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Aspiring music journalist Jenny (Gina Rodriguez) has just landed her dream job at an iconic magazine and is about to move to San Francisco. Rather than do long distance, her boyfriend of nine years (Lakeith Stanfield) decides to call it quits. To nurse her broken heart, Jenny gathers up her two best friends Erin (DeWanda Wise) and Blair (Brittany Snow) for one outrageous last adventure in New York City.
Two young assistants in New York City realize they can make their lives easier by setting up their workaholics bosses to date. While trying to perpetuate this romantic ruse between their nightmare bosses, the assistants realize they might be right for each other.
Desperate to avoid his family’s judgment about his perpetual single status, Peter (Michael Urie) convinces his best friend Nick (Philemon Chambers) to join him for the holidays and pretend that they're now in a relationship. But when Peter’s mother (Kathy Najimy) sets him up on a blind date with her handsome trainer James (Luke Macfarlane)— the plan goes awry.
A fashion assistant (María Valverde) has just about got her life together after a devastating breakup when the man who broke her heart returns. Seeking support from her best friends, all three will learn how complicated love can be.