Diaper Gamble (Chapter 4) (Patreon)

Chapter 4 = The Second Dare: “What?” She said a little shocked. “A new dare? What’d you mean? But we just finished a dare.” Dave smirked at her.

“So? I find that it’s the perfect opportunity to try something new then.” Dave’s grin grew as he leaned in a little closer to her. “Come on Sarah... I know you... even after what happened at the zoo I know you’re dying to except another dare. You love the thrill just as much as I do...”

The short girl was furious at herself for so easily falling into an obvious trap, but he was right. The idea of another idea was quickly sending excitement through her body. For a moment, she was trying to talk herself out of it. Hell! She’d just pooped herself for the first time in over a decade because of a dare, why would she ever agree to another one. She already knew her answer...

The chance for revenge.

“What would the dare be?” Sarah was unnerved by the smile widening on Dave’s face. She knew that this was exactly what he wanted, a chance to humiliate her more. Dave reached into a bag that he had next to the bed and pulled out... a onesie! A soft bright pink onesie with kittens on it. Sarah had to hold herself back from remarking how cute it was. That would only prove his point of how childish she was. Next to the onesie Dave plopped down another one of the infernal diapers that she’d been wearing for the whole day.

“I dare you to wear these to bed. And if you can make it the rest of the evening and nighttime without having any accident than I’ll take whatever punishment you can come up with.” Sarah was the one to smirk this time as her head went wild with ideas. She knew that she had to ask another dreaded question though.

“And what happens if I do have an... accident?” She asked, nervously.

“Then you have to wear another diaper and whatever outfit I pick out for you for the entire day tomorrow, just like you did today. But this time you have to do everything I say. And if you disobey, you will be punished even worse.”

Sarah thought about it. Was the risk worth the reward? Seeing Dave get humiliated would be so sweet after everything she went through today, but if she lost then she’d have to spend a whole extra day in diapers and it would be even worse because she’d have to do exactly as Dave said. She struggled with the urge to say no... but she couldn’t help herself. Despite all that had happened she still loved dares.

“Deal.” She said more suddenly then she meant it to. “Give me those stupid clothes.” Dave chuckled and handed them to her.

“Someone’s very eager to get into her little diapie. Is that right babygirl?” Sarah shook her head at him.

“Bite me.” After a little difficulty Sarah managed to dress up in the diaper and onesie. She hated to admit it but the onesie was extremely comfortable. It even had cute little covered feet. Maybe when this was all over she’d buy one secretly for herself and not tell Dave about it. She hated how obvious it was that she was wearing a diaper underneath it. The diaper caused an obvious bulge in the crotch region that crinkled anytime she moved.

“Okay Sarah, time starts now.” Dave said, smiling at how cute she was.

Sarah knew that she shouldn’t feel nervous but for some reason she did. She was 21 years old for Pete’s sake and had gone almost every day for years and years with no accident. Though for some reason when that was suddenly her only goal, it was fresh on her mind. Part of her body could almost feel the temptation to just release her bladder into her diaper, but she quickly shook the strange thought out of her head and ignored it.

Dave and her spent the rest of the evening drinking and watching movies and playing a little video games. It was so fun that more than once Sarah actually forgot that she was wearing an infantile garment made to be peed in. The only time she thought about it was when she shifted her butt in a weird way and made the garment crinkle loudly, or when Dave would purposely embarrass her by poking her butt or asking if she needed a change by now. She punched him in the arm for that one. The night went on for a while and before the two of them knew it, it was almost 1:30 a.m.

Sarah hadn’t meant to, but she had gotten pretty drunk. Enough so that she had started stumbling when they went to the kitchen for a late night snack. By the time the drunk girl had passed out it was almost 3:00 a.m.

*****

Sarah awoke to Dave already having left the room. The gentleman he was, he had let her have the bed while he slept on the floor. She sat up and noticed something strange... her crotch felt warm. With sudden panic flooding through her, Sarah unzipped her onesie and reached inside to feel her diaper.

It was soaked!!!

“No! What the fuck?” She said out loud. How had this happened? She couldn’t have actually had an accident, could she? Then again, she did always need to pee a lot when she got drunk. Last night she had just gone to sleep because it was too hard to find her onesie’s zipper with her vision all wiggly. “Fuck, fuck, fuck.” She repeated when she realized what this would mean.

“Hey baby, how’s it going?” Dave’s voice made her jump. He had re-entered the room when she wasn’t looking. “Is everything okay?” Dave’s face changed from confusion to a smile as he saw Sarah’s onesie zipped open and a couple of her fingers stuck in the top waistband of her diaper. “Babygirl... did you? Did you do what I think you did?” Dave walked over and crouched down next to the girl. Before she could do or say anything else he reached forward and pressed his hand firmly against the crotch of her diaper. Sarah squirmed as she felt the soggy padding pushed up against her privates. She blushed even more as the fabric rubbed against her. Dave let out a soft gasp. “You did! Sarah! You did it again! Did the little baby have too much to drink last night?” He chuckled at her.

“I-it was your fault! You are the one who made us such strong drinks! You tried to make me drunk on purpose.” Dave laughed at her.

“Don’t blame me little girl. You don’t see me peeing myself. You could have made the adult choice to not drink too much, but you didn’t. Now come on, let’s get you changed. Don’t worry my parents are already gone for the day.” Dave helped her stand up and led her to the bathroom. “Did you... fully use your diaper little girl?” Dave asked.

Sarah’s cheeks turned even redder than they already were. “Did I what? You can’t be seriously asking me that?”

“I have every right to ask you that. Don’t you remember the rules babygirl? You have to do everything I say for the rest of the day.” Dave pushed her down until she was sitting on the toilet. “Go on babygirl, poop for me.”

“N-no Dave... come on please. Last time was a total accident.” Dave simply laughed at her again.

“Sarah you agreed to a dare. You have to follow the rules and obey me for the rest of the day or I’ll think of an even worse punishment for you, I promise.” Dave bent down on his knees so he was face to face with her. “Come on little girl. It’s one messy diaper. No one will know besides you and me, just like at the zoo. I want to watch you poop yourself and then you can get cleaned up, okay?”

“B-but...” Sarah tried to say.

“Now little girl, poop for Daddy.” Sarah whimpered as he stared down at her. She couldn’t believe he was actually going to make her do this. She sighed deeply and decided to just get it over with. There was no avoiding it.

She grit her teeth, lifted her butt slightly off the toilet, and pushed! She was surprised by how easy it was. For the second day in a row, within less than 12 hours of each other, Sarah grunted as she felt a big warm mushy mess slowly push into the padding wrapped around her butt. She whimpered and whined, but she kept going. It felt like someone was pouring warm mashed potatoes into her underwear. She pushed and pushed and the mess flowed out of her making her diaper smelly and saggy in only a few seconds.

Dave enjoyed the wonderful sight as his beautiful best friends butt in her onesie slowly but surely expanded and started to sag downwards towards the toilet seat.

When she was finally done, Sarah slowly sat back down on the toilet and tears came to her eyes as her bottom settled in the gross warm mush.

“Don’t cry sweetie,” Dave said encouragingly. “You were such a good girl.” He leaned forward and kissed her deeply on the cheek. This took Sarah by surprise even more than the messy diaper had. “Come on little one, let’s get you changed. Big day ahead of you.” 

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This story was written by Zander Chesney
You can find more of his content here :
https://zanderchesneyoriginals.tumblr.com/