Cruel Intentions :: Celebrity Movie Archive

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1999 · Movie

Cruel Intentions

Kathryn and Sebastian, two wealthy, manipulative teenage step-siblings from Manhattan's upper-crust, conspire in Cruel Intentions, a wickedly entertaining tale of seduction and betrayal. The stakes are high when the duo agrees upon a deliciously diabolical wager of sexual conquest without consequences. The pawns? The naive Celcile Caldwell and the virginal Annette Hargrove. Its summer break, and Kathryn has been dumped by her beau, Court Reynolds, for the innocent Cecile. Desperate to get even, Kathryn challenges Sebastian to ruin Celcile by deflowering her and turning her into a tramp-thus humiliating Court by delivering Cecile to him as damaged goods. Sebastian has pretty much 'had' all of the girls in New York City up to this point, and he's gotten a bit bored of it all. Though this is too easy a conquest for him, he obliges. He sets his sights on a greater challenge-the new headmaster's daughter, Annette, who recently wrote an article in Seventeen Magazine about how she intends to stay pure until she marries her boyfriend. Sebastian bets Kathryn that he can seduce the chaste and pristine Annette before school begins in the fall. Kathryn thinks this feat impossible and quickly agrees to the wager. The stakes: if Sebastian succeeds, Kathryn must give him a night of unbridled pleasure, something's he's wanted since their parents got married. If he fails, he must forfeit his priceless 1956 Jaguar to Kathryn and suffer the shame of defeat.

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Cruel Intentions

Reese Witherspoon

Reese Witherspoon kneeling down in a tight pink dress that hugs her lovely breasts as a guy approaches and kisses her before she pushes him away. From Cruel Intentions.

Sexy 1:29 - 30.78 MB - 1280x688 px November 3rd, 2009 @ 2:33 pm Reese Witherspoon - Cruel Intentions - 2.mp4

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Cruel Intentions

Reese Witherspoon

Reese Witherspoon almost showing us her breasts while underneath a guy in a very steamy sex scene. From Cruel Intentions.

Sexy 1:04 - 22.13 MB - 1280x688 px November 3rd, 2009 @ 2:31 pm Reese Witherspoon - Cruel Intentions - 3.mp4

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Cruel Intentions

Sarah Michelle Gellar

Sarah Michelle Gellar in a low-cut dress receiving a shoulder rub as she rubs her backside into the guy and gets him excited. From Cruel Intentions.

Sexy 1:40 - 34.57 MB - 1280x688 px November 3rd, 2009 @ 2:30 pm Sarah Michelle Gellar - Cruel Intentions - 3.mp4

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Cruel Intentions

Sarah Michelle Gellar

Sarah Michelle Gellar and Selma Blair in one of the most famous on-screen lesbian kisses - lots of tongue and very sensual. Sarah Michelle teaches Selma how to kiss as they sit on the grass in a park. From Cruel Intentions.

Sexy 1:02 - 21.40 MB - 1280x688 px November 1st, 2009 @ 2:48 pm Sarah Michelle Gellar & Selma Blair - Cruel Intentions.mp4

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Cruel Intentions

Sarah Michelle Gellar

Sarah Michelle Gellar reclining in a chair and almost giving us a look at her right breast as it comes close to peeking out from her bra. Also includes a nice cleavage shot as she stands up to walk away. From Cruel Intentions.

Sexy 0:38 - 13.25 MB - 1280x688 px November 1st, 2009 @ 2:45 pm Sarah Michelle Gellar - Cruel Intentions - 1.mp4

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Cruel Intentions

Sarah Michelle Gellar

Sarah Michelle Gellar teasing a guy by removing her jacket to expose some very nice cleavage in a bra as she makes a sexy wager with him. From Cruel Intentions.

Sexy 0:48 - 16.58 MB - 1280x688 px November 1st, 2009 @ 2:43 pm Sarah Michelle Gellar - Cruel Intentions - 2.mp4

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Cruel Intentions

Reese Witherspoon

Reese Witherspoon stepping down into a pool while wearing a green bathing suit - as she steps back out we see it cling to her butt. From Cruel Intentions.

Sexy 0:18 - 6.38 MB - 1280x688 px November 1st, 2009 @ 2:42 pm Reese Witherspoon - Cruel Intentions - 1.mp4

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Cruel Intentions

Sarah Michelle Gellar

Sarah Michelle Gellar wearing a see-through shirt that comes up as she struggles with a guy on the floor, and we get to see her breasts in her bra. Hi-res DVD capture of a deleted scene from Cruel Intentions.

Sexy 0:35 - 8.25 MB - 624x352 px December 7th, 2002 @ 3:45 pm [email protected]

More [+]
Cruel Intentions

Sarah Michelle Gellar

Sarah Michelle Gellar reclining in a chair and almost giving us a look at her right breast as it comes close to peeking out from her bra. Also includes a nice cleavage shot as she stands up to walk away. Hi-res DVD capture from Cruel Intentions.

Sexy 0:38 - 9.04 MB - 704x384 px December 5th, 2002 @ 7:42 pm [email protected]

More [+]
Cruel Intentions

Sarah Michelle Gellar

Sarah Michelle Gellar teasing a guy by removing her jacket to expose some very nice cleavage in a bra as she makes a sexy wager with him. Hi-res DVD capture from Cruel Intentions.

Sexy 0:48 - 11.32 MB - 704x384 px December 5th, 2002 @ 7:41 pm [email protected]

More [+]
Cruel Intentions

Reese Witherspoon

Reese Witherspoon stepping down into a pool while wearing a green bathing suit - as she steps back out we see it cling to her butt. Hi-res DVD capture from Cruel Intentions.

Sexy 0:18 - 4.35 MB - 704x384 px December 5th, 2002 @ 7:40 pm [email protected]

More [+]
Cruel Intentions

Reese Witherspoon

Reese Witherspoon kneeling down in a tight pink dress that hugs her lovely breasts as a guy approaches and kisses her before she pushes him away. Hi-res DVD capture from Cruel Intentions.

Sexy 1:29 - 20.93 MB - 704x384 px December 5th, 2002 @ 7:38 pm [email protected]

More [+]
Cruel Intentions

Sarah Michelle Gellar

Sarah Michelle Gellar in a low-cut dress receiving a shoulder rub as she rubs her backside into the guy and gets him excited. Hi-res DVD capture from Cruel Intentions.

Sexy 1:39 - 23.35 MB - 704x384 px December 3rd, 2002 @ 8:00 pm [email protected]

More [+]
Cruel Intentions

Sarah Michelle Gellar

Sarah Michelle Gellar and Selma Blair in one of the most famous on-screen lesbian kisses - lots of tongue and very sensual. Hi-res DVD capture from Cruel Intentions.

Sexy 1:02 - 14.61 MB - 704x384 px December 3rd, 2002 @ 7:58 pm [email protected]

More [+]
Cruel Intentions

Reese Witherspoon

Reese Witherspoon almost showing us her breasts while underneath a guy in a very steamy sex scene. Hi-res DVD capture from Cruel Intentions.

Sexy 1:04 - 15.06 MB - 704x384 px December 3rd, 2002 @ 7:55 pm [email protected]

More [+]

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