"Wake up, Fairy! Wake up!" Bryan called, leaning over Larry’s crib like a Mother would to her Toddler. "It's our first day! It's our first day of SCHOOL!"
Larry did not share Bryan's/Brianna's —whatever you wanted to call her— excitement.
He had spent the entire night bound by his arms and legs. His sheets a...
2022-08-23 18:00:05 +0000 UTC View Post
Like a toddler on a trip to Disney World, Larry was stuffed in a 1950’s style stroller and led into the gigantic castle. The difference being that most kids would kill to go to Disney World, as Larry was sure most of the sissies like Bryan would too. But not him. Larry had already felt like he’d been in a bad dream, and b...
2022-08-22 18:00:04 +0000 UTC View Post
The Train Station was only a few miles from Guyagon Alley, but a walk like that in heels made Larry feel like they were going across the country. The locking straps of the heels were the only thing keeping his ankles from snapping every time he rolled them.
The Train Station was underground. And to Larry’s horror, the...
2022-08-21 18:00:05 +0000 UTC View Post
The Sissy Salon looked just like any other salon on the inside. As Larry and Tyrone walked in, there were sissies in chairs getting perms, highlights, haircuts, etc. They were greeted by a beautiful woman in a sexy black dress with fishnet stockings underneath. She immediately radiated confidence and power as s...
2022-08-20 18:00:06 +0000 UTC View Post
Larry was locked in the trunk of Tyrone's car, bouncing down the road in nothing but pitch black. He was still cuffed and gagged from before, but thankfully no longer had the used condoms in his mouth. They had made him chew them like gum until he could swallow them whole.
He was practically naked inside the trunk, the ...
2022-08-19 19:00:00 +0000 UTC View Post
BOOOOOM!!! BOOOOOMM!! BOOOOOOOOOOOOMMM!!!
There were 3 huge knocks on the door. So loud and hard it knocked dust off the underside of the staircase onto Larry’s face.
It was the morning of August 1st, the day after he was supposed to report to Sissy School.
"THIS IS TYRONE FROM THE SISSY SCHOOL FO...
2022-08-18 22:00:00 +0000 UTC View Post
Author's Note: I've decided to rerelease a re-edited Chapter of this story every day leading up to the launch of the new Chapter 8 coming Wednesday, Aug. 24th. The original chapters were in 1st person, and I thought it would serve better for the story to be written in 3rd. They were also released a long time ago. Like...
2022-08-17 18:00:05 +0000 UTC View Post
“Good morning, munchkin!” Jan said, rubbing a hand up and down Phil’s back.
Phil was dozing, cramped in the crib, with his thumb in his mouth. Jan wanted to explode from how adorable he looked. He grunted and stirred, peeling his eyes open, but leaving his thumb in his mouth and smiling as his vision adjusted and ...
2022-08-10 21:11:42 +0000 UTC View Post
So when I first sent out the poll to let you guys choose the next story, Meet the Parents shot into first. I kind of panicked, because I didn't have ideas for the next chapter nailed down yet. I ended up doing some brainstorming, found something I liked, and started hashing it out.
But when I went back to check, S...
2022-08-01 15:33:34 +0000 UTC View Post
Author's Note: I realize this has been one of my least popular stories, but I'm not ready to give up on it yet. I think the problem is my "slow regression of the character" was TOO slow, and it was hard to see where the story is going. So I tried to speed up the process a bit in this one. There also hasn't been as muc...
2022-07-27 15:28:40 +0000 UTC View Post
I have almost reached the 1 year mark for this Patreon page. I actually started it way back a few years ago, but it was just to test it out and try putting Sissy School on here to gauge interest.
After my Tumblr got deleted in May of 2021, I was in the depths. I spent all of June feeling worthless and like my life's wor...
2022-07-21 18:00:00 +0000 UTC View Post
Chad and Lori collapsed on the bed, breathing heavily. The springs of the mattress squeaked, but not nearly as much as it just had.
“Did you cum?” Chad asked between breaths.
“Oh yea!” Lori smiled, “Twice.”
There was a time when he never would have asked that, when he never would have even cared ...
2022-07-20 16:00:07 +0000 UTC View PostI want YOU to decide what story I write the next chapter on! If you like this setup I can do this every month :)
Comment below on what/where you might want to see your choice of story go. No promises!!
2022-07-15 17:00:05 +0000 UTC View Post
Author's Note: Sometimes I don't want to do a whole bunch of character/plot development. Sometimes I just have a silly little idea that I want to write about. So don't expect much from this one, it was inspired by an old video by Mommy Kay I found somewhere. I've always been interested in a 'hierarchy amongst sissy sl...
2022-07-13 15:46:23 +0000 UTC View Post
Caleb’s head was still spinning when he woke the next day. Last night was such a whirlwind of humiliation and embarrassment that when he was finally laid down in his crib, he almost immediately fell asleep despite Chris’ nightly humps against his leg. Caleb half hoped he’d awake in his own bed and this nightm...
2022-07-06 17:42:17 +0000 UTC View Post
The airport bathroom was almost as busy as the check-in line was, and that was just the men’s. The women’s line was out the door. When we finally got in, there was a hustle and bustle of women washing hands, using the air dryers, powdering noses, and general bathroom stuff.
Pam grasped my hand, as if to say “he’...
2022-06-22 15:46:50 +0000 UTC View Post
“Are you excited?” Pam asked, leaning over onto my shoulder in the backseat of the Uber.
“For Germany?” I asked, putting my arm around her, “Yea, I think it’ll be really fun. I’m excited to see the sights and try all the beer. All the beer, haha!”
Pam giggled. “No…I didn’t mean...
2022-06-15 15:59:30 +0000 UTC View Post
"Is something wrong?" She asked. Her two fingers wrapped around my limp 1.5 inch dick.
My wife Laila was incredibly gorgeous. She had long, dirty blonde hair that was always the perfect mix of straight and disheveled. Her brown eyes and smile could light up a room. Her body looked perfect tonight in the tight, blue negl...
2022-06-08 17:01:14 +0000 UTC View Post
My breakfast was waiting on the bedside table again when I woke up, but the sissy was nowhere to be found. I ate my biscuits and gravy while I contemplated where he might be. Did he leave? I thought as I chewed my bacon. Did I scare him away last night with the threat of outting him to his girlfriend? But th...
2022-06-01 15:01:03 +0000 UTC View Post
Can't seem to write or get any ideas I'm excited about. Luckily, I have you lovelies to out there to tell me what you'd like to see! It can be ideas for a story, a scene, a setup, or even dialogue! As always, I can't promise anything, but let's get the gears turning!
2022-05-27 03:06:45 +0000 UTC View Post
“Did you do it?” he asked, holding her by the chin. Tracing her lips with his thumb. Her mouth hung open submissively, he pressed his thumb into the back of her throat. Listening to her gag. Then letting her suck it softly, sensually, hungrily.
“Yes shurr” she replied around it, nodding enthusiastically. She was...
2022-05-25 21:28:10 +0000 UTC View Post
Author's Note: Please excuse some of the language in this one. There is a point, even if it's not a very good one. Also, no diapers in this story, sorry. I'm trying different things.
“Wake up, Snowflake!” said Cletus. His balding head hovering over my bed on the top bunk. “Time to catch us s’mor...
2022-05-18 21:44:35 +0000 UTC View Post
She could tell by the way he breathed when he entered the house that he had another rough day. His exasperated sigh as he opened the door, meant to slam it, but thought better of it, sighing again as he closed it softly.
“Hard day?” She asked.
He grabbed a beer from the fridge, popped it open, took a long swig...
2022-05-11 22:31:10 +0000 UTC View Post
Upcoming story idea where sissies strip in front of pervy, horny, or curious patrons. Only I'm having trouble coming up with a fun name, so I figured I'd turn to you guys. What would you name a Stripclub if it had only sissies as strippers? It doesn't have to be anything on the nose, it can be something simple like "The Velve...
2022-05-09 21:18:57 +0000 UTC View Post
Author's note: I had quite a few requests to write a sequel to this story. It was originally planned to just be a one-off story so I didn't exactly have any plans to take it further, so there may be some continuity errors and ill-thought out plot points, but I hope you still enjoy it! Happy Reading :)
P...
2022-05-04 21:31:26 +0000 UTC View Post
One of the biggest hurdles I have when writing stories is coming up with names to use. So I thought it would be cool to ask my lovely Patrons what names they would like me to use in the future! They could your name, a friend's name, a crush's name, or just one you've always liked. I can't promise I will use them, 2022-05-03 21:45:59 +0000 UTC View Post
Marianne clutched her books tightly as she made her way through campus. 30 years ago she would have felt right at home. Laughing with the other girls by the fountain, flirting with boys by the quad, or frantically studying before an exam.
Now? She couldn’t feel more out of place, like all eyes were upon her. She imagi...
2022-04-27 23:17:53 +0000 UTC View Post
“Wakey wakey babies!!”
The light stung Caleb’s eyes as they flicked on. He felt like he’d just closed his eyes and started resting only moments before. The collective groaning of the other diapered boys told him he probably wasn’t the only one that didn’t get much sleep that night.
Caleb glared at Chri...
2022-04-20 21:07:28 +0000 UTC View Post
Disclaimer: This is not a very happy story. It’s based on a conversation I had once with an ex-girlfriend that – let’s just say – didn’t turn out well. If you are sensitive or overly self-conscious about your fetish, please don’t take anything said in this piece to heart. The outlandishness of this s...
2022-04-13 21:16:48 +0000 UTC View Post
3 hours. Three whole hours. That’s how long she’d been gone. My mind was spinning as I paced back and forth around the room. The sound of my diaper crinkling over Peppa Pig playing on the TV. I couldn’t change the channel. Stupid parental controls.
I kept checking my phone for any signs of life from her. The dated...
2022-04-06 21:57:19 +0000 UTC View Post
