Winter dreams is a story by F.scott Fitzergald, about a boy called Dexter from Minnesota, who works as a caddie for the wealthy men at the Sherry Island Golf Club in the summer. While working one day on the green he crosses paths with Judy Jones, who is accompanied by her nurse. Judy demands that Dexter becomes her caddie, but dexter couldn’t which lead Judy to throw a tantrum almost knocking out the nurse with a golf club. When the caddie master returns and Dexter is now free to be Judy Jones, he quits and ends his employment as a caddie is the first in a lifelong series of impetuous acts that would be dictated to Dexter by his so-called winter dreams, which drive him to desire material success. Dexter turned away from a state school for a more esteemed eastern university, where his financial resources are stretched. He still longs for luxury, but his desires are often denied. After college, he borrows $1,000 off the strength of his degree and buys a partnership in a laundry. By age twenty-seven, he owns the largest chain of laundries in the upper Midwest. He sells the business and moves to New York. At age twenty-three, Dexter is given a weekend pass to the Sherry Island Golf Club by Mr Hart, where he used to caddy. Dexter feels superior to the other competitors but also that he does not belong in this world. While at Sherry Island he crosses paths with Judy Jones who disturbs his peaceful sunbath on the pontoon. She demands he drives her boat so she can go for a waterski. Waiting for Judy to arrive for their date the next evening, Dexter imagines all the successful men from esteemed backgrounds who had once loved her. He has acquired polish and sophistication despite his humble origins. Judy arrives in modest clothes, tells the maid that dinner can be served, and informs Dexter that her parents will not be in attendance, which is a relief for Dexter. After dinner, on the sun porch, Judy asks Dexter whether it is all right if she cries. A man she was dating has confessed he is poor. When she asks Dexter what his financial standing is, he tells her that he is most likely the richest young man in the entire region. They kiss, and Dexter’s passion for her increases. Dexter continues his pursuit of Judy, but during a picnic, she leaves with another man. As the summer comes to an end, Dexter stills finds himself deeply in love with Judy. He still desires her and dreams of taking her to New York to live. He eventually forces himself to accept the fact that he will never possess her in the way he wants. He throws himself into work and becomes engaged to Irene. ne night, just before the engagement is to be announced, Irene’s headache forces her to cancel her plans with Dexter. He returns to the University Club, where Judy, back from her travels, approaches him. They go for a drive. Judy flirts with him, telling him he should marry her, and they discuss their former passion. She asks to be taken home and begins to cry quietly. She repeats her desire to marry him. She asks him in, and he relents. Later, he does not regret that Judy’s ardour cools after a month, that Irene and her family were deeply hurt by his betrayal, or that his reputation in the city has been compromised. He loves Judy above all. Leaving for the East with the intention of selling his laundries and settling in New York, the outbreak of World War I calls him back west, where he transfers management of his business to a partner. In New York seven years later, when Dexter is thirty-two, he is more successful than ever. Devlin, a business associate, informs Dexter that Judy married a friend of his, a man who cheats on her and drinks heavily while Judy stays at home with the children. She has also, according to Devlin, lost her looks. Dexter feels the loss of her beauty and sparks personally because his illusions of Judy are finally and irreparably shattered. He cries, mourning the past and his lost youth, which he will never be able to reclaim.

“Often he reached out for the best without knowing why he did it—and sometimes he ran up against the mysterious denials and prohibitions in which life indulges. It is with one of those denials and not with his career as a whole that this story deals.