I have questioned my own gender a lot in the past few months and on and off throughout my life. I've kind of come to the conclusion that I'm gender ambivalent with a lot of traits that mean I probably would of had a better life had I transitioned to a woman a long time ago but now don't really see the point.
And before you guys say it is "never too late", remember I said "gender ambivalent" I don't identify as any gender. I would have been a hot woman, now I wouldn't be. ATM I'm a relatively hot scrawny (by american standards) older guy. The trade off's for me are not worth it.
If I realized "Oh hey actually I 100% just identify as a woman" sure. I'd probably do it even at this age (about to be 38). But its more either would be fine, identity wise, I just wish I had figured out I was gender ambivalent and would have been significantly happier making an early transition for practical social purposes.
My personality is a mismatch. I'm not a masculine person in key ways. This has led to consistent relationship issues.
I do often idly hope that making medical science will reach a point where we can have anti-aging tech that would effectively give us all access to indefinite youth. I'd probably transition then but that's probably a pipedream unless we're just before some kind of exponential curve. Finger's crossed I guess.