from The Caretaker (2008)
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The Caretaker
Jennifer Tilly
Jennifer Tilly showing lots of cleavage in a tight purple dress, playing a sexy teacher that comes on to a student at a dance. Hi-res DVD capture from The Caretaker.
Sexy 1:42 - 24.18 MB - 720x400 px February 26th, 2010 @ 2:42 pm Jennifer Tilly - The Caretaker - 1.mpgMore [+]
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The Caretaker
Jennifer Tilly
Jennifer Tilly trying to seduce a guy, cornering him and wrapping a leg around him as she places his hand on her chest. She is in a purple dress that shows plenty of cleavage with a fur coat hanging off her shoulders while she tries to kiss the guy and rubs up against him. Hi-res DVD capture from The Caretaker.
Sexy 2:17 - 32.35 MB - 720x400 px February 26th, 2010 @ 2:41 pm Jennifer Tilly - The Caretaker - 2.mpgMore [+]
from Out of Practice (2005)
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Out of Practice
Jennifer Tilly
Jennifer Tilly wearing a low cut green dress that shows some nice cleavage as she talks with Stockard Channing and a guy from Out of Practice.
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from Dennis Miller (2004)
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Dennis Miller
Jennifer Tilly
Seed of Chucky star Jennifer Tilly showing some very impressive cleavage in a skimpy, tight, red dress as she walks on stage and then sits in a chair to talk to a guy, taking the opportunity to lean over a few times. Part 1 of 2 of an appearance on Dennis Miller.
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Dennis Miller
Jennifer Tilly
Jennifer Tilly showing some great cleavage and some nice leg in a skimpy red dress as she sits in a chair and talks to a guy while promoting her movie Seed of Chucky. Part 2 of 2 of an appearance on Dennis Miller.
from Seed of Chucky (2004)
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Seed of Chucky
Jennifer Tilly
Jennifer Tilly showing some good cleavage in a white dress while sitting next to a guy and practicing a script reading with him. Hi-res DVD capture from Seed of Chucky.
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Seed of Chucky
Jennifer Tilly
Jennifer Tilly showing some nice cleavage as she sits with a guy on a couch and they kiss. We then see some great bouncing cleavage as she runs across a room. Hi-res DVD capture from Seed of Chucky.
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Seed of Chucky
Jennifer Tilly
Jennifer Tilly seen in a bra as sits in bed with a girl and leans over to give her a quick kiss. We then see Jennifer again, this time in a different bra as she relaxes in bed with the Chucky doll. From the DVD extras. Hi-res DVD capture from Seed of Chucky.
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Seed of Chucky
Jennifer Tilly
Jennifer Tilly showing some good cleavage in a white dress while sitting next to a guy and practicing a script reading with him. From Seed of Chucky.
Sexy 1:08 - 23.57 MB - 1280x720 px December 13th, 2010 @ 11:38 pm Jennifer Tilly - Seed of Chucky - 1.mp4More [+]
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Seed of Chucky
Jennifer Tilly
Jennifer Tilly showing some nice cleavage as she sits with a guy on a couch and they kiss. We then see some great bouncing cleavage as she runs across a room. From Seed of Chucky.
Sexy 1:20 - 27.68 MB - 1280x720 px December 13th, 2010 @ 11:37 pm Jennifer Tilly - Seed of Chucky - 2.mp4More [+]
from Hollywood North (2003)
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Hollywood North
Jennifer Tilly
Jennifer Tilly showing some great cleavage in some red lingerie as she sits on a table and a guy stands between her legs and has hard sex with her and she smokes a cigarette afterwards. Hi-res DVD capture from Hollywood North.
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Hollywood North
Jennifer Tilly
Jennifer Tilly first seen topless as she gives us a quick view of her left breast while getting into bed with a guy. We then see her wearing a black dress as she rides a guy and he reaches up to grab her breasts. Hi-res DVD capture from Hollywood North.
from Jericho Mansions (2003)
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Jericho Mansions
Jennifer Tilly
Jennifer Tilly showing some great cleavage as well as her left nipple through some see-through blue lingerie while a guy sits on the bed next to her and then begins to kiss her breasts. Hi-res DVD capture from Jericho Mansions.
from Fast Sofa (2001)
from The Crew (2000)
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The Crew
Jennifer Tilly
Jennifer Tilly spinning around a pole at a strip club, wearing a shiny silver bikini as she then crawls across the stage with plenty of cleavage in view as a guy reaches up to place a dollar bill between her breasts. From The Crew.
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The Crew
Jennifer Tilly
Jennifer Tilly dancing on stage at a club while wearing a silver bikini, spinning around a stripper's pole and showing cleavage as she dances. Afterward, she walks across the club and sits down at a table with a group of guys, bending over and revealing more cleavage in a silver dress. From The Crew.
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The Crew
Jennifer Tilly
Jennifer Tilly wearing a pink dress that shows off plenty of cleavage as she sits at a table and talks to a guy while also smoking a cigarette. From The Crew.
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The Crew
Jennifer Tilly
Jennifer Tilly tied up to a chair while in a pink dress that shows plenty of cleavage with her arms tied behind her back. From The Crew.
from Dancing at the Blue Iguana (2000)
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Dancing at the Blue Iguana
Jennifer Tilly
Jennifer Tilly wearing a black leather outfit while dancing topless on stage, her large breasts bouncing around as she spins on a pole. Hi-res DVD capture from Dancing at the Blue Iguana.
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Dancing at the Blue Iguana
Jennifer Tilly
Jennifer Tilly wearing an extremely low-cut dominatrix outfit as she makes a guy crawl around, and then answers the door and talks to Charlotte Ayanna, her breasts almost popping out of her top. Hi-res DVD capture from Dancing at the Blue Iguana.
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Dancing at the Blue Iguana
Jennifer Tilly
Jennifer Tilly wearing a black leather outfit while dancing topless on stage, her large breasts bouncing around as she spins on a pole. From Dancing at the Blue Iguana.
0:50 - 17.46 MB - 1280x716 px April 22nd, 2013 @ 8:05 pm Jennifer Tilly - Dancing at the Blue Iguana - 1.mp4More [+]
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Dancing at the Blue Iguana
Jennifer Tilly
Jennifer Tilly wearing an extremely low-cut dominatrix outfit as she makes a guy crawl around, and then answers the door and talks to Charlotte Ayanna, her breasts almost popping out of her top. Charlotte shows some pokey nipples in her dress as Jennifer puts her to bed and sits next to her as she sleeps. From Dancing at the Blue Iguana.
Sexy 2:17 - 47.61 MB - 1280x716 px May 2nd, 2013 @ 1:07 pm Jennifer Tilly - Dancing at the Blue Iguana - 2.mp4More [+]
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Dancing at the Blue Iguana
Jennifer Tilly
Jennifer Tilly sitting down in front of a mirror in a dressing room, pulling her top down, which causes her left nipple to pop partially out of her bra briefly. We then see cleavage from Jennifer as she sits in her bra and bare breasts from a topless girl standing behind her. From Dancing at the Blue Iguana.
0:31 - 10.75 MB - 1280x716 px May 4th, 2013 @ 2:11 pm Jennifer Tilly - Dancing at the Blue Iguana - 3.mp4More [+]
from Bride of Chucky (1998)
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Bride of Chucky
Jennifer Tilly
Jennifer Tilly showing some great cleavage in a tight black dress as she kneels down and blows out a candle. Hi-res DVD capture from Bride of Chucky.
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Bride of Chucky
Jennifer Tilly
Jennifer Tilly showing some great bulging cleavage as she asks a guy if he wants to play. Hi-res DVD capture from Bride of Chucky.
from The Wrong Guy (1997)
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The Wrong Guy
Jennifer Tilly
Jennifer Tilly standing in a guy's bedroom doorway in a sheer white nightie that becomes virtually see-through as it is lit from behind and she chats with the guy. Hi-res DVD capture from The Wrong Guy.
More [+]
from Bound (1996)
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Bound
Jennifer Tilly
Jennifer Tilly pulling down her bra to show lots of cleavage as Gina Gershon touches a tattoo on Jennifer's breast. Jennifer then sucks on Gina's finger and Gina puts her hand between Jennifer's legs and begins to finger her while they kiss. Their lesbian make-out session on the couch lasts until they are interrupted by a guy coming home. From Bound. Updated to higher quality.
Sexy 2:52 - 207.76 MB - 1920x1036 px July 30th, 2017 @ 1:30 pm Jennifer Tilly & Gina Gershon - Bound - 1.mp4More [+]
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Bound
Jennifer Tilly
Gina Gershon wearing nothing but an oversized shirt that shows a bit of her breasts as she grabs a couple beers from the refrigerator and gives one to Jennifer Tilly, who is lying on her side naked with the sheets pulled up to barely cover her nipples. Jennifer shows most of her breasts with plenty of cleavage as she chats with Gina. From Bound. Updated to higher quality.
Sexy 1:46 - 117.85 MB - 1920x1036 px July 30th, 2017 @ 1:27 pm Jennifer Tilly & Gina Gershon - Bound - 2.mp4More [+]
from Embrace of the Vampire (1995)
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Embrace of the Vampire
Jennifer Tilly
Jennifer Tilly showing some amazing cleavage in a very low-cut black dress as she makes out with a guy and leans over him. Hi-res DVD capture from the unrated version of Embrace of the Vampire.
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Embrace of the Vampire
Jennifer Tilly
Jennifer Tilly showing some amazing cleavage in a very low-cut black dress as she makes out with a guy and leans over him. From Embrace of the Vampire.
Sexy 1:28 - 30.42 MB - 1280x686 px October 5th, 2013 @ 1:56 pm Jennifer Tilly - Embrace of the Vampire.mp4More [+]
from Extra (1994)
from The Howard Stern Show (1994)
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The Howard Stern Show
Jennifer Tilly
Jennifer Tilly wearing a low cut black slip dress that shows off a lot of cleavage as she walks out and sits down and talks with some people and takes a quiz from The Howard Stern Show. Part 1 of 2.
More [+]
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The Howard Stern Show
Jennifer Tilly
Jennifer Tilly wearing a low cut black slip dress that shows off a lot of cleavage as she talks about her breasts and gives us several closeups of them from The Howard Stern Show. Part 2 of 2.
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from The Getaway (1994)
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The Getaway
Jennifer Tilly
Jennifer Tilly making lots of noise as she rides a guy hard in bed while nude, her bare butt visible and her breasts touching the guy's chest. She then slides off next to the guy, giving a clearer look at her right breast before she pulls the sheet up to cover her. From The Getaway. Updated to higher quality.
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The Getaway
Jennifer Tilly
Jennifer Tilly lying on her back in bed with a guy, resting her head on his legs as we see a white bra underneath her open pink robe. From The Getaway.
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The Getaway
Jennifer Tilly
Jennifer Tilly wearing a pair of panties and a see-through black bra that shows her left nipple as she sits down on a hotel room bed next to a guy and hands him the phone. From The Getaway. Updated to higher quality.
More [+]
from The Tonight Show with Jay Leno (1992)
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The Tonight Show with Jay Leno
Jennifer Tilly
Jennifer Tilly wearing a low cut black dress and showing an enormous amount of her great cleavage as she talks about dating, her breasts and flings with some guys from The Tonight Show with Jay Leno. Part 1 of 2.
More [+]
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The Tonight Show with Jay Leno
Jennifer Tilly
Jennifer Tilly wearing a low cut black dress and showing an enormous amount of her great cleavage as she talks about dating, her breasts and flings with some guys from The Tonight Show with Jay Leno. Part 2 of 2.
More [+]
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The Tonight Show with Jay Leno
Jennifer Tilly
Jennifer Tilly walking out onto a stage and sitting down while wearing a low cut green dress that shows off a lot of cleavage as she bends over and pushes her breasts together while she talks to a guy from The Tonight Show with Jay Leno. Part 1 of 2.
More [+]
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The Tonight Show with Jay Leno
Jennifer Tilly
Jennifer Tilly wearing a low cut green dress that shows off a lot of cleavage as she bends over and pushes her breasts together while she talks to a guy from The Tonight Show with Jay Leno. Part 2 of 2.
More [+]
from Shadow of the Wolf (1992)
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Shadow of the Wolf
Jennifer Tilly
Jennifer Tilly lying on her back underneath a guy, her left nipple peeking out from her hair. We then get a clear view of her right breast when the guy moves away. Finally, we get one last look at Jennifer topless when the guy moves suddenly over her. From Shadow of the Wolf (AKA Agaguk).
0:53 - 18.18 MB - 1280x544 px May 15th, 2016 @ 12:11 pm Jennifer Tilly - Shadow of the Wolf - 1 - HDTV.mp4 -
Shadow of the Wolf
Jennifer Tilly
Jennifer Tilly pulling her shirt off over her head to give us a good look at her breasts before she straddles a guy who is lying on his back on some furs. Jennifer then slides down to go down on him for a bit before they have sex, Jennifer showing more breasts while riding him. After a bit, the guy rolls Jennifer onto her back and we get a final view of her breasts while she and the guy finish having sex. From Shadow of the Wolf. Note: The first half of the clip comes from the uncut DVD release and contains extra nudity compared to the cut version, while the remainder is in HD.
1:49 - 38.18 MB - 1280x544 px May 15th, 2016 @ 12:14 pm Jennifer Tilly - Shadow of the Wolf - 2 - DVD & HDTV.mp4