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Chapter 37 by Maddiethedog22

How does Emily handle Kylee's bad behavior?

Emily blackmails Kylee.

"What are we going to do with you, Ky-ky? Less than 8 hours after promising your Daddy to be a good girl to earn his trust back and you try to break his rules? I guess he was right after all to have me come babysit you," Emily lectured Kylee.

Kylee stammered a response. "It's... it's not what it looks like... I was just checking to see if Michael... I mean... Daddy was home!"

"And the first place you checked was the guest bathroom? Don't lie to me little miss piddle pants. You're to bad at it to try."

Emily started to advance on Kylee like a leopard stalking a baby gazelle as she spoke.

"No, you were trying to sneak into the bathroom to use the potty instead of your diapers. We both know that that is unacceptable," Emily continued, drawing closer to her prey. "Really, the only question is whether I tell your daddy about your bad behavior or not."

Kylee began to cower like an animal caught in a trap as Emily looked over her.

"Please! Don't! I didn't mean to be bad! I just didn't want to be stuck in a poopy diaper! Please, please don't tell," Kylee swallowed, the last word still uncomfortable coming from her mouth, "Daddy."

Emily pressed her pointer finger to her mouth, making a show of contemplating her options.

"I really enjoy that I was your Daddy's first choice to call as a babysitter. What sort of babysitter would I be if I violated his trust so quickly and didn't tell on his naughty little girl?" Emily asked rhetorically.

Kylee dropped to her knees to beg.

"Please! I'll do anything! Anything! Just, don't tell Daddy I tried to use the toilet!" Kylee pleaded. In the back of her mind, Kylee realized that it was these exact words that had gotten her into this situation in the first place. However, she also knew she was in too deep to stop now.

"Anything, huh? Prove it to me. You said you needed to poop, poop yourself, now!" Emily ordered.

Kylee blushes, but knew, one way or another, she wasn't getting through this morning without shitting her diaper. So, already on her knees, Kylee dropped to all fours and started to strain and grunt.

At first, only small toots escaped Kyle's butt cheeks. However, it didn't take long before Kyle's grunts were punctuated by loud trumpeting sounds from her asshole. With each noise from her rectum, Kylee's face turned a deeper shade of crimson.

Despite refusing to raise her eyes from the ground, Kylee knew that Emily, the most intoxicatingly sexy woman she had ever met, was watching her actively attempt to shit her pants. It was like one of Kylee's dreams had come to life. And, just like in Kylee's dreams, she found herself both more embarrassed than she could put into words, but also, disturbingly aroused.

And then, it finally happened. Kylee arched her back like a cat and let out an impressive final grunt. The solid mass of shit that Kylee had been storing since she was last **** to poop herself by Julie, slid out of her anus and into her waiting diaper with a sickening crinkle. Kylee could feel her diaper grow heavier and heavier between her legs as each turd settled into her pants. Kylee's only relief was that due to her body position, her disgusting excrement settled in a way that it wasn't touching her skin. It did feel like her diaper was threatening to fall off of her from it's new weight though.

Emily watched the whole scene with a satisfied grin on her face. Watching the slightly older woman debase herself for her was a rush. She could feel her pussy throbbing in excitement.

"Oh no! Did Baby Ky-ky make boom-booms in her diapy? It sure smells like she did!" Emily taunted Kylee.

Kylee looked up from her position in all fours with a pleading and defeated look in her eyes.

"I did what you asked. Now, do you promise not to tell Daddy what I did?" Kylee asked.

Emily laughed.

"Oh, sweetie, you thought this was all it was going to take to get me to keep my mouth shut? No, no no! I was going to see your stinky little butt in a poopy diaper one way or another this morning. This was just to make sure you were going to start following the rules you and your Daddy agreed to," Emily responded. "We haven't even started with what you need to do to keep me quiet."

"Wha... what? Shitty my pants wasn't enough for you?" Kylee responded, angrily.

"Ah, ah, ah! Babies DO NOT use naughty language. And, to answer your question, no, pooping your diaper is EXPECTED from your Daddy from now on," Emily lectured the infantalized woman. "To please me, you are going to have to do more than comply with Daddy's rules, silly girl!"

Kylee's stomach dropped to match the droop in her diaper. She was going to have to do something worse than this. She involuntarily scrunched her face up in a look of disgust.

"Oh, don't worry baby, it won't be that bad. First things first though, I only got to watch a recording of your little show for your Nanny yesterday. I'd like an in-person performance for me. Do you have any stuffed animals around the house?" Emily asked.

Kylee grimaced again before thinking about whether she had any stuffed animals in the house. She didn't think she did, and told Emily that much.

"Oh, a baby with no stuffies! That's unacceptable. We can still have a show without a stuffie though. Why don't you crawl over to your favorite babysitter, straddle her leg, and show her just how much you love her?" Emily asked in what was more of an order at this point.

"You, uh, you really want me to... to hump your leg? While I'm wearing, this?" Kylee said, gesturing to her soiled undergarments.

"Yes, I would. Now hurry up before I get your Daddy on the line!" Emily commanded.

The mention of Michael reminded Kylee of her situation, so she did as instructed. She crawled on all fours the short distance to Emily's left leg, then placed each of her knees on either sides of the leg. She pressed her warm, soft, soggy padded crotch against Emily's shin, grabbed Emily's very toned legs, and felt the weight of her shit settle below her. Kylee then looked up at Emily with pleading eyes, begging her without words not to make her do this.

Emily just looked down over her large breasts to the smelly, diapered woman with a malevolent smile.

"You heard me, prove to me that I'm your favorite new babysitter!"

With that, Kylee started. Hugging Emily's toned leg to her chest, she could let Emily's sweet sent of sweat and perfume into her nostrils. It was almost enough to overwhelm the smell of her own mess. She closed her eyes and rubbed her hands up and down Emily's legs, reminding herself of her base, sexual attraction to the other woman's body. Letting herself be taken in by her attraction to Emily was enough to start to make Kylee's pussy start to pulse with arousal. She could feel herself growing wet. So, she did what was natural. She did what was expected of her. She started to grind her diapered vagina into Emily's leg rhythmically, like a naughty dog in heat.

Kylee grinded her crotch up and down on Emily's leg, letting the friction of her damp padding get her closer and closer to orgasm. She started to moan as she rubbed herself on Emily, feeling the crap in the seat of her pants bounce and spread across her ass and groin with every thrust. Despite or, as much as Kylee would hate to admit it, because of the humiliating state of the underwear that was **** on her, she found herself getting aroused faster than usual.

"Good girl! Show me what a naughty little baby you are! Come for Mommy!" Emily told Kylee as she laughed at the woman humping her like a bitch in heat in a poopy diaper.

Kylee started humping harder. Her breaths quickening and moans growing louder as she got closer.

"I want you to look at me Kylee and tell me what a naughty baby you are!" Emily ordered, her own hand now furiously rubbing the crotch of her yoga pants. Kylee complied.

"I'm a naughty baby!" Kylee began. "I... Am... A... Naughty... Baby..." She continued. Finally she yelled out, "IMMA NAUGHTY BABY!" as Kylee came in a messy diaper for the second time in as many days.

Emily continued to rub herself for a moment before grabbing Kylee's head and pulling it into her thigh in a somewhat tender embrace. Tears started to form in Kylee's eyes as she hugged the other woman's legs, settled her ass into her dirty diaper, and let the emotions of what just happened wash over her.

Emily, noticing Kylee begging to cry, dropped down to her own knees and pulled Kylee into a hug.

"Sshh, shh, Ky-ky. It's okay! Your favorite babysitter is here for you! You were a good girl. Why don't we get you started on some breakfast?" Emily said, comforting Kylee. Kylee just nodded her head in affirmation as she took advantage of Emily's hug to bury her face in her babysitter's ample cleavage for comfort.

What's for breakfast?

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