1. More ideas they accept, more brainwashed they become;
2. Because your sissy's anus is not tight enough. Your character's pleasure won't increase. It happens if you plug your sissy for too long. Check their anus tightness, it's prolly at 0%. There's a bug that won't let anus to recover over time, but i fixed it and it will work properly in the upcoming update;
Thanks! Support the game if you can, i'd greatly appreciate it.
Edit: forgot about obedience. There's too much factors that won't let it to increase. It's pretty easy to increase obedience if you put your sissy in a cage (not chastity cage).