Can a disguise be an obstacle to real love? Hong Ra On is a young woman during the Joseon Dynasty who makes a living by dressing up like a man and giving relationship advice to the lovelorn young men who seek her counsel. A love letter that Ra On writes for a client brings her in contact with Lee Yeong, who is the Crown Prince Hyo Myeong, the first son of King Sunjo and heir to the throne. But neither knows the true identity of the other. As Lee Yeong becomes strangely drawn to Ra On, the crown prince’s eunuchs brings her into the palace as one of their own, giving her insights into palace life that no woman has seen before. Inside the palace, Ra On becomes entangled with the poet Kim Sat Gat, Lee Yeong’s trusted confidante; scholar Kim Yoon Sung, who is the crown prince’s nemesis; and Jo Ha Yeon, the chosen royal consort for Lee Yeong. Can Ra On survive the royal palace life without being exposed as a woman?