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Judge Lyle Frank ruled that Marianne Flippo, a 49-year-old widow who spent nearly $6 million on services from male escort Greggory Starr through Cowboys 4 Angels, cannot recover her money. The judge stated that Flippo did not prove she was coerced and that the audio recordings show her willingly agreeing to the contract. Flippo’s lawyer claims Starr moved the funds to Dubai, but Starr’s lawyers argue this is just an overseas vacation and that there is no evidence of fraud or concealment.
Written locally by qwen2.5:14b on 2026-10-04,
using this article's own text rather than the other coverage of the
same event (that is the story summary below).
Story summary
Marianne Flippo, a 49-year-old widow of Chad Flippo, the inventor of Roblox, lost a lawsuit against Greggory Starr, a male escort she hired through Cowboys 4 Angels. Flippo claimed Starr coerced her into opening a joint bank account and transferring nearly $6 million, including over $1 million to an offshore Middle Eastern account. However, on October 29, 2023, Justice Lyle Frank ruled that Flippo knew what she was getting into when she entered the arrangement with Starr. The judge dismissed her claims of coercion and fraud based on audio recordings showing Flippo's voluntary agreement to the contract. Starr will keep the $6 million transferred by Flippo during their two-year relationship, which began after Chad Flippo’s death in August 2024.
Written for “Male Escort Legal Victory” on 2026-10-05,
grounded in this article and the 0 other(s) covering the same event.
Why this leaning score
The model judged this article politically coded and scored it +0.65, but 1 quote(s) could not be found in the article and the other 2 are attributed speech rather than the article's own narration, so the score is not published.
Written under an earlier scoring contract, which gave a paragraph
rather than checkable quotes. Re-analysing this article replaces it.
Leaning score withheld for article 55964: no verified evidence · logged 2026-10-04
A love-starved Big Apple widow who plunked down nearly $6 million for the services of a male escort knew what she was getting into and won’t be getting her money back, a New York judge has ruled.
asserted
judge → starve → money
Marianne Flippo, 49, sued hunk-for-hire Greggory Starr claiming he coerced her to open a joint bank account after hooking up with the gigolo through an escort service and scammed her out of the money, including transferring more than $1 million to an off-shore account in the Middle East.
asserted
he → sue → East
But in a two-page ruling released last week, Supreme Court Justice Lyle Frank ruled that the lonely widow “failed to establish entitlement to the relief sought,” and “failed to demonstrate irreparable harm.”
asserted
widow → release → harm
“The allegations in the complaint involve a contract, to which defendants have submitted audio recordings of what appears to be plaintiff’s knowing and willing acknowledgement of the contents thereof,” he wrote.
asserted
he → involve → contents
Flippo, the widow of Chad Flippo, the inventor of the game “Roblox” who died in August 2024, hooked up with Starr through the male escort service, Cowboys 4 Angels, starting a two-year fling.
asserted
who → die → fling
In court papers, the widow claimed the escort service and the gigolo siphoned millions from her during the steamy affair — which Starr described as true love in court papers.
asserted
Starr → claim → papers
The chiseled gigolo, who underwent extensive plastic surgery to achieve his icy stare and sculpted abs, according to graphic videos, even said the two talked of marriage.
uncertain
two → undergo → marriage
But Flippo claims it was all a scam.
uncertain
it → claim → ?
“I now realize I was foolish,” a mortified Flippo wrote in her Manhattan Supreme Court filing.
asserted
Flippo → realize → filing
Flippo’s lawyer, Larry Hutcher, said at a court hearing last month that Starr fled to Dubai with his client’s cash, a claim the 38-year-old escort claimed was just an overseas vacation.
uncertain
escort → say → claim
In a statement Sunday, his lawyers, Jeremy Feigenbaum and Todd Spodek, hailed Frank’s decision.
asserted
lawyers → hail → decision
“The ruling confirms what we have said from the outset: moving funds between accounts bearing Gregg’s own name is not concealment, and suspicion is not a substitute for evidence,” they said.
asserted
they → confirm → evidence
“The Court rejected the effort to turn an ordinary paper trail into something sinister,” the attorneys added.
asserted
attorneys → reject → something
“Two consenting adults entered into a bona fide agreement, and a later change of heart does not erase the legitimacy of either the relationship or the contract.”
asserted
change → consent → relationship
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