Fairly Decent Proposal
Season 4Episode 9Nov 15, 1999

While vacationing in Las Vegas with Malcolm and his new girlfriend, Eddie can't resist the lure of the crap table. But when his lucky streak turns unlucky to the tune of $50,000, he has no way to pay his debt, until a wealthy female offers to cover his losses on one condition—that she gets to sleep with Malcolm in return.
Fairly Decent Proposal has aired on Nov 15, 1999
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