Noticed this is still bugged after the Dec 4 patch. I tested it by waiting for a sim to head out to go to work while wearing sleepwear. They changed into work attire and then into everyday wear. They think they are still in an outfit inappropriate for outdoors when changing into work attire from sleepwear and therefore change out of work attire into everyday wear. So to summarize if a sims is wearing sleep wear they will change into work attire and then into everyday wear when time for work. If they are wearing an outfit that can be worn outside, they will switch to work attire and stay in it. This explains why some people think it is random or don't notice it. This can be easily recreated so it should be an easy fix.
Its is a great patch however, so many other things fixed and cheers for the programmers.
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I will post the link to this issue that has been posted on the AHQ EA site, so other simmers can also " press me" or share their experiences there if they would like to. I know that you have posted on that thread.
http://answers.ea.com/t5/The-Sims-4-Bug-Reports/Sim-changes-to-work-outfit-then-back-to-everyday-outfit-before/m-p/4372820#M9191
http://forums.thesims.com/en_US/discussion/817478/hello-come-and-introduce-yourself
http://tinyurl.com/OneRoomOneWeek
http://tinyurl.com/rosemow
My Showcase thread https://forums.thesims.com/en_US/discussion/948861/rosemow-s-rooms-showcase