shes happy..then good for her.

    34 weeks 3 days ago Report Comment
  • flutterpie's picture
    flutterpie
    5

    "um i know this is our first vacation together but can my weird parents come along oh and my dad likes to talk about breasts, its a running joke we have"

    34 weeks 3 days ago Report Comment
  • king's queen's picture
    king's queen
    6

    Why is Ashley allowed to roam all over with Pete, but their parents won't let Jessica out of their sight? How old is she now anyway? Seems like its time for an unchaperoned vacation.

    34 weeks 3 days ago Report Comment
  • Kitten98's picture
    Kitten98
    7

    She wore that robe as a cover up when she toured with John Mayer too. Why doesnt she rock a bikini? She has a a great body. Insecure?

    34 weeks 3 days ago Report Comment
  • mayeb63's picture
    mayeb63
    8

    Is it just me or does anyone else find it odd that we don't ever see the entire Simpson family in pictures of Ashley and her boyfriend?

    34 weeks 3 days ago Report Comment
  • justingirl1989's picture
    justingirl1989
    9

    i find it odd too mayeb63

    and kitten98 u do have a point Eye-wink

    i guess papa joe making sure hes not excluded Shocked
    he know pics of her and tony will equal more press. sad.

    34 weeks 3 days ago Report Comment
  • sugarbecky's picture
    sugarbecky
    11

    king's queen, I didn't even think of that, but you're right! I guess they don't want Ashlee's money when they can live off Jessica's. Maybe she doesn't want bikini pics out so people can't say anything like they did about Jennifer Love Hewitt? Whatever, I'd rock a bikini if I had Jess's bod.

    34 weeks 3 days ago Report Comment
  • lizzylu49's picture
    lizzylu49
    12

    Tony Romo is such a loser.

    Joe Simpson should be ashamed. He did it for the free tickets.

    34 weeks 3 days ago Report Comment
  • Pink81406's picture
    Pink81406
    14

    I think she is dependant upon her parents. I think that she is just an insecure person which is sad because she is gorgeous and old enough to stand on her own feet!

    34 weeks 3 days ago Report Comment
  • Woop's picture
    Woop
    15

    LOL, king's queen! That is really curious. It seems like one of those situations where like the older daughter is a beauty queen type and the one everyone in the family is fussing about. Their main goal is to make sure she is taken care of and get her married off to the guy that can best take care of her financially. Kind of like in Sixteen Candles.

    The NY Giants are going to give them trouble!! They've been playing very well. Now that I don't need him to win my fantasy league - go Giants! Sticking out tongue

    34 weeks 3 days ago Report Comment
  • allourregrets's picture
    allourregrets
    16

    Why is her dad always right next to her? You NEVER see him with Ashley but it ALWAYS with Jessica....its creepy.

    34 weeks 3 days ago Report Comment
  • Novaraen's picture
    Novaraen
    17

    Wow Jess....you just had to bring the folks, didn't you?

    @ flutterpie's comment!!

    34 weeks 3 days ago Report Comment
  • ilanac13's picture
    ilanac13
    19

    that's just lovely that they get to go to mexico. i really don't think that she's the best for him - but you can't always pick people's relationships for them right?

    34 weeks 3 days ago Report Comment
  • Kitten98's picture
    Kitten98
    20

    She has a nice body, she should wear a bikini or cute bathing suit. Maybe she knows her Dad will ogle her so she covers up? Smiling

    34 weeks 3 days ago Report Comment
  • LaurenG22's picture
    LaurenG22
    22

    She is always going to Cabo with boyfriends... then they dump her ass...

    34 weeks 3 days ago Report Comment
  • nevaeh1978's picture
    nevaeh1978
    23

    My hubby told me this a couple days ago! Laughing out loud
    I was so surprised since popsugar just reported it today (I almost didn't believe him Laughing out loud since he's the type of guy who avoid celebrity news).

    He even said that how could he be out of the state during the bye week because he as a QB has even more at stake (alongside his team) next week since they've not won the superbowl for quite a while. I said to hubby that Brady is out and about w/ his gf, but hubby said that (although he wants Patriots to go down), at least the Pats have won a few times in these past few years so he probably doesn't have a huge burden on his shoulder to guarantee win.

    Okay, we KNOW that the whole team is involved in playing, but yeah, my hubby can't get over Romo's going on vacation (instead of practicing) so close to the play-off. Romo will have LONG vacation after the Superbowl (IF they even made it THAT far), so he can go on and enjoy his new gf afterward Smiling

    Ahh, yes, hubby is kind of a rabid football fan..I'm right behind there w/ him thou...although..GO COLTS! Laughing out loud

    34 weeks 3 days ago Report Comment
  • tiabia's picture
    tiabia
    24

    I like Jessica and Tony Romo together!!!

    I also like the Simpson family!!! They are undoubtedly "southern", but definitely not "country" a la the Spears family!!!

    34 weeks 3 days ago Report Comment
  • Christina23559's picture
    Christina23559
    25

    Nevaeh1978,
    Romo has been injured and is trying to recooperate in time for their game that they will WIN (that comment is for Woop) against the Giants. Perhaps that's why he's been able to go on vacation, so he can just relax and not stress out about the playoff game. At least that's my own personal theory.

    Go COWBOYS Smiling

    34 weeks 3 days ago Report Comment
  • 2princesses's picture
    2princesses
    26

    Who takes their parents along on a vacation with your new boyfriend. Too weird.

    Maybe Ashlee actually stands up for herself with Papa Joe and tells him butt out of my love life. But then again, Pete can't score him tickets to the super bowl, so why bother hanging out with him.

    34 weeks 3 days ago Report Comment
  • Woop's picture
    Woop
    27

    Oh it's on Christina23559! Sticking out tongue Sure, he's allowed to relax, recuperate, and rest up for the game but we see how that turned out for the Bucs! Eye-wink The Giants are coming into the game with a lot of momentum. They have a pretty good record on the road this year.

    34 weeks 3 days ago Report Comment
  • t-t09's picture
    t-t09
    28

    AWWW..........HER AND TONY ROMO ARE SO CUTE TOGETHER.

    34 weeks 3 days ago Report Comment
  • karenlo's picture
    karenlo
    30

    Eughhh! I can't stand her! I used to love newlyweds but now I can't bear to look at her..........

    34 weeks 3 days ago Report Comment
  • Christina23559's picture
    Christina23559
    32

    Allright Woop, wanna place a friendly "wager"? If the Giants win this Sunday then I'll change my icon to the Giants for a week and WHEN Dallas wins you will have to change to a Dallas logo Smiling Oh and what was with the Bucs losing? EVERYONE favored the Bucs to win!

    34 weeks 3 days ago Report Comment
  • nina_e's picture
    nina_e
    33

    I'm glad I'm not the only one who thinks having her parents around ALL the time(especially her father) is beyond creepy and abnormal

    34 weeks 3 days ago Report Comment
  • miss-britt's picture
    miss-britt
    34

    isn't this the same place where the infamous pictures of John Mayer breaking up with her happened? I mean it's possible it's a different hotel.
    Maybe that's why she has her family with her, so he doesn't publicly embarrass her.

    34 weeks 3 days ago Report Comment
  • Woop's picture
    Woop
    35

    Christina23559 - Sure, I'll take that bet! But I gotta admit that I don't really lose much since I have no problem with the Cowboys or Romo. If you really wanted to make me think twice, you should have made so that if the Giants lose, I'd have to change my avatar to a Jessica Simpson pic. No takesies backsies! Sticking out tongue

    I don't know what was up with the Bucs. They came out dominating and then just rolled over! Puzzled

    34 weeks 3 days ago Report Comment
  • Woop's picture
    Woop
    36

    Then again, worse than a JS pic would be a Tom Brady pic! scared

    34 weeks 3 days ago Report Comment
  • Christina23559's picture
    Christina23559
    37

    I know, it was VERY sad to watch. We have beat the Giants twice so far this year, so I'm not real worried about it. I would NEVER make someone change their avatar to Jessica Simpson! UGH! I'm not that mean spirited Smiling

    34 weeks 3 days ago Report Comment
  • SpicyMe's picture
    SpicyMe
    39

    Ugh..Jessica is dumb. Don't like her. But I love my cowboys so Tony better get his head in the game and kick some major A** this weekend.
    Go Cowboys!!

    34 weeks 3 days ago Report Comment
  • guiltypleasure31's picture
    guiltypleasure31
    40

    i couldn't care less about jessica simpson, her 15 seconds ended a long time ago, but good god her parents are really something else, i mean seriously they went on vacation with her and her boyfriend who she's been dating for like a minute...wow that's a whole new level even for papa joe and his creepy ass.

    34 weeks 3 days ago Report Comment
  • BriannaBanana's picture
    BriannaBanana
    41

    i agree with Nevaeh1978
    i feel that he should be focussing on doing what's best for the team as well as for himself. i don't think that a vacation with jess (AND HER PARENTS) is what's best for him at the moment. if it is, good on him and it'll show up on the field when they beat ny on sunday.
    let's just say i'll be mighty pissed if romo has another horrible game on sunday against the giants (think back to that eagles game...)!
    go cowboys!!
    ps. anyone notice how badly he plays when his gfs are around? he was awful when carrie was there and now jess...!

    34 weeks 3 days ago Report Comment
  • AnnieF's picture
    AnnieF
    42

    I thought jessica's dumb act was just for her T.V. show, but after her and Nick split, I think she's even worse. Two of her next movies are going straight to DVD, and I know I'm not buying them. I'm tired of people like her using their looks to get ahead. And creepy Joe- how can she stand her own father making comments about her figure? He has some sick control over her, and I'll bet he also had something to do with her divorce.