My Online Kink March part 4

[ve****]

He opened the door, pulled me into the room by the arm, and immediately shut the door and put the chain across. Turning to me, he said not kindly “You are ten minutes late and that will cost you. You will get a stroke for every minute.”
I tried to protest saying “That's not fair. I...”
“I don't care about being fair. I care about you being on time. You will get two more for speaking. Would you like to say more?”
He had stunned me. I answered meekly No, Sir.”
“Good, now give me your phone. What is your code?”
“189666, sir.”
“Fine, now strip down and find your spot.” as he walked over to the chair on the far side of the bed.

I pulled my t-shirt off, kicked off my shoes and took off my socks and then pulled my pants off. As I went to where I suspected the spot would be since it was a mirror image of the room we had been in previously, I surreptitiously looked at him playing with my phone. He had taken a couple of phots of me stripping and now of me walking. I tried to stare straight ahead as I got to the end of the bed and saw rectangle laid out on the floor. I stepped on the taped ends of it and raised myself up on my tip toes. Then put my hands behind my head. Again I saw I was opposite of a mirror where I could watch the proceedings then they occurred. I also so there was tripod set up for the phone which would I assumed be used to record the events. He took a couple of photos of me in position from different angles and then walked by me and around the bed towards the tripod. As he went behind me, stopped to take another picture from the side he grumbled more to himself than me “I had it set up for a low impact day but now that has been ruined by having to punish you.” He set the phone in the tripod and told me to stay on my tip toes and to put my feet on the bed in the punishment position. While I did so he focused and arranged the phone to frame me with my face easily seen. He started the camera video feature and I was now a movie star. He passed behind me and picked something up from his duffle bag. Then he came around to the left side of and pushed the implement in front of me and left it on the bed.
“This is a dressage whip. I have a three of them and this one is the least harsh but I think you will find it bite deep. The other two are a little larger and much more harsh. I hope you learn your lesson from this one but if not then the other two will be put to use.”
I looked at the whip in front of me and saw a stiff horse whip that looked about the size of the canes he had used on me previously. It looked very flexible and the core of it was plaited with some kind of covering. The handle end had a strap to keep it from slipping as well as a guard on the top of the handle to keep it from slipping. On the business end of the whip was what people call a popper or a small plaited very flexible length of leather or some kind of other material that was about 3 inches in length. Looking at it I knew that little popper would wrap around onto my thighs or sides when he used it wherever he used it. It scared me. I knew it would be ***ful and it looked wicked. He picked it and caressed me with it. Then he swished it through the air so I could hear it whistle and ow I knew I was correct that this was going to be worse than the canes I had previously felt on my bottom and my thighs. It was thin and very flexible. He held it front of my face and told me to kiss the whip. I gave the implied consent to be punished with it. I was acutely aware all of this being filmed by my on phone and I blushed thinking about but also strangely excited by that thought as well. He flexed the whip a few times and then whistled it through the air a couple more time.
“Now you are going to get twelve strokes before we even start the session. Hopefully this will teach you to be prompt and to never speak unless spoken to. You will count each stroke and Thank me afterwards. You may have a moment after each stroke to recover and then you will say ready when you feel you can continue. You will not move your hands. Doing so will incur more strokes. I did not put tape on the soles of your feet so you may stamp one or the other if you think it helps. Settle yourself before you say ready. Understand?”
“Yes, Sir!”
“Tell me when to begin.”
“Ready, Sir!”
I heard the hip whistle in the air and felt a line of fire occur across my ass right where my thighs and ass meet. The *** was almost unbearable and tears immediately formed in my eyes and I gave a an “EEK” out of my mouth. I found myself breathing hard through my mouth and one of my legs involuntarily lifted my foot off the ground and I extended it upward despite my efforts to keep it down. Geez it was ***ful.
I heard myself say “One Sir!” and tried to gather myself and then heard myself say 'Ready Sir!”
Again the whip whistled and I heard myself groan and this time I did stomp my feet as the *** struck in. This one had gone straight across my ass. Tears started flowing down my cheeks and I could hardly keep my hands on the bed. I wanted to rub my ass where the *** was. It was all I could do to keep my hands flat on the bed.
I croaked out “Two Sir!” and then when my feet were back on the floor straight I said “Ready, Sir!”
It went on like for the strokes and I was waving my ass in front of him, grunting unknowable words and sounds, stomping my feet and raising my leg in the hope it would deter him Through it all he was undeterred, simply pressing the whip onto the leg and telling me to steady up. He gave me five directly on the ass and five on my upper thighs. The last two were saved for his signature mark of an X across my ass. My the end of the whipping I was cognizant of the damage done to the right side of my loins where the little popper had done it's damage. Obviously in a punishment situation he did not care to even out the sides as he did not change position. I wanted to collapse on the bed when it ended but he told me to resume my standing position. Once I was back into position he went around to the phone, turned off the video and watched a little of the video to ensure it had been recorded well. In the meantime my ass and the backs of my thighs were on fire. I faced the far side of the room with my hands behind my head, my heart beating fast, my breathing heavy and on my tip toes. I saw my face in the mirror and of course all of my carefully put on eye makeup was running down my cheeks.

He came back around the bed and said calmly “Lets not have a repeat performance of that. Be good for me.” Of all things, I wondered if I would get few than four stars put on me today.

He took a moment and got the cuffs out and applied them to my ankles and my wrists. Then he took out a spreader bar from is duffle and spread my legs even further and told me I could put my soles down on the floor and get off my tip toes.

“As I said, I was not going to do much impact training today since you did so well. Instead we were going to concentrate on a few new things. Ok, I want you get back into punishment position. I am going to put the butt plug into you for the first time.

He put down two objects in front of me, both butt plugs.
“Ok, I am going to give you a choice between these two plugs. I have larger ones but these are good for beginning. Perhaps over time we increase the size but not for quite a while. Look at them and pick one or the other.”
One plug was black and looked like it was covered in rubber, and the other was silver colored and looked like it was made of metal moot I think it was actually hard plastic. I tried to decide which one was worse. Both resembled a spade that you would see on a card. Gradually pointed at the tip and then flared outward until it came to the stem when it went back in. At the bottom end of the stem was a base. On the bottom of the silver one there was a large blue glass jewel that was attractive while the black one had a flat base with no adorning.
“It is shaped like that so that once it is in you, it will not come out. Note how the base is large enough to cover your asshole and will provide you some protection from now on when I spank, cane or whip you. I like to get into the cracks but I don't want to it you on your asshole since that is very ***ful. Instead, you endure a little *** with a plug in exchange for it being inside of you. Most people learn if not to like it at least to tolerate it. It will teach your hole to loosen up so that ultimately if you decide to, you can offer anal sex as well. So which one is going to be then?”
I decided the best I could do was to pick the smaller of the two which was the black one so I said “The black one, Sir.”
“Ok, good choice. The black one has some surprises as well but it is covered in a soft cover and may go in easier.” He took away the silver one and put it back into a small box he had in his duffle bag and brought back a small bottle of lube that he opened. While he dripped some lube on my asshole, he conversationally said “Just so you know, all toys I use on are brand new and have never been used by someone else. I make sure they are cleaned after each use and I kept the boxes they came in and they are marked with whoever used them So you don't have to worry about hygiene.”
I was feeling the lube drops on my asshole and was a little distracted by the *** in my ass but the implication to me was not that I might catch an STD from someone else having used something I would use but rather I felt a deep pang of quick jealousy that he would have other subs probably even now. He had not given me an opening to comment so I just continued to stare at the bed.

When he had applied enough lube to satisfy him he took the butt plug and made me take it into my mouth to lube it up so he could insert it. I did the best I could and I was surprised at how soft the covering was but that it was hard underneath is as well. I wondered if I had made a mistake in my choice after all. Then he started probing my ass with the plug and rubbing it in the excess lube on my ass and pretty soon it was knocking at the door.

“It is pretty traditional for the sub to lube up any penetration device with her mouth. I wanted to make sure you knew it was unused before you had it in your mouth.” I groaned as the tip entered my asshole not because it hurt but because it was inevitable. He was rather gentle for the time being pushing it in firmly and then withdrawing it a little bit. At least he didn't just push it in all at once. He kept the pressure up on the plug it it spread my hole wider and wider and it went in further and further. Now it actually did start to feel uncomfortable and finally it started to hurt a little as it distended me. I didn't like it one bit. He kept up the back and forth drawing it our a little and then pushing it in a little further than before. Then all at once my asshole snapped over the flared area of the plug and it went into my fast and it hurt quite a bit. Only the base kept it totally our of me. He pressed on the base a few times to make sure it was in a far as it would go. Then he stood up, slapped my ass hard and said, 'Ok, now that it is in you will give it a little ret so that you will be more comfortable. Only then did I feel like I had a strong cramp in my belly and I writhed a little bit but he warned me not to move from my position. While I was being uncomfortable with the plug up my ass he walked over and took a switch out of his bag. He spent a few minutes warming up my ass and thighs with a switch and then took some ore time to switch my ass crack with his switch and then the insides of my thighs. Finally he must have judged that he had warmed me up enough and he had me lie straight forward on the bed and had me put my hands behind my head. He went over to the bag again and came out with another spreader bar and had me roll over to the right with the small of my back on a pillow and stretch my arms directly away from me so I looked like I was going on to a cross. He affixed my wrist cuffs to the end of the spreader bar. So I was on my back with arms outstretch and legs spread apart. He stood me up like that and brought his chair over along with his duffle bag which he dug into for a moment and brought out something that I recognized. Having lived on a farm as a kid I had watched my father castrate goats and sheep. What he took out was a spreader for the castration bands and the bands. He had me kneel down do that my breasts were level with him sitting in his chair and he played with my breasts for a few minutes while I continued to cramp up from the plug in my ass. Finally he was tugging at my nipples making them hard and then put a band on the castration band spreader and spread it open. He reach into the band and pulled my left nipple through the band until the castration band was in place. When it was, he allowed the band to contract and carefully pushed the band off the spreader so that it constricted my nipple. Within moments my left nipple was hurting like hell. He played with the nipple for a few minute and then did the same thing to the other nipple.The effect was that my nipples were extended beyond even the erect position. He played with them that way for a few minutes and then had me rise and turn around which was awkward due to the spread bars but I managed it. He put his hand on the my back and guided me so that my body was horizontal to the floor and my tits were hanging straight down. Then he proceeded to band up my breast like he did the session before with 5 strong rubber bands. He took another rubber band and spent some minutes to put stars back on the outside side of each of my breasts. This time he snapped the lines down to form the stars but also used the rubber band snapping straight down to fill inside the lines of the two stars. It took quite a little time since he was carefully to fill in all of the spaces of the two stars. Damn it hurt. It is hard to believe a simple, heavy but still, rubber band could hurt that much being snapped against the skin. When he completed he admired his work and took some pictures of each start on each side. Then he had me stand up again and turn around again awkwardly. When in position, he pressed me backward so my ass was on the pillow and then made me lie down again on my back. In this position I could see my tits bunched up and standing extended straight upwards towards the ceiling. They were already turning blue. He left for a minute and I heard him where the tripod for the phone was and I assume he was focusing it on me and framing how it looked. Then I assume he turned on the video again to record what he was going to do with me. He came over to side next to my chest and proceeded to put stars on the inside of each tit and filled those in as well. I now had my stars on my chest again. He used the rubber band to snap at my tits making sure he was hitting right in the areas where the tit hinged to my body. I knew fo the next few days every time my breasts bounced at all I would feel the *** right underneath them. Now he he got up and raised my spread legs up over me and then down so that my ankle cuffs were right at the wrist cuff area and he locked them together. It was truly uncomfortable. When he got up he went to the phone and came back with it to take pictures of me in that position from various angles particularly between my legs whee I was most exposed. I was open to the light of day so to speak. How embarrassing.

He left for a moment and I saw he was holding a cane, a switch and some kind of device that I assumed was a vibrating device of some sort. I looked like it had been formed to inset a dildo looking thing into me and that it wrapped forward to cover the area my clitoris was in. He had me suck on the penis looking shape on the device to lube it up and then put it into me and on me. He made sure that he had photos of all of those actions and a fine shot of me ***ring at him through my open legs. He was not done as yet though. He went and retrieved the tripod to set up the phone so that it would have a good view of whatever was going to happen next. All of this left me in a very uncomfortable spot and I was starting to sweat again profusely. He started switching between my legs and now I understood the wisdom and having both the butt plug in me and the device that covered my entire slit. As he switched in that area which I knew was going to be very ***ful in the future, he also brought out two remote control devices and turn the butt plug on first with an intermittent vibrate. At the same time he he put the dildo and clitoris stimulator on a constant vibrate. The effect on me was immediate. I instantly got super wet and excited and would have had an orgasm except he reminded me not to come without permission. He made sure I was not trying to clamp down between my thighs as well. I was in agony. Then he began to switch my legs as well as the inside of my ass and thighs. Each little swing of the switch brought about more beautiful *** which excited me even more. He switched the remote and changed it up frequently so that it was not constant but went in different patterns and he turned up both units to a more robust vibration. I started to beg to be able to come but he denied me time after time and it seemed like it went on for hours. I writhed both under the vibrators and the switch. Finally he turned the vibrators off and allowed me to rest but did not allow me to come. Instead he used the small cane on my bottom and on my thighs. He told me I could cum since he wanted to see if I would come without the vibrators but since I could not clamp my thighs I was unable to so he started the vibrators again and started to turn them up all with the admonition that I needed to get permission again before coming. The action was switched back and forth and the sweat on my body was rolling off. The butt plug was turned on full and I felt like I was shaking to death and I was getting nearer and nearer to disobeying him and orgasming. The beating on my thighs and ass continued. All the while I was trying to ***r through my legs and over my blue tits with the straight out nipples. Finally he gave me permission and I let the orgasm build to the maximum amount and when I gushed it huge and even better than the session before. I felt the wave crashing over me and I rode it for what seemed a long time. When I finally opened my eyes, he was sitting next to me on the bed , my legs were unhooked from my wrists and dangling over the side of the bed. I felt like it had been a long time but I don't know. He was fiddling with my tits a little as I opened my eyes and he said “OK, I am going to take these bands off your nipples so stand by. When the first one came off I cried out loudly not knowing what I said but I am sure it was nice. It hurt like hell. When the second one came off it was worse since I knew what how bad it was going to hurt. I begged him not to take it off. He did anyway and I swore like a sailor. Damn my beasts hurt. He took off the rubber bands from the breasts next and they hurt even worse. Obviously he had used his switch on my tits a bit when he let my feet down and I was coming because they each had fine lines above and below the nipples running over each one. He pulled a pillow over to him and put it next to the one my back was on. He then took the spreader bar off my wrists and my legs. Then he rolled me over so I was face down on the bed. He had me put my hands on the back of my head again. Then he played with my body running his hands over my welts and slapping here and there to color me up a little more. Finally he got busy giving me my grade on my as and I felt him give me three stars on the upper edge of my ass, the middle one right above my ass crack and filling each start in carefully with single snaps of a rubber band. I was disappointed. He whispered in my ear that if I had been on time I would have gotten four stars and I felt better. He rolled me over again onto my back and pulled me up to a sitting position. As I gave him his blowjob he switched the butt plug and dildo/clitoris stimulator back on. As I blew him he reminded me constantly that I was not to cum until he came in my throat, spurring me on with fiddling with the remotes and holding and pulling my head so that he was as deep as he could go into my throat and making me take my time in making him cum. As he came in my throat he switched the devices into high and I had another orgasm while he held my head all the way down tight and causing me to gag as I came. He had me swallow it and again gave me a little cum mustache on my upper lip and told me to clean him up good. I did my best, twirling the little vent t the tip of his cock with my tongue and making sure that my messiness was all cleaned up and in my mouth. He had to help me get up off my knees and allowed me to rest for a while before I went into the bathroom to clean up. When I was done, he got me a bottle of water and told me to lie down for a while. I must have fell asleep since he woke me up when he cleaned all the implements and picked up the tools of his trade. I was still naked. I could barely get up and walk to where my clothe were and I had to sit on the bed to pull my pants on. I knew I looked a mess so I went into the bathroom, splashed a lot of water on my face and tried to make my hair presentable. I knew I looked a fright but I didn't care as I made the walk of shame through the lobby of the hotel. When I got into the car and drove home I was very careful not to s***d or do anything remotely dangerous. Since I was so tired. I felt like I had thought of nothing for the past few hours and the load of the world was off my shoulders.

I checked myself over carefully when I got into the driveway and walked into the house. The oldest was up but paid no attention to me as I walked in. I told him I was tired and going to bed. I almost fell asleep when I sat on the bed but I made it into the bathroom to get ready. I stripped off my clothes and relived the night while I checked out my body in the mirror. I could remember how I got each mark on my body and I remember the earth shattering orgasm I had. My senses seemed so alive. I could still smell the semen just under my nose. I tried to ensure I drank enough water before I went to bed and was able – just – to set the alarm clock before I lay my tired ass down. I swear I was asleep as soon as my head hit the pillow and I slept the sleep of the dead.