Jessica & Ashlee Simpson sunbathe their breasts

July 14th, 2008 // 76 Comments

Jessica Simpson and her sister Ashlee sunbathed on a yacht while watching Tony Romo perform in a golf tournament at Lake Tahoe. Meanwhile, below deck, Joe Simpson flushed the GPS down the toilet and cut the fuel lines. Best family vacation ever!

EDIT: Okay, so the chick in the red is not Ashlee Simpson. My bad, I saw the nose and went with it. However, I just added pics of Ashlee on the S.S. Boobieprise. Though I can’t be certain until my man on the inside gets back to me with the ultrasound. C’mon, Papa Joe…

Photos: Flynet
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Comments (76)

  1. kristin | July 14, 2008 at 2:12 pm

    Cute dog.

    Reply
  2. Nando | July 14, 2008 at 2:12 pm

    That’s not Asslee next to Jessiwhore. I don’t know who that other girl is.

    Reply
  3. Jackie | July 14, 2008 at 2:13 pm

    The woman in the red is not Ashlee…. idiot…….

    Reply
  4. Giggles | July 14, 2008 at 2:14 pm

    Um, Ashlee had a shotgun wedding because she’s PREGNANT, remember?

    Reply
  5. fgjk | July 14, 2008 at 2:15 pm

    MOTORBOAT….and Im talking about the titties, not the actual motorboat

    Reply
  6. don | July 14, 2008 at 2:16 pm

    jessica has the biggest horse-mouth ever. just look at the last few pics.

    Reply
  7. Bleh | July 14, 2008 at 2:18 pm

    Why the Nazi salute in the last photo? Is Romo a skinhead and had converted Jessica?

    To the artbellmobile!

    Reply
  8. Jen | July 14, 2008 at 2:19 pm

    the girl in the red looks nothing like ashlee thats not her

    Reply
  9. Jen | July 14, 2008 at 2:19 pm

    the girl in the red looks nothing like ashlee thats not her

    Reply
  10. AJ | July 14, 2008 at 2:20 pm

    Jessica is getting fat again. She is wearing a fat ladies swim suit. She is so desperate for love. When she was married to Nick; she hated sports and now she is dating a football player and attending his football games and following him around like a lost puppy. Jessica was not into golf either and now she is desperate for love so she watches golf. She got a big fat head and thought she could do better than Nick and now she is just a pathetic loser when it comes to love. She was John Mayer’s easy booty call. She has no talent and will eventually fade away. She had to get breast implants because she lost a lot of weight for her failed movie, and got saggy and needed implants to get perky again. Jessica should have just waited until she gained all her weight back to get her breasts perky again. Jessica is one ditzy boring loser.

    Reply
  11. don | July 14, 2008 at 2:22 pm

    the Nazi salute is just coincidental because if you look at the previous pics she’s just waving in all sorts of different ways.

    Reply
  12. e | July 14, 2008 at 2:23 pm

    I would have to repeat what everyone has already been saying, namely: “That bitch in the red swim suit is NOT Ashlee, IDIOT!”

    Reply
  13. steve | July 14, 2008 at 2:25 pm

    with romo’s salary and popularity, he could definately do better than this chunky monkey. I mean sure she has nice tits, but lets face it they will start sagging soon, if not already.

    Reply
  14. Vince Lombardi | July 14, 2008 at 2:28 pm

    No, no, no…. The bitch in the fur is “Ashlee.” The bitch in the red is “Spot.” See, she’s got a really freckle-ly chest area… so she would be… um… “Spot?” oh, fergit it. Where’s Winehouse?

    Reply
  15. whatever | July 14, 2008 at 2:34 pm

    AJ= Nick Lachey…
    Nick,
    Maybe you should take some Midol?

    Reply
  16. burgernoodle | July 14, 2008 at 2:34 pm

    c’mon people. idiot?? so what if it’s not ashlee. she’s got the same size nose and looks like she has the same vapid personality. so what’s all the beef about.

    Reply
  17. krystal | July 14, 2008 at 2:38 pm

    thats not ashlee..

    Reply
  18. megan | July 14, 2008 at 2:39 pm

    that looks NOTHING like ashlee haha how could you even think it does?

    Reply
  19. AndrewMacCloud | July 14, 2008 at 2:40 pm

    Looking good, have a nice Vacation Tits, Champagne for everyone!.

    Reply
  20. JJ | July 14, 2008 at 2:40 pm

    #13

    She use to have nice perky tits but lost a lot of weight and her tits got saggy so now she has breast implants to make her saggy tits perky; nothing special about breast implants.

    Reply
  21. Elliot_Spitz_On_Her | July 14, 2008 at 2:49 pm

    In picture 6, that dog looks like it would rather jump than be subjected to that kind of idiocy.

    Reply
  22. Moses from the Mount | July 14, 2008 at 2:49 pm

    You think Jess does Anal? I could really get used to grabbing those bit o tities while riding her ass.

    Reply
  23. FRIST!!! | July 14, 2008 at 2:50 pm

    What a stupid fucking hat. Why don’t people know how to dress anymore? Is she taking lessons from Britney? Fedora’s are for MORONS!!

    Reply
  24. DP | July 14, 2008 at 2:51 pm

    It’s nice to see #18 Megan and #3 Jackie take their B List celebrity sightings so seriously. They must be really ugly.

    Reply
  25. Jumpin_J | July 14, 2008 at 2:52 pm

    I think we’re all missing the point that she’s sunbathing on a boat… with her bikini on. C’mon Jessica. Daddy’s downstairs disconnecting the ol’ fuel line, if you know what I mean. Take your top off. Nobody’s looking, honest.

    Reply
  26. passerby | July 14, 2008 at 2:52 pm

    The lady in red is her mother!

    Reply
  27. steve | July 14, 2008 at 2:59 pm

    #20 I wasn’t aware that Jessica has implants. Thanks!

    Reply
  28. no | July 14, 2008 at 3:04 pm

    20 – you don’t know anything. those aren’t implants

    Reply
  29. miserable | July 14, 2008 at 3:06 pm

    I wish she would let those sweater cannons loose in playboy and put a triumphant end to a crappy career.

    Reply
  30. jay | July 14, 2008 at 3:10 pm

    if she ever did playboy I would buy a dozen copies because I’d jizz all over them pics.

    Reply
  31. omnibacon | July 14, 2008 at 3:15 pm

    geez I wish just for once she would shut that giant yap. constantly ruining a great set of cranks

    how do people around her refrain from just randomly punching her in the head?

    Reply
  32. allison | July 14, 2008 at 3:21 pm

    Heh, that’s not ashlee.

    Reply
  33. sammy | July 14, 2008 at 3:29 pm

    omnibacon, I agree with you. You know that 90% of the time he spends with her is with his cock down her throat just to shut her up.

    Reply
  34. sammy | July 14, 2008 at 3:31 pm

    Tony Romo that is…

    Reply
  35. nomo | July 14, 2008 at 3:54 pm

    100% real, no doubt about it.

    Reply
  36. poirot | July 14, 2008 at 4:05 pm

    that’s not ashley either…

    Reply
  37. havoc | July 14, 2008 at 4:07 pm

    #22…good call Papa Joe was probably first to tap that ass. Nick probably got stick it in her pooper b/c he told her he loved her. And I get the feeling anal sex is nothing new to Romo the Homo…..

    .

    Reply
  38. Where's Darkwing Duck? | July 14, 2008 at 4:08 pm

    Sometimes the only way to shut a girl up is to stick something in their mouth. However, I get the feeling Jessica would keep making noises. Hopefully they are the humming sounds most men enjoy with a MMMMM HMMMMM when they tell her they’re going to come.

    Reply
  39. Leo | July 14, 2008 at 4:19 pm

    :O who is that ugly guy on the boat? =O

    Reply
  40. JimmyBachaFungool | July 14, 2008 at 4:22 pm

    Did anyone notice that’s not Ashlee?

    Reply
  41. really? | July 14, 2008 at 4:24 pm

    #40… please see posts #1 through #39 above.

    Reply
  42. Maurice | July 14, 2008 at 4:55 pm

    I like my ladies fat like Kim Kardashian. Fat on the ass, fat hips, and fat thighs is all sexy fat plump soft meat and a treat.

    Reply
  43. boo | July 14, 2008 at 5:05 pm

    You can see the top of Ashlee’s poorly dyed head in the pic with Pete Wentz in it. Yep, it’s still that hideous orange.

    Reply
  44. Tony Romo | July 14, 2008 at 5:06 pm

    I hate the way people think I’m a homo.

    It distracts me when Terrell gives me a hummer.

    Reply
  45. Miserable Bastard | July 14, 2008 at 5:32 pm

    If someone was to point out the elusive chicken of the sea to Jessica, and she “accidentally” fell over the boat’s railing while trying to spot it, would she sink or swim? The solid block of concrete between her ears would try to drag her straight to the bottom like an anchor, but her built-in flotation devices would valiantly resist.

    Reply
  46. Kim Lardassian | July 14, 2008 at 5:40 pm

    Ugly fake titted bitch, bimbo brainless vapid moronic c*nt. I don’t like her.

    Reply
  47. Ted from LA | July 14, 2008 at 5:49 pm

    I’ve been thinking about the lady in the red and it turns out I don’t give a shit who she is.

    Reply
  48. PwincessSanitaryPad | July 14, 2008 at 6:50 pm

    Bimbo sluts, these two make me want to puke. They’re represent all that is wrong with the world and the values that most sick, sad people have.

    Reply
  49. burgernoodle | July 14, 2008 at 7:14 pm

    Pete Wentz is a moron.

    Reply
  50. Irene | July 14, 2008 at 7:24 pm

    She looks a lot like Britney Spears in these pictures!

    Reply

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