Evelyn let out a sigh and gently corrected her daughter, "you are technically a big girl but they're just some things your going to have to learn and relearn, that's why I'm going to make sure you get a proper education. But that's for later right now there are certain things you're going to have to let me do for you one of them is taking you out of your crib." Evelyn told her daughter being gentle but firm.
Yeah, you’re probably right, he’d probably try and save his wife over Ash. I was just trying to give him the benefit of doubt. He doesn’t have the same connection to Ash as Betty does. He also folds under fear, especially when it comes to himself and his wife.
Chapter 3 - A Babysitter, and a Fucking
The next morning, Susan came in to what was rapidly become my nursery. I had slept like a baby, and woke up with an obviously wet diaper. Her hand reached out to my yellow-tinted diaper and squished it.
"Looks like someone wet his diaper last night. Do you remember doing that baby?"
I honestly did not, though as I mentioned, bedwetting was not foreign to me. "No, Mommy."
"Well, it's a good thing you were diapered. Now, let's get you dressed for the day."
With that she ripped off my wet diaper and wiped me down with a baby wipe. The coolness in the chilly morning air of my room woke me up a bit. Then Susan pulled out a fresh new diaper, this one a pale pink color.
"But Mommy, why does it have to be a pink one?" I said laying on my back.
She smacked my naked butt, "You will wear the diapers I put you in, mister. Is that clear?"
I hung my head in shame, "Yes, Mommy."
The pink diaper was snug, and she took her time powdering me up, making sure every crevice was covered in the sweet smelling dust. She had me sit up and lean against the pillows while she put a fresh shirt on me. It was a pink and white onesie with unicorns that zipped up in the front. It was tight, and I felt my cock grow hard as I realized what I was now wearing.
"Now, let's get you some breakfast," she said cheerfully, as if the past few days hadn't been the most humiliating of my life.
I followed her into the kitchen, my diapered bottom crinkling with every step. The sight of the breakfast she had prepared only added to my embarrassment. On the table was a bowl of oatmeal, with a smiling face made of raisins. Next to it was a sippy cup filled with what I could only assume was watered down orange juice, probably spiked with something to make me poop again.
"Here you go, baby," Susan said, her voice sickeningly sweet as she placed the food in front of me. "You're going to need your energy for the big day ahead."
I sat in chair, my diapered ass sticking out over the edge, and took a tentative sip of the juice. It tasted fine, but I couldn't shake the feeling she had tricked me again. The oatmeal was lukewarm and lumpy, but I knew better than to refuse it. I took a deep breath and started to spoon it into my mouth, my cheeks burning with shame.
As I ate, Susan chatted about her day ahead, her work, and the errands she had to run. It was a stark contrast to the silent, furious woman of the night before. It was like she had decided to fully embrace this new role as my mommy, and I was just along for the ride. I listened, nodding when she asked if I liked my breakfast and if I needed more juice.
When I was finished, she took the bowl away and gave me a pat on the diapered bottom. "Good boy," she said, "now it's time to get our day started."
She set me in the living room and turned on some cartoons. "Mommy is going to be doing some work today to unpack and put away all the good baby stuff we received yesterday. I want to set up your nursery so you'll have everything you need while I'm gone this week."
Wait. What? "You're going somewhere?"
"Of course I am. I've had this work trip scheduled for months. I have to be in New York from Monday to Thursday."
"So, I get to stay home by myself?" I was a little excited about this. I might take a short break from these diapers, go drink some beers with my buddies, maybe see a ball game. But her facial expression quickly dashed that excitement.
"Oh no, you don't," she said with a smug smile. "I got you a babysitter!"
My heart dropped. "But Mommy..."
"Don't worry, baby. Jenny from yesterday is going to come over and take good care of you," Susan said, her tone not allowing for argument. "She'll be here after lunch."
My heart raced as I thought about the young delivery girl coming over to babysit me. A stranger, seeing me in this... this state. It was more than I could bear. "But Mommy, I don't want a babysitter. I'm not a baby," I protested weakly.
"Now, now, Max," Susan said, her voice a mix of amusement and authority. "You know the rules. You're my baby now, and when Mommy's not around, you need someone to take care of you." She picked up my sippy cup and held it out to me. "Finish your juice, and maybe if you're a good boy, I'll give you a little treat before she comes."
I took the sippy cup, feeling the condescension in her voice, but also the thrill of her dominance. As I drank, I couldn't help but feel a twinge of excitement at the thought of having a babysitter—especially one who knew about my diaper situation.
"But what if she thinks it's weird?" I asked, hoping to appeal to Susan's sense of decorum.
"Oh, she won't," Susan said with a knowing smile. "I've already talked to her. She's very open-minded and thinks it's cute that you need to be in diapers. Besides, it's all part of the agreement. You're my baby, and she's going to help me take care of you. And she's not the only one. I'm already talking to a friend of mine from the gym to come by next week."
My eyes widened in shock. "You told someone else?"
"Oh yes, baby. You're going to be the talk of the town," she said with a wink. "But don't worry, I've picked only the most trustworthy and kink-friendly friends to help take care of you. They're all eager to see how well you've taken to your new role."
I grew red with shame, but hard with the excitement of someone else seeing me diapered.
"And my friend from the gym is a really nice guy. You'll love him. Besides, he's always thought you were cute."
My face burned with embarrassment. "What do you mean 'cute'?"
Susan just chuckled. "Don't worry, baby. It's all going to be fine. Now, go poopy for me and then let's get you changed into a fresh diaper. I want to give you your treat."
My diaper was already wet. I guess I had peed during our conversation.
"Mommy, I think I need to go potty," I said, hoping she'd relent and let me go to the bathroom.
But Susan just shook her head, her eyes gleaming with mischief. "Remember what I said, Max. You're in diapers now. No more bathroom breaks. So go ahead and do your business."
I couldn't believe it. She was really going to make me poop in my diaper with a babysitter coming over. The thought was both humiliating and strangely arousing. I felt the pressure build and my sphincter clench.
"Come on, Maxy, go ahead," Susan said, her voice soothing yet firm. "You know you can do it for Mommy."
I took a deep breath, feeling the weight of the situation. My diaper was already soggy from my pee, and now I had to mess in them. With an audience. I finally I let go. The feeling of my bowels releasing into the diaper was amazing. The warmth spread through the thick padding, and I couldn't help but moan quietly as I filled it up.
"That's a good boy," Susan said, watching me intently. "You're doing so well. Now, let's get you cleaned up."
As she changed me into a fresh, pink diaper, I felt the warmth of my own mess against my skin, the smell of it filling the room. The humiliation was intense, but so was the feeling of submission. I was her baby now, and she was going to take care of me. She wiped my bottom thoroughly, her touch firm yet gentle, and powdered me again, ensuring that every part of my body was dry and clean.
"Now, baby," Susan said, her voice a mix of affection and dominance, "you're all set for Jenny to come over."
I nodded, the reality of the situation fully sinking in. I was going to have a babysitter, and she was going to see me in this condition.
"What about my treat, Mommy? Can I have that before Jenny comes over?"
"Oh, of course, baby," Susan said, her eyes twinkling with mischief. "You've been such a good boy for Mommy."
With that, she took me by the hand and led me into our bedroom, where she sat down on the edge of the bed and spread her legs wide open. She was wearing a pair of black lacy panties that did little to hide the wetness that had seeped through. My cock grew hard in my diaper at the sight of her, and I knew what she wanted.
"Come here, baby," she said, her voice low and seductive. "Mommy has a special treat for her good boy."
I waddled over to her, my diapered bottom bouncing with every step. She took my face in her hands and leaned in, kissing me deeply. Her kiss was full of passion and control, and it sent a jolt of excitement through my body.
"Suck Mommy's pussy," she whispered in my ear, her breath hot and sweet.
I got on my knees, as she laid back on the bed. She pulled down her black, lacy panties, exposing her lush, wet pussy.
"Good boy," Susan said, stroking my hair. "You know what to do."
My face hovered above her sex, and I took a deep breath, filling my nose with the scent of her arousal. It was a potent cocktail of desire and power, and it made me want to serve her even more. I leaned in, my tongue tentatively touching the soft, wet folds of her pussy. She moaned in response, and I felt a sense of pride that I could give her pleasure despite my own humiliating predicament.
I licked and kissed her clit, feeling it swell under my touch. Susan's hips began to move in rhythm with my ministrations, her hands gripping the bedsheets tightly. The taste of her was intoxicating, a sweetness that I loved. It was a stark contrast to the bitter taste of the oatmeal from earlier.
"Mm, yes, baby, just like that," she murmured, her voice breathy and needy. "Make Mommy cum."
Her words sent a jolt of excitement through me, and I picked up the pace, my tongue moving faster and more confidently against her. My nose was buried in her pussy, and I could feel her getting closer to orgasm with every flick and suck.
"Oh, Max," she moaned, her hand tangling in my hair and pulling my face closer to her. "You're such a good boy."
Her words only spurred me on, and I found myself eager to make her cum. It was a strange feeling, being so excited about pleasing someone who had so thoroughly emasculated me, but it was also oddly satisfying.
As Susan's moans grew louder, I could feel the tension building in her body. Her thighs tightened around my head, and she began to rock her hips against my mouth, pushing me deeper into her. I didn't fight it; I liked the way she took control.
"Oh, God, yes, baby, just like that," she panted, her voice rising in pitch. "You're going to make Mommy cum so hard."
Her words sent a thrill through me, and I focused on her clit, sucking and licking with a fervor that surprised even myself. The scent of her arousal was thick in the air, and the feel of her wetness on my face was exhilarating. I was her baby, but in this moment, I had the power to give her pleasure, to make her feel good.
Susan's moans grew louder, and her hips began to buck wildly. I held on tight, not letting up for a second. My nose was buried deep in her pussy, my tongue flicking and swirling around her clit as she approached climax. I could feel her body tightening, her muscles coiling like a spring about to snap.
"Oh, baby, I'm so close," she gasped, her hand pushing my head harder into her crotch.
Her breath grew ragged, and her body tensed as she approached her peak. I felt her wetness coat my face, and my own arousal grew as I served my purpose. It was a strange role reversal, but in this moment, it was what I needed. To be her baby, to give her pleasure, even in such a humiliating way.
Finally, with a sharp intake of breath, Susan's body went rigid, and she let out a long, guttural moan as she climaxed. I could feel her pussy contract around my tongue, and I swallowed her juices hungrily. Her hand relaxed in my hair, and she pulled me away, her chest heaving.
I looked up from my position on my knees to see Susan panting hard. Her breasts pumped up and down as her face flushed with the satisfaction of the orgasm I had just given her.
"Was that what you want, Mommy?"
Susan's eyes snapped open, a lazy smile spreading across her face. "Yes, baby," she murmured, her voice thick with pleasure. "You did such a good job."
Her praise made me feel like a puppy who had just learned a new trick. I sat back on my haunches, feeling the squish of my diaper between my legs. My dick had grown hard in my diaper, leaking pre-cum as I felt the satisfaction of making Mommy cum.
"Mommy... uh... can I cum now?"
Susan's smile grew wider, and she looked down at my diaper with a glint in her eye. "No, baby. You're not allowed to cum until I say so," she said, her voice still laden with lust.
My cock throbbed with frustration, but I knew better than to argue. I had accepted my place in this dynamic, and I had to follow her rules. "Yes, Mommy," I replied, feeling the warmth of my own arousal against my stomach.
Just then, the doorbell rang.
"Oh my, baby, that will probably be Jenny."
Panic washed over me as Susan stood up from the bed, smoothing her skirt over her thighs. I was still kneeling on the floor, my face wet from her juices and my diaper sticking to my thighs.
"Come on, baby," she said, taking my hand and helping me to my feet. "Let's go answer the door."
I tried to protest, but she gave me a stern look that silenced me. We waddled out of the bedroom and into the hallway, and I heard the door open. Susan's voice was cheerful as she greeted Jenny.
"Hi, Jenny, come on in," she said, her voice carrying into the hallway. "This is Max, my baby boy."
Jenny smirked as she took in the sight of me in my thick, adult diaper.
"Hi, Max," she said, her voice friendly and professional. "It's nice to officially meet you."
I stared at her, my face burning with embarrassment. She was even more attractive than I remembered, with blonde hair cascading to just past her shoulders and a body that looked like it belonged on a magazine cover.
"Max had a bit of an accident," Susan said, her voice a mix of apology and pride. "But I'm sure he'll be on his best behavior for you tomorrow."
Jenny's eyes never left mine, and I could see a spark of amusement in them. "Don't worry, Susan," she said. "I'm used to dealing with messes."
Susan led Jenny into the former guest room, where the nursery was set up. There was a changing table with a pile of diapers, baby wipes, and a bottle of baby powder on it. In the corner, a rocking chair sat with a baby blanket draped over the arm.
Jenny took it all in, her expression unreadable.
"Now, Jenny will be in charge while I'm gone," Susan continued. "You will do everything she says, or there will be consequences. Do you understand?"
I nodded again, my throat tight.
"Good boy," Susan said, her eyes flicking to Jenny. "Jenny is going to be your babysitter. She's going to take good care of you and make sure you don't get into any trouble."
Jenny gave me a wink, and something in me relaxed just a fraction. Maybe, just maybe, this wouldn't be so bad.
Susan went on to explain the feeding and changing schedule, and the fact that I wasn't allowed to masturbate or remove my diaper without permission. Jenny nodded, taking notes on her phone.
"And if he gets too excited," Susan said, her voice dropping to a whisper that was still loud enough for me to hear, "you know what to do."
Jenny looked at me with a knowing smile, and I felt my face burn even hotter.
"Don't worry, Susan," she said. "I've got everything under control."
With that, Susan leaned down and whispered in my ear, "Remember baby, no playing with yourself while your Mommy is gone, okay?"
I turned red with embarrassment, but my dick also grew hard in my diaper.
"Susan, I do have a question," Jenny said.
My Mommy nodded.
"What should I do when Max here misbehaves?"
Susan looked at me with a glint in her eye. "Max is a big boy, so he gets big boy punishments."
My heart raced as she pulled a paddle out from behind her back, the same one she'd used to spank me the first night. She handed it to Jenny, who took it with a wink.
"Do you have experience spanking naughty boys, Jenny?" my Mommy asked.
Jenny nodded confidently, taking the paddle in hand. "Oh yes, Susan, I've had my fair share of practice."
"That's great news. Do you have any other questions, Jenny?"
Jenny's eyes scanned the nursery, the paddle swinging gently in her hand. "No, Susan, I think I've got it all down." She turned to me with a wry smile. "But don't you worry, Max. I'm sure we'll get along just fine."
"Well then, I'll walk you out, while Max lays down for a nap. We'll see you back here tomorrow morning at 7am."
"That sounds great, Susan. Bye Max, see you tomorrow." With that she waved at me and gave me a sly and sexy smirk.
As Susan saw Jenny out, I couldn't help but feel a strange mix of fear and excitement. The thought of this beautiful woman being in charge of my every move, my every diaper change, and my every punishment was both terrifying and thrilling. It was different than with Susan, my wife. We had an intimate knowledge of each other, but Jenny and I did not.
My thoughts were interrupted by the sound of the door closing, and Susan's footsteps coming back towards me. She had a wicked smile on her face, and I knew I was in for a surprise. "You know what, baby? Since you're going to be a good boy for Jenny tomorrow, I think you deserve one last treat before your nap."
With that, she unzipped my onesie, revealing my swollen diaper. She gently grabbed the waistband and pulled it down, allowing my erect cock to spring free. I gasped as she took it in her hand, stroking it lightly. "You're so excited, aren't you?" she teased. "It's okay, baby. Mommy's going to take care of you."
Mommy pushed me onto the bed, the crinkle of the plastic cover rustled under the cartoon colored sheets. Susan swiftly pulled off my onesie, and my sodden diaper. For a moment I thought she was going to climb on top of my cock and ride me to orgasm, but Susan turned and walked out of the room.
"Don't move mister. I'll be right back."
I laid there with anticipation tingling down my spine and into my hardening cock. What was she doing? Where did she retreat to?
Just then Mommy walked back into the room. Her dress was off, and her huge breasts were out. God, I loved those tits! But then I saw what she left the room to get... her strap on cock.
"Time for Baby to get fucked so he knows who you belong to while I'm gone." She smiled.
That strap on cock was huge! It must be at least 12 inches long, and as thick as a beer can.
I stammered, fear creeping out of my shaky voice, "Mommy, that... that strap on... is HUGE."
Susan's smile grew wider, "It's to remind you of your place, baby. Now, be a good boy and lie down on your back."
With trembling limbs, I did as she said. The plastic cover crackled under me as she approached, the strap on dangling menacingly from her hips. She climbed onto the bed, straddling my waist. My cock was standing straight up, bobbing with every beat of my racing heart. She reached behind her and lubed up the monstrous black cock, the sound of the gel smacking against the rubber was almost as intimidating as the sight of it.
Without warning, she positioned the tip of the strap on at my asshole. I tensed up, but she simply said, "Relax baby," and pushed it in. The pressure was intense, the stretch was uncomfortable at first, but Susan was gentle, taking her time as she pushed the head in.
Once the head was in, she began to work the shaft in deeper. The sensation was foreign, but as she worked it in and out, the pain began to subside and was replaced with a strange fullness, a feeling that grew more pleasurable with each thrust. I whimpered, and Susan leaned down, placing a hand over my mouth, whispering, "Quiet baby, or I'll have to gag you."
Her eyes bore into mine, the power she had over me in this moment was palpable. With one hand on the base of the strap on, and the other playing with my nipples, Susan began to pick up her pace. She was fucking my ass with the kind of authority that I never knew she had.
My eyes rolled back in my head, and I couldn't help but moan around her hand. The feeling of her cock filling me up, combined with her teasing my sensitive nipples, was too much. My cock was begging for release, pre-cum leaking out and making a mess on my stomach.
"Look at Mommy, baby," she ordered, and I did, watching as she slammed into me with the strap on, her hips moving in a way that made her breasts jiggle. "You like that, don't you?"
I nodded, my voice muffled by her hand.
"Say if for me, baby. I want you to acknowledge what I'm doing to you."
I talked through the panting as she fucked me. "I... love... when... you... FUCK ME!"
"Mm, I knew you would," she murmured, her voice filled with satisfaction. "You're such a good little slut. Now... CUM for Mommy."
Her words sent me over the edge, and I came with a shout, spurting cum all over my chest. She watched me with a smug smile before pulling the strap on out, and then she leaned down.
Her tongue traced the lines of cum on my chest, cleaning me up with long, slow licks. The sensation was strange, but also incredibly hot. She brought her mouth to mine, and I could taste myself on her lips as she pushed her tongue inside my mouth, sharing my own cum with me in a deep, passionate kiss.
"Swallow, baby," she whispered, and I did, the salty taste mixing with her own flavor. It was humiliating, but I couldn't deny the thrill it brought me.
"Good boy," she said, her voice a gentle purr. "Now it's nap time."
Susan took the paddle and smacked it against her hand, "Remember the rules," she said, and with that she climbed off the bed, leaving me there, spent and sore, but feeling more alive than I had in years.
After a quick diapering, Mommy put me down for a nap. Exhausted from the emotions of meeting Jenny, the impending babysitting session, and the incredible ass fuck I had just received, I was out like a light.
One of my favorite diaper prints was the CTDC Bear Hugz. Alas, these have the bad habit of leaking their fluff out (I suspect this may have led to their discontinuance even before CTDC decided to call it quits).
Back when I was still working, I wore the discontinued NSC supreme lites (which replaced the discontinued Attends Advanced Absorbency). Now I pretty much wear Megamaxes all the time, but I did order their new Megamax Lite which are about the same thicknesswise as the old SupremeLites. Only comes in white however.