The Helpful Son (Patreon)

CHAPTER ONE

“Thank you so much for doing this Jack, it will be a huge help.”

Jack kept silent, a young eighteen year old man lying naked on his bed while his mother tapped up his diaper was leaving quite the sour taste in his mouth.

Not long earlier he had been absentmindedly scrolling through videos online, not really doing anything in particular. It was then that his mother pushed her way into his room without much care for his privacy.

“Knock, knock.” She rapped on the door.

It was quite beyond the point however, considering the fact she was already standing in his room as she announced herself.

“What is it?” Jack asked with a heavy sigh.

He was quite privy to his mother’s unannounced entrances, but it didn’t lessen how annoying and uncomfortable it made him feel whenever she felt the need to bust in like the warden of his prison cell.

“I need to ask you a favour.” She said, making herself at home and taking a seat at the edge of his bed.

Jack stopped scrolling and turned his attention to her.

“What do you need?” He asked cautiously.

The last time she had come to him in this manner, all secretive and alluding to something big she needed help with he ended up losing his entire weekend helping his Grandmother clean out her old garden shed. It wasn’t that he didn’t want to be helpful, but an entire weekend spent with family and not friends was a bit much for a young man finding his independence.

“You know my friend Sarah?”

Jack pondered for a moment, trying to place the person his mother was referring too. His mind wondered for a moment, before lingering on an old memory from a few years back. He was visiting a baby at the hospital, not long after she had given birth. He remembered being asked if he wanted to hold the child and he had quickly declined the offer. The memory was so strong since he remembered being dragged along when all he wanted to stay at home and play games, he could care less about seeing a stupid baby.

“Yeah she’s the one with the baby right?” He replied.

His mother chuckled. “Well she’s hardly a baby anymore, but yes that’s the one.”

“Well what about her?” Jack responded.

He wanted to move the conversation along as quickly as possible so she would leave him alone, but for whatever reason his mother seemed to be dragging it out longer than what was necessary.

“Well……..her daughter Hailey, she’s been having issues at school and I was hoping you could help.”

“What with homework, yeah I guess, doesn’t Sarah know how to do her two times tables?” Jack jested.

“Nooo, it’s more complicated than that.” She said, growing slightly irritated by her son’s demeanour.

“Than what is it, what does she need?” Jack asked growing equally as frustrated.

His mother sighed. “She’s having trouble toilet training, and she’s getting bullied at school because of it.”

“Ohhh, well what am I supposed to do about it.” He asked looking back at her puzzled.

“We’ll Sarah’s been trying to find a way to help give her confidence, maybe that might cure her incontinence.”

“So, what?” Jack shrugged. “You want me to give her a pep talk?”

“Can you just be serious about this?” His mother begged.

“You’re being so elusive, why won’t you just tell me what you want.” Jack replied rather agitated.

“I was hoping that if she saw someone else older than her also having trouble with toilet training, than maybe that would make her realise she wasn’t the only one and give her the boost she needs to get it under control. At the very least give her someone she can talk to that has the same problems that she does.”

“What me?” Jack scoffed. “I have no problem using the toilet mum.”

“I know.” She looked back quite apologetically. “I was hoping you could pretend for a little bit, just until we can see if there is any improvement.”

“How do I do that?” He asked, dreading what the answer might be.

“I’d just put you back in diapers so she could see that there are others older than even she is that still need them.”

“What the fuck mum?” Jack cried in bewilderment.

It was an absolutely insane proposition, not to mention how unbelievable it was that she had suggested it in such a manner like there had been nothing unusual about it.

“LANGUAGE.” She scolded him. “It will be a big help and you have nothing to be embarrassed about.”

“What’s in it for me?” Jack asked.

Completely astonished in himself that he was considering it for even a moment, but curious enough about the possibility that such a grand gesture might warrant him something good in return.

“We’ll again, you’ll be a big help and you get the satisfaction that you did a good deed.”

“Is that it?” Jack asked with a rather blank expression.

His mother sighed, she knew it would take some level of negotiating to get her son to agree, but held out some hope that maybe he would do it just to be a helpful son without wanting something in return.

“I figured you would want something out of it.”

She reached into her back pocket with a crumbled up receipt and handed it to him, Jack looked at it with his mouth agape.

“That’s your Christmas present too, it cost a small fortune that thing.”

The latest gaming console was all Jack wanted, unfortunately being unemployed with a meagre allowance offered to him by his mother he knew it would be a long time until he could manage to get his hands on it.

“Where is it?” He asked her bright eyed and expectantly.

“Hidden, you’ll get it once you’ve held up your end of the deal.”

Jacks heart sunk when he realised he wasn’t going to get it right away.

“I can always return it too.” She continued, quickly snatching the receipt away from him.

“What do you want me to do?” Jack asked her quite eagerly.

That’s how he found himself in the present lying back on his bed with a thick diaper wrapped taut around his waist. Apparently Sarah was on her way over with Hailey for dinner so he was about to find out what exactly was required from him quicker than he had anticipated.

She left him there to get used to the feeling of the thick padding while she removed his underwear out of his drawer and decorated the top of his dresser with bottles of ointments and powder. It gave the impression to anyone unfamiliar with the ruse they were planning that the owner and occupier of this room were still in diapers.

It all seemed unnecessary to Jack considering their plan was to fool a child but his mother insisted that he hush and continue to play the part. After realising his underwear was about to be taken away he spoke up, but another warning threat about returning his new gaming console was enough to settle him.

After putting away all his diapering supplies she returned her attention back to Jack.

“How does it feel?”

“Weird I guess.” Jack shrugged.

“Not to tight?” She asked him.

“I think its fine; I don’t know it’s just strange.”

Jack cringed as he listened to the crinkle coming from his diaper, he wasn’t sure how he was supposed to get used to this.

“Well get up and walk around, you need to get used to the feeling, remember you have to act like this is something you always wear.”

“Yes I get it.” Jack said standing with a sigh. “Can I put some clothes on now?”

His mother considered it for a moment but quickly shook her head. “You can put a shirt on, but it’s better that she can see you wearing it.

Jack groaned, but did what he was told and threw a shirt over himself and ignored his pants. He took a moment to look at himself as he closed his cupboard, quickly pulling his eyes away at the humiliating sight that was laid out before him. The reality of the situation was quite jarring, he was standing in his room with a thick diaper on and his mother was hovering over him like a dotting parent caring for a young child.

“Why are you staring at me like that?” Jack whined.

His mother’s gaze turned upwards from his diaper and she smiled at him. “It’s been a while since I’ve seen you in a diaper, they suit you.” She teased him.

“Whatever; when are they getting here.” Jack asked, doing his best to ignore the humiliation.

Before she had a chance to respond there was a knock at the door.

“Speak of the devil.” She said. “Looks like they’re already here come along.”

Jack winced as she took his hand and pulled him away from the solitude of his bedroom out into the living room where his diapered condition would easily be seen by anyone. He cautiously took a seat on the sofa where his mother turned and gestured for him to come greet them at the door.

He shook his head ignoring the stern look from his mother who eventually let it slide before opening the door up to their guests.