Date: Thu, 12 Jan 2017 19:30:54 -0600
From: Your old friend Tappy <tappymcwidestance@gmail.com>
Subject: Decision Tree Chapter 2

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.