That depends. How hard do you want it to be? How hard do you plan on it being?
Such tentative steps: Hormones in March last year. Going out dressed for the first time in public ever in April, to therapy and group, then out in real public. Going fulltime one day at a time, until I figured that was dumb and went full fulltime. Years of anticipation, dread, fear, trepidation, and yes shame to appear in public in women's clothes. Fully expecting total disaster, with finger-pointing, scorn, ridicule, banishment and general embarrasment.
Not once did I receive any of that. I Got blessed indifference, being ignored, obvious undetection, coupled with politeness, respect and acceptance. Along with those, I got self-satisfaction, a sense of complete belonging, even joy in living life correctly for the first time.
I fit in.
There are many reasons to not transition. The only regret is choosing to not do so out of fear.
It is much, much, much warmer, safe and comfortable as myself then as a male impersonator. Do not put it off any longer then circumstances actually compel you to. If you are waiting on yourself, you're holding up progress.
Susan Kay