How do I tell my boyfriend that I'm transgender?

First, I suggest you ask him of his thoughts about transgender people as not everyone is capable of accepting them.

Make sure the time is right. Don't tell your boyfriend when he seems in a bad mood, or the time isn't right. Wait for the most appropriate time and explain in a calm, confident voice that you're trans.

I would sit him down, maybe hold his hand and take a deep breath. Start off by saying that you need to tell him something. Let him ask some questions and then just go for it :) I believe in you!

I think that there isn't any 'safe' or 'easy' way to do it. In fact, you might just have to come out and say it. I'm sure he'll love you for you. Good Luck!

Make sure that you are totally ready and comfortable to tell him. Just take it slow, feel the overall setting of the situation, pick the right time, let him ask questions or see how he feels, but all in all I can't tell you how to do it. I am confident you will know how when you're ready

It’s best too sit him down and speak from the heart about who you are. Although I recommend telling someone before initiating a relationship.

What is the best case scenario? What is the worst case scenario? Remind yourself that you don't know what his reaction will be. It can be really good or it can be bad. Understand that he will have a lot of questions: What does it mean for your relationship? .... It can also be a great idea to know his stand on transgenders. If he expressed violent thoughts/ behavior on the lgbtq+ community then it might be a good idea to ask a friend to be present when you tell him.

consider the timing and calm place. start talking sincerely about how much he matters to you and slowly go to the topic. give him a moment. allow him to express his feelings and listen carefully. have a contingency plan in place for where you will go if there is a chance they will disown you.

My best advice: Make sure not to do it before you are ready. Before you tell him, make sure you yourself are on stable ground enough with yourself and have a solid support system. He may be 1000% fine with it or he may not be. In any event he may need your help to understand things conceptually and if you aren't ready to emotionally it will make it harder to explain and tell your boyfriend. Some people will get angry that you didn't trust them by telling them sooner others won't. If by chance that does happen just make sure to try and explain that you didn't go to him sooner because you had to be able to understand it all for yourself first and that any fear you might have had going to him was there because of how much he means and is important to you, not because you don't respect him.

Gender is an ocean. Stereotypes are like the east and west coasts of an ocean, but really its more complicated than that. We are all fish who swim in the ocean of gender. Everyone has a mix of male and female, and some people feel more male or more female. Some people choose to swim closer to one coast than the other, and that might not be the coast they were born on.