A native New Yorker Rachel Chu accompanies her longtime boyfriend, Nick Young, to his best friend's wedding in Singapore. Excited about visiting Asia for the first time but nervous about meeting Nick's family, Rachel is unprepared to learn that Nick has neglected to mention a few key details about his life. It turns out that he is not only the scion of one of the country's wealthiest families but also one of its most sought-after bachelors.

Follows the story of four lifelong friends, whose lives are filled with joy and heartbreak, and shows how their experiences have affected the hopes and dreams they hold for each of their children.