So this was originally part of chapter 5, but it was just too long as one chapter and had an ideal point to separate them in the middle. Thoughts on the pacing of this section (including the last couple of chapters) and the game in this chapter would be appreciated.
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"I bet you want out of that cage, don't you?" Cynthia said whilst we were waiting at a red light on the way home.
I looked at her, "god yes."
She toyed with the key and necklace with her fingers, "but I think it would be really boring just to give you the key and tell you to get on with it."
"Maybe it'd more exciting if you helped?"
"Or I could give you a choice." She smiled. She really was smiling a lot more lately. It didn't necessarily mean something good though, at least for me.
I got honked to start driving but then was able to ask, "what kind of choice?"
"To roll a dice or not roll a dice."
"Okay..." I said nervously.
"But if you don't roll the dice, I'll give you the key for ten minutes to take care of yourself alone in your room."
Well that would be even more boring, so I could already tell that she wanted me to take my chances to make this more interesting. But when I asked for details about the dice roll she just told me to wait, but that I had to make choose whether to roll or not before I pulled into the driveway.
About ten minutes later she said, "If you roll a one, you're not getting out of the cage until Wednesday."
There was no way I was going to take my chances in that case, I'd never been this desperate for an orgasm in my life. I couldn't deal with this for three more days.
Cynthia laughed. "The higher the dice roll the better time you'll have."
Yeah, but two and three could just be wait until Tuesday and Monday respectively. I couldn't take a fifty-fifty chance on not getting off today.
And then Cynthia put some music on with the car radio and told me to think about it.
Right. So even if I made the boring choice, she would have enjoyed tormenting me with the choice for an hour. Even if this choice wasn't hard - I was not rolling any dice - I was excited by her giving me one. It was a little twisted and it made me like being dominated by her more. Like she could have just told me I was waiting until Wednesday and tormented me that way, but this, this was much more interesting.
About ten more minutes later Cynthia turned the radio down. "If you roll a two, I'm going to put some nipple clamps on you and stuff your mouth with my pants or socks before I let you out."
I protested about having been hurt enough for one day, but Cynthia shut me down quickly, "I'm not going to be making you roll the dice and I'm not going to be the one rolling a two either."
"Okay, but..."
"And if you keep complaining, you won't get any more information about the dice roll and maybe everything above two has you wearing nipple clamps."
"Sorry."
"Sorry what?"
"Sorry mistress."
"Now think about what you're going to do."
Two was not a great outcome. But it did suggest that I would get an orgasm for anything that wasn't a one.
"Three is the same as two, but I'll spare you either the clamps or the pants," Cynthia said like she was trying to rhyme after another ten minutes.
And it didn't change much for me.
Ten minutes later without even looking up from her phone, "Four and you'll eat me out whilst you get yourself off."
That wasn't bad and it made me look forward to five and six, but it wasn't enough to change my mind about not rolling the dice by itself.
We were approaching the edge of our village when she told me about five. "A five gets one of my feet in your mouth and the other on your cock."
I did confirm that she would be rubbing me to get me off and not to torment and she made that wicked of smile of hers. She'd given me a chance at something I'd want and she'd knew it. And it was honestly tempting. A four was still good, maybe with some begging she wouldn't put the clamps on for a three and at least with two I'd still be getting off and she'd still enjoy my pain. But I wasn't actually sure what I was going to do, there was a still a chance I'd be waiting another three days. I don't even remember the last time I had gone a week without masturbating. I probably hadn't gone ten days without getting off since I started getting off.
We were pulling onto our street and I knew I had to make a decision in the next minute, but she hadn't told me what six was. It had to be good though right?
As we rounded the corner and home was in sight. Cynthia spoke up, "You get a six and I'll give you a handjob."
I almost choked and it was a good job I was slowing down to start parking. I might have caused an accident if I'd been going faster. That was a good one. Not only had Cynthia barely touched my cock so far, it had been well over a year since I'd gotten a handjob.
"So what are you going to do?" She asked as I was pulling into the driveway. I had seconds to decide.
"I'll roll the dice."
"Good choice."
I parked the car. Cynthia got her own bags and we pretended like we were normal siblings as we went back into the house. And then I waited. Conversations with our parents about how we were spent our day just filled some of the waiting. There was dinner and then finally our parents went for a walk and Cynthia grabbed me by the wrist and took me to her room.
She ordered me to take clothes my off and wait on my knees until she comes back. I had my clothes off and neatly folded in less than a minute and I waited at the foot of her bed facing the door.
About two minutes later she came back and was holding the box of Monopoly.
"Oh come on," I cried. For some reason, the monopoly dice were fucking awful to me. I joked about how some spirit I'd offended had possessed the dice to mess with me and had gotten stuck in there. I couldn't even roll seven when I needed to.
Cynthia just laughed. "You're going to roll one of the dice in this box."
I had a sinking feeling that I was going to roll a one, a two if I was lucky.
She handed me one of the dice and I looked up at her and put on a bit of a puppy dog face. "Can I at least roll both of them?"
