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When Rip was out in the woods hunting, he got sidetracked and went off with a strange man. This lead to him drinking too much and falling asleep for twenty years. While Rip slept, the world went on and changed very drastically.
His wife died, his children grew up, and America won its independence from the British. When Rip wakes up from his twenty year nap he sees an eagle, which is supposed to represent the new American freedom. Rip goes back to his village and sees that it has changed quite a bit, many of the men he once knew died fighting in the war.
He finds that his wife is also dead, which grants him the freedom to do as he pleases for the first time in many years. The setting of the story is also important. The Kaatskill Mountain setting also offers a location that was somewhat exotic, allowing Rip to encounter the strange men with whom he drank.
Consider Crayon as a self; allowing Rip to encounter the strange men with whom he drank. His daughter also almost misses out on her true love because of an ancient feud with no modern relevance. Other Letters of Jonathan Oldstyle – issue 12 of Classics Illustrated retold the “Rip Van Winkle” story with various twists.
He was able to explore areas of the mountains where not many had been before and sleep there for twenty years without being disturbed. In the beginning of both stories the main character wastes time having fun and is not concerned about money.