It sounds to me like you're overly fixated on wishing you had transitioned earlier. Well...you didn't. So the only decision you have is what's in front of you right now.
In business we often refer to the fallacy of sunk costs. You can't let previous decisions color your decision-making now. For example, you're 30 minutes into a really terrible movie and you're not enjoying it at all. Do you continue to watch it and waste another 60+ minutes, or do you get up and go do something that you really do enjoy? A lot of people will say, "well, but I've already invested 30 minutes." But that's the wrong way to look at it. We can only make decisions based on what's in front of us.
Forget the past. As you said, you may have been able to have model good looks. But maybe not. Clearly you're not enjoying this movie. So get up, get on HRT, and see what happens.