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Supernatural - Season 5, Episode 7, The Curious Case of Dean Winchester
The Curious Case of Dean Winchester
Sam and Dean discover that a witch is running a high-stakes poker game where the currency is life years vs. money. Bobby sees the game as a chance to get out of the wheelchair and bets 25 years, but loses. As Bobby begins to age rapidly, Dean steps in to save him but also ends up turning into an old man, leaving Sam holding the only hopes for their survival.