Bimbo Training Stories

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So You Want to be a Bimbo - Week 01

by modernromeo24 on Jul 6, 2020
Fetish

Introduction So you've decided to take your first step to become the best version of yourself. No, this isn't a self-help book. It's more of a guide to your own sexual awakening. If you follow these steps, you will feel happier and more confident. And, of course, you will be turning heads when you walk down the street. Being a bimbo is not just changing ho...

Cockland Island Pt. 05

by Sissyhalo1 on Feb 3, 2020
Transgender & Crossdressers

Waking up like that I think my brain wanted not just more but to place everything that happened to me in an order that I could handle. So deeper into sissyness it was. Playing with my butt plug until I was edging myself and losing myself in it. Abby showed up. Rolled a joint and watched me. "C'mon Nikki, up, let's get you fed and working out." It was h...

Bimbo House the Mansion

by daveport on Apr 29, 2025

Welcome to the first ever Bimbo House, Bimbo Mansion edition. Dave Port said as the show started. This time the Bimbo House is a 50 room mansion set on 40 acres. The base rules are not quiet the same as always. Instead of 10 women entering the house at the start we will have 40 women enter the mansion at the start. The prize money on the line is 25 billion d...

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Trapped in a Robotic House

by sipainting on Apr 22, 2025

NOTES: Be sure to hit "Start Game" on the right (or in the menu) for the full experience! I recommend customizing the experience (see the menu or the "customize" tab on the right!) before you begin. My goal is to make this is more of a game experience, as much as possible. There are some easy (sexy, emasculating) puzzles to figure out. T...

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Being Holly

by Sissyhalo on Sep 13, 2017
Transsexuals & Crossdressers

Okay like right off I want to make it clear it's Holly now and forever. Holt's fucking dead and I'm killing anything that's left. And that's a damned good thing. See Holt was an asshole, I...he...that person I was...I was raised by an asshole. My dad and he wasn't a nice guy. He was a jock, he was a mean jock raised by worse my grand dad. Holt was part...

So You Want to be a Bimbo - Week 02

by modernromeo24 on Jul 6, 2020
Fetish

I would like to warn you, the introduction of the guide stated, that becoming a bimbo can be quite intoxicating. Once you begin, you may not be able to go back. You will need this deep inside of you. *** Day 8: Your New Hairstyle Over the last week, we have made great strides in your looks and behavior. We are looking to continue these changes this week...

Bimbos Are Made, Not Born Ch. 03

by badboylax on Sep 25, 2017
Mature

Like the first two installments, the story shifts between the first week after meeting Emilee and two months later, when Emilee is further along in her role as my bimbo. after our first meeting. All characters are over 18. I left Bimbo Emilee in the back of the men's golf clubhouse locker room while I scoped out the building for signs of her dad and Mil...

Frat House Alumni Pt. 01

by lac6201 on Jan 24, 2018
Group Sex

The Theta Phi house stood back from the street, enclosed in a circle of tall pine trees that made it difficult to see exactly what was happening inside the palatial walls. Rex knew how to maneuver his black Jaguar through the winding driveway and into the garage where he could walk directly into the house without ever stepping foot outside and risk being see...

My Bestfriend's Girlfriend

by Shauna_Wood on Jul 9, 2019
Transgender & Crossdressers

When I was in my early 20's I used to play a lot of online video games. First person shooters, mostly. The Battlefield series, especially. I had started playing games online with a guy named Chris who had gone to high school with my ex-fiancé. He and I had met through her and had really hit it off. We had remained close even after she and I split. He lived u...

Jessica's Change Management Ch. 20

by Cathartico on Dec 10, 2018
Exhibitionist & Voyeur

Jessica's Change Management Ch. 20 --- Week 4 -- Friday Morning --- I was still catching my breath after barely making it back to the train in time. I mean, my agitation was totally valid, what with all that razzle-dazzle that had been going on during the stopover. Remember? Matty and Fatty taking me behind that wooden shed to teach me the meaning of those...