Episode 5x07 "The Curious Case of Dean Winchester"
Sam (Jared Padalecki) and Dean (Jensen Ackles) discover a witch (guest star Hal Ozsan) is running a high-stakes poker game where the currency is life years vs. money. Bobby (Jim Beaver) 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 bag for their survival. Robert Singer directed the episode with teleplay by Sera Gamble and story by Sera Gamble & Jenny Klein.
Source: CW
Source: CW
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