The game Val devises is a psychological and physical chess match, centered around Claire's submission and the divulgence of her innermost desires. The rules are structured around a real-time text feed from Morgan's date with Austin. For every correct guess Claire makes about the date's progression, or if she "overguesses" (predicts an event more intimate than what actually occurs), she is rewarded with pleasure: the first correct guess earns her vaginal penetration with the strap-on, and a second consecutive correct guess upgrades the reward to anal penetration while being fingered. However, the critical penalty for an "underguess" (predicting an event less intimate than reality) is an immediate demotion back to the starting position: sucking the strap-on, regardless of where it has just been. This creates the direct threat of ass-to-mouth, a boundary Claire is desperate to avoid. Claire's initial strategy is a carefully calculated defense mechanism. She aims to keep the game oscillating between the two least-punitive states: sucking the strap-on and receiving vaginal sex. She does this by intentionally alternating her guesses. Following a correct guess that earns her vaginal pleasure, she will deliberately issue an underguess on the next round, knowing it will send her back to her knees. This resets the "consecutive correct guess" counter to zero, thereby preventing her from qualifying for the anal reward and the subsequent risk of ass-to-mouth. Furthermore, by avoiding overguesses, she prevents herself from revealing the depth of her own cuckquean fantasies, denying Val and Morgan the psychological ammunition they seek to use against her in the future. Val, however, is a perceptive game master who quickly deciphers Claire's tactical play. Instead of confronting her directly, Val exploits the strategy through controlled patience. When Claire earns her vaginal reward, Val administers it with a deliberate lack of enthusiasm, offering minimal pleasure and frustrating Claire's physical needs. This, combined with the titillating and likely arousing play-by-play from Morgan, creates a building tension. Claire's body and mind begin to crave a more intense and satisfying experience, a need her own strategy is preventing her from achieving. Val simply waits, knowing that Claire's desperation for genuine pleasure will eventually outweigh her fear of the consequences. The breaking point comes when Claire's frustration peaks, leading her to abandon her careful alternation. She guesses correctly twice in a row, willingly earning the anal strapping she had been avoiding, and in her subsequent desperate attempt to keep that intense pleasure going, she delivers an overzealous overguess. This final guess inadvertently reveals her darkest fantasy, giving Val exactly what she wanted all along: complete physical victory and the key to future psychological domination.