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Odysseus and Antinos
Penelope had 108 suitors at the end of Odysseus' journey. That's a lot of men who want to marry your wife, kill your son, and take over your job as king. Most of them did not pass this test. In fact, some were outright cruel. But none were worse than Antinos, the leader of the suitors and the one who was still plotting to kill Telemicas.