MISTRESS RUBY'S ORDERS TO SLAVE JONATHAN

For the next three days I want you to masturbate to near but not orgasm. You can masturbate as often as you wish, but you must think about me punishing you for every stroke. On the fourth day, stand naked in front of a mirror. Think of me behind you touching you in humiliating and intimate ways. Place one clothespin on each nipple, and two on your balls. Then masturbate for a minimum of three minutes. After that time you may allow yourself to come.

If you allow yourself to come prior to the fourth day, I will punish you! Immediately after write me a story about your experience and how you felt.

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This is what Slave Jonathan wrote:

Dear Mistress Ruby,

Thank you so much for giving me the orders you have, and the chance to serve you even from a distance. I was very happy that my letter pleased you. Hopefully, it will also please you to know that your power over me is not diminished by distance – I will obey every command You are kind enough to give.

I’m starting to write this on Saturday, now the second day of the four-day period you have prescribed. Yesterday I read your email after I returned from work, and it was very exciting for me to anticipate the next few days. I don’t have any clothespins so I ran out to the store and got a bag full, so I’d have the four you required. Susan wondered why I suddenly ran to the store, so I told her I was feeling hungry and wanted to get some snacks. I didn’t mention that the main goal was to follow your orders.

The clothespins sit waiting for me in my den, and I must say there is a sense of dread for what they will be used for on Monday, the fourth day. I must admit I didn’t think much about things until that night, when I felt the urge, while thinking of the clothespins, to masturbate as you instructed. I first teased my nipples, which always gets me going but this time especially as I thought of what you would do to them if you were here. And of course, what I’ll soon do to them at your command.

Then, stroking my balls and cock I brought myself very, very close to orgasm. It was incredibly difficult to stop, but all the time I was touching myself I was picturing you close to me … I could feel your breath on my cheek asking if it felt good. I imagined you making me lick your feet, making me tell you how exposed I am, and what a useless piece of meat I am. As You became clearer in my mind, and I thought only of the control you have over me, I knew your order to stop on time had to be obeyed. It was very difficult, but I pulled my hand away, and just lied there with my cock still hard for some time.

I could barely sleep. Since then all I’ve really been able to think of is you and how completely I belong to You. Every so often I find my hand playing with myself as I think of You whipping me, or making me lick a dildo I know will soon violate me. I’ll tease myself with my nipples, thinking of the pain they’ll soon endure at your order. The denial of orgasm has left me obsessed, and the more I think of you the more passionately I desire release. But I know that is not to be, until Monday.

It’s Sunday evening now, and I am not sure how I can make it. But, I also know that your power over me is proven to be greater than the power I have over myself. I was barely able to sleep, I tossed and turned and thought of nothing but how frustrated I’ve been. Every time I gave in and touched myself the frustration grew and I could almost feel you standing next to me. Towering over me while you enjoyed the pain you caused and the control my own passion gave you over me. I’d beg you for early release, but even if you were here to listen to me cry I can almost hear you laugh at my frustration.

The tortures I imagine you performing on me have gotten stronger as I get more excited. I’ve pictured you dripping candle wax on my nipples, then on my balls and finally on my cock. The candle gets closer to me so the wax is hotter with each second. Then I imagine that you're sitting on top of my face, so that you can enjoy my writhing in pain, and turn even my muffled cry’s of pain into your pleasure.

The one experience I’m not sure of how to write, is one that has left me feeling most in your control. Your instructions were clear that I was not to cum until tomorrow. You spoke only of how this would affect my masturbation and my thinking of you while I was denied this. However, I realized just a moment ago, that had I allowed myself to cum while with my wife I would have also violated your orders. Then it hit me that I was thinking of you, and of obeying you, at a time I probably shouldn’t have.

Reaching into that part of my life has left me feeling like a little worm … it disturbs me that it happened and that it excited me. Mistress, please forgive me that I just can’t bring myself to go into more detail about what happened. I admit to myself and to you that I would on your order obey commands even in that area, and would on your specific command provide details of it. I feel like I would have no choice, and I must admit I like the feeling and the anticipation that you may choose, if it pleased you, to exercise control over me even in this.

The frustration I felt has been so great, that I must admit considering violating your orders and cuming today instead. I am even considering violating your orders and then not telling you about it. What is strange is that I find that to be impossible. I realized that when I came to the conclusion that I should relieve myself, I started to play with my cock and was very close to cuming when my hand stopped and pulled away. My body obeyed you even against my own will. This happened three more times (leaving me even more frustrated and even to some degree in pain) before I realized that it had become physically impossible for me to disobey you.

You have so captured my mind and body that I am now subjugated to you even when I would wish it otherwise. Please forgive my attempt to disobey, and know that I will not … can not do anything you have not ordered.

Today is finally Monday. I got home early today, and went right to the den to grab the clothespins. When I had the chance, I ran into the bathroom and put them on first my nipples and then my balls. They bit into me, but at the time all I really thought of was the release that was finally going to be mine. Thinking of you making me beg for it, and the frustration of the last three days, made it a little difficult to last three minutes. But I did, and it was quite a powerful thing. I thought of you, and how much I enjoyed (for that matter how little choice I have in the matter) giving you power over me.

Thank you Mistress.