Fry had a convoluted love life, if his relation with Leela wasn't complicated enough, he also managed the outstanding feat of being his own grandfather.

I lost the count somewhere and his Love life section on Wikipedia seems to be incomplete, as his grandmother is missing.

With how many women beings has Fry been intimate?

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    How could Wikipedia forget that he did the nasty in the pasty? – user1027 Jun 13 '12 at 22:54
  • 1
    @Keen - Would that not be "past-y"? Doing the nasty in a pasty would be messy and inconvenient – Valorum Oct 26 '15 at 9:29
  • @user1027 - Verily! – A. Rama May 15 '19 at 6:48

The Infosphere lists 12 "beings" Fry has had a relationship of some sort with:

  • Leela
  • Colleen: A former peace officer.
  • 21st-century girl: Never named but they went on a date. Her appearance at his "funeral" suggests it was more than just a "date".
  • Morgan Proctor: A bureaucrat who "fraternized" him.
  • Michelle: His girlfriend from the past, who was also frozen and awakened in the future.
  • Ornik: An Amazonian who attempted to snu-snu him.
  • Petunia: Bender's dating service hooked her up on a date with him. Her appearance at his "funeral" suggests it was more than just a "date".
  • Amy
  • Radiator: Fry made out with it thinking it was a "radiator woman from the radiator planet".
  • Yivo: A planet-sized alien from another universe.
  • Mildred Fry: His own grandmother.
  • Umbriel: A mermaid from the lost city of Atlanta.

There are actually a couple more not mentioned in the above list:

  • Lucy Liubot: A robot with the appearance and personality of Lucy Liu.
  • Edna: A Decapodian who was briefly infatuated with Fry.

One more,often overlooked: - The Mayor's Wife: "It sure was nice of the Mayor's wife to have sex with me" Fry upon returning from the Parade Day parade

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  • 2
    is Radiator a "beings"? – DavRob60 Jun 13 '12 at 17:16
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    That radiator sounds hot! – Jack B Nimble Jun 13 '12 at 17:37
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    "Her caviar is on your neck!" – DampeS8N Jun 15 '12 at 3:07
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    @DavRob60 Note that the radiator was also at the funeral! – Andrew Thompson Mar 9 '13 at 13:36
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    I'd suggest adding countless Amazonians to the list, because the final shot of Amazon women in the mood shows Fry and Zapp in pelvic casts and suggests that they indeed did snu-snu quite a lot. – user20155 Sep 23 '14 at 1:12

During Season 4, Episode 12, "The Sting," they show a funeral for Fry, complete with mourners in the back. You see a total of about 5 women sitting back there. His ex-girlfriend that followed him to the future, the woman who took over for Hermes, an Amazonian woman, the old lady that's always smoking, and a 5th that I don't remember. I also know that Fry dated Amy, and, as you mentioned ,his grandmother. So altogether I would go with at least 7 affairs before finally getting with Leela.

Attendees of Fry's funeral

I don't remember his affair with the radiator, but from the image you can see (from right to left)

1) the amazonian's arm 2) the 20th century ex-girlfriend 3) Morgan Proctor (the woman who took Hermes job) 4) someone I don't recognize 5) Smoking woman(was setup with Fry by Bender when his head was attached to Amy's shoulder) 6) radiator

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    Woah woah woah. Spoiler alert. Fry went to the future? – Jack B Nimble Jun 13 '12 at 16:58
  • whoops forgot I needed those. – chcuk Jun 13 '12 at 17:00
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    The 5th was a radiator. – DampeS8N Jun 13 '12 at 17:05
  • Wasn't the fifth a radiator? – bitmask Jun 13 '12 at 17:05
  • not sure as I can't find a good screen shot from this part of the episode – chcuk Jun 13 '12 at 17:10

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