Decision Tree

Decision Tree Ð Chapter 02 By Tappy McWidestance

I have been playing with the same online Dom for about a month now. Actually I play with a couple of them, but there is one, James, or Sir as I mostly call him, who has earned my heart and who I most look forward to serving when I get home from work. If he isn't available, I'll chat with other men, but even though I may get off with them, it isn't the same and leaves me disappointed and unfulfilled. But James is different. Most of the guys I meet online are looking for a quick chat and to get themselves off fast. They are not concerned as much with my needs. They are also the ones who want to cam right away. I admit, I have Skyped with a few of them, although I never show my face. As I said, James was different. He actually took the first few chats to get to know me. At the onset, I was a little disappointed that he didn't steer the conversation to sex right away. As experienced as I was, I thought there was only one way to play. I now realize, he was learning about me, really about who I am, in order to get inside my head and really get into my submissive core. At the time I thought he was just being stupid and didn't know what he was doing, but then he got me into what I now know as subspace. It was the first time I had fully experienced that and I knew he was the one for me. How did he do that you ask? Simple. He asked.

We were chatting on a Friday night. That was my usual night to chat with him as he was usually unavailable during the week. That worked fine for me because hubby was always out working at the club. It had been a tough week at work and I was really looking forward to having a few good orgasms. I needed to relax. We started chatting about 9pm and it was already 11. The two hours just flew by. As had become my custom, I was sitting in front of my computer wearing just a garter belt, black stockings and four-inch stiletto heels. I always felt sexy wearing stockings. Even though we were not talking very dirty, there was some kink talk but not much, I was lazily rubbing my pussy and I was very wet. Tonight was the night I planned to tell him to get down to business or I would have to find someone else to get me off. Fortunately it didn't come to that. As if he could read my mind, his conversation turned on a dime when he said to me, "I know you are rubbing yourself. What is the one thought that gets you off the hardest?"

At first I didn't respond. It wasn't because I didn't understand what he was asking. I was more shocked that he finally really started asking me about sex. He knew I was a submissive and I knew he was a Dom, but beyond that, we had not specifically talked in depth about our kinks. Or maybe we had. Maybe all of those questions that seemed innocent he had asked and I had truthfully answered allowed him to know more about me than I realized. I replied, "I'm not sure." I wasn't really lying. I probably could have given him a pat answer like I had told other men I chatted with, but he asked specifically for one thing and to pick a single thing that was number one, I would have to put some thought into it.

As I mentioned James was a patient chat partner. He probably also sensed I was conflicted how to answer. So he gave me a task so I could properly answer his question. My heart rate spiked as I read his reply.

"Susan, I want you to step away from the computer. Go to your bedroom. Leave the lights off. Lie on your bed, spread your legs and close your eyes. Then I want you to slowly touch your pussy and clit. Play with your nipples as well. Don't ignore them. Don't use any toys. For the next hour, I want you to think about whatever sexual thoughts excite you. But do not orgasm. Stop touching yourself whenever you think you are about to cum. Take a mental note of the scene you are imagining each time you have to stop. Report back to me at midnight."

I saw that he dropped offline immediately after sending the message. He left no room to question his judgment or ask questions. I sat for just a moment trying to focus. My heart was pounding in my chest and my legs felt weak, even though I was putting no weight on them. How many guys had given me instructions how to play with myself and how many orgasms had I enjoyed since I started my online adventures. I couldn't tell you. James was the first man to tell me to masturbate, but not to cum. That excited me.

I followed his instructions to the letter. Alone in the darkness of my bedroom I slowly rubbed my pussy and lightly touched my clit. It soon became apparent that I could not rub myself with my usual vigor because my body would have been consumed by orgasm. I must have told him at some point how sensitive my nipples become and that is why he specifically mentioned them. Touching them would be a problem. I can almost cum just from skillful manipulation of my hard points. Trying not to cum was maddening. At first, I was just enjoying myself letting my arousal build. But as I approached a climax, forcing myself to stop was excruciating. I had to put my arms out to the side with my palms flat on the bed while my body calmed down. I also took a mental snapshot of what I had been thinking about. It didn't surprise me. Although I had many fantasies, this one was my go to vision.

After a few minutes, I began to repeat the process. I specifically tried to think of one of my lesser fantasies. It didn't take long until I was panting again and fighting my own body to move my hands away and slow resist my urge to climax. Each repetition of the process taught me two things. One was the length of time it took to reach a peak where I had to fight off the craving to cum was getting shorter and shorter. In fact, the last round basically was a quick squeeze of my left nipple and maybe ten seconds rubbing my clit before I had to pull my arms across my chest and roll over on my stomach to avoid just jamming a couple fingers in my pussy and climaxing.

The second thing I learned was my number one fantasy had always been bubbling in my subconscious, but I had never really focused on it. I had always thought of individual actions instead of a big picture kind of answer. I knew exactly what I was going to report back to James and it kind of scared me. I could only assume he wanted the information so he could tailor how we played together to really get deep into my psyche. That both excited me and scared me. But for the first time I also really felt like someone's submissive. Had you told me a week ago I would spend an hour teasing myself but not orgasming because some anonymous guy on the Internet told me to, I would have laughed at you. But in that moment, I couldn't disobey. The need to follow his directions was stronger than the need to enjoy what I knew would be a monumental release. I could only hope I had been a good girl and that he would reward my effort.

I went back to my desk and logged into the chat room. I was a couple minutes early and I noticed Sir was not online. I was disappointed and for a fleeting moment wondered if he was coming back tonight or if this was part of his ruse. Fortunately, exactly an hour after he gave me my task, his avatar lit up. He was back. I didn't wait for him to type first. That probably was a bit improper, but I didn't care. I needed to cum worse than I ever had felt before and if I had to wait 30 extra seconds for him to start talking, that was 30 seconds too long. If I did break protocol, he didn't seem to mind.

"Good evening, Susan," he began.

"Hello, Sir," I replied. "I followed your instructions. May I cum now?"

Again I knew I was being too forward, but I was desperate for release.

"Not just yet," he rejoined. I was hardly surprised. My hand was already between my legs.

"Tell me how it went. Give me details," he commanded.

"I am sure you know how it went," I began. "At first, I went slowly and it took a while to near my climax. It was hard to stop, but I wanted to please you. I had to wait about 5 minutes to calm down before I touched myself again. This time it didn't take as long before I had to stop. By the end, I was afraid to even touch my nipples for fear that I would cum."

"That was only part of your task," he reminded me. This was the part I didn't really want to share, but I felt compelled to tell the truth.

"Yes, sir." I told him. "I remember."

I took a deep breath and then began my confession.

"At first I thought you wanted a specific favorite activity that I fantasize about and that makes me cum. Something like being spanked or tied spread eagle to the bed. Don't get me wrong, both are great (I lied about the tied spread eagle part since that was still theoretical) and I did think of both during the beginning of my playing. But as I repeated the process, I realized it wasn't just one act or even two or three that really lit my fire, but the thought of submitting to a strong Dominant. It wasn't anything specific, but giving up control. At work I am forced to be tough. In many ways you could say dominant, small d. I have to dominate my adversaries to win the case. It is very stressful. I want to give that up. I want to be the one controlled. I don't want to make any decisions. I want to be used." I paused again waiting to see if the chat window would indicate he was typing. It did not.

"Beyond just being used, I want to be abused. I want to be humiliated for needing to be treated this way. At work, I know I can be a bitch. But I have to be to succeed. But that's not who I really am. I want to be punished for acting that way. When I get aroused, I just want more. I'm too prim and proper to act on these needs on my own. I need a strong person to make me his whore. To make me his personal fuck toy. To make me be a slut so I can finally let go." Again I paused and again my hand found its way between my thighs. About 15 seconds later he replied.

"Do you want to be a private slut toy or public?"

That caught me off guard. I'd always assumed this would be online only. Or maybe, just maybe if things were perfect, one-on-one with the right guy. But my pussy gushed a bit on my fingers when he asked that. Maybe I was destined to live out these fantasies.

"Private at first, sir," I answered. "Maybe public once I get more experience."

I couldn't believe how I answered his question. I could feel myself letting go of my inhibitions as the thought of exposing myself and my needs in person rocked my core. I had two fingers in my pussy now and my vaginal muscles were squeezing them hard. If he didn't let me cum soon I felt like I was going to die. Why wasn't he responding quicker?

After about 30 second that felt like 30 minutes, a new message appeared.

"Take off all your clothes. Go into your living room. Leave the lights off. Stand in front of the window and close your eyes. You may then touch yourself until you climax. Report back when you are done."

Another command that left no room for argument about what he wanted me to do. Another command that just a week ago I couldn't image following. But my hands were already rolling down my stockings. That's not to say I wasn't nervous. Apprehensive even. Standing naked in front of the picture window in my living room scared the hell out of me. Our apartment was on the third floor, but I knew you could see in it from the street. I walked into the room, keeping toward the wall for some silly reason thinking it was safer. I stood at the edge of the window and peeked out. It was late at night, nobody around, dark obviously and with my room lights off, even if somebody did walk past and look up, I would at best look like a shadow. But that was of little comfort. My body was shaking as I took a deep breath and moved into position.

I had confessed to him that I wanted to be exposed for who I am and he was doing just that. After I closed my eyes, I imagined I wasn't hiding in the shadows but surrounded by people. People I knew and who knew me only as a ball busting bitch. Co-workers maybe that only knew my office persona. In the back of my mind I knew nobody was watching me, but that didn't matter. In my fantasy mind I was performing in front of a crowd. My right fingers were dancing on my clit. These weren't the slow, soft, gentle movements from when I was teasing myself or lazily rubbing myself while Sir and I chatted. This was full blown stimulation with the expected result being a mind-blowing orgasm. My left fingers worked my left nipple. Again this wasn't the light graze with a fingernail I had used before that was so hard to resist. This time it was firm pinches and pulls. There was definitely an element of pain that my body was responding to. But mostly it was responding to following Sir's instructions.

I felt freedom in not making the choice to expose myself in this fashion. I felt excitement like I had rarely known before. My mind was going crazy with desire. I wanted to do anything this strong man wanted. Already he had taken me deeper into my submission than any of my other chat partners and I could only imagine how far we could go. My mind was spinning as wave after wave of lust coursed through my body. I felt my legs trembling. I knew that was a sign of my impending orgasm. I only hoped they would hold out as I pictured myself crumpling to the floor consumed by passion.

I wished Sir could have been there to see the moment of my release. Had the window been open I am sure my neighbors could have heard it. They would have known the exact moment their proper neighbor became a true submissive slut as my orgasm ripped my prim and proper former life to shreds. I fell forward against the glass. My left arm attempted to steady my increasingly limp body, but my right hand continued to work my clit incessantly. I wasn't about to stop for anybody or anything. Years of sexual frustration and especially the last hour of teasing poured out of my body. Wetness from my pussy was oozing out of my over stimulated core and dripping down my thighs. Leaning against the glass, I lifted my left arm above my head and slammed my palm to the glass. The cold glass contrasted with my hot skin as my chest burned with desire. My breasts were mashed against the glass. My hypersensitive nipples reacted to the cool glass, as you would expect, causing another wave of arousal to crash through my body.

The next morning I would find that I left quite an impression on the window as the heat from my body mixed with the cool night air to leave an imprint. But in the moment my only focus was to wrestle a second, a third and finally fourth climax from my body before I collapsed on the floor. I think I passed out because when I finally woke up it was 3am. I also for a brief moment wondered why I was naked on the living room floor. But the memories came back to me quickly and I smiled remembering the amazing orgasms he had brought me with just a few well-chosen words. I kind of remember him telling me to send him a recap. I sent him short one including an apology for falling asleep before sending him the details. I told him I would send more details in the morning after I had a chance to get more sleep and reflect on the experience.

In truth I was trying to figure out how not to tell him it was the best orgasm of my life. I was afraid that would give him too much power over me if he knew how much he had gotten to me in such a short amount of time. But that was just the old me thinking. Alone in bed and reflecting on the entirety of the night, I knew I had to make a full confession. He did have power over me and if he chose to use that for evil instead of good, I was going along for the ride either way.

As I expected, James was not online in the morning. John was home and passed out in the bed so I was free to type a very long and detailed message to James. I felt free as I bared my soul to him. There was something so reassuring about how he treated me and he definitely filled a void I didn't even know I had. I wished he was online so he could give me another task. I confessed that to him as well. But alas, he was not. I sat in front of my computer waiting for a message as if I were a high school girl sitting by the phone waiting some boy to call her. I lazily touched myself for a while, but I didn't want to get too worked up and not have James around to finish what I started. Eventually I heard John stirring so I logged off and shut down my laptop. Then I went back into the bedroom and jumped on top of him.

He was still a bit groggy, but he didn't mind how I woke him up. He always has good morning wood before he goes to the bathroom so it didn't take long for him to be hard. I just pulled down my panties and fished his cock through the front of his underwear and began to ride him. I was soaked so there was little resistance as he slid inside of me. He didn't know what hit him as I rode him like a woman possessed. I don't know what he was thinking about, but I was imagining him pressing me up against the window and taking me from behind. Needless to say, I came quickly.

I didn't have as good as an orgasm as I gave myself last night, but I do love getting fucked. I was determined to give him a good ride. I don't know if you consider it cheating to masturbate to instructions from somebody else, but I don't think he was about to complain about the frenzied pace I was setting slamming his cock into my pussy. At least he was getting something out of my newfound passions. I found myself responding to the sensations with a second orgasm beginning to build. Unfortunately he did not last long enough for that to happen. I felt his cock swell deep inside of me and I knew he was about to shoot. I sat down on him forcing his cock all the way into my pussy and squeezed my Kegal muscles. I was rewarded with one of the biggest loads I could remember him shooting. I just sat there trying to milk him as volley after volley of cum shot from his cock. When he finally tensed for his last spurt, I lifted off of him and spun around so I could go down on him before he lost his hard on.

John never was a fan of eating my creampie so I didn't attempt to 69 him. But I loved the taste of our cum mixed together that remained on his cock after we fucked. I knew he was always hypersensitive after orgasming so I took it easy on him, but I didn't want to waste my tasty treat. He always had to piss after he came as well, especially in the morning, so I wanted to get my bonus before he got up and headed to the bathroom. I probably only got to suck him for about 30 seconds before he began to deflate and I got out of bed. But that was 30 seconds better than nothing. I could feel his jizz dripping out of my pussy so I rolled over on my back and used my finger to scoop it up. As I lay there savoring his flavor, I somehow knew James would taste better. I started to realize I had just used John as a stand in for a stranger. That had never happened to me before. It wouldn't be the last time.

Fast forward a week. After spending time over the next couple days as a couple, it was back to my twelve hour days at the office and back to John's nights in the clubs. We did fuck on Sunday, but I was too tired on Monday and Tuesday after working all day. By Wednesday I was all worked up again and he wasn't around to satisfy me so I was back in the chat room. James was not available so for the next couple of days I had unsatisfying, at least by my new standard, encounters with two Doms and one Domme. The woman was interesting because I don't have a lot of experience with them. She was good at edging me, but still was a disappointment compared to what James put me through the week before.

All day at work on Friday I struggled to concentrate. Although we didn't have specific plans to chat again, I knew James was usually online Friday nights. And he had told me we would chat again. I prayed tonight was the night. Even though I had cum each of the last two nights, I felt like it had been weeks. My need to submit to him was strong and my thoughts kept drifting away from my tasks to remembering the cold glass against my hot body. Finally a little after six I left the office and headed home. About eight John was getting ready to leave and asked if I was coming to the club later. I told him I was tired and probably would just stay home and crash early. But that was a lie. My pussy was already wet and I couldn't wait for him leave so I could strip out of my clothes and get online. I hope James would keep my up all night playing with myself and cumming over and over.

About 9:30 his avatar lit up. My heart soared at the first new words he sent me. "How is my good girl tonight?"

It felt so good to have me speak to me in the possessive tense. The good girl reference was nice too. We started chatting. Our conversation was more focused toward sex this time and we talked in more detail about what I had felt since last Friday and how the other Doms I talked to had been unsatisfying. He surprised me by not speaking down about them. I expected that he would have made a joke about being better than them or knowing what I needed more than they did. But he didn't. We just continued talking as if I had not kind of cheated on him with three other people. I told him about my epic fuck last Saturday morning with John. That pleased him and he made me promise to always make sure John was pleased sexually. I had no problem agreeing to those terms.

A short time later he told me that tonight I was to edge again. This time however he wanted me to do it for an hour and a half instead of an hour. I wasn't about to complain, but the thought of an extra half hour sounded like torture to me. He also told me that I could lay in bed for the first half hour on my back, like last week, but for the second half hour I was to lay face down and just slide my hand underneath me. The third half hour was to be done sitting on a chair in front of my dressing table mirror. OMG, he wanted me to watch myself do it. I think he must have sensed my reluctance since I didn't respond right away. He followed up with an order to document exactly what I was thinking when I saw my reflection. I just nodded until I realized that he couldn't see me agreeing to his task. When I did he sent me on my way and said he would talk to me again at midnight. I logged off. My legs were already wobbly as I walked to the bedroom.

You might think that my experience last week would make it easier to edge myself this week. But that wasn't the case. I guess since I was anticipating what would happen after I completed this task, I was a little more worked up to start and I progressed to peak quicker too. Just like last week it got harder and harder to stop myself from orgasming. I had to fight the craving to climax as I rubbed my clit. I couldn't bring myself to pinch my nipples. That would have been too much and I would have cum. I was a few minutes late to flipping over on my belly as James had commanded. I was too focused on the throbbing between my legs to watch the clock. When I did flip over, I found I liked that position very much.

Even though I like how doggie style felt as my partner's cock seemed to hit more sensitive spots, I never liked it when my boyfriends wanted to do me from behind. I always wanted the connection of being able to see their eyes. Even when I rode John cowgirl, I always faced him. But now that James had ordered me into this position, I found I felt more submissive as I imagined him fucking me from behind. I pictured myself as just his sex toy. I wasn't there for my pleasure but for his. Of course that brought me more pleasure and I accidently let my fingers slip when I should have stopped. I felt the first tremor of an orgasm begin to race through my body. Fortunately I recognized the precursor to my full release just in time to pull my hand back. I pushed my legs apart and did the same with my hands trying to lie perfectly still and not make any movements that would accidentally stimulate me. That worked for all of about five seconds before my hips started rotating in an effort to grind my clit against the bed sheet. Of course that didn't work, but it scared me a bit emotionally as I felt my control slipping away.

I jumped off the bed and stood up. I wanted nothing more than to jam two or three fingers into my overheated pussy. I made two fists with my hands tensed my body trying to hold everything together. I glanced at the mirror and saw a wanton slut looking back at me. I didn't recognize myself. As my body started to finally calm, I walked to the bathroom and got a drink of water. Looking at the clock I realized I was only half way through tonight's task. I didn't know how I was going to make it.

The smart thing would have just to make myself cum and never gone into that chat room again. But although I am well educated with a high IQ, I guess I'm not all that smart because once I had control of my emotions again, I lay back down on the bed. Face down again. Feeling submissive like a fuck toy. And then I put my hand back between my legs.

I was a little more successful this time in that I was able to stop before I lost total control. I edged two more times lying on my belly. Then it was time for the final half hour sitting in front of the mirror. I didn't really understand the purpose of this as I sat down in front of my makeup table and looked at my face as I started to touch myself once again. But I didn't really understand why he wanted me face down on the bed either and that worked out pretty well. I lazily touched my nipple trying to convince myself that I still had control as I slowly grazed my clit.

I was deliberately going very slowly. In fact I was trying to minimize the stimulation. But as careful as I was in how I touched myself, I couldn't change what I saw in the mirror. The wanton slut I had seen when I first got off the bed and was struggling not to cum had been replaced with a sensual vision of a sexy woman enjoying the pleasures of sexual stimulation. This position was well known to me, as it was the same one I used when I would masturbate during a chat session. But when I did that, I didn't have to look at myself. The inclusion of the mirror brought a new dimension to the task. I suppose I saw what I wanted to see instead of what other people might think if they saw me in such an unrestrained display. I saw a beautiful woman breaking free of society's boundaries to experience previous unimagined pleasures. I began to rub my clit faster and give my nipples more stringent attention.

As you probably foretold, once again I almost came and had to fight my body not to orgasm. It wasn't quite as close a call as when I had been laying down, but I was probably just as out of control. I grabbed the arms of my chair firmly so as not to allow my fingers access to the erogenous zones of my body demanding attention. I had to close my eyes and take deep breaths to try and calm down. It took the remaining ten minutes of my task before I felt safe to move again.

According to the clock my hour and a half was up, but it wasn't time to chat with James again. I wasn't sure if that was good or bad. I had about fifteen minutes to calm down. Did he want me less aroused than last week? Did that mean he wasn't going to let me cum almost right away? He didn't plan other ways to tease me did he? You have strange ideas when you are horny beyond belief. I went to the kitchen and poured a tall glass of ice water and then logged onto the computer to wait. He was right on time. He showed up right at midnight. I guess punctuality is important when you are as in control of your life as James appeared to be. I made a mental note to always be on time with our chats and my tasks.

Sir James had me give another detailed recap of how my edging went. For the first time he called it my orgasm control training. Although my body had calmed down a bit while waiting for him to sign on, I was on fire again after I made my confession to him. My reward for a task well completed? Another order to stand in front of my window and masturbate. My initial response was joy as I knew I would have another amazing orgasm. But then he added the qualifier to leave my living room lights lit. That was a wrinkle I was not expecting and certainly one I was not comfortable adding. I paused before I replied that I was on my way to the living room. He sensed my hesitation. He probably anticipated it.

"If you don't get your slutty ass up right now and do as you're told, I will not let you cum this week. Send me a recap when you are done and a picture of your face flush with orgasm." He also sent an email address.

His avatar also showed that he left the chat. He knew I wanted to cum. He knew I needed to cum. I don't know how he would know if I came without following his instructions, but somehow I knew he would. I also knew he wasn't kidding about not giving me a command to orgasm during the week. Again, I didn't know how he would be able to tell. He knew I talked to other people online and that I brought myself off while doing it. I deduced that he would ask and I would tell him. I knew I couldn't lie to him. If I did fail him, he probably wouldn't talk to me any more. He was such a good Dom I had no doubts he could replace me quickly if he wanted. I stood up and walked toward the living room.

Although last week was difficult standing in front of the window, post orgasm I had decided it was very exciting. Turning on the lights in the room changed my mind about that. Now it was terrifying. I must have looked scared as I peaked around the edge of the window to see if anybody was on the street. Like the Friday before, the street was empty except for a car I didn't recognize parked at my neighbor's house across the street. You can bet I took a good long look at it and determined that it was empty before I moved into position, spread my legs, took a deep breath and shut my eyes.

I can't adequately explain how much more exciting it was for me to be standing there with the lights on in the room. I had taken a photography class in college and knew because I was backlit nobody would be able to see my face. If anybody did happen by they would just see a silhouette, albeit one that was masturbating. Lighting wouldn't hide that. I suppose it was good that he had me work myself into such frenzy earlier because I came within a minute. It was much like last week with the end result being me lying on the floor quivering.

Part of me hated that James was able to manipulate me so easily. But a bigger part didn't care. I'd never know pleasure like the last week and I had him to thank for that. I had put my phone on the table next to the window. It was a stretch, but I grabbed it and snapped a selfie of myself. I don't know if it showed much flush on my face, but I think he would understand why I was sprawled on the floor. I quickly sent it to him before I changed my mind.

That was also a big step for me. Although I had video chatted with people before and sent a few pictures, I always cropped off my head. I never sent anything that would identify me. James now had proof that it was me. I hoped that wasn't a big mistake. I went back to the computer and began to compose my next confession about how my body, mind and soul reacted to his latest task. I began to get excited again. After I sent it I went back to my bedroom and once again sat in front of my makeup mirror. Immediately I began to touch myself. Sir James had not told me I couldn't cum during the week, just that I had to in front of the window. I quickly remembered how exciting it was to look at myself in the mirror as I touched myself. This time, I wouldn't have to hold back. I liked that option better. I probably could have cum quickly again, but I paused long enough to retrieve my vibrator from the bedside table.

I'd like to tell you I teased myself for 30 minutes again, but that would be a lie. It did take longer than when I was in front of the window, but not much. Four or five minutes perhaps. It also wasn't as strong an orgasm, but it was good. I'd never watched my `O' face before. I lost focus as my second orgasm ripped through me, but I have to admit, I looked sexy. I suppose that is why John always grins on the rare occasions I cum when he is fucking me.

I was a panting sweaty mess by the time my climax subsided. I was happy. Who wouldn't be after two wonderful orgasms? Looking at myself in the mirror, although my makeup was messed up from sweat and my hair was disheveled (I must have been tossing my head back and forth) I thought I looked great. Without regard to the consequences, I snapped another picture. This time it was a close-up headshot. I would never let myself be seen in public this unkempt, but I wanted James to see what he had done to me. I quickly emailed the picture before I came to my senses. I then showered and crawled into bed naked. John had no idea what was going to happen to him when he got home.

My Friday night training sessions continued with Sir John for several more weeks. By this point I had given up chatting with other people online. It just wasn't worth the effort. Sir had also expanded my orgasm training to include edging twice a day (in the bathroom when I got up and once before bed) so cumming with a different online partner was out. This presented a challenge with John as I was still under orders to fulfill his every sexual desire. Initially this took the form of sucking him off. A lot. I didn't want to risk climaxing if he fucked me. But by week two he wanted more. I had to fake an orgasm the first time to trigger his own climax early. If I came, especially loudly, he would usually shoot five or six strokes later. I almost waited too long as he lasted a few more strokes than usual and really pounded his cock into me through my fake climax, but thankfully I was able to control myself. Sir said he was proud of me when I told him how I had pleased John, but not failed my task to him. That gave me a warm feeling.

I graduated from masturbating in front of the window to doing it outside on the roof of our apartment building. There was a small garden area with a couple of lounge chairs where tenants sunbathed. The roof didn't get much use. Even if I tanned all Saturday afternoon, I rarely was disturbed. The first time I went up there at night, I was allowed to keep the lights off. Apparently this was going to be a pattern. I didn't want to do it, but a quick threat to stop working with me had me naked and exposed quicker than I want to admit. My Friday night edging was up to two hours now with about 10 cycles of near peak teasing so I wasn't outside long. I had to bite my hand to avoid waking the neighbors.

There was something surreal and definitely freeing about lying out under the stars with your legs spread and a mind blowing climax shredding your body and soul. I didn't grab my clothes and run back into the apartment either. I knew the odds of getting caught were slim so I lay on the chaise and allowed my body to cool in the night air. My skin was hot to the touch. I bet if it had been a little cooler that night, steam would have risen off me. I had to be careful not to fall asleep. I felt myself nodding off a couple of times so I decided it was best to head back to the apartment. I had to journal my experience anyway before I could climb into bed.

The journal was new. James wanted me to keep a more detailed log with daily entries of how my training was progressing. Oh, and my days of making myself cum over and over after I completed a task were over as well. I was allowed to orgasm only when given specific permission from Sir. The journaling task always aroused me because it brought back memories of each task I completed. He had given me little things to do during the week between our chats. Nothing major, but just things to remind me of who I served. I also had to confess everything at the beginning of our chats.

As you might have guessed, after the first week of my rooftop adventure, the next Friday I had to do it with the lights on. As I said, the rooftop isn't well used so there were not a lot of lights but they seemed as bright as a sports field to me. There was no way people in apartments in the building next to ours, which was taller, would not be able to see me if they happened to look. But that was irrelevant at that moment, as I had to complete my task. I couldn't see the stars because of the lights, but it didn't matter. I didn't bother shutting my eyes this time either. I kept staring at the apartment building across the street. I don't know if I would have seen anybody watching me or not, but the thought of someone seeing me play with myself excited me. I knew some people in the apartments had telescopes. We had a friend in the building who had one setup. It wasn't for looking at the stars either. It was to view the neighbors. Although I had no reason to believe anybody was watching me that way, I guess I had no reason to believe it wasn't happening either. My body certainly responded to the thought that I was being watched because my arousal was quickly in overdrive. I'm sure you know the rest of the story about what happened. Again I lay there until I started to nod off. If someone was watching they got a good show and my journal got a great entry.

Sir James sent me a rare Saturday message complementing me on how well I was progressing. He also sent me a link to an Amazon wish list. It was a mix of toys and clothes. I quickly ordered everything.