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Ho Yee (Michael Tse) is an addicted gambler but also has luck on his side. On one occasion he gambled for three days straight and collapsed on the street. Sheila To Lai-Ying (Linda Chung) helps him up and soon he falls in love with her. Sheila's father is also an addicted gambler who borrowed a large sum of money from loan sharks. To help her father out, Sheila was forced to marry Ho Yee in order to repay her father's debt.Ho Yee's childhood best friend turned enemy, Tsang Dak-Shing (Wayne Lai), is always around to compete with Ho Yee. One day Ho Yee gambles with Tsang Dak-Shing, causing Ho Yee to lose his whole family fortune. Will he be able to regain his family's trust and wealth and lose his addiction to gambling?

30-year-old Shinkai Akira always smiles and she is perfect at work. She cares about those around her too much. 33-year-old Nemoto Kosei works as an accountant. He is friendly and popular among women. Nevertheless, he doesn't trust anyone and he does not fall in love easily. Akira and Kosei meet at a bar and become attracted to each other.

Tae-Hee is a working professional living with his father, whose illness caused the break-off of his wedding. He takes a sudden vacation to Cheju Island for five days before deciding whether to accept an assignment overseas. Upon his arrival , he runs into Young-seo, a local tour guide, whom he aids in capturing a pickpocket. Eventually, Tae-hee asks her for a private tour of the island. They cover every nook and corner of the island as if they were two old lovers revisiting their first meeting place. Their affection for each other grows. At the end of the five days they part from each other without any confirmation of their love, and a series of mishaps result in their not being able to contact each other. Soon, Tae-hee must make a decision about his future.