The Shipman's Tale The Shipman's Tale, one of the many tales in The Canterbury Tales by Geoffrey Chaucer, is exactly suited to the Shipman's personality and profession as indicated in "The Prologue". The sailor is described by Chaucer in the prologue as very devious, deceitful, and even pirate-like. The Shipman's tale corresponds to his personality and profession because The Shipman's Tale is a tale of deception and scams. The monk in the tale tricks both the merchant and the merchant's wife out of their money. He also uses his relationship with the merchant to his advantage, because he knows that the merchant would never suspect that he had sex with his wife. The prologue also describes the sailor as having no sense of remorse or feelings of sadness. The Sailor's Tale tells of a rich merchant married to a beautiful woman. Unfortunately, his wife has emptied all of his accounts by purchasing lavish clothes and other luxuries to satisfy his tastes. However, the merchant continued to enjoy his house constantly filled with people. Among these people was the merchant's best friend, John. John was a monk who practically lived in the merchant's house. He was always there and always brought gifts to the merchant and his servants in exchange for their hospitality. Later in the story, the merchant announced that he had to go to Bruges to stock up on goods to sell, so he invited the monk to his home. spend time and have dinner with him before he left. The monk remained there for three days. In the first two, he and the merchant ate and drank and had a great time. On the third day, when the merchant was to leave for Bruges, John woke up early and went into the garden to pray while the merchant went to his accounting office to balance his books in preparation... in the middle of paper... . ..and bring home (kill) any remaining survivors by making them walk the plank. This shows how ruthless he was and also that he did not show any kind of regret, remorse or displeasure towards those he defeated, similar to how the monk showed no remorse or shame when he lied to the merchant's face after the deed he committed with his wife of the merchant. The Shipman in the General Prologue of The Canterbury Tales by Geoffrey Chaucer fits perfectly with his short story, The Shipman's Tale. The Shipman in the General Prologue and the monk in The Shipman's tale are both masters of deception. They are also both very cunning, in a sneaky way. Furthermore, neither the Sailor nor the monk show any sign of regret, remorse, or sorrow for what they have done. The sailor and the monk in his tale are so similar that the monk can be seen as an extension of the sailor himself..