I have been doing some phone work again lately as I have some bills to pay and me being me, I get a LOT of repeat custom. I am very good on the phone. As I have mentioned before, I have reviews and they are good. I like what I do and I take an interest in my clients.
I have this one guy, let's call him Sean, though I never call him by his name, and he is a Sissy.* Not in a school yard in the 70's way, but because he likes to wear women's underwear. And while he is wearing it, he likes to be a slave to me.
Now I am not particularly comfortable with using this terminology because good lord, there is a big difference between the Trans Atlantic Slave Trade and licking up another man's cum, so I have made him call himself a serving boy instead. And when he has been very good, I will refer to him as Sissy Boy.
He called me the other day wearing a yellow mesh thong that covered his little prick up.
I know how to get Sean going. I ask him if it is rubbing against him and if that feels good. I ask him if he was sure to wash his little cock before putting them on. Then we get into it.
I tell him that he is pathetic, that all he can do is watch while I get fucked by a real man with a big cock. I instruct him to hold one of my legs up so he can see this cock going in and out of me. I torment him by saying that it is the best cock I have ever had, then I call him a good Sissy Boy.
He loves it. I can hear it in his voice. He moans and though he is just a client, it is sexy as hell. I love having the power to turn him on so much. Then I ask him.
And what do good boys do?
Whatever Mistress says. He replies.
Whatever Mistress says.
This is the point of no return for me and Sean. I make him hold my imaginary lover's balls while he fucks me and stroke them. I make him finger my lover in the ass while he fucks me and I make sure he knows he is not to touch me. Because he is pathetic and he is not worthy of touching his mistress.
Sean's breathing gets deeper and quicker and I know that it would only take calling him a Sissy a couple of more times to make him cum, but I am in a contrary mood today and besides, I promised I would push him further next time when he rang me before.
I tell him my lover is close to cumming now and he is to spread his ass cheeks and rim him. I tell him not to stop until my lover has cum inside me. Sean sounds like he is in pain now as he knows what is coming. Spoiler: it isn't him.
I tell him my lover is cumming hard now and he is not to stop until he has finished. Then I tell him to clean my lover up by sucking his cock. He is so grateful to be allowed to do this that I call him pathetic again. He loves it. Then I tell him that he has been a good Sissy Boy and this means that he can clean me up by licking my cunt. Get your tongue all the way in there, suck it all out, I tell him. Good Sissy Boy, I say, purring the words now as I hear him whimper with longing, who is Mistresses' good Sissy Boy? Every time I say it, I hear him yelp because he knows he is not allowed to cum until I tell him he can.
He can bear it no longer. He asks the question.
Mistress, please may I cum?
Usually, I would say yes my Sissy Boy, Mistress is pleased with you, you may cum, but I wanted to try something. Though he was paying me, which puts us firmly in the position where he has the power, I wanted to see if I could reverse that. And as I said earlier, I had promised to push him, so I said,
No. You may NOT cum.
And he sobbed. The man straight up sobbed. And I won't lie, I was into it. That power was an incredible rush. Because if he did anything other than what he was told, he would break the immersion, would be out of sub space** and would never be able to call me again. So he sobbed. He said please. He told me it was painful. And because I was already invested, I told him to stop being a whiny little boy.
For five minutes I used a harder voice and called him sissy. Not in my purring, almost loving way, but in a stern, almost bored way. He apologised and said that he understood that he wasn't worth anything.
At which point I went back to the purr.
Good boy. You understand. You are a good Sissy Boy for me. And now you may cum.
And he did. Sobbing as he did so, whimpering and saying thank you.
He told me he would call me again soon, and at that point I could honestly have got him to sign his house over to me if I was the kind of person who takes advantage of my clients.
Afterwards, I had to take a break. I was in a semi dissociative head space which I suppose must be that Dom Space*** I have heard about, We had both learned something that day. Him, that he can still go quite some way and his journey as a service sub is just starting and me that there is a power in saying no.
*In the BDSM practice of forced feminization, the male bottom undergoing cross-dressing may be called a sissy as a form of erotic humiliation, which may elicit guilt and/or sexual arousal.
**That very special place the submissive or masochist enters when they reach a natural chemical high and/or change in mental and/or emotional balance of the brain chemistry, and state of mind. Best achieved when total trust is in place with their Dominant, and one totally immerses themselves in an intense BDSM scene. Note: The sub may not be capable of making rational decisions about their safety and well-being at this point, thus it is the responsibility of the Dom to provide for the welfare of their sub, this is known as, "aftercare".
***a state of mind much like subspace, but experienced by the Dominant during a BDSM scene.
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