Lesser of Two Evils

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"We need to keep your ass nice and flexible, so I'm gonna give you a little training aid."

She slid a thick bombshell of a buttplug into my ass which fit as snugly as her cock.

She turned the chest pump on. I was filled with joy as I felt it tug on my tits. I welcomed the alteration to my body. I wanted tits, big luscious tits. I wanted to be as sexy as Emily. There was no longer any doubt in me. I loved being fucked. I wanted to learn to be a woman. Whatever it took, I was gonna become the cock hungry woman they wanted me to be. Almost as if she could hear my thoughts, Emily bent down and whispered in my ear.

"Sleep well, Eric. I hope you enjoyed our first teaser session. Your real training begins tomorrow. Welcome to the rest of your life."

She reached in between my butt cheeks and flipped a switch on the plug. It started vibrating and gyrating inside me as she turned out the light, and closed the door. The plug was driving me insane. And the restrictor would prevent me from cumming. I moaned in ecstasy and frustration as the plug constantly brought me to the brink of climax without so much as a tremor of an orgasm.

Welcome to the rest of my life? I was suddenly less excited to become a woman...

CONTINUED IN CHAPTER 2

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  • COMMENTS
61 Comments
Sissyhubby70Sissyhubby7028 days ago

This had it all,sex sex and sex!

Hot good sex.

m1km1n30m1km1n305 months ago

Read the comments including Author’s note that Eric’s story will be tragic. Glad there was never a second chapter then. I don’t need bad endings on a fiction site…that’s what real life is for.

Personally, I hope Eric did become the best woman they could train him to be. I hope his rage and resentment built to a storm stronger than Emily’s while he watched and waited. Then, whenever he finally saw the chance, when they thought he was long, long broken, I hope he systematically poisoned the lot of them, and relieved a few of these guys of their dicks and balls before they died.

Remember: every blackmailer is also a liar and a cheat.

Prison ends. Blackmail is forever.

doninpantiesdoninpanties11 months ago

That was a excellent story. I was so excited and was creaming my panties

JackiemichelleJackiemichelle11 months ago

Love the story. I need to be turned into her. Can't wait for you to finish the story

Jasmines_PetJasmines_Petabout 1 year ago

What an absolutely incredible story! Especially loved the combination of blackmail and forced feminisation, and that facial tattooing scene just just too hot for words! One of my all time favourite M/m stories and I would definitely read more.

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