sleeping outside is actually somewhat possible for me. i was just thinking about it a few weeks back. weather or not i'd really do it... ehhh...
the pic has a kind of overhead look because i was up on an unfinished deck, about 12' off the ground, with no outside stairway up to it. being so high up, it's hard to get a good angle to see up there standing in the yard, and there are trees along the fence line so you can't see up there very well standing some distance away in a neighboring yard (it occured to me as i was writting this, i forgot about the play fort out in the yard. it's both high enough and far away enough for a decent view, but a little camo netting would solve that f i wanted)..
it gets almost no shade through the day, so recently i found some small pop up mini shelter things. they're just big enough, i think, to hold a round outside lounger i have. so this time of year, when the trees are leafed out well, i could put the lounger in the pop up to be pretected from bugs and give sleeping a try.
but like i said, it's unfinished (no rails around it), and part of finishing it would be an outside stair put back up. my actual future plan is the put one of the loungers in one of the shelters, and i could see maybe dozing off if the conditions were right. i don't see myself making plans to sleep up there though.