It work because...

As Aiden was only 5 foot 6 inch,lean muscular little man.Just the average height like his father have, so because of that he always want to prove that he was a real man and do lots of stunt which make a lots of problem in his life and his last stunt <like his affair with his secretaries> make sure he got fire from his job and due to that he is now unemployed and asking help from his ex wife.

Victoria see the picture of him when he was in child in school play where we have to play the role of a little servant girl and Victoria think that he looked very good and because of that picture she got this idea.

Plus Victoria want to use his body insecurity and want to change Aiden from Aiden to Amber,male to female. So to complete her plan she is now using her knowledge of medicine into it.

As many of her wondering why Aiden was not creating the fiss or reject it because she know that any sane man will not accept this proposal so she need this plan work and because of that at morning she put mild doze of antidepressant medicine in his food to make him more docile and agreeable and now after her speech and seeing Aiden behavior she know that it is working.

https://chyoa.com/chapter/No-one-should-be-awake-before-the-sun.903829