It's very difficult to predict what herbal supplements might do to you or how they may interact with each other. In many cases, to get enough of a hormone to actually start making changes to your body, you will need to take a prohibitively expensive amount that would probably be difficult on your liver. Not that it can't be done.
I've never heard of wrinkles getting worse on estrogen. I can imagine you might be more prone to dealing with cellulite because of the fat redistribution.
As far as hair loss goes, are you suffering from MPB or is it caused by poor hair care? If MPB is the cause, I would suggest looking into a Finasteride prescription and possibly minoxidil. You should also note that if you are seeing results from your herbal regimen that any changes to your hormones can throw your body into flux for a period of time. Shedding is not an uncommon side effect of altering hormonal regulation, and if you are constantly playing with your hormones, you will probably see constant shed. If you are losing hair due to poor hair care, try switching to a high quality shampoo & conditioner, and test out supplements like folic acid, biotin, amino acids, and trace minerals to help strengthen the follicle. You should continue any hair loss routine for at least 6 months to see if you get results unless you have some sort of profound negative effect. Also, when you brush your hair, start from the ends and work your way to the roots to remove tangles, nothing the other way around!