I thought about all of this myself when I was considering leash training a few of the cats. Sammy has always been indoor and anytime we go outside he would cry and cry to come out on the deck with us. We started letting him out and things went sour quickly! He wouldn't behave, got really nasty and didn't want to come in, screamed at the door all the time to go back out, so we decided that it only made things worse for us. I don't think this is the same situation for every cat so I guess this has to be a personal decision. I decided that for us it was easier to just forget it!