Vivian Sullivan transmigrates, bound to a "Slacker's Fortune System": endure 99 humiliations from Prince Kaelan Shaw for gold and to return. Vivian seeks humiliation. Kaelan changes heart, becomes kind, refusing to humiliate her. Vivian goes to extreme lengths to force Kaelan to utter the last humiliation. She succeeds, returns with wealth, leaving Kaelan behind, sick with longing. This is a bittersweet romance of "I only wanted your money, but you fell in love."