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. LOLA says – reply to this


      101

      Re: Kristine – i thought it was hayle at first. copy cat, she can't even create her own image

    2. bunny says – reply to this


      102

      Ashlee looks GORGEOUS!!! Eat your stupid heart out Jessica!!

    3. flor says – reply to this


      103

      omg they have the same haircut XD
      except that ashlee has longer hair.. but w/e! is the same haircut

    4. bb galini says – reply to this


      104

      She's really pretty. That nose job is fantastic - totally helped her career.
      I like her stuff it reminds me of the 80's at times. I dont think she needs him to sell records.

    5. Lauren says – reply to this


      105

      They have the same hair, hers is just longer.

    6. let's try something new says – reply to this


      106

      can she pose another way, please?

    7. Shara says – reply to this


      107

      Is it just me or does anyone else get the inexplicable urge to shout GERBIL FACE every time they see Asslee?

    8. ChrisJ says – reply to this


      108

      Anyone else get creeped out looking at this girl? She looks like a cyborg or an avatar but not like a normal human being. I doubt she has any identity left after going through such a transformation. Her parents should be ashamed for letting her do that to herself.

    9. Sadi says – reply to this


      109

      Both are crap and should go away.

    10. nicole says – reply to this


      110

      looks like she wants to look like hayley williams from paramore

    11. Dav says – reply to this


      111

      douchett & douche bag are a bore.

    12. ray says – reply to this


      112

      ONE HUNDRED AND THIRTEENTH!!!!!!!

    13. addicted2perez says – reply to this


      113

      i was at this event last night and she rocked! her hair looks hot red blonde or black, leave her alone! her new songs are awesome and her album is gonna be great. and her nose looks great this way even though i thought it looked great the other way too….its her choice leave her alone, and so what if she brings pete wentz everywhere, get over it!

      I heart ashlee simpson

    14. pamela says – reply to this


      114

      LMAO!

    15. jesska says – reply to this


      115

      she looks pretty with her new hair =)

    16. Mohawk Kitty says – reply to this


      116

      God forbid she ever get pregnant with his baby, between the two of them, the poor kid would weigh 10 pounds just in the CHIN!

    17. LiLo says – reply to this


      117

      both of them have greasy, stringy hair!!!!!

      they need to put the straightener down.

      EWWWWWWWWWWWW

    18. mia says – reply to this


      118

      thank god for plastic surgery

    19. Kelly says – reply to this


      119

      …..suddenly i don't want to be a redhead any more.

    20. Cute Couple! says – reply to this


      120

      I think celeb couples are obnoxious bit Pete and Asslee are SO cute together! Really, I like them and hope they last. They should comeout with Pete and Ashlee dolls. At least Ashlee seems smarter than her retard sister, but then again the operative word is "seems"

    21. CeeCee says – reply to this


      121

      HER HAIR LOOKS SOOOOOOOOOOOOOOO PRETTY!!! I LOVE THAT COLOR ON HER!

    22. Meg says – reply to this


      122

      dear ashlee, you are not hayley from paramore! 1] shes got talent and 2]she, unlike you, can pull off that hair!

    23. Andrew says – reply to this


      123

      DAYUM

      I normally don't post on here but OMG Asslee looks HOT as a redhead

    24. jimmyjazz says – reply to this


      124

      I LOVE HIS LOOK. HE IS SO CUTE AND HAS FANTASTIC HAIR. HE'S DIFFERENT. HE'S ALSO POLITICALLY ACTIVE…HE'S A BIG OBAMA SUPPORTER.

    25. lalalalalala says – reply to this


      125

      hayley williams wannabe

    26. Jess Pitts! says – reply to this


      126

      Ashlee Simpson cant sing if her life depended on it.
      && Pete is wayyy hotter, and has much better hair!

    27. amy loves pete says – reply to this


      127

      i 100% agree with allie, she only dating him to boost her career. Look at Jessica, Pappa Joe said she only married him because he was popular and in the now back then, now ASSlee is doing the same thing to poor pete! think about it, some traits just run in the family.

    28. Matt says – reply to this


      128

      this is a sexy picture of Ashlee, hot couple in general I think

    29. coolkid says – reply to this


      129

      shes soo fuckin hott now damn that nose job worked wonders

    30. eva says – reply to this


      130

      Anyone ever notice she's always doing the same profile shot? This girl has a more committed marketing team than the Bush Administration. Hey! Maybe she should get on an air carrier and make a speech in a paratrooper suit.

      Oh, wait, no, that's Jessica…

    31. Paddington Bear says – reply to this


      131

      I HATE HER. I HATE HIM.
      END OF STORY.

      AWFUL.

    32. Kristina says – reply to this


      132

      I think it looks to much like Hayley Williams'

      and that's not flyin to well with me. At all.

    33. Miguel Figueroa says – reply to this


      133

      I can not wait to see her on saturday with bf. she's performing at the Mixx while pete DJ's or something. located in borgata, she is performing 3 or 4 songs and its suppose to be live! lol hi peres :o )

    34. Quinn says – reply to this


      134

      That whole freakin family is washed up. I think it's pretty safe to say that the Simpson family's ship has sailed it's course.

    35. mimi says – reply to this


      135

      FIRST!

    36. kristen says – reply to this


      136

      We're ready for the next Sonny & Cher. Do it!

    37. Kate says – reply to this


      137

      is she like trying to follow HAYLEY WILLIAMS with that red hair?
      OHMG,get over urself ashlee.You'll still be you,awful,fake,attention bitch seeker.
      muahahahaha!

    38. meme says – reply to this


      138

      What the hell is up with this "First" crap???? It is so darn "Stupid." You people who write this must have one cell for a brain!!!

    39. ltlnakdme says – reply to this


      139

      her performance at marquee was ok, and she isnt the best singer! but she is cute as HELL.

    40. wtf says – reply to this


      140

      where's "they both suck"…that's my choice

    41. damn! says – reply to this


      141

      The ICED COFFEE party?????????? WOW! I cant believe I missed that! I was at the Jell-o Shots party down the street

    42. Katie Scarlet says – reply to this


      142

      She's just ripping off Hayley from Paramore.

      I hate asshole simpson.

    43. nicole says – reply to this


      143

      hate ashlee, but pete looks like a crackwhore named kitten.

    44. London says – reply to this


      144

      i was actually at marqee on tuesday and ashlee sounded better than expected… she was so fucked up

    45. Latina123 says – reply to this


      145

      onw thing that i find funny ia that if ashlee were to cut her hair it would kinda look like petes!!:D

    46. riley says – reply to this


      146

      ok, she just needs to stop..seriously. Pete, why ? =(

    47. Shanise says – reply to this


      147

      I'm really enjoying her red hair, its different. I wish LiLo would go back to red, it suited her!!♥♥

    48. McKenzie says – reply to this


      148

      dying your hair red will not make you sell more records than hayley williams.
      she's such a poser.
      i love pete he's freakin amazing, and he could do wayyy better than her.

    49. hgfhgf says – reply to this


      149

      Pete DEFINITLY has better hair.

    50. DamitaJo says – reply to this


      150

      i'd fuck him sidways, upside down and around the corner. that boy is beautiful!

    51. Alyssa says – reply to this


      151

      Ashley Simpson is a retard!

    52. red says – reply to this


      152

      I think jessica needs her boots shined… Ashlee?

    53. ryan says – reply to this


      153

      BUY DISCIPLINE!

    54. Noble says – reply to this


      154

      Oh, Porky…you WISH he was your butt boy…although you wouldn't know what to do with him…you poor little thing. You should color your website GREEN for all the envy you feel at not being able to have these boys for yourself. But, then again, PINK is an appropriate color for a piggy such as yourself. Oink! Oink!

    55. arianaloved says – reply to this


      155

      ya she looks discusting as usual and
      it's funny how pete started thinking she was "gorgeous" after her face transplant..
      sad

    56. eleanor says – reply to this


      156

      pete wentz hair is much better then ashlees. but ashlees is pretty nice i would have it. pete wentz rocks

    57. Lover says – reply to this


      157

      OMG he is so beautiful. Can I have him Ashlee? I won't hurt him…OK maybe just a little

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