Savannah begins the Truth-or-Dare hint trial by drawing a Truth chip and asking the card’s question: Rohan’s earliest memory. Rohan answers with controlled detachment, describing being in his mother’s arms before being placed in deep, dark water where he could not swim. He reveals it was not the first time, implying that his childhood and path to the Devil’s Mercy were shaped by deliberate harm.

Rohan then draws a Dare chip and, prompted by the hairbrush card, dares Savannah to let him brush her hair. Savannah resists emotionally but accepts because she wants to win. As Rohan gently brushes her hair, both of them become aware of the attraction and tension between them, and Savannah eventually declares that the dare is over after the chip lights up.

Savannah immediately draws a Dare with the knife card and asks Rohan to cut her hair. Rohan recognizes that Savannah is reacting to the intimacy of the previous dare, possibly punishing herself or him for making her feel vulnerable. He cuts her long hair quickly, and the chip registers the completed dare.

For Rohan’s next Truth, he ignores the printed card and asks why Savannah dared him to cut her hair. Savannah first says her father liked her hair long and that his wants no longer matter, but Rohan challenges this because Savannah is playing the game for her father. When pressed, Savannah admits Rohan does not get to make her feel like that; when the chip still does not light, she adds that money is not the only thing the winner receives from the Grandest Game, revealing that her motive involves more than the prize money.

Savannah’s next Truth asks about the mutual acquaintance Rohan shares with Jameson Hawthorne who likes French. Rohan names Zella, a duchess, and says she thinks she can take something that belongs to him. Rohan’s answer confirms that the Devil’s Mercy is central to his identity and stakes in the game.

Rohan’s final Dare uses the glass rose. He dares Savannah to break it, pushing her to acknowledge the anger beneath her icy control. Savannah says women like her do not get to be angry, then throws the rose hard enough to shatter it. Rohan quietly recognizes the real Savannah beneath the restraint.