Revealing mistake: In the scene near the beginning where Leela tells Fry and Bender to watch the political debate on television, both of them (Fry and Bender) fall asleep. When Leela "hops" on the couch to wake them up, Bender's arm, despite being behind Leela, can be seen through her white shirt for a few frames.
Futurama (1999)
1 revealing mistake in A Head in the Polls - chronological order
Starring: John DiMaggio, Katey Sagal, Tress MacNeille, Billy West, Lauren Tom
More mistakes in Futurama
Lrr: I am Lrr. Ruler of the planet Omicron Persei 8.
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]