I finally got up the courage to talk with my wife about my need to dress. It was stressful, but in the end she basically just said "yeah I knew that about you." I was relieved that she was so understanding! She even offered to help me obtain clothes and take back the clothes that didn't fit. That was a relief. She even agreed to paint my toenails for me tonight! I can't wait.
She did have some requests of me, namely that this be something I do at home for now. Her concerns are valid: she doesn't want me getting hurt and she doesn't want to create problems for our family. I agree with her: just because I'm ready to embrace my female nature doesn't mean society is.
I'm incredibly lucky that my wife understands. I know there are lots of girls who don't have the understanding at home they need. I'm so thankful that she's willing to be my wife AND a girlfriend! I feel free, being able to be who I am.