Title: A Business Proposal
Author: Shadey Grey
Story Codes: Mb, b(8), reluc, oral, anal, pedo, ped, preteen
Synopsis: Mr. James Castle is at the top of his game running one
of the most successful public relations company in New York.
Young, single, and in his prime, he is looking to take in fresh
talent. But when an 8 year old boy walks in with a stronger
interview than the other candidates, he can't help but offer the
child an interesting contract: apprentice under him in exchange
for meeting his new boss's needs.

You can find more of my stories here:
/files/Authors/Shadey_Grey

Please feel free to email me any comments, critiques,
suggestions, or thanks that you might have for this piece
(shadeygrey0@gmail.com).

The Story:

	James slumped back in his exquisite, leather chair. His lavish
office expanded outwards from his desk, framed by the city
skyline behind him. None of it pleased him as the last young
thing strolled from his office. Five interviews in a row and not
a single original thought between them. Nothing but pre-planned
lines and a shitty handle on how to run on the fly to a client.
Even his questions threw the idiots off. No one that couldn't
stand up to Mr. Castle were welcome in his P.R. Firm.
	James considered himself an eligible bachelor, as did several
business culture news sites and magazines. Even at 31, he was
considered the handsome businessman that everyone else wished
they could be. But he never dated. No one dared doubt his
masculinity though. His prowess taking over markets was
unquestioned. As was his appeal in social circles.
	The bachelor part did have one drawback. The company was so
valued that control of it was worth having. Much of his own money
went straight back into owning the business to ensure that
control always remained in his hands. James always knew that he
would have to think about a time where he could no longer handle
the business. An heir? Something about reproduction did not offer
any particular interest for him. He had hoped to hand it to an
intrepid young mover and shaker, but years had come and gone with
little evidence of the same fire he had seen in himself.
	His secretary interrupted his reverie. "Mr. Castle?"
	"Donna?" James latched the speakerphone.
	"What do you want to do with the... uhh... sixth interviewer?"
	James snatched up the phone. "You mean he is still here? It is
almost five o'clock."
	"Yes. He refuses to leave and won't tell me where he lives."
	He let out a laugh. Spunk. Something about that sounded good to
him. "Send him in."
	Donna paused. "Are you sure about this? He is very insistent."
	"I am always certain, Donna. You know that. Besides, I want to
know how he got past everyone up to see us."
	"Alright."
	James adjusted the collar of his shirt before tipping back in
his chair. When he heard of the sixth interviewer, he couldn't
have been more intrigued. Even better, he was still here.
Amusement would have to be postponed, he had decided at the time.
He had instructed Donna to figure it out, but that clearly didn't
work out.
	When the door popped open, Donna was holding it with a stretch.
Under her arm came the smallest businessman there was. Just under
four feet tall, he strode in with more confidence than someone
who was seven feet. James couldn't help but snicker. A scruff of
blonde hair done in the new popular spiky fashion crowned a
confident little face. He even had a briefcase and matching
loafers. He wasted no time moving across the office, not
distracted by the expensive decor. Instead, he strolled right up
to James' desk, placed his case beside the chair, and stretched
up and across the desk to offer a handshake.
	"Good afternoon, Mr. Castle. I'm glad you could fit me in. I
phoned ahead, but your secretary gave me the ring-around. So I
dropped in. Sorry if that messed up your schedule."
	James stared at the boy. He couldn't be older than nine,
probably more like seven. But he talked like any good businessman
unafraid to step on a toe to make a profit. After a second, he
grabbed the boy's hand and shook it. Pretty solid for a
grade-school kid.
	"Not at all. I didn't catch your name though."
	"Damien."
	"Damien what?"
	"Just Damien for now. I'm here to be interviewed for the
position you have opened up."
	James studied the boy. It was hard not to laugh. Why was this
even happening? "Well, Damien, I'm sorry. I've already decided to
pick one of the others that came in before you. Now..."
	"No you didn't." Damien stared him straight in the eye, totally
confident.
	"...excuse me?"
	"Each one of those guys was sitting in the lobby rehearsing
every word they were gonna say. If you hired any of those guys,
you weren't who I thought you were."
	For the first time in his life, James was thrown for a loop.
Such an easy lie was supposed to solve this problem kid. Not only
did the kid see through it, but he slapped James in the face for
trying!
	While he was still stunned, Damien didn't even hesitate. "You
are trying to get rid of me because you think I'm a stupid kid
with an idea in his head. Well, I've been planning this for three
and a half months. I stalked your website until I found an
opening. Meanwhile, I planned an escape route from the home,
saved up to buy the clothes once I was out, convinced your
rent-a-cops that I was one of your publicist's son, made it all
the way up here and into your office. And while your dumb adults
sat in the lobby trying to come up with a line to wow you into
hiring them, I beat down everything to get here."
	James' smile grew the more he spoke. There was something in this
kid's eye. "And for what, Damien? Why exactly are you here?"
	"I'm here to get a job with your company."
	"And what makes you think I'm going to hire you?"
	"Because you and I both know that not just anyone can work for
Castle P.R. It is the best. Which is the place I will start at."
	What does one say to a little kid who already had more
confidence and courage than the last five adults he spoke to that
day? Damien had fire, that was for sure. It didn't matter,
because there was no way hiring could happen, even if Damien was
qualified for the job.
	Even so, Damien was alluring. From his inner strength to his
outward charisma, he exuded everything James appreciated in a
man. The fact that the kid was a looker wasn't lost in the mix
either. The harrowing tale of Damien's trip here was intriguing
too. There was so much running around in that small package that
there was no way James could ignore it. Sending the kid away with
nothing was not an option anymore. A fire like his needed to be
cultivated, lest something come along to stifle it.
	"You said you broke out of a home?"
	"Yeah. I've been living in a group home for two years. I've been
watching the business pages of the newspaper ever since I got
there. That's when I decided to go after Castle P.R."
	Orphaned then. All the more amazing. If he could do all of this
at his age, what would his courage allow him to do at twenty?
Regardless, Damien could not get what he wanted today. But
perhaps there was another option.
	"Listen, Damien..."
	"I don't take no for an answer, Mr. Castle. You don't start that
way for an acceptance. I will not be nobody."
	"So I see. I'll give you this: you have balls. They are the kind
of balls I'm afraid to kick. Maybe they aren't strong enough to
take it now, but I wouldn't be surprised if you came back twelve
years later and fed me mine. So I'll make you a deal.
Interested?"
	"Depends on the deal."
	Smart kid. "I can't hire you for the publicist position because
I'm guessing you are under eighteen, among other expectations.
I'm sure you knew that. But I'm thinking a proper business
proposal is in order here." James sat forward in his chair,
placing both hands on the side of the desk. "It is one of the
truest sense. In a way, we both have something the other needs.
You need the help of a powerful businessman. And I have often
wanted the... presence of someone like you. We can satisfy each
other's needs."
	Damien nodded sagely. "Go on."
	Even as he spoke, James was imagining what he was about to win
himself. A beautiful, charismatic boy responsible for his needs.
Being so surprised by his charisma, James had taken little time
to consider any of this. It was awfully lonely in his home and
finding the more common solutions to his own appetites seemed too
dangerous, even for someon as rich as he. But this might do even
better.
	"So, here is the deal. Since you are in a group home, I will
pull you out of it. You will live with me and study business. If
you do well, you will have a place at Castle. I will provide you
with food, shelter, education, and everything else you may need
to get where you are going. In return, you will assist me in
anything I need or want, satisfy any whim I have. You will answer
to me and me alone. That way, we both get what we want. Any
questions?"
	Damien huffed. "So I would be your slave."
	"Of course not. You will have your share of free will. But there
will be some things that will be non-negotiable. Of course, if
you have a problem with that, you are welcome to try some of the
other P.R. Firms. Knowing my competition, I seriously doubt any
of them will do anything to you besides calling the cops though."
	Little blue eyes looked down at the desk for a second, then
returned. "Deal."
	"Excellent." James pulled a contract out from his desk and slid
it across to Damien with a pen. The contract was standard, but
Damien wouldn't be able to follow the language in it. "Sign at
the bottom and we will start processing this immediately."
	The boy scrawled his full name across the sheet and handed it
back.
	A smile crept over his face. Damien was his. "Donna?" James said
into the intercom.
	"Yes, Mr. Castle?"
	"I need you to put together the adoption papers for a... Damien
Nordman. To be Damien Castle. Call the law offices and have it
all expedited."
	"...adoption, sir?"
	"Yes. I'm taking on interviewer six. Also, do me a favor and let
the others know that they lost to a seven-year old."
	"Eight," Damien corrected.
	"My apologies. Donna, make it an eight year old."
	"Will do. Anything else, Mr. Castle?"
	"Yes. Have some drinks sent up. Non-alcoholic. I think I need to
have a toast with the newest member of the Castle family."
	"Right away."

	The next few days saw a flurry of legal activity around the
office. Though the team of lawyers attached to Castle's company
were used to handling copyright law, law suits, and other
corporate debaucles, they stood quite well in family court as
well. Damien, of course, had to be sent back to the group home in
the meantime, but James was already preparing for his new
companion.
	The guest room in James's high-rise apartment was set up for the
boy during the social worker's tour. Lawyers answered most of the
questions for him. Besides, it would all change once Damien was
released into his custody. This kid was a dream come true. And,
if everything worked according to plan, James wouldn't have to
worry about an heir. Unless something happened in the growing up
process, James was confident that this kid could take over Castle
P.R. Hell, maybe he could without James's help with the way he
walked in.
	Of course, all of these things were distractions from what James
really wanted out of the deal. For so long, his home had been
empty. No woman or man could fill the hole he wanted and it
seemed too risky to fill it with the things he actually desired.
Now, Damien would fit perfectly in the space he had made.

	"Welcome to Castle's castle."
	Damien had worn the same suit to the court hearing to declare
him officially adopted. A single duffel bag contained every
possession and article of clothing he had, which James had
snatched up from him. Most of its contents would be tossed as
soon as possible. Old, ratty clothes did not fit a Castle.
	"Not bad at all," Damien said, a sly grin on his face. "Why not
get a house?"
	"I like to be close to the office," James replied, dropping the
bag by the door and snatching up a remote. Tagging a button, the
curtains parted smoothly, revealing New York etched in orange,
red, and pink. "That and I enjoy the view."
	Damien kicked off the children's loafers one size too small off
at the door and brought the plastic bag of leftovers over to the
fridge. Fresh everything was just recently stocked, so he had a
hard time finding a spot for it. James didn't normally buy food
for the house often. He ended up eating at work most days.
	"So, where is my room?"
	James chuckled. "Well, you have two rooms, really."
	"Two?"
	"Well, I have a guest room where we can put some of your things.
You can do homework there and such. And then there is my room,
which we will share too."
	"Why? What is in your bedroom?"
	"Me, mostly. I will most likely need your presence in the
evenings. I tend to do my relaxing there. Entertaining is done in
the living room. So, we will probably spend much of our time
there."
	"Gotcha." Damien still wasn't totally sure what needs he would
be solving. He only hoped it wasn't so much about bringing his
new dad drinks and such. Being someone's slave was definitely not
fun.
	"Grab your bag and get it settled in the other room. Pick a few
sets of clothes you want to keep and leave the rest. We will go
shopping and get new clothes soon. I'll be in my bedroom when you
are done with that."

	James had sprawled out on his California-King bed. Strewn over a
chair in the corner was a belt, a pair of slacks, dress socks,
jacket, and button-up shirt. Only a pair of boxers and his
undershirt kept him from being an image out of an erotic magazine
for women. It was no wonder that women tended to seek entrance to
his social circles and flirt. James worked out and made his
appearance a part of the job. People naturally liked good-looking
individuals, so he used that to his advantage.
	It was in this way that Damien found his benefactor when he made
it to the master bedroom. Damien had gotten rid of the suit
jacket, but otherwise had kept his modesty intact. The sight of
his idol half-way to naked caught him off-guard and his cheeks
turned pink. "Do you, uhh, want me to come back later?"
	James laughed. "Of course not. You can't lie in bed in business
clothes. You can ruin them like that. So, get that stuff off and
hop up here." He slapped the matress to punctuate.
	Damien hesitated, a few nervous butterflies starting to flutter
about inside his stomach. But he reassured himself that it was
fine. This wasn't like the group home. One by one, the buttons
came undone. His undershirt was tight across his chest, accenting
two little nipples and a slightly rounded tummy. He caught
himself on his cuffs, but quickly reversed and undid them as
well. Leaning against the side of the bed, he swiped off the
black socks and tossed them aside with his shirt. He didn't have
a belt and the pants looked a little loose. Undoing the button
was enough to get them free of his hips. James watched with rapt
interest as the light material broke past his butt and downwards.
He was wearing colorful underwear too small for him. It sucked
around his butt and, as Damien turned around to come to the bed,
it also made a lovely round bulge.
	Ahead, the TV was playing some evening comedy show. James didn't
really care what it was. His focus was addressing other matters.
Damien had crawled onto the bed and was starting to settle in
outside of reach. That would not do at all.
	"No you don't." James's muscular arms grabbed the boy around his
hips and dragged him over, pulling several pillows and some
comforter wrinkles along with. Before Damien knew it, he was in
the crook of an arm. It was warm there. Even for a kid as tough
as him, there was no denying how nice it was to be hugged
tightly. He hadn't come looking for it, but it wasn't a bad
bonus.
	"You know, as of today, you are technically my son."
	"...yeah. I know."
	"This is one of those things I needed. Someone here."
	For over an hour, they relaxed like this to the tune of the
television and each other's heat. Every once in a while, a
commercial would come on and James would point it out as being a
part of a campaign his company designed. But mostly, silence hung
between them.
	As the night grew on, James couldn't help but begin to explore
his new son a bit. The arm around the boy's shoulder bent in to
grip his shoulder at first, just squeezing it a little. Squeezing
progressed to massaging, which changed into stroking the length
of his arm. While Damien's eyes remained forward, James couldn't
help but sneak glances to the side to watch the boy's chest rise
and fall, to see his thighs rub up against each other and push
that bulge out just a tantalizing inch more.
	Damien didn't even seem to notice the occasional growth of his
new dad's boxers. The day had been long and the soft hand at his
side only relaxed him more. It wasn't until that hand followed
his own arm right onto his bare thigh that Damien began to
stiffen up a little. The little butterflies were stirred up
again. James had abandoned his arm, sliding up almost to his
armpit, then back down his side to his leg.
	It was getting hard to focus on the show. James's shoulder had
hooked him in a bit, pushing him onto his side. As he got pulled
closer, his lazy eyes were aimed downwards for the first time.
With his face pushed into the chest beside him, the now-tented
boxers were apparent. As his mind drew the lines of what must
have been hiding underneath it, that hand rested itself on his
ass, stopping to take a gentle squeeze of the bounty to be found
there.
	Damien wanted to get away from this. Even though he couldn't
deny liking the hand rubbing his body, he had also heard the
horror stories of rape from the group home. But this was also his
big chance. What would happen if he tried to stop it? Mr. Castle
was going to make him the best. Maybe not if he didn't go along.
	James knew the boy was starting to get the picture. No need to
hold back. Fingers dipped into the back of those little white
undies, grabbing a handful of boy butt. One digit slid between
the cheeks, just barely touching a twitching entrance. Damien was
shivering a bit, but that wouldn't last long. Unceremoniously,
James pulled away the patterned boxers from a raging seven-inch
circumcised cock that had been threatening to break free. How
long had he waited to pull his cock out so close to a boy's dazed
and confused face? Slowly, he grasped his own cock and began to
jack it in front of his adopted apprentice.
	Behind him, Damien's undies had been pulled away, tucked just
underneath his ass cheeks. Fingers followed the length of his
back to the edge of his balls and back, putting extra pressure
over  his little hole as it went. As enjoyable as it was to play
with him, it was time to get serious.
	Damien watched as the giant cock was jacked, but soon found it
laying flat on the stomach before him, leaving it mere inches
from his face. Light from the TV glistened at the tip. Behind his
head, a voice whispered. "Go on."
	The boy froze. He really didn't want to do this. And when he
didn't do it right away, James's free hand grabbed his and placed
it on the burning hot rod. Soft fingers pulled it straight to
standing and began to jack it slowly. James grunted in response,
but also adjusted his hand and his speed. Unable to do anything
but watch and jack, Damien focused on his new task.
	James's hand had engulfed his crotch from behind, rolling his
half hard cock and balls around in their little pouch. Though he
didn't want to encourage it, Damien was pushing his hips into it,
getting harder by the second.
	Eventually, the free hand came down and stopped Damien's hand.
James pulled himself up a little more while holding the boy in
place, getting that cock almost to touch his face. "Put it in
your mouth."
	Though the cock poked at his face, Damien resisted it. He let
out a few whimpers as precum began to coat his lips. The hand
that had given him the little pleasure he was getting out of it
left to get a grip on his chin while the other held his cock
steady. "Open," James said, the patience beginning to leave his
voice.
	Resigned, Damien closed his eyes and felt James open his mouth
for him. His head was pulled down onto it, the spongy head
sliding past his pink lips. The taste of salt hit him. He sat
there for a moment, feeling the cock pulse against the roof of
his mouth as James reveled in the initial heat. But it soon wore
off. "Suck," he said, pushing the boy's head down farther on it.
	Through trial and error, a rhythm was established. Though Damien
could not go as far down as his new dad seemed to want, he was
making up for it in tongue play, trying to masturbate whatever
part of the cock he managed to fit. Licking and stroking the
underside and head, he added his hand to jack the lower half in
time.
	"Good..." James whispered, returning his hand to the boy's ass.
His sweet little pricklet had gone limp, tucked close to his
belly. Finger and thumb took him in stride, deftly stroking him.
Slowly, but surely, he teased out the boy's erection. Meanwhile,
his other hand had returned to the boy's bubbly butt.
	Something wet found its way to Damien's rear. It was the same
finger, but it stroked his little hole in small circles, making
it slippery and pliable. Between his front and his back, his
little hips couldn't decide which way to push. Though his mind
was working hard to stay attentive to the cock that filled his
mouth, his body was shaking and twitching from all of touching.
	James was loving it. The boy wasn't going to get him off too
soon, even as erotic as it was to watch those blonde spikes
bounce on his shaft. He had other plans for Damien. And it was
quickly becoming clear to both of them as the tip of a finger
wedged itself inside of the ring of muscles protecting his
cherry. Damien let out a gasp from around the shaft of the cock
in him and paused. James just pumped his hips up into the boy's
mouth, getting him going again.
	Careful not to cause him pain, James gently drove his middle
finger in until his knuckle met the boy's ass. Inside, he felt
like silk. Damien squirmed against the intruding object, but did
not give up the cock in front of him.
	"Good boy," James groaned as Damien pushed a little farther down
on his dick. And so he rewarded his charge by speeding up on the
little pricklet between his fingers. Even at the awkward angle
his hand was at, it was getting to the kid. Huffing through his
nose, Damien was climbing to new heights and learning to enjoy
it. Even if he had no love for sucking cock, the reward was
starting to become worth it.
	In no time, Damien was being finger fucked and jacked off. He
could barely keep up with James's cock and frequently had to pull
off to gasp for air and whimper. Even when a second finger pushed
in, the pleasure was more than the pain for the kid. James could
feel him shuddering all down his body. Damien was a dream come
true that James had no intention of waking up early for.
	Keeping him impaled on his hand, James pulled little Damien off
of him The cold air of the apartment struck his dick, instantly
making him miss that warm mouth and tongue. As the boy fell back
onto his back, James climbed up on all fours, kicking away his
boxers as he did. Two little legs spread automatically to help
the invading fingers get easy access. Wet, adult cock bumped and
rubbed his rock hard little dick and shrunken sack. Damien
swallowed hard and panted, feeling the intense heat of this man
hovering just above him. Thinking was an impossibility,
prediction inconceivable.
	And then the fingers were gone. The afterglow of the sensations
was fading slowly as his senses began to return. Everything felt
so far away. Damien could sense that his hips were lifted up into
the air. Hands were around his hips and he was pulled away from
the pillows at his head. The ceiling was blurry. His shirt had
ridden up.
	The world came crashing back. James's cock, slicked with the
boy's saliva, was centered at his entrance. Both of them let out
a harmonious groan as the head broke through. Damien's back
arched, feeling the sudden spike of pain in his ass. His eyes
opened to the look of lust on that man's face, wholly
unrecognizable from the man he met in the office. Damien's ass
clamped down hard on the shaft, afriad of what would happen if it
kept coming.
	This was the moment James had been waiting for. His first boy
fucked. It was everything he had always imagined and more.
Feeling that ass tighten and squeeze around his girth just turned
him on more. Getting a good grip on the bony waist, James
languished in the electric waves of it. Slowly, he pulled those
hips towards him to see where his new son would bottom out. Three
fourths of the way down, Damien's entire body stiffened and he
let out a little cry. That was the limit. As long as he didn't
force it farther, they would both be fine.
	"Perfect," James growled into Damien's ear as he pulled his cock
almost all of the way out, then drove it back in suddenly. With
each new thrust into his bowels, Damien gasped anew. He cringed
and winced, but also moaned and pushed into the thrusts. As James
leaned forward for extra leverage, he could feel Damien's penis,
still hard, pressing into his abdomen. The boy was still turned
on.
	It was too hot to handle. James began to pick up the pace,
pumping into the young little ass he had gotten for himself. His
cock was sliding through a velvet vice grip, a pleasure that
erased all thought. Instinct kicked in. Pumping progressed to
longer strokes. Damien was gasping and groaning, his feet
scraping at the bed sheets behind them. Even then, James's cock
wanted more. Strokes becaming a pounding, accompanied by the
slapping of his ass to James's stomach. He was bottoming out,
driving all seven inches into Damien. Somewhere in his vision,
James knew the boy's eyes were tearing up, but his groans and
moans still spoke of pleasure too.
	"Fuck!" James shouted as he drove his cock to the hilt into his
boy. Every muscle tensed as volley after volley of cum filled
Damien up. Together, their bodies shook and their joints locked
up, drenched in the sweat and juices they had made. Boy and man
clung to one another, connected.
	James's faculties did not return to him until he felt his cock,
quickly softening, slipped free of the newly stretched asshole.
Damien had gone limp in every way, overwhelmed. In the soft light
of the TV, his body was shining, an image of beauty James could
never have bought. He had to stop for a moment to drink in the
outline, from rounded belly to tiny toes. And best of all, a
beautiful little package that was to be enjoyed again and again.
	By the time James decided to say anything, Damien had fallen
asleep. Who could blame him? There would have to be some serious
conversations in the morning. Everything from where he would go
to school to the importance of eliminating one's gag reflex. Who
knew where this was going? James hoped for the best. Despite the
fact that he had set this up mostly to satisfy a sexual urge,
there was no doubt that Damien could eventually be an heir to his
company. And he did intend to get this kid to the top of his game
and to success in the business world.
	Flicking the TV off, James laid back in bed next to his
sleeping, naked son. "Well, goodnight... son?" James thought on
the word a moment, asked himself if it was the right word.
"Goodnight, son."

Fin

This story was begging to come out, so I pushed through it. There
is definitely more chapters possible if people are interested.
Send me an email if you want this plot to continue!

Please send any thoughts, comments, critiques, whatever to
shadeygrey@gmail.com.