Hmmm i just checked again and milking still appears to be not working for me even when my meat/water stockpile isn't full. Dunno what the heck is going on, frickin cows probably realized what this tricky business with keeping them locked is all about and just didn't had any of that. Either they got somehow smarter from some mutation (i would totally blame radiation) or "He Who Codes" might have something to do with it. Some secret cow-spiracy or something, next thing they will demand independency i bet...
Could be, because i'm playing on V23 with a world started in V22?
Here's my whole save file/Sand_Alpha folder from AppData/Local just in case:
https://www.dropbox.com/s/6t1yn66zfuibw2z/Sand_Alpha.rar?dl=0
As for windows in corners - i just like living dangerously on the edge like a total rebel :D