So today would have been my third outing dressed up, (or my first according to Karren)... My story:

Today I had my appointment for my leg and back waxing (long overdue) and a manicure. I planned to tell my Beautician about it and packed a nice outfit to show her. While she was doing my legs I asked her if she ever wondered why I get my legs waxed since I am not a swimmer, she didn't care but said if you want to tell me go ahead. So I just said it, I am a crossdresser. She goes 'whats that', so I tell her I wear women's clothing and I have some packed in the bag on the hanger. She wasn't really shocked or anything but just had some small talk about it then went back to other topics, all while waxing my legs (no reaction changed). When she was done the waxing I asked her if she wanted to see and she said sure, so I showed her my clothes and asked if I could wear them while she gave me my manicure and she said yes. She did warn me that she had two other clients and said it was up to me if I still wanted to do it, but also said it would be good practice (so I did it). No one was there when I stepped out and she said I looked good . Then I walked over to the nail station and she did my nails and we talked more about the crossdressing. She told me to calm down a few times while she did my nails as I was still shaking...lol what a wreck!...
So one client cancelled on her, the other one came and she served her while she let my nails dry (clear coat). I thanked her for doing that and she told me I wasn't ready for that direct exposure with another but told me to keep practicing , what an awesome beautician (hot too!!! she is always dressed nice and wears very high heels!!). Before I went to pay I asked her to take a picture for me (and to prove I did do it), she said sure.
So this is what I looked like, I am happy , (if you know me please tell me so we can connect on a different level of friendship!!!):
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I then paid and left her business (downtown in my city across the street from a major bank). 3 cars passed me as I walked to my car (8pm ... would be more had I left at 5pm or so). OMG OMG OMG! what a rush. I was so focused on getting into my car as calmly as possible, not making eye contact with anyone. I got to my car and tried to enter smoothly with a skirt (first time) and what did I do, I banged my knee as I got in (I definitely need more practice there!) and drove home feeling really great about myself! Maybe I wasn't ready to see a random lady face to face, but it was an awesome third (first for Karren) experience ...

Over the long weekend I will post a few more pictures of my outfits now that my legs are nice and smooth (will post in the picture section), also my new shoes came today, I am dieing to try them! Let me know what you girls think!
ps - I do not have any intentions of wearing a wig or makeup. I don't feel like I am a woman, I am still a man and do manly things, I just love my feminine side a lot! I find skirts 100% times better than pants and high heels just make my legs look so damn sexy! Please do not recommend hair wigs or makeup, I don't want it.