Mirror mirror
Pegging in the mirror for him will help him see how submissive he is, and how much you enjoy it
Call him home
If he's out with the guys, call him home by letting him know what he's getting when he gets home. Punishment awaits if he doesn't rush home!
Wince
If he's not wincing, your not doing it right. It should be a perfect balance of pleasure and pain for maximum effect
Conclusion
... Finally, cuddle (if desired)... Otherwise, tease him, lead him to another room by his leash, tease him some more, and then REPEAT!!
Enjoy him
... At last (7), it is your turn to make him pleasure you for as long as you want
Humiliate him
... After a good pegging, whip him around and sit on him. Show him how big you cock is compared to his little caged manhood. DEFINATELY comment on the size difference.
Peg him
... It's now (5) time to peg him. Start slow and then thrust like he would love to be able to.
Wack him
... Now (4), wack his ass. Surely there is some misdeed that is worthy of this pinishment!
Suck it
... Next (3), make him suck your cock. Again, if he is new, he may rebel and think this is too much. If his cock is locked up, he will quickly learn this is a new reality for him. This is what mistress demands, so this is what mistress gets.
Slap him
... Then (2), slap him with your cock, to let him feel it, and get a light punishment. Especially when he is new to femdom, he will not be used to being face to face with a cock. You own him, and he will soon grasp this truth.