We're talking about living as a man.
Looking like a man doesn't mean your living successfully as a man.
How did you live before transition, as a man, a women, a something else.
For most of my 20's looked like something else, not male or female.
The photos you saw were at almost 39 and since I was
able to pass near 100% at 4 months HRT and at 80% by
2 month (I was entering women's restroom by month 2-3),
I must have been pretty ambiguous even at that age hey.
With longer hair and not as monstruously big clothing, I probably
would have passed 50% of the time even pre HRT. I had
electrolysis 10 years earlier and have a very small frame which
undoubtably helps.
But, even if I looked like Clooney, still didn't mean I would
be successfull as a man. Looks has nothing to do with
living a man's life instead of just threading water and
surviving.