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OslowCaptions from patreon

OslowCaptions

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Dr. Lilith’s Retreat: Sponsor Testimonial 1

OslowCaptions post Dr. Lilith’s Retreat: Sponsor Testimonial 1 from patreon

My son Brent, was the stereotype of toxic alpha masculinity! Beard, Oakleys, Red Cap, and Pickup.

He was all entitlement and no responsibility. He looked down on women and expected his poor wife to be his maid, cook and whore.

I had hoped he would grow out of it after he got married, but he just got worse. S...

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FELON 2 FEM: TINY

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When the Judged told me that though I would be spared the term of carnal service, I would be forcibly feminized under the Felon2Fem program, I was terrified.

I sat for almost a year on “Girl Row” while my appeals ran out. In that time, I tried to prepare myself for what would be my new life.

A life without...

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Dr. Lilith's Retreat, NEW EPISODE

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A Discovery

OslowCaptions post A Discovery from patreon

Philip was laying on his couch enjoying the game on Sunday afternoon. Suddenly, everything felt different! He pulled at his shirt only to realize that his clothes had turned into a short blue dress and the weights on his chest was part of his body.

Philip pulled the hem of the dress up and recoiled at the confirmati...

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A Deception

OslowCaptions post A Deception from patreon

You can’t reverse this? YOU CAN’T REVERSE THIS?

You take my dick away! You give me tits! You promise you will turn me back after we fuck and now you say that… because you came inside me

YOU CAN’T REVERSE THIS?!

You have the NERVE to tell me that you didn’t know it would lock the spell?

...

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A Warning

OslowCaptions post A Warning from patreon

You need to get out of here before it’s too late! They say it’s just a rehabilitation program but it’s a lie! That medical waver you signed? It allows them to do anything they want, and they have a plan!

The’ll make you act like a sissy all week, Let them. They’ve given you girly clothes to wear, put the...

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Beauty and the Beauty

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Roland gazed past locks of long hair that had not been there minutes ago down to the rose that the witch had left behind while reflecting on the cruelty of the curse.

You have until this rose wilts and dies to fall in love with someone who returns that love to you. Only then will you be restored to your male form. <...

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No written word

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Are the letter shapes not making words little one?

The chances that a mundane like you, could learn enough about the ancient magics to reverse the spell I used to transform you from the muscle-bound football jock you once were into the sexy little bimbo you are now are remote. Still, I couldn’t risk it. So I made yo...

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The Life Reset Button

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Like most tradesmen in their 50s, I had constant back and knee pain, I was drowning in debt, my wife was a harpy and my kids were disappointing leeches.

In an antique shop, I found this weird pink button on a wooden plank. The man behind the counter said it was a life reset button. He said that if I pushed it, my debt...

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Prince Yorick the Bride

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Yorick's Father and brothers had all died in the battle and he envied them such a noble end. After Sten fell, Yorik tried to take to the battlements and rally the men, but the nobles restrained him

We must preserve the bloodline sire!

They surrendered the keep and opened the gates for Javin who was merciful in ...

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Word for word

OslowCaptions post Word for word  from patreon

What the hell is this?

Young, healthy, irresistible, capable of multiple orgasms. Your wish.

Where is my dick!

You never stipulated the sex of the body. Multiple orgasms are common in women.

I didn’t want to be a fucking chick! The whole point was to be young and fuck chicks!

You shou...

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Nexum: Liberty, one year later.

OslowCaptions post Nexum: Liberty, one year later. from patreon

Edmund had received a full pardon, his property and slave girl restored! He grinned as Diana sunk to her knees. She would learn her place again. He unzipped his fly, reached down and closed his hand on…nothing! He screamed!

It was a nightmare! The waking world was worse though. Edmund had been convicted of his ...

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Failure is getting closer

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The bet had been based on the old argument. Was wealth earned, or was it luck? “Take a millionaire, strip him of everything, and see if he can succeed again from scratch!”

Steven would be stripped of his name, his holdings, and his connections. To ensure that no one would recognize him, he would go into a nano-s...

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Th Sapphic Man: 2 Dress Wedding

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It was done.

Two years ago, David and Jill had been husband and wife, but Jill realized that she was a lesbian. To keep her, David claimed he was trans to play for time while he thought of another way to keep her.

But no alternatives presented themselves. David’s originally sham transition carried through an...

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Too late to flee

OslowCaptions post Too late to flee  from patreon

Michael glared at his wife in fury as the spell completed and the fabric billowed out to fall around Michael’s now feminine waist. His black suit transformed into a white jacket and polka dot skirt.

Why this time?! What possible reason could you have?

 

I missed Michelle. You know, you are a far...

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The Sapphic Man: Point of no return

OslowCaptions post The Sapphic Man: Point of no return from patreon

Two years ago, David would never have believed this was where he would be.

But then, his wife Jill confessed to being a lesbian and and David claimed to be trans to stay with her.

Step by step, pill by pill, David’s masculinity slipped away, each change leading to the question, “How far is too far?”

<...

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The Sapphic Man: Office girl

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When Jill confessed that she was a lesbian, David desperately lied about being transgender in an attempt to save his marriage. Delighted, Jill went to work helping every step in David’s transition.

Before he knew what happened, she had walked him through the coming out email to his office along with a commitment to...

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Magical Summer

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This was supposed to be the best of Summers! One last blast before college. When Gus’ parents announced that they would be out of the country on an excavation all summer, he thought of all the amazing pool parties he would throw for his friends. All the opportunities he would have with girls like Stacy.

His paren...

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The Sapphic Man: Puppy Play

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When Jill confessed to being a Lesbian and David chose to transition to stay with his wife, he knew their bedroom dynamic would change, but he had no idea how much.

Now that the hormones have softened “Dawn’s” skin, redistributed her weight, given her breasts, and made her impotent, she no longer was the “top...

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A new start

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Stop scowling! You should be grateful. After what you did, most 23 year old boys would face a decade in prison! When you came out a 33 year old convict, you would have no future.

Lucky for you, Stacy agreed to the Judge’s alternative sentencing proposal. As a girl, Stacy knows you won’t be a threat any more, and...

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"Judgement Day: Timmy's Regression" now available to subscribers

OslowCaptions post "Judgement Day: Timmy's Regression" now available to subscribers from patreon

The latest story from Dr. Lilith's retreat is the darkest one yet. Timothy has always been a tough guy. Even at the retreat, he has resisted the pressure of sissy week.
But Timothy's sponsors have a very unique fate planned for him. One that will rob him of everything he holds dear.
Now this tough guy faces a new life...

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Alone with herself

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Marcus walked alone down the dirt path and away from everything that had happened over the last year.

His wife had tricked him into registering at Ms.Lilith’s Retreat and signing over Medical power of attorney under the ruse that it was a weightloss program.

Well he had lost weight, down to 110 lbs from the ...

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Rough-Man Challenge

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Kurt was an expert in wilderness survival, having completed the Hiker’s triple crown, hosted his own outdoors Podcast, and lived outdoors more than inside over the past 5 years. At 45 he was slimmer and more fit than any other time in his life.

When he saw the ads for the new “Roughcast” Challenge, he was int...

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Timmy is now a woman of the night

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The day was spent in agony, Timothy’s mortal body clinging to that fleeting temporary condition called life while also bending and reshaping as organs and flesh rearranged themselves and excess mass sloughed off into a pool of putrid filth.

As the sun descended behind the Western mountains, The matron, already gran...

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Test Pattern Delta

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Test-patterns were only intended for flash injection on an empty chamber. They were designed to test the limits of the equipment and considered far too drastic for human subjects.

For fun, TP-Epsilon had been programed by the female staff with the traits of their dream man. TP-Delta, had been loaded with the traits...

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Immediate Vaginoplasty

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Amazing, it has only been two months, her breasts are developing and her hips are already turning. With the enhanced dosage, the transition is exceeding all our time tables. I think you will now agree that this is the better method, though it is contrary to the typical order of operation.

You must remember that the n...

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The CI

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Charles didn’t want to walk in heels, didn’t want to carry a purse, didn’t want to put on make-up or wear dresses. He didn’t want to be a woman!

A week ago, he had received a syringe, and a disk. On the disk was evidence of the crimes he committed for the Misogynist party. He was given an offer. Charles c...

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"Late" Justice

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After the revolution, To ensure that justice be done on the men who had oppressed and denied the rights of so many women, one last violation of body autonomy was performed.

The party leaders, of the Misogynist party were given a special treatment of Modified Accelerated Regeneration Serum. (MACR)

Senator Richar...

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Rebalance: Newly Turned

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The Lottery says I don’t get to be a boy anymore and the Rebalance Authority said I belong to you. The law says I have to let you breed me as often as I can squirt the brats out of this nano-surgical pussy you bastards gave me. But nothing says I have to like it!

I hate being a girl, I hate the idea of getting pregn...

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The Pirate's adventure

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The yacht had seemed like easy pickings! Donny and his small crew pulled alongside in their zodiac, waved their guns, and climbed onboard. Just like every other time.

As Donny shouted orders at the woman on the bridge, he didn’t notice the 2 women with dart guns coming up behind, having already dispatched the rest...

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