Marie Anne's First Time

This another  installment of a new Femulate series in which I invite readers to share their first crossdressing experience. Try to recall that moment the first time you tried on a woman’s garment and began the process of unveiling and exploring your feminine self. 

To entice you to share your first time story, I will give away a free copy of my e-book Fantasia Fair Diaries to all whose stories I use in Femulate. 

Without further ado, here is Marie Anne's first time story.

My earliest memories of dressing as a girl were wet days in the garage where we had a huge dressing-up box that included a selection of mother's discarded clothes. No secret as to what attracted me then, of course, the normal forays into my mother's wardrobe and underwear drawers when I was alone in the house. 

This was in the mid 1950's when foundations were well, restrictive stockings still with seams and full skirts, even for a 40-plus year old lady. Hats and gloves were there also, but underwear and dresses were the objects of desire. I guess then that I would also have tried on her shoes. She must have known, but nothing said. 

However, my most important memory dates from the time I was, I think, 17. I was with my girlfriend in her house with the rest of the family out and I asked with terrible fear, whether I could dress up in her clothes. The "Yes, of course," surprised me and she laid out a dress, took out panties and a matching black bra with some old balled-up stockings as padding, a suspender belt and stockings. My feet were too big for her shoes and there was no wig, but when I was dressed completely, she gave me lovely red lips and we went downstairs for tea. 

I was a boy in a dress, but, oh, what emotions! Guilt, awkwardness, pleasure all overloading my brain. Before her mother was back, the "girl" had gone and with this friend, never again. 

I would love to be able to tell her 55 years on, what a wonderful experience she gave me, but contact was lost years ago and she would probably does not even remember the incident. With another girl later the experience was repeated again, this time with a cheap wig and some make-up. Still a boy in a dress, but a little more of the journey to being a girl and then woman.

Now this woman occupies a fair amount of my wardrobe and is quite frequently out and about. But it has taken a long time, death and divorce included, but fortunately, supportive women friends.

Wearing Max Mara.

Joanna Lumley descends the staircase in the drag ball segment from the 1971 British film Lady Chatterly Versus Fanny Hill.

Probably the only cisgender female in this segment, Ms. Lumley plays Fanny Hill and imitates a man attending the ball as a woman! This softcore porn film also goes by the name Games Lovers Play and has little redeeming value. It is only of interest because of the extended drag ball segment. 

An amusing part of this segment has two policemen standing by as limos arrive outside the drag ball venue to drop off the attendees. When one particular limo arrives, a "girl" gets out and as she sashays to the entrance, she says in a deep male voice, "Good evening, officers." The policemen reply, "Good evening, Captain."