The Island

[15:47] Dungeon Dweller: The camera crew walked around in the small jet
(http://housely.com/wp-content/uploads/2015/04/private-jet-enterior-051024x683.jpg). They were three men large. One of them carried the camera on his
broad shoulders, another held a microphone on a stick and yet another simply
watched the two. They were doing rounds and interviewing most of the passengers,
some of whom seemed oddly overdressed for visiting an island. The plane was small,
but comfortable, with couches and the odd seat. On one of the benches there was a
child - the only passenger of his age. He sat alone, a little distance away from the
strangers that were happily conversing in pairs and larger gatherings.
The men on the plane all seemed eager to reach the island. Every one of them
seemed to be laughing heartily at jokes. Sometimes, a couple of them were
whispering to the camera or to each other. Snippets of their conversations carried
over to the lone child, breezing in the turmoil of the plane to his small ears.
Fragmented, but clear, words flew by as a burly man grabbed his groin and put on a
show for the camera. "... that boy..." he said, before the world "girl" left his mouth in
almost the same breath. The cameraman captured every posture and movement,
including the thick, amused smile on the man's face. A long-haired woman, in her
early to mid twenties, sat next to him and sighed, turning to look through the window.
(A
little
older,
but
like
this: http://gelbooru.com/index.php?
page=post&s=view&id=3138782.) She studied the image, before turning back and
rearranging her dark hair, her brown eyes almost seeming to glow as she finally
jumped into the conversation, the camera turning toward her. (The island, in the
distance:
http://img.holidayplace.co.uk/gallery/hotels/IOMLCI50/responsive/01900.jpg.)
Suddenly, a large overweight man stood up and walked to the boy. He was very tall,
his parted hair almost reaching the ceiling of the cabin. The camera crew cut their
study of the man and dark-haired woman short, following the fat man's every step
instead.
"Are you ready for the island?" he asked, turning to the boy. "Do you even know
what's waiting for you?" he asked, rubbing his shaven shin, his thumb rolling over his
flabby neck.
His brown eyes intently studied the boy, while his face was ornamented by a sickly
smile.
The fat man looks something like this, but completely shaven and hair parted to one
side: https://s-media-cacheak0.pinimg.com/736x/a4/b1/e3/a4b1e3ea2f9a3b1028f0b8a4fddbbfe2.jpg.)

[15:55] Tommy Lynn: The boy felt really lost. His parents had strongly worked to
convince him to submit to this kind of "Game" as they called it. If he stayed on this
remote Island he could win up to a million dollar. His family was really poor and in
debt, such a sum would finally end their state of misery. However, Tommy had
accepted only after strong insistence of their parents.
Now he was sitting on this plane, without a real clue about what he had to do to win
the contest, and most of all these strange men and women were all looking at him in

some weird kind of way. The woman was perhaps the least scaring but he couldn't say
that she had caring a warming attitude. It was the first time that one of the them
openly spoke with him since they started the flight.
He looked up to the fat man and shyish replied: No sir... I just know that it is some
kind of contest. And that the price is of 1 million dollars." the wicked smile of the gay
made him shiver, "But the rules... they said they would tell me once on the island." he
couldn't stand any longer to look up to him and his gaze went down to his feet.

[16:03] Dungeon Dweller The man laughed sickly - strangely. There was a way about
the man that was eerily frightening. His eyes studied the boy in front of him as if the
child were a piece of property, or rather some sort of good. His brown eyes were filled
with a disdain, lingering just beneath their surface.
"He doesn't even know!" the man laughed, as if surprised. His low-key voice filled the
compartment and attracted a few stares, and even smiles, including those of the
young woman sitting between the men. "I can imagine you'll have quite the shock
when we arrive," he said, reaching to the little boy's face. He caressed Tommy's cheek
before retracting his arm. "So cute," he whispered. He was the quintessential creep
and tried to act like it as well.
"I bet you'll be quite the attraction," he said, before sitting down right next to the boy
on the couch, uncomfortably close to the preteen. He rested a hand on Tommy's knee
and looked at his eyes, his own beady and resentful as if he were looking right
through him and didn't like what he was seeing.
"Do you want me to tell you what the show is about?" he asked sincerely, his voice a
little softer. "Or do you like surprises?" It seemed an ominous foreboding for what was
to come.

[16:10] Tommy Lynn: Tommys first though was of standing up and fleeing away, that
fat man was a creep. He felt like being some kind of prize or similar, and this made
him shiver. Mentally he cursed his own father that had convinced him to undergo who
knows what kind of contest. Even worse to the fact that he had caressed him on the
cheek with his flabby hand he was now resting the same hand steadily on his right
knee.
However as creepy as the fat guy was, he could foretell him about the game, it could
be wise to know what he had to undergo. Tommy briefed heavily, looked to the vicious
man and said: Yes please tell me, I want to know so that I can prepare my self best to
win it! he declared with far more self-confidence that he actually had.
Tommys starting clothes and physique https://static.flist.net/images/charimage/4005377.jpg

[16:21] Dungeon Dweller The man caressed the boy's knee, running his fat hand up to
his upper leg, caressing it tenderly through the black fabric of the boy's jeans. His
hand rubbing over it made a gentle sound that the stranger seemed to enjoy. "Good,"
he whispered, enjoying the feeling of the boy's young leg and his side pressed against

him, as he moved closer. His hand was still creeping up ever so slowly, teasing the
boy. It was almost at his groin.
"Should I?" the man then asked, turning to look at a group of men watching them.
They were sitting around a table, but their faces and eyes were pointed to the man
and boy.
"Quid pro quo, Harold!" someone yelled immediately. The others laughed, as if it was
an inside joke.
"Oh, that's right," the man, whose name was apparently Harold, said, chuckling,
without explaining its hidden meaning to the preteen he was feeling up. He reckoned
the boy would learn that soon enough.
"Why don't you tell me how you think it works and I'll tell you where you're wrong,"
Harold suggested. "Come on," he encouraged the boy, his hand now still, only an inch
away from the boy's privates.

[16:30] Tommy Lynn: Harold seemed to enjoy immensely the fact that Tommy didnt
have a clue about what the competition was all about. Even more he seemed happy to
caress his knees, it welt so awkward never before had someone caressed him so
continuously on the knees, and he was even going up! He was strangely near to his
crotch and unconsciously his little dick twitched slightly due to the caressing intrusion.
It wasnt an overall unpleasant feeling, but is far too much creepy. Tommy tried to
move a bit, adjusting his jeans, but Harold firm hand didnt move an inch away.
In addition now they even wanted that he told them what the game was all about!
They had a real strange kind of humor to find it so amusing. He tried to recollect what
his parents had to told to him and replied: I know that I have to stay a full year on the
island to win and that there will be other persons there. There will be more activities
involved, even if I dont know exactly which, so I though of some kind competition
mixed with physical and notion test. I doubt it is a something that will be done in
groups, because Im flying alone now, so it will mostly be one on one competitions. Im
pretty good in sports, I can have a chance to win. He did really want to win to help his
family, he had mixed feelings about them, he hated the fact that they forced him to go
on this stupid contest, but he also knew too well how important that sum of money
would be for all the family.

[16:37] Dungeon Dweller "Physical test!" Harold laughed, letting to of the little boy's
jeans. He hadn't noticed Tommy's little cock moving. At least not yet. "Mental abilities!
Ha-ha-ha!" The man couldn't contain himself, and writhed in uncontrollable laughter in
the couch, his fat gut moving left and right - up and down. Many of the other
passengers joined in, chuckling, laughing and whispering. "Ha-ha-haha-hah!"
It took Harold a few minutes to calm himself down and when he finally did, one look at
the boy's innocent face sent him into another bout of laughter - this time a little
shorter. Slowly but surely, he regained his senses.
"You've got it exactly right, boy," Harold said, smiling widely. He extended his hand to
the boy's cheek again, caressing it and letting his fingers roam to his long hair,
grabbing a lock and playing with it. "Or should I say girl?" he then asked. "We're going

to make you into the prettiest princess, I think. Yes..." The man was almost drooling as
he spoke.
"I bet that if you do sports, you're pretty proud of your body. Am I right to assume
that?"

[16:51] Tommy Lynn: Tommy didnt know how to react the pudgy man was far more
big than him and now he was caressing more and even playing with his locks! A shiver
went down his spine. This time he moved some inches sideward away from him.
Not wanting to be too rude, he hadnt quite understand if the men and the woman
here were the jury of the competition, but he felt somewhat dreaded from that man.
There was also a wound in his pride, he had always been slender and petite, and many
other boys at school gave him names or called him girl. He found it mean that the man
did it too. With pride he replied: Dont call me this, Im no girl! And yes Im pretty
good with sports, at least with the more athletic ones. I wont have a muscular body
but Im pretty fast on the running track!

[17:03] Dungeon Dweller "You know..." Harold mused. "You know that your parents
wrote a letter, begging us to let you in on the competition?" he asked rhetorically, his
voice harsh. He was still playing with the lock of hair, eyeing it intently as if wanting to
smell it. He controlled himself and continued. "They begged and begged, telling us
that they needed the money. I called them myself, explaining that we were only
looking for girls..." Harold said, his sentence ending in a chuckle. "You know what your
father said? Do you?" the middle-aged man looked into the boy's eyes. "He said that
you'd always been meant to be a girl anyway, and that you'd pass without a
problem..." The man kept on talking. "...so we reached an agreement. Your father
even specifically asked us to teach you to be a good girl so that you, Tommy, could
finally
be
good
at
something
important."
"So..." Harold concluded, "before we get to the island, you'd better get changed into
more fitting clothes."
Just as Harold said that, as if planned, a thin, suited man walked up, holding a duffel
bag, placing it in front of the boy and whispering in Harold's ear. The stranger who'd
brought
the
bag
wandered
off
quickly.
"Go ahead and change. Or do you want to disappoint your parents again?"
[17:13] Tommy Lynn: Tommy was in shock, it couldn%u2019t be the truth%u2026 Or
at least it sounded too strange to be truth! He had always had a conflictual life with his
father, he had always wanted a American football player, and even if he was quite
good in sports, he didn%u2019t get into the school team. He was too weak and
slender they said, the truth was that he hated those other guys, most of them were
the ones that were mean with him and bullied him constantly. He had a chance to
enter as a wingback but decided to refuse and to his parents he simply told that he
had been refused. He had a better feeling with his mother, who however treated him
more in a delicate way, even far too delicate for Tommy standards. She was the one
that had insisted to get long hair. He had to admit that it made him quite fashionable
but more in an androgynous view rather than masculine.

He sighted, what could he do? He looked around he was surrounded by strange people
on a plane away from home. Could he try to escape? Could he hide? Both options were
out of order and in addition Harold was right, he could have never get back home if he
didn0t win the competition or at least that he could proof that he had done everything
that had to be done.
He looked at the bag it was close shut, he could only imagine what may be inside it.
Probably female clothes wear, what an humiliating situation. He took it, it wasn't too
heavy but it rattlered in a strange way, what kind of things may be inside he
wondered. However he tried one last escape and replied: Is this really necessary? No
one told me that it was an only female competition. I dont know if I can... If I can pass
as one, Im a boy. He tried desperately ti convince everyone inside the plane that it
was an irrational plan what they had in mind.

[17:22] Dungeon Dweller Harold took the bag from the boy's soft hands and tossed it
away violently. It hit the floor with a soft thud. "Okay then, we'll land and then turn the
plane around and head back. I'm sure your parents will understand - your daddy
especially," Harold said threateningly. "You either want in, or you don't. In the last case
scenario, don't waste my time, boy." The man's voice was strict, loud and most of all,
aggressive and angry. He looked at the bag and then at the people staring. Some of
them were astonished, though others looked in an understanding way. A few even
admiringly, as if they knew the game he was playing here.
"However," Harold said, much softer this time. "If you want to come along and make
your parents proud for a change, you're welcome. You are going to be a girl. So go
ahead and undress and I might give you the clothes, if you ask nicely. I'll even explain
the rules of the competition after you've shown us how much you want to be a part of
the show."
The camera crew was loving this, taking shots from several angles and zooming in on
the boy's androgynous face.

[17:29] Tommy Lynn: But but.. he whined. This was not what he wanted, this was
not even what he expected! Nevertheless he could not go back home, they needed
that money, they would evict them from their house if he did not win the first prize.
Tommy was on the verge of a nervous break down. A girl? Why in heaven had he to
play a girl! He did not knew anything on how be a girl! He did not possibly pass any
test and surely not win the competition. He sighed, looking on the ground, trying
desperately to find a solution that simply didnt come.
He sighed again and looked at Harold, he was mischievously grinning, he was surely
amusing himself. That bastard! Tommy thought, but he was blocked on a road without
exit, or better said an exit was there, just he didnt like it.
I want the prize, Ill will compete for its just so embarrassing. Have I to undress here?
In front of everyone? he feared tremendously what the answer of Harold might be.

[17:31] Dungeon Dweller Harold nodded, saying nothing. He turned around, picking up
the duffel bag and snapping his finger. The skinny man who'd brought it earlier rushed
over.

"Take this back," Harold said to him. "Little Tommy here doesn't want to be part of our
show," the man explained, turning around and facing the boy, "or does he?" Harold
waited impatiently. "It's a yes or no question..."

[17:33] Tommy Lynn: "Yes yes I want" Tommy cired out, his face completely red from
the humiliation. "I'll do it, I'll undress just don't turn the plane back home, please!" he
pleaded.

[17:36] Dungeon Dweller Harold took the bag from the man in front of him, pointing to
the back of the plane and whispering, before turning around and walking towards the
boy, the bag in his hands. He put it down on the ground.
"Then, by all means, undress..." Harold said, rubbing his meaty hands. "And
undressing means taking everything off..." Harold said. "Or would you like some help
with that?"
There was a clear bulge in the man's groin - his suit pants warped by whatever was
happening underneath. He paid it no mind, but did not try to cover it up either.
Unashamedly, he stood there, watching the boy, along with the rest of the passengers.

[17:45] Tommy Lynn: Harold was showing all his mean nature, Tommy was now
completely trapped, he couldnt do anything than comply. But surely he wouldnt let
that freak help him undress, if he had to do it, he would do it alone! Harold seemed
quite amused by this show, the bulge in his pants was evident for every viewer, expect
for Tommy, who even if he saw the bulge couldnt quite understand what was
happening under it.
He looked at the sack and then around, everyone was looking at him. He stood up, he
had no privacy at all, and while taking off his sweatshirt he said. No thanks I can do it
alone. His pale cheeks now completely red. He tossed the sweatshirt on the bench
where he had seated a few seconds ago. After the sweatshirt he had a removed his
shirt too. Exposing his bare torso, his pale little nipples and although he was very frail
his chest was tonic. He removed his shoes, socks and jeans too putting on display his
slender
legs.
He was now completely naked expect for a pair of boy briefs which covered his private
parts. Nervously he looked around, it couldnt be that they really wanted him to take
off his underwear too.

[17:53] Dungeon Dweller Harold waddled over to the boy, his bulky frame making his
movement seem clumsy and almost comical. He ruffled Tommy's long hair playfully. "I
thought I'd told you to take 'everything off'... Might be just my imagination though.
But it's okay, girl," he said, kneeling in front of the boy while continuing to speak. He
was now at the same height. "Everyone makes mistakes... So," he commented, "are
you still sure you don't want any help?" Harold asked, moving his hand to the boy's
face. He caressed Tommy's chin with his thumb and index finger.

"You're already so pretty though..." Harold's eyes roamed the lithe preteen's body,
caressing every tender, pale part of it with his eyes. The man's mouth watered.

[18:00] Tommy Lynn: Tommy made a step backwards, Harolds hand made him always
shiver when he touched him. And he looked at him in such a creepy way, and having
him on eyesight was even more creepier. Tommy was standing still, not having the
strength to counter. He wanted to say that he preferred to hold his briefs on, but he
sensed that Harold wouldn't accept another hesitation very well. Very slowly and
trying to avoid eye contact he pulled down his briefs, exposing his butt cheeks to all
the other audience and his little, no more than 3 inches long, dick to Harold. Puberty
hadn't started quite yet and all his body was still fairly smooth and hairless.

[18:08] Dungeon Dweller "Hmmm..." Harold murmured. "Okay..." he said, his eyes
studying the boy's body, halting at his little cock. It looked so childish - so awfully
small and smooth. Harold enjoyed every moment he could keep it in sight, and it was
then that he decided to keep the boy like this for a while.
Harold turned around, bending over the duffel bag and opening its zipper. He pulled a
small tablet from of it. It was a childish looking device, pink and white, and easily held
in ones hand. (http://i00.i.aliimg.com/wsphoto/v0/1283508110_1/7-A13-Tablet-PCAndroid-4-0-MID-512M-4G-Dual-Camera-Children-Kids-Pink-Wifi.jpg) He extended his
hand to Tommy. "Go ahead," he said. "You'll need it..."
"See," the man then explained, "on the island, you'll have to earn every luxury. Even
clothing... Now, you don't HAVE to do this, but I can promise you that sleeping in a
dungeon, naked, eating only bread and drinking just water can be rather boring... Of
course, to actually earn privileges, you must work for them. For that, you'll have to
make certain choices on this little pink tablet..."

[18:11] Dungeon Dweller Harold quickly added. "Of course, if you manage to stay for a
year, you'll earn you and your parents a million euro..."

[18:13] Tommy Lynn: Tommy looked confused and stared at the strange device. He
had thought that they would give him clothes, not a stupid pad! And now? What was
he supposed to do with it? What did it mean that he had to earn clothes? Was this the
game?
He looked puzzled first at Harold and then at the pad. I dont understand, he replied,
What choices do I have to do? Therefore is this the competition?. It was so
humiliating standing there naked in front of a bunch of strangers.

[18:17] Dungeon Dweller "Look at it like a game show," Harold explained, clearly
amused. "If we were just going to give everyone a year-long vacation without any
challenges, no one would watch the show and everyone would win! That's not what
we want. It's difficult for a reason..." the man replied. "Now go on, fill out the damn
thing... Here, I'll help you." Harold moved to the boy and swiveled around him until he

stood behind him. He held Tommy's shoulders gently and then leaned over to press on
the
tablet.
The screen went on immediately and a large red button appeared. Harold pressed it,
and in it, a series of numbers between 0 and 100 started to appear, rapidly following
each other, before it slowed down. Before long, it showed one flashing number.
[18:17] System: Dungeon Dweller rolls 1d100: 46

[18:23] Tommy Lynn: This was surely the first test, they wanted to evaluate his
intelligence perhaps? After Harold had pressed it the number 46 showed on the
screen. Tommy wasn't a Genius but he knew that he got a very low number, the
competition didn't start too well. He hated Harolds attention but had to admit that he
had no clue about the game so a bit of a help could be more than welcome. He looked
puzzled at the device, the number was now on the upper right corner to read while
other things started to flash on the screen. He couldn't focus because Harold had
shifted beside him, he was much taller than him, and his fat mass covered twice his
frame easily. At least he isn't caressing me anymore, thought Tommy!

[18:27] Dungeon Dweller "46!" Harold said. "Well, you'll have to earn some extra
credits if you want to enjoy your stay..." He smiled, removing his hands from the boy's
back. He kept a respectful distance this time, but made sure he could still see the
screen, as well as the boy's reaction. Anticipating it made him hard.
Harold pressed on the tablet again, and a list appeared. It pulled up a long display
with several categories. Amenities, 'owner' and 'punishments', each with their own
subsections. There were small pictures of children in compromising positions next to
them, clarifying each category's and each choice's meaning. There were also
descriptions next to the options, varying in clarity.
The entire list of choices looked like this:
Amenities (Type: credits - description):
Housing: 0 - Dungeon. 5 - Padded room. 15 - Prison cell. 30 - Studio apartment. 35 Small girly house. 40 - Luxury apartment. 80 - Penthouse (with luxury bathroom). 100
- Luxury house (with luxury bathroom & walk-in closet).
Food: 0 - Bread & water. 10 - Nutrient pill. 12 - Allowed to visit super market without
money. 15 - Fast food. 20 - Touchy chef. 30 - Home delivered meals. 50 - Expert chef.
Entertainment: 5 - Board games. 5 - Allowed to exercise outside. 10 - Art materials. 10
- Toy chest. 15 - Creative kit (sewing, etc.). 25 - Drugs. 30 - Entertainment system. 35
- Computer & internet. 50 - Virtual reality.
Bathroom: 5 - Mundane all-in-one bathroom. 10 - Basic bathroom (with bath). 50:
Luxury bathroom (jacuzzi, etc.).
Hygiene supplies: 2 - Cosmetics kit. 5 - Lipstick, gloss, etc. 10 - Basics (soap,
toothbrush, etc.). 10 - Advanced make-up kit.
Clothes: 0 - None. 1 - Wedding dress. 1 - Hats. 1 - Accessories (rings, etc.). 2 - Cute
panties. 2 - Footwear. 3 - Lingerie sets. 3 - Maid dresses. 5 - Fetish chest (latex, etc.). 5

Dresses.

Audience

pick.

25:

Walk-in

closet

(stocked).

Owner:
Rich gentleman: +10 - He simply wants a maid.
Mistress: +10 Suzan enjoys the company of young girls.
Crazy engineer: +20 - Has a knack for making strange contraptions. He may leave you
in one when he leaves...
Sadist: +25 - Takes you on walks... on all fours. Or naked. Or both. Often carries a
whip or stick.
Disadvantaged family: +35 - A family from the depths of the ghetto has been invited
to stay on the island and take you under their wing.
Public casting call: +40 - Every day, four lucky viewers will have the chance to visit
you.
Punishments:
Daily enema: +2 - Administered in the morning.
Pet play: +4 - The audience gets to vote. You might end up with a tail, collar and/or
ears. Food may be given to you in a bowl.
Gloryhole: +5 - You'll either be taken to one, or one will be installed in your home.
Once a day, you must service every cock that appears. If you don't spill a drop, you
get a 2 credit bonus.
Milking: +5 - Every morning, you'll be milked. You get two extra credits if you drink it.
The speech: +5 - Every Friday, or at the odd seminar, you are required to hold a
speech, detailing your experiences.
Condom: +6 - You'll always wear a condom.
Butt plug: +10 - Unless you have sufficient reasons, you'll always wear this.
Gagged: +10 - Gagged at all times, unless you're eating, drinking or servicing
someone.
Strip show: +10 - Random visitors and onlookers may request a strip show.
Chastity belt: +10 - Exactly what you think it means. You can't take it off yourself.
Sleep in bondage: +10 - This may prove a real challenge.
Milk saucer: +10 - A large bowl of... milk... will be delivered to you.
Hormones: +10 - May ruin the ability to get an erection. Will make you more girly over
time. May cause certain parts to shrink.
Curse: +12 - Your dreams will be warped by lust.
Diapers: +12 - You'll wear diapers. You'll not be allowed into the toilet when you have
to pee.
Kennel: +15 - You'll be expected to service needy animals.

Tentacles: +20 - Occasionally, portals will open up. You'll either have to avoid them, or
wait it out.
Double down: +30 - You'll be here for two years - not one.
Special punishment: +300 - You'll never leave this island. Moreover, you must choose
three owners.
Below the long list, a small star indicates: "Options may be updated. Special events
may result in increased funds. The participant may change his or her selections at a
small price." Neither the 'special events' nor the 'price' are explained...
[18:36] Tommy Lynn: Tommy was nervous, it wasn't absolutely not what he had
imagined. And now he had only 46 points to spend. Not wanting to give up now
Tommy tried to get the best out of his situation. First of all he didn't want to stand
naked for a year so clothes would be a major priority. He clicked Dresses, Lingerie and
Footwear not wanting to walk barefoot and without underwear. The score dropped
immediately.
[18:56] Tommy Lynn: Tommy tapped a bit on the device, it wasn't easy to decide, they
were so strange things involved, some that he didn't quite well understand. So he
decided to go through priorities. He spent 10 points for clothes taking dresses, lingerie
and shoe swear. Afterwards he decided that he wanted stay in an Studio apartment
and took another 30 points away. He decided to safe a bit and took the nutrient pill
option, costing 10 points. A year is a long time so he decided to invest a bit on
entertainment and took exercise outside, toy chest and computer &internet to be
always in touch with his friends for a total cost of 50. Last he clicked the mundane
bathroom and basic hygiene supplies for another 15 points. In total his stay costs 115
Points of which 46 he had from the start, now he needed other 69 points.
[19:03] Tommy Lynn: As owner, and this word made him shiver, he chose the Mistress,
it seemed from the description the most kind of them all, and above all he wanted to
avoid Harold. He wanted to avoid some punishments but having to find other 59 points
inevitably he found himself choose things that he would never even take into
consideration. So he chose Milking, The speech, butt plug, strip show, chastity belt and
milk saucer. However still it wasn't enough, but there he got a brilliant idea he chose
hormones too, he read that Mistress wanted girls, the hormones would make him more
girl alike and so he could surely win the contest, How much harm may a few hormones
do for a year long? Surely nothing too irreversible he thought. There he had the other
60 points, 1 point did even remain available!
[20:07] Dungeon Dweller Harold watched the naked boy intently, taking time to inch
back and demonstratively study his backside while he was filling the form in. Then, as
he
finished,
he
rested
his
hands
on
the
boy's
shoulders.
"All done?" Harold asked, playfully gliding his fingers over the smooth skin on the
boy's shoulders. He leaned over the boy, dwarfing Tommy's slight figure. The screen
was displaying a summary of the choices made.
Amenities:
(Type: credits - description)
Housing: 30 - Studio apartment.
Food: 10 - Nutrient pill.
Entertainment: 5 - Allowed to exercise outside. 10 - Toy chest. 35 - Computer &

internet.
Bathroom: 5 - Mundane all-in-one bathroom.
Hygiene supplies: 10 - Basics (soap, toothbrush, etc.).
Clothes: 2 - Footwear. 3 - Lingerie sets. 5 - Dresses.
Owner:
Mistress: +10 Suzan enjoys the company of young girls.
Punishments:
Milking: +5 - Every morning, you'll be milked. You get two extra credits if you drink it.
The speech: +5 - Every Friday, or at the odd seminar, you are required to hold a
speech, detailing your experiences.
Butt plug: +10 - Unless you have sufficient reasons, you'll always wear this.
Striptease: +10 - Random visitors and onlookers may request it.
Chastity belt: +10 - Exactly what you think it means. You can't take it off yourself.
Milk saucer: +10 - A large bowl of... milk... will be delivered to you.
Hormones: +10 - May ruin the ability to get an erection. Will make you more girly over
time. May cause certain parts to shrink.
Summary: 46 earned, 45 spent - balance +1
"Hmmm... nutrient pill," he resumed after studying the screen intently. "Are you sure
you're going to survive a year of only eating that... and spunk?" he asked. "If I were
you, I'd take another owner so you can get some proper food. Or you can take one
additional punishment. You're just a point away from the super market, for instance,"
the man mused. "There's lots of food there - pills too, if that's your thing... Or... you
can take the wedding dress. I'm sure it'd look pretty on you..."
"Last chance to make better choices," Harold said teasingly, his stomach pressed
against the boy's back.

[20:40] Tommy Lynn: Harold had made a point, could he live with pills alone? No he
couldn't. Tommy rapidly scored again all the punishments and the kennel option came
up. How difficult may it be to make some animals happy he thought? He had never
had a puppy, this could be an occasion to be more in contact with them. So Tommy
applied the Kennel option too. However now he had much more points than needed,
he took the market food option and even if he would never use one took the wedding
dress too. Harold had pointed it out more than once, that it was weak point to win? In
addition he had far much other clothes to wear so he surely wouldn't end up inside it
every day. "If I'm right I have 13 more points now... but I don't knew what to take,
should I spent them all now? Are they useful later?"
[20:48] Dungeon Dweller As the boy made his corrections, Harold smiled. He could
see exactly what the boy had entered. The new Summary was: base (46) + owner and
punishments
(85)
=
131
in
;
118
out.
Balance:
+13.
"Well, we might give you a chance to change your choices later on, but there are no
guarantees," Harold explained rather matter-of-factly. He breathed out, feeling his lust
almost overwhelm him as he smelled the boy. He was so close to him - it was almost
undoable not to touch him all over. Harold had to do his best to keep his fondling to
the boy's shoulders. "I would spend them now... If you take the family as your...

owner... you'll have not 13, but 38 points remaining. You can take a better bathroom,
or even a luxury apartment if you just take an enema. It's healthy for you too..."
Harold encouraged the boy, trying to get him even deeper into the game. Harold
leaned forward then, squatting slightly, and whispered in the boy's ears as his hands
still rested on his shoulders. "You wouldn't want to take the lady as your owner
anyway. At least with the family, it'd be much more normal. They're nice guys, really.
The mistress, however, likes to lease her pets to others..."

[20:59] Tommy Lynn: Tommy was thinking, could he relay on Harold? Could he trust
him? Surely not, but he had made a point, living with a family could surely be better
rather than with a stern mistress. But what if it was a Family of assholes? He didn't
knew, but with more points he could afford more things for his free time.
"Are there only this owners? You have made a point, but I'm not really convinced if it's
the best option for me" Tommy asked

[21:11] Dungeon Dweller Harold nodded and stood up, taking his hands off the boy's
smooth
flesh.
He
circled
Tommy.
"Anyone on the island that isn't a contester can be an owner. Me, anyone in this
plane... Even the pilot, if he happens to stay a while. However, I do know a few nice
ones for you." Harold was actually being helpful here, it seemed. "There's a married
couple, but that will only give you... what? Fifteen points? There's also a group of
vacationers... eight of them, I think? That's, say, fifty points? And there's doctor
Archimedes, our island's most famous resident. He's well-known for his treatment of
transgender people and, especially, his psychological conditioning techniques. I'll give
you... thirty-five points for that. Oh, and there's an army of single guys here wanting
either a little girl as a daughter, or wife. Ten points for that, though I must tell you
they're rather nice people, mostly."
"If you want any of those, let me know and I'll change it on the tablet," Harold offered.
"You'd best be sure about these choices..." The man smiled his signature smile again.

[21:18] Tommy Lynn: The choice was hard, mentally Tommy discarded the group of 8
people too many, god knows what they could bring up, it was best to focus on a single
person. The Doctor seemed a good choice, many points and doctors want always the
best for their patience he thought. If he added the enema and the doctor he would
have 30 points to spend, he could always upgrade to fast food and for a better
bathroom. Tommy made quickly mentally some additions and subtractions, and there
would still be 10 points, he added board games, and put the remaining 5 apart for
future use.
He turned his neck and looked up to Harold, "i think I'll get the Doctor and than I'll do
this changes, what do you think?"

[21:33] Dungeon Dweller Harold rubbed his hands, taking the tablet from the boy. He
changed the owner manually, bringing up the summary:

Amenities (-131):
(Type: credits - description)
Housing: 30 - Studio apartment.
Food: 15 - Fast food.
Entertainment: 5 - Allowed to exercise outside. 5 - Board games. 10 - Toy chest. 35 Computer & internet.
Bathroom: 10 - Basic bathroom (with bath).
Hygiene supplies: 10 - Basics (soap, toothbrush, etc.).
Clothes: 1 - Wedding dress. 2 - Footwear. 3 - Lingerie sets. 5 - Dresses.
Owner (+35):
World-renown therapist: +35 Archimedes is a household name in the LGBT movement.
Known for his unorthodox approaches.
Punishments (+65):
Milking: +5 - Every morning, you'll be milked. You get two extra credits if you drink it.
The speech: +5 - Every Friday, or at the odd seminar, you are required to hold a
speech, detailing your experiences.
Butt plug: +10 - Unless you have sufficient reasons, you'll always wear this.
Striptease: +10 - Random visitors and onlookers may request it.
Chastity belt: +10 - Exactly what you think it means. You can't take it off yourself.
Milk saucer: +10 - A large bowl of... milk... will be delivered to you.
Hormones: +10 - May ruin the ability to get an erection. Will make you more girly over
time. May cause certain parts to shrink.
Kennel: +15 - You'll be expected to service needy animals.
Base: (+46)
Balance: +15
Harold held the tablet in front of the boy, so Tommy could see the screen. "See, I
changed this, this and this," he quickly said, removing the device from the boy's sight,
turning around and placing it back into the bag. Harold noticed that the boy had a
balance of +15 credits remaining and he didn't want the boy to realize this. Hell,
Harold might check in on the little brat himself on one of the many CCTV cameras
(either hidden or open), or camera crews, as he received one of his many
punishments, or to see Archimedes play with Tommy. The very idea made him rock
hard.
"You won't regret the changes you've made," Harold promised. "Now, we don't
actually have any clothes for you, so let's sit down and enjoy the rest of the flight,"
Harold suggested, holding up an open hand, pointing towards the couch Tommy had
been sitting on earlier. Harold himself remained standing.
Flawlessly timed, the pilot made his announcement.
"This is your captain. We're about to land. Weather is clear - about thirty degree
Celsius or 86 degrees Fahrenheit. Wind negligible, but there may be a steady ocean
breeze on land. We'll arrive in ten minutes. Please make sure you're seated."
Almost immediately, the aircraft turned and started drifting down.

[21:37] Tommy Lynn: Tommy was mostly disappointed that he didn't get some clothes
to wear. Moreover the fact that he will land on the Island naked! This was the most
embarrassing event that ever occurred in his life. With a sigh he set down. The sooner
they would arrive the sooner everything would start and for what was important to
him, end. He needed the money and tried to stay concentrated on the competition.
He would come back home as a winner and his family will appreciate him again.
During the landing maneuvers, he tried to cover somehow his most intimate parts,
mostly having his hand covering his crotch.

[21:41] Dungeon Dweller Harold chuckled, looking at the boy with a keen eye, as he
covered himself. Then the man sat down next to the boy. "Hope you don't mind..." he
whispered, again resting his hand on the boy's knee, just like before, gently moving
his fingers over the first few inches of his upper leg. "Think you'll have fun?" Harold
asked the boy.
Meanwhile, someone else checked the duffel bag and retrieved the tablet. He
wandered off with it.
"They're preparing your studio for you now, you know..." Harold said, becoming bolder
with his hand. He was again only inches away from the boy's most private region,
feeling the smooth, nubile skin up with delight.

[21:46] Tommy Lynn: He really couldn't understand why Harold was so fond of
caressing him, it made him all shiver, and every time he was going so near to his small
dick. Every time his hand went a bit too near to Tommy's crotch, his little penis
twitched a bit. He wasn't used to be touched there, honestly said no one ever had
done it before. However Tommy tried not to be distracted and remaining focused on
the goal. "I don't know if I will have fun," he honestly answered, "but I'll go away from
the Island with the first prize, that's for sure!". Than he thought about Harolds last
phrase, trying to move a bit sideward to limit his avanches, "But what are they
preparing the studio for? What have I to do?" he asked.

[21:52] Dungeon Dweller "Oh, nothing much," Harold assured the boy, patting his
upper leg. Then he sought out the boy's hands. Of course, these were cupping his own
genitals. Harold ran his thick fingers over the back of the boy's small hands and then
grabbed them to squeeze their sides. Harold wanted to touch the boy's little cock, but
didn't - that was an honor left to the owner. After a long silence, Harold continued.
"Just to make sure everything's in order, the camera's all work, the clothes are all
there, the computer is installed - stuff like that. Oh yeah, and to make sure, of course,
your owner is there to greet you."
"Now," Harold resumed, "if you get the chance, please come visit me," he instructed.
"I'm the island's assistant manager - you'll find me at the island's reception building
most of the time. Just ask for Harold.
As Harold finished his sentence, the plane went down rapidly, though in a controlled
way, it circled, nearing the air strip gently.

[21:57] Tommy Lynn: Holding hand with the fat man was so strange and humiliating.
He caressed them like he was really a pretty little girl. A cold shiver went through
Tommy's spine. Luckily Harold didn't go further and the airplane was quickly nearing to
land. "Ok.." Tommy stuttered, not that he wanted to see bee seen naked on land too,
but it seemed that he hadn't much choice. At least some clothes and the doctor were
waiting for him. In the end he had played his cards well, he thought, Harold was the
Island Assistance Manager, not having upset him will surely give him a bigger chance
to win. To add a bit of slimy flattery he Tommy added: "Sure, I'll come by during the
first occasion".

[22:04] Dungeon Dweller Harold smiled, seemingly overjoyed. "Of course, I might just
sneak into your little studio as well..." he said, unashamedly. It was such a weird thing
to say, but Harold did not seem to mind at all.
The plane rocked as its wheels neared the ground. The view from the airplane's
windows turned from pale blue to a dazzling yellow - palm trees shooting by, as well
as a radiance of heat from the tarmac. The plane's wheels touched the ground
tenderly, but rough enough to make the cabin bounce slightly. Harold's hand pressed
into the boy's, and the plane's flaps quickly helped it halt.
The airstrip itself was small - it was just a runway and there was one distant tower,
hidden between tall palms.
"Ready to disembark," the captain said over the intercom. "Thank you for flying and
enjoy the weather. A slight north-north west breeze has set in."
Harold kept his hand on the boy's, unmoving, before grabbing one more forcibly.
Harold stood up, now holding only one of the boy's hands. "Come on, girl," he said.
"Let's get you home."

[22:09] Tommy Lynn: Finally, we have landed, Tommy thought. But with surprise
Harolds hand was still firmly holding his, even stronger than before. The landing put
them even closer together, he could now even smell the fat mans odor. Quickly and
without care Harold started to drag Tommy out of the plane. He wasn't ready yet, not
that he would ever be to get off naked from an airplane. He tried to say "Slowly,
please..." but the pudgy guy didn't seem to care, dragging him beside him. Barefoot
Tommy had to be cautious not to hit things on the floor.
[22:20] Dungeon Dweller: Harold simply dragged the boy with him, out of the plane.
They stepped into the midday heat. It wrapped around their bodies like a blanket.
Being fat, Harold immediately struggled, sweat starting to pool around the back of his
neck and under his armpits. He wasn't built for this climate, yet had chose, of all
places, to work here.
"Get a move on, girl," Harold said strictly as they started walking down the unfolded
stairs. Just before the boy reached the tarmac, Harold turned around.
"I can carry you, if you want," he said. "You'll burn your feet otherwise," he said,
looking at the smoldering hot black runway. Every bit of it must have been like
walking on hot coal, when barefooted. "My car's over there," Harold said, pointing to a
green Ford convertible with the roof down in the very nearby parking lot. There were
only a few other cars there, hidden behind palms and shrubs.

Around them, the sea could be heard. On one side of the airport, if you'd want to call it
that, there was a jungle. On the other, the cyan ocean in its glory. The wind came from
that direction, carrying the saline smell effortlessly.
[22:20] Dungeon Dweller: (Impression of the island, but with an airstrip and slightly
larger: http://holidayplace.co.uk/hotels/details/IOMLCI50/cinnamon-island-alidhoo.)

[22:25] Tommy Lynn: The heat was strong even naked Tommy could feel the summer
heat hitting on him. Would he have been in briefs and sandal it would have been the
perfect temperature for an holiday. The panorama seemed wonderful, the island must
be a living dream for many holidaymakers. Unfortunately as Harold pointed out, the
runway must have been of fire, even the few stairs made him burn under his feet. He
really didn't want to be hold, perhaps he could run to the car if finally Harold would
leave his hand. He looked at the fat guy, he had the sensation that he was somehow
bound to hold his hand now, he wouldn't leave it anytime soon. with extreme
displeasure and humiliation he had accepted to be carried to the car by him. He
shivered by the sole thought of getting in touch with his rancid swear.

[22:32] Dungeon Dweller "I thought so..." Harold said, bending forward and grabbing
the preteen by his legs, before settling him in his arms. "Jeez, you're heavy," the fat
guy complained, raising himself with the boy in his arms. He shifted Tommy slightly, so
that his buttocks was pressed against both his arms, and he held him like a much
smaller child. Harold snuggled him against his chest as he walked towards the parking
lot. As he did so, the camera crew from the plane was getting shots of them at a
distance. Another crew came walking from the parking area.
"You're late," Harold whined, ignoring them further, as they set up their camera.
Another men came from the same direction and Harold turned his attention to him.
"Antonio, get my bags home for me, will you?" Antonio nodded.
"There's my car." Harold was smiling and walked over to the convertible before
launching the boy into it - its roof was already down after all. "The leather may be a
bit warm," the man warned of the beige seats, just as he settled the boy in it. "Luckily
they're not black..."
Harold himself walked over to the driver's seat and opened it. He'd left his car
unlocked. Apparently there was no crime on the island. Harold then got out his keys
and started the ignition, quickly backing out and circling to get onto the island's main
road, that ran right along its coastline in a long circle.

[22:39] Tommy Lynn: When Harold lifted him up it was another embarrassing moment,
the fat man had a full view on his genitalia which he quickly covered with his hands.
Luckily he was quick, perhaps due to the fact the he seemed to have some problems
transporting him, however he started to sweat even more, some pearls of sweat even
landed
on
the
boys
skin,
which
made
him
shiver
in
disgust.
He lifted him down on the burning leather, "Yehhhh" Tommy yelped, trying to find a
way to sit down without getting burn. He found the solution by shifting continuously
his weight from one ass cheek to the other, and as soon the car started the fresh air,
made it possible to sit down normally.

[22:49] Dungeon Dweller Harold chuckled, seeing the boy writhe in the hot seat. He
rested his hand on his leg, once again, and drove quickly over the small island's road.
They blazed pas the long, golden sand beaches and small, modern beach houses,
many of which were built right over the calm ocean (img.holidayplace.co.uk). There
were even holiday homes that were in the ocean and had access to a pool
(img.holidayplace.co.uk / img.holidayplace.co.uk). As they drove past that, Harold
cleared his throat and pointed towards it. "That's the reception, right there. The one
with the pool..." he said. (Here on the right hand side of the island:
img.holidayplace.co.uk.)
It was almost over as quickly as it had started as the man pulled into a small road that
led up to a small apartment building of some four stories high. Harold simply parked
the car at the side of the road
"Want to walk now, or do you want me to carry you again?" the man asked, wiping his
forehead as he turned off the ignition.

[22:56] Tommy Lynn: The sight of the Island was marvelous, perhaps it wasn't such a
bad idea the competition, he could stay here for a year he thought. The car slowly
entered a small road, the heat seemed not as hot as on the landing lane. Probably he
could walk normally or at least he could try without having to be caried to this house.
He really would like to avoid other too embarrassing moments, unfortunately entering
the house with without clothes was not avoidable.
So he said to Harold, "No thanks, I'll try to go with my feet".

[23:10] Dungeon Dweller Harold stepped out of the car. "That's fine," he said. He left
his keys in the ignition as he eyed the small apartment rising from a small clearing in
the jungle. It looked modern - many large windows giving almost an unhindered view
of what was going on inside. Most of the apartments seemed empty for now.
(Impression, but larger windows and slightly taller: http://santifique.com/wpcontent/uploads/2016/03/small-apartment-outside-custom-small-apartmentoutside-.jpg.)
"Let's go," Harold said, this time not seeking the boy's hand out and instead leading
the way. Harold walked into the staircase that connected to the apartments through a
lobby.
"Yours is on the first floor," Harold said, as they walked through the lobby. "Here."
Harold opened the door.
The apartment he stepped into was cozy - girly and seemed like a model studio.
(Impression,
but
no
TV: http://cupcakesforbreakfast.com/2013/01/31/my-studioapartment-tour/.) There were paintings on the walls, fluffy pillows, a large sofa at the
end of a king-sized bed, a coffee table in front of it and a small computer corner. There
was also a tiny kitchen, hidden behind a wall with what seemed to be random
snapshots of girls, pies, cakes, dishes and the odd cock-picture mixed in-between. The
paintings were sexually charged - girls in little dresses running in the ocean
(http://gelbooru.com/index.php?page=post&s=view&id=2971927), holding umbrellas
(http://gelbooru.com/index.php?page=post&s=view&id=2387192)
and
standing

naked
at
the
beach
(http://gelbooru.com/index.php?
page=post&s=view&id=2495120). One was particularly sexual - a redhead girl or boy
bent over a table, condoms and cum around and on her, her legs spread and a camera
in the distance (http://gelbooru.com/index.php?page=post&s=view&id=2823768).
In the middle of the room, there was a man smiling at Harold, extending his hand.
"Doctor!" Harold said, smiling. "How good of you to come! Glad you could make it this
quickly."
"Oh well, that's quite alright... Now, who's this?" the stranger asked, kneeling.
[23:14] Dungeon Dweller: (There's also a bathroom with a bath tub + separate
shower. Example: http://cdn.decoist.com/wp-content/uploads/2015/01/Custom-fuchsiaglass-top-adds-aura-of-hot-pink-to-the-bathroom.jpg. You can't see the shower here,
but it's not in the tub - a separate glass stall.)
[23:14] Dungeon Dweller: (And the window is larger + you can see through it; people
from the outside could possibly see you.)

[23:17] Tommy Lynn: Tommy was happy that Harold didn't want to hold his hand
again. Quickly he followed him inside, he didn't want to be viewed roaming naked
around the house. The apartment was really big, and big the windows, sure there was
a nice sight but it seemed that it was made to be viewed inside from the outside. And
being on the first floor didn't help to have some privacy. The furniture was all
extremely girly, but at least luxurious. Everything that he had asked was inside, except
for the clothes, or more probably they would have been in some wardrobe. The
paintings on the wall were extremely particular, especially the one hanging over the
table made him shiver.
In the middle of the room was the person who had been greeted by Harold, Tommy
was curious to know who would be his owner for the time of the stay, however he
would have preferred not to meet him naked.

[23:21] Dungeon Dweller The stranger extended his hand. "Shy, are you?" he asked,
smiling at the boy. The man was around sixty years old, but rather fit for his age,
wearing a white suit and black glasses. His hair was grey and the shaven man was
slowly
balding.
(Something
like
this: http://www.healthable.org/wpcontent/uploads/2014/11/Doctor-1.jpg.)
"I'm your owner," he said softly, as if it were a good thing, hoping the boy would grab
his hand. He didn't introduce himself by name on purpose. "What's your name?" he
then asked.

[23:24] Tommy Lynn: Finally someone with a bit of reason, Tommy thought. It was
really strange to address to someone as Owner but until now it was far the less
strangest of the things. The man had a reassuring and polite smile. Surely less
mischievous than Harold. Tommy shook his hand, his tiny hand was a bit more than
the half of the doctors. "My name is Tommy... Tommy Lynn", he softly replied.

[23:29] Dungeon Dweller "Okay, Tammy," the man said, still kneeling. "I'm a doctor, so
don't worry... I'm just going to examine you," he explained as he suddenly grabbed
the boy's two arms and raised them above his head. "Yes, raise them like this," he
said. "Hold them please."
The doctor took a deep breath. "Did they tell you about the girl stuff?" he asked.
"What did you think of that?" he continued his interrogation, suddenly grabbing the
boy's cocklet with both his hands, rubbing over its skin, grinding it against the little
cock head.
Turning his face to Harold, he smiled. "This one will do rather well," Archimedes said.
Harold nodded and slowly made his way back into the lobby, leaving the door open as
he stepped out. "Bye now!" he said. "And don't forget where you can find me...
Tammy..."

[23:35] Tommy Lynn: Tommy was completely taken by surprise, the strong grip of the
doctor pulling his hands above his head. He blushed when he called him Tammy and
he didn't know how to react, but even more when he took his little dick in his hand
rubbing its skin. He hade made some medical check ups in the past but this kind of
exam was totally new to him. "Gasp", he tried not move but sudden touch was
something completely new to him, never anyone had touched his little dick, and it was
a new and stimulant sensation, it quickly twitched a bit inside the Doctors fingers.
"I... I.. don't know what to say." Tommy replied, "they told me that it a girls
competition, I'm not so fond about it but..." he looked down nervously where the
doctor was holding his dick between his fingers. "My family is poor and in debt they
need the money, I have to win the competition. But I'm no girl, I'm a boy..."

[23:42] Dungeon Dweller "You ARE practically a girl" Archimedes said. He squeezed
the boy's cock. "This is not a man's..." he said. "Not even a boy's..." He was tugging on
it quite roughly now, feeling it twitch and becoming encouraged by it. "Do you really
think a girl would feel anything with this little pinkie sticking in her? Hell, my pinkie
has twice the size and girth..." The man was berating the boy's masculinity, enjoying
feeling it slip away. That was what he was good at anyway - creating girl from boys.
He was quite certain he had the right material for it.
"However," the doctor said, grabbing the boy's hips and turning him, so that his side
would face the man, "this is a girl's..." Archimedes caressed the boy's buttocks. It was
shapely, firm, and begging to be squeezed. He circled the skin above Timmy's cheeks,
before letting his middle finger part them. "This is really a girl's butt..."
"So, you've got the tools to be a girl, but not a boy..." The doctor suddenly moved his
hand back and swung it forward, spanking the boy's buttocks. It wasn't quite hard
enough to count as abuse, but Tommy must have certainly felt it.

[23:48] Tommy Lynn: "What... no it's not true!" Tommy said back, he was being
completely humiliated by this, he was a boy not a girl! It may be that he had a small
dick, but this didn't made him less of a boy. He tried to resist to the doctors
maneuvers, but his frim grip was to strong. He turned him easily exposing his ass to
him, he tried to struggle the best he could, but the doctor seemed not to care. He felt

his middle finger part his cheeks, this was mostly humiliating, in addition without
notice he smacked his ass. "Yelp!" he cried, it didn't hurt him but Tommy yelped more
from the surprise rather than the pain.
"Please I can try to simulate a girl to win the contest" he pleaded, "but I'm a boy, not a
girl!".