Futurama (1999)
0 mistakes in The Why of Fry
Starring: John DiMaggio, Katey Sagal, Tress MacNeille, Billy West, Lauren Tom
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Trivia: The robot devil is voiced by Dan Castellaneta, the voice of Homer Simpson.
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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]