Round 1
(In every round, if you succeed in making him come, the game is over and you follow the instructions for his failure on the Round you are at. So if you make him come in round 1, you will follow instructions in the end of this round)
The warm up
Set the timer for 5 minutes.
You now have 5 minutes to spank and tickle him. You can touch his penis, but not "jerk" it, you can touch his ass, but not penetrate. You can lube him, cuddle him, spank him, etc. Whatever you wish.
You are also allowed to use "dirty talk" as much as you like this round!
When the timer ends, you reset the timer to 5 minutes, and you can use the 5 minutes to play with his ass. Fingers, toys, plugs. Strap on if you wish. You are not allowed to touch his cock unless HE begs for it. You can tell him you will play with him if he begs for it (but as his goal is to not come, I don't think he will let you... )
When the alarm goes of Round 1 is finished.
Did he Come? I hope not....
If he did i Suggest you take the buttplug, roll it around in his cum, and put it in his ass. Tell him he will be wearing the plug for the rest of the night! He should suffer for not holding out!
If he didn't come, then we move to round 2