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OslowCaptions

OslowCaptions

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He's a Barbie girl, in the Mistress world.

After a couple months as Ken’s submissive, Karen admitted that she was a switch. Ken laughed.

A little girl like you could never dominate a big man like me!

Later that day, while shopping before their vacation, Karen found “The Button” in an obscure junk shop. A press of “The button” would change your partner’s gender and change the world to fit. Only the two of you would know the truth.

She brought it home to Ken and together they had a fantastic vacation s...

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One Gallon Challenge: Mail order failure

After several months of dating, Agnes decided that she could no longer stand Steven’s macho homophobic crap, so she dumped him. As she had done with all her ex-boyfriends, she turned Steven into a woman and then explained the One Gallon Challenge to the terrified girl.

Stephanie’s homophobia recoiled at the idea spending the next year sucking multiple cocks a day to swallow the gallon of cum she needed to reverse the spell.

That night, she crawled the dark web to find a b...

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Quit while you're ahead.

I should have quit while I was ahead. 

The kid had a good hustle, loose a couple, bet big, turn on his “A” game and clean the sucker out. I watched and I saw that his “A” game was class “C” at best compared to me.
So I turned the tables and had taken him for $5,000 by the end of the night.  I should have walked but he begged for a private game to try and win back his losses, and like a fool I agreed.  

H...

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The Button against the world

Lt. Richard “Dick” Flanagan and Cpt. Dave “Dog” Johnson were Air Force fighter jocks with a problem. They were in love. A secret that could destroy both of them in the 1960s USAF.

While walking on the beach lamenting his problem, Dave came across a sea turtle tangled in a net. He freed the turtle and it changed into a beautiful woman holding an apple.

For freeing me, I will grant you one wish.

Dave wished he had a button that he could press and be in love wit...

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Unwanted Reunion

Andrew averted his eyes in shame as the officers led Barbara into the room.

Andy?  Oh God! Is that you?  My poor husband! 

It had been over a year since Andrew had been caught while working deep cover to investigate human trafficking and medical experimentation.  

In that year, Andrew had been subjected to their experimental treatments, stripped of his manhood and had his will broken before being sent to the Ring’s leader.  He...

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His life changed when he met Kara K

I love the softness of your skin now, the swell of your breasts against mine, the curve of your hips. I’m so happy we chose this.

This wasn’t my choice! I never wanted to be a ….a

A girl? But you have done so much to become one! Hormones, breast implants, voice training and now, bottom surgery. You told the doctors that you needed these! You fought your insurance company to get them!

You know I didn’t want them! It’s your damned voice! It has some hold on...

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New 5$ member story

Betrayed by his wife, Jeff enters a couples counseling retreat only to find himself trapped in a sissy transformation program. Stripped of his masculinity and forced into humiliating submission, Jeff's world spirals into a nightmare climaxing in a final, irreversible change. Will he find a way to escape, or will he forever be Jessica?

2025-04-28 18:50:18 +0000 UTC View Post

Judgement Day: The Cuck of Jessica

None of the other sissies from Jeff’s class had come back once they were called in for their assessment.  No one could tell him what to expect. This morning, Jeff had awakened in agony as the electric shock-cage around his cock surged with power.  

“It’s decision day Jessica!” She had said as she held down the trigger button.  She watched Jeff writhe on the bed, sheets thrown into disarray and the straps to the neglige he slept in fal...

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Felon 2 Fem: Punitive Pink

All I did was throw a rock!

I admit that it was wrong. I got caught up in the moment. The new Governor up on stage at her victory party thanking that transgender woman became the newest controversy and I fell for it.

So, when they doxed the woman, I wanted to be part of the story so I painted a rock pink and chucked it through her window! Big deal, it didn’t hit anyone!

But she felt threatened and had to move, the coverage grew sympathetic and it triggered a major s...

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Shared Responsibility

Deanna’s heart stopped when she read the text from Agnes

Change of plans girls! I was going to introduce my new man, Robert at today’s pool party. But it seems Robert preferred lovely Deanna! So, I want you all to meet Roberta, who is joining our sisterhood!

The whole point of Deanna’s seduction was to spare Robert the One Gallon Challenge! At the party Deanna confronted the newly transformed girl.

You didn’t tell me that you were already seeing her!

O...

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Taking one for a friend

“Oh God, this is gross, and weird!” Deanna thought but there was no other way.  

It had been four months since the breakup, when Agnes turned Dean into Deanna and set her the task of drinking a gallon of cum within a year to change back into a man.  

Deanna had moved in with her best friend Robert, who had no idea who she really was, and had been draining Robert twice a day since.  In addition to her daily rounds she was averaging five...

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Submit.SIR Dom1nat3.H3R

It had started as a fun roleplay. Danny, had picked up the “Submit.SIR” port-chip from a black-market club. Slot it, define someone as “Admin” and then you would be compelled to obey any command. He talked Pam into slotting it and enjoyed using her as his sex slave for a week.

As they agreed, at week’s end, they swapped. Danny slotted the chip and began obeying Pam. For the first couple days, it was just more kinky sex with Pam calling the shots.

Then she had him ...

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Gender Pandemic Patient 0

My name used to be Owen Marshal. I was a botanist with years of Lab experience, I thought I knew how to avoid accidental exposure. I took all the standard precautions, but, then again, this was a non-standard sample.

They had found it growing in the center of a crop circle and sent it to my lab cause it looked weird. Well it WAS weird. Monoecious asparagus! I had never seen such a thing! It was only temporary though, within a few days the Asparagus returned to a dioecious state. We ...

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Aftermath

Jerry’s hands fell limp on the bed. It was several seconds before he tried to move them. To his shock, they responded! He lifted the manicured nails up and felt the hair cascading from his head. His breasts bulged under his bra and he still felt the void between his legs.

For the first time in months, he was in control of his body once more! But, damn the goddess for the body he had!

Jerry had been excavating an ancient shipwreck when they brought the tablet onboard. As...

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The showing

Fredric held his pose in the darkness terrified that his captors might be watching. Punishment was always brutal and fierce.

A row of lights along the floor came on, almost blinding Fredric. The wall across from him was a mirror and he gasped. The woman in the reflection was unrecognizable!

From the day they pulled him off the street, he had been subject to injections, behavioral training, and even surgeries on his face and throat. As the breasts began to grow, and his cage...

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Dr. Lilith's legacy

I was a 55 year old man on the day of the attack. I was leaving a client site on the train and there was a muffled “Pop” sound.

The train filled with mist that had a sickly sweet odor. For a moment, nothing happened, the train rolled on in stunned silence. Then the cramps started! Everyone was in pain, the men much more than the women. It felt like someone was twisting my insides. The pain was so great I passed out.

I woke in the hospital, like this, a woman in her 20s...

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Closing the circle, in lace

Lawrence and his fiance Sarah, had inherited Sarah’s grandparent’s property and planned to restore it as their dream house. As they cleaned out the basement, Sarah picked up a strange jewel and vanished. Lawrence found a notebook with drawings of the jewel and an incantation. Frantic to save his love, he read the notes. Which explained that this house was a cursed circle of time.

Sarah had been transported back in time to become her own great grandmother Anna. She would be tra...

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Ghost in the Sex Machine

“Rachel, Standby mode!” Dr. Elwood Hasting’s commanded. The Bio-Sim android immediately smoothed her skirt and sat on the couch awaiting a “wake-up” command.

Corwin watched the Doctor walk out of the room and then focused all of his will on simply moving any part of this body. Hastings wouldn’t be back for hours, if he could override standby, he would have plenty of time to find a terminal, jack into the Mesh, and upload his consciousness to the cloud, escaping this nigh...

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Charlie won't go bra-shopping alone.

Lookin good Charlie!

Laugh all you want Glen, but you are going to be crying real soon!

HA!! You don’t have the balls Charlie. Literally!

Yeah yeah! I got sent to miss Lilith’s and turned into a girl. You think it’s funny?

Fucking hilarious, From Mr Swinging-Dick to Miss No-Dick!

Would you still be laughing if it was YOU that set up that camera in the girls locker room?

What? No! We all know it was you!

But I had help Glen. I hel...

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Behavior Improvement Plan

Have a seat Bruce, this is Carol from HR. She is here to make sure everything discussed here today is clear and to answer any questions. Bruce, you are an asset to this company. Your financial performance has been phenomenal. However, we can no longer ignore your behavioral shortcomings. Cat calling coworkers was bad enough, but unwanted physical contact cannot go unanswered. Now we have discussed the situation with the women who have complained and they have agreed to let you remain an...

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Premium Story: Hailey's Lessons

Falsely accused and condemned by his own parents, the 18-year-old Henry is sentenced to a "lesson" unlike any other. Under the strict watch of Miss Greenfield, Henry is stripped of his identity, forced into dresses, makeup, and a chastity cage – to finish the last month of high school as a girl.

Publicly shamed and tormented by a relentless bully, Henry walks a tightrope of enforced femininity, where every misstep prolongs the nightmare. But when a forced prom date escalates into viol...

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The Button wakes once more.

Benjamin just stared at the mirror by the bed in stunned silence.  There was no warning!  No magic mist or metamorphic transition.  

One moment he was in his T-shirt and boxers, jerking it.  The next moment, “it” was gone and his fingers were rubbing a clit where his dick was a moment earlier.  

He screamed and his high pitched voice was another surprise.  Then he saw the big-breasted woman looki...

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Premium Story: Broken Trust

When Mike loses his job, he thinks things can't get any worse. That is until his roommate, Ben, reads aloud from a strange, inherited journal, unleashing a transformation beyond Mike's wildest nightmares. Suddenly, Mike is Missy, a woman with an insatiable craving for her best friend. Broken Trus...

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Premium Story: No Trespassing

Originally part of the Erotica Consortium's original "Trick or Tease" collection!

When a Halloween prank goes awry, Bruce, Marcus, Stacy, and Kelly find themselves trapped in a twisted game. Cursed by a mysterious voice, Bruce and Marcus must embrace their newfound female forms and explore their hidden desires if they ever want to be men again. While Stacy,...

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Premium Story: Ghost in the Sex Machine

Originally part of the 2024 Erotica Consortium "Trick or Tease 2" collection.

He jacked into the system for the score of a lifetime. He woke up in her body.

Corwin Daws, a cocky mesh-jumper, thought he had the perfect plan to extort Midas Hospital Systems. But when lethal Black Ice traps his digital ghost, his only escape is into "Rachel"—a stunningly...

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Premium Story : The Girly Drink

Originally part of the Award Winning Erotica Consortium Anthology "Love Potion 69"

John is a 25-year-old self-described "loser" who has a crush on the amazing Jane. When he learns about a wizard who can make love potions, he decides to give it a try. But the potion doesn't work quite as expected, and John gets more than he bargained for. A funny and surprising sto...

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Heads up: New Tier just launched

I write a lot of stories. They have previously been published in compilations, commissions, or as books on Amazon or Smashwords.
Now I am bringing a premium selection of these stories to subscribers in a new "premium story" $10 tier.
Subscribers to this tier get access to all TG Captions as well as these premium stories.
Over the next couple days, I will be uploading my "Launch Collection" of stories for my subscribers. Please excuse the sudden burst of non-caption updates. <...

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New Premium Story: Nate's Belief

When Diana learns her boyfriend is a cheater, her friend April proposes a unique solution: use her brain-mapping research to manipulate him. What begins as revenge evolves into a dark exploration of control, identity, and the terrifying power of a belief made absolute.

https://www.patreon.c...

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New to the Premium Stories Tier: A Mother's Love

Ben's graduation day takes a shocking turn when his mother's desperate act transforms him into Isabella. Forced to confront a new identity in a world hurtling towards war, Isabella must navigate a changed body, shattered relationships, and her mother's questionable love.

https://www.patreon...

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Cary on wayward ...waitress.

Oh, thank God!  Yes, it’s true.  I am over 100 years old.  

There was a prophecy that a man would unlock the first seal and unleash the end times.  

Apparently, I was that man, destined to end all of creation in 1992.  

But there were Angels who loved creation and did not want to see it ended.  They pulled me out of time and space, explained the danger I represented and ...

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