Chapter 23: The Playroom
I opened the door and turned on the lights. I dragged the box into the room and closed the door behind me. First things first: I went around and replaced all the dead light bulbs. Then I carried my box into the room and surveyed the damage.
For a suburban dungeon, it really was very impressive. The furniture looked well built and the whips and chains looked expensive. I got out my broom and started sweeping. After a few hours of sweeping, dusting and hosing, the place was starting to look good. I got out the leather cleaner and started on the wide array of paddles, whips and restraints. It was quite a while before I was done.
In the course of cleaning the room, I discovered some interesting features. There was a closet full of costumes, both male and female. The female costumes looked interesting, but I didn't think I was the right personality to wear leather hoods and chaps. There was a refrigerator and a little pantry. The items in it had long since gone bad, but the possibilities were interesting.
When I was done, I poured myself a glass of water from the sink, and took a good look around. Now that I had my own personal torture chamber, what was I going to do with it?
I had been browsing the web and looking for as much information as possible on using a dungeon. There was a lot of misinformation out there, but there was also a lot of good information. I tried to learn what each of the items was, though there were some items in here that I hadn't seen any information on. I also tried to understand how to handle this safely. I knew that I was a rank beginner, and that wielding a whip could cause significant and permanent damage. Some of the other items in this room could also do real harm, so I was going to take it slow and try and learn what I could before I used it.
When Jess had handed me the key to this room, she had made it clear that it was mine to do with as I pleased. What did I please to do, and to whom should I do it?
Rachel was lovely, and so far willing to do everything that I had asked of her. The nastier it was, the more her mind told her the deed was bad, the more she reveled in the act. I had started easy on her with the pain, more because of my fears and concerns than hers, but that would change when she entered this room; when that happened, we would find out how much of a pain slut she really was.
Then there was Jess. Exactly how far did I intend to go with her? Every day I got to see this lovely, mature woman naked. Jess had more sexual experience than I would probably ever have. For years, she was just Mrs. Miller, the mom next door. Sure, she was a sexy woman, and as a normal teenage boy I'd thought about fucking her. But of course, I don't think that there was a woman I'd met as a teenager that I didn't at least think about fucking. But I never really thought of Jess as a sexual creature. Was I ever wrong!
When she had called me over to talk about Rachel, I didn't know what she would tell me. But the last thing that I expected was to have her serving dinner to me while she was naked. And this room! As presents go, this was a doozy!
So now, what do I do with Jess? She said that she wasn't ready for anything sexual, but in my short time as a sexually active boy, I had never seen anyone more ready for sexual activity. For lord's sake, she had cum when I slapped her face! And since I had punished her, she had been very affectionate. The way that she looked at me, the way that she hinted about things, made it clear that if I wanted to push her on her no sexual contact rule, she would let herself be convinced of just about anything.
But did I want to do anything more sexual with Jess? I admit that seeing Jess naked every day was fabulous. But did I want to take the next step? I wasn't sure, but I did know one thing. I would not take her hints and push her sexually. When she was ready for it, she was going to have to ask me.
And what about Rachel and Jess? Rachel had told me what happened when she came home from her date with Neal. It made me think about our first naked dinner. Should I have had her clean off Rachel when I was done? With her tongue? They were mother and daughter, but they looked enough alike that with a little work they could be mistaken for sisters. Very hot, very sexy sisters.
I knew that they had both been with other women. How much would it take to have them be with each other? Would that be a line they were ready to cross? Would that be a line that I would be ready to cross? How would I feel about seeing Rachel go down on her mother? Or Jess go down on her daughter. Aw, hell, who was I kidding?
And speaking of incest, there was Michelle. My lovely sister Michelle. My sexy sister Michelle. Where was that going? In May, I had not even seen her naked. Now I've seen her in sexual relations with another woman. I've seen her using Rachel, pushing her. And more importantly, I've seen Rachel pushing Michelle. Michelle was becoming more comfortable thinking about me in a sexual way, and more comfortable having me think of her in a sexual way. What was going to happen there?
I had to put Michelle out of my mind for now. One family's issues were enough for me to deal with at a time. And I was dealing with their issues. Rachel had all these unresolved sexual feelings. She was a masochistic submissive, and I was tasked with finding her limits and helping her learn to control her feelings so that they didn't control her.
Jess, on the other hand, knew exactly what her limits were, and she'd had her feelings under control. But now that control was fraying, and I would have to deal with that soon enough.
So while I was certainly reaping the benefits of my relationship with the Millers, it was a lot to have on my seventeen year old mind. I should be thinking about how to cop a feel of my date in the backseat of my car, not what permutations of an incestuous three-way (or four-way) I should be getting into!
Ah, well. As a wise man once said, with great powers come great responsibilities.
We were eating an early dinner on a Friday night, and Jeff seemed a little nervous, which surprised me. Jeff rarely gets nervous, and even now, it was barely noticeable, but it was there. I knew that it wasn't because of the two naked women in front of him, because that was normal. I had even invited Michelle over for dinner as well, but Jeff had nixed that invitation.
After dinner, Jeff said, "Rachel, go use the bathroom, then come back."
I was confused, but I went. It actually gave me a little thrill, being ordered to relieve myself that way, like I didn't even have a right to decide when I was supposed to go to the bathroom.
When I got back, Jeff said, "We are going downstairs to the basement." I shrugged my shoulders, but I heard my mother gasp. I looked at her strangely, but I still didn't know what was going on. I followed Jeff downstairs, and I noticed Mom following me.
We walked to the back of the basement and I saw Jeff pull a key chain off of his neck. He went up to the closet and unlocked the door, though he did not open it. Where did he get the key from, and why? My parents always told me that we had lost the key. I looked at my mother, even more confused, and it didn't help when I saw the glazed, fearful expression in her eyes.
Jeff reached into a box and pulled out a collar and a leash! Were they for me? Goody! He reached up and hung the collar on a peg near the closet door.
"At no time may you open this door yourself," Jeff told me in a very serious tone of voice. "When the door is open, you may enter, but only naked, wearing this collar, and on your hands and knees. Do you understand?"
"Yes," I said, though I was still confused.
Jeff reached into the box and pulled another collar out and placed it on a peg on the other side of the door.
"What is that one for?" I asked.
"For now, nothing," he said, though I heard my mother's sharp intake of breath. I looked over at her and her expression was a cross between sheer terror and naked yearning. I knew exactly who that second collar was for, and I knew that it wasn't for today. But I knew that one day I would see it around her neck.
Jeff reached up and got my collar off of the wall. "Put it on," he said.
I struggled with it a little, but it was my collar, and I was going to get it on me. When it was on, he pointed to the floor in front of the door. I got down on my hands and knees and wiggled my ass in the air playfully. Then I saw the expression on his face, and I wasn't sure that playful was the mood I should be in right now.
Jeff opened the door, and I was shocked when I saw the corridor leading away. He motioned me ahead of him, and I crawled down the hall. Just before the end there was a right turn, and before I took it I glanced back into my basement. My mother was still standing where we had left her, rooted to the same spot. I turned the corner and stumbled to a stop when I saw what was there.
My mind was spinning, racing in circles, trying to come to some conclusion about what I was seeing. This could not have been Jeff's work. Some of it he could have secretly brought in, but most of it would have needed multiple people to get in. This had to have been here before, which meant that it was my mother's and father's. Which also explained some of my mother's reactions in the basement.
"Stand up, my slut," Jeff said.
I did as he asked, and I turned around, trying to see everywhere. He gently took hold of my chin and pointed my face so that I was looking into his eyes.
"You asked me to punish you, to hurt you, to use your body as I see fit," he said quietly, almost gently. "Look around you now. Look at what I may do to you, and then ask me again."
I was about to respond, when I realized that I should do as he asked. It was a truly a frightening site, especially from the perspective of the one that would be on the receiving end of everything. There were paddles and leather straps and ropes and whips and chains and knives and feathers. I was terrified and I was excited.
And then I realized what Jeff was nervous about. He didn't know how I would react. He didn't know if I would run screaming. But I think mostly, he was afraid that I would not. And if that were the case, I was about to disappoint him.
I dropped to my knees in front of Jeff, held the end of my leash up and said, "Jeff, please feel free to use anything in this room that you'd like on me. I trust you completely, and I am glad that you are willing to do this for me."
He just shook his head, then he took the leash and pulled me to my feet with it. He kissed me violently, then backed off.
"I haven't really pushed you to what I thought a breaking point was," he told me. "That is about to change. As a result, I want you to pick a safe word. This is a word that you will use if the pain is too much. When you use the word, everything is over. I will not touch you again for a week after you use it. It is your word of last resort.
"In addition, until I get to know how your body works better, I want you to pick a warning word. When you use that word, I will know that you are in some distress, but it will be up to me to decide whether I will modify my actions, and we may still continue. Do you understand what the difference is?"
I nodded my head. I was nervous that he felt he needed those words, however as usual, with nervousness came excitement.
"What are your words?" he asked me.
"Ketchup and Mustard," I said.
"Which is which?" he asked.
"Ketchup is red, so it means stop," I explained. "Mustard is yellow, so it means slow down." He smiled at me, and I was happy at that, since it was the first smile of the day.
"Are you ready to begin?" he asked.
I nodded nervously. Jeff handed me something, and slipped a band around my wrist. It was a small black box with a dial in the front.
"What is this?" I asked.
He reached over and flicked a switch on the box. It started clicking slowly. "This is a metronome," he said. He smiled and said, "Think of it as measuring the rhythm of your pain."
I glanced at him with a confused look.
"When you are able to completely tolerate what I am doing," he explained, "it will beat like this. As your tolerance for the pain that I am inflicting decreases, you will turn the dial." He turned the dial up, and the beat went faster and faster. "When you can barely take it, it should be here," he said, as he turned it until it was almost a continuous click.
"This way, we'll both learn your limits," he told me. "Now, if you are ready..."
He led me over to a large X. He stretched my hands well above my head and fastened them into cuffs that were embedded in the X. Then he did the same for my ankles, so that I was held up by just the bonds on my extremities.
I was considering turning the metronome up a notch when he walked behind me and pulled some sort of lever. The X leaned back until it was at a forty five degree angle, then it clicked into place.
Jeff walked up between my legs, smiling evilly. "I have you in my clutches now!" he said in a cartoon villain's voice. Then he started running his fingers lightly up and down my body. It caused me to shiver with pleasure, at least until he ran them down my sides, which caused me to squeal and squirm as he tickled me.
Finally, he leaned over and kissed me lightly on my pussy, then he went to the wall and got one of the items. "This is a slapper," he said, showing me how it had a couple of pieces of leather connected on one side to a handle. He raised his arm and brought it down on my stomach. It made a loud sound that startled me, but I realized that it didn't hurt that much. At least until he did it again, harder, on my thigh. It wasn't the worst pain that I'd ever felt, but I knew it was just the beginning.
He only hit me a few times with the slapper. It seemed that he was going to try out a goodly number of the items on the wall, with me being the lucky recipient. Before he used each item on me, he would hold it up and introduce it to me. He would tell me its name, and then explain how it was to be used.
He showed me crops, which have a hard leather surface at the end and thud into my breasts and thighs so hard. He showed me paddles, which he used on my legs, but left mostly for another time, when I was face down. He showed me different things made of different kinds of material, which he used on my breasts, stomach and pussy. He showed me canes, which he swished through the air, but which he told me I was not ready for yet.
For the first half hour he demonstrated each piece lightly, with the slow ticking of the metronome in the background. Then he picked up a whip with many thin leather straps, and he really got to work. He started with my thighs, and he did it a lot harder than he had before. He worked his way up my side, getting my hips and waist without touching my pussy. He was flicking the whip, and each stroke was fast and sharp, causing pain to go flashing through my body.
My hand involuntarily clicked the dial up a few notches the first time the tails on the whip hit my breast. Jeff worked his way around the other side of my body, starting at my breast and moving down to my leg. He then stood below me and aimed a couple of shots at the balls of my feet. Damn! Who knew my feet were so sensitive. Then he walked up between my legs, increasing the strength of the slaps on the inside of each of my legs as he moved up. I had been slowly increasing the beat of the metronome, and it was now clicking at a reasonably fast pace.
I shoved the dial all the way up and screamed as he landed a really hard blow right on my open, dripping pussy. I watched him looking at me, with the metronome clamoring in the background, as he drew his hand back and repeated his swing. He did it one more time before he leaned over and kissed my abused pussy. He stood right between my legs, looking down at me, and he held the whip up to my face.
"Kiss the whip, and thank me for using it on you," he said.
It took me a few minutes before I was able to, then I leaned forward and kissed it. "Thank you Jeff. Thank you for doing this. Please, can I cum?"
He looked at me and smiled. "I don't know. I abused you pretty hard. Can you cum?"
Can I cum? Was he out of his mind? He had to be able to see my pulsing labia. He had to see the fluids pooling under my ass. Had to know that it would take so little to push me over the edge!
"Please, I'm begging you like a true slut!" I told him. "Please make me cum. Fuck me. Use me any way you want! Please!"
He smiled and dropped his pants. He pulled my hips further down, stretching my arms out even more painfully, and he shoved his cock into me. I was wet and loose, so he went in easily, but it hurt like hell! My pussy was sore from the whipping that it had received, and every stroke increased the pain, but that did not stop me from cumming hard around his cock. He pounded into me, but it was not long before I felt him spurting into my abused pussy.
He leaned forward on me, resting after his exertions. "Do you think I'm a horrible pain slut?" I asked. I was nervous about how he would react to my behavior.
"No," he told me, "I think that you are a wonderful pain slut. And I think that in a few months time, you'll be able to take many more of those strokes without turning the dial up more than half way."
My cunt shuddered around his cock as I came a little at the thought of months of this treatment! Finally, Jeff got up and unfastened me. He helped me stand up and he walked me back out of the dungeon. When we got out, I saw that my mother was still standing there.
She ran up to me and asked, "Are you all right?"
I nodded as she hugged me.
"I'm so proud of you," she said. "You behaved so well for your master!"
My master. Mmmmm. I hadn't really referred to Jeff as my master, but it was clear that Mom thought of him that way. I would have to talk with Jeff about that at some point.
Jeff closed and locked the door, then helped me remove my collar and place it back on the peg. He turned to my mother and said, "Jess, please take care of her tonight."
"I will, Jeff," she replied, going to Jeff and hugging him. I was surprised to see that there were tears in her eyes, and they were red and puffy, as if she had been crying. She grabbed Jeff and planted a big kiss on his mouth. "Thank you for taking such good care of my baby!" she told him. He smiled weakly, then left the house.
Mom took me up to bed, cleaned me off and tucked me in. Before she left I said, "Mom, we are going to have a long talk about you and dad one day soon!" She nodded with a sad smile on her face as she left the room.