Also check out the initial 6-part series by Mistress Love. I really haven't gotten interested in feminization/sissification stuff and find the amount of it out there grating, and yet for a few weeks like 4 years ago listening to her files brought me teeteringly to the brink of going down that hole. It's not that you need to be into that, but to have someone take you from feeling indifferent about something to being dribbly, needy, and seriously considering trying on panties is quite a journey. I don't think she starts off with that theme until after that series is over (and you're sliding down the slippery slope like a greased goat on rollerblades)
Also, if you're motivated by the cadence of completing themed groups of files, check out Ellechemy's syllabus. The files don't build on one another directly but they're grouped by theme and, let's call it "difficulty." Earlier ones are more about getting you accustomed to her pretty indirect style, and later ones barely use inductions at all, launching right into scenarios that make you feel buried under mountains of disinterested domination.
Another "syllabus" by a less emotionally cruel, but equally arrogant (said with love) and sadistic hypnotist is Aurelia Alder's lesson plans. They are more or less just guided tours through her files with some encouragement to think about them and respond to them in different ways. I personally like her style, but based on what was said in the recently deceased other-chan, some people take objection to her conceitedness, and a formal style of speech that isn't always very immersive. Try her free stuff and see if you like her style. I like it because I like feeling that the person I'm allowing to dominate me has their shit together. I mean, Jesus, this is femdom, let's not lie to ourselves...