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He takes a moment to caress my buttocks and slide his hand between my legs to gently stroke my pussy. This is the first time he has touched me this way, although I have been longing for him to do so for some time.

He slides his finger in my pussy and finds that it is very wet. Using the wetness of my pussy, he begins to slowly finger my asshole.

He isn't the least bit surprised when I raise my hips up to meet his probing finger. I knew this was going to turn into something that you would enjoy.

We went out to dinner and the evening progressed like every other dinner date that we had. Except of course for the fact that I was sitting in a very elegant restaurant with a plug up my ass that was there for the sole purpose of letting me know that I now belonged to him and had agreed to let me use me in this way as he saw fit.

After a very enjoyable evening, we get into the car and he reaches up under my dress to feel my pussy. Are you enjoying having the plug in your ass?

I wasn't sure what size to start you with, but apparently, this one is too small to train you properly. As a passenger, I never really pay much attention to where the driver is going, and was quite surprised when he pulled into a local adult store.

When we enter the store, he leads me right to the section where all the butt plugs are on display.

I can't believe how many different sizes and shapes there are. He reaches out and takes one off the display and hands it to me. I'm going to pick out several plugs tonight of varying sizes.

None of them will be as small as what is in your ass right now. The first is a size larger than the one still in my hand, and the other two graduate in size from that one.

He takes the plug from my hand, puts it back on the display and hands me the three he has chosen. You are going to purchase these butt plugs and I also want you to go over the BDSM section and pick out an implement that you will be disciplined with.

There are paddles, straps and all sorts of other things. I am leaving you to choose whichever one you would like, but I warn you, if you do not come out of this store with all of the items I have instructed you to purchase, I will come in and choose for you, and you more than likely will not be pleased with what I choose.

I doubt that I was redder than with the worst sunburn I had ever suffered. Not even sure why I am doing it, I walk over to the BDSM section and begin looking at all the paddles and straps and such.

I know that I must pick one, but all of them look like they will be horribly painful if used. I finally settle on a deerskin flogger. The deerskin is soft to the touch and I foolishly think that it might be the mildest implement I can get.

Now more anxious than ever to leave the store, I quickly proceed to the cashier and pay for all the items. When I get outside, he is standing by the passenger door, waiting to open the door for me.

He takes the bag from my hand and inspects the contents, smiling to see that I have done what I was told.

He kisses me passionately and opens the door for me to get in. He drives to his house and leads me inside. I have been here many times in the past month where we have cooked many meals together and just sat watching movies and talking.

Suddenly, his house appears so different to me because I sense how our positions have now changed.

He places the bag on the counter, and reaching inside removes the plug the next size up from what is currently in my ass.

As much as I enjoy anal play, I look at that plug with trepidation. It seems huge to me in that package.

He takes me to a room in his house that I have never seen before. I had read about, but never seen a home dungeon in my life.

He takes me in his arms and again kisses me passionately. I waited as long as I did because I wanted to be sure that you would really want this.

This is who you truly are and I am so glad to have found you and that you are allowing me to bring you to your full potential.

He walks over to a bench and motions for me to follow. I follow him over and he assists me into position on the bench. I am stunned as I feel him lock my ankles in place and then come to the front to secure my wrists.

I am completely immobilized now and helpless. He walks back behind me and removes the butt plug. Walking over and dropping it in the trash, he smiles as he tell me that we won't be needing that one anymore.

I am putting you through this training now, because you need to learn to take my thick cock in your ass whenever I feel like putting it there.

While this may be difficult for you to endure now, in time, you will be grateful that I have taken the time to train your ass to take my cock. I gasp when I feel the tip of the larger plug begin pressing against my asshole.

As the fattest part begins to stretch open my asshole, I whimper quietly and try to squirm away. When I squirm, I feel a sharp, stinging smack on my ass.

If you can not sit still, I will take that flogger you bought and whip your ass until you learn to sit still, is that clear? When I don't answer quickly enough for him, he smacks my ass again, even harder this time.

Now are you going to stay still or not? Immediately, he goes back to being as gentle and kind as he usually is, slowly and gently sliding the large plug in and out, a little further each time, but this time he strokes my pussy while he is sliding the plug in and out.

When I begin to moan, he slides the plug in further, continuing to stroke my pussy as the fat part opens my ass.

Finally, he has the plug all the way in my ass. It feels enormous, but now that it is all the way in, it is far less uncomfortable.

Leaving me strapped to the table, he walks back around to the front. He laughs as my eyes widen looking at the enormity of his member.

That is what all this training will be for, because when I am done, you will be taking my cock in your ass several times a day. After he has harnessed the plug in, I ask him how long I will have to keep this plug in.

Are you telling me that it is unbearably uncomfortable already? Sometimes, like now, your lessons might cause you some discomfort.

I expect you to accept that it is all so you can learn to please me. You will be required to take my cock in your ass very frequently; therefore it is necessary that your ass be trained to accept such a large object for extended periods of time.

I thought that you enjoyed making me happy? You certainly enjoyed dressing in all the clothes I asked you to wear.

You have enjoyed my taking you to nice places, have you not? I enjoyed it very much and it has made me very happy when you look at me and seem so pleased with what you see.

Have you changed your mind? I certainly don't want to train you to be my submissive if that is not what you desire.

However, I believe that you are just frightened by these things that are so new to you. I see in you someone that I could keep with me forever, giving you your every whim.

Is what I am asking of you now not worth that? The last month with him has been nothing short of a dream. Each night when he kissed me goodnight, I went to bed dreaming of the day that he would stay and we would enjoy each other's bodies.

During the last month, I have never felt so cared for. I can't remember ever having someone who was so attentive to my every want and need as he has been.

We met because I needed someone who would enjoy anal sex with me, and that is exactly what he wants. I can't deny that the thought of that monster cock of his in my ass right now is downright frightening.

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