Celebrity Transformations

May 19, 2010 at 3:45 p.m. ET
Image: WENN
Ashlee Simpson has transformed herself and her sense of style into a softer, more polished look.

1 /32: Lil' Kim

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1/32 :Lil' Kim

2 /32: Michael Jackson

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2/32 :Michael Jackson

3 /32: Nicole Richie

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3/32 :Nicole Richie

4 /32: The Olsen twins

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4/32 :The Olsen twins

5 /32: Peter Jackson

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5/32 :Peter Jackson

6 /32: Taylor Swift

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6/32 :Taylor Swift

7 /32: Kim Kardashian

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7/32 :Kim Kardashian

8 /32: Sarah Jessica Parker

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8/32 :Sarah Jessica Parker

9 /32: Natalie Portman

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9/32 :Natalie Portman

10 /32: Wendy Williams

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10/32 :Wendy Williams

11 /32: LeAnne Rimes

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11/32 :LeAnne Rimes

12 /32: Kelly Osbourne

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12/32 :Kelly Osbourne

13 /32: Katie Holmes

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13/32 :Katie Holmes

14 /32: Donatella Versace

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14/32 :Donatella Versace

15 /32: Carrot Top

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15/32 :Carrot Top

16 /32: Carrie Underwood

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16/32 :Carrie Underwood

17 /32: Evan Rachel Wood

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17/32 :Evan Rachel Wood

18 /32: Fergie

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18/32 :Fergie

19 /32: Heidi Montag

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19/32 :Heidi Montag

20 /32: Holly Madison

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20/32 :Holly Madison

21 /32: Janice Dickinson

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21/32 :Janice Dickinson

22 /32: Kate Gosselin

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22/32 :Kate Gosselin

23 /32: Elliott Yamin

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23/32 :Elliott Yamin

24 /32: Rupert Grint

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24/32 :Rupert Grint

25 /32: Kelly Rowland

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25/32 :Kelly Rowland

26 /32: Kate Moss

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26/32 :Kate Moss

27 /32: Emma Watson

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27/32 :Emma Watson

28 /32: Jennifer Hudson

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28/32 :Jennifer Hudson

29 /32: Jonah Hill

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29/32 :Jonah Hill

30 /32: Chaz Bono

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30/32 :Chaz Bono

31 /32: Jordin Sparks

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31/32 :Jordin Sparks

32 /32: Seth Rogan

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32/32 :Seth Rogan