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Leelee Sobieski removing her orange construction vest to reveal a blue hoodie with hard nipples and then walking away and having her butt in red polkadot panties hanging out of the bottom of her hiked up dress.

A young Leelee Sobieski in a bra and panties as she emerges from behind a couch and then runs out into a hallway, hiding herself behind a guy as another guy yells.

Leelee then steps from behind her guy to give us a better look at her underwear before turning away. From Eyes Wide Shut. 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.

Leelee Sobieski doing her makeup in a bathroom in a cleavage-showing outfit. She then shows some bouncing breasts as she strides out of the room.

Good quality capture from Walk All Over Me. 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.

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.

Leelee Sobieski and Tara Fitzgerald lesbian kissing each other while Tara undoes Leelee's shirt, and then moves down to kiss her left breast, which we see in a bra.

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.

Leelee Sobieski removing her bath robe and turning away from the camera, showing part of her breasts from the side and back when she turns to the window while topless.

Leelee Sobieski riding a guy while they have sex on the floor as the guy reaches up her dress and then sits up to embrace her.

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.

Leelee Sobieski showing some pokey nipples as she stands beside a window in a sweater with no bra underneath, talking to a guy who is behind her.

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.

Leelee Sobieski sitting in front of a window while wearing a pink tanktop with hard nipples as she looks up at a guy and says something.

Leelee Sobieski walking with a guy while wearing a pink tanktop with a puffy right nipple as the camera pans up her body. Leelee Sobieski lying on a bed wearing a blue tanktop with hard nipples as she talks to herself and then sitting up and drinking while talking some more.

Leelee Sobieski talking on the phone while wearing an orange shirt with no bra and a hard left nipple. Leelee Sobieski lying on a bed in a blue tanktop and brown panties as she talks on the phone with a guy.

Leelee Sobieski almost exposing her breasts a number of times while bathing in a pool of water near a waterfall and talking to a guy.

Hi-res DVD capture from Hercules. Hi-res DVD capture from Uprising. 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.

Leelee Sobieski looking sexy in a bikini as she swims in a pool and then gets out and stands dripping wet.

Leelee Sobieski showing some very nice cleavage as she lays in bed on her side and her breasts squeeze together.

Leelee standing in front of a mirror wearing a bra and checking herself out. Leelee in bra and panties in this scene from Eyes Wide Shut.

A quick clip of Leelee looking nice doing some modeling. From Entertainment Tonight. Our memberships have no monthly or recurring fees. Join now!

Leelee Sobieski sorted by most recent. Sexy - 1. The Glass House Leelee Sobieski Leelee Sobieski standing in a hallway of a house at night, pulling her shirt over her head to reveal a blue bra.

Sexy - 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.

The Glass House Leelee Sobieski Leelee Sobieski lying on her side in bed in a pink tank top, showing some nice cleavage as her breasts squeeze together before she sits up.

Sexy - 3. 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.

Branded Leelee Sobieski Leelee Sobieski kneeling in front of a guy while wearing a bra, showing nice cleavage as she helps the guy shave and then moves up to make out with him.

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.

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.

Branded Leelee Sobieski Leelee Sobieski showing nice cleavage in a black dress with a plunging neckline, watching a guy dance and then falling back on a bed as she makes out with him.

Sexy - 7. Finding Bliss Leelee Sobieski Leelee Sobieski showing a lot of the top of her breasts as she whips a bridal veil off in an extended version of her scene from the main film.

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.

Finding Bliss Leelee Sobieski Leelee Sobieski rising up in slow motion and throwing a bridal veil back showing a lot of the top of her large breasts as she simulates having sex.

Sexy - 2. Finding Bliss Leelee Sobieski Leelee Sobieski wearing a blue tanktop as she has sex with a guy on her back on a bed an extended version of the same scene from the main film.

Finding Bliss Leelee Sobieski Leelee Sobieski seen walking across the stage in fishnet stockings and high heels and then having the camera pan up to reveal a black bustier split down the middle showing off a lot of cleavage as she walks over to a guy and talks with him and the audience.

Sexy - 6. Finding Bliss Leelee Sobieski Leelee Sobieski standing in front of a mirror in a low cut red dress with no bra and slightly hard nipples as Donnamarie Recco helps adjust her top.

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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.

Leelee Sobieski doing her makeup in a bathroom in a cleavage-showing outfit. She then shows some bouncing breasts as she strides out of the room.

Good quality capture from Walk All Over Me. 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.

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.

Leelee Sobieski and Tara Fitzgerald lesbian kissing each other while Tara undoes Leelee's shirt, and then moves down to kiss her left breast, which we see in a bra.

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.

Leelee Sobieski removing her bath robe and turning away from the camera, showing part of her breasts from the side and back when she turns to the window while topless.

Leelee Sobieski riding a guy while they have sex on the floor as the guy reaches up her dress and then sits up to embrace her. 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.

Leelee Sobieski showing some pokey nipples as she stands beside a window in a sweater with no bra underneath, talking to a guy who is behind her.

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. Leelee Sobieski sitting in front of a window while wearing a pink tanktop with hard nipples as she looks up at a guy and says something.

Leelee Sobieski walking with a guy while wearing a pink tanktop with a puffy right nipple as the camera pans up her body. Leelee Sobieski lying on a bed wearing a blue tanktop with hard nipples as she talks to herself and then sitting up and drinking while talking some more.

Leelee Sobieski talking on the phone while wearing an orange shirt with no bra and a hard left nipple. Leelee Sobieski lying on a bed in a blue tanktop and brown panties as she talks on the phone with a guy.

Leelee Sobieski almost exposing her breasts a number of times while bathing in a pool of water near a waterfall and talking to a guy.

Hi-res DVD capture from Hercules. Hi-res DVD capture from Uprising. 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.

Leelee Sobieski looking sexy in a bikini as she swims in a pool and then gets out and stands dripping wet. Leelee Sobieski showing some very nice cleavage as she lays in bed on her side and her breasts squeeze together.

Leelee standing in front of a mirror wearing a bra and checking herself out. Leelee in bra and panties in this scene from Eyes Wide Shut. A quick clip of Leelee looking nice doing some modeling.

From Entertainment Tonight. Our memberships have no monthly or recurring fees. Join now! Leelee Sobieski sorted by most recent. Sexy - 1. The Glass House Leelee Sobieski Leelee Sobieski standing in a hallway of a house at night, pulling her shirt over her head to reveal a blue bra.

Sexy - 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.

The Glass House Leelee Sobieski Leelee Sobieski lying on her side in bed in a pink tank top, showing some nice cleavage as her breasts squeeze together before she sits up.

Sexy - 3. 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.

Branded Leelee Sobieski Leelee Sobieski kneeling in front of a guy while wearing a bra, showing nice cleavage as she helps the guy shave and then moves up to make out with him.

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.

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.

Branded Leelee Sobieski Leelee Sobieski showing nice cleavage in a black dress with a plunging neckline, watching a guy dance and then falling back on a bed as she makes out with him.

Sexy - 7. Finding Bliss Leelee Sobieski Leelee Sobieski showing a lot of the top of her breasts as she whips a bridal veil off in an extended version of her scene from the main film.

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.

Finding Bliss Leelee Sobieski Leelee Sobieski rising up in slow motion and throwing a bridal veil back showing a lot of the top of her large breasts as she simulates having sex.

Sexy - 2. Finding Bliss Leelee Sobieski Leelee Sobieski wearing a blue tanktop as she has sex with a guy on her back on a bed an extended version of the same scene from the main film.

Finding Bliss Leelee Sobieski Leelee Sobieski seen walking across the stage in fishnet stockings and high heels and then having the camera pan up to reveal a black bustier split down the middle showing off a lot of cleavage as she walks over to a guy and talks with him and the audience.

Sexy - 6. Finding Bliss Leelee Sobieski Leelee Sobieski standing in front of a mirror in a low cut red dress with no bra and slightly hard nipples as Donnamarie Recco helps adjust her top.

Sexy - 0. Finding Bliss Leelee Sobieski Leelee Sobieski bending over to pick up some stuff in slow motion and having her black thong panties stick out of the top of her jeans.

Finding Bliss Leelee Sobieski Leelee Sobieski standing in front of a bathroom mirror checking out her stomach and then pulling her shirt up further and look at her breasts in a purple bra before finally pulling her shirt back down.

Finding Bliss Leelee Sobieski Leelee Sobieski moving on a bed in slow motion in a tanktop with no bra and slightly hard nipples and then seen trying to get out of the bed while in yellow boxer shorts that show off her legs.

Finding Bliss Leelee Sobieski Leelee Sobieski lying on her back on a bed as a guy starts to have sex with her before it cuts to him rolling off of her leaving her in a blue tanktop with slightly hard nipples.

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