Only kind of. Life has gotten the better of me, and I keep hoping I can get a hold of things soon to get back to SOFFA-supporting. 

My advice is to just keep telling him that you won’t miss cismen and their parts. Most transmen prefer for male descriptors to be used to described to their bodies—recognizing that you see him as male may help alleviate that stress. 

I can’t say that it will ever go away. It might when he feels comfortable in his body and with your relationship, but it may always be present. My boyfriend likens this feeling to the feeling some women have about their weight. Some women will always have a fear that their men will leave them for someone skinnier no matter how many times her partner says she’s beautiful. Others feel more secure as the relationship progresses. 

I wish the two of you the best of luck. These issues can be serious, but I think the both of you can work together to make it better.

This isn’t something I can answer. Ask your friend what zie would prefer. If zie prefers you to wait or to only do it in private, then respect your friend’s wishes. It might be a rocky transition for the both of you, getting used to that, but in the end, it’s your friend’s choice.