This story (and eventually others) can also be seen on my Wattpad!

https://www.wattpad.com/user/blushingginger

This will be posted as 8 separate Chapters here (Reddit limits to post size)

Chapter 2 – An Inadequate Bladder

He was wetting himself. In the middle of the day. Right in front of Kimberly. He was pissing his pants like a fucking toddler in front of the girl he had thought he was going to fuck mere moments before. The dark rivers were already running down his calves, pooling around his feet, a scathing indictment of his weakness and childishness. He felt the last wisps of his weakened manhood drain away as he involuntarily drained his bladder into his pants. He looked up in fear.

Kimberly’s laughter was cut short, and her eyes opened wide too. She pointed at his crotch and nearly bawled with laughter. "OH MY GOD, you're fucking wetting yourself RIGHT NOW? What a pathetic fucking LOSER!” She looked at him with fake doe eyes. “I thought the big baby only needed to wear your Pampers at night time? Did you lie about that to make yourself sound like more of a big boy? Are you a widdle pantswetter during the daytime too?”

As Ron’s drenched pants clung to his weakening thighs, he whimpered semi-coherently, “I never wet myself during the day. I- I- I knew I had to go, I just never had a good chance, and you were here, and then you were making fun of me, and- and I was going to go, but then this happened…”

“Awww, did I intimidate you, little guy?” she jeered. “You’re so scared of a girl like me, that I somehow made you wet yourself? Wow. You’re such a fucking pussy. No surprise, seeing what a beta male bitchboy you are. Guess you’ll be wearing your Huggies all the time now, huh? In case a scary girl comes along and you have a widdle accident in your pants?”

Ron’s face got hot. “No! I don’t need to wear diapers during the day! I’m not a fucking baby!”

Kimberly clearly looked like she was enjoying herself “Oh, are you sure? It looks to me like the little baby needs his diapees. You dribbled all over your big boy pants. Guess you weren’t ready for those, huh?”

Ron started sobbing. He didn’t know what to say.

That didn’t stop Kimberly. “It must be so emasculating to piddle yourself like a two-year-old in front of a girl you almost hooked up with. If there was any chance of me seeing you as a real man after seeing your tiny dick, it’s definitely gone now.  I can’t imagine how you thought you were going to get away with pretending to be one. You can’t handle making love to a woman, or being her partner. What you need is for a dominant woman to take charge of you, put you in your place, and put that tiny little baby dick back in diapers permanently, where it belongs. In fact, I’m going to put your beta-male bedwetting ass back in diapers right now. And you’re going to let me, like the good little submissive sissy bitch you are. Isn’t that right, Puddles?”

Ron felt a mix of shame, embarrassment and resentment at Kim’s words. He didn’t think he wanted to be seen as a beta-male or a sissy, and he didn’t want to be infantilized by his crush. But at the same time, there was something strangely arousing about the thought of her taking control and swaddling his feeble manhood in an embarrassing, emasculating … soft, warm … stupid diaper. He hesitated for a moment, unsure of what to do, then muttered “…Fine.”

Kimberly leaned in, her piercing look and blank expression unchanging. “What was that, pissy-pants? Speak up.”

Ron looked down at his feet. “Fine. Put me in a diaper. I clearly need one.”

Kimberly smirked. “Well, the first step is admitting you have a problem.” She gently but firmly lifted his chin and forced him to look her in the eye. “Ask me to put you in a diaper, bitch-baby. Tell me you’re a sissy and you need me to put you in a diaper.”

Ron huffed. “Please put me in a diaper.”

“Why?”

“Because I’m a little sissy bitch-baby that still pees his pants.”

“Hmph. That’s what I thought. Lay down on the bed, pussy. Let’s get those wet pants off of you and get you into some more age-appropriate underwear.” Kim winked at him condescendingly. She made Ron feel very small and helpless, and not at all like the adult he was supposed to be. He laid down on the bed, feeling more and more like a toddler. The feeling made his eyes water even more than they already were.

“Spread ‘em, bitch,” Kimberly barked, approaching Jon with the wipes that had been nestled underneath the pack of diapers. Ron gulped and spread his legs. Without ceremony, Kim yanked his wet pants off and tossed them onto the floor. She then took the wipes out and began wiping him down like he was a child, smiling smugly all the while.

She remarked "Having a tiny, weak, wimpy little dick like yours probably makes it so hard for you to hold your widdle bladder like a big boy, huh? On the bright side, your tiny dick doesn’t seem to have any trouble fitting in your widdle baby diapers. Honestly, you should start buying the girls' Goodnites instead of the boys' ones, huh? It's not like you need the extra room down there? You certainly don't look like a man when you’re wearing your little training pants regardless. You look more like a sissy to me. I think we should start dressing you more like the sissy you are. But we can worry about that later."

Ron stared and opened his mouth to protest, but she firmly put a finger to his lips, grinning maliciously. “Aw, don’t feel bad, little guy. It’s not your fault you were born with an itty bitty penis. You can’t help it. You were born to be a beta male. There’s nothing you can do to change that. You’re never going to be physically capable of fucking a woman, and you’re probably also too … underdeveloped down there to potty train like a big boy. You were never meant to be a man. You were born to be a sissy diaper baby. Mind as well embrace who you are rather than embarrassing yourself trying to play the man like you did today.”

After she finished wiping him, she coated him in a storm of baby powder that was also lying in his diaper drawer, giggling up a storm as Ron looked to the side sheepishly, feeling vulnerable and mortified that his room now smelled like a nursery. Kimberly leaned in and cruelly teased, “Is that enough powder for your little dick? Tell me you’re ready to be put back in diapers like the pathetic little baby you are.”

Ron looked away and murmured quietly, “I’m ready to be put back in diapers like the pathetic little baby I am.”

With a sickly-sweet smile, Kim pulled a Pull-Up diaper out of Ron’s package and opened it.  She started sliding it up his legs and over his limp, inadequate penis, which somehow was looking even smaller than usual. “Yeah, your effeminate little sissy dick definitely belongs in the girls’ Goodnites instead. Those would definitely fit your … size and build better. And I just know pink would look more appropriate on you.

With a look of satisfaction, Kim tugged the Pull-Up firmly around Ron’s waist, then made him stand up. She gave his diapered behind a smart pat. Ron blushed at the infantilizing gesture. Kim’s lips turned up as she observed how uncomfortable he was being diapered like a child in front of her.

She cooed condescendingly, “That’s more like it. That’s where your little guy belongs.” She looked down her nose at him severely. "So let me guess ... you still have to pee, don’t you, little sissy?" She placed a hand on the tiny bulge in the crotch of his training pants. “Don’t worry – it’s not like I can see you as more of a pathetic baby than I already do.”

Ron looked down at her hand on his Pull-Up and stammered out, "I- I- don't think I have to, but I think I should hit the bathroom a- a- and make sure."

Kimberly, looked Ron dead in the eyes. "Go in your pants, bitch," she ordered him curtly.

Ron’s eyes widened. "W- what?"

"You heard me. You've already proven that you're not capable of making it to the potty like a big boy. So do it. Wet yourself, you fucking diaper baby."

“Y- … you want me to wet my diaper? Right now? In front of you?”

Kimberly smirked. “Of course. If you’re not capable of pleasing me like a real man, then the least you can do is entertain me by doing what you do best. Now do it. Go in your pants, bitch.”

Ron let out a whimper and his knees buckled inward as he grabbed desperately and childishly at his crotch. His courage had given out. Fear of Kimberly overcame him, and he lost bladder control once again. Warmth blossomed out from the crotch of his Huggies and the sound of pee hitting cotton filled the room. Ron felt a puddle of pee grow inside his Pull-Up, the childish diaper struggling to keep up absorbing the shameful flow of pee he was involuntarily releasing into his training pants. The Pull-Up began to feel heavier and squishier as the infantile stream continued on for what seemed like a lifetime, swelling so much that it began to force his trembling thighs slightly apart. The pool of pee in his diaper nearly rose from his taint to his stomach by the time he had finished emptying his bladder into his pants, an act which ended with Ron gasping in a mixture of shock, relief, and apprehension. He pulled his hands away from his crotch, well aware that the silly gesture had done nothing to hide his juvenile accident in progress, or the swelling and darkening of the front of his diaper.

His Pull-Up training pants started to catch up, thirstily absorbing the pool of pee that pitifully piddled out from his tiny, unmanly penis. Ron felt the tide of wetness recede back down his pubic region as the puddle disappeared, sucked into his bloated Huggies. He took a tentative step forward, no longer able to walk normally. Instead, he waddled forward awkwardly, just like a toddler who did not have much practice walking. This increased Ron’s self-consciousness, and more tears formed in his eyes and dripped down his face, silently.

Kimberly, for her part, was thoroughly entertained watching Ron debase himself and crumple in despair. She had sat watching Ron and piss his pants and break out into tears with a smug smile on her face the whole time. Her words broke the silence like a knife through Ron’s heart.

“Did you finish going potty, widdle boy?”

Ron choked back a sob, looked down his front, and quietly nodded his head yes.

“Good little boy,” Kimberly said curtly. “That's all you’re capable of doing. You're not a man anymore, you're just a weak little baby who can't even control their own bladder. You clearly thought a little too highly of yourself, trying to court a lady like myself. But now you definitely know your place.” She put her hand over his diapered crotch and caressed him teasingly. “And soon, everyone else will too.”

Ron bit his lip, both humiliated and aroused, and awkwardly shifted his weight as he felt himself pitching a tent in his Pull-Ups. She’s fucking with me, Ron thought. She doesn’t actually mean that.

Kimberly moved her head inches away from his, her eyes boring into his soul and a smirk on her face. Ron couldn’t resist stealing glances down at her ample, naked breasts, sitting right below his chin as her words raked him. “Awww, does the beta bedwetter have a widdle stiffy in his Pampies? It’s really too bad. You clearly really wanted a piece of me. But you’re just not man enough to fuck me. You’ll never be man enough to fuck me. No matter what happens, I’ll always remember you as the pathetic Pampered pussy who got bullied into pissing his pants by a girl. And cried like a little baby when she told him his tiny two-inch pee-pee would never reach past my ass cheeks.”

Kimberly continued rubbing. Ron continued to sob and pant for breath as her hand rubbed the soft, warm, damp padding against his erect penis. With every delicate stroke, he had to hold back moans of bliss. His dick was so hard it was throbbing, and the sensory feedback his penile nerves were sending his brain with every back and forth was driving him insane. The feeling was the most debasing and the most pleasurable thing he had ever felt in his life. His cheeks were flushed and his brain began shutting out everything but the diaper against his skin. Ron knew that his stamina wasn’t the best, and he became fearful that he was going to embarrass himself yet again, by orgasming in his stupid fucking baby diaper from just a few mere moments of light friction against his diaper. He desperately tried to hold on, not wanting to find a new way to unman himself in front of Kimberly.

But as quickly as it had begun, it was over. A sudden shudder ran up his spine and he cried out involuntarily. His knees buckled inward as his eyes widened, and he felt himself lose control and pump globs of cum all over the front of his Pull-Ups. The diaper greedily absorbed this new, even more emasculating mess on top of his wettings. Fearfully, he looked up to see Kimberly’s reaction.

Upon observing Ron’s shuddering climax, Kimberly’s eyes widened as she processed what was happening. After a moment of quick realization they lit up with taunting glee. She stepped back and put a hand over her mouth in shocked and derisive laughter.

“Oh my fucking god, you have a tiny little limpdick AND you’re a two-pump chump?!?” she choked out between laughs. “Could you be any more of a fucking sissy?” She held a forceful and over the sodden padding of his crotch again. “At least you’re already back in diapers where you clearly belong. Just one more reason why you fucking need them. Bet a little beta bitch like you that can’t control himself has a lot of problems not having an accident in his pants every time he sees a woman who’s too good for him, hm?”

Ron said nothing, merely staring numbly at the ground. Her eyes narrowed, “Is that a problem you have, little bitchboy? Do you have problems splooging in your pants like a sissy bitch because you can’t handle attractive women?”

Kimberly slowly lifted Ron’s chin up to force him to look at her. He muttered something incoherently. “What was that?” she asked.

“Yes, Kimberly,” he stammered.

“And where do beta male sissies who can’t hold their cum like real men belong?”

He gulped. “In diapers.”

She smiled venomously. “That’s right. Little boy learns fast!” Abruptly she turned away from him and began to gather her clothes, as if getting ready to leave. It occurred to Ron that she had given him an orgasm, albeit unintentionally, and that he should offer to return the favor.

“Um,” he stammered anxiously, unsure if he was opening himself up to more ridicule. “Did you want me to – uh – you know – do something for you before you left? To make up for the fact that my d – uh, the fact that I couldn’t give you what you wanted? I could use my h-“

Kimberly’s snorting laughter cut him off mid-sentence. She bent over to reach for something of hers that was lying on his bed, her ample hips and ass stretching out the seat of her pants. Ron’s inadequate erection strained against his sodden padding yet again, and his head swam in despair as he ruminated over his inability to ravage her like he would in his fantasies.

As she clipped her bra on and began pulling a shirt over her head, she chastised him. “Please, Ron, don’t embarrass yourself. In case this wasn’t already clear to you - I don’t have sex with beta males. Beta males like you are not capable of giving me the orgasms I deserve, and I would only ever extend that privilege to a real man. So why don’t you leave it to the big boys to do the things that you never could, okay, Puddles?”

Wincing at the continuation of his new nickname, Ron mumbled “Yes, Kimberly.”

Having finished dressing herself, Kimberly got in Ron’s face one more time. Her breasts were filling out her shirt so aggressively, they almost looked like they might burst out. She corrected him, “Yes, mommy.”

“What?” Ron said, confused.

“You are not a man, and are not capable of being a boyfriend. You still wet your pants, you still need to wear diapers, and you still need your Pampers changed for you. You don’t need a girlfriend. You need a mommy. You and I are not equals. You are clearly not capable of being treated like an adult. So you will address me as your mommy. I am not your peer. ‘Friendzoned’ doesn’t even begin to describe where you’re at right now. You’re a bedwetting, limp-dick, beta male perma-virgin, and you should address me as mommy. Understood?”

Ron gulped. “Yes, mommy.”

“Good,” she smirked smugly. Then without another word she turned on one heel, pulled open his room door, and strut out like a woman who knew she was in charge.

The door clicked shut behind her beautiful, voluptuous, confidently swaying hips. Ron’s eyes flickered close, then open again. He looked down at himself. A drop of water trickled from his eyes to his chin, then dropped to the floor. A drop of water trickled down his thigh from his soaked Pull-Up, then dropped to the floor.

Ron’s shoulders heaved. He fell back onto the bed as he began to sob. Still crying like a baby, he grasped the sodden crotch of his diaper with his hands. He began furiously rubbing back and forth, tears streaming down his face and his legs in the air. He imagined he must look pretty ridiculous doing this, but that only made him sob and rub harder, spreading and closing his legs over and over while his wet training pants crinkled furiously. Abruptly, Ron gasped, as he lost control of yet another bodily function in his Huggies. His mouth opened in a snarl of frustration as he creamed his diaper, feeling more like a beta sissy than ever.

As he lay there sleepily, his head swimming with emotions and dopamine, he stared at the package of Goodnites that Kim had left with the open end sticking out of the shelf. The flat, unopened, soft diapers stared back at him from within the package, as if mocking him and his frailty.

Some hours later he jumped awake, realizing he had dozed off in his reverie. Apprehensively, he put a hand to his crotch, then to the absorbent mat. He had absolutely drenched himself and the mat during his nap. He couldn’t remember the last time he wet the bed this bad.

He also felt he might have had some “wet dreams” last night. About a certain someone’s seductive rear.