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That Winter, The Wind Blows - Oh Soo (Zo In-Sung), known as the best gambler in the Cheongdam neighborhood, lives a meaningless life. His parents dumped him at an early age and he lost his first lover. Meanwhile, Oh Young (Song Hye-Kyo) is the heir to a large corporation, but she lives a lonely existence. She lost her eyesight at an early age and her father recently passed away. Their fate soon becomes intertwined.