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Both used fake names. Though Steve later provided documentation to prove he was an active user of the site, he lied about a number of personal details. We have not been able to reach her for comment. Toronto Life takes full responsibility for the errors. Apologies to our readers. She discovered that her looks—bright blue eyes, perfect breasts, prairie-flat stomach—were her ticket to modelling gigs and bit parts in TV shows, but the work was sporadic and paid poorly.
Two years ago, she moved to Toronto, looking for more opportunities. Over the past decade, many such websites have launched, helping women negotiate gifts, allowance, tuition, mentorship or simply a night out, in exchange for their companionship and, often, for sex.
She referred to her date as her sugar daddy and to herself as his sugar baby. Olivia liked the idea of a rich man helping her with her career, telling her the secrets of how he became so successful, and pushing her life in the same direction. Plus, she wanted to have fun. She put her profile up on SeekingArrangement. Another was married. 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.
For their first meeting, he booked a room in the Trump hotel. He was not especially handsome, but he was well-groomed. They had drinks together in the hotel room and he quizzed her about her goals and interests. There was no sex, no physical contact. At the end of the night, he gave her his number. She tells me she has a powerful intellectual attraction to him. She likes that he wants her for more than her body. For the most part, he decides when they meet.
Sometimes they have sex—good sex, sometimes with another woman, or two—but often they just grab dinner, or meet up for a drink, or talk long into the night. 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. To the people who call themselves sugar daddies and sugar babies, the word primarily connotes a lifestyle: an exclusive club for no-strings couplings.