wittlesissybaby

Inside These Walls (Custom)

Andre felt so lucky to have found a dominant woman that was akin to his interests. They had only chatted online, but she knew exactly how to push his buttons. Sure, she was a professional Dominatrix, but he could swear it seemed like she understood him on a much deeper level.

He eventually felt comfortable enough to share his deepest darkest secrets: that he wanted to dress like a sissy baby girl, and go by his alter ego ‘Emilie’.

When summer finally came and he started his fo...

Chapter 5 - Ding Ding Dingaling

“How’s the water, queer-bait?” Caleb asked.

But the boy didn’t answer. Just gurgled and floundered for air in the toilet water.

Caleb pressed his foot on the back of the boy’s head, hitting the lever to make it flush. “I’m sorry, f@gg0t! I can’t hear you…”

Adam tried to get away, but Caleb and his cronies held him firm.  Aaron had the biggest smirk on his face, high-fiving Caleb like one of them hit a homerun or something.

“Please! I’m not ...

It Grows on You

"Why's your little guy so pointy? I thought you didn't like your diapers? But now your little acorn is growing into a...well, it's certainly not a tree, but a tiny twig might be the proper term!

You can stop pretending honey. It's okay. I'm sure when we first started your diaper punishment regime you really did hate them. I'd be surprised if you didn't. Not many grown men enjoy pissing and pooping themselves and having to ask their wife or her friends for a diaper change. But y...

New Sorority Boys Chapter is Coming

Sorry for the delay, but the poll results showed most of you would like a new Chapter of Sorority Boys!

I have been working on it over the past few weeks, but I haven't had very much time to sit down and write, and the chapter is involving more than I originally anticipated. 

We're coming up on 4,000 words, and I barely have gotten halfway through what I have planned. So this Chapter will most likely be twice as long as most of what I put out. 

If you'd like, I can...

Know Your Role

“Umm, you can wait!” She said with a harsh tone to the man on the couch.  “My husband needs his diaper changed.”

Stacy gripped the front of Mark’s pampers. “You see? He’s soaked.” She said matter-of-factly.

“I just don’t see why it can’t wait.” Jeremy said exasperatedly, throwing up his hands. “Just put him in the crib and deal with it later.”

“No, Jeremy, i’m not going to make him sit in a filthy diaper!” Stacy scoffed. “How would yo...

Honey, I’m Home

Most men hate being bombarded by their wife as soon as they walk through the door. Asked to help with the laundry, help clean, or for something that needs fixing. But I think they would take that any day over what Toby has to endure.

“Hi, honeyyy!” Laura calls as he walks in. She doesn’t even give him a hug, just holds out her hand for him to kiss as if she were a princess.

“How was your day?” She asks after he plants his lips over her perfectly manicured nails. She does...

Haunted Mansion

“See?” Annie said, squeezing Luke’s diaper beneath the frilly skirt. “No one even notices!!”

Luke had begged to differ. He felt like every single eye was on him, even the fake ones from the animatronics and masked decorations.

The party was lively though, so maybe the group of college girls and boys didn’t notice a boy their age was walking in with a dress, pigtails, and an oversized diaper. Maybe they don’t even think I’m a boy at all. He hoped.

“...

Which Story Would You Like to See Me (Try) to Continue?

These are some of the ones I have ideas for. With everything going on right now, I can't make any promises, but I'll do the best I can!

Diners, Drive-ins, and Diaps

“Dry your tears, little one.” Karen said to her husband as she unsnapped the buckles of his oversized car seat. “You need to get used to these sorts of things. If you’re going to wear diapers 24/7, we’re gonna have to eat at a restaurant eventually.”

The binky dropped from Guy’s mouth and dangled on its string. His drool leaked down the shaft of the rubber penis pacifier and dribbled onto his shirt. “I just don’t understand why I have to wear all of this. Coul...

Trying not to lose my mind…

Things with my (ex)wife are getting ugly. I’m trying to not let it affect my work but it’s getting incredibly difficult. The last thing i want to do is write right now, but I know I owe you guys to put something out. The next story i have is not great. I’m not gonna lie. I hate it. I don’t know how to end it properly. But it’s the best i can do in the current circumstances. I welcome feedback and will try to use it to adjust it in the future. I just want you guys to have content. E...

What lengths do you prefer?

With me rolling out more captions and mid-length stories, I just wanna get an idea of what you guys enjoy most!

Slurpies

Now I know this is hard for your wittle baby brain to understand, so let me paint you a pwetty wittle picture:

You’re going to give him a—hmmm—let’s call it a…’slurpie’. Yes, a slurpie!

That means you’re going to pull down his pants and those big boy undies you used to get to wear. Yes, honey, you’re going to see his pee pee. But it’s not like your pee pee sweetheart, this is a real pee pee. A BIG pee pee! And you know what you’re gonna have...

Right here. Right now.

“You want him right here?” She asked, bending the little bitch over.

“Yea, right there.” I said, trying to contain the excitement dripping from my voice. I paced back and forth, my big black dick swaying to and fro. It was so throbbing hard it almost hurt. I dunno, man, something about putting a little bitch in their place right in front of their wife just…does something for me. Gives me that dominant, alpha feeling.

She yanked his shirt up, tugging down his diaper. That...

Patron Only AMA

Hey guys,

I’m bored at work today so I posted an AMA on tumblr but I thought it would be fun to do one here too. You guys know my online persona probably better than anyone, and are most familiar with my works. So do you have any questions you’d like answered? I know things with this blog have been tumultuous as of late, so maybe we can use this as a method to illuminate plans for the future. Or maybe you just have general questions about me, my writings, or my writing style.

DREAMS Daycare - Chapter 5

Naptime went off with only a minor incident.

The sissies were all arranged on their mats that were way too close to each other, and given blankies much too small for them. They were grouped according to the ‘Relief’ schedule on their charts. Those with strict chastity/orgasm restrictions were sectioned away from those that had free reign. The girls called the latter section the “Huggie Humpers”.

All of the Littles were encouraged (read: ordered) to snuggle up close to each...

Permanent Potty

Do you miss it? Being able to use the big boy potty?

Awww! I know you do, honeyy, but you don't have to cwy!!

This is what you wanted!! Remember?

You wanted to be 'diapered 24/7'. Those were your words, not mine. So I'm sorry that this isn't as fun as you thought it would be, but since I'm your 'Mommy' now, I have to make you live with your decisions.

And, unfortunately, that means you're going to be able to use the potty anymore. You're never going to be able...

Virgin Vagabond

“Lift up that skirt, slave.” Master said. “Let’s see that diaper of yours.”

Devin whimpered as he lifted the hem of his dress. Three months ago he was wearing normal boy clothes, he was using a toilet, and his dick was free to use as he saw fit. Not that he ever really used his dick before–he was still a virgin–but at least he had the option of tugging on his 2-inch wiener every now and then. Okay…3 times a day.

It all started when he moved across the coun...

Men Rule, Sissies Drool

"Should we give him a bib?"

"Na..." Jason laughed, "I kinda like the look of the drooly baby getting his shirt all soaked with spit and cum."

He walked closer to the sissy, stroking his hefty, 8-inch cock. The sissy recoiled in fear, whimpering and moaning something inaudible with the ring gag in his mouth. It just came out sounding like baby babble. 

"This is what you wanted," Jason reminded the sissy as he gripped her by the back of her hair so he could aim his dick i...

Taking Turns

I stared at the wall, knowing I was next, listening to the dull thuds of the cane against Cameron’s diaper. Mistress would move to the thighs soon, she always did. But she liked to give a few thwacks of the dirty diaper first just to remind him of what he was wearing and therefore of his proper place.

“I can’t believe you two!” Mistress seethed between swats, “when I first brought you in as slaves, you used to despise each other! Two, homophobic douchebags th...

More Captions! More Content!

As I grapple more and more with my new life and try to navigate its twists and turns, I know I have an obligation to all of you that have supported me along the way.

While I may not be able to churn out as many stories as usual, I am going to start exclusively posting captions to this site, not Tumblr or other sites as much. Hopefully this will bring in a steady stream of content to make your membership worth it. Your support has gone a long way to helping me keep my head above water, s...

The Belt

I love strapping the belt across their tummy. It doesn’t really do anything. It’s not like they’re going to roll off the changing table. They could easily unstrap it as their hands are free, but they know not to unless they want a very different type of belt.

Instead, it just serves as a way to belittle them even further. As if having to lay and wait for a someone to change their dirty diaper isn’t belittling enough. I often keep them strapped to the table for way longe...

DREAMS Daycare - Chapter 4

“Silly sissy!!” Casey reprimanded, smacking Peter’s wrist. It wasn’t hard, it hurt his pride more than anything, but it certainly sent the Crayon in his hand across the room. “You don’t color with that hand! You use the other one, remember?”

Annoyed, Peter rolled his eyes, but thankfully Casey didn’t see. She knows he’s right-handed, but she–and all the other betasitters–insist he use his non-dominant one. Because he’s less trained with his left hand, it...

Soak it in

“What are you doing?” I asked.

Her lip crooked into a devious smile as she rubbed the generous glob of lotion back and forth into her hands. Slick. Slick. Slick. “I’m going to give you the best handjob of your life.”

I blinked in disbelief.

She said it so firmly. So matter-of-factly.

Finally. I thought. After how much she’s been escalating this infantile stuff, I could use a reprieve. I’m dressed like a baby almost full-time...