Date: Wed, 15 Mar 2023 12:52:50 -0500
From: Michael Perry <1mikeperry@gmail.com>
Subject: Alans Beach - More Mackey Tails Chapter 9

Chapter 9 – Final Preparations

Hank Boyle – 9 Days Before the MAC

Even before signing up for the MAC, Hank had approached Marcus Mackey for
help. The two 12-year-olds had become friends through their Little League
baseball team and had hit it off from the very beginning. Of course that
meant Marcus went to South Valley Elementary, not the northern school that
Hank attended. That gave his buddy access to all the wealthy kids in that
part of town who really determined who won the top slots in the Tailer
stakes. The guys at South Valley were organized and had been forming voting
blocs to control the outcome at MAC for years. Hank was very much aware of
that. But the other thing Marcus had that Hank didn't was privacy. Marcus
had his own room and bathroom in a huge house. If Hank did become a Tailer,
he was going to need a place to take his "customers."

Hank understood that his path to a better life would mean two years as a
Tailer. He wasn't naive. And as such, he'd be having sex with everyone who
wanted it. Thus Marcus Mackey was far from being the worst choice for an
ally from the south side of town. Hank knew he'd be using the kid to get
what he wanted, but then Marcus would be using him too. A quid pro quo,
maybe. And Hank was pretty sure, it would be Marcus getting the better end
of this deal – with the emphasis on "the better end."

As MAC Day quickly approached, Hank had long come to accept his future role
as an Alan's Beach Tailer. Even so, he would never forget the first time he
was fucked. It happened on Thursday, July 26 at around 2:30 in the
afternoon. But he knew this event was coming. Like a Friday the 13th –
inevitable, and he had no choice other than to let it play out. But the
event, when it happened, was distressing for both boys. Painful in
different ways of course.

Hank handed his campaign manager, Marcus Mackey, the large tube of KY they
had purchased at the drug store earlier that day. His Tailer teacher, or
Dildo Coach, Carl had advised Marcus to buy a good quantity of the stuff as
an Alan's Beach Tailer could easily go through a large "party pack" tube in
a week. Marcus squeezed out a generous dollop of the runny liquid and
started spreading it around the entrance to the asshole of the want-to-be
Tailer as he'd been taught by his distant cousin. But as the event he had
fantasized about for what seemed like forever was actually about to happen,
Marcus faced a contradictory bundle of emotions that were taking control of
his actions. This would be his first fuck and so lust definitely led his
stream of passions just then. But mixed with lust in the emotional bundle
he carried were two others sensations he recognized, but could hardly
rationalize. There were others too he couldn't name, but guilt and anger
didn't make sense. But there they were.

He felt guilt for sexually using a boy who really didn't want to be
fucked. But fucked he would be because Marcus came from the right side of
town and Hank didn't. They had discussed it. Hank wasn't gay, but was
prepared to sell his soul, or perhaps just his asshole and mouth for his
future. That made sense on a practical level, but Marcus couldn't escape
the knowledge that Hank really didn't want to be fucked. And that knowledge
produced the anger. Anger at himself for wanting this, and anger at Hank
for not wanting it. Marcus had gone out of his way to help the kid with
gifts, advice, and emotional support, but this ingrate didn't return the
love he felt. Lust, guilt and anger, like three of the four horsemen of the
apocalypse, were all fighting for control and it was unclear which would be
victorious.

Without further ado, Marcus inserted his index finger into Hank's
asshole. He pushed in rapidly, without mercy, as far as the digit would go
as such action was hardly new to Hank. They had been doing this together
since their first day with the training kit. And then, as customary, Marcus
began a rapid finger fucking of the slightly older boy which continued for
a good two or three minutes. That too the boys had done many times
before. But here the now comfortable training box routine ended and he
couldn't stop now even if he had wanted. Marcus applied a good covering of
the lube to his already bursting cock. He had been dreaming of this moment
since the two boys had met at Little League baseball 12 months ago. Hank
definitely had the sweetest, most handsome ass of all the kids he knew and
now it was going to be his. To have and to hold, from this day forth. Not
till death do them part, but to penetrate, stab, spear and pierce. To fuck,
unmercifully, until the cum left his balls and flowed in rivers into this
stunning rear. And not just once. This would become a regular part of the
sexual repertoire that the two boys would share from now on – well at
least for two years, the time Hank would be required to serve as an Alan's
Beach Tailer. Not true love forever. No, there was an expiry date, and that
was always in the back of his mind, but lust, guilt and anger ruled
Marcus's actions today.

Hank was naked and lying flat across a small coffee table in the middle of
Marcus's bedroom. Carl had suggested this as a good location for a first
fuck. It put the boy to be screwed in a raised doggy position that also
provided support for the weight of the couple. At the same time, it
prevented escape from actual penetration that might have been possible by
moving back and forward in an unsupported free kneeling posture. Not that
Hank would attempt to prevent what was to happen to him. He had long
accepted that this was his inevitable fate. Taking another kid's cock up
his ass was not something he desired, but it was something he needed to
accept if he ever wanted the chance to improve his lot in life. He had long
ago learned that life wasn't fair. Marcus' family had wealth and privilege
while his family had neither. He was glad the kid with the big cock
kneeling behind him wasn't bigger, meaner, or more of an asshole. Marcus
had treated him fairly up to this point. So, get fucked he would today. The
first of many – thousands perhaps over the next two years. He had
avoided thinking on that. The prospects in his immediate future needed to
be set aside for a longer-term goal. Yes, what separated Hank from his
older brother was a long-term strategy. He hoped he had chosen wisely.

The circumcised four-and-a-half inches of unyielding boy flesh had a small
bush of tiny black hairs that matched those on the head of the boy kneeling
behind the upturned bottom. But it didn't look threatening with a diameter
of 1 inch, about the same as the Tiny Tim dildo. Yes, Marcus was long in
the cock department, but thin. Not the worst combination Hank might face
for a first time. And somehow this enraged boy's phallus stood at an almost
vertical angle that Hank assumed could not possibly enter him. He was to be
wrong about that of course. Nothing that hard would ever be denied an
entrance to his asshole.

Sure enough, as soon as Marcus moved forward, he bent his cock downwards,
aimed for the waiting hole, and just slid right in, opening Hank up like
the finger that had gone before it, smoothing the way. The days of practice
with the training kit had ensured effortless penetration. And there wasn't
even any real pain. Hank felt the fullness in his back passage, but that
was nothing new since his first experience with the no longer dreaded
training box. He could sense the difference between the unyielding wood of
the dildos and the real boy flesh as deeper and deeper it went. But this
was no impersonal piece of carved wood, but actual dick, a kid his age, his
friend, and that fact was messing with the tween's mind as inevitably the
length of Marcus' tool was inserted to the hilt.

When every centimeter of Marcus's cock was inside, the boy stopped all
movement for several minutes. Both boys were unsure of the purpose. Was it
for Marcus to savour the sense of power of having his dick in another boy's
ass, or for Hank to grow accustom to the sensation? It didn't matter as
soon Marcus pulled his cock almost all the way out, before thrusting in
deep once again. The action was repeated and repeated and steadily a
pattern was established. Hank, kneeling across the coffee table as he was,
had no doubt he was truly being fucked. But Marcus' mind had lost all
previous doubts and was focused on only one goal - the need to cum. Soon
there was a steady hard slap, slap, slap of 12-year-old pubis and stomach
against the yielding soft cheeks of Hank's ass every time the kid bottomed
out. The pace became more frantic at an ever-increasing rate and the sex
baser and more primal. Perhaps real sex was always like that. Humanity
could never escape its jungle origins.

As Marcus pounded away, Hank tried to focus on something else. He looked
around the room to examine the scene he'd created and was pleased that the
degradation of his first time being fucked wasn't witnessed by anyone
else. He understood that that might rarely be the case in his future. On
MAC Day, hundreds of boys, many from his own school, kids he saw every day,
would get to watch this happen to him. And even after that, an Alan's Beach
Tailer had no expectation of privacy. They could be and were invariably
fucked in front of an audience. Brothers, friends and even kids waiting
their turn in his ass. A depressing thought, but Hank understood what he
was signing up for and put his trust in the reassurance of his long-term
goal.

Looking down from above, Marcus got a perfect view of the bubble butt he
was now penetrating and he was spurred on to an even greater
effort. Unbelievably, his pace became more forceful, louder, more sure,
more pronounced, and then, wham! The hardest yet, accompanied by an
anguished yelp of surprise and joy, a yelp that didn't come from
Hank. There were a few more three-quarter- and half-hearted slams while
Marcus got his nut and exploded deep into the rectum of the boy
beneath. One, two, three, and four – shots in quick succession. Marcus
didn't cum in great volume. He was only 12-years-old after all, but it was
enough for Hank to feel the sperm swimming around back there, looking for
the egg they would never find.

Marcus held his Tailer in position for several minutes allowing time for
his cock to deflate before pulling out with a loud suction plop.

"Thanks, Hank," Marcus said, patting the used rear of his friend. "This was
so..." But he couldn't think of appropriate words to finish the thought.

Once release from duty, Hank stood up and rushed to the bathroom, eternally
grateful that his rich friend had his own private ensuite attached to his
bedroom. Thus, the first fuck for both boys ended, not in pain or even joy
or bliss, but in awkwardness. Perhaps another aspect of the inevitable
human condition when emotions are peaked.

Bret (11) & Ollie Mackey (12) – 5 Days Before the MAC

It could hardly be said that Bret and Ollie Mackey were living "the dream."
Far from it. For them, their lives had turned nightmarish and the lack of
control of virtually every aspect of their existence was crushing them in
from all sides. The older brother, Ollie, was around 5 foot 2 inches, and
possessed a solid body, a strong jaw, cute face and a mop of light-brown
hair that drew your attention. But the constant snarl on his face detracted
from these more attractive features. Bret, at 11, had a far more pleasing
countenance about him. He was tall for his age at 4 foot, 10 inches, but
skinny. He lacked the boxer build of his older sibling, but won in the
looks department. His strong jaw and olive skin was highlighted with a
prominent dimple in his left cheek and he shared the mop of light-brown
hair all his immediate family possessed. And the absence of a scowl, or the
evil eye, made him much easier to like.

At the insistence, and under threats from their father and older brother,
Bret had signed up for MAC in the 11-year-old age group and Ollie for the
12s. And things had only gone downhill since then. The first nightmare was
dealing with their friends. Colton, their 14-year-old brother and current
Alan's Beach Tailer had let it be known, far and wide, that his two younger
brothers had signed up.

Ollie in particular found it almost impossible to deal with any of his
friends, or worse still, his many enemies, of which there were legions. He
had always been the top dog, the alpha male, and the school bully. Other
kids feared him for what he might do. He was unpredictable. But he would
become an Alan's Beach Tailer in less than a week. The dangerous persona he
had strived so hard to cultivate over his past 12 years, disappeared into
smoke. He saw guys he hated smirking at him these days and whispering as he
went by. And his friends were even worse. He had noticed a bunch of them
obviously checking out his ass in the showers after Little League practice,
and one had even dared asked for an appointment on his first full day as a
Tailer. The kid left that exchange with a black eye, but Colton heard the
story, and the next day, in front of everyone on the team, Ollie had to
apologize to the kid.

"What ya gonna say?" insisted Colton as Ollie stood in front of his entire
Little League team in the changing room after practice.

"I'm sorry for socking Sander Anderson," said Ollie between clenched
teeth. Colton stood next to his younger brother, had a firm grip on his arm
and was squeezing painfully.

"What else you gonna say?" Colton pressed.

"I'm real sorry. So if," Colton's finger tips dug into his brother's arm
even harder.

"Not if, when... When I'm a Tailer after MAC Day, Sander gets three fucks,
whenever he wants, and they won't be part of my daily total."

But Colton wasn't finished yet. "And..."

"He can do `em here in the changing room in front of everyone if he
wants. That'll be his decision."

Colton released his brother's arm and smiled at the group of 11 and
12-year-old kids from the Little League team.

"And Ollie and me gonna be real pleased if'n yous all votes for Ollie in
the 12s and me younger bro Bret in the 11s. Okay?  Cause Ollie and Bret
gonna be 1st rate Tailers who gonna satisfy all ya needs. Ain't that right
Ollie?"

Colton stared dangerously at his younger brother until he spoke. "Yep,
that's right."

Bret was only slightly better off. He didn't have as many friends as his
brother and certainly no enemies he was aware of. Unlike others in his
family, Bret tried to get along with everyone, but he felt used and abused
at present and tried to avoid the few buddies he had, whenever possible. He
couldn't deal with it when they asked him for all sorts of gory details
about his training and his life after MAC Day. Answering the same stupid
questions, again and again, was driving him crazy. "Doesn't it hurt when
you stick those wooden cocks up your butt?" or "What do you like best,
sucking cock or getting fucked?"

Their older brother, Colton, who was acting as their campaign manager and
dildo coach, had come to a deal with Scott Mackey for votes. Scott was one
of the guys from the wealthy side of town and never let you forget it for a
minute. He claimed he had 22 votes as part of his voting bloc – mostly
7th graders, but a few 6th and 8th graders as well.

"Okay," Colton announced one day after his younger brothers had completed
two and a half weeks with the Tailer Training Kit. "We go'n over ta Scott
Mackey's joint. `Member I done told yous `bout him 'fore. Your training
been going real well. You can take Lil' Pee-Wee, Tiny Tim and Harry and
yous gonna be starting with the one they call `Dick' soon. But me reckons
yous need some real dick 'fore I start shoven that wooden Dick down your
mouths and up your asses."

Ollie tried to protest, but a hard slap across the ear changed his
mind. Bret knew he had no say in any of this and just stayed silent.

"Now Scott Mackey be one of them aristos, but he also have a shit load of
votes from the guys in his bloc. South Valley assholes all of `em, but yous
need ta get used of aristo cock. Thems the ones gonna be using yous
most. So, yous guys gonna do what the aristo say. Everything the asshole
say. Understand? If'n you don't, well ya knows what gonna happen. Ya deal
with me first and then Pa whenever he show up and ya ain't gonna be liking
that."

"So, what are we gonna have to do?" asked a very worried Ollie.

"Just normal stuff. They's gonna want fucks and blowjobs. `Sides, the
aristos house be real cool. He's got himself a big fuck'n swimm'n pool and
one damn huge games room too, Ya guys gonna love it."

What Colton didn't tell his brothers was that under the deal for the votes
from the Mackey kids voting bloc, Scott got unrestricted ownership of both
the mouth and ass of Ollie and Bret - two years for Ollie and three for
Bret. He could demand sex any time he wanted and the fucks or blowjobs
wouldn't count against their daily maximums.

"Maybe normal for you," yelled Ollie bravely, "but I ain't no..."

Ollie never finished the thought. A knee to the balls doubled him over in
agony.

"I done warned ya!" Colton yelled at the boy now writhing on the floor.

"Get up ya lazy asshole," Colton yelled again. "We got no choice in
this. It's shit I knows, but you know Pa, he ain't gonna be satisfied
lessen ya both win first prize in your age groups. He `xpecting me to make
damn sure o that. Otherwise, it be my bones he's gonna be breakin'."

When they got to the Mackey house, the door was open by a completely naked
Bob Kelly. Bob was one of the Tailers from the 11-year-old age group
elected at last year's MAC. He had unfortunately agreed to the same deal
that Ollie and Bret would face this year. In return for votes from Scott
Mackey's voting bloc, Bob agreed to allow the rich kid unlimited access to
him for the time he was a Tailer and Scott had been making full use of the
privilege for the past year.

"Okay, come in. You guys better strip and leave your stuff in the hall
here. Scott always wants his Tailers bear-assed whenever they come to his
house."

Ollie and Bret looked at each other and then at Colton. They reluctantly
did as they were told. Colton didn't undress. Neither Ollie nor Bret was
particularly shy, but it would be really weird to be walking into a strange
house completely starkers.

When the two younger boys were naked, Bob looked them up and down. He'd
seen Ollie nude before. They used to play on the same soccer team and the
two of them had been in Mrs. North's homeroom last year.

"You guys should try and get boners. Scott likes his Tailers with boners"
But when neither boy did as he suggested, he just grinned. "Okay, follow me
then."

The little group walked down a long passage way towards the back of the
house and Bob opened a thick wooden door. "Inside here," he commanded.

As soon as the door opened, the boys could hear the sound of dozens of kids
talking, laughing and even yelling, all at the same time. But when the
three naked and one clothed older boy entered the room, everyone went
silent.

Bret's hands immediately rushed to cover his genitals, but he noted that
Ollie stood there, hands on his hips, staring back at the crowd defiantly.

In the room were at least 14 guys their age gawking at them. The kids were
all from south of the river. That was obvious, Ollie and Bret had seen some
of them around town before, but didn't know any of their names. Bret
thought they had a hungry look about them. Like a pack of wolves ready to
pounce on two stray lambs.

Scott Mackey smiled and came over to the naked group. He was the one who
had organized this little get together.

"Ah! Welcome." Scott then turned to face his friends. "Guys, these are the
new Tailers we are going to be voting on at the MAC next week. Let me
introduce them. This this Ollie," he said pointing at the older brother,
"and the younger one is Bret. He's only 11 and so we are going to follow
all the rules for him. No one older than 12 months older will get a go
until he turns 12."

Bret felt like he would die of embarrassment any second, but he had no
choice but to stand there. Ollie was dealing with the situation a little
better, but even he had gone red in the face.

"Now about today's fun. Colton here, reckons his two bros are good for
three fucks and three BJs each over the rest of the day. Not all at
once. These will be spread out between the games, lunch, and a few other
fun things I got planned. But as there's 14 of us here, we're all gonna be
getting some fun in the end. Sorry! I couldn't resist. I've got first dib's
with Ollie for a fuck and Min gets Bret first. That's because I'm
organizing this voting bloc. And Min, well you know, he does all the
running around and grunt work to make everything happen. But the rest of
you will be eligible for the remaining 4 fucks and 6 blowjobs Ollie and
Bret here are gonna give. And who gets what is going to be determined by
the games. And even the two who don't win one of the major prizes, will get
their choice of a fuck or BJ from Bob. Yes, even after MAC Day, we still
have Bob for another 2 years."

As Scott Mackey was explaining the day's events, Colton had walked over and
stood next to Ollie, just in case the kid tried bolting. He could see that
his 12-year-old brother was heating up dangerously. He whispered into the
kid's ear.

"Ya gotta do it. Ain't no choice. We need these assholes for them
votes. So, suck it up. Next 2 years gonna be ugly, but then ya be
free. Later you gonna get real money if'n you need it. I done `xplain
that. Right?"

Scott ignored the interaction between the brothers.

"So, guys, we have embarrassed these North Valley kids long enough. We're
all heading out to the pool area for the fun. And remember my
rule. Everyone goes bear-assed in the pool. I warned you all about that
earlier. I can't believe it, but it put some of our group off and they
didn't come today. But if you want one of the spots at MAC Day, you gotta
get over any modesty."

Everyone was ushered out the back door of the games room towards another
huge indoor area with floor to ceiling windows. Inside was a half-sized
heated Olympic swimming pool. There were wet and dry saunas along one wall
and a jacuzzi down at the far end.

Scott went over to a long bench along the side of the pool and
stripped. Then he waited for everyone else to do likewise. He was already
fully boned up in anticipation with what he would shortly do with Ollie,
but he didn't seem concerned about presenting his cock this way. Some of
the other South Valley guys were a little reluctant, but they all did get
naked. Apart from Colton, the North Valley boys didn't have that problem as
they hadn't been wearing anything for a while. Scott went over and stood
next to several lounge chairs.

"Min and I will now break in our new potential Tailers. Colton tells me
that neither kid has been fucked as yet, but they have been preparing
themselves for this moment with the dildo training box. So, let's see what
they learned. I'll be fucking Ollie here, and Min, you okay with Bret?"

Min's dad was the chief medical officer of the major Alan's Beach
clinic. They could handle most minor problems locally, but serious cases
needed to be transferred to one of the big city hospitals by air
ambulance. Min was 12-years-old and was the grandson of a Vietnamese
refugee who came to the US in 1975. His family had done well in America,
and there was already a sizable Asian community in their little town. Some
lived in the south like Min's family, but the majority were still in the
north.

"No problem," Min answered smiling. He knew Bret from Little League
soccer. He rather liked the idea of dominating another boy like this. He
had tried talking some of the other Asian kids into signing up for MAC, but
no one had volunteered so far. But if all his schemes worked out, there
would be two next year. Scott had taken Min under his wing. Mainly because
the kid was good with all the little details of organizing things that
Scott found tiresome.

"Min and I have no problems if you guys want to watch. If you don't, use
the pool. Scott dragged Ollie off towards the diving board and Min looked
expectantly at Bret. About half the guys in the audience followed Scott,
but an equal number remained to watch the action here. The 11-year-old was
a little disappointed to see that none of the boys in the voting bloc went
swimming. Clearly, they were all keen to watch as a kid got his assed
fucked for the first time.

Bret saw that the boy that was about to take his anal virginity would not
be a problem. Min was already fully boned up, but was a Lil' Pee-Wee at
best, probably even thinner. He did have a small nest of black hairs just
above his cock that perfectly matched the hair on his head. But what stood
out most about Min in the "credentials department" were two things. First,
was his uncircumcised penis. That was less rare than it used to be in the
US, but undoubtedly spoke of his Vietnamese heritage. And second, the pair
of large balls that hung underneath in an extended sack. They somehow
looked a little out of proportion to the rest of the package and promised
mouthfuls of cum if and when a blowjob was required.

"So, how, uhm, do you want me to..."  Bret asked when he felt everyone
staring at him.

"Lie over the Chaise Lounge here in the doggy position. That's my
favorite," ordered Min. Since palling up with Scott Mackey, Min had had a
great deal of sexual experience. Scott unashamedly used Min just has he
used everyone else. He needed Min to do all the stuff he thought beneath
him, including running the voting bloc, but also regular homework
assignments and the occasional cheating on tests. But in return, Min got to
fuck Bob Kelly 3 times a week and generally got a few other BJs or fucks
with the other two boys elected in the 11-year-old age category last year -
Sander Williams and Oscar Fleming. And promises had already been made about
access to the two new Mackey brothers, and Scott had a bunch of other
potential deals in negotiation as well.

After the younger boy knelt down with his ass stuck up high as if demanding
to be screwed, Min climbed up on the chair and got between Bret's spread
legs. The 12-year-old took in the flawless skin, the tan along the back of
the legs and down the smooth, somewhat muscular back without a blemish to
be found. And there before his eyes a feast of creamy flesh smoothly
rounded up in a bum of sheer beauty. Min couldn't believe his good
fortune. He was going to be the first to plow this ass.

With his right hand, Min popped off the top of the tube of KY he had picked
up in the games room. He slathered the liquid over his dick carefully and
did the same with Bret's asshole, stopping to finger fuck the kid for
several minutes. Bret was obviously looser than was normal for a typical
11-year-old. The time with the training box was clearly paying off. That
was good. He had no intension of hurting the boy who was just 8 months
younger than himself and well within the age limits for him to be doing
this.

When all was ready, Min waddled on his knees into position behind Bret and
pointed his uncircumcised dickhead in the direction of the hidden
valley. Like a missile seeking its target, he watched his dickhead plunge
into and be wholly swallowed by the fleshy mounds and find its blind
target, feeling the heat and the give of the contact of the pliable
muscle. The shaft and the boy's own weight drove the head onward and he
easily penetrated the tight and enveloping inner confines that then quickly
wrapped and squeezed the whole of the first inch of shaft after the head.

"Did that hurt?" Min asked.

"No, I'm okay," Bret responded. "You ain't that big. But it feels different
to the wooden dicks that's been up there before."

Two and a half inches slid in then before Min paused again. He still got no
reaction from the boy he was fucking, so he pulled out slightly, and then
pushed his entire 3.8 inches back in hard. Soon, the in and out motion
became a routine and Min started fucking Bret in earnest, beyond caring for
his fuck buddy.

"UnnghOo Oh . ungh . OK " he moaned.

Bret was now moving with Min, reacting to the pumping of his rectum, as a
searching hand stimulated his cock. He couldn't help but push back into the
boy, bringing himself into even closer contact with his whole body,
forgetting, unbelievably, that he was getting fucked. Fucked for the first
time in his life. But it wouldn't be the last. That was certain. But it
wasn't bad. Fun actually.

Bret's contracting and loosening asshole was entirely too much stimulation
for Min to last long. He was slowly moving the whole hard shaft of the
exquisite love muscle in and out of the younger boy under him. As much as
he wanted this to last, he was very soon feeling the urge to increase his
pace and the desire only allowed moving in and out and in and out, first
three, and then two inches at a time. He began more rapidly pumping Bret's
ass, conscious of the moans of the boy below him, moans that just brought
him higher and higher to the point where the bubble was about to burst.

And then .

"Ouunngh fuuucKK "

Bret's eyes flew open with a grunt as he felt his ass compressed tight by
Min's hips and the boy's arms pull him in tight. The orgasm was so strong
he couldn't tell how many spurts of boy semen went up his rectum. This was
also an experience he hadn't felt with the training kit. None of the wooden
cocks actually shot anything into him. Then he sensed the cheering and cat
calls. He had somehow blotted this out while the fuck was happening. But
now... The guys in the audience clearly appreciated his efforts or was it
Min's efforts they cheered? Whatever, it didn't make him feel any better.

Min was elated. He had only been shooting for 3 months now, but felt he had
pumped more cum into Bret's ass than he had ever shot before. And he was a
hero to his friends and classmates. What could be better?

Afterward, Bret was just worn out. Totally fucked. Physically, mentally,
and emotionally. His mind was a mess, but he would sort that out another
time. There were more fucks to get before he went home today.

Before he noticed, Scott was back in the main pool area. "Well, our two new
Tailers are broken in. I gather from the cheers that both our boys did
well. We'll give them time to rest. But the next two fucks go to the first
and second place winners of the swimming race we're having now. All those
interested, line up on the blocks."

Levi McGill (11) – 5 Days Before the MAC

Levi was drawn to making bets with his first cousin, Mason McGill. Mason's
father, his Uncle Theo, had entered the MAC Day Celebration back when he
was twelve, just as Grandpa Thom had done. Uncle Theo had finished in
second place in the voting. As a result, Mason's family was a lot better
off than his. Not that he was poor, but he was jealous of all the little
extras his cousin had and he didn't. But bets! Oh, hell! That's what had
caused all his problems.

Even now, just 5 days out from MAC, Levi was still trying to pretend that
he wasn't going to be elected a Tailer. He refused to consider making any
deals for votes and was still actively encouraging kids not to "waste their
vote" on him. However, applications to sign up for the MAC had closed over
10 days ago now and there were only three applicants in the 11-year-old age
group. Levi secretly realized he was going to become a Tailer, whether he
wanted it or not. And it was clear a bunch of guys, his own friends, were
likely to vote for him. Conversations often started these days with, "Hope
you won't mind, but after you become..." or worse still, "You gonna be okay
if we do stuff? You know, after next week."

Levi had foolishly got involved with his cousin Mason in a bet. Nothing
unusual about that. The two of them were doing that all the time. But this
bet had had far more dramatic consequences than any other they had ever
done. And Levi was sure Mason had cheated, but he still hadn't worked out
how. Besides, the die was cast and his name was already on the List. Worse
still, as part of the bet, the loser, (that was him), had to call upon his
cousin to fuck him on stage on MAC Day.

However, his father had seen the consequences of his son's attraction to
risk and insisted Levi undergo dildo training as preparation for the
inevitable outcome. So Levi had sought out his distant cousin, Tyler McGill
(11), to act as his dildo coach. Tyler knew no more about the requirements
of that honorable office than Levi, but fortunately Tyler's older brother,
Max (14) was a current Tailer and knew exactly how to proceed. But Max also
insisted that their younger brother, Jason (10) also join the training
team. Jason was apparently slated to be Tyler's coach the following year
and needed to learn what to do.

Under the direction of Tyler and Jason, Levi's dildo training continued at
a pace until the day came for his unofficial deflowering. The day had
started as a normal training session, but that was soon to change.

Levi looked up and saw that Tyler had opened the front of his pants and
already pushed the front of his underwear down and hooked them under his
compact scrotum, already growing and showing sure signs of the very
beginning of puberty. Tyler's dick was hard as a rock and pointing straight
up, and its proud owner had untucked the front of his shirt and was in the
process of unbuttoning it from the bottom up.

Tyler exuded confidence as he sat down on the wood-frame bed in the log
cabin Max used to bring his "customers."  This had been where all of Levi's
training had been conducted so far.

Tyler leaned back on the bed, knowing what was to happen next. His flat
stomach and the linear young boy abdominals were on view, with the shadowed
hint of nipple beneath the rippling shirt fabric. From neck to balls, a
solid hairless expanse of smooth white skin was on display. It didn't
attract Levi; it didn't make him more sexually interested; but it did set
the tone for who was controlling this experience. And so, Levi knew what
was required when he saw Tyler signal to him to get down on his hands and
knees on the floor in front of his distant relative and make another
payment for his training.

He moved reluctantly, but sucking his 11-year-old classmate and the
10-year-old brother was what he had agreed to.

"Move down, Levi. Yeah, get on your knees. Cool. Move forward a little. All
right, then. Bend forward."

"I know, Tyler," Levi said, a little rough. Levi took a breath and reached
out and grabbed a hold of the hot boy dick of his dildo coach. He
approached the dick and began to bend forward with his mouth open in an
exaggerated fashion, but then leaned back. He closed his mouth and shuffled
forward on his knees a bit. He gave the dick a few jerks and then leaned in
forward again. He opened his mouth a little more slightly and went down on
his classmate's cock without hesitation.

Tyler looked down on the soft blowing hair over his crotch and felt the
cool lips kiss the top of his dickhead before a tongue snaked out to swirl
the head. Very soon Levi's mouth opened wider and Tyler felt the whole of
his dickhead swallowed into the young mouth. It was Tyler's turn to gasp
and try to get a hold of his breathing. He put his hand down on the top of
Levi's head and then ran both hands through the airy hair. It didn't really
feel airy, but it did feel even softer than it looked. Tyler was in heaven
running his hands through the dry soft hair and feeling the warm young
mouth now starting to bob and go down his shaft, all the while with tongue
swirling like tasting a lollipop. Tyler breathlessly tried to moan some
feedback, but Levi seemed to be a natural at this.

"Oh fuck, Levi, that's so fucking good . you're so fucking good this is
incredible oh, god, I'm gonna cum, Levi oh shit!!  TAKE IT unnnnghhh downnn
.," and the rest was more just mumbles and muffled yells as Tyler began
trying to push his dick up deeper into that mouth, across the friction of
the tongue and the pressure as well that it was pushing against the
underside of the now spasming cock. Both Tyler and Jason were both far too
young to actually shoot anything, but their orgasms were intense, perhaps
more so, because they were both ready for a second round after just 5
minutes of recovery time.

And Levi just kept on going. Eventually though, Tyler had to push him off
the deflating dick with the overly sensitive dickhead. But he still wasn't
finished and before Levi could barely form the first word of a quickly
forgotten question, Tyler pulled him forward with both hands running
through the hair. He pulled Levi's head right back into his crotch and told
the boy: "Suck on my balls, Levi."

Which is exactly what Levi did, and with a surprising amount of
gusto. Tyler's mind was blown, and this was a very nice way to keep Levi
busy while Jason moved in from behind. The day before, Max, who had been
directing Tyler and Jason in this training, had news.

"Okay, Levi, well done. Your training has progressed very well. I think
it's time for a break from the training kit."

"Very well," would not have been how Levi would describe his
training. Tyler and Jason had started him off with an introduction to Lil'
Pee-Wee, the 3.8-inch dildo that was as thick as a man's thumb. The oral
and anal practice went on 4 times-a-day, every day for 5 days. And boy!
Lil' Pee-Wee hurt when it first went up his hole. But as the kit suggested,
by day 3 or 4 the pain had disappeared, and by day 5, Levi could ride Lil'
Pee-Wee on the training bench for hours without pain. Tiny Tim proved more
of a challenge. At 5 inches, Tiny Tim wasn't tiny at all, and was
noticeably thicker than Lil' Pee-Wee. For Levi, his first day with Tim was
as bad as his first with Pee-Wee and it took until day 5 until he was
really comfortable with 5 inches inside him. Then it was Harry's turn. This
dildo was 5-and-a-half inches long and 1.1 inches in diameter. It took poor
Levi two days before he could even stand to have Harry penetrate him. But
that was all in the past. Today Levi was due to face a new level of
degradation.

Jason was only 3 months shy of 11 but had the build and musculature of any
boy a year older than him. He had a nice back that tapered down to an
incredible ass - full, muscular yet soft. But his cock, even when fully
erect, hardly passed 3 inches in length. A little thicker perhaps than many
of his age peers, but nothing to write home about. He had stripped
completely naked while Levi was blowing his older brother and had already
applied a generous portion of lube to what he called his `lil' demon,' He
knelt down behind Levi who was still sucking Tyler's balls, and shuffled in
for the kill. He had seen Levi riding the huge dildo, Harry, over the past
five days, and knew his little dink was hardly likely to even register.

He pulled the luscious white globes apart and immediately plunged right in,
sensing not the slightest resistance. His buttocks were all too soon
flexing in a pumping motion, rocking his hips forward, his hands gripping
Levi's hips who was still bent over the bed at the waist.

"Holy crap," Tyler yelled. 'You're actually fucking Levi! That was fast."

Indeed, he was. Jason's head was thrown back as he enjoyed the feel of his
hard prick running in and out of the older boy's asshole. He loved the
physical feel of the muscular hole squeezing his sensitive dick as well as
the rush of dominating an older boy, a boy that the rest of the kids looked
at as one of the cool boys of their school.

Jason leaned forward some more and began increasing the tempo of his
thrusts, pounding Levi's butt cheeks so that they were like some sort of
vanilla Jello. And Levi's own grunts sped up. Jason was close, you could
tell from the excitement that showed on his ass. He was really leaning in
and thrusting hard against the boy.

That last shove in his butt was heaven to Jason - a dry heaven to be sure,
but still, the real heaven, if such exists, couldn't be better than
that. Jason groaned out his orgasm.

"Fuck, Levi," he moaned out loud, "Your ass is so damn good. We're gonna be
doing this again. I mean... again, a real lot. Fuck that's hot."

***

After his little brother stood up and collapsed onto one of the chairs in
the cabin, Tyler stumbled from the bed.

"My turn now!" he announced as he started stripping off the rest of his
clothes.

"Stay where you are Levi. I want to do you like that too."

Tyler went over and picked up the tube of KY that his kid brother had
dropped on the floor. He took off the cap and was about to squeeze out some
of the lube when a new idea came to him.

"I want you to lube me, Levi. You're gonna have to learn to do it as a load
of guys are gonna want that."

He handed the lube to the still kneeling boy and lay down on the bed again
looking expectantly at his classmate.

"Well, get on with it. My cock isn't gonna lube itself."

Levi looked at the nearly 12-year-old cock. Tyler was fully erect again and
rearing to go. There were just a few wispy blond pubic hairs around the
main shaft which stood over 4 inches in length. Longer than the Lil'
Pee-Wee and slightly thicker as well, but nowhere near a Tiny Tim. He
squeezed out a generous portion of lube and started rubbing all over
Tyler's boner and quickly started a jerking action hoping he might force
the boy to cum again.

"Shit Levi, none of that. My cock is destined for your ass, not your
hand. Bend over again."

Levi reluctantly did, and all too soon felt the larger dick head now at the
top of his crack, forcing its way down and parting the cheeks along the
way, its larger size making its presence definitely known, bulging against
the walls on either side of the crevasse, all the way down until it almost
exited the crack at the bottom, and traveling back up to the top and then
down again, the copious lube he had applied making the way slippery.

On the second trip back down, the dick paused at the level of the
unprotected hole and drove forward parting the cheeks and not stopping
until the head filled the whole of his anal well and pressed roughly
against his sphincter, maintaining pressure until the muscle had given way
and allowed entry of the larger intruder. Levi's ass swallowed his
classmate's cock whole and it sank all the way to the base until Tyler was
balls deep and holding Levi's body hard against his naked pelvis.

For Levi, this was the second time he felt himself being forcefully held
against another boy's privates, his butt smashed flat by the force of being
pulled back, all the while fully embedded on a boy's hard dick. Tyler
gripped hard onto Levi's hips and pull the boy even tighter against him.

Despite the intense feelings he was deriving just holding the squirming boy
there hard against his steely dick, Tyler was overcome by the urge to
fuck. He pulled out and slammed back in, gripping Levi tight as he began to
truly fuck that tight, unblemished, perfect ass, ramming, like a piston,
into that entrance to paradise.

The velvet sheath of anal muscle was massaging the whole of Tyler's dick
every time it disappeared deep within the bowels of his friend. He
desperately tried to hold on, to prolong the rush of the sexual slam
against his whole body, but nothing could stop or even slow the need to
constantly rebury his dick in the warm rectum of another boy. Tyler had no
choice. He fucked that ass like it was the first and last piece of meat he
would ever use. The result was inevitable. With a shout of joy, Tyler
buried himself to the hilt and, all too soon, he felt his cock head
twitching away as if in a death spiral deep inside Levi's bowel.

"Whoa!! That was fucking GREAT!!!"  Tyler exclaimed as he pushed himself
out and off Levi's well used ass. Instead of feeling depleted, he felt a
rush of energy and vitality flowing through him. The orgasm had been the
most powerful of his short life, and he felt it invade every cell, yet
bringing life instead of depletion. "WOW!! That's a RUSH! I agree with
Jason, we're gonna be doing that a lot from now on."

Shane O'Brien (11) – 5 Days Before the MAC

Shane had signed up for MAC at the urging of his brother and their cousins,
whose intentions weren't strictly honorable, but Shane also had an eye on
improving his own lot in life.

Like Levi McGill, Shane refused to make any deals for votes at
first. However, because of his unique training practice of getting fucked
by real boys, rather than the dildos from the training box, rumors of his
skills spread quickly among the 6th graders from North Valley, including
Kyle (12), Jim O'Brien (12), Jake (11), and Rory O'Brien (12) - two first
cousins from the two houses closest to his. They were supposed to keep the
fact that they were actually fucking their cousin as part of his training a
secret, but word leaked out. Who was responsible for that was never
discovered.

However, when Tom Kelly from the South side heard the rumors, he came
rushing over to speak to Ronan O'Brien, Shane's 14-year-old brother. Tom
Kelly was the rich kid whose father owned the Alan's Beach fish cannery,
the largest employer in town. Tom was generally considered a nice kid and a
good sportsman, but because he was only 11, this would be his first year
attending the MAC and he hadn't yet established his credibility as a voting
bloc manager. Andy Dunn and his campaign manager, Tim McCoy, had visited
Tom as part of their vote gathering program, but they didn't come to any
final arrangement with him. He claimed he had 14 guys in his voting bloc.

As MAC Day was fast approaching, Tom Kelly had a big problem. He hadn't
made any deals so far with any of the potential new Tailers, and kids in
his bloc were threatening to desert. The managers of the other two voting
groups at South Valley Elementary were always keen for new members and
exaggerated promises were being made. Tom was pushed into acting by the
fear of disappointing his dad, but also by missing out on the sweet-heart
deals that might ensure his own access to Tailer ass and mouth over the
next few years. Both provided him proper incentive and over several
meetings at his house with Ronan and later Shane, he convinced them both
that because only three 11-year-old kids had signed up, Shane was going to
end up as a Tailer.

"If Shane is gonna become a Tailer whether he likes it or not," Tom Kelly
explained, "it doesn't make any sense not to aim for first prize. Through
my voting bloc I can promise that. Your family is poor, so getting $330 is
gonna be a lot better than only getting $110. And Shane is gonna need to
provide the same number of fucks & BJs whether he's in first or third
place."

"He makes a good point," Ronan noted. "You may as well go for the top."

"Grand, but it's my arse they's gonna be bang'n. I'll be bobbing the knob
with me mate's too," Shane complained.

Tom watched the younger O'Brien as he considered it. He could see the kid
was going to agree to the deal. "There is just one more thing I want before
you two decide if you're going to take my offer. I need to be able to tell
the boys I represent that your ass is worth it."

"You want to fuck him," Ronan said, shaking his head. "He's..."

"I ain't a naff. First, let's us see your bod," Shane cut his brother
off. "See how big it is. See if you've got baz. Could be you be just a
bowsie."

Tom was lost, he had no idea what Shane had just said. But Ronan
translated. "He wants to see your bod – your dick. And see if you have
hair down there. He thinks that maybe you aren't really going to help him,
you just want a free fuck.

"I'm entitled," Tom began, but stopped when he saw a look of anger on
Ronan's face. "It is payment in advance for me getting him votes. But I'm
no older than him. My dick is nothing special, and I only have a hair or
two, and they are hard to see. But it is common for the leader of a voting
bloc to try out the boy before making a deal."

"Give us a show," Shane said. "All of it comes off. Totally
naked. Otherwise, get up the yard." Shane had already experienced that kids
around here were often quite modest. This was his test to see how far the
boy would go."

Tom was modest. He'd been naked before, but not when he was the only
one. And even when bunches of kids were skinny dipping, he still felt
uncomfortable, especially when a boy as old as Ronan was around to tease
him. But he needed the deal, and wanted to have his first ever fuck.

He overcame his modesty and quickly stripped, forcing his hands to remain
to his sides. He tried not to watch as the two O'Brien brothers inspected
him.

"Not even as big as Jake," Ronan said after a few seconds. "You won't even
feel it."

"Aye, but he will." Shane already knew he was going to say yes, he just
wanted to make the boy squirm a bit more first. "Maybe we should find out
what our cousins have to say about him. Stay like you are, my brother's
gonna call Rory."

Ronan knew what his brother was doing. He pulled out his phone and dialed
his own number. "Its busy. And it's getting late. Either take the deal or
let him dress and go home."

"Aye, sure, why not," Shane said. "Smear some of what's in that tube over
there on your bod and get it done."

Tom breathed a sigh of relief. He might have walked away if he'd had to
wait until any of Shane's nearest cousins were to show up. He had no desire
to be naked in front of any of them, nor have them watch him try and fuck
Shane. He knew what the tube was, he wasn't naive about what went on, so he
made sure to do a good job coating his dick, which got hard as he did it.

He turned to see that Shane had leaned over an old barrel that he'd found
somewhere and his heart began pumping harder as he was about to fuck his
first boy. But just then, Jim, Jake, and Rory O'Brien entered the
clearing. Two boys his age, and Jake, a classmate.

"More training I see," Rory said as he approached. "You needed him a few
weeks ago, He's not even as big as Jake."

"Yeah, but he's going to get my brother more votes than you guys can,"
Ronan explained. "He says this is customary."

"Yeah, if he's got a voting bloc," Jim said. "I haven't heard that he
does."

Ronan was about to turn on Tom when Jake said, "He does, fourteen boys is
what I heard. I know several boys who were saying he didn't have anyone for
them to vote on. They were about to abandon ship. Looks like maybe they'll
be hanging around. Can I fuck you after he's done?" the question was
directed to Shane.

"Yeah, if you let him fuck you first. After he does me."

Jake decided quickly he didn't need to give a fuck that bad and backed off.

"Well, don't just stand there," Shane said to Tom. "Get on with it or go
home."

He couldn't back out now. With more eyes watching him, he approached Shane,
who rolled up over the barrel until his ass was at the right height. Hoping
it was as easy as it sounded, he stepped forward and drove his dick towards
the hidden entrance.

It penetrated easily, and Shane didn't move or say anything. It was unlike
anything Tom had ever felt before. Squeezed from all sides, his dick grew
harder as it rubbed the smooth walls as he slowly figured out how to
actually fuck. He knew immediately that he was going to want to do this
again. The other boys were quickly forgotten as his brain concentrated on
the primal need to cum. He knew it wasn't far off, and as he thought that,
he felt the first spasm. He felt it several more times, more than he'd ever
experienced before. And then, a new sense. He cummed! He could feel it
shoot out. It was a better feeling than he'd ever thought possible. As his
dick deflated, he pulled out, and immediately regained his sense of
insecurity as he remembered that four boys had stood there watching. He
hurried to his clothing and dressed as fast as he could.

"I've explained my end of the deal," he said once he was dressed. "I've got
14 kids in my bloc. You'll give them priority for fucks and blowjobs. I get
three fucks or BJs a week that don't count against your maximum. And the
public fucks on MAC Day will all come from boys I represent."

There was no discussion. Shane agreed without argument. But he did have a
condition of his own. "I finish in first place, or after MAC Day, your boys
don't get no priority. And you lose your fucks."

Tom was about to agree, but Shane wasn't done.

"And I need to know that you're trying your hardest. So, if I don't finish
in first place, I get to fuck you twice. And if I finish in third place,
three times. And if I don't get any of the top three, then next year you
sign up."

Tom wanted to do this again and again. He wanted to earn the respect of the
boys he represented. He gave it a few seconds of thought before agreeing to
Shane's terms.

To be continued...