I was 20 years old, working
after graduation and earning decent money but I still was living at home and
had no real desire to move out. Wile no longer close to being passable as a
girl I was still dressing at home every evening and weekend.
We had moved back to our
home in North Vancouver, my mom and I were still attending the “Mission
Traditional Christian Family Church” and she seemed to have a steady stream of
men that she was dating and bringing home all of whom she met at the church.
I had started to try to date
some girls hat I met in my final year at university but being much younger than
them proved to be problematic. In the romance department I was a disaster and I
really was not into being the sexual aggressor. By chance I stumbled upon a
newspaper at the local magazine store on Lonsdale Ave called the “Vancouver
Star Weekly”, it had articles but it’s primary function was for sexually
oriented ads focused towards various kinks and fetishes. I bought it religiously
for months and loved reading the ads and was amazed at all the different
fetishes people had. I hid them in my closet and for the longest time thought
my secret stash was indeed secret only to find out later that my mother had
found my pile long ago.
By this time in my life I
was fantasizing more about men than girls, but I was still unsure of where I
was leaning. I loved feminine clothing and dreamed about being touched, kissed
and the fact that almost every weekend I could hear my mother having sex I often
dreamed about being in her place.
I will never forget it was
in early September an ad appeared that basically stated;
“Older,
professionally employed widower seeks an effeminate acting younger male under
the age of 25. Prefer him to be respectful, shy, soft spoken, enjoy cooking
become my house boi and dress like a young girl.”
I was stunned because that
sounded like me, but I did not have the guts to answer the ad. The ad appeared
for weeks but I just didn’t have the courage until one day my mom approached me
holding the newspaper opened to the page with the ad that I had circled. I was
mortified but my mom was not angry at all she asked if I had answered the ad I
shook my head and when she asked if I wanted to I slowly nodded.
She sat with me and reassured
me that part of my love of being a girl also has developed in wanting to be
treated like one by a man. I was confused because my Catholic upbringing was
dead against homosexuality and at the MTCFC it was so family oriented. After
dinner she sat with me and helped me write a response to the ad.
About a week later I
received a long letter from a gentleman; he was in his early 60’s, lived alone
in West Vancouver, was a semi-retired doctor and he said he was very excited to
meet me and that I was the only response he received that he would even
consider meeting. His name was Dr. Allen and I was always expected to call him either
Dr. Allen or Uncle Allen. He provided me with his telephone number and to call
at precisely 9pm on weekdays.
It took me a few days to get
the courage to call and I was unbelievably nervous and very timid when I did
call. Thankfully he was talkative, was not intimidating and made me feel
comfortable. There was no discussion about my desire to be a sissy maid or sex
instead he asked me if I would like to go to a Vancouver Canucks game on Friday
evening.
He picked me up a couple
evenings later at my house and I think he was taken aback when my mother
answered the door against my objections. I will never forget my face getting
beet red when she invited him inside and reassured him that she knew about his
ad and she had no concerns. Dr. Allen
was tall, heavy set, had a friendly face and looked about his age. I can’t say
that I felt an attraction towards him, but he was a good-looking man who
probably got lots of attention from older women.
That first weekend I went to
the hockey game with him on Friday evening on Saturday he took me to the horse
races both of which I had never experienced growing up and I was completely at
ease with him asking questions about the two sports and talking about my job.
When he dropped me off at home on Saturday he invited me to attend the ballet
on Sunday afternoon followed by an early dinner at his favorite restaurant.
My mom insisted I wear a
suit which I resisted but she relented, and I am glad I did because during
dinner Dr. Allen told me that he was very impressed that I chose to wear a suit
and that he puts a lot of importance on how a person dresses as well as their
table manners at a fancy restaurant. The restaurant was indeed a very formal
French restaurant with numerous courses. The meal took hours and we were seated
in a quiet booth. This was the first time he asked about my teenage years and
love of being dressed like a girl. I was completely embarrassed and when he
asked me if I ever fantasized about being with a man my face went red. Before I
could even answer he asked if I had ever sucked a man’s cock at the same time
he slid his hand onto my thigh.
I shook my head and jumped all
at the same time. He went on to explain quietly that he would love it if I
would be his sissy maid and stay on weekends.
He told me that I would be expected to do the grocery shopping on
Saturday mornings while he saw patients at the hospital then I would be
cleaning and cooking for the remained of the day. We talked about the foods he
enjoyed and what I liked to cook, it was obvious that he had very high
expectations and I would not be cooking easy or simple meals. In return I could
wear pretty dresses like I wore growing up and he wanted me to wear French Maid
uniforms while doing chores.
I nodded my head and told
him I really wanted to be a Sissy Maid. It hit me at that point that I would
have to tell my mother because now I would not be home on weekends. I started
to have second thoughts, but he reassured me that my mom would be happy for me.
He confided that my mother had sent him a separate letter when I wrote him and
in it she shared my upbringing with him and they even had spoken on the
telephone. I learned later that he was a member of the same golf club as my dad
and he had my mother had met at before at club social functions.
