Futurama (1999)
0 plot holes in season 4 - chronological order
Starring: John DiMaggio, Katey Sagal, Tress MacNeille, Billy West, Lauren Tom
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Continuity mistake: When Fry falls into the cryogenic chamber his whistle drops right next to the chair. When it cuts, the whistle is gone. (00:01:50)
I, Roommate - S1-E3
Trivia: Bender's apartment number is 00100100 which, on the ASCII chart, is a Dollar sign. (00:05:35)
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Answer: Yes Leela knew from early on that Fry had feelings for her. They were pretending to be a couple in 'A Flight to Remember' from season 1 and Fry tried to get on dates with Leela ever since. She just didn't show signs of the feelings maybe being mutual before some of the later episodes.
Andreas[DK]