“No way!” Jack exclaimed, just barely able to keep an expletive from peppering his protest. Judging from his mother’s expression, she knew all too well how close he had come to uttering an obscenity.
“I made my decision, mister.” She said. “We cannot make a dozen pit stops if we want to reach the cabin today. The sunsets are supposed to be magnificent.” Sensing that he was determined to be stubborn, she sighed wearily. “Jacob, please be reasonable.” Sure enough, Jack stood firm.
“But Jessie will”
“I’ve already explained it to your sister.” He gaped. His mom had already told his twin sister that she was going to put him in diapers for the car trip? How could she! “She promised not to tease you. Do you want me to call her in here?”
“No.” Jack said, his anger a bit deflated. It was too late.
“Jessie!” His twin sister appeared in the doorway a bit too quickly for his liking. “Could you please promise Jack to his face?”
“I promise” Jessie began, a cheeky grin slowly sneaking onto her face before she quickly restrained it again. “Not to tease you about your diapers.” She quickly covered her mouth to hide the giggle.
“There.” Their mother sighed. If this was how they were at twelve, she feared what true adolescence would bring. “Now, shorts and undies off.” His face turned scarlet. Somehow, he had not thought it would ever come to this. Why did he think that his mother would stand down? She always got her way and Jessie was little better. With the two women united against him, what chance did he really have?
Turning his back to his mom, he undressed until he wore nothing but his favorite band t-shirt. Covering himself the best he could by tugging it down, he turned back to her.
“Lie down on your bed.” She said, holding up what appeared to be a small stack of white towels. “This will be my first time using cloth, possibly ever, so I’m not sure how thick it should be.” His mom said thoughtfully. “We’ll use all three, just to be safe.”
“Where did you find these?”
“Butt up.” He complied, although it was difficult with his hands still cupping his privates. He lowered his hindquarters again, feeling the large, soft stack slip under him. “A coworker with a daughter who had a bedwetting problem. Apparently her skin was sensitive to the sort of plastic they use in diapers, so they used these cloth ones. Something like that, at least. Denise likes to ramble, so I can’t remember every detail. I do know they were her daughter’s though.” The idea of getting a girl’s handmedown diapers made him blush. He idly wondered for a moment just how many people his mom had told about her plan to diaper her practically teenage son. He did not know if he would like to know the answer.
Sprinkling some powder into the diaper, she lifted it up between his legs, swatting his hands out of the way.
“Hold still. These pins can hurt if you wiggle too much.” She said, pinning the diaper snugly around his waist. He could feel it pressing against his thighs. It vaguely resembled underwear in form, but it was dramatically thicker. He started to sit up, but his mom stopped him. “One last thing there, kiddo.” She said. “Those won’t hold much. You need something over them.” She looked around. “Must’ve left it in the other room. I’ll be back in just a moment.”
Jack stared down at the diaper, trying to not notice the pink diaper pins holding it around his waist. He got off his bed, having to take a moment to adjust his center of gravity to avoid losing his balance. He took a few steps, feeling the bulk of the diaper pushing his legs farther apart, forcing him into a sort of waddle. They were cotton just like his boxer briefs, but they felt so different. There was an unfamiliar slipperiness to them that seemed constant, and of course their soft bulk was something he wondered if he could ever get used to. It was only for a few hours. Once they reached the cabin, he knew he would be back in his normal clothes, ready to enjoy a few weeks at the lake.
“What do you think?” His mom asked suddenly, causing him to jump. He waddled back toward the bed, but she stopped him. “You can stay standing, Jack.” She kneeled down and held out something for him to step into. He looked down and balked.
“What is that?”
“They’re called plastic pants.” She said. “I know, they’re pink and they’ve got a little bit of lace around the legs, but Denise assured me that they’re the only ones she could find that weren’t ripped.”
“But”
“No buts, mister, unless you want yours red and sore under your” she stopped before she said ‘diaper’, knowing that it would throw him into another fit. He got the message all the same. He gently placed his hands on her shoulders as if he did this all the time and stepped into them. She pulled them up his slender legs and over his thickly diapered bottom. “They fit perfectly.” She remarked. “I need to take a picture, c’mon.” She grabbed his shoulder and led the waddling boy out of his bedroom, leaving his discarded shorts behind.
Peering out of her bedroom across the hall, Jessie giggled as she saw her brother waddling around in frosty pink plastic panties, bulging from the diapers underneath. She disappeared back inside when he shot her a look that could kill, it seemed, although it was somewhat undercut by his hilarious get-up. He always thought he looked so tough in his Flight of Dogs t-shirt, but he looked ridiculous right now.
“Mom, why do you have to take a picture?” He asked, trying without success to keep a childish whine from his voice.
“To show Denise how perfectly they fit you. I won’t show her your face or anything, if you want, but I did tell her that you’re my son, so she’ll know that much.” She retrieved her phone. “Lift your shirt out of the way please, Jack.” She said. The moment he complied, she took several photos in rapid succession. “Show me the back too please.” The bashful boy obeyed, glad to have his face turned away from her, at least until he realized he had turned right in the direction of the full-length mirror, giving him a view of his peculiar wardrobe. Seeing his discomfort, his mom put her phone away.
“Can I go put my shorts on now?” She eyed his diaper with those darling pink plastic panties stretched over its bulges and nodded, secretly curious to see if he would be able to fit his shorts over his big diaper. She stifled a giggle not unlike Jessie’s as he ran out of the room, waddling every step of the way. She knew that there was no chance of him fitting anything over those diapers. She had made sure of that.
Sure enough, when she walked into his bedroom, he was trying in vain to force his shorts over his fat diaper, grunting from the effort. She watched for a moment before finally deciding to intervene.
“Doesn’t look like it’s going to work, buddy.” She said gently.
“What am I going to do?”
“You can ride in the car in just your shirt and diaper.”
“What?” She had known he would react just like that, but she remained firm.
“The car’s in the garage. No one will see you.”
“But”
“But nothing. The cabin we’re going to is totally secluded. You can get dressed there.” Jack was about to continue arguing, but he saw his mom’s face and fell silent.
* * *
Out of necessity, Jack tightly gripped the bannister as he went down the stairs, feeling the fat diaper shift against him with every step. He sat on the couch in the living room, shifting a bit, trying to get used to the fat diaper under his bottom. He pulled a pair of black socks onto his feet, followed by his favorite pair of well-worn sneakers. He could not believe how strange it felt being fully dressed except for pants. Even wearing just his underwear would have covered more than this diaper did! He sighed, but reminded himself that it would only be a matter of hours before he had his boxer briefs back on. Everything would be back to normal then. He just knew it.
“Alright, kids! Everyone into the car!” Mom said, gesturing toward the door to the garage. Nervous about Jessie seeing him, Jack ran toward the door as quickly as the thick cotton between his legs allowed him to waddle. He practically dove into the backseat of the car. “Buckle up!” His mom said with a chuckle. He obeyed, which only served to remind him of his bare thighs and fat pink-pantied diaper. He had never appreciated how thin his normal clothes were until he had to sit there with all those layers of padding under him.
Jessie got into the front seat, looking back at her twin brother and smirking. She had clearly not been told about his lack of success in covering his humiliating undergarments. He stuck his tongue at her and would have done more, but their mom got in the car and both kids snapped into good behavior.
Jack sat in the back seat of the car, unable to stop himself from playing with the lace around the legs of the plastic panties he wore. His head still spun as he tried to make sense of just how he had ended up sitting in the back seat in a t-shirt and girly diaper.
Once they were about fifteen minutes away from the house, the reality of the situation sunk in for Jack. Since he did not have anything over his diaper, even if they did stop, he would not be able to get out to use the bathroom. He would have no choice but to use the diaper! No, he would just hold it. How hard could it be? As if on cue, he felt the very twinge in his bladder that he had been dreading.
“Mom, how far is it to the cabin?” He tried his best to hide his anxiety about his bladder’s growing ache.
“Quite a while, Jack.” His mom said. “We’ll stop for some lunch in a couple hours. That’ll be roundabout the halfway point.”
“We’re going to stop for lunch?” Jack asked nervously.
“We’ll either go through a drive thru or Jessie and I will go inside and get something to go. You won’t even have to get out of the car until we reach the cabin.” He tried his best to look relieved, but he had his doubts about being able to hold it all that time.
“If you’re thirsty now, there are some bottles of water in that little cooler behind me.” His mom said.
“Could you hand me one, Jack?” Jessie asked. He handed it to her. “Not thirsty, bro?” She asked with a grin. He just shook his head and looked away.
By not thinking about it, Jack realized that his bladder ached less and he began to feel confident about being able to hold it for the entire car trip. The only time he even thought about his bladder was when his mom or Jessie asked him about the status of his diaper periodically. He still could not even believe he was in a diaper. Sure, he had had some close calls on long car trips, but the last one he could remember had to have been at least three or four years ago.
He mentioned that to his mom, but Jessie immediately jumped in to correct the record. Being his twin sister, they were in the same class at school, so there was very little chance of anything happening in his life without her knowing about it.
“Just last week, you were begging Mrs. Axworthy to let you go to the bathroom.” She said.
“Oh, and don’t forget that field trip where you nearly wet your pants.” His mom added.
“That field trip was in second grade!” Jack protested.
“It was fourth grade.” Jesse corrected again. In Jack’s opinion, she was a know-it-all all too often.
“Was not!” Jack retorted.
“Inside voice in the car, Jack. Both of you.” Their mom reminded them. They were so alike in so many ways they did not even acknowledge. “The fact of the matter is, mister, you’re in diapers for the drive to the cabin and, guess what? You’ll be in them for the drive back too.”
“But”
“No buts, Jacob Anthony.” She said firmly. “If you manage to stay dry, we’ll talk about doing a thinner diaper that you can wear your shorts over.”
“But I like seeing his plastic panties, mom!” Jessie said. “Can’t we put it up to a vote?”
“We’ll see.” Jack sulked in the back seat once again. Jessie was always so eager to demonstrate that she was the more mature of the twins and it was hard to argue that she was not while he was sitting in the back seat in a literal diaper.
“We’ll be stopping for lunch in about half an hour. How’s your diaper, Jack?”
“Dry.” Jack muttered.
“I couldn’t hear that.” His mom replied. He could not be sure if she had genuinely not heard him or not.
“I’m dry.” He repeated, crossing his arms.
“Alright. If you keep mumbling, I’ll have to start checking you myself.”
“I can do it!” Jessie said eagerly.
“No, only I’ll do it.” Jack was relieved that his mom had finally put the brakes on Jessie’s teasing, even if it was just for the moment.
* * *
They arrived at Bouncy Burgers, but the drive thru was out of order. Jack’s mom simply smiled and parked.
“We’ll run inside real quick and get food. You sit tight here, Jack.” He nodded, grateful that he could hide in the backseat from nearly every passerby, unless someone came right up to the car. He watched as they disappeared into the restaurant, leaving him alone with his thoughts and, unfortunately, his urgently aching bladder. He groaned and squirmed. What was he going to do? The bathroom was right inside, only a short walk away, but he could not go in there in a t-shirt and a diaper! He refused to, even if it meant squirming like this for the rest of the trip.
Jack tried to push his thighs together, but the fat diaper between them refused to allow it. He bit his lip, hoping that the pain would distract him from his dire need to pee. He had to think of something. Could he find something to use as a makeshift toilet? The car was clean of empty bottles, at least in the back. Looking toward the front, he spied Jessie’s bottle of water with only a small swallow of water left. Did he dare? He unbuckled his seatbelt and stood, stretching to try to grab it. It was down on the floor of the front seat, but he stretched as far as he could, his pink plastic pantie and diaper-clad butt sticking up high in the air.
“Almost, almost.” His fingertips were brushing the blue cap. He was so close. Just a tiny bit more. He stretched with all his might, focused on nothing more than grabbing the bottle. All at once, he felt his bladder release.
Betty Pearl's Sissy Stories 20.1
Topic: Secluded Cabin Sissy (Read 76953 times)
