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So, how do you working ladies feel about telling your boss your pregnant? Me: Nervous. Dont know if im pregnant but the one thing looming in my mind is telling my boss when the time comes. Small place of employment so maternity leave doesnt apply to me. Also i have two children (before i came to this workplace) and i know my boss doesnt expect me to get pregnant at all. Im his go to girl so we would have to bring someone on for when im gone. I would work all the way up to delivery if all goes well adn would be back after 4 weeks. But i do worry about losing the job....nerve wrecking i tell ya.