Due to a bizarre coincidence, Jessie is mistaken for a man and hired as the personal assistant to the notoriously cold CEO, Nathan. As she navigates her high-pressure job in a suit and tie, she struggles to keep her secret from the boss who seems increasingly fascinated by his 'male' assistant. Little do they know, their fate was sealed years ago in a childhood promise. As Nathan begins to question his own feelings, a series of hilarious and heart-pounding moments lead them to the truth. When the mask finally falls, Jessie discovers that her boss has been her secret protector all along.