If you don't skip the prologue, there is a section where you are asked to create valid casual and work outfits. That way you don't start the main game with the default naked character...
I think that the game does a fine job of hand-holding at the beginning, myself, and have never had a problem with the clothing system. I think that, at the beginning, though, the default outfits should all just be the sweats you start with.
I also think that the default outfit you dress in when waking up should be the work outfit, not the casual one. But those are very minor nits, IMO.
Odd, I have never touched the default waking time and work prep time and haven't been late to work so far. Maybe tiredness at the end of the day is a factor? If you go to bed extremely tired, you will always be late for work...
When I play, the character says that she needs 27 minutes to get to work, and the default hair, makeup, and clothing set take 35 minutes. That seems to make the MC late for work. It's an easy fix to just set the alarm to give the MC more time. The game wants her to go to bed at 10PM and a 6:30 wakeup gives 8.5 hours of sleep, which seems to be plenty in the game.
While I'm at it,
(1) the grooming menu doesn't work. You can set grooming for what you want, and then it reverts back to the default settings. The MC never shaves her armpits, for instance, unless you do it manually.
(2) the default date times are generally way too late (9 PM start).