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wittlesissybaby

wittlesissybaby

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wittlesissybaby posts

Front Seat Treat

“Did you make a stinky poo poo? Do you need your diapy changed?”

There she goes with that fucking voice again. Talking to her husband as if he were a toddler while he squishes around in t...

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Besties - Part 2

“You’re sure?”

“Yes.”

“You’re sure you’re sure?”

“Yes!”

“It’s really gross, Lindsey,” Heather reiterated, still clutching Brandon’s ha...

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Correcting the Captive (Custom Caption)

“I dunno Dana, watta you think? Do you like the blonde wig, or the brunette?”

“Oh definitely the blonde! It’s fitting for a dumb bimbo like him!”

Leonard didn’t know where t...

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Besties - Part 1

Author's Note: Sorry this took so long. Having some home and health issues I'm trying to take care of. I still haven't gotten around to proofing most of this story, but figured I needed to ...

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Got the ‘ole Snip Snip yesterday

I am officially unable to procreate anymore. Luckily I’m only in a little pain, but it may put a damper on my writing for a bit. You can still expect at least the first part of Besties to come ou...

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Around the Block (Custom Caption)

“Awww!! What’s the matter, Kylie? Is it hard to get around the block in what you have on??”

Kole’s girlfriend or– ex girlfriend–laughed at her own pun. Kole had been gett...

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Sabrina's Tricks (Custom Caption)

“Wow! Look at that,” Sabrina said, tapping on the metal cage. “Your wife sprung for steel! Most of the ‘men’ I babysit are in plastic cages, or aren’t in one at all. Yours is the real d...

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Joy Ride - Chapter 2

“Did you sleep well, little one?” Lisa asked, climbing out of her seat and making her way to the back of the cab. She sat on what little space was left on the bed next to me, putting her clammy...

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Slink to Kink (Custom Caption)

“Is something wrong?” She asked. She’d been playing with my not-so-fully-erect penis for the last 10 minutes.

“Everything’s great!” I squeaked. We’d only just got back from our ...

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I may have just written one of my favorite stories.

I churned out over 12,000 words in the last 2 days. It was originally planned to be only maybe 3,000 but the ideas (and juices) kept flowing. I love it when my fingers can’t type fast enough to k...

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Tales From A Mommy Blog: A Guide to Spankings

It has come to my attention that some Domme Mommies don’t know the proper way to handle a spanking of their subs. It’s understandable, some of you probably thought you were dating/marrying a no...

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Jamaal Knows All (Custom Caption)

“Come here, cuck.” Jamaal said. I whimpered a bit, but tried to choke it down to not make myself sound so pathetic, despite how afraid of him I was.

“Yes sir?” I asked in my voice tha...

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This Shouldn't Need To Be Said, But It Needs to be Said...

I know I write a lot about public humiliation and some very non-consensual themes. But please understand that this is all just fictional. I do NOT condone people going out in public and forcing the...

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Project Pampers (Caption)

“Turn around Andre! Let’s see that poofy Pampered patootie!!” Rebecca called.

“Awww!! He wooks so much sweeter as a wittle baby gurl!!” Farideh cooed.

“Maybe he’ll work a ...

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The White Rabbit - Chapter 3

“Can you uh…tell me where the dildos are?” I asked sheepishly. The girl behind the counter looked at me like I was an idiot, gesturing to the giant wall of rubber dicks behind her.

“D...

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Step-Daddy's Spanking (Caption)

“It’s so easy to get whatever I want from my Step-Dad. And if he hesitates or argues for even a second, all I have to do is tell my Mom I caught him sniffing through my panties again.

It ...

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Severance

Beth sprinkled the powder, gripping it tight. Not too tight, but enough to get a firm hold. She always liked the way the rod felt in her hand. Its long, smooth shaft. She made sure she was in the p...

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A Continuation Conundrum

I am well aware of my limits as a writer. Whether it be my poor prose, my shallow characterization, or my overly syncopated, yet verbose language.

But my biggest flaw, in my opinion, is finis...

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Raunchy Ransom (Caption)

“Hello, Susan. Do you recognize your husband? Yep! This his him right here! Did you know he likes to dress in women’s clothing? Paint his face? Wear a wig? Or that he even likes to wear a d...

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Date Night

“Don’t do that,” I said.

“Why?” she asked with a mischievous grin. “Does it bother you or something?”

She poked and prodded the front of my diaper with her foot beneath th...

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Wittle Baby Is Sick

As some of you who follow my tumblr know, I’ve come down with Covid. I thought that would mean I could get a lot of writing done because i’m home all week, but it turns out it is very difficult...

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The White Rabbit - Chapter 2

 I spent the rest of that night with images of Persephone swirling in my head. Or, I guess, what I thought were images of her. I had no idea what she looked like. But...

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Joy Ride

“It’s not a big deal.” I sighed.

“It is a big deal!” Janine retorted. “This is the third class you’ve flunked! You’re not only wasting your time, you’re wa...

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The White Rabbit - Chapter 1

Finding a needle in a haystack. A diamond in the rough. A four-leaf clover. A unicorn. Waldo.

Whatever idiom or cliche you’d like to use, none of them can accurately portray how difficult i...

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Nigel's Nanny - Custom Caption

“Mummy please! Don’t do this! People will see!” Nigel cried.

“That is enough!” His wife Elizabeth barked. “I told you if I caught you with that ‘Nanny’ of yours again to play ...

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The Wet Nurse

My shift starts at 11:00 am. I'm usually in the building by 10:50, slurping the last sips of my coffee before the elevator dings for the 3rd floor. By 10:55, I’m around the desk and telling Rober...

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The Honeymoon Period (Custom Caption)

I call it the “Honeymoon Period”, though it’s probably not like what you’d think. It’s the first week of me finding a new boy to play with. Some come willingly, of course, but it’s the ...

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New Year AMA!

Hello all my lovely Patrons!

In an effort to break down barriers and increase the lines of communication, I'd like to open up a session where I can answer any questions you may have regarding...

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Sorority Boys Chapter 4 - Rebate

Caleb spent the whole night masturbating in his diaper. The scenes from the day were replaying in his head. Obviously the humiliating public tasks weren't his idea of a picnic, but he couldn’t ge...

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What Women Want (Custom Caption)

“Tell me, Leo. When your wife told you that you were being cucked, did you think it would be by a woman? Hahaha! Of course not!

All of you pathetic men are the same. Not only can you not pl...

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