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Chapter 31 by Maddiethedog22

How does the night go?

Michael has a dream.

After untangling from his wife, Michael crawled under the covers on his bed in post-orgasm bliss. Exhausted and content, he fell asleep quickly after closing his eyes, leading him into one of the strangest dreams of his life.

In his dream, Michael opened his eyes to find he was sitting in the middle of his living room, staring at his television, although something was off. First, Michael realized that rather than the TV playing sports, a home improvement show, the news, or even one of Kyle's trashy reality TV shows, it was playing the Teletubbies. Michael could barely remember that show from his childhood, but what he did remember was feeling too old for it when he was only 5 or 6. That was different today though. For some reason the show was entrancing. It dominated almost all of his attention.

However, as Michael's attention was sucked into the babyish TV show, he also started to vaguely notice some other oddities around him. For instance, he clearly wasn't sitting on his couch. Instead, he was sitting on a piece of furniture slightly elevated off the floor with a very slightly padded surface for him to sit on that had mesh sides trapping him in--a playpen? No, it couldn't be, Michael thought to himself as Tinky Winky sang with the giant baby in the sun on the TV.

Michael also slowly became aware that he had something in his mouth. He reached up to feel it, and felt a mouth guard covering his lips with a large ring in the center, that had a ribbon tied to it that was clipped to his shirt. Michael started to think about pulling the intruding object out of his mouth, but stopped before he did, realizing that suckling the rubber nipple in his mouth felt nice and calming.

Finally, Michael was aware of a stench in the air and a slightly unpleasant, lumpy feeling from beneath him that caused him to wiggle and squirm wear he sat. Every time he moved, Michael could hear a slight crinkling, but the noise, like the discomfort on his rear end, barely registered to him over the colorful scene being played on the TV. Michael didn't even notice that in all of his reshuffling, he wasn't capable of closing his legs due to the bulky padding wrapped around his waist.

As Michael watched Teletubbies happily, clapping his hands and giggling along, while sucking his pacifier and sitting in his messy diaper in his play pen, he didn't notice the soft steps of another person entering the room.

"Woooowweeee Little Mikey! Something smells rotten in this room! Did you make a big present in your pampers?" A female voice announced from behind Michael.

The voice immediately snapped Michael back to reality. He turned to face the speaker face turning bright red as he suddenly realized his situation.

"Emmawy?" Michael mumbled from behind his pacifier, surprised and embarrassed to see his CrossFit Coach in his house.

"Of course, silly! I'm your babysitter today while your Mommy is out running errands! Don't you remember, or did you poop out some of your memories into that diaper to?" Emily responded as she walked up to Michael's playpen and unceremoniously pulled back the waist band of his diaper to inspect the large load of shit hiding inside. Michael squirmed at the sudden invasion of his personal space.

"Just like I thought. You really destroyed your diaper Mikey! You know your Mommy doesn't pay me enough to change a grown man's shitty diaper right? You're just going to have to sit in it until she gets home," Emily informed Michael.

"No! Please change me Emawy!" Michael immediately started begging. Now that his focus on the TV has been broken and he was suddenly fully aware of his situation, the feeling of sitting in his own mess combined with the embarrassment of being seen in this state by the most beautiful woman he had ever met was too much. He started to sob.

*No can do Bubba!" Emily said tussling Michael's hair, "But don't start with those crocodile tears. I've been here enough to know how much you LIKE those poopy diapers. How about I go get you Mommy's princess wand so you can show me how much you like having a poopy bottom again."

Michael grew an even deeper shade of crimson at the sudden understanding of what Emily was implying. The idea of masturbating and cumming in a poopy diaper sounded disgusting to him. However, before his normal consciousness could respond, his dream self took control.

"Yeth! Pwease Ms. Emmawy! Pwease wet me make cummies!" Michael's body said as his consciousness internally screamed.

Suddenly, with a speed that could only happen in a dream, Emily was standing over Michael's playpen, reaching down with a vibrating Hitachi massager, aiming it right for Michael's padded groin. Once again, with no thought for his conscience mind's desires, his body took control.

Michael felt as he threw his hand behind him, allowing him to lean back a thrust his now very stiff penis, hidden beneath brown and yellow stained padding, into the incoming vibrator. Emily began to laugh as she pushed the head of the wand into Michael's crotch and he started aggressively humping it.

"Good boy Mikey! Hump Mommy's wand! Show your babysitter how much you LOVE your poopy pampers!" Emily said encouragingly. Michael, screaming internally, felt like a passenger in his own body as he continued to ferociously grind into the vibrator as drool started to drip down his chin from under the gate of the pacifier.

Michael continued to put on his disgusting show for Emily for what felt like hours in his dream, his body never quite able to give in and cum, when he heard a new voice in the room.

"Emily? What the fuck is going on here?" Kylee said from a position somewhere behind Michael's playpen. Michael's body was so determined to cum, he couldn't get himself to turn and look at his wife turned dream-Mommy.

Emily pulled the vibrator out of the playpen as she stuttered, "Nothing, miss! Little Mikey here just had a poopy diapy, and I thought, well..." Emily stammered.

"You thought what?" Kylee cut Emily off, "You thought you would condition my poor little boy to get off in his dirty diapers? Haven't we specifically talked about this!"

"Well, yes," the beautiful Emily stammered, suddenly timid and meek in the presence of the domineering Mommy Kylee. Michael's conscious self wasn't turned on at all by being **** to cum in a shitty diaper. However, something about watching his wife boss around the Greek goddess that was Emily really got him going, regardless of the state of his pants.

"And what did I say would happen if I caught you doing this again?" Kylee asked, her tone commanding Emily to answer.

"I... I'd be punished," Emily said, shrinking away from Kylee, who seemed to be growing bigger with every passing moment in the dream.

"Correct. So, come here and lay over my lap now missy!"

Emily immediately obeyed. Michael watched as his wife, now seemingly 8 feet tall, held Emily bent over her lap, and pulled Emily's pants down, revealing, surprisingly, a pair of what were clearly cloth training pants with pink kittens emblazoned all over them.

"Well aren't these precious? It looks like Baby Mikey isn't the only one here who has problems keeping his pants dry!" Kylee laughed as Emily began to sob at her humiliating underwear being put on display.

"Now sweetheart, I need to pull these down because I want you to get the full effect of my punishment, but I'll leave them just high enough up to catch any accidents if you just can't hold your potty like a big girl," the now-giant Kylee said as she partially lowered Emily's training pants, revealing her incredibly shapely ass.

Then, suddenly, a wooden spoon appeared in Kylee's hand and she started swinging. Michael watched enthralled as this enormous version of his wife delivered blow after blow to Emily's pert little ass. Michael couldn't help but start to grind his crotch into his diaper he was so mentally aroused by the sight.

"Babysitters! Should! Listen! To! Their! Employers!" Kylee said, punctuating each word with a spank. "You! Are! A! Naughty! Disgusting! Little! Girl!" Kylee continued. "Now! Say! That!"

"I... Am... A... Naughty... Disgusting... Little... Girl!" Emily said. Each word was punctuated by another hit to get backside, except the last one. The last word was emphasize by the sound of a stream of urine splashing into the thirsty padding of Emily's cloth training panties. At the sight of Emily pissing herself, Michael began humping his dirty diaper harder.

Kylee began to laugh. "I am so glad to see what a pathetic little girl you really are. It was clearly a mistake to hire you to watch my previous little Mikey. Now, waddle you little wet pink ass over to the corner, put your hands on your head, abs think about your actions!" Kylee lectured as she helped Emily into a standing position.

Michael continued to thrust his rock hatd dick into his disgusting diaper as he watched Emily waddle with her wet training pants hanging heavily between her thighs, over to the corner if the living room. Michael has almost grinded himself to completion when his wife's attention turned back to him.

"Mikey! Stop that! Humping your poopy diapers is disgusting, you dirty little boy! How am I ever going to potty train you if you start getting off after you"be shit yourself?" Kylee asked rhetorically. Michael stopped humping the soft, warm, stinky padding and turned red with shame upon hearing the reprimand.

"Sowwy Momma," he lisped out from behind his pacifier. Kylee shook her head as she stood up, walked over to the playpen, and lifted Michael out with surprising strength. Kylee easily placed Michael on her hip as she carried him to a changing mat in the middle of the room that Michael would sweat hadn't been there a moment before.

"It's okay sweetheart," Kylee said as she laid Michael down on the mat. "It's not your fault when naughty little girls go out of there way to get you all hot and bothered without permission." Emily shuffled nervously from foot-to-foot in her spot in the corner of the room at hearing her previous actions mentioned again.

"Let's get you cleaned up," Michael's dream-Mommy said as she undid the tapes in the front of his diaper. She then pulled down the front of the diaper, revealing the disgusting mess within. "Oh Mikey, what are we going to do with you?"

Michael then was momentarily surprised as Kylee grabbed both of his ankles in one hand and easily lifted his legs and pushed his feet over his head in one fluid motion before she began expertly wiping his ass clean.

After thoroughly and clinically cleaning Michael's ass and groin, Kylee balled up the dirty wipes in Michael's used diaper, laid a clean diaper under him, and started the process of rubbing barrier cream all over his exposed skin. When Kylee got to her husband's penis, however, she stopped.

"It's really not fair to get you all worked up like Little Miss Pissypants did over there and not let you finish," Kylee said. "Now that you're out of your poopy diaper, I could probably help you finish now, but I need one thing from you."

Michael nodded his head vigorously. *Yeth Mommy, anything!" He responded eagerly, still sucking on the damned pacifier.

"While I am rubbing your wee-wee, I want to to tell me how much you love your beautiful, powerful Mommy," dream-Kylee said, twisting words Kylee has said in the real world mere hours earlier.

"Yeth, Mommy," Michael acquiesced.

With that, Kylee turned her attention to Michael's engorged member and began stroking the length of it up and down slowly. Michael began to moan.

"Mommy... ith... bewtyful!" He grunted out. Kylee began to stroke faster as a reward.

"Mommy... ith... powerful!" He groaned out. Kyle's strokes came even faster. Michael's body started to shiver in pleasure.

"Good boy! Now tell me how much you love Mommy!" Kylee commanded. Michael complied.

"I... wuv... Mommy... more... den... anyone... in... da... whole... wide... world!" Michael yelled out enthusiastically between moans.

"Good baby!" Kylee said as she picked up the rhythm of her strokes drastically, adding a little extra stimulation to the tip of Michael's penis.

The increased speed and new pressure out Michael over the edge. He started to buck and moan in the floor as hit, sticky cum began to shoot from his penis. However, before Michael could make a mess, Kylee released Michael"s penis, folded up the front of his fresh diaper between his legs, forcing Michael to cum into the padding. Despite the embarrassing nature of the situation, Michael has to admit the sensation wasn't unpleasant.

"Good baby!" Kylee repeated, rubbing the front of the new diaper as Michael continued to cum into it. "That's my good boy! Doesn't it feel good to be in a fresh, clean diaper?" She continued.

Michael could only blush as he continued to moan in pleasure.

Just as Michael finished, a sudden hissing sound started coming from Michael's groin. Michael felt a warm, wet sensation spreading around his ass and crotch. With one hand still rubbing the front of his once-fresh diaper, Kylee stared dwn at Michael with a disappointed smile.

"Really, Mikey? Already! What am I going to do with you?" She said.

Michael closed his eyes in shame. He was in utter disbelief that he had pissed himself so quickly after a change.

When Michael opened his eyes again, though, he was no longer in the dream version of his living room. Instead he was in the very real life version of his bed. Almost everything has changed except one thing. The feeling of warm, wet urine spreading over his waist, groin, and ass.

What was Kylee doing during this dream?

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