The biggest issue of this game is it's pacing and intermingling alpha and sissy routes, or perhaps just too slow feminimisation.
I was deep into co-tenants route when it suddenly gets interrupted because mc gets caught sleeping with chastity cage (it was put on after I was caught flirthing with client's daughter at the bar, Missy said she may take it off for good behavior and never does). At that point your progress gets thrown out the window. From there on you can't do anything without looking feminine (girls want you to have breasts, you need to look like a girl to be cheerleader).
At that point I found myself in a situation where MC couldn't dress in feminine clothes, shave and had mega huge dong and muscular body while beating treated like a girl. He got invited to sissy school very late. Idk if it's because instead of doing the little chore jobs for Missy I did all the big jobs asap.
From there on game becomes a chore, there's nothing to do except click through the week of sleeping and job while waiting for the 2 days where you attend training. After doing that for weeks you can finally play a little dress up. It would be nice if you could use feminine looks for anything. The progress was so slow i quit. Also I accidentally cut my hair, I clicked on hair to see if it has cute / sexy category like clothes but there's no confirmation, just bam... at least add wigs so you don't have to look ugly for another 60 days while hair regrow, I used console command to get them back.
Not to be all negative I have to say that the artstyle was very nice, though sometimes scenes didn't reflect my actual character's progress, and i liked the game before running into pacing issues. There was that one quest where you can seduce guy to get information, it was nice. There should be more uses of the seduce perk, missions where you have to use femininity, looking cute / sexy, but above all sissy school should happen 5 times a week not 2.
At first I wanted to leave this as a review but I decided it's too much rambling and ESL. Anyways some of my feelings about the game.