Mr. D is training me for anal sex. The whole prospect of being trained as his submissive is a turn-on by itself even before we get to the actual training. I love that he wants to mold me into his perfect little slut. I ache for it really. Every time I sense his control in this way it makes me wet and I vibrate with the need of his controlling touch.

We have talked about anal sex several times. I want it. He wants it. We know it will happen but it’s daunting because of Mr. D’s size. To say he is girthy is an understatement. So, I need to be trained to accept him there. Since, it’s been years now since I’ve had anal sex at all, I need to become familiar with the sensations and rhythm of it again. You must relax into it. It has such a different feel to it than vaginal sex. Unless you are familiar with it, you can mistake the sensations as painful and tense up. But if you relax then it is such an incredibly intense pleasure. I told Mr. D it makes me make funny noises. I just can’t help myself. The pleasure is just soooo extreme. I love it.

Over the last several times we’ve been together, Mr. D has made it a point to start preparing me. He has used a small plug and has also used his fingers inside me. At first, it felt so foreign to have something inside me there. It was uncomfortable. But now that Mr. D has been playing with my backside so much, I’m eager for it. I can’t wait for him to fill me in that tightest of places.

When he has added anal play to our sessions it has felt like a natural progression. I know he’s in complete command of me and that he has plans for us when he flips me over and starts rubbing me there. He presses his finger into the tight puckered ring and says, “Relax baby girl.” Part of me wants to brace myself but I know that doesn’t help at all. I relax at his words and he pushes his lubed finger in a little bit. Slowly, he works his finger deep inside me. God, the way that feels is just blissful intensity. I want him badly, I want him deeper, and I want him to fuck me. After he’s stroked me a while, he has me lift my ass so that my weight is on my knees. Then he mounts me and pushes his cock into my pussy all the while keeping his finger buried in my ass. I am beside myself with the incredible feeling of him inside me in two places. It’s so provocative, it’s almost too much. I want it to never end and for it to stop and for him to pound me into the bed all at once.

I bought a 3 pack of plugs to use at my house now too. I want to practice for him because I want this to happen so badly. I had the smallest plug inside me each night over the period of a few days. Each night I would keep the plug in for 20-40 minutes. I felt so full and stretched. I was so turned on each time I practiced that I had to play with myself later that night. The final time I practiced I got cornered by family with mundane conversations (I was trying to walk around the house wearing it…big mistake!) and ended up wearing it for close to an hour. I was dying to get it out by then!

The last time we were together, Mr. D had a surprise for me. He bought one of those hand pump butt plugs that we had seen in a porn scene. It has a cord and a hand pump. The big part pumps up inside you. He tried it on me but the tip is pretty blunt and it wouldn’t go inside me. So, clearly, I have some work to do to relax for that next time.

Artwork found here and used with permission under CC License 3.0 with attribution by full zombie.