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

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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 5 -- 28 Days before the MAC

Andy Dunn -- 28 Days Before the MAC -- Andy's Training -- Part 1

Andy Dunn had had a rough morning. After making the phone call to his buddy, Tim McCoy, and reminding him of his promise to act as his campaign manager, the reality of what he'd signed up for yesterday was brought home to him like a mile long runaway freight train hitting a small 12-year-old boy tied to the tracks.

Andy had hardly rung off from speaking to Tim when his dad called from downstairs. He had Sim with him in the kitchen and ordered both boys to follow. The man led them out the back door, across the large yard, and into the old bunkhouse. This ancient building hadn't been used for well over twenty years and had slowly fallen into disrepair due to long-term abandonment. It had once been lodgings for the crew of their grandfather's fishing boat back in the day. There was accommodation for up to three men with its own bathroom and kitchen facilities. But by the time Tom Dunn took over the business, the current ship's hands all had places of their own around town. For some, this was little more than a cabin in the town's large trailer park, but it seemed that independence from an employer was more valuable than free room and board. In the living memories of both Andy and Sim, the bunkhouse had always been locked and bolted. As young children they had been warned to never play there because the building was "very old and might not be safe." However, upon entering the bunkhouse, it was clear such admonitions were untrue.

"Wow!" exclaimed Sim.

"This is amazing," added Andy as he took in the scene.

Rather than a dirty old room covered in spider webs with a leaking roof and broken floor boards, the bunkhouse appeared to be in immaculate condition. There were two large beds on one side of the space with bed-side tables and wardrobes nearby. In the kitchen area at the other side there was a large table and four chairs near the taps and sink. In the middle was a sofa and two wing chairs that looked very comfortable. Although all the furniture and fittings were clearly old, it was obvious they had been well maintained and had recently all been dusted and wiped down until they almost shone. The cardboard that had once covered the windows along the front, near the entrance door, was gone and that space now sported blue lace curtains and roller blinds.

"Wow!" Andy and Sim repeated, almost in unison this time.

Then Tom Dunn directed the boys through a door at the back of the bedroom side of the large space where they found a bathroom. Inside, there was an open plan two-shower-head tiled space for washing and opposite stood a flush toilet and separate urinal.

Tom Dunn allowed the boys to take in the scene for several minutes and then he handed Andy a key on a leather thong.

"This will be Andy's place from now on. With him signing up for the MAC, he will have regular need of a private place, assuming he wins one of the prizes. Depending on what happens, you will share it too, Sim, in time."

Andy looked extremely pleased at the news. He had been sharing one bedroom in the main house with his two brothers for as long as he could remember, but he had often dreamed of having a room of his own. Now his fantasy had come true.

"I suggest you wear the key around your neck," said Tom Dunn placing the leather thong and key over Andy's head. "The door has a deadbolt and can be locked from either inside or outside."

Sim appeared less pleased with this latest news and was about to say something when Mr. Dunn put his fingers to his second son's lips. "Let your brother enjoy his good fortune for one minute more at least."

Andy ignored the exchange. He was already planning on moving his stuff in here and making mental notes of where to put things. "How come you kept this place a secret? He asked.

"Your mother and I always intended we would need this space as you boys grew up. Your current bedroom is fine for three young children, but not for teenagers. And although you don't reach that milestone for another 10 months, with you signing up for the MAC, we decided your time had come early."

Again, it appeared that Sim was about to speak, but his dad cut him off and spoke to Andy.

"And even before MAC Day itself, and if you get made a Tailer, there are preparations that you will need to make to get ready for whatever happens. It will be your brother's job to help with that."

Tom Dunn paused for a moment before hitting his oldest son with the really bad news. Then he went to the cupboard on the bed side of the large room and pulled out the training box.

"Dad." Andy groaned. "The instructions say 25 days."

Sim, on the other hand had an expectant look on his face.

Tom Dunn crossed the room, placing the box on one of the beds and rested his hand on Andy's shoulder reassuringly. "No time like the present, son. I know the instructions in the training box said 25 days, but I want you to get an early start. Even before MAC Day, I hear that serious candidates get a lot of calls on their services as they go out spruiking for votes. Get undressed and get up on the bed on hands and knees."

Andy had no idea what "spruiking for votes" even meant, but he couldn't worry about that now. It was the order to strip naked and get on the bed that gripped his attention. He stared at his dad in shock. He had known this moment was coming, but knowing it, and facing the imminent reality, were two different things. He had been hoping to put this moment off for much longer.

Tom Dunn watched his son's face, seeing the flush of embarrassment and hesitation. He waited patiently for Andy to fight the resistance, and then watched as Andy reluctantly began to undress.

"Dad, please ... can I keep my shirt on?" the oldest boy asked hopefully.

Tom Dunn did not miss the gleeful look that passed over Sim's face as he watched his brother bend over and remove his underwear.

"Simon, go and look in the bathroom cabinet for the tube marked `KY Jelly'. It has blue down the side, with a white top."

Tom Dunn turned to Andy.

"Son, listen. Have you forgotten what you signed up for? You're a serious entrant in the MAC. That means you're going to have to deal with the lack of modesty sooner or later. It may as well be now, while you are in a safe place.

By the time Sim returned, Andy was in position on the bed, resting on his forearms, his smooth bottom high. While his scrotum was smooth, it held some weight and swung slightly as he moved, revealing he was well into puberty.

"The thing about your bottom, or your ass ..." Tom Dunn chuckled as he addressed his middle son, ..."is that it is designed to push things out, not take things back in. That means preparation is important to avoid causing pain or injury. This is KY. It will help things penetrate your brother's bottom easier. Hold out your hand."

When Sim did as he was told, Tom Dunn snicked the cap and pushed some out onto Simon's fingers. "Now, rub your fingers against your brother's entry."

Sim couldn't believe the rush of excitement he felt as he touched his fingers to his brother's skin. He could feel his little spike straining against his underwear and his mouth was dry. Andy's bottom seemed to wink at him as he rubbed his lubed fingers across the tight pucker.

On the other hand, Andy felt incredibly vulnerable and struggled to avoid making a sound. He was hating every moment of this. Being naked in front of his father and now having his brother touch him so intimately. He flinched as Sim's fingers pressed against the sensitive opening.

"Good work Simon. With your other hand, squeeze some more lube onto Andy's entry there. Now, press slowly and push your finger in."

"Into his butt, dad?"

Tom Dunn chuckled. "Yes, son. It's okay to penetrate him ... it won't bite."

Andy wanted to scream at the humiliation, part of him angry that he was being made fun of.

Tom Dunn noticed the sudden tension in his older son's body. "Easy there, Tiger. Remember, you are in a safe place here, okay. We're not making fun of you. Just trying to ease the tension."

Andy forced himself to take a deep breath and yelped as Simon's finger penetrated him suddenly.

"Careful Simon, go slowly. Now make small movements in and out."

The initial discomfort gave way to waves of sensation that were both unexpected and strangely pleasant. As Simon's finger probed deeper, Andy struggled with the emotional conflict but couldn't suppress the moan that escaped him as Simon's finger grazed over his prostate. His erection was at full stand now, harder that he could remember it ever feeling before and ... was it leaking? Then Sim did something he didn't expect. A warm hand reached between his legs, running over his scrotum, groping softly and then reaching forward and carefully grasping him.

Andy began to pull away from Simon's touch. The feelings that came over him were confusing. Anger at his brother and embarrassment and shame at feeling good about a hand other than his own on his joystick.

"No! Get your hand off me! .... unnghhhhh."

Tom Dunn laid a firm spank across Andy's left butt cheek, leaving a pink handprint.

"What was that for!" He yelled as he reared up and looked at his dad resentfully.

Tom Dunn decided he'd exercised enough patience. It was time for some hard truths.

"Zip it, mister! You signed up for Mac Day. We've talked about this. What do you think a Tailer does? He offers his tail for others to enjoy. It's going to be your job to please the boys who come to fuck you. Or be on your knees as you suck their hard cocks. A maximum of five times a day. That's the worst it will get, but then there's the weekly limits as well. No more than 10 fucks and 10 blowjobs per week. But that's still a lot of sex. Some of the boys will only want to fuck you or get a blow job and they'll be selfish about it. Some of them will want to help you feel pleasure too. Some of them will want to keep things private and some will want to have an audience. Your body will be available for them to explore and use. They're not allowed to hurt you or abuse you, but they will be making the decisions, not you. Your job will be to say "Yes, sir" and give it your best effort. You need to get over your current attitude. Back in position, son. You don't get the college scholarship money or the low interest loans without a satisfactory `Completion of Service Certificate' from the Boys' Council. And you only get that after completing your full two years as a Tailer. Over those two years, you are going to face much worse shit than this. So, suck it up and get used to it. All your right to privacy went out the window the moment you signed that paper in Mr. Mackey's office. I don't want to see this carry-on again. Got it?"

Both Sim and his father saw that Andy was about to cry, but he was shaking his head in agreement.

Sim looked at his dad uncertainly, shocked by the firmness in his father's voice. "Dad ..."

"It's alright, Simon. You just took your brother by surprise, is all. He is going to need to get used to this. Squeeze out some more lube and use a second finger now."

Sim couldn't believe his good fortune. Here he was, his older brother at his mercy, his fingers moving in and out of the warmth and tightness of his brother's ass. He grinned as he heard his brother's soft grunts and whimpers. When he'd grasped Andy's throbbing erection, it felt so hard and yet so soft too. The feeling of being in charge was becoming addictive. He was liking this, liking the power and the excitement. Liking it a whole lot.

"Simon, pay attention. Now for the next stage. Take out the smallest dildo and put lube on it. It's the one called Lil' Pee-Wee. Use plenty of lube and make sure it's properly covered. I think you know what happens next. Your brother is stretched a little but remember to go slow. Andy, take a deep breath and push out."

Sim touched the tip of Lil' Pee-Wee to Andy's entrance and applied pressure, watching as his brother's muscle stretched around the wooden dick as it slowly sank in.

"Nghhhh!!!" Andy gripped handfuls of bedclothes as the dildo breached him, stretching him further than his brother's fingers had. The discomfort returned with a vengeance and he sucked in deep breaths and rode it out. Lil' Pee-Wee continued to press in, seemingly endlessly. The sound of his blood rushing filled his ears and his face felt like an inferno, burning with embarrassment and humiliation. What had he really gotten himself into?

"That's it, now, slowly move it in and out in small motions, that's it."

The next few minutes raced by in waves of conflicting emotions for Andy. The fact that he was actually finding enjoyment in this confused him. His throbbing dick certainly thought so. What did that mean? Did that make him gay? What would his friends think? Then he realised he could feel his body tightening and preparing for a release and he held on desperately, not wanting to lose control in front of his father. This whole situation was embarrassing enough without that happening. He groaned in frustration, hating the sense of helplessness.

"That's enough, Simon. Ease it out slowly and give it to your brother to wash. Go with him and wash your hands."

Andy sucked in ragged breaths, avoiding looking at his father or his brother as he took the dildo, his eyes burning with unshed tears. Painfully aware that his erection was still on display and leaking slightly.

"Remember to use warm water and soap to wash that, son."

In the bathroom, Sim's mind fantasised about all the exciting possibilities of what he could do with his brother as he took first turn at the basin. He knew Andy was angry but he also knew he never held onto his anger for very long. For now, it would be best to leave him alone.

Andy pointedly ignored his brother as he washed the thing that had just been inside him. His bottom ached a little, but it was more an annoyance than a discomfort.

When the boys returned, Tom Dunn sat on the unused bed and had the boys sit on the other, facing him. "Good job, both of you. As I said in the car, you'll need to do that four times each day. Don't forget to use plenty of lube. I do hope you realize that the training boxes are not a punishment. They are there to help make the life you chose easier to bear. I could see you had pain just taking Lil' Pee-Wee. That's supposed to be the size of an average 11-year-old. On MAC Day they won't be letting kids that age break you in. Imagine how you might be ripped apart if you had to face a Tom size boy?" The man paused to allow all this to sink in.

I won't supervise next time; I think you've got it under control Simon. Remember to go slow and use plenty of lube. Let me know when you need more."

Tom Dunn had not missed the excitement in his middle son, the flush of lust on his face and his intense, almost hungry, focus on Andy's bottom as he worked the dildo in and out. From the look on Andy's face, now was not the right time to mention the training bench. There would be time enough for that later. Right now, it was time to make sure the boys knew there were boundaries.

"Simon ... you've been given an important responsibility and I expect you to take it seriously. Your brother has committed to a role where he won't always have a say in what is done to him. He deserves your respect for that. I know you guys don't always see eye to eye, but he needs to be able to trust you. I won't hesitate to act if I see even a hint that you've abused that trust. Do you hear me?"

"Yes, sir," Simon replied dutifully. The tone in his father's voice was one he knew very well. He worked hard to avoid his dad needing to use it with him, but his impulsiveness got him into more trouble than he would like to admit. He was under no illusion about what his dad meant. His butt would pay the price if he pushed things too far. The question was, how far was too far?

Tom Dunn could see the simmering resentment in his oldest son's eyes. He softened his tone. "Andy, I know this is challenging for you and it will take some adjustment. I also know what we've just done was embarrassing and that you probably have questions. Come to me if you need to talk, no matter how embarrassed you are."

"Yes, sir. I ... think I need some alone time."

Tom Dunn nodded. He had a feeling he knew what his son was struggling with but now was not the time for that conversation.

"And one last thing before I go Andy. Remember what the training box instructions said about Dildo Coaches. If I recall correctly, `It is usual to compensate coaches for their efforts, but such arrangements are always left to the contestant and coach to negotiate.' As per those directions, I will leave it to you and Sim to sort that out. But remember Andy, you are embarking on a total change of direction in your life for the next two years. The more `practice' you get before MAC Day, the better prepared you will be for that new reality after August 4.

He stood and ruffled his oldest boy's hair, smiling at him affectionately before leaving.

Sim looked at his brother. "That was so cool! I can't believe how hard you were when I touched you!"

"Get out of here, you little shit! Leave me the fuck alone!" Andy snarled, keeping his voice low, not knowing how far away his father might be. Who would have thought his brother would turn out to be such a horn dog? This was turning into a nightmare.

Simon grinned. "Don't be angry with me. Just remember who is in charge of your training. You need to treat me better. And we'll need to negotiate my payment soon."

"Get out!" Andy's voice was firm as he pointed to the door.

"Bet you can't keep your hands off that for more than 2 seconds after I leave!" Unable to resist, he pointedly looked at Andy's angry looking erection and laughed as he evaded his brother's attempt to cuff him around the ear. He was still laughing as he closed the door.

Strangely, as Andy's anger subsided, he found himself wondering how his brother jerked off and forcefully pushed that image out of his mind. Where did that thought come from? Why was he so hard and why did a part of him enjoy what he'd just been through? His hand reached for his aching erection. The recent events had left him with an urgent problem. He desperately needed some relief. Thinking about those other things could come later.

Landon Kelly -- 28 Days Before the MAC

It didn't take long before Landon's father, Alvin Kelly, owner of Kelly Logging, heard rumors of an Alan's Beach kid making a killer deal with Steve Lansing, his biggest rival. He was pretty sure he knew who the kid was. The only possible choice was Carter Boyd. His first reaction was to hire Officer Aiden McGill to get a look at the contract to find out what it included. He knew the man didn't mind stepping outside the law, a little, as long as there was cash money involved.

It only took a day before McGill not only had seen the contract, but had a copy. He didn't say how he'd obtained it, and Kelly wasn't about to ask. He paid him a bit more than he'd promised and read the contract. The rumors didn't do it justice. It was a work of art. He knew the Boyd kid hadn't come up with this. It had to have been Bryce Mackey. Too well connected and powerful, he couldn't do anything about that damn lawyer getting involved. He saw one choice. He didn't like it, but it was his son who had caused this problem. He called for him.

His son read it, but shook his head. "I don't get it; the kid has a contract with me that he can't get out of. Why this?"

"You are right, you don't get it. If the conditions specified in the contract you hold in your hands are met, Lansing Timber will have exclusive right to forbid others from using the idea anywhere except their own land. If they want the small and diseased trees removed before clear cutting, they have to do it themselves or hire young Mr. Boyd to do it."

"So? He's under contract with me. He does what I say."

"Look harder. At the bottom. What does that contract have that yours does not?" He could see from the blank expression on Landon's face that the boy didn't understand. "It is signed by adults. It is enforceable. Your contract is signed by two 13-year-old boys. It's not enforceable and hardly worth the paper it's written on."

"The kid's dad isn't poor, but he doesn't have anywhere near enough money to meet the conditions. I still don't see the problem." Landon was getting worried. The reason for his deal with Carter had been to impress his dad that he could run a business. But he just couldn't see why his father was so upset with this other contract. "He can't possibly meet the conditions."

His father shook his head and sighed. "What is coming up in a few weeks?"

"Uh, nothing. Oh, I guess the MAC Day." Then it hit him. Carter was going to enter and try to win the first-place prize. If he did, he would be able to meet the conditions.

Mr. Kelly saw that his son finally got it. "So how do you stop him?"

"I pay other kids not to vote for him," Landon said, again without thinking it through.

"How much money do you have? And how popular are you?"

"You've got enough money. And yeah, some kids don't like me, but I don't see what that has to do with it."

One word came to Alvin's mind -- dense. His kid, his offspring, was dense. Stupid beyond belief. It had to be his mother's genes. "If you try and get kids to not vote for him, it will backfire. Because they hate you, they will vote for him just because you don't want them to. I won't fund a mission doomed for failure. So I'll ask you one more time. How are you going to stop Carter Boyd from winning the MAC? Think about it before you answer."

Alvin gave his son two minutes. The only idea Landon had come up with so far was to threaten to beat the shit out of him if he entered. When the two minutes were up and the kid still didn't have a working plan, he had to tell him the only answer that would work.

"You have to win first-place in the MAC. Not him. He'd almost certainly already signed up. And if you attack him physically, I think he is fully capable of kicking the shit out of you."

"Then I'll hire someone else," Landon suggested. He saw the shake of his father's head. "Why won't that work?"

"He'll take the beating. Then he will file a police report. Faced with being forced into the MAC, the kid you hire will give up your name. Either way, you end up on stage in August."

"But if I win, I'll be a Tailer! Kids hate me. They'd line up to fuck me. You can't make me do this."

"You are almost right. I can't force you to sign up. However, you wanted my approval. You wanted to show me you could handle a business. Well, now it is blowing up in your face. We all take losses on occasion. And when I do, I make it right, no matter how much it hurts. So, the question is, do you want to give up ever being part of what I have built? Do you want me to scrap my plan to pay for you to get into a college that will make sure you graduate? Do you want to be removed from my will? If so, then walk away and good luck. Otherwise, we need to go to visit the law office of Mr. Bryce Mackey and fill out the necessary forms."

Landon knew he was screwed, or very soon would be - often. He couldn't walk away from his father with a refusal. If he did, he'd end up like Carter when he was eighteen. Poor, having to work for a living, and not having much of a living anyway. His father didn't make threats he didn't intend to keep. The only saving grace he could see was that kids would vote for him -- because he was rich. And because he was mean. He'd be the sure winner, keeping Carter from achieving his dream. But at such a cost.

Tim McCoy -- 28 Days Before MAC Day -- Tim Visits Andy's House

Tim McCoy, Andy's best friend and now campaign manager for his attempt to win one of the awards at this year's MAC, arrived more than several hours late. Andy's brother Sim had just been ready to head to the bunkhouse to continue his brother's training when he saw Tim.

"He's out the back. Follow me."

Sim led Tim through the kitchen and across the yard to the bunkhouse. He opened the door and walked in. Tim followed.

"It's about time," yelled Andy when he saw his friend. He was sorting through a pile of clothes, putting them on old wire hangers and then into an ancient looking closet. "What took you so long?"

Tim ignored the question, seemingly mesmerized as he looked about. "I thought this place was condemned or something. But wow! This joint is amazing."

"It's Andy's new bedroom and apartment, said Sim. "Mom and dad have been keeping the place a secret until we grew up. Now dad says Andy needs a place like this when he becomes a Tailer to bring the guys that fuck him."

Andy snarled at his kid-brother. "Ignore the little shit. Now dad's put him in charge of my... err... um... training, Simon reckons he's boss hog. Where you been? You said you'd be here around 10:00." He looked up meaningfully at the wall clock his mom had brought in an hour earlier. "It's now after 1:00 in the afternoon."

"Sorry about that. But I've been busy on stuff... for you." Tim did have the outward appearance of something of a nerd. The thick glasses and baggy ill-fitting clothes certainly led many to that conclusion. However, dismissing him that way did a severe injustice to his true nature and the depth of his character. Tim had learned early on in life that you only needed to stand up to most kids and they'd back down. There were exceptions to that rule. Kids like Ollie Mackey would give you a punch in the face or worse, but those guys were the exceptions that proved the rule as far as Tim could see. Anyone who got to know him knew that he would always stand up for himself and stand with his friends.

I needed to speak to my cousin, Joey McCoy. You remember that Joey won third place in the 12s age group last year. I got a bunch of good advice from him. Then I went to speak to my dad. You realize that there's not a thing that happens in this town he doesn't know about. Gossip is his stock-in-trade, he likes to say. I needed to wait until he didn't have any customers. I was guessing you didn't want me giving details of you signing up for the MAC in a crowded shop. The women have Sally O'Brien's beauty parlor and the men the McCoy barber shop. Then I went to Mr. Mackey's law office to confirm who had already signed up. The secretary there, old Mrs. Maple, kept me waiting for almost an hour. He had some client she said." Tim paused for breath and looked at his friend. "And you'd better watch that attitude. I don't reckon you're gonna be paying me for any of this stuff, so a bit of respect is the least I'll expect."

Andy still didn't look completely satisfied, but did mumble a "Sorry!" before putting more shirts away into the cupboard.

"Don't mind Andy," said Sim with a laugh. "He had a very penetrating discussion with dad and me this morning."

Andy stood up straight and started moving menacingly towards his kid-brother until Tim stood in his path. `Penetrating' was not a word Sim would normally ever use; no 11-year-old would, and he guessed what must have happened. Andy had already mentioned that Sim was to be his dildo coach. Damn, Tim thought to himself. I wish I'd been there to see that. He considered briefly whether he could ask to see the `training box.' They had an aura of legend about them within the tween boy community in Alan's Beach, but he had never seen one yet. Maybe Andy would demonstrate its use? Then he put the fantasy aside.

"Leave him be Andy. You need to get over that attitude. You're a serious candidate for the job of one of the Alan's Beach Tailers."

"That's what dad said," Sim yelled. Tim saw that the 11-year-old had wisely placed himself between the kitchen table and his older brother.

"You guys want to hear what I found out or not?" he asked attempting to defuse things.

"Let's all sit and calm down," he said when neither of the brothers spoke. "This place is totally cool. You gonna invite me over for a sleepover? But you need a TV and a decent game console before then. Maybe the $1,000?"

After Andy sat down at one end of the kitchen table, Sim sat in a chair opposite, and Tim found a seat between them.

"Okay, here's what I learned this morning. In the 12-year-old-age category, there are only three guys signed-up. You, Hank Boyle and Ollie Mackey. That helps ensure you can win."

"I really need to finish in first place," repeated Andy in concern. "Second at worst."

"Yeah, but don't worry, we know them all from school. There's no guys from South Valley obviously." Tim paused to allow this news to sink in. There were two junior schools in Alan's Beach, South Valley Elementary for all the rich kids, and North Valley Elementary, where Andy, Tim and Sim went. "But now that everyone knows there are three boys trying to win, others who only want the entry award will probably sign up as well."

"People already know?" asked Andy concerned.

"Course they know. This is Alan's Beach. Keeping a secret in this place is near impossible. You know that. Dad's already planning this year's pool for customers who can name the place winners in order for each age category."

"There's a betting pool?" asked Andy with even more concern.

"Of course. Dad has one every year. Only the men can bet of course and he doesn't mention it when kids are in the chair."

"Is that even legal?" Andy asked.

"Legal?" responded Tim pensively. "Sheriff Hudson is always one of dad's best customers for the pool, so I guess it's okay."

Andy had turned another even darker shade of red. He understood that kids his age would get to know who was taking part in the MAC, but he never imagined adults would be betting on whether his ass was fucked first or last on the day.

"So, your competition will be Hank Boyle and Ollie Mackey."

"Hank signed-up?" Andy asked in surprise.

"Yep, according to Mr. Mackey, he was the third to put his name down. You were first, and then Ollie Mackey."

"Hank's a decent guy who'll play by the rules. But Ollie Mackey?"

"Yeah, I hate Ollie Mackey," said Sim forcefully. "He's a bully, a liar, and a thief. All the kids say it was him who stole the milk money from school last year."

"Agreed," Tim said. "Those Mackey boys from the north-east side of town always play dirty. According to dad, Ollie was supposed to be in the MAC last year, but he broke his leg."

"And you know how he broke his leg, right?" asked Sim sounding mysterious.

Both 12-year-olds stared at the younger boy and shook their heads. They knew Ollie was away from Little League baseball after school finished last year for a while. Then he turned up wearing a plaster cast. But they never paid that much attention. Ollie was a kid best avoided.

"He was chasing Ricky on his bike down Bridge Street and got hit by a car backing out of a driveway."

"No shit! Our Ricky?" asked an incredulous Andy.

"Yep, little 9-year-old Richard Dunn. Well, he was 9 back then. He made me promise not to tell you because he was scared you'd get into trouble for doing something to Ollie."

"Too right I would," said Andy. "You should have told me about that."

"And I would have been right there helping you do it," added Tim. "Ollie Mackey is an asshole."

"That's true, but what did Ricky do to piss him off so much?" Andy asked.

"He smiled at him and told him his fly was undone."

They all laughed. "And was it?"

"Yep, according to Ricky it was," explained a smiling Sim. "But Ricky didn't want you to do anything to the kid. He didn't want you getting in trouble and he said that Ollie had been punished enough - with the broken leg and all."

"And all... is right. I heard later that Ollie got a real sore ass to go along with his broken leg," Tim added. "Old man Colton Mackey was real pissed that his second son was still in the hospital on MAC Day last year. Dad says the only reason that old drunk has so many sons is because he wants them all to become Tailers and support his drinking habit. Sim, you'll know the third brother Bret. He's signed up for the 11-year-old age group."

"Bret?" questioned Sim. "I guess I'm not surprised. But I always felt a little sorry for him having two such asshole brothers. If you get to know Bret, he's not a bad kid. We've worked on some class projects together and he's actually pretty smart and he works hard."

"Well that's as may be," said Andy. "I don't really give a shit about the guys in the 11s category. I'm worried about my competition for first place. That's the big money. Obviously, Hank Boyle is the kid I need to beat. How many kids are gonna vote for an asshole like Ollie Mac? If they make him a Tailer, he's likely to punch any guy in the face who asks for a fuck."

"Maybe not," Tim said thoughtfully. "That's what they said about his older brother Colton, the 14-year-old. He's done three years as a Tailer and finishes his term this August. According to what I hear, he always gave okay service."

"Really!" exclaimed Andy and Sim together.

Everyone was quiet for several minutes as each considered all this new information from their own perspective.

"As you know, Carter Boyd had agreed to run beside you in the oldest bracket. He doesn't have a trainer." Tim looked at Sim. "Yet?"

"I can do him and my brother!" the younger boy happily stated. His tone caused Andy to frown.

Then Tim spoke again knowing what he had to say now was the most difficult news.

"I also got the lowdown from my cousin Joey about how to run your campaign. As I said, there's three what they call `serious' candidates for the 12-year-old age group in this year's MAC - you, Hank Boyle and Ollie Mackey. There's still another two weeks for kids to sign up, but it's likely anyone else putting their names down now will just be doing it for the thousand bucks. In order to get you in first place, you need to get more votes than either Hank or Ollie."

Tim waited to see if there were any questions. There weren't, and he continued.

"Having Carter and you as a team will make it easier to make deals. With you, I'll focus on the boys who are likely to vote for the 11 and 12 candidates. For Carter, the older boys. That way we won't be splitting votes that either of you could have gotten."

Again, he paused, expecting a question or comment. After a few seconds of silence, he went on.

"As you know, all ABC Members between 11 and 17 have the right to vote, but a lot of the older guys 15, 16, and 17, have girlfriends and have already been to a bunch of MAC Days. According to Joey, most of them no longer even bother to turn up and few vote. Some do of course, but less than about 30% he reckons. So there may be a few votes from the High School at starts at Grade 9, but the decision about who wins what prize is normally decided by kids from the two elementary schools. And you can forget the junior classes --grades KG to 5. No, we need to convince the boys in Grades 6, 7, and 8 to vote for you. Not only the kids from our school, but those from South Valley Elementary as well. Joey says that it's the rich guys that make the most use of the Tailers."

"So how do I do that?" asked Andy. "I know some of the kids from South Valley through Little League and Scouts, but not a lot of them."

"That'll be my job. I'm already working on a list of names of the influence-makers at the other school. We go see those guys and make deals. The bad news is you're not gonna like the deals you'll need to make."

"Why? What do ya mean?" Andy asked.

"According to Joey, the influence-makers form voting blocs -- 10, sometimes 20 kids or more. You will need to guarantee the guys in their voting bloc priority in the fucks or BJs you'll give once you're a Tailer. You know you are supposed to be limited to six sex events per day and a maximum of three fucks or three BJs. The voting blocs will want to ensure their guys come first on your Dance Card."

"I heard, `Dance Card' before," said Sim. "What's it mean?"

"It's not really a card at all. It just means that any Tailer who's been fucked three times and given three BJs, can say, `Sorry my Dance Card is full today. Come back tomorrow'."

"Well, I guess I can do that," said a somewhat reluctant Andy. "Once I'm a Tailer there's not much they can do."

"Well, the rules allow you to stop at six events. But you can offer to do more by choice. And to get the votes, it is likely that you will have to accept doing more. Otherwise, you will destroy the chances of Sim or Ricky if they ever decide to enter the MAC. Plus, you will need to keep to any deals you make to get votes. That's why I told you that Ollie Mac won't be the pushover you think. His older brother, Colton, has already established a reputation of sticking to all the deals he made. And he'll be going around to the same voting blockblocs we do and guaranteeing that Ollie and Brett will stick to their deals."

That gave Andy a lot to think about and he remained quiet for several minutes.

Tim decided it was best to get all the bad news out quickly.

"There's one more thing. The potential Tailers offer BJs and later, when their training has progressed a little, fucks, as an enticement when gathering votes. That's what the influence makers will be expecting."

"What are you saying?" Andy asked looking horrified.

"We'll go around and meet with these influence-makers. Once we come to an agreement, they'll be expecting a BJ or a fuck, or maybe both, from you and Carter. You also may have to give one to some of their friends."

"No fucking way!" Andy yelled. He looked totally shocked and appeared ready to throw up.

"According to Joey, that's what the guys from South Valley will be expecting, at a minimum. We sweeten the deal for the larger voting blocs with preference for first fucks on MAC Day itself and anything else we can dream up."

"No fucking way!" Andy repeated.

"Yes, with the emphasis on the fucking," said Tim McCoy hesitantly. "According to my cousin Joey, the bigger voting blocs will all be expecting several `try before you buy' sessions."

Tim looked at his friend hard. "You signed up for the MAC yesterday. What did you think was gonna happen? You'll be sucking cock and getting fucked for the next two years. That's the deal if you want the money and all those other perks. You'll need to come to terms with that."

It was obvious Andy was too shocked to even speak, but what Tim said next surprised even him.

"I'll leave you now and give you time to think about stuff. If indeed you are a serious MAC candidate, you need to get your mind around the new reality. When you decide, call me. But before we approach any of the South Valley voting blocs you need some cock sucking experience. You will get it by blowing me and Simon. Carter Boyd wants to join with you to increase the odds for both of you. You two will also be blowing each other. Then as your dildo training progresses, the sex action needs to include fucking. If all of that is a deal-killer, tell me when you've made up your mind. I guarantee Colton Mackey will be having his two younger brothers, Ollie and Bret, fucked by all those influence makers before long."

Tim stood up from the table and left the room, leaving a stunned Andy in his wake.

***

Later that same afternoon, Andy rang Tim.

"You were right of course. If I'm gonna do this whole Tailer thing, I need to do it properly. I signed up to be a Tailer and that's what I'm gonna be. And the sum of $330 per week is way better than $110 for doing the same thing. So continue working on your list and I'll practice giving blowjobs to you and Sim until you think I'm ready to meet the South Valley kids. And the other thing as well. But when my training has progressed a lot more. I want the first prize, and I'm determined to beat both Hank Boyle and especially Ollie Mackey."

Mason and Levi McGill -- 28 Days Before the MAC

Levi couldn't believe this was happening. He'd lost a bet with his cousin, Mason, and as a result he'd had to enter the MAC. And so far, only two boys his age had signed up. That meant that he would automatically be picked as a Tailer unless another entrant signed in.

And as if that wasn't bad enough, becoming a Tailer meant being fucked regularly for the next three years. For that, he had to be `trained'. His dad had borrowed his brother's training kit. Uncle Theo must be thrilled to know that his nephew was about to go through something his brother had been too scared to partake of years ago when they were teens. And Mason! Holy shit, his cousin was going to be there to watch it happen.

His dad thought that Mason would be a good coach. Ha, like he'd ever let his cousin have that much control over him. Except he realized that if he became a Tailer, hell, he would have to turn his bottom up to him. He wouldn't be able to avoid it.

He'd arrived at his more distant cousin's house. In the end, he had selected Tyler to be his dildo coach. Levi already hated the words, `dildo coach,' but understood he needed one. Worse still, Tyler's 10-year-old brother, Jason, was going to help. Their older brother Max, already an experienced Tailer, was going to show them how to do it.

"This sucks,'' he said out loud, but softly so only he heard it. And sucking was going to be part of this horrible deal as well. He'd agreed to suck off Tyler twice per week and Jason once each Friday, from now until MAC Day. As bad as that was, he'd also agreed to allow each of them to fuck him once as part of his training.

"Hey Levi, you're right on time," Tyler said as he came out of the house carrying a sleeping bag.

"Did I need to bring a bag too?"

"No, we've got plenty. But you gotta set up the tent and gather some firewood. And build the fire pit. Unless you want to pay me and Jason for helping."

Ten minutes later, Levi was already tired and sweaty and had only dug about 25% of what Tyler said was required for the fire pit. He went into the fort. "How much to get you guys to help?"

"I'll do it completely," the oldest brother began. "But you will suck both of my brothers off tonight and again in the morning." He stared at Levi for a few seconds. "Don't give me that look. You have to get used to being told things you won't like. And you do have choices here. For starters, you can back out of the agreement to have Tyler coach you. You got a pretty good deal on that anyway in my opinion. Or you can dig the fire pit yourself."

Levi knew Max wasn't messing with him. Dad had told him pretty much the same thing. "I'm sorry. We'll work on it together. And I will give the two blowjobs." He followed the teen to where the hole was being dug.

Max surprised him. Levi thought he was strong and in good shape. But being fourteen and strong made a lot of difference. In the same time that it had taken him to go a little way into the ground, the older boy tripled the depth of the hole before handing the shovel over. Levi made it a little wider and once rested, Max finished it. Together, they rolled three thick logs to either side.

Max explained about the wooden dildos in the box and how to insert them. He instructed Levi on how to relax to minimize the pain. And, much to the boy's shock and surprise, he used Jason to show Tyler how to lubricate the opening.

"Okay, that's all the steps. I'm going to watch you do it yourself." Max stepped back and let his middle brother get started.

"This is like going to Jiffy Lube," Tyler quipped. "First, we changed your oil, now we need to grease the joints. I wish I had the pump thing they use." He coated his index finger with the KY Jelly and gently pushed against the tight ring.

"Levi, remember to relax," Max instructed.

Who the hell can relax when another boy is ramming a finger up his butt? Levi thought to himself. But as Tyler tried to push the finger into him, it started to hurt, and then he remembered what to do.

One finger became two, and then the smallest of the wooden things from the box went in. In the training box, this one was called Lil' Pee-Wee. Max explained about the names. Fake dicks with names -- who was gonna believe that? But there were a bunch more of them to go. Worse still, in a few weeks it would be real dicks pushing into him.

After his first training session was over, they talked for a while. "I owe you guys," Levi said. "For your brother's help. You first Jason. Get your dick out."

"You mean? .... Really?"

"Yeah. A blowjob now and another one in the morning. Same thing for Tyler."

The ten-year-old boy's dick was no bigger than Levi's little finger, and he didn't shoot anything. Levi wasn't sure if the kid had more than one dry cum, but after a few minutes he said he was done. Jason didn't complain.

Tyler was bigger, about the same size as his own. He didn't really shoot either, but something a little salty did end up on his tongue as he licked the head. The high-pitched scream from the 11-year-old was certainly sufficient proof that he'd had an orgasm.

Having completed his first day of training did not make Levi feel any better about life. The thought that he had to repeat the blowjobs in the morning kept him awake long after the other two boys had fallen asleep. When he did doze off, he dreamed that instead of a wooden tool being inserted into him, it was his cousin's dick. And in his dream, Mason kept laughing and cheering with each thrust.

Hank Boyle -- 28 Days Before the MAC

Everything was going right for twelve-year-old Marcus Mackey at present. There were the obvious things. Marcus was a scion of a wealthy family and a direct descendant of the original Alan Mackey who had first settled in this part of California in 1830 and gave his name to the town. And obviously Marcus went to the best school, but he also did well in his classes. He was good at sports too, particularly baseball, and had been name MVP in his Little League team last season, something he was likely to repeat this year. His handsome, rugged features and fit, lithe body stood him in good stead. Clearly Marcus had a bright future ahead. But there was something else going his way at present that few people knew about just yet. They soon would. And when that news got out, it would make him the envy of every boy in his seventh-grade class at South Valley Elementary, in the wealthy part of town.

Marcus had met Hank Boyle through Little League baseball where they were on the same team. But it was an unusual friendship perhaps as, apart from sport, the two boys had little in common. Hank was from the wrong side of town; his father was a janitor who barely made ends meet and often didn't. Whereas Marcus lived in a mansion and had a room and bathroom of his own with all the latest toys and technology. Hank's place might generously be described as a bungalow and he had to share a room with five brothers and a bathroom with eight other siblings. How that even worked in reality, Marcus had no idea. But through a fortunate symbiotic set of needs and wants Marcus knew the two were destined to remain friends for some time to come. You see, two days ago Hank Boyle had asked his friend to be his campaign manager for the upcoming MAC Day. Marcus Mackey had the private room and bathroom, the intelligence and money to organize a good campaign and the connections and respect of the middle grade students at South Valley Elementary, the largest voting community on MAC Day. And Hank Boyle... well he had a fit body, good looks, a mouth, definitely one of those, and one of the cutest more pronounced bubble-butts in Alan's Beach. Thus, through a series of fortunate events, the two were bound together for the foreseeable future.

Early that morning Marcus rang Hank Boyle. This was no easy task as the kid didn't even own a mobile phone, which necessitated calling the landline at the Boyle house and speaking to several kids, both boys and girls, before getting to talk with his friend. Marcus decided he didn't want to go through all that shit again. He'd give him his old last-year model phone he had sitting in a drawer. He'd also need to set the kid up with a new phone account, but that wasn't an issue as his dad never checked the telephone bills.

"Hi Hank. Why don't you come over. I got a kit for you. We need to make a start on your training. Did your dad sign the form yet? No? Well tell him to get his ass over to the Bryce Mackey law office and do so. Your dad was supposed to get the kit from my Uncle Bryce."

Twenty-minutes later Hank Boyle was shown into Marcus's room by the family maid Camila.

"Thanks Camila," said Marcus. "Could you give us some privacy for a while. You know... boy's stuff."

"Si, Mr. Marcus, of course"

After the slightly plump Hispanic woman left the room, Marcus went into his walk-in closet and returned with a large highly lacquered wooden box. "Here it is, he said reverently placing the heavy box on his bed.

"Open it. It doesn't bite," Marcus suggested.

Hank Boyle did as he was ordered. Then gasped.

"I heard about these and I even saw a couple of the fake cocks at last year's MAC Day. You know during the dance routines. But... Wow! Some of these are real big. I'm not sure..."

"Don't worry about that. You'll get used to em all," said Marcus reassuringly. He sounded very confident, but he was pleased none of these wooden cocks were destined for his own asshole.

"You gonna have to get used to them all if you want to finish in the top 3. I checked the signup sheets while I was collecting the training kit from Uncle Bryce. Two other boys have already registered in our age group, so the competition will be fierce."

"Two?"

"Yes, I guess you know them both from school. North Valley kids - Ollie Mackey, and Andy Dunn. You're somehow related to Andy, right?"

"Yeah, he's my second cousin. He's okay, but if I know Andy, he's gonna work hard for first prize. Ollie Mackey too, but my guess he's being pushed into it by his big bro, Colton, and his old man. Everyone in that family are complete assholes, so we'll need to be careful dealing with them."

"Okay, good to know. But let's get down to business. I've invited someone else over to teach me how to train you."

Hank blushed. He knew he had to be prepared if he was going to be a serious contender for any of the three top spots, but he'd assumed Marcus would do the training himself.

"Who?" he asked, somewhat reluctantly.

"Carl Mackey. He's a very distant cousin of mine from your side of town. He won third place last year when he was our age, so he'll still be a Tailer for another whole year. He's happy to take BJs for helping us with the training. We didn't set a number, but I think you'll be sucking him several times."

In the background, they heard the doorbell ring.

"That'll be him. I hope this is okay? I've got to go let him in before Camila or my parents see him and think, uh, that I'm using him." Marcus didn't wait for a response from Hank, but hurried out of the room and down the stairs to the front door.

The two of them returned a few minutes later. Thirteen-year-old Carl Mackey was a stocky boy, slightly taller than either of them. Hank knew him from school, but they had never really hung out together.

"This will be a pleasant change," Carl began. "Me getting blown instead of giving them. That is what is going to happen, right?"

The 13-year-old Tailer looked pointedly at Hank.

"Yes, it is. I need to finish in the top three, and kids are still signing up, so there will probably be more than three contestants by MAC Day. And, I've only given one blowjob in my life. And I don't know a thing about being fucked, so that training needs to be done as well."

"If you have a kit, I'll show Marcus how to use it to train you. He'll probably want to have some ass fun before long, so be ready for that. I'll be happy with blowjobs for a little while."

"Thanks," Hank said.

Carl began discussing the best way to suck dick, starting with small ones and proceeding up to big ones. He cautioned Hank to not make jokes about size, especially for the kids whose dicks didn't quite measure up to their age. After discussing it and answering questions, it was time to see how much Hank had learned.

"I am warning you. I haven't jacked off for two days, and I'm horny. But a lot of your customers will come to you the same way. Remember how to breathe, and the signals when a boy is about to shoot. And for gods sake, don't spit it out. Boys will want you to swallow it all."

He stripped, displaying an already erect five-and-a-half-inch cock that bent slightly to the left.

"Well get undressed. Most kids are gonna want you completely naked when you blow them."

He waited for Hank to ditch his clothes. Fortunately, the want-to-be Tailer didn't have an issue with nudity. There was absolutely no privacy at his house and he'd been stripping off and having showers at school and sports gyms for as long as he could remember. Often the hot water at his place ran out by the time the fourth or fifth child washed. So, for Hank and his brothers, showering elsewhere made sense.

"Consider this the Tailer uniform -- lots of bare flesh," said Carl running his eyes up and down the 12-year-old. "If you do get picked as one of the Tailers, you'll be out of your clothes, more than you're in them. Get used to it."

"Not bad," said Carl after completing his assessment of the naked younger boy. "You're gonna be popular. A super-cute body, blond hair, and a bubble butt. Your pubes are hard to see but don't worry about that. It's actually an advantage. There's always a bunch of guys turned on by the smaller kids. You'll need to learn to get boners though, when you're working. Most guys are gonna want that. I remember one of my regulars always said, `Forget about good boys being hard to find. The saying should say, hard boys are good to find."

Everyone laughed at the little joke and both Marcus and Hank knew they were in good hands with this experienced Tailer.

Carl let Hank give him the BJ without comment. After he shot, he discussed the good and bad points of the kid's performance.

"Overall, I think it was a 6 out of 10. Not bad, but when you are buying votes, it won't win you any favors." Carl went into the mistakes Hank had made, and then they did it again.

After shooting for the second time, Hank complained that his mouth was sore. "That's because you're doing it right, and you're using muscles that aren't used to it. You need to practice as much as you can before you set out to buy votes. Build them muscles up. But this one was better. I'll come back in two days and we'll do it again. But for now, let's move on to the training box."

Hank hadn't enjoyed the blowjob lesson, and once Carl explained how the training box was to be used, he knew he was going to hate this even more. The teen had him use the KY jelly he had brought with him to lube himself, and then said it wasn't good enough.

"Marcus, you're going to be watching him, and using the wooden cocks. You finish lubing him, but make him keep working on doing it himself." Carl turned to Hank. "Some boys want to finger fuck you, and they will take care of it. Others don't want anything but their dick going up your chute, so you have to be able to protect yourself. And make sure that their dick is well coated. If not, do it yourself. But be careful, don't make them cum, or they will be in your ass a lot longer. Some of the older guys don't lube on purpose, hoping you'll give them a hand job before they get to the fucking part."

It was not the news Hank wanted to hear, but he knew it was coming from an expert. Better to know it now than to learn it the hard way.

After lessons on how to make penetration easier and less painful, and the prostate problem, Carl watched as Marcus finished the lube job. First with his index finger, and then with the middle finger, and finally with both of them. Then it was time for the first dildo.

"You should follow the directions in the box. You start with the Lil' Pee-Wee. My guess is that a lot of thought went into making these things. If you follow the twenty-five-day program they say, you're gonna be taking the biggest dicks on MAC Day without a problem."

"Okay, even Lil' Pee-Wee is going to hurt a bit, but I'll make sure not to cause damage. I'll go slow, but you will need to practice with this at least three more times today. Every five days you need to move on to a bigger one. That will take you up to a couple of days before MAC Day. Then rest for two of them, but practice again the day before. I strongly think you don't go giving booty calls until you take the Harry without pain. Most guys you'll be try'n to get votes from are Harry's or less. But my advice is ask to see their boners first. No real big ones until you can handle the Tom. Okay?"

Hank was hating this more and more, but it was too late now to back out.

To be continued