A movie about a teenager who falls from the roof, but finds himself in the body of a gangster.

Hong Ra On, disguises herself as a man and counsels men on dating. Due to a love letter she wrote for a client, she meets Lee Young – future Crown Prince Hyomyeong. Hong Ra On is unaware that he is the Crown Prince and Lee Young is unaware that Hong Ra On is a woman. The Crown Prince becomes interested in Hong Ra On. His eunuchs become aware of this and attempt to get Hong Ra On to become one of them.

Oh Mal-Soon (Nah Moon-hee) is a 74-year-old widow that realizes she is becoming a burden on her family. As she is roaming the streets, she comes across a photo studio and decides to dress up for a self- portrait. When she walks out of the photo studio, she mysteriously turns back into her twenty year old self. Making the most out of this one in a lifetime opportunity, she changes her name to Oh Doo-Ri (Sim Eun-kyeong) and decides to make the most out of her youth.