When an existing or new submissive person comes to me for discipline I am keen to ensure that I lay out some arbitrary boundaries in order for them to test my resolve should they transgress. For example, a man with sissy tendencies may book me for a session. He may be happily married and successful in his public life, but his inner sissy needs to be teased, to expose his shame that he has a desire to suck cock like a beautiful woman would.
We arrange for his session to include some feminisation, and would culminate in me wearing a strapon that he will be forced to worship. He must not look at me, his eyes must be cast downwards. He needs to demonstrate that his will is shaped by my desire. I will dress him up in some satiny pink panties and short skirt, stay up stockings and if possible heels.
I will ask him if he has been a naughty sissy. This is the moment I love the most.. The hesitation, the blushing and the gazing downwards. In a small voice he will say, “yes Mistress I have been a naughty sissy”. I will taunt him and say something like, “looks like your mouth is watering sissy. Tell Mistress why your mouth is watering. Is it because you can see my hard cock in front of your face and you really want to feel your lips around it?”
The blush that spreads across his face and chest is a deep reward for me as he nods in eager anticipation. I will then tease him with it, asking if he would like to be my sexy gurl and kiss my rubber cock. If he was enthusiastic I will hold his head down on it until he becomes breathless. If he manages without gagging I will whisper softly, “You’re a good cock sucking sissy for Mistress” and I will relish in hearing a sigh or moan. I will also take time to say something like, “mmm look at you, so desperate for cock you’re worshipping a strapon!”
Rewarding a good sub
If he wants to go further (predetermined consensual domination is my thing) I will reward him. He will get to enjoy either licking my arse or pussy while I enjoy watching him jerk off. If he does that well, I will probably ask him to get up on all fours for the ultimate reward… to lube up my strapon, lovingly stroking it for me and then I’ll peg him deep and slow.
Of course, in my realm, the ultimate reward is to be sent home hornier than when he arrived, eager for our next escapade.