My Online Kink March Part 8

[ve****]

When I entered the room of course it looked the same as the other two times we had been here. It was a little bit of a come down from the posh digs we had the previous session. I quickly stripped down to the nude and saw he had prepared it pretty much as except there were a few additions. In addition to the water bottles and beer on ice next to the cooler was a small machine with leads leading out of it, some knobs on it and a kind of meter on the front as well. It was plugged into the wall. I also saw a spray bottle with what looked like water in on the dresser. I looked to the immediate left where I expected to see my spot marked out and it was there. He had sat down in a chair next to the spot and the dressage whip was on the bed. His blue duffle was on the floor and in his hand he was studying what appeared to be my test questions and answers. Good thing I had spent a fair amount of time studying. Since this was supposed to have been originally a high impact session I was comforted by the comment he had made that he had decided to make it a low impact session, although I wondered what he meant by the electricity comment and the fact that it was confession night.

I took up my stance, hands behind my head and feet on the outside of the rectangle and raised myself on m tip toe. As I turned I noticed there was a chair right behind my rectangle towards the wall. He immediately came over and put the cuffs on my wrists and my ankles tightening down this time firmly. I noted that this time it was not just velcro that kept them on but also a buckle strap as well. There was no getting out of them once on unless he took them off. He taped the bottom of my feet as well to ensure I did not drop to the soles of my feet while being punished or I would get extra strokes when the double sided tape hit the floor and picked up specks of dirt. All of this was a red flag to me that I was in for a rough night even if it did not bruise me badly.

Once all of those preparations had been made he informed me he would run through the questions he was going to ask quickly and I was to answer quickly. If I hesitated it would be counted as a wrong answer. He set 85% as a passing grade since he regarded that as standard B in college work. I would get strokes for each percent under 85%. So 100 questions meant I could get 15 wrong and get no strokes. 25 wrong and I would get 10 strokes etc. He started to pepper me with questions and I did well with those I already had done well such as the state capitals. The world capitals were a little harder and I missed a few. When we got to history the answers were more lengthy since it involved convoluted answers such as causes and effects and he was judging the subjectively. Roman history and Latin I started to falter badly and knew I was in for a whipping for sure at that point. Luckily I had taken an interest in current affairs as of late due to this challenge. I pulled some of the answers out of my ass just due to watching and listening the news more intently. The Latin phrases he had given me I had studied hard on and I knew most of those but the science still loomed and I had never done very well in physics, chemistry or geology. I was perfect in Biology having helped the kids with the rote learning associated with that a made a perfect score. In short, the end was a shake of his head and the announcement that I was about to get 23 strokes with the whip. Barely passing, a D effort in all. On top of that he announced this was to be a regular feature of all impact sessions in the future and that he had more questions along with the answer key for me to learn before the next punishment session in a week. I steeled myself for punishment when he told me to take the position. The first thing he did was to insert the butt plug that was meant to protect my asshole from the strokes and then fitted the dildo and clitoris stimulator combination into me. He had a waist strap that kept it on securely with velcro. I knew this was going to be ***ful. He put the settings for the devices on a low constant s***d for vibration and I felt my excitement start. Then he reminded me that I was not to cum unless given permission and that would certainly be after punishment. I think he was trying to get me to associate impact punishment with pleasure.

I put my hands on the bed and looked straight into my phone that was set up and framed by him as I took the position. He then told me that since I was late in posting the photos to the site that he would add two more strokes to make a perfect 25 strokes to be taken.

“You need to keep yourself disciplined now. Stay on your toes, don't wiggle your butt too much ad stay quiet as possible. I will gag you if you make too much noise. You may lift one leg if you need to and you will count the strokes and tell me you are ready for the next one each time. If you fail to count then we will start over. If you do, I will reward you at the end of punishment.” He swished the whip in the air and as it whistled he told me “Don't tighten up your ass since it will make it even worse.” I did my best and the whip whistled in the air and I felt a line of fire across my ass right where the ass meets my thighs. The little popper wrapped around and this time I felt it when it hit my loins.I heard a low groan emitted from my mouth. I was already breathing hard through my mouth and it took a moment to recover. It hurt even more than I remembered. I croaked out “One Sir!” and then “Ready”. The whip came down almost as fast as I got it out of my mouth and I let out an involuntary grunt as it hit home. This time it was broad across my ass. That was better since my ass absorbs the blows better. I lifted my leg in protest like I needed a moment to catch my breath. I waited as long as I dared and when I said “Two Sir!” it was in a tremulous voice and high pitched. The “Ready” was a little better. It sounded more like a question and was a little sad and weak. The third one fell across my thighs and I shook my head and wanted to stomp my feet but I did not do the little dance he expected from me since I knew it wold cost me more strokes and that I really did not want. I kept those toes on the ground despite my legs and calves burning from the strain. I noticed again that the room seemed very warm to me and I started to sweat. I wondered if he had turned up the heat in the room. I suspect he did it on purpose just to make me sweat. “Four Sir!” and then after a pause “Ready!” and so it went on. By ten I was rocking back and forth with the *** when the whip would descend. My head started to bob up higher as the count went up. Each time he gave me one my head came up high and hair was in my eyes. I felt the sweat and tears running down my face and the sweat trickle down my back and between my ass crack. At about fif*** he concentrated on making sure my thighs were striped deep. I cold feel the whip cutting in to my skin and I knew those would be deep purple for the foreseeable future. By twenty I felt like there was noway I was ever going to make it to the end but I gamely hung in there. Now my head was hangin down like a tired dog. My hair was in my eyes and I just watched the bed in front of me. At 24, I celebrated in my mind that it was almost over and on 25 I just wanted to collapse but did not. He came over and stoked my ass and thighs and then ran his hand down my back saying "You maintained good position and kept the noise down. Good job girl.” I was too tired to take any solace in that. He kept me in that position for a few minutes.
As I bent over the bed I felt the sweat pouring out of my body and running down my legs and arms. I also noticed that my crotch was wet and I was sure that if he looked he would see that my slit was slick where the dildo was in it. I was breathing hard in and out of my mouth as I rested – I think they call that blowing. I was taking in deep breaths as if that would still the *** but they were regular. As I calmed down a little, he told me to lie flat on the bed. I did so with relief, mewing a little as I did. I knew at that point I could not have said anything understandable.

He started to fiddle with the controls of the remotes to edge me closer to one of those massive orgasms I so loved. I felt the vibrators work against each other as he did so. Sometimes they were intermittent to cool me down and then put on constant. The intensity was also random and he kept telling me to wait until I was given permission. I just couldn't stand any longer and I angrily demanded he give me relief but he refused and told me to hang on longer. He would tone things down for a moment and then I would get frustrated before giving me the intensity I wanted. I tried to press my thighs inward to increase the friction but my muscles were not strong enough. Finally when he judged my breathing indicated with its raggedness that I was about to cum, he pushed the buttons all on high and I quickly built up to the end and he gave me permission to cum. Again I felt the waves crashing over me and I was in wonderment that he could make me feel this way. I felt myself dying the small death as my orgasm peaked. I was still lying on my front when I regained my senses to find him putting his stars on my ass with his rubber bands with each snap of the rubber band feeling like a small *** in comparison to the the whip that had been down there earlier. For some reason I knew that he had given me all four starts which meant he approved of my performance and I swelled a little with pride that I had taken such a beating without violating his rules. For at least a portion of the beating I felt I was going to collapse but had held on. When he was done with his small job on my ass, he turned me over and held me for a few minutes in his arms and then went over to get me a water and he ran his can of beer across my forehead to help me cool down a little.
“You did well, Girl. Hopefully you will find the rest of the session a little more comfortable for you. At least you will be sitting down.” I was still trembling and hardly understood anything he said to me. He left the crotch piece on me as he got up to get something out of the bag. I saw it was the bag of rubber bands and the castration set with the bands. He carefully pulled my nipples through the castration bands so that they were fully erect and started to get numb. The next step was for me to set up and free my breasts a little bit more so that he could band them with about five bands on each so that my tits were standing straight out like bullets from my chest. He told me to remain where I was while he arranged the next portion of the session.

He pulled the extra chair over so that it was t the far side of the spot facing the bed. Then he arranged the little machine I had seen which I assumed was going to produce the electricity for playing with me. He had me sit in the chair so I was facing the bed and the mirror. He took pictures of me sitting in the chair and then securely strapped my wrists to the arms on the straight backed chair. Then he secured my ankles securely to the legs of the chair so I could not move around much at all. He put two straps around my body and the chair as well. Finally he put a rigid posture collar on me which was quire severe. I could not move my head to the side or up and down but rather could only look straight ahead at the mirror and the tripod for the phone. He took two lights that looked bedside reading lights and fixed the so that they pointed directly into my face , plugged them in and turned them on. ImmediatelyI felt the heat from the bulbs and the light distracted me. I could not see through them and suddenly I realized that Confession night meant that he was going to interrogate me. This was going to be an interrogation.

He put the little machine on the other chair so that the four leads would reach me and he clamped two of the leads onto my nipples and then clipped the other two to the lips on either side of my slit.. Just the clamping down hurt like hell. I squirmed in the chair but there was little I could do. He sat on the bed opposite of me and pulled up the chair so that he could reach the knobs and dials on the machine.

Lastly he took the spray bottle of what I assume was water and spray my body with a fine mist.
“We will refresh that every once in a while. Now what I am going to do is find out about you. All you have to do is tell me the truth. Trust me, you want to tell me the truth. If I think you are lying or you mislead me, I will not only shock you more but I will turn up the juice as well. Now, to start, I am going to test that this things is working.” He calmly twisted a dial and then hit a small button. I felt a shock of electricity that was unpleasant course through my body stiffening it up a little. I let out a little yelp as he did and begged him not to do it again. He smiled at me and said, “Well girl, that is entirely up to you.” He turned the dial up another notch. I recoiled a little bit in *** thinking he was going to shock me again but he did not push the button. The heat and light in my eyes from the lamps was disorienting me.

He started slowly telling me that he would surely know if I was lying when I answered his questions.Then he started.
“What I your full name?”
I gave him my truthful full name. '
“What is your birth date?” and I gave it to him.
How old were you when you moved out of your family home?”
I told him eigh*** after I graduated from high school.
“Did you do well in High School?”
I told him not really. “I was a B and C student at best.”
“Did you go to college?”
“I went later in life to the local community college and got an associates degree.”
“What things do you do for enjoyment?”
“I like to read, watch tv and mostly I spend time with my ***. I also like to spend time in the outdoors. I like swimming and going out with the my friends.”
“Who is your best friend?”
“My best friend is Barb.”
“Describe her.”
“She has been my best friend since were ten years old. We were in the same grade. She is about my height but has bigger boobs. She is a brunette and is pretty wild. She was always the one who go us I to trouble with our parents or wanted to skip school. We still have lunch routinely during the work day since we work in the same building and we share all our secrets. She is a lot of fun.”
“Did you tell her about me?”
I wondered where this was going and I almost decided I would lie to him and tell him no but thought better of it when I saw him looking intently at me. “Yes I told her about you and have told her about our sessions together.” Now I was wondering if somehow Barb had talked to him.
“you are doing well.
“I believe everything you have told me so far. Now, tell me more about your childhood and your friendship with Barb. Were you friends all the way through high School?”
“Yes, we even tried to take the same classes as much as possible.”
“Were you part of the popular crowd or clique?”
“No, we were the opposite of popular. We were kind of the left overs. We just hung out together. We did not participate in sports or clubs. We were the kind of girls parents warned their kids to stay away from. We were not in band either.”
“So you were not popular in High School. What kind of trouble did you get into in High School?
A lot of it was the typical things like skipping school. We did break into the school one time and got into trouble as well. We did not have good reputations at all. We were thought of as wild. We drank a lot and smoked. There were a lot of rumors about us around school as well.”
“Did you date a lot?”
“No, as I said, neither of us were well thought of. I think we were pretty enough but the guys were shy of us since they thought that we were bad girls.”
He reached over calmly and pressed the button the machine sending a shock through my system.
“I think you are misleading me about dating boys.”
I was shaking from the shock and the sweat was starting again. “No really neither of really dated boys except we did go out on dates but they normally lasted only one time.”
“Why was that?”
“Primarily because our reputations were that we were the school sluts. We were the girls the boys would take out when they wanted sex. Other than that they were not interested in us”
“Tell me more about your reputations”
“I guess it all started when were in ninth grade or so. We were at a party and everyone was playing this game of 7 minutes of heaven or something like that where they picked a boy and girl and put them in a closet together. Then the couple was supposed to do whatever they wanted with the other. At the end of the seven minutes the crowd would open the door and look at them. Mostly it was just fun and the people in the closet might kiss or feel each other and then they would be sheepish when the door opened. When it was Barb's turn with one of the guys, when they open the door she was down on her knees playing with is cock almost like she was giving him a blowjob. Things just go out of control from there.”
“What about you?”
“Well mostly it was guilt by association at first. I couldn't turn m back on Barb so I kept hanging out with her and my reputation was blackened as well. Later most of it became true.”

As the interrogation continued I started to open up more and more to him. He shocked me a few times as I did but those were deserved as I tried to doge his questions. I told him about giving my first blowjob to Jimmy Sharp in a tool shed and about the time Barb and I each gave blowjobs to a pair of guys who had picked us up at the country fair. We were together, with my and my guy the back seat of a car and she and her guy were in the front seat. Our heads were bobbing up and down almost in unison. We learned to swallow the cum so it would not get on our clothes. We taught each other how to kiss by practicing on each other and had our first encounters with women with each other. We almost got caught one time by Barb's mother while were in bed naked playing with each other and our hands were all sticky, I told him our Barb made me try anal and how it had hurt so bad when the guy I was with had just rammed it in. It hurt so much I never tried it again. I told him how we had a secret clubhouse the boys would come around to fuck us both. We went through a Goth period and got big time into gaming and we went through the gaming boys in school as well. I told him that I had never had a threesome but that was Barb's favorite thing. She loved being the center of attention with more than one guy and more than once she had pulled a train. I was more restrained. I told him that I had fantasies about bondage ever since I saw a movie where a woman was captured by enemy ***s and ***d and then was also whipped. I explained that *** made feel alive and excited. He nodded as I told him that.

Later we covered all of my affairs which after high school was pretty slim. I got explained that I had to get married when I was 25 and pregnant and how that settled me down. I told him about my BDSM encounters when I was young that led me down the path where I was including being tied up by one boy for a whole day until I gave in and gave him and his friend blowjobs. I told him about my husband and how vanilla and boring it really was and how I caught him cheating which was the final straw before divorce. I told him I rarely had orgasms after that even though I had experienced them when I was younger. I walked him through my boring relationship that I had with a guy who I thought would marry me and help with my life until he too ended up cheating on me despite my doing everything I could. I sent him packing and for the next six years until now I basically did not have any affairs.

BasicallyI poured out my heart o him, giving him the entire unvarnished truth about my existence. Of course he did catch me in discrepancies and I got the shock treatment several times but mostly it was a heartfelt and revelatory experience for me. Not only that, against my better thoughts, I told them that Barb wanted to meet him and also that she probably wanted to have a session with us as well. The look on his face was immediate displeasure but he recovered fast and basically said “ He had to think about that revelation.”

I had been going on for about an hour and a half periodically getting shocked and spritzed with water to enhance the experience. Each time he shocked me it stiffened up my entire body and I was exhausted from the both the truth telling and shocks. He had promised me at least two orgasms and after I had knelt down and gave him the Jimmy Sharp treatment with my mouth, he gave as well as he got. He put me back into the chair and tied me down so I could not squirm much, gagged me with a penis gag and then turned all the devices which were still implanted in me as well as the voltage on the shock machine to a low setting. He fiddled with the remotes so that he slowly edged me up to the max amount I could take carefully watching my reactions until he figured when I was at my peak capability Then he turned up the devices and the voltage, the device to full and voltage to some what higher than it had been. My body went through a bunch of gyrations of stiffening up and jerking as he did that and he gave me permission to come and waves started to roll over like the movie “From Here to Eternity”. It seemed like they would never stop. As I started the orgasm he turned the machine off and watched me as my eyes rolled back in my head like an epileptic. I jerked and squirmed as the restraints held me down. He let me rest after he had taken off the cuffs and other restraints. When I was able to stop shaking so much he dripped water into my mouth and held me tight on his lap sitting on the bed. Then he put me on the bed lying down and and carefully put lotion all over my body as the last sobs and shaking stopped. Finally I got up and went into the bathroom to wash my face. I looked at my body and saw that I was in much better shape than the other nights. Of course my rear was a mess and my nipples still hurt from the bands and the clamps, my tits were purplish still but I knew that would end fast. I was a little sorry that my stars on my tits would soon fade away before he had a chance to renew them but I now had four stars back above my ass for my performance under the whip. I was proud of that and I felt great about telling him so much about myself and he had listened intently to all of it. When I went back into the room, he patted the bed beside him where he was sitting and said to me “This thing with Barb we have to think about it carefully. Nothing screws things up in relationships more than trying to introduce another person into it. I am more than happy to meet her of course but I have to think what is really possible. In a relationship such as ours another sub is likely to cause all kinds of problem. The first of those is that one of the two would have to be the top sub or girl. The other would have to be the bottom. I think whatever you want we will do but you will have to choose to top her or be her bottom. That is just the nature of things. Someone has to be on the bottom. I personally think you wold not like her to top you and my responsibility is to your journey. So you have to think about it. You would have to help me punish her and stuff, making her do things you are now doing yourself. The other major issue is that regardless of how much you think you may not be, you will have pangs of jealousy with her intrusion. If you want, I can just hold her off and tell her that I don't roll that way with two subs at once although I have which is why I know something about this. These are all things you need to think about. Now on to something more fun. I think you are getting off on being humiliated.” As I nodded his understanding he continued, “So Tuesday is going to a *** day for you that afternoon. I will pick you up at home at 1130 if that is fine with you. Bring your schoolgirl outfit except the panties and bra. I will have new ones for you to wear. But bring the rest of it. We will have a thirty minute drive or so to get where we are going. When we are done, I assume you will still be ok to be out until 9pm or so we will have that time for a regular session as well. Is that ok with you?”
I nodded yes to him. With that he asked me if I had questions or wanted to comment on anything. I really had nothing so I was excused to dress and leave. I did not forget to take my new test questions and answer sheet he had typed up for me. I at least I was studying for the test.

As I went out through the lobby, I swear the clerk looked at me with that knowing smirk again like I was a whore plying her trade in their rundown old hotel. Perhaps I was.

The drive home was fine and I had a lot to think about on the way. I thought what he had said about Barb and whether I could top her or if I wanted her to top me. I also thought about the jealousy thing and I knew it was true. I would be jealous since I always was when Barb stole my friends or dates. I didn't think it would matter though. I still didn't want to have her join us though and I probably should have made it clear but I owed Barb all those years of friendship and besides she and her perfect guy had just broken up.i was not nearly as tired as I was the last two times I had arrived back home from a session. I took the opportunity to catch up with the *** and then did some laundry after they went to bed. My entire body was still tingling as I got under the covers and I fell fast asleep.