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Olivia’s friend usually got a nice dinner, bottles of champagne and cash. Many just wanted to pay for sex, but she eventually met a wealthy, recently divorced doctor in his early 40s who kept a small roster of sugar babies.
She referred to her date as her sugar daddy and to herself as his sugar baby. For their first meeting, he booked a room in the Trump hotel. She tells me she has a powerful intellectual attraction to him.
For many sugar daddies, the idea of hiring a prostitute is unpalatable—they don’t like the open acknowledgement that a woman is with them for the money or that she is, very possibly, faking her sexual pleasure. They often like to see themselves as the white knight—the guy who makes it possible for a young woman to go to school, get her dream job or experience a chic lifestyle that would otherwise be unattainable. Sugar daddies have been around probably as long as the world’s oldest profession.
The term gained modern-day traction with the 2002 publication of a popular how-to book by Leidra Lawson, an Atlanta-based veteran sugar baby, who leads workshops on how to navigate the sugar world and appears at sex conventions and conferences.
Two years ago, she moved to Toronto, looking for more opportunities.
Now 25, she’s earning enough to pay her rent but not enough to support the lifestyle she imagined for herself.
Olivia dates rich older men in exchange for gifts and money. In her mind, and in the minds of tens of thousands of other young Toronto women who have struck up similar for-profit relationships, it’s much more than a commercial exchange. Though Steve later provided documentation to prove he was an active user of the site, he lied about a number of personal details.
His wife, Tanya, is a gorgeous 27-year-old Ukrainian.
They met when he interviewed her for an administrative job at Seeking Arrangement.