A New Path

Part Six

Sheri was greeted by the room, lit by candles and oil lamps, in all of its mood-setting glory. Chris had deliberately set out each toy in plain view where Sheri had no choice but to view them. He felt this added to a sub's trepidation over an event. Knowing what tools were available, but being unable to do anything about your predicament took a certain level of dedication. Otherwise panic would set in, and a sub could easily give up. Some of the toys, Sheri could easily identify, and others were totally alien. One thing that drew her attention were the numerous dildos and butt plugs, some so large, she felt they must be simply for intimidation value.

Chris once again instructed Sheri to put on the leather wrist and ankle cuffs that had been used previously, but this time she was to be tied face up, and spread eagle. First a new gag was inserted in her mouth. Not the simple, red ball gag from before, this was a black leather strap with a latex penis attached to it. As this went down her throat, Sheri gagged just a bit, but found she could handle the size, and not a bit more. Chris Noted her brief struggle, then mastery of the penis gag, and stated “I chose the three inch attachment as that seems to be about how much of me you can take before gagging. I will attach larger sizes as your ability to handle them grows.” Unlike the ball from behind which Sheri could still make some sounds, the thick black leather strap pressed the base of the penis against her lips firmly, and Sheri could not even whimper effectively. Next the now-familiar blindfold went over her eyes, leaving Sheri in the dark. Finally her arms were spread, and careful rope work insured no slippage of the knots would occur. Then her ankles were pulled apart, and Chris moved her lower until the ropes to her wrists were quite taught. Then Sheri's ankle cuffs were secured to the lower posts. Chris double-checked all his knots, then stood back to admire his handiwork.

Sheri was quite a picture with her freshly shaved pussy spread wide to see, her firm young body stretched out and venerable. Chris was quite fond of the contrast between her pale skin and the black leather of the gag, blindfold, and restraints. She was still a bit cold, and her nipples were very erect. Sheri was shivering slightly, and had goose bumps. ‘Good.' Chris thought, ‘Each little discomfort and minor irritation will add to the negative reinforcement of this moment.' He bent down to Sheri, kissed her forehead, and spoke to her in a calm, teaching tone.

“First I want to tell you that I am disappointed that I have to punish you so soon after giving instructions. I do not want this to be our dynamic as master and servant. While I derive a certain degree of erotic satisfaction from the event, if we get into a habit of failure, punishment, atonement, this relationship will stagnate, you will not grow as a submissive, and I will end our association. Do you understand this?” Sheri nodded as well as she could. “Good.” Chris sipped his coffee. “Open your right hand.” Chris placed a metal object there. “This is a cricket, a simple noise maker. Click it now.” Sheri squeezed the object and was rewarded with a loud click. “I can hear that anywhere in the house. It is for your safety only, not your comfort. I am going to punish you now. It will not be pleasant, it will not be brief, you will not enjoy it, but you are expected to endure it with grace and humility. If you are having trouble breathing, or any other medical issue, click that without hesitation. If you decide to quit, click it immediately. Just be aware that doing so for a non-medical or safety reason will show me a lack of commitment, and will terminate our association. Do you understand?” Sheri nodded again. “Then let us begin.”

From the bedside table Chris picked up a set of nipple clamps. Not the most aggressive set he had, but no beginner's toy these either. Metal, unpadded with a small set of circular pads which would compress the nipple between them. There was a screw through the clamp which allowed more or less spring tension to be brought to bear. Chris set them for just less than maximum tension, and rubbed Sheri's nipples lightly with a finger. They stiffened immediately, and so did Sheri. As the first clamp was allowed to squeeze Sheri's nipple, a long, slow whine came from her nose, and she tried in vain to arch away from the discomfort. “Remain still!” Chris boomed, and Sheri's struggles ceased instantly. He placed the second clamp, and the pitch of the whine intensified, then a deep breath in became sobs. “I know it hurts like hell, it is supposed to. Next time you even consider failing to follow one of my instructions, remember this sensation. I will check on you in 15 minutes.” With that, Chris picked up his coffee cup, and left the room.

Sheri was miserable. Cold, blind, unable to speak, and her nipples felt like they were being crushed to a pulp. She could feel tears soaking the fleece of the blindfold, ad she was sure there was no way she could tolerate 15 minutes of this. ‘All I have to do is click the thingy, and he'll let me go!' Thus began the true struggle of the punishment. Sheri wanted the pain in her breasts to stop more than almost anything else. Problem was, the almost was she wanted Chris to make her cum like he had done previously so badly, she wasn't willing to give that up. So she lay there, the whole 15 minutes, crying, trying in vain to twist this way or that, trying to get the clamps to sit in a way that was slightly more tolerable.

Chris was struggling for a different reason. He knew it was very likely that Sheri would click the cricket within the first 5 minutes. He had deliberately built up the tension, added elements such as being chilled and sensory deprivation, and knew he was pushing this very new sub harder than he ever had anyone before after this little time. Part of him was still hoping Sheri would quit, that she would decide this life was not for her, and go back to being a little mall princess. He knew it would make her life far less complicated if she decided this was not her path. But Chris also desperately wanted Sheri to succeeded, wanted her to be the one capable of keeping up with him, with being able to handle his demands. She made him so hard with her eager desire to please, and her utterly transparent expressions. But more than anything, Chris knew he had to push her this hard, to see if she would bend or break, so he waited the whole 15 minutes, barely breathing, then when the timer went off, he walked into the room and did exactly what he knew he had to do. He released the screws and gave Sheri the full tension the clamps could produce. “So far so good,” he said, “I'll check back in 15 more minutes.”

Sheri squealed like an animal behind her gag, her mind was in turmoil and denial. Surely he couldn't mean it, this wasn't fair! She had done the 15 minutes. But in her heart, Sheri knew he did mean it, and she still had her original 2 choices. So she cried and tried to think of other things, to not focus on her nipples and the pain radiating through them. She thought about Chris' smell, his kisses, his smile, and she even managed to grin to herself for a moment, and she made it through. Time passed.

“Ok, this is going to hurt like hell,” Chris warned. If Sheri could have spoke in that moment, she would have told him that it already did. Then Chris released the clamps simultaneously, and Sheri went ballistic. What Chris knew, and Sheri was discovering, is that when blood rushes back to those poor compressed nipples, it is more painful and intense than when they are being clamped. So Sheri thrashed and squealed behind her gag, and Chris just watched, slightly amused, quite proud of her for making it and very aroused. Chris released the ankle restraints, then the wrists. “Sit up.” He instructed. Sheri did. “I am removing the blindfold, open your eyes slowly.” Sheri blinked, and made to rub her aching nipples. “Stop! I have not told you to do anything but sit up and open your eyes!” Sheri stopped, and nodded once. “Good. Now kneel on the edge of the bed, ass in the air, knees apart, head down. Do it now.”

Sheri snapped to obey, and soon Chris was treated to a view of her delicious tight young ass and cunt displayed for his pleasure. As he squeezed lubrication from a tube, and began to apply it to Sheri's asshole, Chris spoke again. “I am now going to fuck you. This is for me, I have become quite aroused during your punishment, and I will use your ass for my pleasure. You will not cum, you will not move other than to thrust back into me. When I cum, you will remove your gag, suck me clean, and go to the bathroom. Use the facilities, there is a clean washcloth on the sink for you, then get dressed, and leave. Do not speak. Practice your oral technique nightly on the dildo, and I will tell you when I wish to see you again. Do you understand my instructions?”

Sheri nodded, and without any further conversation, Chris positioned himself at the entrance to her asshole, and pushed. Sheri grunted in discomfort, and her bowels clenched at the sudden intrusion. This was not a careful or considerate penetration, Chris just went steadily up to the hilt, and began giving Sheri all 8” in a strong, aggressive cadence. ‘Holy Shit!' Sheri thought, ‘he is trying to kill me with that thing!' The assfucking took all of about 5 minutes. Sheri was tight and clenching, and Chris was wound up tight. He came with a grunt, and withdrew. Sheri turned slowly, removed her gag, and with her nose wrinkled in disgust, cleaned her own ass off Chris' cock.

Sheri's eyes were puffy and red, she needed to blow her nose, and she had cum and lube dripping from her ass. In that moment, Chris thought she was the most beautiful thing he had ever seen, and wanted so badly to take her in his arms, but that would be out of character, and he knew it was too soon for Sheri to see that part of him. He walked into the bathroom and started a hot shower, closed the glass shower door, and began cleaning up. Sheri did as she was told. She cleaned herself as best as possible, got dressed, and left. She felt horrible and was crying again before she reached her car.

That night, lying in bed, Sheri could not find sleep, so after dutifully practicing with the dildo for 15 minutes, she popped it out of her mouth, spit on her hand, got herself moist, and slowly worked it into her tight pussy. With her other hand, she teased her swollen clit, and then began masturbating with vigor. Despite her need and high state of arousal, she could just not get there. “Damn it!” She exclaimed, frustrated, and knew what it would take. She spit on her hand again, and lubed her recently fucked ass. Then slid that familiar size and shape up there. Even with a tender anus, it felt right somehow, and combined with clitoral stimulation, Sheri quickly had 2 orgasms in succession. Sighing, she slid the dildo out of her asshole, and was already cleaning it orally before she realized she was doing it. “Huh.” She observed to no one in particular, and finished the job, being very thorough, before putting the toy in her bedside drawer, and sliding off to a blissful sleep.