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“We went out for drinks the first night,” he says, “and I hit on her. She, was like ‘No, no, no—I don’t want to make it awkward.’ I was like well, whatever, so we kept on drinking, dancing, and having fun.” Riccardo later learned he’d made a critical error.

Usually, I end up with people who silently stare at their i Phones or foreign tourists who can only say “Hello! ” But on this particular Friday night, my driver pulled up to a bar, and in slid a guy I’ll call Rideshare Richard.Your guest is already committed to coming home with you, so why risk the old fashioned approach?His friend later advised him on a more direct strategy.“Come, get in my bed,” he’ll say, just as his guest is preparing to hit the sack.At first, Riccardo could not believe it was that simple. “I’m going to sound like such a jerk just telling them.” But he tried it on his next guest and bingo.Over the next 25 minutes, I learned that he was a lawyer, single, lived in Brooklyn Heights, and wanted my phone number.

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