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You never have?

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Kissing A Fool (1998)
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Kissing a Fool (1998)
Kissing a Fool (1998) In 'Kissing a Fool,' writer Jay Murphy and womanizing sportscaster Max Abbitt have been best friends
1 1
Description: In 'Kissing a Fool,' writer Jay Murphy and womanizing sportscaster Max Abbitt have been best friends since childhood. Jay introduces his editor, Samantha Andrews, to Max, and they quickly become engaged. Max, fearing commitment, asks Jay to test Samantha's fidelity by attempting to seduce her. As Jay and Samantha spend more time together, they develop feelings for each other, leading to complications in their relationships. The film explores themes of love, trust, and friendship.

Cast:
Max Abbitt: David Schwimmer
Jay Murphy: Jason Lee
Samantha Andrews: Mili Avital
Linda Streicher: Bonnie Hunt
Natasha: Vanessa Angel
Dara: Kari Wuhrer
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