"Jennifer and Chris have two loving children, successful careers and a beautiful home. Three years ago, Jennifer was a man named Jeff who decided to become a woman. Explore how this transition happened and the continued conflicts resulting from the change."
This wasn't a study of transition; it was a study of selfishness. You had this guy who was/is willing to abandon his wife and kids, bankrupting them in the process, to 'follow his heart' (thanks Oprah Windbag). The money he's spending, the damage he's causing his family, are all due to his trying to make himself feel better about himself, and everyone else be damned.
Tell you what, the human heart is not the guiding beacon our modern society has made it out to be. No, "The heart is deceitful above all things, and desperately wicked: who can know it? I the Lord search the heart, I try the reins, even to give every man according to his ways, and according to the fruit of his doings." Jeremiah 17:9,10

Is Christianity for you just about judging others and feeling superior?
Quick question, can Christians legitimately make judgements on what other people do or not?
They maybe trying to keep the family together, but the wife was ready to acknoweldge that she had no idea if he was going to stick around. She saw no end to the surgeries, and he said he wondered what it would be like to be with men. At what point does he just jump off?
He is making selfish decisions totally based on self gratification. Period. He wants to make himself feel good about himself. His wife, who obviously loves him, has played along so far, but I think you could tell that she knows it's all going to collaspe. Why? Because at some point he's going to want something she can't give, and he will run away because she is stopping him from being the woman he was meant to be.
But my point was that the human heart is not the compass we should follow. The human heart is self serving, and only leads us to destruction. Why else is this guy mutilating his body?
Moreover, any doctor who takes part in such mutilations should lose his right to practice, period.
One might object to being "judgmental" on the basis of Matthew 7:1. That said, continue through through Matthew 7:10; exactly how can one decide who the dogs and swine are apart from appraising the character of others?