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Fry also fell in love with a Southern-belle-type mermaid named Umbriel, but fled when he discovered the disadvantages of her piscine lower-half ("The Deep South").

Perhaps his most distressing romantic escapade, however, was backstage at the Miss Universe pageant, when he made out with "the radiator woman from the radiator planet", only to be informed afterwards that it was actually just a radiator ("Lesser of Two Evils"), after which he asks the question; "Is there a burn ward within 10 feet of here?". This radiator is seen sitting next to many of Fry's past lovers in Fry's funeral in the dream-sequence Episode "The Sting"

He once had a nearly fatal "snu-snu" experience ("Amazon Women in the Mood").

In "Love's Labours Lost in Space", Fry managed to score a date with an unnamed woman from the 21st century at the The Hip Joint, even paying Bender to 'vacate' their apartment for the night, giving him money to "go see a saucy puppet show."

Additionally, Fry carried on a short-lived affair with Morgan Proctor, the bureaucrat that had replaced Hermes Conrad at Planet Express for a brief time, though the affair ended when Morgan removed Bender's personality. ("How Hermes Requisitioned His Groove Back").

In a particularly disturbing twist, Fry ended up going back in time, killing his grandfather and having a one-night stand with his own grandmother (then a 30 something waitress), thus becoming his own grandfather, and hence being infinitely in-bred.

In "Why Must I Be a Crustacean in Love?", Zoidberg visits his home planet (Decapod 10) to mate, Fry helps Zoidberg to get together with a female (Edna) Zoidberg knew previously in order to mate with her. After Edna finds out it was Fry who told Zoidberg to say the things he said to woo her, she becomes infatuated with Fry, going so far as to invite him to her apartment and attempting to seduce him, a la Cyrano de Bergerac. When Zoidberg finds out, he challenges Fry to 'Claw Plaque', a ritual fight to the death. While fighting, the mating frenzy begins and Edna leaves with the king, along with everyone else. After finding out that Decapodians die after mating, Fry and Zoidberg became friends again, despite Fry having lost his arm to Zoidberg's claw.

Many of the women (and the radiator) that he had sexual relations with appear at his "funeral" in "The Sting".

 

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