A few people have asked me where I have met all these GGs that like to do makeovers on me, so I thought I could combine it with my backstory. I don't think I have ever just put this into words before.... hope it doesn't bore everyone
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I have had an interest in CDing since I was around age 12, but I never really acted on it. I knew that I wanted to, but everything I had ever heard said it was wrong. Fast forward to my 20's and 30's. I dated a lot, almost was married a couple of times, but never tied the knot. I tried through tricks or manipulation to get various GFs to dress me up, but that never really worked. In hindsight, I now know I should have just come out with it, but I didn't.
When I turned 42, I realized that I wasn't getting any younger (or smaller LOL), and life was passing me by. I decided I was going to do some CDing finally! One problem was, I found that whenever I tried to dress or makeup myself, I felt really weird. I knew there was nothing wrong with it, but I just couldn't do it to myself and enjoy it.
So, I finally shaved off my mustache I had since I was 21, and sought out a few GG friends of mine, and asked them to help. Almost to a girl, they did not want to help. Oh - one or two would put a little makeup on me, but they would do it so half-heartedly that I looked terrible. Still, I kept trying. I met and dated a hairdresser a few years ago, and on our first date we talked very openly. She told me of some of her kinky ideas, and I told her I was a wannabe CDer, and that maybe she could help? Well, she was totally turned off by the idea. We dated for almost a year, and my want for CDing came up several times, and when we finally broke up, she used that for the reason even though I had done no CDing around her.
Well, I had been going to a local spa and getting massages every 2 weeks or so. Shortly after my last break-up, I overheard the owner mention to someone that she was thinking about having a webpage made for her spa/salon. Since I do that as a hobby, I offered my services and for payment we worked out a trade agreement.
A few weeks after I finished their webpage, I asked the owner to set me up for something different than my usual massages. That is when I got my very first manicure, pedicure and facial. These were all male services also, but on the edge of feminine. I absolutely loved them! Then, the big event happened!
It was early October, so in a spur-of-the-moment decision, I told the owner that I was thinking of going to a Halloween party in drag, and could she maybe help me? Well - before I knew it, she had called in several of the girls that worked there and told them. I was soon surrounded by beauty professionals who were discussing what to do with me. One grabbed my hands and said "he will need a set of nails, so schedule him with me". Another took my chin in her hand and turned my face this way and that, and said that she thought with the proper makeup she could make me beautiful. Meanwhile, another girl was pulling up my pants leg and telling me that the hair on my legs would have to go! I was overcome with emotion, and I was determined to not chicken out.
A few weeks later, I was waxed from head to toe (bikini area and underarms too - ouch!), my brows were waxed and shaped for the first time (but not the last), a set of acrylic nails were applied, pedicure, makeover, wig styling - the works! They even helped me get dressed and then, after the salon had closed, several stayed and gave me "girl lessons". I was taught how to walk, how to stand, sit, hold my hands, everything! This was the very first time I had ever gotten all done up, the works, nothing male at all left on me - I didn't recognize myself at all! Wow - it was so fantastic and will remain one of my favorite memories of my life. I left and went home, which was also the first time I had ever been out in public dressed, even if it was only to drive home. I made sure to document the whole thing, so I got hundreds of photos along the way of my first big makeover. And this is where they gave me the name Dana
Part 2 next
DanaJ