from The Dukes of Hazzard (2005)
 
from Newlyweds: Nick & Jessica (2003)
 
from MTV's Making the Video
 
from That '70s Show (1998)
 
from Jessica Simpson: Dream Chaser (2002)
 
from Access Hollywood (1996)
 
from The Nick & Jessica Variety Hour (2004)
 
from Saturday Night Live (1975)
 
from Extra (1994)
  • Extra

    Jessica Simpson

    Jessica Simpson wearing a black dress that is split down the middle showing off some nice cleavage and her and a guy talk on the red carpet from Extra.

    Sexy 0:19 - 3.08 MB - 352x240 px January 3rd, 2005 @ 12:46 am [email protected]

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  • Extra

    Jessica Simpson

    Jessica Simpson wearing a low cut white dress that shows some cleavage as she poses for photographers and then talks with a guy from Extra.

    0:18 - 2.94 MB - 352x240 px September 29th, 2006 @ 9:03 pm [email protected]

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from 2003 MTV Video Music Awards (2003)
 
from 2003 American Music Awards
 
from The Late Late Show with Craig Kilborn (1999)
 
from Employee of the Month (2006)
 
from Last Call with Carson Daly (2002)
 
from Jessica Simpson: Reality Tour Live (2004)
 
from Entertainment Tonight (1981)
 
from American Music Awards
 
from 2005 MTV Video Music Awards (2005)
 
from 2006 ALMA Awards (2006)
 
from 2005 People's Choice Awards
 
from Total Request Live (1998)
 
from 2004 MTV Video Music Awards (2004)
 
from The Insider (2004)
 
from Blonde Ambition (2007)
  • Blonde Ambition

    Jessica Simpson

    Jessica Simpson in a sexy beer wench outfit that shows off her cleavage as she stands in a building lobby and greets some guys who walk in. After she talks to them for a while, we see Jessica serving some beers and then sitting at a table at a restaurant, still in the same outfit. From Blonde Ambition.

    Sexy 1:46 - 85.29 MB - 1920x1040 px July 20th, 2017 @ 11:31 pm Jessica Simpson - Blonde Ambition.mp4

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from Various Sources
  • Various Sources

    Jessica Simpson

    Jessica Simpson giving us some nice looks at her butt while wearing some very short Daisy Duke style shorts and a pink shirt which she takes off revealing a red bikini top as she works on a truck and talks to the camera while shooting The Dukes of Hazzard movie as seen on Access Hollywood.

    Sexy 0:42 - 6.91 MB - 352x240 px December 1st, 2004 @ 7:17 pm [email protected]
  • Various Sources

    Jessica Simpson

    Jessica Simpson wearing a silver dress that shows off a lot of cleavage as she talks with a guy on Entertainment Tonight.

    Sexy 0:09 - 1.49 MB - 352x240 px September 28th, 2004 @ 6:06 pm [email protected]
  • Various Sources

    Jessica Simpson

    Jessica Simpson showing some great cleavage while wearing a low cut pink dress as she performs her song Sweetest Sin from the 2003 Miss Teen USA pageant.

    Sexy 3:19 - 32.31 MB - 352x240 px August 14th, 2003 @ 1:39 am [email protected]
  • Various Sources

    Jessica Simpson

    Jessica Simpson showing a lot of cleavage as she dances around in a very tight leather outfit. From the 2001 4th of July Fireworks Spectacular.

  • Various Sources

    Jessica Simpson

    Jessica Simpson being filmed by a personal video camera on a stage wearing an extremely tight red outfit that shows off an very large camel toe that gets zoomed in on repeatedly by the cameraman as some guys cheer and watch while she talks to the audience.

    Sexy 0:24 - 7.44 MB - 320x240 px October 1st, 2006 @ 8:38 pm Jessica Simpson - Camel Toe.mpg
  • Various Sources

    Jessica Simpson

    A quick clip of Jessica Simpson wearing a very low-cut black dress, grabbing her breasts and then showing some nice cleavage as she turns around.

    Sexy 0:04 - 0.97 MB - 320x240 px March 9th, 2004 @ 4:31 pm Jessica~Simpon03072004-beercaps.mpg
  • Various Sources

    Jessica Simpson

    Jessica Simpson wearing a very revealing outfit that shows off her cleavage during a performance on Top of the Pops.

    Sexy 0:23 - 4.67 MB - 624x448 px July 17th, 2001 @ 10:50 pm JessicaSimpson-TOTP-Irresistible.mpg