As a new player it seems like the game is a punishing grind. You can't seem to make enough money to both pay Bailey and do well in school or skills development. In fact it seems l ike you'd be lucky just avoiding rape and buying or repairing your clothes that are always being torn. Maybe stripping would help but to do that you either have to get an ID for $500 or be subjected to constant rape and torn clothes at the Pub. I missed one payment to Bailey and found myself dog-raped hallucinating, dissociating, and cast out naked at night in the city somewhere, which caught me in a weeklong spiral of constant rape, hallucinations, and back alley and sewer crawls. That was definitely not fun or sexy ... just frustrating and, frankly, kind of disgusting. It seems like the best way to make money is to spend all day every day doing odd jobs near home, but this won't allow any schooling, and eventually it won't keep up with Bailey's demands either. Does anyone have a guide that could allow a player to turn this game of repeated force bestial rape and sewer crawls into a game of transformation and development? Or maybe just a tip on how to put a bullet in Bailey's skull? I did eventually use cheats to buy nice stuff and infinite pepper spray. (Interestingly pepper spray use appears to be a crime, whereas rape isn't.) That made the game more interesting. I'm just looking for a way to do something close to this without cheating.
I have one single tip that can make Bailey less of a hassle.
First, go steal some glasses which makes you able to study faster at the mall. Then, study until your English and Science level becomes high. What you can do of your time after school is up to you : you can go at the massage parlor if you have the requirement, but I like going at the brothel to improve my sex stats.
And here's the key part here : next time Bailey comes, you'll have to refuse to pay her, which will throw you in a fight, and you'll be able to use your high levels in English in order to soften her. Two levels from base is enough to completely soften her up, I dunno if one is enough though. But your Science level is used to remedy this, as you'll have to tank a few hits and not cry before she completely calms down.
Problem with this is that once you do this, falling asleep with become a gamble with Bailey sometimes interrupting your sleep from time to time. It's only a single adult enemy, so it isn't very difficult to deal with them ( and they don't start with anger at all ), but if you really want to avoid this, savescum.
If you do this, every encounter with Bailey will have her be next to one of her goons. Which is why an English level is crucial here, because both will start out angry, and may hurt you enough in the first round to put your pain bar up to half. But it is possible to go up to Christmas without having paid Bailey a single cent.