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Discussions about the money were explicit but what it would buy him was never directly stated.

Accelerated by the anonymity of the internet, sugar-dating is a variation on “escorting,” that practice formerly advertised at the back of New York magazine and the now-defunct Village Voice newspaper. Fowles hesitated at first, but she convinced herself that sugar-dating would result in her having something of a regular relationship with an older man who would pamper her with an allowance.

She sent Ron a few pictures of the friend, the three of them got on the phone, and then Ron and the friend spoke directly. Fowles’s choice, near the Jay Street-Metro Tech subway station in Downtown Brooklyn. “My last sugar baby took care of all the details which took pressure off of me,” he told her. After his request for a massage (they said yes) and then a request for another go-round (they said no), he bid them adieu.“‘I’ll text you about next time,’” Ms. It wasn’t until she got on the subway and looked at Pay Pal that she saw her payment request had been ignored. Fowles had another friend who was curious about sugar dating and who happened upon a profile on Tinder that caught her eye. His profile said that he was a “sugar daddy seeking arrangement.” (The friend requested that her name not be used in this article, on the advice of a lawyer representing her as plaintiff in an unrelated case against a man she met on a dating app.)The friend took a screenshot of the Tinder profile and texted it to Ms. After discussing the drama, the two women decided to take advantage of the unusual circumstance. After a quick private message exchange, he suggested they speak on the phone. (The woman who took part in the rendezvous with Ms. Fowles called him on the number that was included on the bio.“Recognize my voice? Fowles said, addressing Jay by his real name.“His voice got really high-pitched,” she said. “I was drunk and I left a message asking for my money” that was spent on the hotel room, she said.

They picked a date, a Tuesday afternoon at the end of March. He said he wanted to meet midday, in between a lunch meeting and a dinner meeting. “She was like a personal assistant.”He also told Ms. Fowles, who immediately recognized the backstory that the man who hoodwinked her had used on Seeking Arrangement.“Oh, I have a story to tell you! The number he gave her was the same number for Ron, Ms. They had a conversation and he gave her the same story: Ron was his real name, he was an investment banker at Bain and he had a long-term arrangement with a young woman that had enabled her to enroll in graduate school in Michigan. Fowles headed to her friend’s place in Windsor Terrace. They quickly found that the man had been an employee of City Hall and was now a student in a New York University program that is in Brooklyn, near the Jay Street-Metro Tech subway stop. He is not an investment banker (nor does he work at Bain, the management consultant firm). Fowles at the Aloft hotel, who wanted her name withheld for privacy, confirmed that the man pictured on an N. “He said ‘wrong number.’ I said, ‘You had me pay for the hotel room, and I really need that money.’”She said he hung up on her. Fowles messaged Sherrod Small, a comedian she had met after a show at the Stand, a comedy club. Small was a host of a podcast, “Race Wars.” Did he need another guest, she asked him? She recorded the podcast that day, one of five guests who bantered and told stories. Fowles first shared a story about how one of her college roommates had been murdered. The Times contacted Ron, who requested not to be quoted by name.

(He liked that hotel, she said, because you can book a room online and then check in at an unmanned electronic kiosk.) “It was very natural and it felt like a normal hookup, except he gave me money after,” she said. She went back onto the site and soon received a message from a man who said his name was Jay and that he was an investment banker at Bain.

“If you are interested in being spoiled, I have a very generous allowance and it would be a once a week thing,” he wrote to her, according to Ms. He included a mobile number and requested that they speak.

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