wittlesissybaby

Chapter 3

Peter was still rubbing the sleep from his eyes when they pulled into the rounded drive of the Daycare.

“Are we going to have a better day today?” Jenn asked sternly.

“Y-yes, Mommy…” Peter sniffled, still a bit traumatized from the day before.

“We’re gonna be on ou...

You Guys Are So Amazing.

The amount of love and support you guys have given me--despite us never meeting in person--is absolutely astounding. I can't tell you how much I appreciate all of your advice, and thank you so much for being willing to share your own experiences. 

I'm still going through a very turbule...

Permission to Poo Poo (Custom Caption)

I’ve got him trained. He doesn’t get to just his diaper when he ‘wants’ anymore. No, at first we called them his little ‘accidents’, but now? Things are different.

He has to come ask permission to poo poo in his diapers.

It seems simple enough, but let me tell you, it’s ...

Life Events

As all of you hopefully know, behind all this stuff, I’m still a human being.

Today my wife and I decided to separate and I’m going through a pretty rough patch.

I’m sorry that I’ve let it affect the content stream of this page, but I promise to keep pushing through it and g...

Wetting for the Waitress (Caption)

"What was up with you, tonight? Flirting with the waitress right in front of me? Trying to act like a big, strong, confident man? Do I need to remind you what you are?

You do not get to look at other women. They are superior to you. You are nothing but a sniveling, squirming, pathe...

Bed Head (Caption)

“Put his face in it.” Marcus said after I removed the sopping wet diaper from my husband.

A salacious grin spread over my face.

“No Mommy! Please no!!” Jake cried. He looked horrified, but at least he remembered to call me Mommy in front of his new Daddy.

“Don’t be s...

The Tinklebum Fairy (Custom Caption)

Andre could get any girl he wanted. Being the captain of your college hockey team will do that. He was slated to be a first round draft pick in the upcoming NHL draft. He was a self-proclaimed Alpha Male. Any girl he deemed worthy enough to have sex with him, he did. Well, almost every g...

Roomies - Chapter 5

“Hey you!” Zoey smiles as she comes through the door, tilting her head up to kiss me. I worry if she can taste Max’s cum on my breath, so I just give her an awkward peck. “Guess what I got!”

She pulls the gorgeous book out from her bag. It’s soft, smooth leather interlaced with ...

The Pamper Patch Doll (Custom Caption)

Have you met my new toy? This is Bobbie, my brand new Pamper Patch Doll. That’s right, there’s an entire line of sissy husbands and losers that get trained and sent to the store, and then sold off to the highest bidder!

Bobbie here was an adulterer, or maybe he was a bedwetter. I dunno....

The Fluffer - (Caption)

"Good evening, sir!” The pathetic little bitch said in his prissy voice, dropping into a curtsey. He’s getting better at it.  “My wife awaits you in the bedroom." He squeaked, staring at the floor.

I’m sure she is. We’ve been fucking for weeks now, so I already know to expect...

Daphne and Dante (Custom Caption)

It was several months ago when Daphne first came clean to Dante. While their sex-life was fine, she couldn’t help but want something…more.

“You’re not leaving me for another man, are you?” Dante had asked, sensing her uneasy trepidation.

“No, sweetheart. Of course I'm not ...

Switch - Chapter 1

It was a pretty normal morning…

…depending on who you ask.

I walked into the room to the sound of Mary Had a Little Lamb playing softly from the mobile overhead. The room still had that fresh, powdery scent. As if talc was still wafting above the infantile decor and slowl...

Wet and Soggy Night (Custom Caption)

I can make it, I can make it, I can make it.

I can’t make it.

Martine’s house is still 3 miles away, and I have to piss like a pregnant woman. There’s nowhere for me to stop and do it discreetly on this busy street, so my best bet is to pedal as fast as I can.

Rea...

Bottom Brush (Custom Caption)

“Hey cuck,” Rick said, “How’s it going in there?”

“F-f-fine, sir.” Jesse stammered, still reeling from the spanking he’d received from Rick’s hand earlier that day. He tried not to let Rick see him trembling.

“I want that toilet spotless, do you understand me?” 2023-06-19 20:23:03 +0000 UTC View Post

Chapter 4

“I have to admit, I don’t really understand the diaper thing.” Max said.

Every day when he got home, it was the same routine. He’d grab a beer from the fridge, plop down on the couch, and tell me to ‘go get dressed’. Almost every skimpy outfit I have probably has a little bit of...

Bouncy Bouncy (Custom Caption)

Bouncy, bouncy, bouncy. I try to remember how long I've been strapped into this humiliating harness, but it’s probably best I don’t. Just, ‘enjoy the ride’, as they say. After all, it is what I wanted.

You never realize the realities that so often come with what was once a ...

Roomies - Chapter 3

Max hasn’t said anything today. I was up when he was getting ready for work, which is weird because I’m usually never up this early. But I guess I…wanted something to happen. I’m not exactly sure what I wanted. Last night seemed like it was a dream.

Did I ...

A New Wardrobe (Custom Caption)

It was a long trip. The jetlag was already hitting. I didn’t expect the conference to be as draining as it was. As I rounded the corner of the hallway, I saw that the door to my apartment was cracked open.

Oh shit. I thought. Did someone break in? Have I been robbed?? 2023-06-08 01:59:01 +0000 UTC View Post

I'll Be Out This Week

I'm going on a much needed vacation. So I'm sorry for the lack of content in the coming days, but I promise to have more chapters of Roomies coming soon. I'm also planning on digging back into White Rabbit and Sorority Boys when I return.  Running a little low on the idea train, so if you ha...

Blowing off Steam (Custom Caption)

Any time Lexi is having a bad day, she goes over to her friend Brandi’s house to blow off a little steam.

“So do you still make him wear those diapers and dresses and stuff?” Lexi asks.

“Oh yea! Definitely. He doesn’t go a day without him. But today is his ‘sex day’, so ...

Roomies - Chapter 2

“I’m afraid we’re going to have to let you go.” Mr. Pennyworth says.

It feels like a dagger has been shoved into my stomach. I’m not sure what to say, so he just continues anyway.

“Your productivity is by far the lowest in the company, you’re not reliable to show up on t...

A Real Man (Custom Caption)

Another one bites the dust. Another chauvinist pig prissified for our pleasure. Another slave for our stables.

It’s almost too easy. Diane and I have gotten the method down to a science.

As lesbians in today’s world, we are constantly bombarded by men who claim they could ‘turn ...

Sissy School Chapter 10 - C.O.W.S.

“It’s not fair,” Bryan  said through a mouthful of mashed potatoes. “Just because he’s rich doesn’t mean he should go unpunished.”

Despite being caught out of bed after hours in a Sitter’s restroom, Graco had gotten off scot-free, much to Finch’s chagrin. Apparently, ...

Patreon is Cracking Down

Well, my experiment with putting pictures inside of stories failed miserably. In addition to them not loading properly, the ones that did got me flagged for sexual content. Similar to Tumblr, I am not allowed to post pictures of sexual activity or toys. Luckily though, their staff did a great job...

Roomies - Chapter 1

Oh fuck! Oh FUCK! FUCK!

I overslept.

I was supposed to be at work over an hour ago. If I hurried, I could take a shower, throw on some clothes that still needed ironing, and make it there by 11 if there isn’t much traffic.

Or…I could just call in sick.

Having ...

Tales From A Mommy Blog: Timeouts

Ahh the old faithful. The tried and true method of giving your Adult Baby time to reflect. It is a simple, non-violent, yet effective way to teach them a lesson. With no necessary props, little to no prep-time, and no environmental restrictions, it can practically be used any time, any where.

Emo Night (Custom Caption)

“Turn around.” He said.

She whimpered, but wriggled around and bent over like he told her.

“Hmm…looks good.” He said after some examination complete with poking and prodding. He patted her padded bottom, “You’re ready. Let’s go!”

She huffed in protest but Daddy...

New Chapter of Sissy School Coming Soon!

Just finished a rough draft of Chapter 10. Gonna have to do some rigorous editing as it’s quite messy at the moment, but expect it in a few weeks if all goes as planned! Maybe start going back and refreshing your memory if you’d like!

Love you all! Toodles!

Besties - Part 3

Brandon’s diaper and dress rustled when he brought us back our drinks. He was silent, and we were anything but. He stood there awkwardly, waiting for our conversation to finish. When it didn’t, he retreated backwards and got down on his knees again.

“What are you doing?” Heather ask...

Egg Hunt

“You still haven’t showered?” April asked. “They’ll be here in half an hour!”

I never understood why she felt the need to throw an ‘Easter’ party. That’s something done for families, not a bunch of her girlfriends. I refused to ask her about it, though. After all, it was s...