A Special Birthday Surprise – Chapter 8

Note from The Author: I wanted to take a moment an thank everyone who has read this story, asked for more, an your patience. I have not forgotten about the story, or any of you. A lot has happened between updates, but I am still in love with this story an will be continuing it. So thank you everyone who has come back to this story, even with lack of an update in a while. It means the world to me. I hope you enjoy this new chapter as much as I enjoyed writing it.

I had gotten the cock ring on, that was at least part one done. Thanks to me fingering and prepping his hole, part three would be cake. I could tell his hole would be ready when the time came. There was just the matter of part two.

I didn’t know who he was trying to impress by coming here like this. Maybe he came here because he couldn’t get off any other way. I wasn’t going to ask. It wasn’t my job to ask, it was my job to get him off, and play a part. Those things I was good at. Perhaps too good, my boss always teased me.

It was now or never, I say to myself because if his balls drew up any more, I would have to hurt him to get them pulled down, and into the second ring. He wasn’t into that, or maybe he was. At this point I had no clue what the guy wanted, and was playing it by ear based on the information I had, and his reactions to that information. I knew getting him completely down would ruin it too, so that was out of the question as well.

I smile, putting my hand on his sac and gently squeezing them. I feel his asshole clinch around my fingers as I do this, and gently pull them down. “Such a nice big soft sac you have for me. I know just the place to put these nice big balls.

Was I finally going to start performing oral? It was about time Tom thought. While he understood, fuck he wanted my mouth on him. Anywhere at this point. Even on his back hole, even though that thought was not appealing to him.

I work my hand on his balls to try and get them to loosen up a bit. I hear him whimpering, and his hole contracting. He was enjoying this far more than I thought he would. “Now, now, you will calm down, or mama will stop all together.” I hear him whimper louder, but I pull down on his balls a bit firm, and give him a hard look.

He winced slightly. Why was I doing this to him, he thought. Did I not want him to express how he was enjoying what I was doing? He kept reminding himself open mind, but he had to mentally admit that this was frustrating. Maybe he was wrong in his previous thought that this could be a good thing.

I gave him time, I could see he was frustrated, and he may enjoy that. He needed to work with me, not against me. He saw the toy, did I have to spell out every step like he was a preschooler? Given his possible lack of experience maybe I should. “Now I am going to put this ring around your balls sweetie. Be a good boy, and I will reward you after.” I say as firm, yet as sweet as I could.

Tom tries the best that he can to remain still. He wanted to work with me. He was trying. But he made up his mind he didn’t want it. There had to be some way for him to tell me that. He starts to fuss with his legs. It was a large task, he didn’t think they would fit, nor wanted to find out. He wasn’t trying to make it difficult, but he had no way else of physically, or verbally stating no.

I was getting even more frustrated. Okay that would be an understatement. To get his balls in would be hard work, and his legs were fidgeting. He had noted he liked to fuss a bit. He sure picked a great time for it. If he does it any harder he risked hurting himself. I had to put a stop to it, “I told you to behave young…”

I didn’t get a chance to finish what I was saying as he pulled his hips away from me. Probably not the best idea he thought in hindsight, as this caused him to pull my finger out of him. This causing me to look up at him.

He had gotten my attention. Good, I was looking at him finally, he thought. He shook his head no, indicating he didn’t want it. I could see the look in his eyes. This wasn’t playful defiance. I could see he truly wanted me to stop. “You don’t like the toy do you.” I say waiting for him to nod, or shake his head.

He looked unsure of what to do. No, he didn’t like the toy. He wanted to give it a try, but he feared what that second ring could do. He also didn’t think his sac, even with a lot of care, could fit in it. Was it okay to say no? He didn’t know, but he didn’t want that. Just a cock ring, if it was comfortable he would be open to that. The anal play he was still curious on, but he wanted his balls to either be fondled by my hands, or mouth. Preferable both at the same time.

I see him shake his head. Another change of plans, but unlike the others, this one didn’t frustrate me. It was time to adapt again. Time to see if I could figure out what he did want. “Would you like your mistress to pick out something else?” He looked at me for long moments before nodding. He still wanted this adventure, and what an adventure it was turning out to be.