My Online Kink Match Part 7

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This is an excerpt from a soon to be published book in the Dear Jay D series by Jay D Strapper (my pen name). Comments and criticism is welcome in comments area.
I woke up in the morning with my Jeans around my knees. Obviously sometime during the night I must have had taken them down or put my hand in inside them. I felt some stickiness on my left hand so I suspect it was the latter. Masturbation seemed to pretty normal for me these days and I would still get excited just by walking with with the welts on my ass. I struggled to get up knowing that today was going to be a hard one. I left my jeans and t-shirt on the floor and walked nude into the bathroom. On inspection I was glad that last night was a relatively low impact evening. I smiled with delight as I inspected my ass and discovered the fourth star added to the lines of stars above my ass. My bottom did not look all that bad except for the heavy cane stripes he had put on it initially. The later lighter cane and switch marks were actually far less severe although they mottled my ass good. The problem with those damn switches in that if they are not trimmed well, the little stems stick out and cut into the flesh. The inside of my thighs were well switched and I knew I would feel it when I walked today. Thankfully that was about all the damage. My breasts had not really been touched except for him fondling them. Most of those bruises were very faded except the stars which still showed up well on the sides of my boobs. I was grateful. I smiled as I got in the shower and managed to again bring myself off even though it did not rival those massive orgasms he brought to me via the edging techniques he knew and the electronic devices. I remembered suddenly that he had actually caned me to completion to complete the last one. I also felt a little humiliated as I contemplated that I had become wet almost as soon as he had started punishing me. I knew he had taken pictures of the wetness dripping out of me in a long silver line dripping out my wet slit. All I had to do was think about it. Then I remembered that I still had not taken access away from the people I had given access to in my private gallery on the site. I needed to make that happen as well as upload the latest photos and video or surely I would be punished for it. I had remembered to take the test questions and answer key with me when I left and it was on my dresser. I would have to study up well for Saturday night since he was serious about me knowing those answers. I would grab it going out the door.

By the time I got to work I was daydreaming again and trying to figure out if I liked role playing or not. He obviously did enjoy seeing me dressed up and I wondered if that was one of his particular fantasies. I also needed to make sure I put my request in for Saturday this week as well. I was taking it for granted that was the night he would pick. I still had to give him choices and he would owe me the transaction fee he was going to charge for the session. I wondered what it would be beyond the test I would surely get. To make Saturday possible, I needed to send the request in from work. I did that as soon as I sat at my desk. My phone dinged softly as he responded right away again surprising me with how fast he knew I was reaching out to him. It was a little endearing to me how quickly he responded. I opened the e-mail and saw that my new price was electricity play and that Saturday was fine with him. It would be Confession Night. I wondered what he had in store for me now. I also went on to state that he had decided to make it a low impact night since he wanted my body to recover a little more for some plans he had for the future. He also asked if it was possible for me to take a day or two off during the week in the future. I had vacation days coming and the kids have their regular system whether it is school when school was in session or during the summer months. We were at the point of almost running out of summer so that seemed to be easy. I responded fine to electricity whatever that meant and also that I just needed a little time to set up a day off or half day off at a time. I just needed a day or two notice. He came back a few minutes later and told me we would be at the initial hotel we used which was convenient for me. Then I had to clean up my private gallery issues. As I started looking through the photos, the first one I brought up was of me sucking his cock and immediately closed it since you never know in our office if someone is looking over your shoulder. I had almost made a fatal error. I would wait until I got home to take of the gallery issues.

I had a lunch meeting and it was a busy day. It seemed to fly by. I had not forgotten my promise to Barb about talking to him about her but I had no intent of actually doing that. If she wanted a Dom, she could just go out find one on her own which I would be glad to help her with but not my Dom. I had enough competition let alone my best friend since childhood. She had always been there to pick up my discarded boyfriends and was always the spicy and wild one between the two of us. Now I was. No way was she going to top me on this.

By the end of the day, I felt my body returning back to normal. I focused on my motherhood duties that night and managed to get a lot of laundry done. It is astounding how many clothes the boys could go through in one or two days. As I folded the clothes I day dreamed a while and wondered what was in store for Saturday night. I was sure it would be exciting if not pleasant. Suddenly I remembered I had not uploaded the photos and video from last night. I hurried to do so in the privacy of my room and checked the pictures as I did so. I looked pretty saucy in that schoolgirl uniform I thought. Some of the close ups were very humiliating though especially the ones with cum oozing out of me while I was bent over getting the rod of correction. No wonder he referred to it as the wrong end of the stick when he used it on me. I noticed that the photos he took of me with his cock deep in my throat came out pretty well and I had some interesting looks on my face as I stared into his face as he had taken the pictures. The last ones of me naked and orgasming violently from the cane must have been taken with time elapse since it showed the impact of the cane and also the shower that resulted. My ultimate collapse onto the bed was also captured as well as when he rolled me up onto the bed with my head hangin down with a look of rapture in my face. Gad, I truly was a wanton harlot.

The next day at lunch with Barb she questioned me sharply on if I had asked him yet and I responded that it was not a session I was allowed to discuss anything with him. That was a lie since after each session he was very good at asking me questions about what I liked, what I wanted, and providing me with feedback. I could have easily suggested the things that Barb wanted or found a good way to bring it up. I just didn't really want to. Barb of course wanted to look at the pictures and against my best interests, I allowed her to see them. She was left with an open mouth as she viewed them and a lot of questions after. Most had to do with if I always got punished so severely and I had to tell her that what she had just viewed was not severe at all and actually a low impact night for us. Of course this was just the third time we had done a session but I felt I knew enough to say that. She pressed me hard to bring the subject of her to his attention. Barb was my best friend during my *** years and beyond. We had wild times together, shared boyfriends and confidences and of course even fooled around just a little as we started to come of age. She and I taught each other how to kiss and also she was the first person to penetrate me to any extent. Se and I experienced our first orgasms or what we thought were orgasms together and by each other. We had given blowjobs while on double dates together in the same car. There was little we did not know about each other. We were outcasts from society to some extent and known as wild girls – the sluts of the school, the punches the boys would ask out when they wanted sex. During that time she mostly led and I mostly followed. I wanted nothing of that interfering in my current relationship. I loved her but this was not something I wanted her involved in. This was mine. Friday I chatted with him on the site as I watched the baseball games and softball game. It was easy to chat from the bleachers. Among other things, he reminded me to be on time and asked if I could get Tuesday off for about 4 hours or so the next Tuesday or Wednesday. Instead of our normal Tuesday night session, that would count as our weekday session. My boss happened to be sitting in the stands near me so I just slid over to her and asked if I could have Tuesday afternoon off. I told her I would leave at 11 instead of working until closing. She said that would be fine. I also told her I might need another afternoon off in a week or two. I texted him back and told me and he said he could make that work for us.

I remembered that night to upload the pictures and I hoped I had not left it too late and would be punished for it. I forgot again to rescind access to the others I had given it to my private gallery. I quickly went in to do so and found that I had again gotten a slew of lewd comments about cock sucking, cumming and being punished. By far the most liked photo was of my cum oozing out of me while being caned. It was clear enough that I had been caned to orgasm. The second most favorite ones were of my face while I was experiencing those massive orgasms. The comments were disgusting and I was humiliated but I also enjoyed the feeling. I just left the guys with their access. I guess I now knew how a real slut felt.

Saturday was pretty normal except the number of games we attended. We were pretty rushed and I hurried to get the chicken on the table I had bought for the kids before I left. This time I had no special uniform to wear so it was just jeans and t-shirt this time. I knew I would be nude for the session. The desk clerk looked at me like it was now routine for me to arrive alone and go up to a room. I suspect she thought I was a whore with a client in the hotel. Perhaps it was just me, but I think I saw a smirk on her face as I walked by. Certainly it added to my *** and excited me. I got to the second floor and this time room 214. I was no longer tentative when I knocked. I waited for him to open the door.