My top 5 would be:
1. Fashion Business
2. Headmaster
3. Selena OHA (original)
4. Series of Combin Ation game
5. Alenja's adventure
Great list.... I'd have to say Headmaster, Clymenia games (especially Civilian Defense League), Combin Ation games, Succulence, and Valiant Warrior Astrid (if only it wasn't abandoned). With a shoutout to Akabur. In all honesty though, your inclusion of the at-home nudity contract to this game may send it to #1. I liked the original.... but I'm loving what you are adding.
Personally, I would keep it in RPGM.... I don't know.... it just makes it feel more involved.... With actual environments you move around rather than backdrops and buttons. You don't just click on a button to see a picture of a walk of shame..... you have to make your character walk. You don't just click something to enter the Uncle's office..... you actually have the experience of walking there and picturing the character's thoughts as she take those steps. You've seen the foreshadowing. You know that this time will be different. While having to brush your teeth every morning or ride the same subway can be annoying.... having small amounts of physical routine adds to the theme when you start having to do the normal things..... abnormally. The part of The Green Shadow Rachel (and Succulence) where you have to walk around the masquerade party naked just wouldn't be the same if you didn't.... well.... walk around the room. *Edit add* Clicking on boxes in the corner to get a new background image just doesn't do it justice.
