It'll probably feel more natural in a start to finish playthrough, having said that I doubt I'll be revisiting Jas' content much. The hoops to jump through for her roaming scenes and the random selection + seemingly random skill checks of her home scenes make it frustrating to find the ones you want. Also Ardia exists.
Smol semi guide for the training scenes:
Keep in mind you passively get get better (and thus more points for the event, but that's behind the scene stuff and not shown in the game as far as i can tell) the more you do a certain thing. If you fail a certain skill check, you get 0p. (Not sure if any failed checks give minus points yet except being a bimbo while telling story)
The kitchen/cooking training scene.
You get a lot of skill checks thrown your way: Very hard intelligence check (+1p if pass), a hard intelligence check (+2p if pass), a medium intelligence check (+2p if pass), and then a hard willpower check (+1p if pass).
Having done the scene 0-1 times before you 0 points, 2-3 times, 1p , and 4+ times, 2p.
0-2 points, you get punished. 3-4 points, you get to choose if you wanna be punished or rewarded. 5+ points, you get rewarded.
The pussy licking training scene.
Fairly simple you need 3+ points for rewards, and under 3 for punishment. You passively get 1 base point for every time you've already done this scene, with no upper limit. 1+ points if you have a prehensile tongue. +1p if your lips are bigger than size 4.
Butt training scene.
Your asshole needs 250 inches volume. Your volume increases by 35 inches every time you do the scene.
If the last time you took 0-100 inches, and then the next you did over 101, you get rewards scene. Otherwise, you get the punishment scene if you can't hit the 250 volume mark.
Then there is the last big one, where she lets you pick from three tasks: singing, dancing and and storytelling.
Take note that Steele cannot sing to save their lifes, so singing will always fail, no matter how many times you do the event.
The first time you sing, Jasvalla will laugh at you and feel a bit bad, so she rewards you out of pity. Any subsequent times, though, she will punish you. Only pick this if you want to tortue Jasvalla or really like the punishment scenes.
Dance training scene.
Need 4p to pass. 0.5p for every time you've done this scene in the past. One hard physique and reflex skill check, each gives 1p.
If you've done the love starz dance rehearsal scene, +1p. If you've watched all tha Fazian dances, +1p.
Storytelling training scene.
4 points needed to pass.
+0.5 points for everytime you've already done this scene.
6 or more main story or side dungeons completed, +1p.
Completed Zheng Shi, +1p.
If you're a bimbo or bro, you get -1p.
If you have 40+ race codexes unlocked, +1p.
If it's your first time telling a story to her and you score 0-1 points, she will reward you. One time only though, she will punish you as normal afterwards if you fail again.
Hope this helps.