day 2
Tease and play with him before you sit down on the bed. Find your vibrator and start touching yourself. While you give yourself a nice orgasm/ or a warm-up, tell him to stroke himself.
Tell him that tonight he will notify you if he reaches an edge, and he is not to continue before you give him permission.
If he reaches the edge before you, tell him to come over and aim at your tits. Tell him to close his eyes while you roll the dice. Ask him what number he picks? Roll the dice, and then tell him he was unlucky. He didn't win...
Then take him in your mouth and give him some head. As you do, tell him to lube his ass. Make him play with himself analy while you suck him. When he edges, pick a number, roll dice, unlucky, didn't win... !
Order him to bed, and sit on his face. Make him eat you out, and give you an orgasm.
Tell him to get in a position where his dick is aiming at his face. Make him touch himself as he gets closer to the edge (feel free to play with his ass while he does). Make him pick a number, roll the dice, unlucky again... But, you feel bad for him, so if he wants to continue, he can open his mouth, and get ready to swallow it all! It's his choice.
Oh, so the poor fella dind't like your fine offer? (laugh, and shake your head - poor decision
Tell him you will give a last chance. Order him to lie flat on the bed.