A wealthy widow of a Roblox programmer has filed a lawsuit accusing a New York City escort of scamming her out of $6 million. Marianne Flippo, 49, alleges that Greggory Starr, 38, exploited her grief and medical vulnerability following the death of her husband, Chad Flippo, to extract the funds for an "exclusive" relationship.

Flippo's lawsuit, filed in Manhattan Supreme Court, claims Starr enacted a "ruthless plan to steal millions of dollars" while she was in a weakened state. According to the complaint, Flippo was on strong painkillers after surgery and grieving the loss of her husband of 28 years when Starr convinced her to pay his agency millions to end his contract and become her exclusive partner.

The relationship began after Flippo paid $27,000 to the male companion agency Cowboys 4 Angels (C4A) for Starr's translation services during a trip to Italy in December 2024. Flippo stated she was unaware C4A was an escort service and hired Starr solely for assistance on her trip. Starr, an Italian speaker, was initially assigned his own room, and Flippo reportedly turned down his advances as she was still mourning her husband.

After returning home, Flippo claims C4A employees, including Starr and his agent Bridget Collins, contacted her, saying Starr missed her. Sensing her vulnerability and awareness of her wealth, Starr "began to worm his way into her life," the suit alleges. He reportedly convinced her to continue paying C4A for more time with him, including wiring $150,000 for him to date her exclusively.

Flippo's lawsuit details the ongoing emotional manipulation and dependency Starr allegedly fostered. The situation escalated in early 2026 when Flippo underwent surgery and was prescribed strong medication, including gabapentin and codeine. Combined with her Ehler-Danlos syndrome, a condition affecting connective tissues that increases sensitivity to medication and alcohol, this left her in a "compromised mental state."

It was during this period that Collins allegedly informed Flippo that it would cost $10 million to free Starr from his contract with C4A. In February 2026, while on a trip to Atlanta to visit Starr's mother, Flippo claims Collins and her assistant appeared unannounced. During a lunch meeting, Starr and Collins allegedly pressured Flippo to drink alcoholic beverages, despite knowing she was on medication that contraindicated alcohol consumption. The lawsuit states that after she became "mentally incapacitated" due to the influence of medication and alcohol, Starr and Collins presented an "Exit Agreement" for $5.95 million.

Flippo states she only signed the agreement under duress and coercion, believing it was necessary to be with Starr. However, her attempts to transfer the $10 million were flagged by her banks as potential fraud. Starr then allegedly insisted she open a Charles Schwab account, through which she made a series of transfers totaling $5.95 million in May and June 2026.

Represented by attorney Larry Hutcher, Flippo now seeks to void the Exit Agreement and recover the $5.95 million. She claims the $10 million fee was unnecessary and part of an elaborate scam to take her money. Starr and C4A have not yet responded to requests for comment.