- "Killed? In an atomic blast? No, sir, I'm afraid I don't take much solace in the fact that the implosion trigger functioned perfectly."
- ―Mildred Fry (receiving news that Enos has died)
Since she was never married to either Enos, Philip, or (as far as we know) any other member of the Fry family, and her maiden name is not mentioned, it's only for nomenclature purposes that she is called "Mildred Fry" in the wiki.
She is the paternal great-grandmother to Philip J. Fry II.
After her grandson traveled into the past, a series of events transpired, ultimately leading to Mildred having an affair with her grandson and conceiving her son Yancy.
In 1947, Philip I encountered her as waitress in a diner at an army base in Roswell, New Mexico when he, Leela, Bender, Dr. Zoidberg, and Professor Farnsworth traveled back in time. Philip was struck by her beauty until he learned who she was and changed his perspective.
After receiving word Enos was killed in a house that turned out to be a test site for an atomic bomb, she was consoled by her grandson who Mildred felt reminded her deeply of Enos (unaware that Philip I was her own grandson) and asked if he would walk her home.
Once there, she grieved over her fiancée and immediately began flirting with Philip I, making him uncomfortable. In an effort to distract Mildred, Philip I asks her to make him sugar cookies to cheer her up, but Mildred, refusing to be deterred, rips open the top of her dress and thrust her bra covered breasts at him after seductively asking "How about these cookies, sugar?". Philip I was hesitant about having sex with Mildred, but got over it, incorrectly reasoning that since he still existed and Enos was dead, Mildred wasn't actually his grandmother. Before he could finish his sentence, Mildred quickly kissed him and the two had unprotected sex on the couch which soon moved to the bedroom. As a result of sleeping with Mildred, Philip I conceived his father and became his own grandfather. This act also made his father inbred since his parents were direct relatives.
The next morning, Philip I learned from Professor Farnsworth that Mildred was really his grandmother and pointed out as Fry saw that Mildred was acting like his grandmother in his own time. She suddenly wore reading glasses and was hard of hearing. Horrified, Philip I asked if Mildred was in fact his grandmother who his grandfather was before Hubert told him that in sleeping with her it made him his own grandfather. This disgusting act freaked him out and he went about screaming and running around uncontrollably.
Mr. Gleisner┬Mrs. Gleisner Enos Fry┬Mildred Fry │ │ Mrs. Fry───────────┬─────────────────────────────Yancy Fry, Sr. │ ┌─────────┴───────────────────┐ (?)┬David Farnsworth │ │ │ Turanga Leela─Philip J. Fry I Yancy Fry, Jr.┬Unnamed wife │ │ Philip J. Fry II┬Njörd(?) │ │ │ (Many generations) │ │ │ Grandma Farnsworth(possibly) │ │ │ +───────┬────────────+ Ned Farnsworth┬Velma Farnsworth │ ┌───┴─────────────┐ (?)Ogden Wernstrom────┬────Mom────┬─────Hubert J. Farnsworth Floyd Farnsworth │ │ │ ┌───┴────┐ Igner Cubert J. Farnsworth │ │ (clone) Walt Larry
- Philip I's affair with Mildred was a likely reference to a parody country song I'm My Own Grandpa, where the singer recounts a complex family tree only to say at the end he somehow married his own widowed grandmother.
- The food Mildred serves in her job as a waitress includes chili dogs, and a pie with a fried egg on top. It does not include mead, paella, injections of femi-slim and types of Soylent Green, soylent orange and soylent coleslaw (as requested by Hubert and Leela).
- It is never explained why Mildred aged over just one night as the Planet Express crew were too distracted by the incest and had not mentioned Mildred's aging predicament, but it may be due to the timeline changing. It is possible that due to a distortion in the space-time continuum, only Philip I had perceived her this way. It's also possible that her rapid aging was simply a figment of Philip I's imagination.
- It would seem that Yancy Sr. takes more after his mother, as both of his fathers (Enos and time travelling son Philip I) both possess orange hair while Mildred has brunette hair, a trait that was passed down to her son.
- Because of her and Philip I's affair, all direct members of their family are now descendants (minus Mildred and Mrs. Fry) of Philip I but most of them (Yancy Fry Sr. & Yancy Fry Jr., Philip J. Fry II, Floyd Farnsworth, Professor Hubert J. Farnsworth, Cubert J. Farnsworth, and Igner) do not suffer from the lack of delta brainwaves like Philip I does.
- Another result of her and Philip I's affair, Yancy Fry Sr. is also his own grandfather, due to Philip I being both his son and father.
- Mildred and Philip I's affair also caused the Philip I to be both Professor Farnsworth's distant uncle, as well as his distant grandfather. This is because Hubert is a distant grandson to Yancy Fry Jr, and Philip I is both Yancy Fry Jr's brother, and his grandfather.
- Due to the affair, Mildred became the paternal great-grandmother of her son.
- In many episodes where Mildred and Philip I's affair is mentioned, Philip I has a different reaction to the encounter. There is one moment where he told the Nibblonians that he is proud of doing "the nasty from the past-y" with his grandmother. The second is when the professor mentions the benefits the Forwards Time Machine has to offer such as stopping oneself from sleeping with his own grandmother and Philip I stating that he wouldn't do that again.
- Due to Philip I and Leela's marriage in "Meanwhile", Mildred Fry is the in-law family member to the Turanga family (alongside with her fiance, Enos Fry; her son, Yancy Fry, Sr.; her daughter-in-law, Mrs. Fry; her older paternal grandson, Yancy Fry, Jr.; her paternal granddaughter-in-law #1, Unnamed Wife of Yancy Fry, Jr.; her paternal-paternal great-grandson, Philip J. Fry II and her in-law family, Mr. and Mrs. Gleisner).