No quest said "go to bed". In fact, it specifically said "wake up at night and take the taxi". When I woke at night, Blue Judy 2077 started dialogue about going out, indicating I did exactly what I was supposed to do. Though they also told me to buy Liquor on day 1...
Liquor has nothing to do with taxi though, the taxi is for a different quest later on (where it forces you to wake up and take the taxi, so no issue with having to guess anything). For liquor you go to the bazaar at night (spoiler alert: you still fail to actually get it). So I kinda doubt the liquor related dialogue told you to get a taxi, though I can't say for sure. You *actually* get liquor later when the boys confront you and tell you that it's now in stock at bazaar and then you can just buy it during the day.
And why would I ever assume the broken shower would suddenly work the next day? In what game has that ever happened?
While I agree that a monologue of "maybe I should try taking the shower again" should pop up when it becomes available, some places silently unlocking is fairly common in many games. While that can be annoying, it's certainly not unexpected. If I run out of things *I know* I can do, I always retry all actions that were blocked when I tried them at a previous time, and usually something has unlocked unless I've reached the end of the game.
Even the job board trolls you. Click the highlighted job, job board closes?

Open back up! I wasn't kidding. I did actually want that job. 1 job highlighted, 2 grayed out. In anyone's mind this means "click the one that isn't grayed out".
The job board is not interactive, it's just a list. In some games a paper on a wall somehow magically interacts with you, but that is kinda silly. It tells you what jobs exist, white means you can take that job *if you go to the place where it's given* and greyed out means don't bother trying to find it as it's not unlocked yet.