from Doppelganger (1993)
 
from Boys on the Side (1995)
 
from Bad Girls (1994)
  • Bad Girls

    Drew Barrymore

    Drew Barrymore topless as she splashes around in a pool of water with Andie MacDowell, Drew's right breast visible. From Bad Girls.

    0:11 - 4.66 MB - 1280x696 px January 15th, 2012 @ 11:10 am Drew Barrymore - Bad Girls - 1.mp4
  • Bad Girls

    Drew Barrymore

    Drew Barrymore showing cleavage in a low-cut dress as she walks into a sheriff's office and talks to a couple guys there, sitting on a desk and hiking her dress up to reveal her leg and a bit of her butt from the side. From Bad Girls.

    Sexy 1:01 - 21.18 MB - 1280x696 px January 15th, 2012 @ 11:08 am Drew Barrymore - Bad Girls - 2.mp4
  • Bad Girls

    Drew Barrymore

    Drew Barrymore showing her right breast as shes stands in front of a full-length mirror and a guy watches her change clothes, the camera slowly zooming in to give a close-up view of her breast. Also see our full-screen DVD version of this scene in which you can see Drew's left nipple pulling off a tank top first, and then more of her breast as she bends over in front of the mirror due to the difference in framing. From Bad Girls.

    0:22 - 7.48 MB - 1280x696 px January 15th, 2012 @ 11:06 am Drew Barrymore - Bad Girls - 3.mp4
  • Bad Girls

    Drew Barrymore

    Drew Barrymore topless as she splashes around in a pool of water with Andie MacDowell, Drew's right breast visible. Hi-res DVD capture from Bad Girls.

    0:08 - 1.91 MB - 640x480 px February 3rd, 2005 @ 3:26 pm [email protected]
  • Bad Girls

    Drew Barrymore

    Drew Barrymore pulling off her white tank top, her left nipple partially visible. We then get a nice view of her right breast when she stands topless in front of a mirror and begins to get dressed. Hi-res DVD capture from Bad Girls.

    0:24 - 5.80 MB - 640x480 px February 3rd, 2005 @ 3:25 pm [email protected]
 
from Guncrazy (1992)
  • Guncrazy

    Drew Barrymore

    Drew Barrymore standing in a shower while wearing a white tank top that gets wet and fully see-through as she squeezes her breasts together while washing herself. Hi-res DVD capture from Guncrazy.

    0:19 - 4.65 MB - 624x480 px October 29th, 2003 @ 11:06 pm [email protected]
  • Guncrazy

    Drew Barrymore

    Drew Barrymore on top of a guy while nude as they have sex, her ass seen as the camera pans up the bed. Hi-res DVD capture from Guncrazy.

    0:48 - 11.39 MB - 624x480 px October 29th, 2003 @ 11:05 pm [email protected]
 
from Poison Ivy (1992)
  • Poison Ivy

    Drew Barrymore

    Drew Barrymore making out with a guy on the hood of a car in the rain, her white top clinging to her breasts. Jaime Pressly is the body double, and at one point, the guy reaches his hand inside her top and squeezes her breast. Hi-res DVD capture from Poison Ivy.

    Sexy 1:34 - 22.07 MB - 704x384 px July 7th, 2004 @ 4:48 pm [email protected]
 
from Charlie's Angels (2000)
 
from The Late Show with David Letterman (1993)
 
from Wishful Thinking (1997)
 
from Best Men (1997)
  • Best Men

    Drew Barrymore

    Drew Barrymore leaning over a guy in slow motion while wearing a low cut wedding dress and having her right nipple peek out. Hi-res DVD capture from Best Men.

    0:06 - 1.28 MB - 624x480 px June 2nd, 2006 @ 11:03 pm [email protected]
  • Best Men

    Drew Barrymore

    Drew Barrymore showing a lot of cleavage while bending over in a wedding dress as she struggles in slow motion on top of a moving bus. Hi-res DVD capture from Best Men.

    Sexy 0:11 - 2.38 MB - 624x480 px June 2nd, 2006 @ 11:01 pm [email protected]
 
from The Tonight Show with Jay Leno (1992)
 
from Wayne's World 2 (1993)
 
from Mad Love (1995)
  • Mad Love

    Drew Barrymore

    Drew Barrymore making out with a guy as he pulls her blue shirt off and we see flashes of her breasts while she leans over him. She then ends up on her back as they have sex, her left nipple coming into view again as the guy presses against her. From Mad Love.

    1:26 - 29.72 MB - 1280x718 px July 8th, 2015 @ 2:18 pm Drew Barrymore - Mad Love - 1.mp4
  • Mad Love

    Drew Barrymore

    Drew Barrymore seen in a white tank top and panties as she kneels on the floor, bending over and showing quite a bit of her breasts as she picks some pictures up. We also see some slightly pokey nipples from Drew as she talks to a guy and he gets out of bed to sit by her. From Mad Love.

    Sexy 2:31 - 52.71 MB - 1280x718 px July 8th, 2015 @ 2:15 pm Drew Barrymore - Mad Love - 2.mp4
 
from Saturday Night Live (1975)
 
from 50 First Dates (2004)