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The novel begins with young orphaned Philip Pirrip--Pip--running afoul of an escaped convict in a cemetery. This terrifying personage bullies Pip into stealing food and a file for him, threatening that if he tells a soul "your heart and your liver shall be tore out, roasted and ate." The boy does as he's asked, but the convict is captured anyway, and transported to the penal colonies in Australia. Having started his novel in a cemetery, Dickens then ups the stakes and introduces his hero into the decaying household of Miss Havisham, a wealthy, half-mad woman who was jilted on her wedding day many years before and has never recovered. Pip is brought there to play with Miss Havisham's ward, Estella, a little girl who delights in tormenting Pip about his rough hands and future as a blacksmith's apprentice.

I had never thought of being ashamed of my hands before; but I began to consider them a very indifferent pair. Her contempt for me was so strong, that it became infectious, and I caught it.

It is an infection that Pip never quite recovers from; as he spends more time with Miss Havisham and the tantalizing Estella, he becomes more and more discontented with his guardian, the kindhearted blacksmith, Joe, and his childhood friend Biddy. When, after several years, Pip becomes the heir of an unknown benefactor, he leaps at the chance to leave his home and friends behind to go to London and become a gentleman. But having expectations, as Pip soon learns, is a two-edged sword, and nothing is as he thought it would be.