God judges the heart not the package it comes in. He judges the intents behind the actions, not necessarily the actions themselves. If you are trans then I cannot imagine that you being yourself can disappoint God. He already knows who you are anyway. Trying to hide it behind some facade only creates barriers. As far as transitioning just ask yourself what are you hoping to accomplish. If it's simply aligning mind and body, eliminating dysphoria, and becoming a better person to live a good life then I again cannot imagine God being disappointed with you making the best of the "talents" you were given. On the other hand if there is some nefarious intent maybe he would be disappointed. Examine your conscience and you will have the answer.
You have to become whole in order to fully come to God. A mind broken by dysphoria is not whole so becoming whole through some transition is the only way to embrace the fullness. I think this quote applies here, although its author might accuse me of abusing his intent LOL.
"Faith is above all the orderliness of reason, without which it loses its standard and the ability to judge its own goals. It seems to me, moreover, that in this connection the Bible places a special emphasis on the word "whole"—our whole heart, our whole soul, our whole mind, our whole strength, for only a relationship with the one God can make a person interiorly whole."
Joseph Ratzinger, Co-Workers of the Truth: Meditations for Every Day of the Year, ed. Irene Grassl, trans. Mary Frances McCarthy and Lothar Krauth (San Francisco: Ignatius Press, 1992), 226–227.
Do you feel condemnation from God or is it the condemnation of the Church? You have to come to terms with that and it will require some lengthy introspection to be sure of your answer. I had the same problem, feeling like a failure to God. But I finally realized I was not getting this feeling from God, in fact in my prayers it was quite the opposite. Rather the Church had convinced me that I was defective. However much they fantasize their importance though the Church is not God. In the bigger scheme of things their words and opinions mean absolutely nothing. Try to internalize this next quote I recently read and saved.
" MY CHILD, trust firmly in the Lord, and do not fear the judgment of men when conscience tells you that you are upright and innocent. For it is good and blessed to suffer such things, and they will not weigh heavily on the humble heart that trusts in God rather than in itself. Many men say many things, and therefore little faith is to be put in them.
Likewise, it is impossible to satisfy all men. Although Paul tried to please all in the Lord, and became all things to all men, yet he made little of their opinions. He labored abundantly for the edification and salvation of others, as much as lay in him and as much as he could, but he could not escape being sometimes judged and despised by others. Therefore, he committed all to God Who knows all things, and defended himself by his patience and humility against the tongues of those who spoke unjustly or thought foolish things and lies, or made accusations against him. Sometimes, indeed, he did answer them, but only lest his silence scandalize the weak.
Who are you, then, that you should be afraid of mortal man? Today he is here, tomorrow he is not seen. Fear God and you will not be afraid of the terrors of men. What can anyone do to you by word or injury? He hurts himself rather than you, and no matter who he may be he cannot escape the judgment of God. Keep God before your eyes, therefore, and do not quarrel with peevish words.
If it seems, then, that you are worsted and that you suffer undeserved shame, do not repine over it and do not lessen your crown by impatience. Look instead to heaven, to Me, Who have power to deliver you from all disgrace and injury, and to render to everyone according to his works."
Thomas à Kempis, The Imitation of Christ (Oak Harbor, WA: Logos Research Systems, 1996), 173–174.
And for all the other things in which you actually have disappointed God, and every one of us has a collection of those things, just be contrite and ask for mercy and it will be given.
May God have mercy on us, and bless us: may he cause the light of his countenance to shine upon us, and may he have mercy on us.
Psalm 66:1