As Ruby Lin (Jamie Chung), a visionary behind some of America's cherished children's toys, navigates the lively streets of Hong Kong, she finds her phone to be as much a hindrance as a help. In a twist of fate, she overhears a familiar tune of despair; the frustration of being lost without GPS. Enter Josh Rosenberg (Bryan Greenberg), an American expatriate who offers his support. What starts as a chance encounter quickly blossoms into an unlikely adventure through the city's pulsating nightlife, where their conversations flow as effortlessly as the drinks.
As their bond deepens, Ruby encourages Josh to embrace his long-suppressed passion for writing—a sentiment he’s yearned to pursue. Their impromptu evening leads Ruby to prioritize this spontaneous connection over her plans with friends, as she opts for drinks with Josh at a nearby bar. However, the night unfolds with unforeseen complications when Josh reveals a shocking truth: he is still in a relationship, having left his girlfriend inside the bar while he flirted with Ruby. Feeling betrayed and furious, Ruby exits abruptly, leaving Josh to mull over the repercussions of his choices.
Fast forward a year, and destiny strikes again as Josh spots Ruby on the famed Star Ferry, a symbol of Hong Kong's enchanting skyline. He takes the chance to reintroduce himself, eager to express how their previous conversation transformed his life for the better. His confession is profound: he has abandoned his previous finance career for a shot at literary fame.
In a heartfelt exchange, Ruby shares her own flourishing career, thanks to a promotional transfer, while navigating her journey of personal growth. As they reconnect, Josh admits that he is still with his girlfriend, and Ruby reveals her involvement in a long-distance relationship. The two share a slow dance in a luxurious lounge, their bodies coming together reminiscent of the harmony they once felt.
Yet, the delicate thread connecting them frays when one of Josh’s friends encounters them together, igniting a wave of jealousy and betrayal in Ruby. This newfound strain propels her world into disarray. The duo then decides to share a cab back to Ruby's apartment, confronting their intertwined realities—both committed to others yet undeniably attracted to each other.
As they sit outside Ruby’s home, caught in a whirlwind of longing and obligation, they face the daunting question of what their next steps should be. Will they give in to their feelings, or take the courageous route towards a different future?