Hi Liv_J,
Welcome to the site. Glad you're hear and asking questions and responding.
When's the best time? Now. When is the worst time always.

There is no good time. It's like waiting to have kids till your lives aren't as complex, or you have more money. I seems to really come down to do you have to and are you ready to? It doesn't have to be fast. You can take your time. Although if you are presenting androgynously already just jump in. The water is whatever you don't expect. Both a comfort and unexpected.
How did I feel early on? Panic, fear, anxiety, denial, grief... then joy, happiness, confusion, pubescent, fear, doubt, panic denial, grief....See where this is going? Every step is similar. It is a long road of ups and downs like Moni said. The big difference for me was before I could not feel. Now I can and cry too.
Okay, on to more business.
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With warmth,
Jacqui