True story of how my mom helped me be a transsexual cocksucker
This is an absolute true story: You can email me at:firstname.lastname@example.org or
call me at:409-457-7977 and I will verify this story.
It all started when I was four years old and put on my mother's nylons I
found lying on her bed. Of course they were way too large and fit be
more like a body stocking, but I still loved the feel of them. Then I
found a pair of my mother's heels and tried them on as well. I have no
idea where this urge came from, especially at four year's of age. It
certainly wasn't sexual. I've often looked back and tried to understand
what caused me to undertake dressing up like that, but still, at 55,
haven't the slightest clue. And, of course, my mother soon caught me in
her nylons and shoes. I must have been some sight!! But my mom was
really understanding as I started crying and pleaded with her not to
tell my dad! She said she would give me a drawer in her dresser just
for me if I promised not to get into her good stuff. She would put her
worn out stuff in there for me to use. this was to become my drawer
till I left home at 18. She said it would be our secret. Over the
years as I developed into a complete transvestite, she would 'stock' my
drawer with high heels, thigh highs, bras, panties, garter belt, etc.
My mom was so cool about all of it because she really liked to see me
dressed as a girl!! At about 14 or 15, she began helping me with my
makeup and took me shopping to pick out my clothes together!
At about that time, my best friend and neighbor, Jack, and I began
jacking off together; he would jack me off and I would jack him off.
One New Year's Eve, I was over at his house to play monopoly while his
parents went to a party and stayed in a hotel all night. Jack suggested
we take our clothes off and play naked! After a few hours, Jack
suggested we go to his bedroom and play. Jack was three years older
than me and had a really nice-sized cock and shot a gallon of cum. So
we started to jack each other off when I saw Jack was dribbling precum
on my hand. He asked me to taste it. I was reluctant at first, but
finally licked it off my hand. Then something happened to me and all I
wanted was to taste more! I just leaned down and licked the head of his
cock to taste more precum. God, it was the best taste I'd ever had.
Jack said if I put my mouth on his cock, I could taste a lot more. I
then put my mouth on the tip of his cock and kind of just licked. He
told me I had to put the whole thing in my mouth. He only lasted about
10 seconds and shot this huge delicious load of cum down my throat. I
damn near choked to death but still, it was the most excited I ever felt
and was so aroused sexually that I came right after he did!
I ended up sucking him two more times that night. I told him later that
I had a secret and if I wouldn't tell anyone what we did, would he
promise to keep my secret. He promised he would and then I told him
about how I liked to dress up in lingerie and women's clothes and
masturbate. He actually thought that was pretty cool and wanted to know
when he could see ma all 'dressed.' I told him my mom knew all about
it and I would ask her if you could cum over and watch me dress up.
Since my mom and I were real close and I knew she liked to see my dress
up in the clothes she bought me and told me it was OK to masturbate
while I was dressed, but only if she could watch. I told her what I told
Jack and asked if he could come over some night when dad was working
and watch me dress up. She thought that was a great idea. I also told
her, in a roundabout fashion, that Jack and I played around a little.
She said she guessed as much because she always thought Jack was kinda
gay and she was pretty sure I was heading that way. Thank God she
understood me. Now that she's passed away. I say a prayer to her for
being like she was and allowing me to be so happy that I am gay and a
transsexual. I never ever had any guilt associated with dressing as a
women, or having a gay lifestyle. I actually came to believe this was
quite normal for some people and never looked back, so to speak.
Finally it was a Friday night, my dad worked fro 8 at night till 4n in
the morning in a factory in Cleveland and I had invited Jack to come
over. I was so excited all week at school and must have jacked off
about 10 times that week thinking about Friday night. Jack came at
around 8 and I think my mom was more excited than I was. She had all my
sexiest lingerie and heels, skirt bra and blouse with my new blonde wig
all laid out on my bed!
Mom asked if we wanted a snack before going up to me room and we both were too excited to eat anything, except maybe some hard juicy cock! So we all went upstairs to my bedroom and showed Jack my assortment of women's lingerie and clothes. He said he couldn't wait for me to try them all on and see what I looked like. Mom told him we would go into the other bedroom and she would help me dress and do my makeup and when I came out Jack wouldn't believe it was me.
TO BE CONTINUED AS PART 2 OF MOTHER'S TRANSSEXUAL COCKSUCKER.