In " The Beast with a Billion Backs " Fry tries following Yivo 's advice to find love closer to home, and after being rejected by Leela, he immediately goes to Amy before being reminded that she's with Kif. In " Into the Wild Green Yonder ", Amy's father insults her, saying that she wears sweat suits to hide her "big fat butt".
In " Proposition Infinity ", Fry again poses as Amy's boyfriend to deceive her parents , who keep her locked on their ranch to keep her away from Bender. In " Reincarnation ", Bender asks Fry if he has "tried gettin' [Leela] pregnant" and Fry says that "[he's] tried an' tried, but, so far, [he] only got Amy pregnant". After Fry gets sprayed with male butterfly pheromones, he becomes irresistible to Amy and Leela, due to the effects of the nectar has on them. This inspires them to quit using the substance, and Amy loses interest in Fry. From The Infosphere, the Futurama Wiki. So while they're towin' us, you wanna do it?
In " Parasites Lost ", Fry becomes infected with symbiotic "parasites" which enhance his muscles and intelligence, allowing him to attract Leela's romantic attention. However, fearing that Leela was attracted to him only for his worms, he rids himself of them in a failed bid to begin a genuine relationship.
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In " Time Keeps on Slippin' ", Fry moves the stars to write a love note to Leela, but the message is blown up before she can read it. In the final episode of the initial run, " The Devil's Hands are Idle Playthings ", Fry trades hands with the Robot Devil in order to compose an opera about Leela in which they fall in love.
When Fry returns the Robot Devil's hands to prevent him from forcing Leela to marry him, the opera deteriorates, causing the audience to leave. Fry sadly walks off the stage. Leela is the only one who remains behind, asking Fry not to stop because she wants to hear how it ends. He picks up his holophonor and composes a crude ending in which the stage-Fry and stage-Leela share a single kiss. In the film Futurama: Bender's Big Score Leela falls in love with a seemingly perfect man, Lars, and they soon become engaged.
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However, Lars leaves Leela on her wedding day explaining later that as a time paradox he is doomed, and that he wouldn't marry her only to have her lose him soon after. Through this he then reveals that he is in fact the time paradox of Fry, who had undergone physical changes due to an explosion and become more mature through 12 years of age and experience.
At the end of the film Futurama: Into the Wild Green Yonder , Leela openly admits to loving Fry, and they commence an openly romantic relationship from the episode " Rebirth " onwards. In " The Prisoner of Benda " they have "sex", albeit in differing bodies. The on-again, off again nature of their relationship causes Leela to leave Planet Express and Fry in " Overclockwise ", however by the end of the episode, Leela returns to Planet Express and seemingly reunites with Fry.
Bender reveals to both Fry and Leela their "ultimate fate" that he learned while he was overclocked. The audience is never shown the contents, but through their facial expressions it is clear that while the journey for them may be bumpy, Fry and Leela will ultimately end up happy. In later episodes, such as " The Butterjunk Effect " and " Fun on a Bun ", Fry and Leela are shown to be in a relationship, though the events of the series precipitate frequent arguments and breakups.
These issues are usually resolved within the episode, leaving Fry and Leela still together at the end. During the series finale " Meanwhile ", Fry decides that it is time for him to propose to Leela. Wanting the moment of his proposal to last longer, he steals Professor Farnsworth's time machine remote that turns back time every 10 seconds.
When Leela is late, he thinks she has rejected him and attempts suicide by jumping off the building; he sees her arriving just in time, however, and presses the reset button over and over again to keep from hitting the ground. He accidentally breaks the remote and freezes time, leaving himself and Leela as the only unfrozen beings in the universe.
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Leela accepts Fry's proposal, and they have a long, happy marriage. The Professor shows up during one of their anniversaries and repairs the time machine, but informs them it will reset their lives, leaving them with no memory of the lifetime they spent together. Fry asks Leela if she wants to go around again with him, and she replies that she does.
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But they are apparently still married in the video game Futurama: Michelle voiced by Kath Soucie in the first appearance, Sarah Silverman in the second appearance is Fry's on-and-off girlfriend from the 20th century. Shortly before Fry is frozen, she dumps him for a man named Constantine called Charles in " The Cryonic Woman " , whom she later marries. They eventually split up, and she decides to freeze herself to try again in the distant future.
She wakes up in , meets Fry again, and restarts her relationship with him. However, she fails to fit into the 31st-century life to which Fry has become so accustomed, and so asks him to freeze himself with her for another thousand years.
This plan fails, as does the rekindled relationship, so Fry leaves her. She later is shown in a limousine with the recently unfrozen Pauly Shore. In the episode " Proposition Infinity ", she is again shown with Pauly Shore, and the implication is that they are now married. During a trip on the luxury starliner Titanic , Amy Wong passes Fry off as her boyfriend to avoid being set up by her parents with an unattractive potential husband. The staff discovers that the robot Fry hit with a car looks almost exactly like Bender.
Getting in the Xmas Spirit. The Planet Express Staff decorates the office for Xmas. However, Leela isn't as happy for Xmas because of her past as an orphan. Fry begins to feel nostalgic for 20th century Christmases and the Crew tries to cheer him up by cutting down a modern-day Xmas tree. The crew is sent to deliver pillows to a hotel on Stumbos 4, a high-gravity planet.
Leela takes the Professor, Fry, and Bender to register to vote.
The Trial of Zap Brannigan.