One of my favourite shemale pics, with a great premise. From artist’s patreon:

>A redhead Queen, dressed in an extraordinary expensive-looking dress, is receiving important visitors from another kingdom at her estate. Unbeknownst to anyone, the Queen is having her dick sucked off by one of her trans-fem, maids, who is hiding underneath all of her skirts while the ceremony is ongoing.

The idea of a medieval queen and all of her maids being secretly shemale is super hot, and the possible explanation behind it, and how your own character would fit into it.

>a neighbouring kingdom that your parents have arranged you to marry into.
>instead of a king and queen ruling the kingdom, it’s just a queen, who is quite the milf
>after some time you learn your soon-to-be wife was once a man, and still retains the her manly genitals and libido., along with all of the maids.
>during the ceremony you took part in when you first arrived, the queen was getting sucked off by one of her maids underneath her heavy dress.
>the head maid, knowingly smiling during the whole occasion.

Maybe the king and queen passed away suddenly, leaving a single heir to the throne, their perverted shemale “daughter” who does the same to all her friends, turning them into shemale maids. Or perhaps instead the queen and maid were all women, but due to most of the men dying in war they turned themselves into shemales to start repopulating.