The Tough Questions

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She's really been pimping him out hardcore lately!

Ashlee Simpson brought along buttboy Pete Wentz to yet another promotional event on Tuesday night.

The red-headed singer made an appearance at the Caribou Iced Coffee party at Marquee in NYC on Tuesday, and she also "treated" the audience to a little performance.

Will using her boyfriend help her sell records, though???? That remains to be seen.

And, more importantly…..

Who has the better hair????

  • Asslee (65%)
  • Pete (35%)

Total Votes: 98,535

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[Image via Marion Curtis.]

    Posted: Feb 27, 2008 at 1:20 pm / Email this  »

    157 comments to “The Tough Questions”

    More comments: [1] 2 »

    1. Karen says – reply to this


      1

      first !?

    2. shana says – reply to this


      2

      first

    3. Karen says – reply to this


      3

      PETE !
      Definitly!

    4. alyssa says – reply to this


      4

      second. anyways she looks so pretty but perez is right shes pimping him out. love her music though

    5. allie says – reply to this


      5

      pete wentz is the only reason ASSLEE will be making any sort of print on anything. She's so fucking stupid. Her video just… she's just so stupid. I can't even say anything intelligent looking at her.

    6. megggggg says – reply to this


      6

      she over-poses to the extreme!

    7. wtf says – reply to this


      7

      it wont help her career, it will just hurt his

    8. Lisa says – reply to this


      8

      FIRST!!!!!!!!!

    9. Jmmartim says – reply to this


      9

      FIRST!!!

    10. kayla says – reply to this


      10

      FIRSTTT FINALLY HAHAHAHA :)

    11. scarlene says – reply to this


      11

      i can't stand that bitch, but she always has the best hair!

    12. coolio says – reply to this


      12

      Hahaha, fuck yeaaah!! FIRST!

    13. snootymcgee says – reply to this


      13

      hell yeah first bitches!!!!!!

    14. gravity says – reply to this


      14

      FIRST!!!!

    15. J.D. says – reply to this


      15

      1st

    16. Francesca says – reply to this


      16

      first :) aha

    17. Alicia says – reply to this


      17

      SHE LOOKS BEAUTIFUL!!!!

    18. laure says – reply to this


      18

      FIRST !

    19. sa says – reply to this


      19

      ASSless

    20. xrevenant says – reply to this


      20

      both are eww

    21. jennybean says – reply to this


      21

      its creepy how more &&more everyday they start looking like the same person.

    22. Jhan says – reply to this


      22

      first

    23. aoiftser says – reply to this


      23

      second!!!

    24. vladdfox0707 says – reply to this


      24

      first

    25. missy says – reply to this


      25

      SECOND

    26. Vale says – reply to this


      26

      PETE ALL THE WAY.HE'S HOT SHE'S NOT

    27. anonanon says – reply to this


      27

      I bow to you, Karen the First.

    28. adri says – reply to this


      28

      This girl died when she fixed her nose.
      Who cares about her now? Her bf, maybe.

    29. c says – reply to this


      29

      Pete's hot and he knows it

    30. emiliiee says – reply to this


      30

      Woww! Lovee her haiir:) She's so prettyy

    31. loco coco says – reply to this


      31

      niether…

    32. John The Barber says – reply to this


      32

      0 Neither

    33. claudia says – reply to this


      33

      pete looks like hes on drugs..

    34. Whamo says – reply to this


      34

      It looks like he's fucking his sister!!!!

    35. Eric says – reply to this


      35

      Pete and Ashlee are great together. I like Ashlees hair but Petes is definitely better…Maybe I think so because we have the same hair!

    36. LOVE! says – reply to this


      36

      She gets prettier and prettier!!! I love love love her hair color!

    37. r. says – reply to this


      37

      go get a life and stop with the 1st ;p
      and ashlee looks better, for sure. we have same hair color, duh.

    38. r. says – reply to this


      38

      go get a life and stop with the 1st ;p
      and ashlee looks better, for sure. we have same hair color, duh.

    39. GARBO says – reply to this


      39

      both look good…moody blues…Aretha"tossing and flossing trying to fill the void"…I can't do this anymore…leaving tonight…when I said I didn't know where to go , I didn't mean who…I know who I want…where do I find him…I love him and I don't care what anyone thinks….if I can't find him I'll just sleep in my car I guess…I'll figure something out…torrents of spring?…help me obi one

    40. doc says – reply to this


      40

      Ugly shit

    41. sdfwdsr says – reply to this


      41

      pete's hair is def better. talentless asslee needs to do something different with hers. she changed the color but it's still flat and boring…oh wait just like her.

      pete ur making urself look bad by letting her pimp you out! it still isn't going to make anyone support her music!

    42. Kate says – reply to this


      42

      she tries to hard. i do like her hair like that though :)

    43. katie jane says – reply to this


      43

      why does she always look like a half drowned rat?
      although, that's insulting the rats.

    44. daniel says – reply to this


      44

      Daniel Radcliffe is in love…..WITH A MEN !!! See him kissing another men on W H Y F A M E . COM

    45. tAg says – reply to this


      45

      *
      *
      SHE IS A FUCKING NASTY NO TALENT "DADDY MADE" ASSHOLE!! BUT LITTLE GIRLS LOVE HER!! HAHAHA!! HER CONCERT AUDIENCE LOOKS LIKE A "GO DIEGO GO" LIVE SHOW. . .
      *
      *

    46. Jamie says – reply to this


      46

      She's only using Pete to score some record sales (not that he's even famous anymore; he's a has-been, IMO) I've heard some of the songs from her new album & they all suck!!

    47. ILovePete says – reply to this


      47

      I love Pete, so I'm not gonna say anything extremely hurtful about Ash…

      Except her music is done for. Not even the great Pete Wentz can help that. A good bit of his fans can't stand her (me included) and I doubt they'll listen to the crap she's putting out now.

      Nice hair, though ;)

    48. KiD says – reply to this


      48

      :
      :
      OK, THERE IS WAAAAAY TOO MUCH CHIN IN THAT PICTURE.
      :
      :

    49. Lizzz says – reply to this


      49

      I hate that girl–she is made out of plastic!

      Pete is hot!

    50. Anna again says – reply to this


      50

      WHAT CAREER……??????

    51. Obsessed says – reply to this


      51

      Being that they both suck I dont think he is helping her sell many records

    52. jimmyjazz says – reply to this


      52

      HE'S A CUTE LITTLE BOY!! SHE'S A FUCKING WEIRDO! OHHHHHHHHHHH…..I'M GETTING SCARED Y'ALL. OBAMA IS TAKING THIS THING. IF THINGS START LOOKING NOT SO PROMISING FOR McCAIN I'M GONNA JUMP SHIP TO THE OBAMA SIDE SO I CAN BE ONE OF THE COOL PEOPLE AND ON A WINNING SIDE. I'M ALSO AFRAID THINGS DON'T LOOK SO GOOD FOR HILLARY

    53. Sandra says – reply to this


      53

      Neither. They both need a fucking haircut.

    54. Ali G from CANADA says – reply to this


      54

      I think Ashlee looks great, the best she has ever looked…even though i know everything is totally fake about her look and manufactured, but meh whatever, she looks great

    55. me says – reply to this


      55

      well before she hit the clubs she was making a apperance in walmart on long island to promote her album……..WALMART!!!!

    56. Rach says – reply to this


      56

      Damn my hair color is naturally red (no im not ginger) Lately my husband is begging me to grow my hair out red again, but if it becomes trendy im going back to BROWN. Pete looks like a chick with facial hair hes hideous. EMO GO AWAY FOREVER PLEASE.

    57. rod munch says – reply to this


      57

      why is she trying to look like her boyfriend ?

    58. TRINA says – reply to this


      58

      PETE WENTZ HIS CUTE,ASSLEE IS MUCH MORE FUGS THEN HER BIG SIS.PETE HAS MORE TALENT ASSLEE IS TRUELY A NOBODY.

    59. Brianna says – reply to this


      59

      Ashlee looks so much better with out her blond hair - She is too smart to be blond like her sister.

    60. luke starritt says – reply to this


      60

      What is wrong with some of you people. Either you are jealous of her, or you have something not right in your head. You do not even know her and yet you sit there making fun of people. You are all so pathetic

    61. Meghan says – reply to this


      61

      Wow…my little hometown company is really getting out there. Too bad most of the people there probably have no idea what Caribou is. Also too bad that they want to be Starbucks: they used to have a good thing going.

    62. Isabella says – reply to this


      62

      Those Extensions Have to Go!! She'd look great with those bangs and the bob that was originally cut for Rihanna. She also needs to lay off that flat iron a little bit, she's starting at the roots which is really weighing the whole thing down. Body is very Rock n' Roll. Her makeup is fabulous - it's both natural looking, but still glamorous & Pete actually doesn't look like he's wearing makeup which is oddly sexy… I love that hot-pink and black tie-dye button-down on him - lose the sweater and the brown undershirt. With a pair of jeans (ripped through wear not bought that way), a black tank undershirt, and a pair of black boots with metal detailing and he'd really look the part. They both have such potential to be hot looking and they're alllllmost there…

    63. charl says – reply to this


      63

      PETE. SLEEP. that is all

    64. footballisus says – reply to this


      64

      I bet behind that really innocent shy look of ashley shes probably a total fucking freak in the bedroom

    65. Rachel says – reply to this


      65

      Have we learned nothing from Newlyweds. You can't both expect to be sucessful. Look at what happend to Poor Nick when his an Jess were together. She was freaking doing awesome an needless to say he was sucking big time. But the moment those two freakin called it splitsville he started to rise again, an her album what yeah thats right bombed an so did all the movies she has stared in. If anything is carreer will suffer. Leave her now Pete before you find yourself turning into Jess an Nick, an well Ashlee saw what happend first hand to her sister. Some people never leave.

      Who has the best due… Pete all the way. Total HOTTIE>

    66. ILovePete says – reply to this


      66

      Re: Jamie

      Pete's not a has-been. Fall Out Boy is still selling records, helping other bands who happen to be doing very well right now, and they still have a shitload of fans.

      Asslee…not so much.

    67. Bri says – reply to this


      67

      she's not pimping him out…he's her boyfriend he's supposed to support her that things like that!

    68. haha says – reply to this


      68

      dying your hair red to look like hayley williams won't sell your records either! ashlee still sucks

    69. auds says – reply to this


      69

      i dont know what ashlee has been doing, bust holy shit she looks AMAZING. she should just go into modeling for christ sake.

    70. dee says – reply to this


      70

      He is so damn ugly I just want to punch him in the face

    71. m15 says – reply to this


      71

      Love her new DOE EYES…when did she buy those?? nose still looks good. she is really lucky all this surgery looks GREAT on her.

    72. Jasmine says – reply to this


      72

      She looks so plastic!!

    73. Kelly says – reply to this


      73

      I know it's a craaaaazzzy notion, but perhaps she brought him because they are in love and like to be together. Most people who are in love like to accompany each other to events, both public and private. Why do you treat these people like they aren't human like the rest of us????

    74. Angelala says – reply to this


      74

      The Simpson Family doesnt do anything that isnt a completely cold and calculated effort to get publicity. Every relationship those girls ever had are Daddys pick and solely for the purpose of raising the girls profile in the public eye. This family is sick and disgusting and Papa Joe is a 50 yr old gay boy bander. He gets frosted tips and wears "bling' in his ears and gets plastic surgery while the Mom looks sad tired and depressed. Those poor girls are so messed up in the head by him they have no hope in life.

    75. quiet too long says – reply to this


      75

      She annoys me. What is up with that chin. It appears half of her face is missing.. Perez, can you paste potato head's chin to Ash face?

    76. kasha says – reply to this


      76

      no comment.

    77. JLP says – reply to this


      77

      Come on,…doesn't poor Ashley know that he is gay yet?!?!

    78. Preggers says – reply to this


      78

      I read on another website that she might be preggers.

    79. Laura says – reply to this


      79

      they're both mongs. so who cares.

    80. Baron says – reply to this


      80

      I want him to do me so hard!!!

    81. alex says – reply to this


      81

      hahaha they have the same haircut only her's is longer.

    82. Rachelllllllllllllllll says – reply to this


      82

      i cant choose who has better hair. one has hair good for guys, one has hair good for girls.

      i dont think shes using him to promote her…
      and 1) hes not freaking gay. stop lying and
      2) shes not really pregnant. that was a joke people….come on

    83. Jen says – reply to this


      83

      She look AWESOME!

    84. Ugh says – reply to this


      84

      Don't really care about them or their hair, but I'm wondering what kind of drugs she must've been on during a recent Jimmy Kimmel show appearance. She couldn't sit still and was acting WAY drugged, as if on uppers, maybe. Yet another bad example for today's youth.

    85. Rhonda says – reply to this


      85

      shes amazing.

    86. Kristine says – reply to this


      86

      Is it just me or is she trying harder and harder to look like Hayley from Paramore

    87. ASSLEE IS HOT says – reply to this


      87

      Leave the girl alone.
      Assleee is a beautiful and sweet girl.

    88. Lindsay says – reply to this


      88

      did anyone else hear that she's doing a wal-mart tour also…lmao! She was in Farmingdale, Long Island monday night…lolol

    89. bella says – reply to this


      89

      they look more and more like twins *lol*
      look at their noses…embarrassing.

    90. chemtrails says – reply to this


      90

      http://educate-yourself.org/ct/
      LOOK UP PEOPLE - TAKE A STAND
      ARE YOU SICK RIGHT NOW - CAN'T BREATHE - WHEEZING??? THIS IS WHY
      LOOK INTO THE SKY AND ASK WHY??? WHO HAS THE RIGHT TO DROP CHEMICALS ON US???

    91. MadDogM13 says – reply to this


      91

      You didn't offer a choice of "My asshole."

    92. sam says – reply to this


      92

      Pete Wentz is a HOTTIE…like dayuum :P
      wtf is he doing with HER?? shes soo not pretty…

    93. Lyssandra says – reply to this


      93

      Wow. She looks actually PRETTY with red hair. That is the best look I've seen for her yet.

      Keep it.

    94. miss m says – reply to this


      94

      They so do not make a couple!
      But this is probably the prettiest I've ever seen her!
      Lookin' good, both of em!!

    95. Lame says – reply to this


      95

      Shes a joke muscially and so is he.

      Neither one will have a record deal 5 years from now.

    96. Kate_____x says – reply to this


      96

      Pete.
      But ashley stole my hair colour.
      Its a fucking embaressment now.

    97. ann says – reply to this


      97

      EWWWW shes such a douchebag!!!!!! Her voice makes me wanna bang my head against the wall and then poke my eyes out with a pencil!!! She sux BIG TIME!!! WHat a fake, no talent spaz!!!

    98. Andrew says – reply to this


      98

      Is neither and Option?

    99. LOLA says – reply to this


      99

      WOW. what the hell is she doing anyway?.. the simpsons, wouldnt want to be you.

    100. Is it just me???? says – reply to this


      100

      Everything I see Ashlee (post-op), I get the shivers. She's beautiful, but the shivers is b/c we all know it's 100% UNNATURAL. It's too freaky for me. She looked great before…now I just see a plastic doll. (Shiver)

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