Hi there!
(I will assume that you are talking about the MZ version of the plugin)
So, yes, you can do something like that! For example, each time a choice is selected, you can show text on a help window created for the choices. So each choice can have its help text.
You cannot make it work exactly like the default Message Window. But, you may be able to achieve a similar result, by changing the help window size on the plugin command and combining it with Eli Global Text(To let the help window use any escape code) plus one of the below:
1 - With the Choice Manager plugin, you can show a picture when a choice is selected. So you could use this to show an actor's face image. But you will need a single picture for that.
2 - Or, you can combine with Eli Message Actions and use the escape code \drawimg to draw a picture inside the help window.
Eli Global Text and Eli Message Actions are free plugins.
Another way would be using my Text Window plugin that indeed lets you show another Message Window on the screen(as many as you want), and combine it with the show choices. But the Text Window is not as free as the two above.
Hope I manage to clear your doubts!