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Blind date - clever questions to find out his obscure background?

Asked by longtresses (1334points) October 12th, 2010

A man a few years older.
Works in art/film and says he is good at what he does.
Says he’s a workaholic, with Friday nights working on projects.
Says he has 6-figure income.
Doesn’t smoke, doesn’t drink, doesn’t do drugs.
Is on a dating website—even though he works in film?

Onto the coffee blind date. What are some clever ways to find him out?

He sounds too good to be true.

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