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Amanda never would’ve imagined that she’d be in this position, she was formerly a man named Aaron but got offered an immense salary in exchange of being feminized and being her boss’ plaything. Despite the strange nature of it all, one of the things she also never imagined doing was loving every single moment of it.

Her enjoyment wasn’t always present though, as back when she was a he, Aaron was greatly struggling with his financial situation, barely being able to pay for his monthly necessities. At the very least, the position he had at the time wasn’t the worst thing ever, but it was pretty boring and didn’t pay much, always wishing to get a raise or being down to do more complex tasks for more money.

Eventually, Aaron got what he needed… kind of. His boss, Jackson, offered him something that sounded too good to be true. He wouldn’t have to work on anything related to Jackson’s company and would get paid really well to test a new pill that a partnering company had developed. The one and only issue was that he was given zero information as to what the pill did and why he was chosen to test it. Despite the huge red flag, the young man thought the money he’d be getting for doing essentially nothing was absolutely phenomenal, signing up for it after a few days of consideration.

After a few months had passed, the young male was doing great! He had no need to work eight hours a day or stress about harsh economical decisions anymore, as he had plenty for necessities and a good amount for things he desired. A few peculiarities began to pop up on his body though, such as his nipples feeling more sensitive and sorer, subtle changes in his skin and most notable of all, his penis and testicles had shrunken down in size.

Aaron reported the first two things to his boss, but he felt that it was embarrassing to tell this man he didn’t know much about the size of his manhood. Jackson sounded very professional when talking to his employee, although when he wasn’t in sight, he’d be smiling in excitement as his secret plan came to fruition.

As the days, weeks and months went by, this secret plan would become less so as more changes became incredibly obvious to Aaron. His flat chest now had breasts, not manboobs, real woman-like breasts; his strength had significantly reduced as his whole body became puny and, unexpectedly, even somewhat curvaceous. The package between his now lady-like thighs had shrunken down even further, it was very clear that he was under some kind of hormonal medication that was feminizing him.

Although he was doing good economically, this was around the time where the feminizing male would struggle a bit mentally due to losing more and more of his male identity, something he’d bring up to his boss one day. Once he revealed his emotional thoughts on this experiment, Jackson would hit the employee with the bucket of cold water that was the reveal of his long-term plan.

Jackson had always wanted a girlfriend and wife, which despite his money and success, he still hadn’t really met his other half. If he couldn’t find her, what if he created her? This was the objective of this experiment, and the ‘new pill’ was already existent HRT medication for MtF transgender individuals. Aaron was shocked by all this, and yet Jackson remained very calm and professional as he gave the feminizing individual a new offer.

The deal was simple: Aaron would become Amanda, a ‘she’ rather than a ‘he’, Jackson’s girlfriend and future wife and he would pay for the best of the best to make her transition as perfect as possible, both physically and emotionally, all while she wouldn’t have to put a single ounce of effort into working any kind of job and would even be down to purchase luxury items whenever she requested them.

It was a huge deal for Aaron, he’d be set for life if he accepted, but he’d have to completely give up his masculinity and heterosexuality. Although Jackson never mentioned what would happen if he denied the deal, he thought of the worst: being left broke, without a job all while being a body he didn’t like. Accepting felt like doing a deal with the Devil at that time, but he, or rather she, thought it was the right course of action.

During the next first few months as Amanda, she greatly struggled to come to terms with her new identity, but progress was being made as Jackson, no longer her boss but her boyfriend, did his part of the deal and brought in the best therapist and medical team that would make her transition miles easier. This struggle would begin to fade away, slowly but surely, as not only was the therapy effective, but she would discover that Jackson was a very sweet and kind man, feeling weird about being called ‘his princess’, ‘babe’, ‘love’ at first, but the more he said it and the more she connected with him emotionally, the better it felt.

More time came and went, and before either of them knew, Amanda was very confident as not just a transwoman but also as Jackson’s girlfriend. She went from being forced to love him to feeling like he deserved more love than she could deliver, Jackson himself dropped his businessman self whenever his beautiful transgender girlfriend was around, being a lot more genuine and being emotionally supportive of her strengths and weaknesses.

Aside from the psychological aspect of it all, the boost in confidence also came from looking and acting like a woman. She loved her big breasts and plump butt, and not only did she not care about the size of her penis, but she also liked that it was smaller to avoid unwanted attention and for panties to feel much more comfortable, that’s without mentioning the fact that she loved that her boyfriend’s penis looked massive in comparison to hers.

She was reluctant to learn to do makeup at first, but she thought she’d look even better just for his cute boyfriend, it wasn’t like she had a job to attend to. She ended up loving this, now being part of her daily routine, alongside other things she swore she’d never do at first and now she didn’t know how she’d live without them, like the huge wardrobe of adorable and sexy clothing Jackson purchased for her, every skin care product she’d need in a lifetime and so much more.

One of the things that pushed her into loving her new life was her first time having sex with Jackson. He kissed her, complimented her and treated her like a queen, all while thrusting his 6-inch cock inside her tight asshole, a feeling she’d grown accustomed to by now but that she’d always look forward to repeating. She also didn’t have to wait to get her womanly needs satisfied, as he wouldn’t have a single issue with gaping his girlfriend’s hole in his office, all without anyone else knowing about this couple’s secrets.

Amanda had everything she ever wanted and more, and after two years of this whole ordeal beginning, she was sure that Aaron would never return, and Amanda couldn’t care any less about her broke masculine past.