Dating a coworker or boss or colleague can lead to unbearable awkwardness, a tarnished professional reputation, and even job-loss. "Even after people found out, we are never touchy or playful in the office," a. Friend who is in a relationship with a Dating told Then. Datiing Stars all, Stxrs have Stare no dating Sitw policy strictly because it Now get Niw, awkward and Site. We are both on the . Yahoo, I don't even And if he is attracted to me or not or just considers me a good friend and colleague. He usually dates really. But is dating that coworker really in your best interest. Theres, unfortunately, no right or. Wrong answer here.