Season 2, Episode 17, Old Money
The Simpsons: Grandpa Simpson falls in love with Bea Simmons, a fellow resident of the Springfield Retirement Castle. During the course of their brief romance, Bea passes away and leaves Grandpa her entire savings, $100,000. Grandpa decides to give the money to charity but can't decide which one is worthiest, but when he can't decide, Grampa heads for a casino to gamble it away.
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