Apollo 13 Jack Swigert requested a Tax Filing extension while headed to the moon:
"How do I apply for an extension?" he asked from space to those in Mission Control, who began to laugh. "Things kind of happened real fast down there and I need an extension. I'm really serious."
Flight director Glynn Lunney later reassured the astronaut: American citizens who were out of the country received a 60-day filing extension. "I assume this applies," he told the astronaut, who was already far from the planet at that time.