While he was telling his stories he was being boastful and very cocky.
Land of the Dead
He choose 3 men to go on the island, but they ate the flower that makes them never want to leave. When they got the 3 men back they had to tie them to the boat.
Scylla and Charybdis
Odysseus and his men that were left got trapped in the cyclops cave. Odysseus and his men stabbed Polyphemus in his one eye and made a run for it under his rams. When they finally got away he just had to tell Polyphem what his real name was and where he actually lived. Polyphemus prayed to his dad to never let him make it home, but it was his destiny to so he had a rough ride ahead.
Helio's Island (The cattle and the sun god)
Circe informs him that in order to reach home he must journey to the land of the dead, and consult the blind prophet Tiresias. When he gets there he finds one of his men who died by falling of the roof. Odysseus will honor him by going back and giving him a proper grave.
Odysseus had to choose between Scylla or Charybdis. If he went to close to Scylla he would lose 6 of his men, but if he went close to Charybdis he would die also. Odysseus chose to go by Scylla and 6 men died.
It started to rain, so Odysseus and his men were stuck there for a month and while they were there the men got hungry and killed the cattle. Helio threaten to take away the sun if the men weren't punished. When they left the men were thrown into the sae and Odysseus was alone.