Alright so a couple things in the few minutes I've been playing.
First, when choosing not Heather (I've already forgotten the other girl's name) there comes a point where she asks you to say "Yes, Mistress." and you're given a text box to type into... and nothing happens. Can't proceed from there, at least, not that I noticed.
Secondly, when choosing Heather and it getting to the "Shave and meet in cafeteria" task, is stubble SUPPOSED to grow back that fast? Because I got docked points for not shaving EVERYTHING the first time (my bad) and the second chance she gave I got docked for not having face shaved... when I'd shaved it two days prior, iirc.
Then the game kind of. Stalled out on itself? I was still tasked w/ meeting Heather in the cafeteria, but she wouldn't appear.
Edit: Idk what happened, but I had a glitch take away the cellphone? Quicksaving then refreshing & loading the save fixed it though.
Thanks for trying out the game. As for your questions ...
1) In the scene you're referring to with Jennifer (the other mistress), there should be a button with a tick symbol next to the text input field that will advance that part of the story?
2) Body and facial hair always takes three days to grow back. If you shaved your face beforehand, that might be why that seemed to grow back quicker than the rest?
3) Yeah, Heather only gives you two chances - the first meeting at the busstop and the second at the Cafeteria. If you don't shave and wear panties and fail both times, she gives up I'm afraid.
4) Not sure what happened with the cellphone, but in general there's been some issues regarding it for the online version of the game, so I'll be looking into all this before the next update.
#1 I figured it out -- it won't accept anything other than "yes mistress" w/o the quotes -- meaning no commas (and i don't recall if i put a period or not.) -- random bug happened -- met Jennifer at her apartment and she told me to follow her, I had to call her to get the next steps to trigger.
#2 makes more sense now, thanks!
#3 I feel like she shouldn't just give 2 chances -- she should be exasperated, but offer a third chance with a bigger challenge, imho, before giving up on MC entirely.
#4 Wasn't sure if you were aware, also I do wanna advise that this glitch happens quite randomly. I didn't notice any commonality or reasoning why, it'd just disappear.