Supernatural

Season 5, Episode 7

Episode Title: The Curious Case of Dean Winchester

Air Date: 2009-10-29

Overview:

Sam and Dean discover 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 bag for their survival.