I am a 46-year-old straight male who decided to check out the escort scene after ending a long-term relationship. I went up to Vancouver, B.C., on vacation and met a 23-year-old escort and fell madly in, well, something. She is my picture of a perfect woman, very romantic and a good conversationalist. I was totally smitten. I haven’t been able to get her out of my mind and can think of nothing else.
“Odds are 100 to 1 against this leading to anything. But he should tell the girl how he feels. She’ll probably tell him this is just business for her or say she’s already involved with someone. But he’s got nothing to lose by telling her.”
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Amy was too polite to say anything about your age or your mental state at the time you visited Vancouver, so I will: You’re 46, you just got out of a long-term relationship, and the escort you hired was half your age. You probably weren’t in your right mind when you met her, and if you harbor fantasies about this 23-year-old falling in love with you, you’re still not in your right mind. By all means, call her and tell her how you feel, but don’t expect a profession of love from her in return.
The hardest part of running an escort agency these days is finding escorts. “Expect a high turnover,” warns Jimi. “Many escorts nowadays prefer to be self-employed rather than turning up to 50 percent of their earnings over to an agency. You’ll have to provide some special service to your escorts in exchange for your commission.”
Mistress Matisse doesn’t recommend coming out at work or to your family. “Unfortunately, her fears are not unrealistic, even in a country that elected a porn star to parliament. If she thinks her fami-ly would freak, she shouldn’t tell them. With friends, test the waters. Tell them you’re researching a story on sex workers and see how they respond. With lovers, tell them only if you think the relationship is really going somewhere.” But even in situations where you can’t come out about your past you don’t have to bite your tongue. “If someone says something you don’t agree with about sex, tell a little bit about your sexual experiences without mentioning the context. If they ask you for details, smile mysteriously and refuse to say more. Ditto for the sex business–air your opinions without telling how you came by them.”
