Leelee Sobieski sorted by length

  • Walk All Over Me

    Leelee Sobieski

    Leelee Sobieski entering a guy's apartment in dominatrix gear, showing cleavage as she allows the guy to kiss her foot and then leads him around on a leash before another guy interrupts them. Good quality capture from Walk All Over Me.

    Sexy 2:56 - 41.40 MB - 720x400 px April 21st, 2008 @ 6:08 pm Leelee Sobieski - Walk All Over Me - 3.mpg

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  • Hercules

    Leelee Sobieski

    Leelee Sobieski giving us a long look at her bare back and numerous looks at the sides of her breasts as well as occasional glimpses of pasties over her hard nipples as she bathes in a pond by a waterfall while talking with a guy on the shore before another guy shows up and then they toss her a bow an arrow that she aims at a boar until finally she gets out of the water and hops on to a deer and rides off holding on to the side. From Hercules. Upgraded to a higher quality and longer version containing more looks at her breasts.

    Sexy 2:36 - 82.64 MB - 1024x576 px January 23rd, 2022 @ 1:45 pm Leelee Sobieski - Hercules - 1.mp4

  • L'Idole

    Leelee Sobieski

    Leelee Sobieski seen naked from the side as she stands in front of a mirror and brushes her hair, showing her bare butt and breasts. She is then seen sitting down on the side of a bed from behind, still nude as she dries her hair. She then changes clothes with the help of a guy. Hi-res DVD capture from L'Idole.

    2:10 - 30.72 MB - 720x384 px April 27th, 2007 @ 7:31 pm [email protected]

  • Walk All Over Me

    Leelee Sobieski

    Leelee Sobieski dancing in a tight-fitting jacket that shows lots of cleavage and a skimpy skirt. A guy interrupts her, and she spills a drink on her chest - leading her to wash the outfit. As she does the laundry, we see her wearing a bustier and panties, her breasts practically spilling out of her top as she shows some stunning cleavage. Good quality capture from Walk All Over Me.

    Sexy 1:59 - 28.14 MB - 720x400 px April 20th, 2008 @ 11:57 pm Leelee Sobieski - Walk All Over Me - 1.mpg

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  • Uprising

    Leelee Sobieski

    Leelee Sobieski getting undressed in front of a guy, ending up completely nude - her arm partially covering her large breasts and her hand between her legs. Hi-res DVD capture from Uprising.

    Sexy 1:47 - 25.17 MB - 720x400 px April 14th, 2004 @ 4:26 pm [email protected]

  • Uprising

    Leelee Sobieski

    Leelee Sobieski getting undressed in front of a guy, ending up completely nude - her arm partially covering her large breasts and her hand between her legs. From Uprising.

    Sexy 1:47 - 37.01 MB - 1278x720 px September 21st, 2013 @ 1:19 pm Leelee Sobieski - Uprising.mp4

  • Dangerous Liaisons

    Leelee Sobieski

    Leelee Sobieski sitting up in bed in a pink bra showing off some impressive cleavage as she listens to a guy talk on the phone and then starts kissing around his face and neck before she takes the phone to have a conversation while now he kisses around her neck and shoulder and lowers her bra strap until finally she hangs up and lies back against him while they alternate between making out and talking. From Dangerous Liaisons (AKA Les liaisons dangereuses).

    Sexy 1:46 - 37.16 MB - 1024x576 px December 25th, 2021 @ 2:23 pm Leelee Sobieski - Dangerous Liaisons - 1.mp4

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  • Hercules

    Leelee Sobieski

    Leelee Sobieski running her fingers over a guy's abs and then leaning down showing her cleavage and kissing him before standing up and taking her dress off revealing her left breast from the side and the top of her ass and climbing into bed with him and kissing him again. It then cuts to her getting dressed showing a bit of the tops of her breasts and then her hard nipples under her dress. From Hercules.

    Sexy 1:44 - 36.70 MB - 1024x576 px January 23rd, 2022 @ 1:44 pm Leelee Sobieski - Hercules - 2.mp4

  • Various Sources

    Leelee Sobieski

    Leelee Sobieski laying on a bed with her dress lowered showing some nice cleavage and then wearing a black dress against a wall as she poses in various places during a musical montage of a photoshoot.

    Sexy 1:32 - 19.50 MB - 320x240 px September 10th, 2003 @ 10:36 pm Leelee_Sobieski-Photoshoot.mpeg

  • The Glass House

    Leelee Sobieski

    Leelee Sobieski showing plenty of cleavage in a bikini as she steps into a swimming pool at night and swims back and forth for a few laps. A guy then gives her hand out of the water and she stands dripping wet before he hands her a towel to wrap herself in. From The Glass House.

    Sexy 1:31 - 35.40 MB - 1280x720 px July 27th, 2014 @ 2:27 pm Leelee Sobieski - The Glass House - 2.mp4

  • Night Train

    Leelee Sobieski

    Leelee Sobieski undressing in a train car cabin, stripping down to her bra and showing some cleavage as she talks to a guy and then kisses him. We then see Leelee lying on the bed, barely covered by some sheets as a couple other guys open her cabin door and wake her up. Hi-res DVD capture from Night Train.

    Sexy 1:23 - 19.70 MB - 720x416 px February 14th, 2009 @ 4:44 pm [email protected]

  • L'Idole

    Leelee Sobieski

    Leelee Sobieski wrapped in a towel as she leans over to kiss a guy, and then they stand up together and he turns her around so he can begin to have sex with her from behind as she leans over. Hi-res DVD capture from L'Idole.

    Sexy 1:19 - 18.58 MB - 720x384 px April 27th, 2007 @ 7:35 pm [email protected]

  • Finding Bliss

    Leelee Sobieski

    Leelee Sobieski wearing a red dress with hard nipples as she sits in a theater and watches a presentation with several other people. Hi-res DVD capture from Finding Bliss.

    Sexy 1:17 - 20.85 MB - 720x400 px April 6th, 2011 @ 11:00 pm [email protected]

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  • Branded

    Leelee Sobieski

    Leelee Sobieski and a guy watching as an unidentified girl changes shirts in the car next to them in traffic, showing her white bra. Leelee then follows suit by pulling her panties off from under her skirt and then unbuttoning her shirt, showing cleavage in a white tank top that reveals part of her bra, too. From Branded.

    Sexy 1:16 - 26.51 MB - 1280x544 px October 18th, 2012 @ 7:40 pm Leelee Sobieski & Unknown - Branded.mp4

  • Wild On...

    Leelee Sobieski

    Leelee Sobieski wearing a pink tanktop with no bra looking a bit pokey from E!'s Wild On.

    Sexy 1:15 - 9.59 MB - 320x240 px April 7th, 2001 @ 2:17 pm cv-LeeleeSobieski-E-WildonItaly.mpg

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  • Branded

    Leelee Sobieski

    Leelee Sobieski climbing into a guy's lap in the front seat of a car and having sex with him, her suit jacket open to reveal her bra and nice cleavage, which the guy kisses before she begins to ride him. From Branded.

    Sexy 1:06 - 22.86 MB - 1280x544 px October 18th, 2012 @ 7:39 pm Leelee Sobieski - Branded - 1.mp4

  • The Glass House

    Leelee Sobieski

    Leelee Sobieski looking sexy in a bikini as she swims in a pool and then gets out and stands dripping wet. Hi-res DVD capture from The Glass House.

    Sexy 1:05 - 15.66 MB - 704x304 px January 15th, 2002 @ 11:58 pm [email protected]

  • Finding Bliss

    Leelee Sobieski

    Leelee Sobieski sitting in front of of a computer as she watches Denise Richards have sex with a guy in black lingerie and then imagining herself in Denise's place giving us some look at her breasts with her hands over her nipples as she fantasizes about having sex with the guy on the computer. Hi-res DVD capture from Finding Bliss.

    Sexy 0:51 - 13.56 MB - 720x400 px April 15th, 2011 @ 9:21 pm [email protected]

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  • In a Dark Place

    Leelee Sobieski

    Leelee Sobieski showing some nice cleavage in a flowery bath robe that shows a good portion of her breasts as she first picks out some clothes to wear, and then is seen standing in a window, again showing cleavage in the robe. Hi-res DVD capture from In a Dark Place.

    Sexy 0:49 - 11.53 MB - 720x400 px June 19th, 2007 @ 4:10 pm [email protected]

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Leelee Sobieski sorted by length continued
Leelee Sobieski sorted by length continued