How did it take you to get the guts to finally dress?

[DragonGirl]

As early as 6 maybe younger I always felt I was born the wrong sex. Always had my own clothes from 18 on before I had three neighbor girls an we would share their clothes and their mothers make up and we all enjoyed the time we spent together. It wasn't until I was 19 and I went to Bankok my first time and got introduced to some LadyBoys and I was off to the races, Full Tilt boogie onwards. For 2 years I would take my 30 days leave there and some great times. After I left full active duty I lived in L.A. for a couple of years and my bi-girlfriend one day dared me to pick out the male out of three girls. I should have figured something was up when I made my first guess wrong and she gave me a 50/50 chance with the remaining two, wrong again ( she was a top female model for one of  well known fashion magazines). I lost but really won. My payment for losing was to let them make me up and dress me up in Fem and I had to walk Hollywood Blvd. 11 pm on a Friday night. Wow if I would have seen me on the street, I would have hit on myself ( oh the joys of being young, 6'5" and 168 #s.). Thats when they all realized this wasn't my first time. Everything went well until I got close to where Hollywood met Sunset that I encountered a problem, a tourist dude that kept grabbing my butt. To all the GG's out there I know how you feel, I did handle the situation although not much in  a lady like manner, but his jaw dropped like a rock and he ran away. Bye, bye and blew him a kiss.  DG

[chrysalis]

I know this is old but I had a recent relevant experience and it felt like starting a new thread would be too much.

I have of course cross dressed before, but it has been a long time since I've done anything in part because I'm recently out to myself in a few important ways (to hell with the closet I used to be in Narnia!)

Anyway last night I was waiting for the water in my shower to heat up and I somehow wandered into thinking about my TG stuff. I was focused a lot on how futile I think everything is because I don't think I could ever pass very well, and so it's pointless for me to even try anything.

To cut this short I ended up asking myself, "Who am I hiding from?" and I realized it was more myself than anyone else. I couldn't accept me.

I've really come to dislike my body hair recently as it is a strak reminder that I'm definitely not female, and it was on the heels of this epiphany that I decided to shave it off, and so, in some small way, forsake my masculinity.

It's a small and temporary step, but one I've never had the guts to take before for fear of being discovered. I still worry about that, and how I'll explain that, but at this point the fear of that unknown holds less sway than how tired I am of just being a man.

[Feever]

I can totally understand Chrysalis, I feel the same way about my own boday hair.  If I could afford it, I would have it all removed.  Everything from my eyebrows down.

I have never been out fully dresses DragonGirl.  You are a very lucky person to have such friends growing up.

[kelliboots]

I have dressed forever and the feelings always stay.

[DragonGirl]

UGHHHH!!! Body hair drives me crazy and yes if I had tons of cash it would be gone. There are times when DragonGirl goes disappears and I can't find her but when she wants to come out and play she does so with a vengeance and the boys get tucked in and the girls proudly comes out. It's not that I put her into exile she just ups and goes and I'm always glad when she returns and feel better with her then with him but I can work with both and some chores need the upper body strength. My wife likens it to a split personality sort of with the exception that both sides are aware of the other. I guess that is why I am constantly saying I want it all ( meaning both sides ). This can be very disconcerting as I can switch on a dime and that leaves people with their jaws hanging as the case with the tourist guy that was grabbing me at the intersection of Sunset and Hollywood.   I must state that my preference is Female. Life is good even with the duality. Lots of love to all and enjoy the adventure.  BTW , Yes it's always great when  we have GG's to help and share with not that the girls at Group don't. It's just that the group meets with a time span in between meetings and the GG's are available more frequently.  DG.