Number 3: ‘Through the Looking Glass’ (Season 3, Episodes 22 and 23)
This two-part episode, the Season 3 finale, was another heavy hitter.
Killing off one of the most beloved characters of the first three seasons — Drive Shaft bassist Charlie of “You All Everybody” fame — was one of the saddest and most dramatic deaths on the show. In his final moments, he gave Desmond a warning: “Not Penny’s boat.”
But what really set this episode over the edge was that it left us with that shocking final scene explaining that what we previous assumed were flashbacks of a bearded, alcoholic, Jeep-driving Jack were actually flash forwards — to after a successfully escape from the Island. He famously pleaded with Kate to return to the Island, giving us one of the show’s most iconic lines: “We have to go back!”
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