In 1979, I moved out of the house from my parents and into an apartment, not that I wanted
to, but more on from the insistence of my brother and my father. So, there I was, in a one
bedroom apartment, enjoying? all the advantages of single life. But looking back, this was also an
important step in my life. Now, I had taken to keeping my purchases of pantyhose, not having to
hide them anymore, and I had also taken to lifting some lipstick from the drug store when no one
was looking. The picture was beginning to develop, though it was still a long way from being
finished.
Then one day at my apartment complex, there was a package in the mail room for someone
else from Lane Bryant. Though I am now ashamed of what I did then, I will tell you that I took the
bag from the room and went to my apartment where I opened it up. Inside was a dress, I think it
was green with white trim. Needless to say, I put my hose on and pulled the dress on over it.
Surprisingly, it fit very well and I then put lipstick on to see this gorgeous? girl in the mirror. And
that is what I believed I saw when I looked at my reflection.
It wasn't more than a year later that I would be laid off from work and the apartment would
have to go, but during that period, I re-met the woman that I had had a crush on since when I
worked at the high school. She was 5 years younger than me, but she was a looker and actually
a very nice woman.
We began a relationship and had a son, one that makes us very proud of him, for the most
part. As our relationship developed, there was something about it that made the pieces of the pie
all start to come together even more. I can remember one night after an amorous encounter, she
went to the bathroom and while she was in there, I put her panties on and hid under the covers,
waiting to see her reaction to this. Myself, I fell in love with the feeling of them as soon as they slid
onto my legs. Well, when she saw what I had on, I can say that it wasn't positive or negative, but
more of an inquiring tone as to why I would want to put them on.
From that day forward, whenever I got the chance (as in she wasn't home), I would put on a
pair of her panties with my pantyhose and just enjoy how good everything felt. One of her
foundation garments that she wore during that time was called an All-in-One, as I am sure most of
you know what it is. For some reason, that held my interest also and I would search for the ones
that were dirty so that I could try them on. And when I did, and my budding breasts were
somewhat held in place by the cups of the bra, I was in a blissful heaven as I would caress them.
Now one thing I haven't mentioned yet is that my wife always wore makeup and she was
very good at making herself look hot! And during these formative years, I would sit in the
bathroom and watch her as she did her thing, enhancing her natural beauty. She never said
anything about it, though she did say that she thought I might have better things to do than to
sit and watch her do her face.
About two years into our relationship, we went on vacation, leaving our son with a baby-
sitter for a few days so that we could get away from the grind. When we arrived at our motel and
checked in, as we were relaxing in the room from the long drive, I took a bold step, not even
thinking about the consequences of it. I asked her if she would make my face up like hers! When
she asked why I would want to do that, I just told her that I wanted to see how I looked. She
agreed to do it, and she had me sit so that I couldn't see what she was doing or how I looked,
until she was all done. She even took a curling iron and curled my hair somewhat, it was very long
at the time, and tried to give it some style. When she was done, she told me to go look in the
mirror to see how I looked. As I turned the corner into the bathroom area and looked at the
reflection in the mirror, I was entranced. Indeed, before me from the neck up, was a very good
looking woman. Had she not been there, I probably would have not been able to control the
emotions running through my body at the time. And when she asked me what I thought, my only
words were "WOW". Done with that little episode, I did wash it all off, though I did make an
internal commitment to begin to learn how to do this so that one day, I could make myself look this
good.
As time went on, I did develop the skill necessary to applying makeup and even went so far
as to purchase my own supplies so she wouldn't get suspicious, hiding them in a spare bedroom,
along with other objects that I had acquired. And when she would be off to work and our son in
school, I would get all these things out and become the woman that I always wanted to be. Some
things were lacking though, mainly hair and shoes. One day while alone in the house, I went
through her closet and found a pair of her old heels that were backless with a strap. Sure they
were about a zillion sizes too small, but the toes fit in and I just let the back of my feet hang over
the end, pulling the strap as tight as I could get it. Strutting around with these on, dressed up and
made up just made things feel even better to me.
It was all during this roughly ten year period that I discovered the true joys of femininity
and how they applied to me and my psyche. But I also knew that if something didn't change on
the homefront, there was no way that I would be able to progress beyond this point of my
transformation.