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Sometimes, being hopeless is fine. When you are hopeless, coping with the disappointment is a tad bit easy. It is way better than getting your hopes up, and then having it crushed in pieces by the harsh fact that is reality.
Sans is struggling to face the fact that he would never be able to escape from this loop of time, doomed to do the same thing over and over. He is furious, frustrated, desperate, hopeless—
Papyrus puts an arm around Sans' shoulders, and he offers a big smile for his older brother.
And just for that moment, Sans feels that everything would turn out okay in the end.