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* BribingTheHomeless: In one episode, Jack accidentally donates Karen's Chanel slingback pumps--her favorite shoes in the world--to a clothing drive. Karen heads to a shelter to get them back, but only finds one, while a homeless woman picks up the other. Karen offers "five"--as in hundreds--for it and starts counting out bills, but then overhears the homeless woman gratefully murmur that five ''dollars'' will mean the world to her. In a rare moment of conscience, Karen [[JerkassRealization realizes how cruel she's being]] and gives the woman the original amount anyway.
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** Jack is incredibly hurt when he overhears Will explaining that he doesn't want Jack to be a member of his gym because Jack is;
-->"Will": ...such a fag!
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* TheUnseen: Stan Walker. Most of him is unseen, but his feet and hands do come into view. As with most off-screen sitcom characters, Stan is defined by a single attribute: in this case, his obesity.

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* TheUnseen: Stan Walker. Most of him is unseen, but his feet and hands do come into view. As with most off-screen sitcom characters, Stan is defined by a single attribute: in this case, his obesity.obesity (although he is actually the sole character universally liked by everyone).
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-->'''Karen''': It's the oldest story in the world. Girl meets boy, boy says "Want to do a fetish film?". Girl says "Nude?", boy says "No", girl says "How much?" and the next thing you know you're wearing the maid's outfit and whipping the old guy".
-->'''Grace''': Yes Karen, that IS the oldest story in the world.
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** Grace is aghast that her handsome husband Leo will be spending months in the jungle with his friend Dr Morty, not a "Crotchety old Jew" as she had assumed by the name but played by the beautiful Nicolette Sheridan:
-->'''Leo''': (shrugging) Yeah, she's not really my type.
-->'''Grace''': Oh please, she's EVERYBODY'S type! I'D do her!
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* MiseryPoker: Will and Grace have been known to engage in this, complete with actual poker metaphors, while arguing over whether it's harder to be an openly gay man or a Jewish woman.
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* MassiveMultiplayerScam: Grace cheats at cards but it's Will whom their friends accuse of cheating. This leads to an intense confrontation. A teary-eyed Grace confesses, only to find out that the whole fight was staged.
-->'''Will:''' [[DoubleEntendre Come on, Grace, everyone knows that four Queens beats a Straight]].

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