I believe I understand what your talk about however there is an issue with a simple yes, no answers. Answers are shades of gray and without understanding why the answer is given you may be applying an answer that doesn't fit your conditions. I often respond with a very broad response so the poster will understand the how and why of my answer. Your free to accept or reject my answer, it's not going to hurt my feelings one way or the other. However to limit my response when there is more than a simple answer is a disservice to you. If you don't understand the reason for why I feel the way I do, ask. I base my responses on years of experience and as such, even with my broad response, I may leave out some of the details.
So much of a successful transition takes place in therapy that you will often find therapy answers often touch on real world issues. I spent a ton of money on therapy however my last therapist was worth every cent I paid him. I am always very nervous about people who attempt a transition with a minimal amount of therapy because there is a sizable risk it will come back to haunt them latter. Not because they made a wrong decision but because their expectations weren't realistic. An example of such might be they expected to become a fashion model but instead they ended up the girl next-door. The better you understand what the world will be like after your transition, the better you will be prepared for that world.