Ashlee Simpson’s Vegas Pool Party

October 5th, 2009 // 80 Comments

Ashlee Simpson celebrated her 25th birthday at Wet Republic on Saturday with Pete Wentz and Jessica Simpson in tow. Personally, I’m surprised these pics don’t include Jessica palming the entire cake into her mouth after spending an entire day with her increasingly thinner little sister who can actually find acting work. That’s a depression sandwich smothered in loneliness gravy. Great, now I’m even talking like her.

Photos: Getty, Splash News
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Comments (80)

  1. SATAN | October 5, 2009 at 12:21 pm

    she used to have tits right?

    Reply
  2. Kim | October 5, 2009 at 12:24 pm

    There is no reason that she or her sister should be getting work. Go forth and Die, talentless hag.

    Reply
  3. Polk | October 5, 2009 at 12:35 pm

    Ha Ha – Jessica’s wearing a fat girl cover up in all those pictures…

    She’s on a serious decline. No wonder Romo dumped here – a QB needs a girlfriend in good shape, not a fatty.

    Reply
  4. The Rough report | October 5, 2009 at 12:39 pm

    Great, sub-celebs are turning Fedora’s into the ugly trend of trucker hats…good i got rid of mine…

    Reply
  5. SATAN | October 5, 2009 at 12:41 pm

    if Jessica Simpson never had tits, would she be the most worthless human?

    Reply
  6. Melissa | October 5, 2009 at 12:42 pm

    The Rough report – It’s been a retarded trend for years now… Britney Dumbfuck was sporting those back when people still wanted to stick it in her.

    Reply
  7. Rachel | October 5, 2009 at 12:44 pm

    I think Jessica looks good.

    Reply
  8. Francesca | October 5, 2009 at 12:54 pm

    I think Jessica looks better than she was before, but Ashlee is at her best right now making Jessica look like total poop

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    F

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    Reply
  9. Ascil | October 5, 2009 at 1:04 pm

    Actually both looks good…but i’m better :P

    Reply
  10. http://www.thefamousphere.com | October 5, 2009 at 1:10 pm

    I got something I can shove into that open mouth of hers.

    Reply
  11. jim | October 5, 2009 at 1:11 pm

    Jessica is wearing a big girdle swimsuit bottom so her belly fat won’t plop out. Gross

    Reply
  12. What a stupid douchebag | October 5, 2009 at 1:17 pm

    Nice mouth agape “I’m surprised” dumbass pose. I fucking hate ASSHOLE simpson; she’s a no-talent dumbass & doesn’t deserve ANY work. Fuck her and her fagboy husband.

    Reply
  13. Princesspink | October 5, 2009 at 1:18 pm

    Wait, Jessica Simpson is fat? Wow, that’s pretty low. She has a gorgeous shape, and you people are really sounding ignorant.

    Reply
  14. amit | October 5, 2009 at 1:23 pm

    iswraeli celebs blog,you all wellcome

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    Reply
  15. Jan | October 5, 2009 at 1:33 pm

    “….her increasingly thinner little sister who can actually find acting work”

    ánd a man, ánd a baby.

    Poor old Jess. Life’s a bitch.

    Reply
  16. Turd Ferguson | October 5, 2009 at 1:37 pm

    Fedora = Douche…period.

    Reply
  17. tony romo | October 5, 2009 at 1:38 pm

    who’s that midget standing next to ashlee? Oh, that’s pete. He is wee.

    Reply
  18. Hank | October 5, 2009 at 1:42 pm

    “Jessica Simpson is fat? Wow, that’s pretty low. She has a gorgeous shape”

    Georgeous shape if you are a football coach looking for a Middle Linebacker.

    Reply
  19. Janks | October 5, 2009 at 1:48 pm

    Jeezus – look at the size of Jessica’s bikini bottom. It’s like a circus tent of spandex. And the mumu she wearing to hide it all?

    The shame of fatness. Why doesn’t she just lose weight, instead of the depserate measures to hide the obesity?

    Reply
  20. Mike Miller | October 5, 2009 at 1:58 pm

    Yowzah! She is one stunningly hot MILF! Glad to see her doing well with Melrose Place redux.

    Reply
  21. Max Planck | October 5, 2009 at 2:31 pm

    Isn’t he supposed to be on a leash?

    Reply
  22. yo | October 5, 2009 at 3:04 pm

    you guys are fucking nuts if you think jessica is fat. and you think ashlee looks good? look at pic #8, too skinny when your ass bones stick out more than your ass. jessica>ashlee. and talking about jessicas bikini thing, she obv wore it on purpose because he cover thing is see through. i dont know what that thing ashlee is wearing is called but it looks like total shit.

    Reply
  23. FACE | October 5, 2009 at 3:08 pm

    what a worthless wench. There is never an excuse for lip synching on alive TV show.

    Reply
  24. Tim | October 5, 2009 at 3:12 pm

    Jess looks like every other fat girl at the pool trying to hide the rolls of flab. Sorry, sis, the tarp you throw over your shoulders may hide the details of the muffin top and gut, but it makes your shadow even wider.

    Reply
  25. Janice Marie | October 5, 2009 at 3:14 pm

    I would NOT want to stand next to Ashlee if I was Jessica.

    Jessica is a decent weight (she is NOT fat, by any means), but Ashlee’s skinniness just emphasizes her curves.

    Reply
  26. a | October 5, 2009 at 3:15 pm

    jessica is absolutely fucking gorgeous.

    ashlee is still doing that lurching hunch back creepy shit. i wish more people called attention to it. there was some clip too out there of her walking like a misshapen lizard.

    Reply
  27. Kelley | October 5, 2009 at 3:18 pm

    Holy … Ashlee is getting as bad as Paris Hilton with these dumb-assed, vapid poses … since she’s had all that surgery to cure her ugly face, she really thinks she’s something. By the way, I had never heard Jessica Simpson sing before … so I checked out YouTube to see what she sounded like. She cannot sing … at all. Not sure what Tony Romo saw in her over Carrie Underwood. Whatever.

    Reply
  28. Sport | October 5, 2009 at 3:31 pm

    Gross family.
    Hilarious Wentz is wearing a Zoggs shirt – nice try dude. Like you have EVER seen the sun or a surfboard. Go back to your douchey bright blue shoes, pal.

    Reply
  29. Randal | October 5, 2009 at 3:45 pm

    Stunning! These two need a Playboy spread. The two Simpson girls would make a killing posing together. With Ashlee’s long sexy legs and Jessica’s soft voluptuous breasts, they’d need a two page spread.

    Beautiful as always ladies!

    Randal

    Reply
  30. ... | October 5, 2009 at 3:50 pm

    ashlee simpson is talentless

    Reply
  31. Kim | October 5, 2009 at 4:36 pm

    One sister is fat pig with a man chin and a pea sized brain, and the other looks like Olive Oyl and is married to a dweeb.

    The younger sister has some nice legs to travel up, however.

    Reply
  32. titsonsnack | October 5, 2009 at 4:45 pm

    Is that even Ashlee Simpson? Every time I see that bitch she looks different. It could be some Australian Aborigine standing there wearing a space suit and you could tell me it was Ashlee Simpson.
    Whatever, Ashlee. You will still always be this douchebaggy Willem Dafoe-chinned beaknosed gawkier verson of a preteen pop-punk Brooke Hogan in my brain.

    Reply
  33. Oliver Chester The Molester Lester | October 5, 2009 at 5:09 pm

    I’d pick Jessica over Ashlee any time.

    Reply
  34. Mama Pinkus | October 5, 2009 at 7:25 pm

    she’s what my English grandmum would have called a “tart”

    Reply
  35. dave | October 5, 2009 at 9:23 pm

    @34..woman who wear less clothes then that in the uk get called a ‘tart’ or a ‘slapper’.

    Reply
  36. Alli Watermelon | October 5, 2009 at 9:54 pm

    I’m not a fan of this red/orange hair that Ashlee has been sporting. She looks much better as a blonde. And…WTF? Swimming on Saturday? It was like a high of 73 on Saturday here in Vegas. Hope that water was heated and there were heat lamps all over…lol

    Reply
  37. Giggles | October 5, 2009 at 10:35 pm

    Wait….didn’t she have a kid? How lovely that the kid’s mother is dressed as a hooker.

    Reply
  38. lillie | October 5, 2009 at 11:55 pm

    jessica looks stunning!! she’s showing skin but still looks classy. It was ashley’s party anyways… she shouldnt try to outdo her sister!!

    They have two different body types, jessica’s is very muscular naturally and ashlee’s is very thin – they both look gorgeous as is!

    Reply
  39. lillie | October 5, 2009 at 11:55 pm

    jessica looks stunning!! she’s showing skin but still looks classy. It was ashley’s party anyways… she shouldnt try to outdo her sister!!

    They have two different body types, jessica’s is very muscular naturally and ashlee’s is very thin – they both look gorgeous as is!

    Reply
  40. 7L | October 6, 2009 at 12:24 am

    yeah wheres her tits.
    No but seriously shes way fucking hotter than jessica now

    Reply
  41. Sickitten | October 6, 2009 at 1:51 am

    Ashlee S Ali Lohan, losers! The plain ugly loser girls from HS who shouldn’t get any work, I agree. Ugh. What has this world come to? And that Pete Wentz hiding his receding hairline, ugh.

    Reply
  42. Laura | October 6, 2009 at 3:57 am

    I am really not sure about that hair colour on Ashlee. I think she would look better blonder like her sister.

    Reply
  43. andediluvuan | October 6, 2009 at 6:09 am

    @ 4, it’s a trilby she’s wearing, not a fedora.

    Reply
  44. Look! Look! | October 6, 2009 at 7:05 am

    that main photo is exactly the same as the one for Jon Gosselin’s Vegas Pool Party, only surprisingly less depressing

    Reply
  45. Chatham | October 6, 2009 at 9:05 am

    God, would she PLEASE shut her damn pie hole! Looks like a damn blow-up doll.

    Reply
  46. Sprmcandy | October 6, 2009 at 9:11 am

    Little sis has killer legs !

    Reply
  47. CakeSnifferer | October 6, 2009 at 9:30 am

    Is that guy her boyfriend? He’s either really, really short or he hangs out only with tall women.

    Reply
  48. CakeSnifferer | October 6, 2009 at 9:30 am

    Is that guy her boyfriend? He’s either really, really short or he hangs out only with tall women.

    Reply
  49. isitin | October 6, 2009 at 9:48 am

    Fucking Emo’s. I hate Emo’s.

    Reply
  50. Adriene | October 6, 2009 at 9:48 am

    Can someone please take her off Melrose Place? She’s the only one there who can’t really act.

    Reply

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