Fun Game. Big Brother/Little Sister is always a very nice theme.
Can feel a bit aimless at times, more info on when things open/happen or increasing some events might be good (The tracker for Ames' action and the Day Planner are great).
Might be good to bump the money from the job up a little. Was a bit of a chore.
Looking forward to Submissiveness. It sounds like it'll make for a very fun relationship.