Is it ever okay to lie? I try really hard to be truthful but today a coworker asked me a question to which I knew the true answer would be very upsetting. The last time I answered truthfully on the issue my coworker went into a tailspin, had to leave work and ended up on depression medication. So... First I evaded. She pushed. I lied. And I feel guilty even though I think it was the right thing to do.