I can't do a naked sleep generally, when I wake up I just feel fucking weird and my balls just fucking hate me for it. I did it when I was in relationships since that's a fairly normal thing to do, but even then that was usually only because sometimes I'd be too lazy to move after the action so I just wouldn't put my boxer shorts back on.
As for sleeping, generally I pull a regular, healthy 8-9 hours every night.
I used to be an insomniac, and while at the time it seems okay, once your body recovers and you start to get good sleep on a regular basis, you wonder how the fuck you functioned at all on less than 7 hours sleep a night.
When I was pulling 4-5 hours a night, I'd be half asleep during the middle of the day and sometimes I outright fell asleep in class in year 12, not because I was bored, but just because my body was just "Fuck you cunt, I need sleep!".
However my actually sleeping pattern is pretty fucked and wouldn't do me good for a 9-5 job.
Generally I get to sleep anywhere between 1-3am and depending on when I fall asleep, 8 hours later I'll be awake, so being awake at 9am is the absolute earliest for me.
Every time I try to fix it, I get to the weekend and I'll go to a party or whatever and it fucks it all up