I woke up slowly and groggily but immediately felt wrong. So wrong. My legs were so smooth. My hair was tickling my neck. My lips felt sticky and I smelled like... baby powder and the inside of a Sephora?
Wait, what was happening? I woke up a little more and immediately wished I hadn’t. I felt a sudden, awful moment of realization. This was bad. This was really bad. She hadn’t. No no no. I stumbled out of the small bed and realized fully where I was. I stumbled over to the mirror, and...
No... NO! NO. NO. NO. WHAT HAD SHE... WHAT HAD THAT BITCH DONE??? NO! NOOOOO!!!
I couldn’t even scream. I knew what my voice would sound like, and I couldn’t bear to hear it. I couldn’t bear knowing that the big, fluffy, fat diaper I was wearing would soon be filled with my own wetness and messes, that the ringlet curls were likely permanent, as were the breasts I had...
It had always felt like a total joke. I’d never believed her. What my Mother did, what these people did, to those boys was cruel. “Sissy Solutions.” It disgusted me. I always hid my distaste for it, but I thought it was awful. I actually have lost sleep thinking about the sissies I’d met... ambitious young men turned regressed whiny wimpy sissies. I had nightmares where I woke up in a pink diaper, my Mother cooing over me...
She knew though, that this was my worst nightmare come to life. That’s why she’d done it. All because I’d cheated on Prudence. Why had I agreed to date her?? She was such a weirdo!!! She played with stuffed animals and dressed so prissily and... I could do so much better, I had done so much better, Emily Ann was gorgeous, of course I’d made out with her, she liked me... I even officially dumped Prudence the next day...
None of that mattered now. I’m a sissy. I’m a diapered sissy. My own Mother had put me into her most intensive sissficiation because I’d cheated on her best friend’s daughter...
“AHHHHHHHHHHHHHHH!!!!!” I finally let loose, and burst into sobs hearing my new high-pitched voice. “Thithh ithh my voicthh.” More sobs. She’d given me a horrible, lilting, lisping, high pitched voice. For some reason, my first thought was Bye-Bye, law school. Bye bye, most things...
“Oh my, someone’s woken up!” My Mother walked into the room, along with... God, NO!!!
“Hiya there pretty-boi!” Prudence giggled in her high pitched voice. Less than mine, I thought with a pang of humiliation. “Someone’s a cutie patootie! Way to go Aunt Millie!”
My Mother smirked. “Good job to YOU, Prue! After all,” She made direct eye contact with me and my heart sank. “You made practically every decision!”
“Prudenthh... I mean, Prue-denthh...” I burst into tears. “PLEATHH! Help me!”
“I’d LOVE to! We were going to suggest the same thing!” She giggled. “Your Mama offered me an internship... so I’m going to shepherd your whole adjustment period! Isn’t that exciting?? A friendly face! Just don’t tell anyone we dated, it’s totally embarrassing!” She giggled and winked.
#2:
Every morning, my Mother (who I am now only capable of referring to as Mommy or Mama, UGHHHH) and Prudence (Mithh Prudenthh, I learned she’d insisted on the lisp specifically so she could hear me lisp her own name!) burst into my room, full of energy and excitement, ready to walk me through the humiliation of the day.
On my first day, it was the basics. At Miss Prudence’s insistence, my new legal name was “Annabella Rose,” which I suppose was technically based on my old name of Andrew Ryan... a name, by the way, which I was incapable of uttering despite how hard I tried. I could stomp and cry and all I could stammer out was “My name's Annabella Rose!” No lisp there, I noticed.
The next day, makeup. Miss Prudence giggled her way through the day, teaching me every aspect of how to do my new routine. She also informed me that my cheeks were permanently blushed and my lips were stained forever pink, not that I couldn’t use lipsticks to change the color, but I’d never go “without” again.
The following day, I learned everything there was to know about my diapers. The whole time, Mama had been teaching Miss Prudence how to change my diaper, letting them both get a nice look at the specialty chastity cage installed on all sissies who came through here. It was pink, glittery, and totally impenetrable. Despite knowing for a fact that no sissy had ever managed to cum inside it, I tried every night, falling asleep sobbing and wishing I’d been faithful.
Weeks went by. I was told my muscles had atrophied so much that I needed to re-learn how to do most things... and therefore there were many things I’d never, ever, re-learn. Sports, running, lifting heavy things, never again. My walk would forever be more mincing and waddling than before.
One day Mommy had left and Miss Prudence and I were left alone. She cooed and checked my wet diaper. “Does little Annabella need a change?” I nodded meekly.
“Mitthh Prudenthh?” She giggled and nodded. “I just wanna thhay, I’m sowwy.” I was so mad at her, but... she was my only real friend here, and I wanted her on my side a little. “I’m so sowwy I made kissies with siwwy Miss Emiwy Ann!! I withh I could take it all back!!”
“Oh darling!” She cooed. “It’s okay. I forgive you.” She started taping up my new diaper. “In fact... I wasn’t sure if I wanted to tell you this yet, but since you’ve been sweet...” She leaned in to whisper. “This wasn’t your Mommy’s idea!!! It was MINE!”
“And it wasn’t because you cheated... it’s why I crushed on you in the first place! So we could be a sissy-baby and Mommy couple, forever! And you’re PERFECT!”
I sat on the changing table in shock. “You w-wanted me to be like thithhh??” She nodded gleefully. My heart sank again. I was so fucked.
#3:
Four months had gone by since I’d been brought to Sissy Solutions. Six weeks had gone by since my ex(?)-girlfriend, Miss Prudence, had admitted that the only reason she had such a mega-crush on me is she knew dating the son of a Sissy Solutions senior director was her best bet to having her dream come true: a sissy baby of her very own.
She’d confided in me since admitting her plan to me how much she’d always hated men, how she wished she could do this to every boy she knew... but I was a good start. Meanwhile, my programming had kicked in so strongly that I wasn’t able to do anything but coo, agree, and profess my love and admiration for this girl who had sentenced me to a life of dresses and diapers. Some nights I dreamed of sports, living as a man, kissing my former crush, Emily Ann, her luscious hair and perfect breasts and gym-toned body... only to wake up to Miss Prudence tickling my tummy and inspecting my diaper.
“Baby! Exciting news! Your Mama and I spoke, and her and I agreed! From now on... she’s gonna be Aunt Millie, and can you guess what you’ll be calling me from now on?”
I could. “M-Mommy?”
She gave me a big hug and a wet kiss. “THAT’S RIGHT! Oh my gosh, my good sissy!!” Another wet kiss. “You’ve become such a perfect girl... I was worried... you were a bit of an ambitious, cocky, stupid boy...” Another kiss on my cheek. “But NOW! Oh my gosh. You’re perfect.”
I nodded meekly. She’d done it, she was right. I’d been ruined.
“Now, today’s a BIG day. Mommy’s gonna teach her baby how to walk again!”
After a whole day of sweatily re-learning to waddle in my diaper on a treadmill, I was as exhausted and humiliated as I’ve ever been. I could hardly bear the thought of being in this facility for another minute.
“Mommy,” I knew I would regret asking. “When can we go home?” She gasped and kissed me.
“Oh sweetheart, soon, so soon, I’m so glad you want to finally start our lives together!!”
“I don’t even... I can’t... you shouldn’t even be here!” Luke whispered the last words in a way that was almost a hiss. Agent Marstow couldn’t really blame him. More noticeably, he couldn’t even really recognize him!
“Luk-” Before he could even say anything, the blonde’s eyes went wide, he put his hand over the Agent’s mouth, and dragged him into a side alley. “Did anyone see us??” The blonde was looking around frantically. “If anyone sees me talking to a fucking FBI agent around here... I’m sorry, but like, I can’t risk this...”
Marstow gasped as his witness started to get on her knees and undo his pants. “What the fu- Lu-”
Again, Luke popped up to silence him, this time by planting a wet kiss on his lips. “Don’t say my name, you fucking idiot!” He continued kissing his neck a little. “We can talk like this... Papi’s across the street. He knows some of the guys like to kiss first...”
“Who the fuck is Papi?” Marstow whispered.
Luke kept kissing the Agent’s neck. “Papi’s my fucking pimp, you idiot.” He licked up his ear. Marstow was tingling, now. This little crossdressing whore was quite good. Except, he wasn’t supposed to be that. He was supposed to be living in a safe house and working as a waiter in a bar.
All this because, a year and a half ago, he’d realized the firm he worked for was laundering money for one of the worst gangs in the city. He thought the FBI would welcome him as a hero... instead, they barely seemed to care, while the gang he snitched on found out. So he was stuck. No case on the people who were after him was moving, and he was in a lot of danger. When he begged for protection, his uppity attitude had landed him here, in the very neighborhood where he was in the most danger. “Hide in plain sight,” he’d been told.
“You all thought it was sooooo funny, didn't you?” More kisses. “Put the finance bro nepo baby rich kid in this neighborhood... make me work a menial service job... I remember hearing how you all talked about me...”
Marstow now felt really terrible. That was true, actually. It was also why when they stopped hearing from Luke, it took awhile to get around to him. “Luke...”
“Stop... using... my... fucking... name...” The kisses between each word were starting to drive Marstow crazy. “It’s Lola. Understood?”
“But... if you do this... don’t they know?” Marstow regretted the question as “Lola” gave him a look of pure hatred. She flipped up her skirts and shoved the Agent’s hand down to let him feel the tiny cage around his cock. “They know I was born with this. They don’t care that I don’t WANT this. Enough foreplay. Tell me when I’m getting out. What’s happening with the trial??”
“N-Nothing... this is just... a check up... you’re not being removed. I can put in an application, but...”
Lola looked like he was about to cry. “Papi’s one of them, you know... you fucking asshole... you’ve got your witness working for the people I’m supposed to snitch on... as a fucking sissy whore!!!”
Agent Marstow really did feel horrible. Unfortunately, what he felt even more than that, was... aroused.
“Well... if he’s one of them... I’m sure he doesn’t mess around.” Lola shook his head. “So...” He placed his hand on the back of Lola’s head, pushing the sissy onto her knees. Lola’s tears welled up as she realized that this man wasn’t going to save her, he was going to treat her like every man did these days. “I’ll give you a good tip, at least... and I’ll start checking up on you again... MMMM... yeah... much more often...”
Daddy strapped me down on to my fuck machine and turned on some hypno to continue my programming. He always makes me do it in front of a mirror so I can see how much of pathetic sissy I am. I can’t even see my clitty or what’s happening to my rear because of my poofy sissy dress
Mech pilots must have their genitals removed and replaced with a coded interface to ensure they don’t masturbate off duty and ruin their battle performance.
When my new neighbor, Lisa, moved in I thought she was nice enough. Tall, black hair, thin but enough curves to be attractive, just overall just kind of a nerdy wall flower. I helped her move in and we became friends pretty easily. It turns out we were both loners. After COVID my job never returned to the office, so I still worked from home and if I’m honest, I was missing the social interactions co-workers provide. Lisa wouldn’t tell me who she worked for and instead made up a funny story how her job was to entice men into their school for feminization. I thought it was just kinky fun and played along, even hinting that I might want to join such a school.
The more we got to know each other, the more Lisa made up about her job. She talked about how they had whole teams that could break into people’s houses. Tech teams that would set up surveillance so that the subjects could be watched 24/7. Chemicals that would increase hair growth, hormones to soften their skin and give them breasts, and even implantable shock devises for punishment. Her imagination was amazing, even if what she was spinning was completely illegal and totally impossible.
Eventually we slept together. Lisa said she loved how I ate her out but didn’t like my penis size saying it was too small to please her. I didn’t really care that she laughed at my inability to last long as she found out by giving me a blow job. She jokingly said I should join her fantasy job program and get changed into a girly girl that could become her slave. I laughed it off and told her I’d be happy to do anything to get back into bed with her.
When Lisa went away on a business trip for a month, I agreed to take care of her cat and water her houseplants. It took me most of that month to realize that she’d been serious this entire time. When my body hair fell out in the shower that day, I’d just assumed I was having a reaction to the new body wash I got in the mail and didn’t think more of it. I was initially happy when my hair started getting thicker and growing faster with the shampoo that came in that mail order package. It was probably stupid to start taking the vitamins that came as I hadn’t ordered them, but I recognized the brand and knew they were expensive.
The first thing that got me suspicious was my internet and cable TV. Whenever I turned the TV on it was showing some channel I’d never seen before. Some kind of mix between soft core porn and women’s programing. It was hard to turn away as it was really sexy even if it was always about some young college girl learning to be sexier. Then there was my smart speakers. Every time I walked by one I’d hear very soft music coming from it. When I told it turn off it did, but hours later it would be playing that soothing music again. I eventually just let them all play all the time as it wasn’t hurting anything. And then the internet was wonky, sometimes slow as all heck as if it were downloading large amounts of data, and other times showing it was uploading huge video streams.
The weekend before Lisa got back, I got my reality check. I’m pretty sure they didn’t mean for me to wake up but I did. I was terrified as I was lying in my own bed but couldn’t move or feel anything. One woman was using a scalpel and doing something to my arm, while the other was working near my groin. The third one noticed I was awake and slipped a cloth over my mouth and nose, knocking me back out. I’d have thought it was a nightmare but when I woke up I saw the marks on my arm where I’d been opened up. They were already healing nicely, but they were distinctly there. More damning was the locked chastity cage on my penis.
When I got out of bed I saw that all of my screens, the TV, my tablet, my laptop, my desktop computer, my smart fridge, were all displaying a list of ‘chores’ for the day. They included going to the store to buy lingerie and makeup, watching hair styling guides online, and repeating some mantras about being a girl and submitting my will to my superiors. When I picked up the phone intending to call the police, someone was immediately on the other end. They explained that they were now in control of my phone and would monitor all calls. They wouldn’t listen to my questions and just told me to be a ‘good girl’ and do as I was told.
When I went out, I saw that my car’s navigation was directing me to a women’s boutique store. I ignored it as I couldn’t turn it off and instead drove to the police station. As soon as I pulled in my phone didn’t only ring, it auto answered with the car’s speakers. That same voice from earlier warned me not to go to the police as I’d not gain any freedom and would in fact earn disciplinary points. Ignoring it I went in and asked to speak to a detective. An hour later as I walked out I was terrified. The detective listened calmly to what I had to say before pulling out a report given to them by ‘my psychiatrist’. Per their report I was being treated for several ailments including schizophrenia and had severe paranoia and a persecution complex. The police had been given my judicial order of treatment and been told to report any of my ‘wild ramblings’ to my medical team immediately. I left with an appointment to see my counselor later that day and a reminder to not report any of these ‘paranoid delusions’ to the police again.
The rest of that weekend was spent defeatedly doing as ‘my superiors’ told me. Going shopping for embarrassing items. Watching and practicing the makeup and hair tutorials. Learning how to apply various moisturizers and lotions to different parts of my body. And maybe the most frustrating, watching hours of the videos on my TVs showing the young college girl learning about her sexuality as I now couldn’t change the channel or even adjust the volume and couldn’t even get hard not matter how arousing the videos were.
When Lisa came home Monday afternoon, she had the Uber drop her off at my house and walked right in. It was easy as she evidently had her own key now. When I went to yell at her all I could muster up was to meekly ask her what was going on. Lisa’s answer was as frightening as all she did was point at the floor and say “Kneel”. What made it truly frightening is that I had the immediate and strong urge to comply. I fought the inner voice that told me I should be on my knees, but it still stopped me from speaking while Lisa checked around my house, checking the now obvious cameras and microphones, seeing my bathroom supplies, and even checking my drawer with all my lingerie.
That was three months ago. Between Lisa stopping by almost every day, my mystery voice telling me what to do on the phone, the computer and television issuing my chores, and the electro shocks, I’ve progressed into becoming a proper young lady. Over that time, I learned that Lisa hadn’t randomly moved in. She’d been assigned to me and had started working on me before I even met her. She’d hacked my smart speakers first and added the subliminal messages that made me calmer, more compliant, and implanted or at least enhanced my desire to please women.
Physically it would be difficult to tell me from a college age woman even though I’m thirty two years old. I have my own pair of sensitive perky B cup breasts. The hormones have redistributed my fat and muscles giving me a narrower waist, wider hips, and shapely legs. My arms are tiny and I’m having difficulty lifting anything over thirty pounds now. My voice didn’t change on its own, but was another midnight gift procedure that overnight changed my regular masculine voice into that of a sweet innocent girl. My penis has shrunk enough that I’ve gone through two different chastity cages and am now constantly wearing a flat one that doesn’t let me show any external penis whatsoever. My ass is curvy and soft and bouncy and my anus has been bleached so that it’s more attractive to ‘my lovers’.
My obedience was hard fought, but they had every advantage, and I had every disadvantage. Even when I could muster up true defiance and refuse their commands, the implanted electroshock device would have me on the floor begging for the opportunity to be ‘a good girl’ for them in short order. That’s how they got me to do everything. From going out and buying all of my own feminization products to going setting up dating profiles, to participating in online chats with other feminized men and people who appreciate us feminized men. I even only respond to the name Priscilla or Lisa’s favored nickname of Prissy now.
Lisa was in personal charge of my sexual awakening. For weeks I was taught how to specifically sexually please her until I could make Lisa cum with just my tongue and several minutes time. That expanded to general feminine worship where Lisa brought in multitudes of women for me to sexually submit to. I’m not sure if it was their intent or not, but all the other women seemed to use me while Lisa had genuine interest in my wellbeing… even if it weren’t my choice of wellbeing… so all the other women just made me fall for Lisa even more. That affection for my trainer as well as the constant subliminal messages, the arousing images and noises from my speakers, and of course my strict overwhelming compliance all worked together so that once I could please any woman I began my training on masculine pleasure.
While Lisa trained me on her incredibly realistic dildos, I was also experiencing training that crushed what little masculinity I had left. I was quickly shocked at any action or words that showed any level of masculinity whatsoever. It was during this training that I ‘escaped’. Its strange as I was never locked away with chains or deadbolts, so I could simply walk out and leave. After two days the police found me in the rat infested hotel. The court order sent me right to the psych ward of the local hospital where I spent two weeks of intensive drug and mental health therapy. Having all the doctors and patients call me Priscilla and not believe me that I was being shocked internally when I tried to tell them the truth was truly maddening. Maddening enough that I fully accepted it when my ‘Aunt’ Lisa came to sign me out.
If I had any hope of at least a temporary reprieve, it was dashed when I walked in and saw the three hulking guys. I spent that first night back home being introduced to masculine pleasure by being spit roasted on my own bed. For hours. Lisa was there of course but I was just told to take whatever happened to me like a ‘good girl’ while she gave instructions to the men, encouraging them to use me in harsher and more humiliating ways to make sure my lesson sunk in as deep as possible.
And now I’m on my first approved trip. I of course pass completely in public with no hint of the former me anywhere to be seen. Everybody just sees the slutty yet shy girl Priscilla with her sexy yet subtly dominant aunt Lisa.
I don’t even flinch as Lisa puts my collar on in the airport lounge. I guess we’re at some kind of work convention for Lisa and I’m her demonstration. Once we get to the convention center she’s going to put me up on stage and demonstrate to the thousands of attendees how well her training methods work.
Clark had become Megan's sissy maid named Claire about a year ago. She kept him in chastity and dress in maid uniforms. Two weeks ago, Claire mentioned that she thought she couldn't dress any more sissy then she already was. Megan took this as a challenge. Megan found pink and baby blue dresses with even more bows and frills. She dyed streaks of pink and blue into Claire's hair. She bought heels with bows, ribbons, and bells. Megan loved the bells, because she now could hear Claire clean around the house. Lastly Megan took away Claire's satin panties and replaced them with diapers. Claire decided to add a gag, so she wouldn't say anything so stupid again. Although the feel of the diaper and the sound of her bells caused her clitty to strain in it's pretty pink prison and leak into her diaper.
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