Ashlee Simpson has to make Jessica hate life

August 21st, 2009 // 105 Comments

Ashlee Simpson showed up to the InStyle Summer Soiree last night looking uncharacteristically good. You know what would be awesome? Ashlee’s body with Jessica’s breasts. I know Joe Simpson’s thought about it. That’s why his Christmas list consists of only three items this year: A hacksaw, duct tape and one of those pens where the chick takes her top off when you hold it upside down. The man’s obsessed.

Photos: Getty, WireImage
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Comments (105)

  1. chris | August 21, 2009 at 4:14 pm

    first

    Reply
  2. chris | August 21, 2009 at 4:14 pm

    first

    Reply
  3. chris | August 21, 2009 at 4:14 pm

    first

    Reply
  4. anon | August 21, 2009 at 4:16 pm

    She looks washed out and washed up, but still infinitely better than Jessica.

    Reply
  5. Jonny | August 21, 2009 at 4:16 pm

    … this looks “good”?!?!?! BRUTAL!

    Reply
  6. Roger | August 21, 2009 at 4:16 pm

    This post prooves the Superficial writer is indeed A) Gay and/or B) legally blind.

    Reply
  7. Nate | August 21, 2009 at 4:17 pm

    chris-
    Douche

    chris-
    Douche

    chris
    Douche

    Reply
  8. carly | August 21, 2009 at 4:17 pm

    She looks horrible, always does. Jessica is soo very much prettier and healthier looking. Ashley always looks greasy and jus plain nasty. Her style does not suit her at all. She is way too skinny and has zero curves. Eww

    Reply
  9. TopaCat | August 21, 2009 at 4:18 pm

    where is her ass in #8?

    Reply
  10. Zee Brat | August 21, 2009 at 4:19 pm

    She looks emaciated. I guess everyone is entitled to their opinion. How are her arms so thin if she has to carry her child around everywhere?

    Reply
  11. weaselspeed | August 21, 2009 at 4:19 pm

    Jeez… lookin to much like an olsen twin here… eat something woman!

    Reply
  12. ROUGH Daddy | August 21, 2009 at 4:24 pm

    I liked the old nose! I know pappy Joe wouldnt dare recommend such a surgery….

    Reply
  13. Kelley | August 21, 2009 at 4:24 pm

    This chick has had more plastic surgery than Elizabeth Taylor and Dolly Parton … Holy Jesus, man … yikes.

    Reply
  14. Che What | August 21, 2009 at 4:26 pm

    Dang, she looks awful! (body is banging tho).Get some tanner on that girl & get some degreaser! The blond is hot… Really, who is managing this girl, put some clothing colors on her to match her pale complexion, the silver makes her look washed out. And cut the greasy look. Ack!

    Reply
  15. mj | August 21, 2009 at 4:27 pm

    if by “good” you mean she looks coked out then, yeah, she looks “good.”

    Reply
  16. Randal | August 21, 2009 at 4:27 pm

    This is one family with many great genes! From singing, dancing to acting, the Simpson sisters are a combination of all, sprinkled with a beauty that is hard to match. Keep looking good, Ashlee!

    Randal

    Reply
  17. gotmilk? | August 21, 2009 at 4:28 pm

    uugh could she look greasier?

    Reply
  18. Tim | August 21, 2009 at 4:28 pm

    Jessica has a gut, fat arms, man-chin and retard eye. And legs like tree stumps. She’s alos super short. All Jessica has are her oversized cans – which look great in clothes, but are fat girls boobs – no firmness, no tone.

    So, with that being said, it doesn’t take much for hier sister to top her. She doesn’t have Jessica’s weight problem, has a nicer face than Jessica (no man-chin, no blank stare) but is a bit pale.

    Over and out.

    Reply
  19. Deacon Jones | August 21, 2009 at 4:31 pm

    I’m going to go out on a limb here and sound totally gay….

    (mmph phhtft ommph) Thatdressisabadcolorforher.

    WOOOOOOOOOO!

    Time to go slam my head into the wall

    Reply
  20. FromOutofFrakkinNoWhere | August 21, 2009 at 4:31 pm

    holy sh%t what Mack truck slammed into her ass. It’s like a straight line from head to heels back there. Uncharacteristically good, are you kidding. I wouldn’t go putting down Jessica for Ashley’s sake, Jessica still has all the right curves in the right places.

    Reply
  21. Keith | August 21, 2009 at 4:35 pm

    She’s got a rocking bod. Not like her fat short sister with the beer gut and thunder thighs.

    Reply
  22. Bad News Robot | August 21, 2009 at 4:38 pm

    Nice stems

    ~[o_o]~

    Reply
  23. susan suzie | August 21, 2009 at 4:40 pm

    hi there all u mean fuckers…. if u r bored and want a free 12 pack of condoms from walgreens call this number 908-461-0956 and ask for suzie

    Reply
  24. Nacole | August 21, 2009 at 4:41 pm

    THIS is considered good looking? PLEASE! Jessica has curves that women are SUPPOSED to have and that men WANT! Ashlee needs to eat.

    Pale skin and no figure.

    Reply
  25. yessica | August 21, 2009 at 4:41 pm

    I usually don’t like her behavior and antics but she always dresses better than Jessica.

    Reply
  26. Hank | August 21, 2009 at 4:45 pm

    Haha – all the fat girls are now posting to defend fat Jessica and trashing the good looking, healthy sister, who isn’t obese.

    Notice the words that the fat girls use for “fat”? “Curves”. LOL

    Reply
  27. pasteve | August 21, 2009 at 4:46 pm

    Fish, thank you for confirming my theory that any skank, no matter how greasy or emaciated, looks better after you give her a pearl necklace.

    Reply
  28. veggi | August 21, 2009 at 4:48 pm

    @19

    I lol’d..

    Reply
  29. dalkj | August 21, 2009 at 4:55 pm

    definitely better looking than jessica right now. her legs look delicious.

    Reply
  30. nastyjay | August 21, 2009 at 4:55 pm

    in between those legs, is where i wanna be

    Reply
  31. bang dang | August 21, 2009 at 5:07 pm

    Why is that plastic-faced skank supposed to be famous?

    Reply
  32. Jake | August 21, 2009 at 5:08 pm

    Those thighs look like a bit of heaven.

    Life’s not fair. Poor Jessica ended up with the squatty elephant trunk thighs.

    Reply
  33. GrammarMenshevik | August 21, 2009 at 5:09 pm

    If you think this looks good even compared to “fat” Jessica, kill yourself.

    Reply
  34. Blech | August 21, 2009 at 5:09 pm

    Ashlee Simpson? Really?? I thought I was looking at a photo of one of the Olsen twins.

    Reply
  35. Superevil | August 21, 2009 at 5:09 pm

    She looked hotter 5 years ago

    Reply
  36. Joe Simpson | August 21, 2009 at 5:09 pm

    @30 – You go nastyjay! And for another $14.99, I’ll throw in her sister the human doorstop, plus two extra Sham-Wow’s!

    Reply
  37. agentgirl007 | August 21, 2009 at 5:12 pm

    Ashlee always looks greasy…especially her bangs! ick.

    Reply
  38. Amy | August 21, 2009 at 5:12 pm

    Yeah, because every female wants zero boobs, a baby at 20, and to be married to a fag. I’m so jealous.

    Meanwhile, Jessica has huge boobs, and got to fuck both Nick and Tony and has no children. Yeah, I bet she’s green with envy.

    Reply
  39. hotmom | August 21, 2009 at 5:25 pm

    Well said Amy. I 100percent agree with you….

    Reply
  40. super awesome-o | August 21, 2009 at 5:28 pm

    does she have a wonky eye?

    Reply
  41. Nameless | August 21, 2009 at 5:31 pm

    There’s nothing Ashlee could do to overpower Jessica’s awesome bewbage. However, without her bewbs, even Jessica would be akin to well, Ashlee.

    Reply
  42. titsonsnack | August 21, 2009 at 5:47 pm

    I don’t care, I hate her. I can’t stand her. And her husband’s a woman.

    Reply
  43. Tom K | August 21, 2009 at 5:50 pm

    Last picture…………..Nice fucking legs!!!!

    Face looks dirty, but other then that still better then her sister Miss Piggy aka Jessica.

    I give it a 7.

    Reply
  44. titsonsnack | August 21, 2009 at 5:52 pm

    She’s a fucking chucklehead and she grosses me out. It doesn’t even matter what she looks like physically, she could have more plastic surgery and transform herself to the most beautiful woman on earth and she would still make me feel icky, like she smells her own farts and eats her toe jam.

    Reply
  45. bobby_da_Perv | August 21, 2009 at 6:07 pm

    shes too skinny and has no ass or tits, Jessica on the other hand is smoking

    Reply
  46. farthammer | August 21, 2009 at 6:19 pm

    Moley little bitch.

    Reply
  47. techman | August 21, 2009 at 6:21 pm

    She looked kinda OK until Katie Cassidy got into the picture and made her look like a little girl playing dressup.

    Reply
  48. zuzuspetals | August 21, 2009 at 6:22 pm

    Jesus, that chin. She could open cans with that thing.

    Reply
  49. miss dixie | August 21, 2009 at 6:30 pm

    remember how everyone was saying the opposite just a few years ago? poor jess. also, what is with that ginormous chin implant?

    Reply
  50. sir loin | August 21, 2009 at 6:53 pm

    looking better that that heifer Heidi Montag. ashley looks OK but Heidi is just F-A-T!

    Reply

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