I remember in older versions the sunscreen selection window popping up whenever you were supposed to go out in the morning/day, but now there isn't. There was also a clothes hanger icon top right in the mornings - but i only ever see it in the evenings now when you can select which person to call to hang out.It has been quite a long time since I last played this, but from what little I remember sun block was an option that you had at the same time as you were choosing which perfume you were going to wear each morning while in effect preparing for the day, this was way back when the game stopped just as the owner and his party arrived at the island though, so it could have changed quite a bit since then.
I also noticed that I can't select dresses when hanging out in the club, the scene where Cynthia brings dresses happens and I accepted both, but after that there was never a case where I was allowed to select which dress to wear.