Cassidy is done moving through her life as the headline-making other woman. She’s paid for what she did as a young campaign intern in spades. After five years of working on anti-bullying initiatives in D.C., she returns to her hometown, Berkeley, to recalibrate—and she quickly falls into bed with her high-school nemesis Leon, the slacker to her try-hard. It’s just a one-night thing. That is, until they both find themselves helping their mutual friend Willa open her new ceramics studio and Cassidy sees Leon in a new light.

Even one year ago, no one would have recognized Jack Felgate at a bar. But after his steamy breakout TV role, he's surprised to be swarmed by fans during a night out with friends. When the practical bartender CJ intervenes to fend off his admirers, he's grateful—and more than a little eager to stick around for an after-hours drink–turned–tryst. Five years later, Jack shows up to set for his starring role in (yet another?!) adaptation of The Great Gatsby only to find CJ is the film’s production designer.

This is the night Shera's been waiting for: She’s at a trendy Silver Lake bar to finally get a drink with the handsome, charming filmmaker she's been pining after for months. But when Max King—the alluring and mischievous frontman of an Irish punk band—enters the picture, an electric attraction ignites between them. Shera’s evening begins to unfold in ways she never imagined, and she surprises herself by getting swept up in his energy and daring to feel again after past heartbreak. But how does she know their passionate encounter won't expire in the morning?

After a post-graduation drive from Iowa City to NYC, Teddy and Marin have both had enough of each other to last the rest of their lives. But that doesn’t stop their paths from crossing over eight rocky years, punctuated by chance encounters and transatlantic visits, on a journey that eventually brings them right back to where it all started.

Maya was a rising star in the political world until her ex-husband’s high-profile sex scandal nearly derailed her career. Landing a gubernatorial candidate is the fresh start she desperately needs–a chance to focus on meaningful work and leave the drama behind. But then an email from her past sends her world spinning: Charlie, former lead singer of Mischief, the boy band that fueled her teenage obsession, is staging a solo comeback and wants Maya’s help to make it happen. Turns out, she likes the grown-up Charlie and his genuine engagement with the world.