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We were at Megu, a pricey Japanese restaurant in Midtown Manhattan, eating perfectly cooked Kobe beef.

My companion, a wealthy finance type, was telling me all about himself and posing questions that suggested he was interested in me.

(Seeking Arrangement skirts the issue of prostitution by promoting the exchange of “intimacy and companionship” for “gifts.”) I took a deep breath and posted my profile, determined to focus on New York–based single men claiming to be worth at least $10 million. (Throughout this article, I’ve changed the names of the men I dated to protect their privacy.) Initially, he drew my suspicion with the cocky, typo-ridden message he sent me on Seeking Arrangement: “i think i maybe waht you r looking for; read my profile and if you r interested drop me a line.wont be disappointed.” Then I saw his net worth—$100 million—and the amount he was willing to spend on a girlfriend: $10,000 to $20,000 per month.

That would be enough to cover my living expenses and leave me with thousands in disposable income.

While sugar daddies pay $49.95 per month for a premium membership (or $1,200 a month for Diamond Club certification, which requires verification of one’s net worth through tax-return data), as a sugar baby I was able to join for free.

I uploaded two photos and listed some general information about myself, and I stated “open, amount negotiable” in the space that asks what you’re looking for.

I was frustrated with my job, which offered little upward mobility, and was thinking about quitting it to pursue my goal of becoming a full-time freelance writer.

Holding me back were my lack of savings and my fear of sacrificing a regular paycheck. So what if I had to tap into my inner geisha to secure a patron?,” I said, but it was getting harder and harder to feign enthusiasm. Barth’s for two weeks, she’s not going to be left behind because she needs to write copy all day to make 500 bucks to pay her cable bill.A girl, if she’s going out a lot with me, cannot be wearing the same thing all the time, so of course I’ll buy her her Louboutins and Gucci handbags.”“That makes sense.”“I don’t want to feel like I’m paying for company, though.The less she asks for, the more she gets.” If his expression could speak, it would have said, “Don’t expect cash, bitch.”“Sounds fair,” I said.But Hank’s last statement felt somewhat threatening.Unsurprisingly, Hank made a move on me, and I kissed him for a split second before withdrawing abruptly. I sensed that he wanted a puppet more than a girlfriend, and no amount of gifts or pampering could compensate for having to deal with such a controlling person.

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