Alright I figured some stuff out. The "special clothes" is the teaching feeling outfit, also known as "a certain slave's clothes. The "work alot" command isn't actually working normally, but getting the financial bonus by going to the hot springs and then working when the "work" command is silver. This makes you work for nanako instead, thus prompting the event. "Getting frisky with konko" is just touching her boobs alot in the "interact" menu, and the "tease her alot" is mostly flicking her forehead or pinching her cheeks. The "retro camera" event basically involves playing alot with konko. There is a chance that she will ask to play with the camera. Do this 4 times and you'll get the event. I managed to get 100% in the game then.