I was lucky; I found a large local group of girls to go out and about with. Try Meetup.com.
I also went to one of the biggest (fairly) local T-girl conferences. I could be all girl all day and all night. There were pre-arranged trip to local restaurants and casinos. it's quit confidence building when you walk into a restaurant with 30 other girls.
I also found makeup artists, some professional and some amateur, who would be glad to do a makeover for a fee. My avatar is really after a professional makeover. You can't really tell, but I was wearing a wedding dress for a photoshoot after the makeover.
