I can't remember when certain flags began to fly, but I know it was early in my teen years. And not that I didn't believe I was in the true religion. I did. I thought I had won Life's Lottery and was among the only group of people that would never have to die.
But one of the things that stands out in my memory was eating meat in the New Order. Everyone around me said we wouldn't, that it's wrong to kill cows or something like that. But it didn't make sense. Meat tastes awesome. Even as a child I knew that was no accident. So anytime I was in a group of JWs and someone would bring up dietary situations in Paradise, I would throw out the fact that I was pretty sure we would be carnivores in that wonderful land to come.
Another thing was female homosexuality. I read plenty about how it was a great sin against God for two men to lie together. But I never saw that type of judgment against women laying with women, which made perfect sense to me as the thought of it was never a bad one. So once again, I would throw that idea out there for JWs to appear shocked that I even mentioned it.
I also doubted the typical JW position on violent entertainment. On and on they would hammer violent movies, sports, and games from the podium. And every time I would roll my eyes at the sheer lack of consistency in their arguments. If violence is so contrary to God's nature, why in the Bible did He resort to it so often to solve a problem? In fact, it was a study of the Bible that assured me there was nothing wrong either with violent or immoral entertainment, including demons and ghosts in movies and games. If these things were so bad to watch or read, why is the Bible full to overflowing with stories about graphic violence (burning children in fire, driving tent pegs through heads, shoving spears through genitalia), demonism, dragons, war, adultery, incest, human sacrifice, etc. Don't they encourage reading the Bible, one of the most violent, immoral books on the planet?
These were some of the earliest things I remember doubting the WT on.