from The Caretaker (2008)
 
from Out of Practice (2005)
 
from Dennis Miller (2004)
 
from Seed of Chucky (2004)
 
from Hollywood North (2003)
  • 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.

    Sexy 2:03 - 28.92 MB - 720x304 px December 6th, 2004 @ 5:05 pm [email protected]
  • 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.

    0:19 - 4.43 MB - 720x304 px December 6th, 2004 @ 5:03 pm [email protected]
 
from Jericho Mansions (2003)
  • 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.

    0:46 - 10.98 MB - 640x480 px June 11th, 2004 @ 5:31 pm [email protected]
 
from Fast Sofa (2001)
  • Fast Sofa

    Jennifer Tilly

    Jennifer Tilly having a guy feel her breasts before removing her bra, and then holding her breasts as the guy goes down on her and then has sex with her from behind. Hi-res DVD capture from Fast Sofa.

    1:41 - 23.81 MB - 624x336 px April 25th, 2002 @ 7:27 pm [email protected]
 
from The Crew (2000)
 
from Dancing at the Blue Iguana (2000)
 
from Bride of Chucky (1998)
 
from The Wrong Guy (1997)
  • 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.

    Sexy 1:06 - 15.94 MB - 640x352 px July 24th, 2008 @ 2:42 pm [email protected]

    More [+]

 
from Bound (1996)
  • 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.mp4

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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.mp4

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from Embrace of the Vampire (1995)
 
from Extra (1994)
  • Extra

    Jennifer Tilly

    Jennifer Tilly wearing a dress that shows off her great cleavage as she talks to a guy and mentions how she normally tries to act with her breasts from Extra.

    Sexy 0:12 - 1.93 MB - 352x240 px December 11th, 2003 @ 4:41 pm [email protected]

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from The Howard Stern Show (1994)
 
from The Getaway (1994)
 
from The Tonight Show with Jay Leno (1992)
 
from Shadow of the Wolf (1992)
  • 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).

  • 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.