My (real) Girlfriend.

• Posted by helen wade January 25, 2014 1,877 views
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  I did something last Monday which I thought I would never do. I have known Doreen most of my life, we were early-teens boy/girlfriend, then lost contact until 20 years ago when she turned up at an adult education class I was teaching. She was married, I was married, so the friendship which was rekindled was strictly platonic, but quite close.

  Circumstances changed for me some while ago, when I found myself single, and this semi-dormant dressing thingy came back with a bang. A frenzy of shopping: clothes, shoes, lingerie then a vist to Boots to get my make up essentials right for my skin type. By the way, many thanks to Lynn at Boots, Newcastle, for dealing with this rather old drab dressed guy. 

  Every opportunity, off came the trousers and on went the skirt, nylons, shoes, blouse, wig. I finished up eventually being Helen the vast majority of my time at home. Trannydom became larger and larger in my thinking, and I really felt I needed to tell someone. I know, dangerous and risky, but the urge seemed to overcome caution. I was going to see Doreen last Monday to return a book I had borrowed, so I dressed in my new Wolfords hold ups under my trousers, and put my skirt in the boot. Would I bring the subject up? I really didn't know until she and I were alone, and I suggested to her that I needed to tell her something, and if she was shocked/disgusted/ horrified, I would understand and hopefully we could part as friends.

  I went through my story, the usual thing - mother's stockings, occasional nylon wearing, periods when Trannydom was completley dormant, other periods when it surfaced, followed by guilt, disposal of clothes - you all know this situation, girls. She sat in silence, then said "Can I see your stockings?" She reached over, and ran her hand up my lower leg. She sort of smiled. I said, "I have my skirt in the car". She said, "Get it, lets see what you look like". Standing in her living room, with my above the knee straight skirt, and tan hold ups, she stood up, came to me and kissed, quite deeply, and said "I love you for trusting me".

   

  The situation wasn't ideal. Her husband could possibly arrive, so I quickly got out of the skirt, on with the trousers, and left.

  Several emails over the next few days, and she came to my place, equipped with make up, earrings, bracelets, perfume, cleansing wipes - the whole works. The result, a two-hour dressing and make up session, punctuated by some quite exotic contact.

  Doreen has plans for me. She measured me in all directions, so that we would know what to buy when she takes me clothes shopping. She did not like the idea of rolled up tights in my very badly sized and fitted bra, nor was she impressed by my wig. She internds to make me into the kind of mature woman she would be proud to be seen with.

  I must say, I do love her.