Jessica Simpson sorted by filename
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Jessica Simpson: Dream Chaser
Jessica Simpson
Jessica Simpson looking sexy in a tight white shirt that shows off the shape of her breasts as she poses for a photographer. Hi-res DVD capture from Jessica Simpson: Dream Chaser.
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The Dukes of Hazzard
Jessica Simpson
Jessica Simpson showing some stunning cleavage as she approaches a guy at his desk while in a pink bikini, and then bends far over to give him a good look at her breasts. Hi-res DVD capture from The Dukes of Hazzard.
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The Dukes of Hazzard
Jessica Simpson
Jessica Simpson bending over in a pair of Daisy Duke shorts and a red bikini top as she tries to get a couple police officers to help her with her car. Hi-res DVD capture from The Dukes of Hazzard.
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The Dukes of Hazzard
Jessica Simpson
Jessica Simpson seen in a sexy pink bikini as she bends over the General Lee while washing the car during part of her These Boots are Made For Walkin' music video. Hi-res DVD capture from the extras of The Dukes of Hazzard.
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2003 American Music Awards
Jessica Simpson
Jessica Simpson wearing a pink dress that is pulled over her breasts with no bra and slightly hard nipples as she presents at the 2003 American Music Awards.
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2004 MTV Video Music Awards
Jessica Simpson
Jessica Simpson wearing a low cut silver dress that shows off some great cleavage as she does an interview on a yacht with a guy during the 2004 MTV Video Music Awards Preshow.
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2005 People's Choice Awards
Jessica Simpson
Jessica Simpson showing some nice cleavage while wearing a low cut black dress as she talks to a guy from the 2005 People's Choice Awards.
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2005 People's Choice Awards
Jessica Simpson
Jessica Simpson bending over to kiss a guy while wearing a low cut black dress and then walking up onto a stage and accepting an award from the 2005 People's Choice Awards.
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2006 ALMA Awards
Jessica Simpson
Jessica Simpson wearing a strapless orange dress and showing off a lot of cleavage as she presents at the 2006 ALMA Awards.
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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.
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Access Hollywood
Jessica Simpson
Jessica Simpson wearing a black dress that is split down the middle showing off some nice cleavage as she poses for photographers and talks to a woman along with her husband from Access Hollywood.
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Access Hollywood
Jessica Simpson
Jessica Simpson seen wearing a pink bikini in a couple brief clips from her upcoming movie The Dukes of Hazzard and then seen wearing very short jean shorts and a red bikini top in some behind the scenes footage from Access Hollywood.
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Access Hollywood
Jessica Simpson
Jessica Simpson wearing a low cut green dress that shows off some nice cleavage as she poses for photographers on the red carpet and talks with a guy briefly from Access Hollywood.
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Entertainment Tonight
Jessica Simpson
Jessica Simpson showing some nice cleavage as she interviews and then poses for photographers from Entertainment Tonight.
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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.
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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.
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The Dukes of Hazzard
Jessica Simpson
Jessica Simpson walking around and talking to a guy about her upcoming workout video while wearing a tight pink top and very short jean shorts as she films some scenes for her portrayal of Daisy Duke in The Dukes of Hazzard as seen on Extra.
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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.
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Last Call with Carson Daly
Jessica Simpson
Jessica Simpson wearing a tight black top that shows some slight cleavage as she talks about her show Newlyweds with a guy and her husband Nick Lachey from Last Call with Carson Daly.
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Jessica Simpson sorted by filename continued
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Last Call with Carson Daly
Jessica Simpson
Jessica Simpson wearing jeans a tight black top that shows some cleavage as she performs one of her songs during an appearance on Last Call with Carson Daly.
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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.
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MTV's Making the Video
Jessica Simpson
Jessica Simpson wearing a pair of white bikini bottoms and a beige top which gets wet and causes her nipples to poke through as she films a video for her song Sweetest Sin from MTV's Making the Video.
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MTV's Making the Video
Jessica Simpson
Jessica Simpson wearing a beige top that shows some nice cleavage with hard nipples and then showing off her butt a bit in a pair of short white shorts as she rolls around on a couple of beds by herself and with a guy from MTV's Making the Video.
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MTV's Making the Video
Jessica Simpson
Jessica Simpson wearing a pair of white bikini bottoms as she hangs on a guy and spins before laying and kissing him and then standing against a rock with hard nipples as he walks up to her during the video shoot for her song Sweetest Sin from MTV's Making the Video.
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The Dukes of Hazzard
Jessica Simpson
Jessica Simpson giving us some nice looks at her ass in a pink bikini with slightly hard nipples as she washes a car in a behind the scenes look at her These Boots Are Made For Walking music video from The Dukes of Hazzard film as seen on MTV's Making the Video.
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Newlyweds: Nick & Jessica
Jessica Simpson
Jessica Simpson wearing a white tanktop and bra as she dances with a guy causing her breasts to bounce slightly before grinding him from Newlyweds: Nick & Jessica.
Sexy 0:13 - 2.12 MB - 352x240 px October 12th, 2003 @ 7:39 pm cma-JessicaSimpson@NewlywedsNick&Jessica1.mpg -
Newlyweds: Nick & Jessica
Jessica Simpson
Jessica Simpson wearing a white tanktop that shows off her great cleavage as she lays on a guy's lap with what appears to be her left nipple blurred as it peeks out from MTV's Newlyweds: Nick & Jessica.
Sexy 0:18 - 3.03 MB - 352x240 px October 24th, 2003 @ 7:25 pm cma-JessicaSimpson@NewlywedsNick&Jessica2.mpg -
Newlyweds: Nick & Jessica
Jessica Simpson
Jessica Simpson showing off some amazing bouncing and jiggling cleavage as she jumps up and down and struggles to put on a wetsuit while wearing a bikini top in a longer and much higher quality clip from MTV's Newlyweds Nick & Jessica.
Sexy 0:07 - 1.18 MB - 352x240 px October 26th, 2003 @ 9:13 pm cma-JessicaSimpson@NewlywedsNick&Jessica3.mpg -
Newlyweds: Nick & Jessica
Jessica Simpson
Jessica Simpson looking very sexy in a white bikini as she relaxes on a boat with another girl and a guy from MTV's Newlyweds: Nick and Jessica.
Sexy 0:09 - 1.49 MB - 352x240 px November 3rd, 2003 @ 9:25 pm cma-JessicaSimpson@NewlywedsNick&Jessica4.mpg -
Newlyweds: Nick & Jessica
Jessica Simpson
Jessica Simpson wearing a green dress that is split down the middle showing off some nice cleavage as she talks with a guy from Newlyweds: Nick & Jessica.
Sexy 0:11 - 1.74 MB - 352x240 px February 17th, 2004 @ 2:33 pm cma-JessicaSimpson@NewlywedsNick&Jessica5.mpg -
Newlyweds: Nick & Jessica
Jessica Simpson
Jessica Simpson showing some great cleavage in a green dress as she dances around her husband's birthday party and talks to the crowd from Newlyweds Nick and Jessica.
Sexy 0:38 - 6.24 MB - 352x240 px March 2nd, 2004 @ 3:45 pm cma-JessicaSimpson@NewlywedsNick&Jessica6.mpg -
Newlyweds: Nick & Jessica
Jessica Simpson
Jessica Simpson wearing black bustier style lingerie as she bursts out of a cake and sings to a guy before shaking her breasts with another girl and then sitting next to the guy and talking to him showing off her great cleavage from Newlyweds Nick and Jessica.
Sexy 1:03 - 10.19 MB - 352x240 px April 25th, 2004 @ 3:14 pm cma-JessicaSimpson@NewlywedsNick&Jessica7.mpg -
Saturday Night Live
Jessica Simpson
Jessica Simpson wearing a purple dress while jogging and singing causing her large breasts to bounce up and down for a bit and then singing with and watching other groups perform from Saturday Night Live.
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Saturday Night Live
Jessica Simpson
Jessica Simpson wearing a pink top that shows off some of her impressive cleavage as she does a skit on Saturday Night Live.
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Saturday Night Live
Jessica Simpson
Jessica Simpson wearing a white top that shows off her stomach as she does her impression of Britney Spears trying out for American Idol from Saturday Night Live.
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Saturday Night Live
Jessica Simpson
Jessica Simpson looking sexy in some pink shorts and striped pink top as she and Rachel Dratch parody Paris Hilton and Nicole Richie doing a commercial for beef from Saturday Night Live.
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Saturday Night Live
Jessica Simpson
Jessica Simpson showing off some great cleavage in a white dress as she spoofs Carmern Electra and talks about her workout video Strip Aerobics and then sticking her tongue out and licking and kissing a guy for a while before getting up and dancing from Saturday Night Live.
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That '70s Show
Jessica Simpson
Pop singer Jessica Simpson looking busty in a white flowered dress while sitting next to Laura Prepon and Mila Kunis and then giving a slight upskirt and some cleavage as she gets up from the couch from That '70s Show.
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The Insider
Jessica Simpson
Jessica Simpson showing off some great cleavage while wearing a low cut black dress from The Insider.
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Jessica Simpson sorted by filename continued
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The Nick & Jessica Variety Hour
Jessica Simpson
Jessica Simpson wearing a blue dress that shows off a lot of cleavage as she talks with a guy before dancing around and having her large breasts bounce a lot from the intro to the The Nick & Jessica Variety Hour.
Sexy 2:49 - 27.54 MB - 352x240 px May 25th, 2004 @ 11:14 pm cma-JessicaSimpson@TheNick&JessicaVarietyHour1.mpg -
The Nick & Jessica Variety Hour
Jessica Simpson
Jessica Simpson dressed in a low cut black dress that shows some great cleavage as she hits a guy in the head with a bottle every time he looks at her breasts from The Nick & Jessica Variety Hour.
Sexy 1:32 - 15.03 MB - 352x240 px May 19th, 2004 @ 6:25 pm cma-JessicaSimpson@TheNick&JessicaVarietyHour2.mpg -
The Nick & Jessica Variety Hour
Jessica Simpson
Jessica Simpson wearing a black gilttery dress with her breasts pushed up showing off a lot of cleavage as she sings a duet of Islands in the Stream with Kenny Rogers while doing a Dolly Parton impersonation from The Nick and Jessica Variety Hour.
Sexy 2:54 - 28.29 MB - 352x240 px May 23rd, 2004 @ 11:22 pm cma-JessicaSimpson@TheNick&JessicaVarietyHour3.mpg -
The Nick & Jessica Variety Hour
Jessica Simpson
Jessica Simpson wearing a pink dress that shows off some nice cleavage as she talks with Kermit the Frog and Miss Piggy during The Nick & Jessica Variety Hour.
Sexy 1:33 - 15.10 MB - 352x240 px May 19th, 2004 @ 6:24 pm cma-JessicaSimpson@TheNick&JessicaVarietyHour4.mpg -
The Nick & Jessica Variety Hour
Jessica Simpson
Jessica Simpson wearing a blue glitter skirt and top that shows off some slight cleavage as she dances around with brief interludes of her working various jobs with a 70's haircut from The Nick & Jessica Variety Hour.
Sexy 1:45 - 17.02 MB - 352x240 px May 21st, 2004 @ 6:52 pm cma-JessicaSimpson@TheNick&JessicaVarietyHour5.mpg -
The Nick & Jessica Variety Hour
Jessica Simpson
Jessica Simpson wearing a lowcut dress that shows off some great cleavage as she looks at some baby pictures with a guy and then sings I've Got You Babe from The Nick & Jessica Variety Hour.
Sexy 3:43 - 36.24 MB - 352x240 px May 21st, 2004 @ 6:53 pm cma-JessicaSimpson@TheNick&JessicaVarietyHour6.mpg -
Total Request Live
Jessica Simpson
Jessica Simpson wearing a tight white top that shows some slight cleavage and tight blue jeans as she talks with a guy from TRL.
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Access Hollywood
Jessica Simpson
Jessica Simpson wearing a very low cut dress and showing off some great cleavage as she talks with Amy Henry (AKA Amelia Henry) before being seen bending over briefly from Access Hollywood.
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2005 MTV Video Music Awards
Jessica Simpson
Jessica Simpson wearing a beige top and briefly bending over and showing some cleavage before her sister Ashlee Simpson and herself go to the mic stand to present at the 2005 MTV Video Music Awards.
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American Music Awards
Jessica Simpson
Jessica wearing a very sexy tight dress while presenting an award at the American Music Awards 2000.
Sexy 0:07 - 1.20 MB - 352x240 px September 2nd, 2000 @ 10:19 am dm140-Jessica_Simpson-AMA2K-Presenting2.mpgMore [+]
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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.
Sexy 0:09 - 1.51 MB - 352x240 px July 5th, 2001 @ 2:02 pm down-Jessica_Simpson-4th_of_July_Fireworks_Spectacular-tease.mpg -
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.
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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.
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Employee of the Month
Jessica Simpson
Jessica Simpson walking in a fantasy slow motion through a store in a blue top with hard nipples as her large breasts bounce a bit all while some guys watch her. From Employee of the Month.
Sexy 0:17 - 5.75 MB - 1280x688 px December 8th, 2012 @ 5:18 pm Jessica Simpson - Employee of the Month - 1.mp4 -
Employee of the Month
Jessica Simpson
Jessica Simpson wearing a low cut lavender shirt that shows off her cleavage as she talks with a guy while at a cash register before walking over to where some people are cheering. From Employee of the Month.
Sexy 0:26 - 9.13 MB - 1280x688 px December 2nd, 2012 @ 6:59 pm Jessica Simpson - Employee of the Month - 2.mp4 -
Employee of the Month
Jessica Simpson
Jessica Simpson showing off some very nice cleavage in a low cut white dress as she sits in a restaurant booth with a guy while he looks around for his wallet and talks with her. From Employee of the Month.
Sexy 0:34 - 11.66 MB - 1280x688 px December 4th, 2012 @ 4:48 pm Jessica Simpson - Employee of the Month - 3.mp4 -
Employee of the Month
Jessica Simpson
Jessica Simpson standing on a porch talking with a guy while wearing a low cut dress that shows her cleavage until finally he awkwardly kisses her and sucks on her bottom lip as she pulls away and then goes into the house and closes the door. From Employee of the Month.
Sexy 0:36 - 12.37 MB - 1280x688 px December 6th, 2012 @ 5:10 pm Jessica Simpson - Employee of the Month - 4.mp4 -
Employee of the Month
Jessica Simpson
Jessica Simpson sitting at a table in a blue dress that shows off her cleavage as she talks with a guy before the camera pulls back and up. From Employee of the Month.
Sexy 0:15 - 5.24 MB - 1280x688 px December 6th, 2012 @ 5:09 pm Jessica Simpson - Employee of the Month - 5.mp4 -
Employee of the Month
Jessica Simpson
Jessica Simpson sitting on a couch eating popcorn and watching a movie with a guy while wearing a blue dress that shows a lot of cleavage all as the camera pulls back to reveal they're in the middle of a store. From Employee of the Month.
Sexy 0:10 - 3.38 MB - 1280x688 px December 2nd, 2012 @ 6:56 pm Jessica Simpson - Employee of the Month - 6.mp4 -
Employee of the Month
Jessica Simpson
Jessica Simpson wearing a low cut blue dress that shows off her cleavage as she stands on the roof of a building with a guy as they hit golf balls out into the parking lot. From Employee of the Month.
Sexy 0:41 - 14.23 MB - 1280x688 px December 4th, 2012 @ 4:47 pm Jessica Simpson - Employee of the Month - 7.mp4
Jessica Simpson sorted by filename continued
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Employee of the Month
Jessica Simpson
Jessica Simpson sitting on some store shelves high up in a row talking with a guy while showing off some very impressive cleavage in a low cut blue dress until the guy turns the lights off and they sit in the dark talking a bit more. From Employee of the Month.
Sexy 0:59 - 20.43 MB - 1280x688 px December 8th, 2012 @ 5:16 pm Jessica Simpson - Employee of the Month - 8.mp4 -
Jessica Simpson: Reality Tour Live
Jessica Simpson
Jessica Simpson wearing a pink dress that shows lots of cleavage, squeezing her breasts and almost causing them to spill over the top of the dress as she sings a song on stage at a concert. After the song, she stops to adjust her top and talk about it before beginning to perform again. Good quality HDTV capture from Jessica Simpson: Reality Tour Live.
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That '70s Show
Jessica Simpson
Jessica Simpson in a restaurant telling a guy she wants to do something wet and dirty with him before it cuts to them making sandcastles on a beach all while she's wearing bikini bottoms and a loose opened shirt with a bikini top underneath that shows her cleavage as they talk. From That '70s Show.
Sexy 0:55 - 19.13 MB - 1280x720 px December 9th, 2014 @ 7:35 pm Jessica Simpson - That 70s Show - S05E01.mp4More [+]
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That '70s Show
Jessica Simpson
Jessica Simpson wearing a blue dress with hard nipples as she stands at a school dance talking with a guy while getting upset with him before finally walking away. From That '70s Show.
Sexy 0:32 - 10.97 MB - 1280x720 px February 14th, 2015 @ 6:11 pm Jessica Simpson - That 70s Show - S05E14.mp4More [+]
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The Dukes of Hazzard
Jessica Simpson
Jessica Simpson bending over in a pair of Daisy Duke shorts and a red bikini top as she tries to get a couple police officers to help her with her car. From The Dukes of Hazzard.
Sexy 0:32 - 11.15 MB - 1280x528 px April 1st, 2011 @ 11:39 am Jessica Simpson - The Dukes of Hazzard - 1.mp4More [+]
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The Dukes of Hazzard
Jessica Simpson
Jessica Simpson showing some stunning cleavage as she approaches a guy at his desk while in a pink bikini, and then bends far over to give him a good look at her breasts. From The Dukes of Hazzard.
Sexy 0:37 - 12.93 MB - 1280x528 px April 1st, 2011 @ 11:38 am Jessica Simpson - The Dukes of Hazzard - 2.mp4More [+]
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That '70s Show
Jessica Simpson
Jessica Simpson sitting at a table in a restaurant wearing a low cut purple top with no bra and hard nipples as she makes out with a guy before Laura Prepon walks up in a blue swimsuit with hard nipples and talks with them for a while. From That '70s Show.
Sexy 1:07 - 23.38 MB - 1280x720 px March 31st, 2015 @ 6:52 pm Jessica Simpson & Laura Prepon - That 70s Show - S05E01 - 1.mp4More [+]
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That '70s Show
Jessica Simpson
Jessica Simpson wearing a low cut bikini top under an opened pink wrap and showing some impressive cleavage as she sits on a beach talking with a guy for a while until finally she bends over while getting up and then pours a bucket of water over her body all while Laura Prepon watches. From That '70s Show.
Sexy 1:07 - 23.45 MB - 1280x720 px February 3rd, 2015 @ 9:52 pm Jessica Simpson & Laura Prepon - That 70s Show - S05E01 - 2.mp4More [+]
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That '70s Show
Jessica Simpson
Jessica Simpson sitting in a restaurant showing some nice cleavage in a bikini top under her opened pink shirt all while she talks with Laura Prepon and some guys. From That '70s Show.
Sexy 0:25 - 8.57 MB - 1280x720 px December 23rd, 2014 @ 3:32 pm Jessica Simpson & Laura Prepon - That 70s Show - S05E01 - 3.mp4More [+]
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That '70s Show
Jessica Simpson
Jessica Simpson wearing a blue teddy as she sits on a couch talking with Laura Prepon (purple) and Mila Kunis (pink) and then giving us an upskirt look at her blue panties as she adjusts her position before they grab pillows and start having a pillow fight as feathers fly everywhere. From That '70s Show.
Sexy 0:39 - 13.73 MB - 1280x720 px December 17th, 2014 @ 6:45 pm Jessica Simpson, Laura Prepon & Mila Kunis - That 70s Show - S05E13 - 1.mp4More [+]
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That '70s Show
Jessica Simpson
Jessica Simpson wearing a white dress as she sits on the couch board with Mila Kunis (left) and Laura Prepon (center) before getting up to leave and bending over showing some cleavage and then being brought back into a room by a guy who then talks to them all. From That '70s Show.
Sexy 0:24 - 8.18 MB - 1280x720 px December 7th, 2014 @ 8:53 pm Jessica Simpson, Laura Prepon & Mila Kunis - That 70s Show - S05E13 - 2.mp4More [+]
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The Late Late Show with Craig Kilborn
Jessica Simpson
Jessica Simpson showing a lot of cleavage as she performs a song wearing a black outfit that is split down the middle displaying a lot of her breasts from The Late Late Show with Craig Kilborn.
Sexy 3:14 - 39.68 MB - 320x240 px August 21st, 2003 @ 10:22 pm Jessica_Simpson_Kilborn_08-20-2003_Vern_184.mpgMore [+]
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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.
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2003 MTV Video Music Awards
Jessica Simpson
Jessica Simpson showing lots of cleavage while being interviewed on the red carpet, wearing a very open white shirt. From the 2003 MTV Video Music Awards preshow.
Sexy 1:12 - 17.27 MB - 320x240 px September 17th, 2003 @ 7:01 pm Jessica~Simpson-2003VMApreshow-beercaps.mpgMore [+]
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That '70s Show
Jessica Simpson
Pop star Jessica Simpson showing a whole lot of cleavage as we see her sitting on the beach wearing a bikini. From That '70s Show.
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That '70s Show
Jessica Simpson
More of Jessica Simpson showing some awesome cleavage in a bikini on the beach and then pouring a bucket of water of her head in slow motion. From That '70s Show.
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Various Sources
Jessica Simpson
Jessica Simpson wearing a very revealing outfit that shows off her cleavage during a performance on Top of the Pops.
