28 Jan 2021, 17:22
(28 Jan 2021, 03:37 )Jennashepherd2000 Wrote: A series where your new boss, female, is slowly turning you into a woman, but in seemingly normal ways (No magic pills, or blackmail, etc).
You're her personal assistant. She wants you to be fit and healthy, and have a good appearance. You workout with her, yoga and pilates etc, but your gym shorts are too baggy and restrictive, they don't move with you. So, she provides you with some yoga pants several to trade off with. After a while, it's Yoga shorts, which get progressively but slowly shorter over time. Your t-shirt won't stay down during yoga, so she gets you some tank tops, which slowly evolve into more and more of a sports bra. Mens underwear bunches up under yoga pants and she asks if you'd mind trying a thong (and men's thong at first, but over time it just becomes panties).
Swimming is a great workout, and it's summer now, she's likes men to wear a speedo instead of swimming trunks, and supplies those for you too, and slowly over time they become bikini bottoms. Swimmers get rid of body hair, and it's kind of unsightly anyway, so she offers to pay for laser hair removal. Tells you the benefits of a hairless body, and she'll cover the costs. One day your "speedos" are all dirty, so she has you try out a one piece. She tells you she likes the one piece on one, which also becomes a girlier cut over time, and eventually basically a two piece bikini.
For your personal appearance, she has you adopt a slightly longer haircut. She starts providing your wardrobe, since you represent her, she wants to choose what you wear. This becomes more feminine over time as well. A slightly more feminine cut of Slacks and a slightly feminine blouses, leading to more and more feminine over time. She adds minimalistic jewelry which increases with time as well.
She has you meeting with a therapist regularly, who she is secretly paying to advance her agenda with you. All of the changes are good. Masculinity and testosterone are negative, etc. Over time, you are convinced that your underwear, work pants, yoga pants, swimsuits would all fit better if you didn't have testicles. They just get in the way, make you uncomfortable, hurt sometimes, and you aren't really using them for anything. You can freeze some sperm at the sperm bank for the future if you're worried about that.
Pull a late night working at her house, she has you stay over, but you can't sleep in your work clothes. All she has for you is a silk nightie, but she assures you it's fine, but like anyone else will see or know. She starts inviting you to work late and stay again, asks if you like the nightie, buys you a few of your own, with a nice silk robe to match.
Late in the series you go on an international trip, all of your luggage is lost, but hers is not, and you're on a tight time frame, so you are forced to fully dress as a woman by wearing her clothes too, no time to go shopping.
That kind of thing.
There is a video game on TF Games that is called Secretary. It's pretty close to what you are describing. It's not a hypnosis file, but it is a very fun experience
