You are not alone with this one. It seems to me that most crossdressers are some level of unhappy with how they look and only a few ever really accept and become comfortable with their male looks showing through the makeup, wigs and clothing. I keep wishing for a major windfall that will allow me to make changes in how I look, but even if that happened I'd still be too tall and money wouldn't make me any younger. Always something to be dissatisfied with I guess.

But beyond that there are multiple industries that have been built around convincing genetic women that they don't look enough like a female either. At some point, when we have done our exercise, practiced with modifying our appearance and adjusted our attitude, we kind of have to accept that this is as good as it's going to get and be happy with it. As others have noted, the look is a bridge to a feeling and if you can get that feeling, the look begins to matter less. Good luck and anything you do to be more healthy is a good choice regardless of the reason.