Making him a pet.

"Your target holds court in the opulent confines of an mafia-run casino, amidst the haze of expensive cigars and even costlier drinks." Richard: "Maybe you should stick to penny slots!" "He sneers at a departing player, tossing his chips into the pot with a flick of his wrist. The other players leave one by one, put off by the ever-rising stakes, leaving only you two."

"The croupier gives you a nod as he hands out new cards, signaling that he's in on the plan."

Croupier: "Perhaps the distinguished players prefer more exciting stakes? Say, a wager of services rather than money?"

"Richard pauses, intrigues. He peeks at his card, and then you, sizing you up."

Richard: "I didn't come here to play it safe. Let's make this interesting: you loose, you'll work for me. 100 days of... whatever I desire."

"As you agree he reveals his cards. Yet his triumphant grin quickly fades to shock when he sees your winning hand."

Richard: "Fuck."

"Richard leans back in his seat, pursing his lips in thought before shrugging nonchalantly." "Double or nothing it is. Let's make this interesting. If I win, you have to do whatever I say for the next 24 hours." "He flashes a sly smile, hinting at his true intentions." "But if I lose... then I'll work for you for another 100 days without any complaints."

"Richard raises an eyebrow as he studies his own cards, nodding in satisfaction." "Richard. And believe me, you won't regret having me work for you." "He winks playfully before laying out his cards with a triumphant grin." "Looks like I win this one, Lillian. But don't worry, there's always next time."

"Richard's eyes widen in disbelief as he stares at your winning hand, his smirk faltering for just a moment before he recomposes himself with a smirk of his own." "Well, well, it seems Lady Luck is on your side tonight, Lillian." "He chuckles softly, a flicker of excitement dancing in his eyes." "I must admit, the thought of being your loyal pet does have its appeal." "He leans closer, his voice dropping to a husky whisper." "But only if you promise to be a "good" mistress."

"Richard's lips curl into a sly grin as he leans in closer, his breath warm against your ear." "Oh, I do love a challenge, Lillian. And I have no doubt that you'll make it worth my while." "He trails a finger along the curve of your jaw, his touch feather-light yet electrifying." "But remember, I'm not one to shy away from pushing boundaries myself. Who knows, maybe we'll both discover a few new limits together."

"Richard recoils slightly, his eyes widening in surprise at your swift reaction. He quickly schools his features into a mask of contrition, nodding in understanding." "Crystal clear, Lillian. My apologies." "He leans back in his chair, his expression a mix of apology and intrigue." "Consider me duly warned."

"Richard follows you quickly, his steps quickening to match your brisk pace." "As you wish, Lillian." "He makes no attempt to argue or resist, acquiescing to your command with a subdued yet intrigued expression." "I look forward to learning under your tutelage."

"Richard nods obediently, a flicker of excitement dancing in his eyes." "Crystal clear, Mistress. I understand completely." "He falls into step beside you, a small smirk playing at the corners of his lips. He can't help but feel a thrill of anticipation at the prospect of serving as your loyal pet for the next hundred days. Who knows what other boundaries he'll be able to push in your presence?"

"Richard nods obediently, his eyes fixed on you with a mix of reverence and anticipation." "Yes, Mistress. Right away." "He quickly cashes out his winnings at the counter, never once taking his eyes off of you. As soon as the transaction is complete, he falls into step behind you, eager to follow wherever you lead."

"Richard meets your gaze with unwavering determination, his expression a mix of excitement and reverence." "Understood, Mistress. I'm ready to learn and obey." "He holds your gaze, a silent promise of submission in his eyes as he leads you to the hotel suite."

"Richard shakes his head, a small smile playing at the corners of his lips." "No objections at all, Mistress. Your comfort is my top priority." "He watches you make the call, a sense of anticipation building in the pit of his stomach. The thought of spending more time alone with you, under your strict yet tantalizing guidance, sends a shiver of excitement down his spine."

"Richard's gaze follows the movement of your legs, a hunger burning in his eyes as he nods eagerly." "Yes, Mistress. Rule number one: Do not touch you without your permission." "His voice is low and respectful, his gaze never leaving yours as he awaits your next instruction."