you see thats my proplem aswell i dont even know how to get to those things aswell xD, like do i have to do certain story lines for that? always only get one option for a reward in the teachers story
You just play, complete given tasks, some things will happen eventually, progress Guardian and Therapist too. Some things need about a week to trigger... at least that's how it seemed to me, where I'd have at least a week before significant event/progress X_x
At which point of the game are you?
In the beginning you need to get Daring up (by molesting Guardian (need to buy Alarm Clock), opening door to shower, then when you have to wear panties, next step up is to get lacy ones and bra, wear them, which will make teacher up the ante. Make you get toys, and later offer you job possibilities (tho I don't think that jobs actually matter... can't say I've experienced anything special at either of 3 jobs, there's progress through scenes, but there's also limit to progress, and there's nothing significant, however Dinner leaves you exhausted, so I wouldn't really suggest it, past first few times, as in, when scenes stop progressing) to earn moneyz.
As you mess with guardian in the morning (after buying alarm clock), steal her stuff (after changing batteries in her room), also sleep in female underwear/nightie, she'll up the ante too (not sure how far you can go before she figures out you're not normal anymore).
Friend content is fun way to do teacher's tasks, and probably the best content in the game too, but you can also completely ignore it...
Coach Photo content start when you go to school without Panties on I think.
As far as Cheerleader content goes, I have a save before you can continue it, or turn it off, and my Daring is at 6 teacher and guardian are both at 4. To get Guardian to 4 you need to Mastrubate by choosing "Use vibrator in your ass" (when you have Vibrator)
Additional progression/walkthrough tips can be found in the opening post of this topic.
At this point game has Teacher storyline which is Main.
Guardian, Friend and Cheerleader which are all Side.
Anything happening outside of those Side ones fall into Main storyline and is needed to get to the Trophy Wife ending (this includes Coach, Teacher Assistant, Toilet/Bully content too).