I think its sort of funny how a women centered, overly emphatic society is now eating itself.
We do not live in a "woman-centered" society. The particular rationale you mentioned for transitioning - some opportunistic and/or mentally ill guy thinks, "oh, women have it so easy, I want to be just like them...no, I want to
be one of them...no, I want to be
even better" - is just the trendy edgy version of plain old misogyny. That Chris guy from Mr. Beast* is, I suspect, one of this type of person - motivated by anti-women feeling and jealousy over perceived societal power/special (pedestal) treatment.
*I only heard about him a few days ago, here, and with the very first tweet of his I saw (with the headband and skateboard whining like a bitch) I knew exactly where he came from. 5 minutes research confirmed it. North Carolina, Boy Scouts, internet = he was raised to believe in his own white male superiority as the natural order of things, and has absorbed a common perception of the actual/potentially accelerating loss of the recognition of that superiority, societally. But the internet and marketing worlds say being trans is the best way to get everything you want! So:
"Women should be in the kitchen"...but it's so cool and trendy to gender-bend with hormones and surgery now, so change that to "women belong in the kitchen, unless assigned male at birth, and so, now having fulfilled my manly destiny to breed, I will embrace my role as the new power top, the new elite: a trans woman.... (Bonus: this also entitles me now to complain about discrimination, which as a white male, especially Southern, I was prohibited by the globohomo overlords from doing! Take
that, Fuckers!!
(And now I will embrace you so hopefully you will pay me evil conspiracy dollars, here's my venmo...))
My working theory is guys like this are just trying to win through passive lifestyle choices what they wrongly perceive they won't be able to earn because poor downtrodden white men (even when they have already earned it, like this guy).
TL; DR: Those who think like this just hate women as much as your basic redpilled incel, but have the benefit of certain luck/talent/circumstance and are practiced in the opportunistic arts, and their views should not be taken seriously.