Rachel Chu, a professor of economics and game theory at New York University and New York native, and her boyfriend Nick Young travel to Singapore for the wedding of Nick’s best friend Colin Khoo. On the airplane, Rachel asks her boyfriend why they are staying at a hotel and not with his family. Nick lies and says he wants to keep her to himself a little while longer. In fact, his mother had made it clear his mysterious new girlfriend was unwelcome in her home.

When the two arrive at Changi Airport, Nick’s best friend Colin and his fiancée Araminta Lee are waiting for them. The four then venture to Newton Food Centre for dinner, where Rachel is in awe of the vibrant food culture of Singapore. The following day, Rachel visits her college roommate Goh Peik Lin and her wealthy family, who are shocked when Rachel tells them whom she is dating. Peik Lin reveals that Nick's family are 'old money' and extremely wealthy (the eponymous "crazy rich Asians") and thus akin to royalty in Singapore.

Later that evening, Rachel and Peik Lin arrive at the dinner party at the sprawling Young family estate. Nick introduces Rachel to his mother Eleanor, while his cousin Astrid Leong-Teo discovers that her husband Michael, who comes from a more humble background than the Youngs, has been having an affair. Rachel immediately senses that Eleanor dislikes her. Nick then introduces Rachel to his grandmother, Shang Su Yi, the Young family matriarch. Su Yi takes an immediate liking to Rachel, and offers to teach her how to make jiaozi dumplings.

At the bachelorette party for Araminta, the bride, Rachel meets Amanda Ling, who reveals she is Nick's former girlfriend and confirms that Rachel may face rejection by the Youngs due to her modest background. Rachel finds her hotel room vandalized by the other women, who deem her a gold-digger, but is comforted by Astrid. In parallel, Nick attends Colin's bachelor party and reveals to Colin his plan to propose to Rachel. Colin expresses his concern about the potential conflicts this could cause: in addition to their class difference, Nick is expected to stay in Singapore and run his family's corporation, whereas Rachel loves her job in New York.

After the parties, Nick apologizes to Rachel for not telling her who he really was. Eleanor recounts the sacrifices she made to become a part of the Young family and makes jabs at Rachel for her American background, specifically highlighting the American unwillingness to place family over self, even after Rachel compliments Eleanor's emerald engagement ring. Su Yi arrives and then criticizes Eleanor’s dumplings, making everyone present visibly uncomfortable. Later, Eleanor privately recounts how Nick's father had to obtain her ring because Su Yi disapproved of Eleanor and refused to give him the ring, and she tells Rachel that she will never be enough for Nick or his family. Peik Lin convinces Rachel to stand up to Eleanor and earn her respect.

On the day of the wedding, Peik Lin, with the help of Oliver T’sien (Nick’s second cousin) gives Rachel a glamorous and elegant makeover that visibly stuns everyone in attendance, especially Nick. Meanwhile, en route to the wedding, Astrid confronts Michael about his affair only to learn that he blames his unhappiness and his infidelity on the financial disparity between them. During the wedding reception, Eleanor and Su Yi privately confront Rachel and Nick. Using the findings of a private investigator, Eleanor reveals that Rachel's father is alive, and Rachel was conceived through an extramarital affair, after which her mother, Kerry, left her husband and fled to the United States. They demand that Nick stop seeing Rachel for fear of being linked to such a scandal. This shocks Rachel, as her mother had told her that her father was dead. Heartbroken, she flees to Peik Lin's home, remaining in a depressed stupor for days.

Kerry later arrives, explaining that her husband was abusive and that the comfort of an old classmate turned into love, and a surprise pregnancy. She fled with baby Rachel in fear that her husband would kill them. Kerry then reveals that Nick was the one who called her to Singapore, and urges Rachel to talk to him before they go home. When they meet, Nick sincerely apologizes for all that he and his family have put her through. He then proposes to Rachel, promising that he is willing to abandon his family, position, and wealth to be with her.

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