First off, I haven't really read any of the other posts, so this response is me speaking my mind.
Honestly, why tell anyone? Unless you plan on having sex with them, or they're your doctor, why do they need to know?
For the most part, the idea of living your authentic life is to be seen as the person you should have been born as. If you tell most cis people "I used to be AFAB/AMAB," chances are, despite how well you know them or trust them, once they find out, they will treat you differently, even if they don't say they will. You'll become "my trans friend" instead of "my male friend." Its just human nature to see someone that's "different" as different.
Also take into consideration that once you tell someone, chances are the word will spread.
It is only your guilt of "what you used to be/how you were raised/how you were made to be or act" that is giving you guilt. YOU know you're now the proper gender, so why should anyone that doesn't need to know, need to know?
Don't let your guilt cause you any difficulties than those you have already gone through. If your friends making jokes make you feel uncomfortable, tell them so. "Hey man, that's so not cool," or something along those lines.
Living stealth isn't a wrong way to live. Its simply a way to live.
Ryuichi