Date: Wed, 22 Feb 2023 17:10:05 -0600
From: Michael Perry <1mikeperry@gmail.com>
Subject: Alans Beach - More Mackey Tails Chapter 6

Alan's Beach – More Mackey Tails

Written by Sarge AKA Aldric: (pietar_the_fearless@yahoo.com); Charles Well:
(charleswell@tutanota.com); and David Thornton:
(davidthornton70@tutanota.com)

Warning:

This story is a sexual fantasy about young teen and preteen boys having
sex. It was written by adults for the entertainment of other adults. The
people, places, and events detailed here are made up. The authors would
never wish to see the events in this tale happen to anyone in real life.

Chapter 6 - 26 Days before the MAC

Carter and Landon

"Who are you going to pick as your campaign manager?" asked Tim McCoy. The
three boys were meeting at Andy Dunn's place to discuss ongoing plans for
his future. Thirteen-year-old Carter Boyd was only slowly coming to terms
with the idea that he was going to be a contender in this year's MAC. It
was not something he wanted, but circumstances, and Landon Kelly, had
conspired against him, and that's what he now needed to do for his dreams
of financial independence to have any chance of coming true.

Carter knew of the skinny kid with the thick glasses. Tim McCoy looked
befuddled and harmless, but Andy had introduced him as his own campaign
manager and Carter knew of his reputation. Most of the 8th graders said the
kid was smart as a whip and used his appearance to make others think they
could trick or fool him. "That would be a huge mistake," Carter remembered
one of his friends saying.

"I can see how I can help you both," Tim explained. The MAC Day strategy
meeting with Andy Dunn and Tim McCoy couldn't be put off any longer. Having
signed up as a contestant for this year's event, a series of difficult
decisions needed to be made urgently.

Tim continued his explanation. "A team, one twelve, the other thirteen,
agreeing on terms for votes. It would enable friends or brothers of
different ages to come to one place and get what they want. I think having
both of you on one voting ticket would work well."

Carter only considered the options briefly before he accepted Tim McCoy as
his campaign manager. What other choice did he have? There was no other
obvious candidate for the manager's job and being on a joint ticket with
Andy Dunn was a clear advantage. Andy had a great reputation around town
for being a fair and honest kid and that status could only do him good in
the upcoming MAC Day contest

After that decision was made, Carter told his new campaign manager, Tim
McCoy about the contract he'd signed with Landon Kelly. But when he added
that he didn't want to honor it, the boy shook his head.

"Best that you do, at least until MAC Day. After that, your honor will
depend a lot more on keeping to the deals we make to get votes and less on
being tricked by a rich Mackey."

Carter had already accepted that there would be fallout from not keeping
the contract. But now he had to listen to his manager. It was a part of
business. Mr. Bryce Mackey had warned him that unexpected expenses come up
when starting a business. This was one.

"You are coming with me," he said to Tim. "If I'm going to stay in this
contract for a few more weeks, than you are going to be part of it. I have
to give three blowjobs each week. One or two to Landon, and one to a boy I
choose. Each week, I'm choosing you. I assume you don't have a problem with
that."

"I, well, I mean..."

"If you don't want it, I can find someone else," Carter offered. He looked
to Andy, but it was Tim who spoke next.

"No, I do want it. But will Landon be watching? Couldn't we do it here? Or
at my house?"

"Landon won't believe it if he doesn't witness it. But I could try to talk
him into coming here." Carter remembered being forced to stand naked
outside Landon's bedroom, and being tossed out there naked when he was
done. "I'll call him."

He put his phone on speaker and dialed the number. Landon sounded a bit odd
when he answered.

"It is time for me to live up to the contract we signed," Carter
began. "I've made my choice about the other boy I'll blow and he's here
now. Can you meet us?"

"No! You have to break the contract we signed. I, uh, already acted on
that."

Tim made a motion with his hands. "Hang on a second," Carter said as he put
his phone on mute.

"Don't back out no matter what," Tim said. "If he wants you to back out,
then it is to his advantage, not yours. We need to know why. Pick a neutral
place. Behind North Valley Elementary."

Carter went back to speaker. "If you are releasing me from the contract,
we'll both need to mark that on our copies and sign them again," he said to
Landon. "Meet me behind the school. My school, not yours. I'll suck my
choice there and you can witness it, or we annotate the contract to end
it. Your choice, but of course I'd be more than happy to agree with
removing it from the contract."

"No, I'm in the town center right now. Look, we can discuss this
later. I've got to go." Without saying goodbye, Landon disconnected the
call.

Just then, Andy's phone rang. He answered it and listened. "Shit, really?
That explains so much. Thanks." He hung up and turned to Carter. "That was
Mr. Mackey, the lawyer. Landon Mackey just signed up for MAC Day."

"Wow!" was all Carter could think to say at first. "That's amazing. Rich
kids never sign up as contestants for MAC. As potential `Tops' yes, but
never as Tailers. Are you sure?"

"Mr. Bryce Mackey isn't gonna lie about a thing like that," said Andy
knowing the man well.  I wonder what game he's playing?" When the other two
boys stared at him, he clarified. "I mean Landon, not Mr. Mackey. What's
Landon's reason for signing up? It doesn't make sense."

The two other boys just shrugged. They didn't understand it either.

"But that's why he wants me to break the contract. He's already told other
kids that I have." Carter suggested. "If he just left the law office, he's
probably on his way home. He has to pass right in front of my house to get
to his. Let's go greet him."

Their timing was perfect. A black BMW was headed north towards them on
Alan's Road. Carter Boyd and Tim stepped onto the street, blocking it. The
driver honked, but when they didn't move, he had to slow and then
stop. Carter could hardly keep from laughing as he heard Landon's voice
from inside the car yelling "Run them over. Run them over!"

He walked forward, keeping himself in the center of the lane so that the
driver couldn't get past him without driving across a yard.

"Get out Landon, we need to talk," he yelled. He could see the driver turn
his head towards the back seat, but couldn't hear the discussion. A moment
later, Landon got out.

"My driver is calling the police right now," he said as he stood next to
the car. "Blocking a public road is illegal."

"You are competing against me in the MAC," Carter said. "You want me to
break the deal so you can use it against me. I'm not going to do that. Me
and Tim can meet you at my house, or we'll follow you to yours, but you are
going to watch me suck him off. And I am going to call an impartial witness
too. Or, we break the contract with our signatures." He turned and motioned
to Tim to get off the road.

Landon got back in the car and it pulled forward a few feet. Then it
stopped again and the backseat window went down. "Get in," a scared-looking
Landon said. "Both of you. And don't say a word until we're in my room."

Ten minutes later they were in the large bedroom of Landon's house. "If you
miss one week, just one, or if you don't give three blowjobs, then I'll..."

Carter didn't give him a chance to complete his threat. "I won't, as long
as you don't make meeting the deal impossible. I will bring my own witness
each time."

"This won't help you," Landon said. It looked to Carter like the other boy
could break out in tears at any moment. "You won't need a witness, I'll be
available. But remember, I get to bring a friend. You'll be giving blowjobs
to seal the deals we made. You aren't going to win. And when MAC Day is
over, you'll be working for me."

So that was his game. Carter kept quiet. It was his biggest fear. He was
afraid that Landon would win first prize and that second wouldn't be good
enough. He had to trust that Tim McCoy was the right person to ensure that
didn't happen. He turned to the twelve-year-old. "Get undressed and we'll
get this over with."

Tim's cheeks turned bright red as he released the belt that held his
too-big shorts above his hips and let them fall. His boxers
followed. Although the kid was skinny, his dick appeared normal for his
age. Carter didn't wait for him to get it hard; he used his tongue to do
it. It took a while, but in the end the kid sprayed a few bursts of very
thin cum, and Carter swallowed it all. He stood and faced Landon. "This
week's duty is done. I'll see you next week. Don't be hard to find."
Without waiting for a response, he and Tim left.

***

Landon's dark day was far from over. He needed to win, and for that he had
deals to make. Horrible deals. He'd hoped to cut his rival's votes by
telling others that the kid had broken the agreement they had made. Then
Carter would find it difficult to get kids to vote for him if he had a
reputation of breaking deals. No one would trust him. But now that idea was
shot down. Fortunately, he'd only told one kid so far.

As he pondered what to do next, there was a knock at the door and it opened
immediately. He was about to yell at whoever dared to enter without
permission, but luckily, just before he did, he saw it was his dad.

"You need to begin training. I've hired you a coach." Behind him stood
Shane Flynn. A common boy! Landon remembered getting a blowjob from the kid
just last year. He'd been entered into the twelve-year-old age category for
MAC Day and finished fourth in the voting.

Shane was happy. Mr. Kelly had put him in charge of Landon. For the next
few weeks, the spiteful and hated Landon Kelly would belong to him. Signing
up for MAC Day last year had been a necessity. His father ran a mowing and
landscaping business and he'd spent many a summer helping out. Mostly only
the rich families used the service, and tips were what helped his family
get by. He remembered being here two years ago, when he was eleven. Landon
had made fun of him. He'd offered a quarter to him for a blowjob, saying it
was all the kid would ever be worth. But this new job of being the dildo
coach for Landon Kelly was going to be nothing but fun. He couldn't believe
his luck.

"Shane will get you started," his father said as he stepped aside to let
the other boy enter. "He reports to me, since I'm the one paying him. Do as
he says, and don't piss him off. Oh, and he will be the friend you invite
for your contract with Carter Boyd."

His father left the room, closing the door behind him.

There was an awkward minute of silence as both boys stared at each
other. Landon contemplated whether he could get away with murdering the
kid. Then he noticed that Shane was holding a large, highly lacquered
wooden box.

"What's that for?" Landon asked, but he already dreaded the answer.

"For you. To practice with. You won't enjoy it, trust me. I got one of
these kits when I turned twelve and I spent almost a year preparing for MAC
Day. You only have a few weeks." He opened it and let Landon look inside.

There was no way to disguise the purpose of the wooden pegs. Landon gulped
as he saw the biggest one was about six inches long and easily two inches
wide. And he knew exactly what they were to be used for. The smile on
Shane's face made it even worse.

"We will use these for beginner lessons on sucking dicks, but won't need
them for that afterwards. There is another way for you to practice giving
them. The bigger ones will be used to make sure you can take the dicks of
kids as old as sixteen up your ass."

"I'm not going to blow you if that's what you think," Landon snarled.

Shane shrugged his shoulders. "Then tell that to your dad and he can find
someone to replace me."

The boy was too smug. Landon couldn't believe his father would give the kid
power over him. A poor kid too. This guy's dad cut grass for a living. Did
they get any more common than that? Landon didn't think so.

"I was hired to come here and train you. How about if we get started. Go
ahead and get naked." Shane picked one of the wooden pegs from the
box. "This is about the same size as me. It's called a Harry. You can see
the dimensions on the back of the instruction card here."

Shane held up a laminated card that had also come out of the box. "We won't
need the smaller ones until we start your anal training."

Landon had never felt so small and helpless in his life.

Colton, Ollie & Bret Mackey – 24 Days Before the MAC

"Colt, that dick thing hurts real bad," complained 12-year-old Ollie Mackey
for the 10th time that morning.

"I done told ya already to stop ya fuckin' wining bro. Suck it up! Okay? Or
I's gonna tell Papa you been misbehav'n again. This ain't gonna hurt so
much as when some 14-year-olds does ya. `Sides, if'n you'd done what ya
supposed last year, you be used to them big cocks by now. You don't hear
Bret complain'n none?"

"Yeah, well Bret is just sitting on the smallest dick. Why can't ya use
that one on me?

Fourteen-year-old Colton slapped his brother hard across the face, quickly
producing a bright red handprint on the 12-year-old's right cheek.

"I ain't gonna take none of ya lip. Ya knows as well as me. Bret is 11 and
only 11s and some 12's get to fuck his ass. All them 11s got only tiny
dicks – well mostly, anyways. But you's 12. That means any guys 11, 12,
13 or 14 `ntitled to poke ya hole and some of them 13s and 14s is built
like donkeys – believe me. Them guys been doin' me for near three years
now. And after ya 13, then the 15s get their turn. If'n you ain't ready,
you's really gonna know what's for."

Eleven-year-old Bret Mackey was using the training bench this morning. He
was raising himself up and plunging back down on the smallest of the dildos
from the box the boys kept in their room. The one he was using was called
Lil' Pee-Wee and according to the instructions in the box, it was 3.8
inches long and had a circumference of 2.5 inches. His brother was
practicing with the next size up.

Bret Mackey had his own dreams of escaping his family and Alan's Beach one
day and winning a prize on MAC Day was his ticket to ride. If he won first
prize, he knew he'd never see any of the $300 that went to his parents. The
guy that owned the Sun Rise Bar would get most of that. But their Pa did
let Colt keep the $30 that went to the boy. Most of that went on clothes,
school supplies, and a few dates with girls Colton had taken out. But the
real money would come when he turned 18 and could go away to college. Bret
hoped he would be big and bad enough by then not to be intimidated by his
old man into handing over the cash. Then there were the possible low
interest loans later in life. All that was a long way off for now, and so
he had no choice but to push himself up and down on the wooden dildo in his
ass.

"Okay," Colt said, "Ya guys take a break now. Then you swap places. But
Ollie, ya gonna sit on Harry then and Bret's gonna learn from Dick. Mays as
well get ta know `em." Colton had become familiar with the Training Box
back when he was an 11-year-old. His coach, a first cousin, had names for
each of the pieces of wood. None of the boys actually knew that the names
were devised by the original carver of the training sets, Calvin Boyd, back
in 1933.

"Fuck you Colton. Not Harry. He's too big and me asshole is real sore
already." But Ollie got another slap for his latest outburst. Bret had the
sense to remain silent. Unfortunately for Ollie, there was nothing tiny
about Tim. At just on 5.0 inches long and 3.0 inches wide, Bret could
certainly understand his brother's complaints.

"Enough of ya yapp'n. Now listen ya little shits and listen good. Pa says
all us Mackey's is gonna win first prize at the MAC. He wants the 300
bucks, right? I did back in my day. And you guys gets to keep the $30 all
to ya-self. Ain't me or no one gonna touch that. I reckon Bret is a sure
thing. Only two other assholes signed up for the 11s so far. Some fucker
named Shane O'Brien, and that McGill kid."

"Levi McGill," added Bret speaking for the first time. "He's in my class at
school. He's okay."  Colt gave his third brother a withering look, but
continued.

"Okay, Levi McGill. But word is, only reason he's a go'in in the MAC is
cause he lost some bet with his cousin."

"Yeah," Bret couldn't restrain himself from adding. "That was a bet with
his cousin Mason about who gave the best blow jobs, kids are saying. Now
Levi has to call Mason up on MAC Day and get fucked whether he wins or
not. Me buddy Noah told me all about it. He got blown by Mason."

"Yeah, right." Colt said. "But I hear this Levi guy don't wanta win the MAC
anyway and he ain't look'n for votes – not yet anyways. Mayhaps some
others still gonna join, but I reckon will have most votes from the aristos
at South Valley tied up by then."

"What about me? Ollie complained. "I got real competition. Andy Dunn and
even Hank Boyle are serious. They're popular too at South Valley. I don't
reckon the guys at the aristos school know them much, but I'd be amazed if
Andy Dunn ain't gonna suck every aristo boy cock in town between now and
MAC Day."

"I agree, Dunn is your biggest competition. But I got a plan for
that. Don't you go worrying none about Andy Dunn. However, you still gonna
need to get them votes too, as well as Bret. That why we're gonna offer
them aristos at South Valley a Two For. If'n they guarantee least 20 votes
for you and 20 for Bret, the leaders of them blocs is gonna get free access
to both your asses – no restrictions. Any fucks they gives ya two ain't
gonna count `gainst ya daily totals."

"No fuck'n way!" both Ollie and Bret yelled in unison.

"Yes, fuck'n way. Or I gonna tell Pa you guys ain't try'n ta win first
prize. B`sides we are gonna sweeten the deal when we make our
bargains. Them leaders is also gonna be gett'n free tries before-you-buy
going in both your asses."

"No fuck'n way!" both Ollie and Bret yelled again.

"Ollie, less you want both me and Pa to rearrange them bones in your arm
again, go lock Harry on to the bench and start riding `im. I gotta
introduce Bret to Tiny Tim here," said Colton holding up the second
smallest dildo.

Carter Boyd – 24 Days Before the MAC

As campaign manager, Tim McCoy wanted to know who thirteen-year-old Carter
Boyd had picked as his MAC Day trainer.  He had hoped that his newest
client would join in with Andy Dunn, who was being trained by his younger
brother Sim. That thought was driven more by his desire to witness it than
anything else. But he took his role as Manager seriously, and Carter needed
a coach who could work full time with him to ensure that neither of his
clients got cheated out of training time.

"I talked with Joey McCoy," Tim said. "Do you know him?"

"Kind of. He is the same age as me and I see him at school. We're in the
same grade level, but I don't know him well."

"He joined last year and is a Tailer this year. But he is willing to help
with your training. And he doesn't live very far away, which will be
convenient for you. He said you can use the kit he used. He didn't give it
back after he won on MAC Day last year." Tim saw Carter look away. "Look, I
get that it will be awkward having a kid you will see in class when school
starts up again in the fall, but he's the only person I have in mind. I
need Sim Dunn working full time with Andy. Besides, it's a good idea to get
real, on the job advice, from a current tailer. I'll send Andy to see him
soon as well."

"No, it's okay," Carter said. "I made the decision to join, and it doesn't
help me if I don't finish at the top. Yeah, I'd rather it not be Joey, but
I'll do what it takes."

"He's free in about an hour if you can go to his house," Tim said. "I'll be
more than happy to go and introduce you ..."

"You've done enough, thanks. I know him. He knows why I'm coming, right?
Not to visit a Tailer, but for him to train me."

Tim had hoped to watch, or even assist, in the training of his
thirteen-year-old client, but he couldn't be obvious about it. "Yeah, he
knows that. Uh, I hope you understand, you'll be practicing blow jobs with
him."

"Yeah, I get that. And I'll let him know I've already had some
practice. With you, with Landon Kelly, and Landon's cousin. And I have to
visit Landon weekly, and you'll be with me on those visits. So maybe I
won't need to do a lot with Joey. But I need to win, so I won't argue with
him. I'm sure he wants to get them."

Two hours later Carter Boyd was approaching the front of Joey McCoy's house
just as Terry Peterson, a new-comer to Alan's Beach, was leaving. He knew
Terry was related to one of the Mackeys, and he brought more wealth to the
area. It didn't seem fair that he was allowed to make use of a Tailer after
having only lived here for half a year, but those were the rules.

"His dance card is full," Terry said. "You'll have to make an appointment
for later. But he's worth it."

"Yeah, thanks," Carter said. "I'll do that. Good to know."

Joey was waiting for him at the door. "We'll go to the basement. I have a
second room down there. For, uh, business." He blushed and led the way.

"When Tim told me what he wanted me to do, I was surprised," he continued
once they were in the room. It wasn't big, it didn't need to be, but Carter
could see that soundproofing panels had been put up, and it had an attached
bathroom with a shower. "I checked with the other Tailers. You've never
used one of us."

"Never felt the need," Carter said. "Yeah, it sounded like it would be
great. But I didn't want greatness at someone else's expense."

"Thanks. It really isn't that bad. I'm surprised that you decided to
join. Tim wouldn't tell me why, only that it was very important to you and
that you needed to be able to win first prize in the 13-year-old age
group. He also told me that you have sucked him and Landon Kelly off. I'm
guessing at why, but it isn't my business if you don't want to tell me."

"I made a deal with him, but he changed it when he typed up the paperwork
and I signed it without reading it. Now I need the money. Tim isn't lying,
I have to finish first."

"Okay." Joey opened a draw and pulled out a box. It looked the same as the
one he'd seen at Andy's house. "My training box. I washed everything, so
you don't need to worry. We're getting started late, and since you are
thirteen now, you need to get practiced on the biggest one." He opened the
box. "This one. But we have to work up to it. I'm going to skip the
smallest one, meaning this is where we will start today." He held out one
that looked like the erection a kid aged twelve would have. "They have
names. This one is Tiny Tim, but trust me, once he's inside your asshole,
he won't feel tiny at all."

A half hour later, after ten minutes of Joey using the wooden penis to fuck
him, he had found a new level of embarrassment. But he stayed stoic. He
needed to win, at any cost. Finally, the dildo was pulled all the way out.

"You need to do that a few more times with my help, and then I'll let you
practice on the bench," Joey said calmly. "But you need a break from
that. Let's see how good you are at blowjobs."

Carter couldn't help but moan as he watched the other boy strip. His dick
was slightly shorter than his own, but bigger than Landon's. He moved to
get ready, but Joey stopped him.

"Listen to instructions first. They helped me, especially now when I have
to do a boy who is fifteen or sixteen." Joey went on to describe all he
knew about the art of giving a good blowjob. And then came practice time.

When the training session was over, Carter's ass was sore, his lips were
sore, and he felt a bit sick. But he meant it when he promised Joey that
he'd be back in two days to continue the training.

Andy Dunn – 24 Days Before the MAC – Andy's Training 2

Andy had spent the last few hours completing his chores and was looking
forward to some time to himself. He was laying back on his bed when the
door opened and Sim walked in.

"You need to learn how to knock! This is my place!"

Sim looked at him calmly. He was growing tired of Andy's resentment about
him being in charge of his training.

"If you want some privacy, lock the door. Right now, unless you're busy,
you have some more training to do. The good news is dad showed me how to
set up the training bench."

Andy groaned.

Grinning, Simon brought the heavy item inside and laid it on the floor in
the middle of the open area. Pulling off the cover revealed what looked
like a long box. Leather padding ran along the length of each
side. However, with a few clicks, parts of the box lifted up at 90 degrees
to provide a narrow platform for a user to rest their arms. Andy could see
some holes had been drilled into the top panel centered along a line than
ran two thirds of the length.

Sim looked at Andy gleefully. "Beautiful, isn't it? You'll need to bring
out the box of dildos. Oh, and lose the clothes."

Andy looked at him, stunned, and it took a few moments for the words to
sink in.

Sim quickly gathered a couple of small cushions and laid one on each side
of the bench.

"Look," Andy began. "I can do this training myself. You can leave now."

"No. Dad said he wants me to take this seriously. I don't know what the
problem is but you need to get over it."

"Sim! Just ... go, okay? I can do this myself. I don't need you perving on
me!"

Sim nodded. "Okay. I'll let Dad know you're not letting me do my job."

Andy groaned. If Sim told Dad that, there'd be all kinds of trouble, and
not the good kind.

"Alright! Stop!"

Groaning in frustration, Andy crossed the room and retrieved the wooden
box, laying it on the spare bed. Cursing inwardly, he began undressing,
leaving his shirt on and covering his erection with his hands.

Sim had headed to the bathroom and retrieved the lube and a wet wash
cloth. Returning, he had taken a seat on the edge of the spare bed and was
watching Andy closely. He'd thought about this a lot overnight and knew he
would need to play this part carefully. Andy had still been angry this
morning when he'd told him it was practice time. He'd thought Andy would
get over his issue with this, but apparently not. It was time to make sure
his big brother understood who was in charge here.

"No covering up and take off the shirt."

"No. you think your boss, but you're younger than me. I'm the big brother
here!"

"Dad gave me a job to do and you're not showing me any respect. I guess I'm
wasting my time then."

Simon stood and began walking to the door.

"Alright, alright! It's off, okay! Happy now?"

"What would dad do if you spoke to him the way you've just spoken to me?"

Andy, his hands still attempting to protect his modesty, flushed deeply
because he knew exactly what their dad would do.

"Yeah, you know what he'd do. You'd be over the lounge, bare assed and
possibly with a bar of soap in your mouth."

Andy blinked.

"So, you have a choice now. I get dad to deal with this little tantrum
... or I do. What's it going to be?"

Andy could almost taste the change in the dynamic between them. Since when
had his brother grown up so fast?

"Fine, we'll do it your way."

"Nuh uh, I need more than that."

Sim crossed back to the bed and sat himself on the edge of the mattress.

"Come here, Andy."

"What ... what are you going to do?"

Sim knew he was taking a huge risk, but it would be worth it.

"When I give dad attitude, I end up over his knee. So ... get over my
knee."

Andy gulped. What? This was wrong on so many levels, but as he thought
about it, he'd rather take a spanking from his brother than a belting from
his dad. Those beltings really hurt! What could Sim's hand do? If anyone
asked, he would deny this ever happened until his dying day. Reluctantly,
he put himself over his brother's knee.

Sim made a few adjustments and laid one leg over Andy's nearside thigh.

"Give me your hand."

Taking it, Sim held it down low on Andy's back and admired the fine bottom
for a few moments before he raised his free hand and brought it down
sharply.

Andy grunted at the suddenness, but the sting wasn't too bad ... or so he
thought, until Sim's hand came down onto his upraised cheeks again and
again. The spanks came down unpredictably, Sim taking this seriously, and
the cumulative sting soon began to register.

Simon sighed and released Andy's hand, lifting his leg.

"This isn't working. Bring me your hairbrush."

Andy had gone into this thinking this was just a game of one upmanship from
Sim. Looking at him now though, he realized he was taking this very
seriously. Silently, Andy retrieved his hairbrush, one hand covering his
erection. He could see the determination in Sim's eyes before he lay back
over his knee, feeling Sim's leg once again crossing over his. Without
being told, he reached his hand back and felt Sim take it and hold it down.

Sim weighed the wooden brush in his hand and brought it cracking down onto
the smooth rare end.

"Yeow!!!!" Andy yelped and arched up.

"Yeah. That first one always gets me too."

Sim brought the brush down again and again in no pattern that Andy could
predict. Sim's hand had left a light sting, but the brush impacted deeper,
into the muscle. More than the physical effect was the psychological impact
of him submitting to his younger brother. Those thoughts were quickly
pushed aside by the rising pain. Trying to ride it out, he soon began
vocalizing with stifled grunts and whimpers, the tone rising in urgency as
the brush kept coming down, over and over. When Sim changed focus to his
sit spots, his legs began to move and he began to squirm in an effort to
avoid the impacts.

"I'm sorry, I'm sorry, I'll ... unghhh, please Sim! Stop!"

Sim found himself in the unique position of having been on the receiving
end before and knowing exactly how his brother felt in this moment, but
also now seeing it from his father's perspective. It was both empowering
and sobering at the same time. It began to be a struggle to hold Andy down
and he could hear the rising desperation in his voice. Deciding to end
this, he laid down a rapid set of a dozen swats, the last 4 striking into
Andy's sit spot.

Andy couldn't fight his resistance any more. He remembered the last time
his father had spanked him like this and he was dangerously close to losing
it, tears beginning to burn behind his eyes. He desperately tried to hang
on and it took him a moment or two to realize that the brush wasn't
striking him anymore and that his hand wasn't pinned to his back.

Sim put the brush down. He didn't want to push his brother to the point of
crying. He just wanted Andy to accept that he was put in charge. As he
watched Andy's now reddened bottom clenching and unclenching, he suddenly
recognized that maybe he'd crossed the line. Andy was so quiet, apart from
sucking in ragged breaths. He prayed silently "Don't be angry, please don't
be angry".

Tentatively, Sim reached down and softly rubbed the warm skin. When Andy
didn't react, he rubbed a little harder.

"I'm sorry I was so immature." Andy sniffed.

Sim noted he had made no effort to rise or to stop his rubbing.

"It's okay. I forgive you. I don't want us to fight about this. I ... admit
... I ... kind of like ... you know ... being able to touch you."

"Perv!"

Sim sighed inwardly in relief. The teasing tone in his brother's voice
indicated he was okay, that they were okay.

Sim reached for the lube and squeezed some out onto his fingers. When Andy
started to get up, Sim pushed his hand down on his shoulders.

"Stay there for now. I need to get you ready."

Sim ran his fingers down the now sweaty crease and teased over the tight
pucker with his lubed fingers. He grinned at Andy's suppressed moan and
noted the twitch in his brother's rapidly returning erection. Confidently
he pressed a finger in to the first knuckle and moved it in and out in
shallow motions.

The last quarter hour had left Andy emotionally drained. It was now very
clear Sim had every intention of staying in charge. He worried about how
that would look outside of this room, once his friends understood that he
was now no more than his younger brother's sex slave. He had already
committed to giving Sim blow jobs. Would he want more than that? How did he
feel about that? This was all happening way too fast and he hated being out
of control, hated not being the big brother. Although, he couldn't deny
that he enjoyed Sim rubbing across his ass. What was wrong with him?

Then Sim's finger penetrated him and he stifled a moan. His traitorous
erection had softened somewhat during the last part of the spanking, but it
had returned now, pressed down against Sim's leg and pushing his testicles
up. Sim seemed to be in somewhat of a hurry and soon had a second finger
pressed in and was rubbing over his pleasure button. Andy could feel
himself starting to leak.

"Okay, I think you're ready for the fun part."

Sim grinned and opened the dildo box as Andy stood. Crossing the floor, he
knelt next to the training bench and carefully fixed the smallest dildo
into one of the drilled slots. The dildo stood straight up and he lubed it
generously.

"You need to mount the bench, one knee on each side ... that's why I got
the cushions. Then I think you get the picture, right? You need to lower
yourself onto it."

Numbly, Andy stood astride the training bench and slowly dropped to his
knees. The dildo pressed against his ass cheeks, demanding entry.

Sim knelt down to get a closer view.

Andy closed his eyes, trying to adjust to the humiliating position. Easing
himself down, he felt the stretch and the burn of the penetration. His
erection flexed as the dildo nudged over his prostate and he moaned softly.

Sim set the timer on his watch. "Ride that toy, cowboy!"

Andy could only roll his eyes as he looked back at Sim and noted his hand
slowly rubbing at the noticeable bulge in his shorts. For the next few
minutes, trying to ignore Sim, he lifted up and down on the dildo, thinking
about how much his life had changed. As the dildo repeatedly passed over
his prostate it became difficult to think. He began to let out soft
whimpers and moans as the pleasure steadily intensified and his breathing
became heavier and more ragged.

"Sim, I have to stop ... please."

"No, two more minutes."

"Sim, I ... please, I really need to stop."

"Is it hurting? Does it need more lube?"

"No ... that's ... unghh ... Sim!"

It was right then, as his pleasure began to crest, that Tim opened the door
and stepped inside.

Firmly in the grip of a powerful orgasm, Andy cried out as his erection
stiffened and thickened before ejecting five thin jets of cum that arced up
into the air and splatted down onto the training bench.

"Oh God!!" Andy gasped and his face turned fire engine red, shame and
humiliation washing over him in waves.

Tim took in the scene and hurriedly closed the door, grinning.

"That's some welcome." Tim joked.

Andy fought the urge to run and hide, shifting up on his knees to lift
himself off the invading phallus.

"You cummed! You actually cummed! And you didn't even touch it!" Sim was
almost hyperventilating in excitement.

Tim walked around Andy, taking in the sight of his smooth pink
bottom. Curious about the color and how it got to be like that, he chose
not to say anything about it. He could sense his friend was
overwhelmed. However, his own need was becoming difficult to ignore. His
mind raced with fantasies and possibilities. The choice between friendship
and sex had just become a lot harder. Watching Andy move on the dildo made
him imagine what it might feel like if that was his cock instead. His
erection tented his shorts and was achingly hard.

"Hey, that was pretty hot." It was meant as an encouragement but the
huskiness in his voice took him by surprise.

Andy forced himself to look at his friend, searching his face for
meaning. His eyes dropped to the front of Tim's shorts and he looked away,
feeling the heat in his face from his blush.

Sim ignored the awkwardness. "Hey, you haven't finished yet. You still have
two minutes."

Tim lightly tapped Andy's shoulder. "Since you still have some workout
time, how about you start on the blow jobs now. Sim should go first."

Nodding enthusiastically, Sim stepped up to Andy and shucked his shorts and
underwear down, his erection flicking up against his stomach. Resting his
arms on the cross bar of the training bench put Andy's mouth at the perfect
height. Despite sharing a bedroom and occasionally catching a glimpse of
Sim's nakedness, it was rare to see him in that state. Now though, Andy got
a very closeup view of the hard dick that he was expected to suck. What
surprised him was its size. While Andy was a little bigger than average in
the dick department for his age, Sim's erection was a half inch longer and
thicker than his own. While still devoid of hairs, his testicles hung in a
smooth sack that had begun to show signs of growth and dropping. The rush
of embarrassment threatened to engulf him.

Seeing Andy frozen with indecision, Tim leaned in and gently pushed his
head a little closer, speaking softly. "I'll help you through this. Get a
taste first. Give it a lick."

Tentatively, Andy's tongue reached out and touched the near purple colored
head.

"Stroke his hair, Sim."

Andy felt Sim's fingers stroke the side of his head and thread through his
hair. The movement left him with the mushroom shaped head of Sim's dick
firmly lodged in his mouth.

Sim gasped and instinctively thrust, the warmth of his brother's mouth
igniting tendrils of pleasure down his spine.

"Not so fast, Sim. It's not a race." Watching the live show playing out in
front of him, Tim knew that once he felt Andy's mouth around his own dick,
he wouldn't last long. His hand moved to rub softly over Andy's bottom.

Andy moaned at the touch. Still impaled on the dildo and sucking at the
same time, he felt himself actually growing hard again. Strangely though,
once he got past the expectation of a bad taste, he realized this wasn't as
bad as he had feared it would. Hearing Sim's moans of pleasure actually
made him feel quite powerful.

The vibrations from Andy's moans created additional pleasure for Sim who
was beginning to find his rhythm. Within a minute, Sim's thrusts became
increasingly more urgent and then erratic as his pleasure began to
crest. He thrust deeply and threw his head back.

"UNNGHHHH!!!! I'm cummingg!!!!"

Andy felt tears burn behind his eyes and he began to gag as Sim's dick
thickened and began to pulse with the need to pump out a wet orgasm his
body wasn't quite ready for.

"Okay, someone was very excited," Tim joked.

Sim blushed heavily and there was a soft slurping sound as he pulled his
erection from Andy's mouth. He breathed raggedly as he pulled his underwear
and shorts back up.

Tim looked down at Andy's front and smiled to see the stiff dick, still wet
from its earlier cum. "My turn now. I think you've been on your knees long
enough. Come lay on the bed."

Reluctantly moving his hand from Andy's bottom, he watched closely as his
friend lifted himself off the dildo, barely holding in a groan. Helping him
up, he crossed to the left hand bed. Unfastening his pants and releasing
his aching dick, he lay back on the bed, patting the space next to him.

Andy couldn't help but look at the hard dick on prominent display. It had
been a few months since he'd seen it last, a quick glimpse during a
sleepover, and he didn't remember it being that big. It throbbed in time
with Tim's heartbeat, flexing briefly, and a drop of precum beaded the
purple head.

"Lay on your front and face my feet and turn sideways a little."

The new position allowed Tim to get a good view of Andy's beautiful
ass. Beautiful, is that even a word you could use to describe an ass like
Andy's? He didn't want to dwell on that thought. Instead, he stroked his
hand up the inside of Andy's thigh and teased his legs open a little so he
could see that smooth pouch and the opening that seemed to wink at
him. Then Andy's mouth closed around him and he moaned out loud.

"Oh, that feels amazing." One hand reached to rub over Andy's smooth
cheeks, while the other reached for Andy's head. Humming in pleasure, he
fingered Andy's hair. Maintaining a light pressure but not enough to feel
forceful. He promised himself that next time there'd be a little
roleplay. For now he had an urgent need to empty his balls and the warm
mouth bobbing up and down on his length was making it hard to think.

For Andy, being able to use his weight to hold Tim's legs down was a good
thing because that thick four and half inches was soon possessively
invading his mouth and testing the limits of his gag reflex. The slightly
salty taste wasn't so bad once he got used to it. His friend sure made a
lot of precum. Again, there was that feeling of being in control and
holding the power as Tim thrust up into his mouth, his moans increasing in
pitch and intensity. He watched Tim's heavy testicles pull up tighter and
higher.

"I can't hold it, Andy, get ready!"

There was barely enough time for the words to register before he felt the
invader thicken and begin to pulse, discharging thick ropes of cum deep
into his mouth. Andy lost count after the third, too concerned with his
teeth and busy swallowing and trying not to cough or gag.

Getting up, he quickly ran to the bathroom, slamming the door closed and
kneeled over the toilet, retching.

"Andy!" Tim watched Sim race to the bathroom door.

"Stay out!"

"Are you okay?" Sim turned and gave the other boy a concerned look.

Tim dressed quickly and crossed the room. "He'll be okay. He's been through
a lot today. Give him some space."

When Andy emerged from the bathroom a few minutes later, he had red eyes as
though he'd been crying.

Sim and Tim were deep in conversation but Sim crossed the room and wrapped
Andy in a bear hug.

"Are you okay?"

Andy nodded. "Yeah, I think so."

Tim reached over to pat his back. He made a mental note to make some time
to speak to Andy privately and make sure he was really okay. With Sim being
present, now was not the time.

"For what it's worth, you did a good job. But you need to know two
things. When you do this with other boys as a Tailer, they'll be expecting
you to drink all their stuff. That's the old rule I hear. No rushing off to
the bathroom to puke it out. But don't worry, my guess is that you'll get
used to the taste of cum fairly quickly. And the second thing... I loved my
first ever blow job and I think Sim did too. We'll both be expecting more
of those."

Andy blushed deeply and attempted a smile. "Yeah, I know."

"Now, we need to talk about our strategy. I spoke to my cousin Joey McCoy
and I made a few calls to set up some meetings. Today was good, but you
need some more practice and I think you need to give them a show of what
they'll be voting for."

"You mean ... show them my ass?"

Tim grinned. "Exactly."

Andy gave a nod. "Okay, what do you know about these guys?"

"First is Tom Kelly. He's in 6th grade at South Valley Elementary.

"Doesn't his father own the fish cannery? My dad delivers most of his catch
there."

"Yeah, that's him. He's only 11, but he says he can control 12 votes. He
seems okay to talk to, and I think I can work with him."

"Okay. Who's next?"

"Scott Mackey."

Andy groaned. "Really? He's a dick! I've heard about him. He's a snotty
nosed asshole who thinks the sun shines out of his ass."

Tim nodded. "I agree, he is a dick, but even if he controls half of the
votes he says he does, we need to be prepared to talk to him. I don't trust
him, but I want to know what he'll ask for."

"How many votes?"

"He says 22."

Andy snorted. "I don't believe it."

Tim sighed. "Listen, when we talk to him, let me do the talking, okay? All
we want to do right now is find out what's on offer and then we can make
some decisions."

Andy raised his hand. "Okay, you're right. I don't like it, but ... who
else did you speak to?"

"Horace Mackey."

"Horace `Tiny' Mackey? He's super smart. Even though he comes from money
and skipped a grade, he doesn't look down on anyone. He's always been
friendly to me when I've seen him around Mr. Mackey's office."

"You know why he's called Tiny don't you?"

Andy blushed deeply. "Yeah. Rumor is that he's ... kind of big ... you know
... in the dick department."

Tim grinned. "He says he controls 14 votes."

Up until that point, Sim had stayed silent, listening closely to the older
boys talk.

"I want to go with you when you talk to these guys."

For Sim, being the middle child meant he often felt overlooked. Ricky got
all of the attention as the youngest and Andy got to go out on the boat
with their dad. After the spanking he'd given Andy earlier, the dynamic
between them was changed. The blowjob had cemented that, and made him feel
special. He felt protective now.

Andy wasn't always quick to stand up for himself when family was involved,
and he didn't want to see his brother hurt.

He looked at the younger boy. "I don't think that's a good idea."

Andy was already thinking ahead and remembering what Tim had said about
being ready to offer blowjobs as part of the negotiations. Having Sim watch
him give a blow job to his best friend was one thing, but giving one to
boys he barely knew would be different. He would feel uncomfortable with
Sim seeing that.

Tim looked at Sim. "Andy is right. For now, I think I would prefer for it
to just be Andy and I for these meetings. Also, remember what I said
earlier, okay?"

Andy watched curiously as Sim looked at Tim and grinned. "Yeah, okay!"

To be continued...