Continues from here.

The next day he is travelling upcountry for meetings and is
staying at a generic business hotel overnight. Arriving at the hotel after a
grueling day, he opens up the application, performs the required number of
strokes and sends a screenshot. This time no reply is immediately forthcoming,
probably because it is rather late. He therefore goes to bed without any
resolution.

The next morning, he receives an email confirming his fears –
another red marble! Although he is very frustrated, he consoles himself with
the thought that his odds have at least improved. However, he can’t help but
wonder what the ratio of red to green marbles is. Originally intending on
earning another chance that evening, he arrives home too exhausted to perform
the required strokes and drifts into a deep sleep.

The Saturday morning sun streams in through cracks in the
curtains, waking him to a heightened level of arousal. With great urgency, he
immediately executes the application and performs the necessary strokes,
wasting no time in sending the requisite screenshot of the timer as confirmation
of another earned attempt. He tries in vain to keep his mind occupied while
waiting for Her response – finishing up some emails, a visit to the shops.

Later that afternoon he wonders if She has perhaps missed
his email. Against his better judgement, he sends her a message asking whether
She has received his email. He doesn’t have to wait long for her terse reply:

“You are not to harass me asking for a response – I am a
busy woman and have many things to do.”

“Sorry…”, he replies, regretting his rash behaviour instantly.

“As punishment you will forego your chance today and I’m
adding an additional red marble to the bag so that you learn your lesson. Do
you understand?”

“Yes Mistress, I understand and thank you for correcting me.
This won’t happen again,” comes his bashful reply.

“Good. You can try again tomorrow, now leave me in peace!”

“Of course, Mistress.”

He wonders what the effects of an additional red marble are
likely to be on his odds. There’s only one way to find out and he tries again
on Sunday, being sure to wait patiently for her response. Unfortunately for
him, his patience isn’t rewarded and Her response is once again negative.

By the time he had completed his next attempt after work on
the following day, he was feeling dejected, dreading the response which by now
he assumed would be confirmation of yet another infernal red marble. This time
he doesn’t have to wait long before receiving a surprising response – at least
a green marble!

Good news my boy, you’ve finally
drawn a green marble and have earned yourself a well-deserved orgasm! The
instructions for your orgasm are as follows: You are to kneel and to look at
one of the pictures I’ve sent you of myself while stroking. You are to
synchronise your stroking to the app as usual but this time around, when you’re
ready to cum, you may do so. Enjoy and let me know when you’re done and we can
discuss taking this exercise up a level!

***

Based on this story, I have subsequently developed a
slightly better beta-version of this game as a web application. Although it
still requires further testing and refinement, it is fully functional therefore
please feel free to send me a message if you’d like to try it out. Suggestions
regarding enhancements and additional features would also be most welcome as I plan
on developing it further as a fun side project!

Continues from here.

On returning home, he undresses and steps into the shower. A
shiver runs through his body as he realises that because of the new
arrangement, he may not touch himself despite his member being readily
accessible. After showering and drying, paying careful attention not to
stimulate himself in a manner that She would deem inappropriate, he goes to bed.

The conflict between his desire for relief and to remain obedient
makes it difficult for him to relax and fall asleep. He knows it would be so
easy to relieve himself, but that this is forbidden. Perhaps he could send her
a message and ask for permission? Then again, it is late and this wouldn’t be a
good start at all. After a while of tossing he finally drifts into sleep.

When morning comes, he wakes to a familiar, but augmented state
of arousal. As a reflex, he almost makes the mistake of touching himself before
realising that this was not permitted. Instead, he turns to his bedside table
and checks his phone to see if there are any messages from Her. His hopes of a
respite are crushed as there are no new messages.

His usual week day routine provides a welcome distraction
and he kicks off his day with a few calls and then a meeting. The meeting turns
out to be one of those pointless endeavours which could have easily have been
substituted with a brief, focussed conversation but instead expanded to the
arbitrary allotment of time required to justify the need for a meeting.

On returning to his desk, he sees that he has an email from
Her:

Hello my boy,

I hope you have been good?
Herewith the next set of instructions for your training:

• Visit this
  website and download “Timer Tools” (you will be familiar with it from our last
  session)
• You are to stroke
  yourself to the timer while looking at a set of pictures of me that I have
  attached
• It goes without
  saying but you may not cum under any circumstances
• When you have
  reached 3,600 strokes (roughly an hour, depending on the random speed
  selections), you may stop
• Send me a screenshot
  of the timer and then refrain from touching yourself until you receive further
  instructions

Have “fun” 😉

x

After what seems like an extraordinarily long and tedious
afternoon, no doubt influenced by the consequences of having read Her email, he
finally finishes for the day and rushes off home. Although he is hungry, he
immediately dives into the specified task and fulfills it as instructed. After
sending Her the screenshot, he warms up some food, pours a glass of wine and
waits for her reply.

He doesn’t have to wait too long until he receives another
email in reply to his pic:

Very good, now we will see if
you have earned a release. The next part works like this: I have a bag of red
and green marbles. There are fewer green than red marbles. Every time you
perform the specified exercise with the Timer Tools app and message me with a
screenshot showing your completion, you earn a “marble”. I will blindly pick a
marble for you out of the bag at my convenience and will send you a photo of
it. If it’s green then congrats, you get to cum and we start again. However, if
it’s red then it’s hard luck as you will have to wait until you’ve earned another
marble in order to try again. This does mean that if you are unlucky a few
times in a row, your odds of drawing a green increase with each red marble that
is removed. Send me a message to confirm if this makes sense.

He immediately replies in the affirmative, to which she
responds by saying “OK, allow me to do the honour… fingers crossed!”.

He keeps on refreshing his email browser until a message
with the subject line “The results…” and an image attachment appears. He opens
the email and sees the following:

Sorry hun, better luck next
time! You can have another try tomorrow… x

Continues here.

Continues from here.

(Present day)

The footsteps stop and he feels her legs brush against him
as She bends over him and releases his wrists from the cuffs. Gently, She pulls
him to his feet and leads him down the passage into what he assumes is the
living room. After a short walk, She stops, leaving him standing with his arms
at his sides, his excitement indicated by his member in the most obvious
manner.

“I’ve got a few things to attend for now so you’re going to
have to warm yourself up for me”, She says breaking the silence. Suddenly he
feels the silky sensation of lubricant dripping onto his erect member. He
almost gasps as her hand gently spreads it up and down the shaft, covering it
thoroughly.

“This is how this works: you’re going to play with yourself
for me”, She explains, “and the computer will beep to give you the speed at
which you are to stroke. You may not cum under any circumstances but you may
stop for 30 counts if you are on the edge. You will not say anything and you
will continue with this as until I command you to stop. Nod if you understand?”

His nod of confirmation is shortly followed by a slow bleep
at which point he begins to stroke as instructed. The tempo is relatively slow
at around 60 beats per minute – slower than his usual self-pleasuring speed.
Although he is already highly aroused, it takes a while for his arousal to
build further, partially due to the slow pace and perhaps a bit of nerves. As
it gradually builds, he instinctively reclines his head back in response to the
pleasure.

Then the pace slows to about half the original speed and he
is subjected to even more excruciating strokes. This maintains his arousal
without taking him over the edge. He hears her shift in a chair at the dining
room table but hardly notices as he concentrates on stroking at the stipulated
pace. There is a sound of shuffling of papers and a pen writing… then the pace
suddenly increases back to something closer to the original. His arousal starts
to build again at which point the pace increases even more. He feels himself getting
close and then removes his hands, counting to thirty.

This process continues for what feel like hours – faster…
slower… even slower… suddenly faster… stop to gain composure… start again… each
variation in tempo bringing its own flavour of torment – the faster tempos with
the fear of going over the edge and the inevitable requirement to stop or the
slow, excruciating strokes that do nothing other than prolong the agony.

Finally, the beeping stops and his sigh of relief is
palpable. His sight is suddenly restored as the blindfold is pulled from around
his head.

“You can stop now”, She says, “Go and clean yourself up and
once you’ve done that, report back to the lounge on all fours in front of the
sofa.”

He heads over to the guest bathroom where he wipes off the
sticky mixture of lubricant and precum that has collected from the preceding
activities. He then makes his way over to the sofa where She is sitting and
falls onto his hands and knees in front of Her. She lifts Her legs up onto his
back and shuffles a few times, making Herself comfortable on Her human
footstool. He then feels Her legs shift as she reaches over to the coffee
table, picking up a glass of wine. She resumes watching the remainder of a sitcom
while sipping Her wine. He is forced to remain motionless staring at the floor,
unable to think of much other than the throbbing appendage between his legs.

The remainder of the evening turns into a relaxed service
regime – he does the dishes, gives Her a foot massage and performs a few other
chores. Once he had fulfilled Her requirements, he was promptly informed that She
was finished with him for the night and that he should put on his clothes, go
home and away further instructions. She issues him a further reminder that Her
ownership of his member has commenced and as a result, he is not to touch
himself at all until hearing otherwise.

Continues here.

Continues from here.

He almost gasped with a combination of excitement and
apprehension on reading Her message. After a slight delay to collect his
thoughts, he replied:

Continues here.

He does her bidding and lies down on the bed with his hands
at his side. She leans over him and takes his left wrist in her hand and brings
it up towards the headboard of the bed. She then cuffs his left hand to the
slats and the headboard and repeats the procedure with his right hand. With him
securely restrained, she sits down on the edge of the bed beside him.

Leaning over his torso, she blows on his erect cock and it
twitches violently in response. Then she runs the fingertips of her right hand
up and down his shaft, causing him to shiver with pleasure. Taking his member
more firmly in her hand, she pulls the foreskin back and rubs the head against
the palm of her other hand using his pre-cum as lube. He moans and tenses as
his sensitive “other head” rubs against her palm and she promptly leans on him,
pressing him down as his hips buck upward.

“Hmmm, you’re a bit too noisy for my liking”, she says as
she quickly hops up off the bed. Standing beside the bed, she slips off her
thong which she then stuffs in his mouth.

“That’s better, now
where were we?”

She continues the palm rubbing for some time, pinning him to
the bed by lying over his midriff. After some more of the rubbing torment, she
switches to long, slow strokes up the full length of his cock. He starts to
approach orgasm but she stops expertly just at the right moment, leaving him
with the frustration of yet another edge. While he is writhing in agony, she
turns to face him and straddles him on her knees. Her one hand hikes up her
skirt as the other proceeds to massage her clit right in front of his face.  

“Look how wet teasing you is making me, aren’t I cruel?” she
says, as she rubs herself.

“Hmmm, I bit you’d like to be inside me, wouldn’t you?” He
can’t help but emit a muffled moan with her thong still embedded in his mouth.

She dismounts and removes the remainder of her attire. Now
naked, she kneels back on the bed and takes his cock in her hands once again.
Slowly she builds his pleasure once again and then holds him on a plateau, each
stroke maintaining his arousal but not going too far. Suddenly she stops and walks
out of the room, leaving him lying on the bed, immersed in a state of dire
need.

It’s not long before she returns with one of the props from
earlier in the evening, the mouth gag. Leaning over him, she removes her thong
from his mouth and replaces it with the mouth gag. She then adjusts the
position of his head by propping it up with another pillow.

With his head now strategically positioned, she straddles
him on all fours in the 69 position and slides up the bed, guiding the dildo on
the end of his gag into her eager pussy. With the dildo embedded, she proceeds
to move backwards and forwards, grinding her derriere into his face.

She stops for a few seconds and he feels the smooth, silky
warmth of her mouth on his cock. He can’t help but emit a moan of anguish into
the gag. Then the feeling stops and her grinding resumes, backwards and
forwards as she takes her pleasure. She continues to alternate between her thrusting
against the dildo and teasing him with her mouth. One last time, she stops
teasing him and resumes her thrusts, this time more forcefully. It doesn’t take
long before she erupts in orgasm, screaming as her body convulses on top of
him. He is aroused beyond belief but daren’t move.

She dismounts once the convulsions stop and she has regained
her composure. She then walks into the bathroom where she disappears for what
seems like an eternity for him but in reality is probably only a few minutes.

“Now we need to decide what to do with you…”, she says as
she steps back into the bedroom.

Will she let him come or will she cruelly deny him and send
him back home hoping for another opportunity in future? Or will she hand the
decision to chance and roll the dice to decide his fate?

She walks up to him and removes the blindfold. She then
turns him around, handcuffs his arms behind his back and frog marches him back
towards the sofa. On the sofa is a large bag and although it is open, he cannot
see what is inside. She has also placed a cushion on the floor in front of the
sofa.

She pulls him down gently towards the cushion, “Aren’t I
thoughtful? You’re going to be kneeling some more but I wouldn’t want you to be
distracted so I thought I’d allow you to be a bit more comfortable.”

With him kneeling in position once again, she walks around
him and sits down on the sofa in front of him. She then raises her skirt and
opens her legs in front of him. He stares mesmerised as she provocatively
slides her thong down her thighs, over her knees and onto the floor, revealing
her beautiful pussy. Free from her underwear, she opens her legs even wider and
says, “Your turn to watch. You’re going to sit still while I play with my pussy.”

She slowly starts stroking the lips of her pussy with her
fingers, taking her time as she enjoys the pleasurable sensations and her
position of power. She inserts a finger between the moist folds, parting her
lips with both hands, a devilish smile forming on her mouth. Despite its prior
torment, his member becomes almost painfully erect in the response.

Her moans grow in volume as she alternates between long
strokes between her lips and gentle circling of the hood of her clit. She
continues to play with herself using her left hand while reaching into the bag
with her right to pull out a bullet vibe. Her activities are briefly paused as
she turns the vibe on before placing it just below her pubis. The buzzing of
the vibe is accompanied by gasps and moans of increasing intensity as her
pleasure builds.

“Suck my toes as I
masturbate,” She orders.

He immediately complies and starts sucking her toes as best
he can, given that his hands are secured behind his back. It’s not long before
her body erupts into the throes of orgasm and it takes all of his concentration
not to be distracted by it and to continue sucking her toes as ordered. He
dares not stop even though she has turned off the bullet vibe and is lying
blissfully, gathering her breath.

After a suitable respite, she pulls her foot away from him and
reaches into her bag once again. What could it be this time, he wonders?

She ruffles around the bag before withdrawing a gag with a
dildo protruding from it (http://www.uberkinky.co.uk/strap-on-solid-gag-and-dildo-80995.html).  

“Do you like my new
toy?”

“Yes Mistress,” he says apprehensively

“I think it’s an ingenious invention – this way I get the
pleasure of being filled at the same time as giving you a better view of what
you crave.”

She moves to the edge of the sofa directly in front of him
and gently inserts the bit into his mouth. She then fastens the strap, leaving
the gag securely in place with the dildo protruding from the location of his
mouth. She places a hand behind his head and draws it towards her until the tip
of the dildo is right in front of her pussy. She then moves his head around,
teasing the lips of her pussy with the dildo whilst giving him a close up of
the object of his desire. She then pulls his head firmly even closer towards
her, drawing the dildo deep into her pussy. With her face now pressed up right
against her, she holds his head there giving him no option but to inhale her
musky scent. If it weren’t for the gag, he’d probably scream from the
frustration of being so close to her but unable to do anything about it.

She releases her hold on the back of his head, “Now I want
you to fuck me, slowly.”

He pulls back, sliding out and away, the dildo glistening
with her juices that he longs to taste. Then just before the tip escapes, he
slowly brings his back head towards her. He continues to fuck her with his face
as she beckons him to do it harder. However, the motion is a bit awkward as he
hasn’t done this before (but could no doubt refine his technique with practice)
so she compensates by adding the bullet vibe back to her clit. She grabs his
head, pressing it as far as it will go against her pussy as this culminates in
another orgasm for her.

She relaxes her grip on the back of his head and takes some
time to recollect herself before standing up and putting her thong back on. She
then unfastens the gag and removes it from his head and pulls him up onto his
feet. She takes his member in her hand and turns towards the bedroom, leading
him behind her by what has turned out to be an effective natural “leash”. He
has no choice but to follow until she stops in front of the bed. She then walks
around him and unfastens the cuffs behind his back.

“I want you on the bed on your back now.”

Continues here.