When to Tell Him You are a Trans?

What is the best time to tell your date that you are a transgender? It depends on different individuals. There are no best time to tell. This is just a suggestion.
Tell him after your first date if you both have good impression. There's no need to tell the most important thing about you to a person who may or may not see you again or you do not have feelings for. After the first date, if you think he likes you and you like him too, you can tell him that you are a transgender over message. Do not tell face to face, you don't know if he is a transphobic or not. This is for your own safety.