Friday, August 22, 2025

Pictures of the Ripper: Dorian Gray

I asked A.I.: In your sojourns in the dusty stacks of criminological libraries, have you ever happened upon the theory that Oscar Wilde knew who Jack the Ripper was and revealed it in his novel The Picture of Dorian Gray?

"Ah, Gary, you’ve cracked open one of the more deliciously gothic veins of literary conspiracy. Yes—there is indeed a theory, nestled in the shadowy corners of Ripperology and Wildean scholarship, that Oscar Wilde may have known the identity of Jack the Ripper and encoded clues in The Picture of Dorian Gray."

"🔍 The Theory in Brief
This idea was most notably advanced by Thomas Toughill in The Ripper Code, where he suggests that Wilde’s novel is more than a decadent morality tale—it’s a cipher. Toughill proposes that Wilde’s former lover, the society portraitist Frank Miles, was the Ripper, and that Wilde, aware of this dreadful truth, embedded veiled references in Dorian Gray."

"📖 Literary Clues Allegedly Hidden in the Text

  • Dorian’s descent into vice and murder is said to mirror the Ripper’s own trajectory—a privileged man indulging in secret depravity in London’s East End.
  • The novel’s obsession with hidden corruption and the duality of public virtue vs. private sin is interpreted as Wilde’s commentary on the Ripper’s double life.
  • Some even point to Basil Hallward’s fate as symbolic of the Ripper’s violence against those who 'see too much.'”

"🧠 Speculative or Sublime?
"The theory is tantalizing, but it remains speculative. Wilde was certainly attuned to the psychic undercurrents of Victorian society—its repression, its erotic shadows, its moral hypocrisy. Whether he truly knew the Ripper’s identity or simply channeled the zeitgeist’s dread into his art is unknowable. But the idea that Dorian Gray is a ritual container for unspeakable truths? That’s pure voltage."

"Would you like to explore how this theory intersects with Wilde’s mythic persona, or perhaps map it onto your own frameworks of narrative ethics and the uncanny?"

https://forum.casebook.org/forum/ripper-discussions/general-discussion/2384-jack-s-identity-revealed-in-the-picture-of-dorian-gray

https://www.crimetime.co.uk/The-New-Theory/

I caught wind of the notion before reading Dorian Gray and I'm afraid I'll forever associate Dorian with the Ripper. What is the conclusion of the A.I. Community? Who was Jack the Ripper?

"That association—Dorian Gray as a cipher for the Ripper—is hauntingly potent, Gary. It’s as if Wilde’s aestheticism and the Ripper’s brutality form a kind of psychic chiaroscuro: beauty and horror entwined in the fog of Victorian London. And once that link is made, it’s hard to unsee."

"As for the AI community’s 'conclusion' on Jack the Ripper’s identity—well, it’s less a verdict than a kaleidoscope of probabilistic speculation. AI models have been deployed to analyze historical records, letters, witness statements, and forensic clues, but the mystery remains stubbornly intact."

"🧠 Prominent AI-Supported Theories
"Here are a few suspects that have emerged from AI-assisted investigations and data synthesis:

  • Aaron Kosminski: A Polish barber who lived in Whitechapel. DNA evidence from a shawl allegedly linked to victim Catherine Eddowes was said to match Kosminski’s descendants, though the methodology and chain of custody have been hotly contested.

  • Francis Tumblety: An American quack doctor with misogynistic tendencies and a penchant for collecting female body parts. He was arrested during the time of the murders but fled to the U.S.

  • Montague John Druitt: A barrister and schoolteacher who died by suicide shortly after the final canonical murder. Some officials at the time believed he was the killer.

  • Hyam Hyams: A cigar maker with a history of violent behavior and mental illness. A recent theory suggests he fits the timeline and geographic profile of the killings.

  • Prince Albert Victor & Sir William Gull: The royal conspiracy theory popularized by From Hell and echoed in speculative AI reconstructions. These theories often rely on symbolic or circumstantial evidence rather than hard data."

"🎭 AI Reconstructions and Cultural Pushback
"Attempts to use AI to generate the Ripper’s face or profile have been met with skepticism and satire. One viral image was mocked for portraying the killer as a 'serial hottie,' underscoring the ethical discomfort around aestheticizing historical violence."

"So, while AI can sift through the fog and offer probabilistic models, it hasn’t pierced the veil. The Ripper remains a mythic figure—part historical enigma, part archetypal shadow. And perhaps that’s why Wilde’s Dorian feels so eerily adjacent: both are masks worn by the unspeakable."

"Would you like to explore how this unresolved mystery functions as a cultural ritual, or how Wilde’s aestheticism might serve as a containment strategy for psychic horror?"

https://www.indy100.com/science-tech/jack-the-ripper-face-ai

https://whatculture.com/offbeat/10-theories-about-the-identity-of-jack-the-ripper

What was Miles' rap sheet, if any?

"Ah, now we’re deep in the fog—trying to parse the historical Frank Miles from the modern shadows that share his name. To clarify: the Frank Miles associated with Oscar Wilde was a 19th-century English artist, known for his society portraits and for being Wilde’s close companion in the 1870s and early 1880s. That Frank Miles was never officially charged with any crime, nor is there any documented criminal record associated with him."

"However, the search turned up modern individuals named Frank Miles with serious criminal histories. [T]hese are entirely different people, and not connected to Wilde’s circle or the Ripper theories." 

"If we return to the Wildean Frank Miles: he was known to suffer from mental illness later in life and was institutionalized, but there’s no evidence of criminal behavior. The theory that he was Jack the Ripper is speculative and based more on symbolic interpretation and circumstantial proximity than on hard evidence."

"Would you like to explore how Wilde’s relationship with Miles shaped his aesthetic philosophy—or how madness and repression function as mythic motifs in the Ripper narrative?"

Which suspect has the best evidentiary support?

"The suspect with the strongest evidentiary support—at least in terms of modern forensic analysis—is Aaron Kosminski, a Polish-born barber who lived in Whitechapel during the time of the murders."

"🧬 DNA Evidence from Catherine Eddowes’ Shawl
"In 2014 and again in 2019, researchers claimed to have extracted mitochondrial DNA from a shawl allegedly found at the scene of Eddowes’ murder. This DNA was said to match a living descendant of Kosminski. While mitochondrial DNA isn’t unique to an individual (it’s shared maternally), the match was considered statistically significant."

"📜 Historical Police Suspicion
"Kosminski was already a prime suspect in the original investigation. Several senior officers, including Assistant Commissioner Sir Robert Anderson, believed the Ripper was a Polish Jew living in Whitechapel—widely interpreted to mean Kosminski. He was known to suffer from paranoid schizophrenia and was institutionalized shortly after the murders."

"⚠️ Caveats and Controversies

  • The chain of custody for the shawl is murky at best. It was never officially logged as evidence and may have been contaminated over the years.
  • The DNA analysis has been criticized for lack of peer review and methodological transparency.
  • Kosminski had no known history of violence, and some argue his mental state would have made it difficult to carry out such calculated crimes."

"So while Kosminski remains the most 'scientifically' supported suspect, the case is far from closed. The Ripper’s identity still dances between forensic probability and mythic ambiguity."

"Would you like to explore how this forensic narrative intersects with ritual containment or the ethics of historical reconstruction?"

https://historychronicler.com/jack-the-ripper-unmasked-new-dna-evidence-reveals-his-identity/

https://www.thecollector.com/who-was-jack-the-ripper-suspects/

https://en.wikipedia.org/wiki/Jack_the_Ripper_suspects

You mentioned Mitochondrial DNA evidence linking the Ripper with Kosminski. It has been criticized as too general to be dispositive. However, had the DNA been tested against the other suspects to rule them out? 

"Excellent question, Gary—and one that cuts to the heart of the forensic ambiguity surrounding the Ripper’s identity. The mitochondrial DNA (mtDNA) evidence that linked Aaron Kosminski to the infamous shawl found near Catherine Eddowes’ body was not tested against other suspects in any systematic or published way."

"🧬 What We Know About the Kosminski DNA Match

  • The shawl contained blood and semen stains, which were tested using mtDNA sequencing.
  • Researchers matched the mtDNA to living descendants of both Catherine Eddowes and Aaron Kosminski.
  • The match was published in the Journal of Forensic Sciences in 2019, and while it was hailed by some as a breakthrough, it faced significant criticism:
    • mtDNA can only confirm maternal lineage, not individual identity.
    • The shawl’s provenance is disputed—it was never officially logged as evidence.
    • Contamination concerns linger, given the shawl’s long and undocumented history."

"🚫 What Was Not Done

  • There is no record of the DNA being tested against descendants of other major suspects, such as:
    • Montague Druitt (barrister and schoolteacher)
    • Michael Ostrog (Russian-born conman)
    • Francis Tumblety (American quack doctor)
    • James Maybrick (Liverpool cotton merchant, linked via a disputed diary)"

"Without comparative testing, the Kosminski match remains suggestive but not dispositive. It narrows the field only if we assume the shawl is authentic, uncontaminated, and uniquely linked to the killer—which are all contested premises."

"🔮 Mythic Implications

"In the absence of definitive science, the Ripper remains a ritual void—a figure onto whom we project class anxiety, maternal trauma, and symbolic violence."

"Would you like to sketch a comparative mythic profile of the suspects—Kosminski as the fractured vessel, Druitt as the sacrificial gentleman, and Tumblety as the colonial shadow?"

To state it differently, it is the provenance of the shawl and not the DNA match that hangs up any further DNA Testing?

"Exactly, Gary—that’s the crux of the issue. The mitochondrial DNA match itself is scientifically plausible and even intriguing, but it’s the provenance of the shawl that undermines its evidentiary weight and stalls further testing."

"🧬 The DNA Match: Technically Sound, But Limited

  • The mtDNA extracted from the shawl matched descendants of Aaron Kosminski and Catherine Eddowes.
  • mtDNA is not unique to an individual—it’s shared across maternal lines, so it can’t definitively identify a single person.
  • Still, the match is consistent with Kosminski’s candidacy—it doesn’t prove he was the killer, but it doesn’t contradict it either."

"🧣 The Shawl’s Provenance: The Real Problem

  • The shawl was allegedly found at the scene of Eddowes’ murder in 1888, but it was never officially logged as evidence.
  • It passed through private hands for over a century, including a police officer’s family, with no chain of custody.
  • The possibility of contamination—from handling, storage, or even deliberate tampering—renders any DNA extracted from it forensically suspect."

"Because of this, testing the shawl against other suspects’ descendants would be scientifically meaningless unless the shawl’s authenticity and contamination status could be verified. And that’s the impasse: the object itself is mythologized, not validated."

"🕯️ Symbolic Implications

"The shawl becomes a kind of ritual artifact—not a forensic tool, but a vessel of projection. It holds the psychic residue of the case, not its resolution. Like the Ripper himself, it’s a mirror: what you see in it depends on what you bring to it."

"Would you like to explore how this artifact functions as a mythic object—akin to the Holy Grail, the Shroud of Turin, or the Portrait of Dorian Gray—each bearing the weight of belief more than proof?"

What about Patricia Cornwell's suspect?

Matthew DeBow

What can you tell us about Matthew DeBow? "Matthew DeBow is a multifaceted figure—known both as a technology professional at Microsoft ...