Me too. I suggest talk with as many women and girls as you possibly can each day. Those at checkout counters, bus stops, whatever in order to increase your confidence. Maybe take a beginning dance class with women of all ages or any other class or activity that puts you in the same place with women that are interested in doing the same thing you are. (don't sign up for a class in beading just to meet women unless that is your passion). I suggest don't over-analyze before you take the first step of saying "hi". Just do it and you will get used to talking to anyone.
i suggest "Hi." and then let them answer. Be nice. and for Chrissies sake, brush your teeth/chew a mint.Nothing repels like halitosis!
Remember that they put on their pants the same way. They like to laugh and have fun just like us. They just don't like to make a big deal about why they are different.