I don't know anything from experience, and I'm partially transmale, but from casual observation on this forum and from reading countless blogs and MtF autobiographies, it seems the people who have the least painful transitions are the ones the most "female" in mental traits.
For instance, my cis female relatives and friends, and sometimes I as well, routinely test the loyalty of prospective male partners, only dating males totally obedient to her. If, after dating or even being married a while, the male person starts showing disloyalty, obsessing over another female and/or trying to support another woman, at the former partner's expense, these cis women don't hesitate to put the man's things on the lawn and change the locks.
Yet most of the MtF people are willing to risk suicide and sacrifice themselves to keep their marriages. Ciswomen marry to have someone to take care of them, to be totally loyal and obedient to them, to be the center of their world, to raise their social status in the eyes of the world and their family. I even did that, when living as a woman.
As cis women, they aren't likely to be happy about suddenly having a spouse spending the family money on jewelry, clothes, and operations for themselves, and obsessing constantly about themselves, often going out on the town dressed like a hooker, destroying her hetero privilege and making her seem a "lesbian,' leaving her and her children to fend for themselves financially.
I noticed that the MtF people who had the smoothest, happiest transitions didn't have those slavishly obedient-to-the-death male traits. When they realized they had to transition or commit suicide, they simply divorced their spouses while still presenting as males, then transitioned in peace, beyond the reach of their wives' scorn and attacks.
Others simply told their wives very calmly that they had to transition to avoid suicide and that if she didn't want to stick around, they understood, and no hard feelings.
The ones who had trouble were the ones who had enough male in them to want to sacrifice anything, including themselves, to keep their marriages, somehow believing that transitioning wasn't that big a deal. They would only transition in the steps allowed by their wives, obeying her every command. Very strange to me.
If any female tries to tell me how to live my life, as they have, I simply laugh and ignore them.
Yet, as a partial transmale, I have a strong need to obey women. Luckily, I'm also partly female, so eventually that part of me is activated.