WHAT SHOULD I DO?
By Ginger
When I was six years old, I watched my mother sewing a dress for my
sister. It was for a surprise gift and she needed someone to try it on so
she could hem it. I did not object to helping out. Her friend committed
that I was pretty and should have been a girl. A similar incident
occurred when I was eight. I again maneuvered to be a model for my
sister's dress even though I acted like I didn't want to do it. My father
died when I was nine. I spent most of my preteen years outside playing
with neighborhood boys. However, on cold or rainy days, I played with my
sisters. I always acted resistant to playing dress-up but secretly I
convinced them to dress me up as their sister. This happened about twice
a year.
At age twelve, I discovered stored bags of my mother's undergarments and
dresses. Mom worked full time and my sisters were sometimes gone. I had
many opportunities to experiment with mom's clothes but I always kept my
play hidden. When puberty came, my sisters were gone more frequently and
my games escalated. I got better at dressing and experimented with
makeup. Often when I was fully dressed, I tied myself up with ropes. I
would the crawl under my bed and move the bed slates until the bed
collapsed. Sometimes, I tied myself to a chair in the middle of the
living room, never knowing if my sisters or mom might come home and
discover my secret. Each time, as I struggled to escape, I would
eventually ejaculate. I would then get mad at myself and vow to never do
it again. I tried very hard to make the bondage inescapable but after
coming I seemed more capable of escaping my bonds. This event occurred
about 40 times between the ages of 13 and 18. I met my wife when we were
both 14 years old but my secret life never stopped. She was a 5'-8"
beautiful blonde. I loved sports and became a muscular athlete however my
abilities were limited because I stopped growing at 5'-6". I never
exceeded 140 lbs. in High School. During our senior year, pregnancy,
marriage and a baby girl arrive.
We both worked fulltime yet somehow I managed to graduate from college by
age 25. I developed a hidden collection of clothes, makeup and a wig but
I was limited to dressing about 2 times a year for a long time. A few
times I drove to a bar in town. I would sit down for a few minutes then
go to the women's restroom and leave. I would quickly ejaculate as soon
as I got home and vow to stop. One year at Halloween, I dressed as a
hooker and my wife was a pimp. For a while, we stood outside of the party
and I waved to cars passing by, cars honked but fortunately no one
stopped. Four years later, I dressed as a cheerleader and my wife was a
football player. This was more elaborate. I weighed 190. I found that
tape and water balloons could be used to form my once muscular pecs into
realistic D cup breasts. I cut foam to provide hip padding. My wife did
my makeup and I turn out to be very attractive. My wife did not like my
shaved legs and chest but she did paint my nails. She was impressed that
I could apply false eyelashes.
My usual activity when dressed was to drive up and down the four lane
highway next to trucks with my legs showing and my short skirt hiked way
up. This always caused honking and waves. I once stopped and talked to a
truck driver but I think he clocked me and quickly left. I sometimes
stopped at bars but I only stayed a few minutes. One of my scariest times
occurred when I had a flat tire. A man stopped and offered to help but I
loudly told him, "No!"
When my daughter was a Junior in High School, I started a new job that
required me to stay out of town overnight once a month. I was now
dressing every month but basically only in my motel room or taking short
drives in my car. One night I was in Wal-Mart when a child asked her
mother, "Why is that man wearing a dress?" I quickly departed and decided
I needed to improve my transition skills. I've spent many hours studying
how women walk and talk. I've carefully observed their body, hand and arm
movement, their mannerisms, facial expressions and communication
attributes. My makeup skills improved every time I dressed.
I'm still 5'-6" and cannot seem to get below 200 lbs. I have blonde hair
all over with a receding hair line and a bald spot. My arms are very
hairy so I always wear long sleeve dresses or blouses. My chest hair is
light and limited because I frequently pull it out. I've found that I can
get a very close shave in the shower. I always start by applying false
eyelashes that are neatly trimmed and not excessive. I then apply clown
white makeup to areas that are too shaded due to my light beard. I follow
with a light foundation that matches my skin color. My wife does not like
bushy eyebrows. This means I can always keep my brows trimmed. My blonde
brows are easily penciled into a feminine shape. I use three tones of eye
shadow blended appropriately according to the directions on the
container. I shade my nose to slim it down. I use a lip liner to make my
lips ever so slightly better shaped, followed by a long lasting color and
lip-gloss. I use blush to accent my cheekbones. If my dress is low cut I
appropriately shade my breasts. I tape my chest to form breasts. I use
water balloons covered with old hose ends to fill out a D cup. I have a
variety of rings, necklaces and clip on earrings. I've found that I can
go many hours without using the rest room. I use a light weight panty
girdle to tuck my parts away and sometimes wear a butt plug all night. I
often wear 3 or 4 pairs of panty hose to smooth out my big calf muscles.
This completely hides the sparse, blonde hair on my legs. The hip and
butt pads go under my first pair of panty hose. To thin my waist I use a
tight long lined bra, follow by a waist cincher and high-waist girdle.
I've learned to walk like a woman in five inch heels. It always amazes me
how the final touch of a good wig changes everything.
I discovered a gay bar in town and decided to have a few drinks, watch
shows and play pool. By the time my daughter moved off to college, I was
doing this monthly. I decided to go on amateur night and lip-sync a song
or two for tips. I found that I was very scared and often drank too much
to quell my nerves. I knew I had to avoid drinking or risk getting a DUI
so I quit doing shows. My voice has never been low pitched and as a youth
I sang soprano in choir. One night a man asked me if I wanted to smoke
some pot in his car. After getting real high, he was able to talk me into
giving him a blow job. I had no idea how to proceed but I licked and
sucked him for a little bit. He managed to come but it was because of my
hand, not my mouth. I really liked dancing, talking, and playing pool
which is what usually occurred. My night always ended by humping my 8"
dildo and masturbating. I was no longer ashamed of my activities and
always looked forward to my dressing nights and barroom escapades.
I found that I was getting real good at coming close to passing. One
night a younger man convinced me to go to his apartment. I really did not
know what to expect, so after we arrived and had a drink, I pulled down
my girdle and pantyhose. He said, "Woo, I didn't know you were a man." I
said, "We were at a gay bar, why didn't you know?" He replied, "You look
and sound like a woman to me." I thanked him and he took me back to the
bar. I guess I'm lucky he didn't hurt me. At 210 lbs., I was amazed that
I could pass for a shapely big framed real woman. I once let two older
men come back to my room. I couldn't get over my fear that they might
have HIV, so I asked them to leave because I was afraid. They politely
left my room and I humped my dildo.
Last August, I was dancing and playing pool with some gay women. A man
approached and asked me if I was a man or a woman. I didn't know what to
say but the women started shouting at him until he left the bar. Two of
the women talked with me for a long time. I said my name is Ginger. I
opened up and told them my life story. I told them I loved my wife and
hoped we would grow old together. She had no knowledge of my female life.
I discussed my need to lose weight and desire to rid my body of hair. A
few months ago, my wife allowed me to purchase and use a home
electrolysis machine so I would eventually not need to shave my face
anymore. She didn't know I was using it on the rest of my body gradually
so as to not be obvious. I complained about the size of my nose and the
fact that I had to work carefully at shading to make it appear smaller.
Due to my weight I have type 2 diabetes and I have not been sexually
active with my wife for a few years due to my inability to maintain an
erection. She does not seem to object because I sometimes satisfy her
orally. My doctor says the diabetes might go away if I lose enough
weight. My wife often teases me about my balding hair. The women were
extremely supportive and we talked for more than 2 hours. I learned that
Marci was a beautician and Brenda was a physician. They volunteered to
help me get ready to party the next time I was in town. They were very
complimentary of womanly actions but said they could help me become even
more feminine. I knew I would be back in exactly 4 weeks so we set a time
for me to come over to their house with all my supplies when I came to
town. This was all I could think about and the weeks seem to pass way too
slowly.
It was a cold September evening when I arrived at their house. They
immediately asked me to get naked so they could "see what they had to
work with." I was reluctant because I knew the effect the cold weather
would have on my penis, but I was also anxious to get started. They both
smiled big when they saw my retracted 2" dick. They said it was "cute."
They gave me a short pink gown and we sat down to have some wine. After
we smoked some very fine pot, we talked about how we would proceed. I was
very compliant with their suggestions. They showed me a contract that
would protect them from any liability if I ever decided to blame them for
their efforts to help me. It was very legal in appearance and explained
the effort they would put forth to make me appear totally as a women and
"make me pretty." They offered me a choice of two options. I could pay
them $100 a month for their help or I could pay nothing except that any
money I earned as a result of their help would be theirs. They
anticipated that they would be spending about a $100 a month to help me.
They explained that I could quit at anytime and owe nothing. They
alleviated my concerns by saying that I may never earn money or "contest"
prizes and may never be required to pay anything for their services.
After another joint, I signed the contract. We then talked about my hair.
When I was younger I had fairly long beautiful light blonde hair. They
said I needed to immediately get a hair transplant and not get a haircut
anymore. I knew that my wife would be reluctant to use our savings for a
transplant. They promised financial support. We devised a plan to sway my
wife into supporting it. I was to tell her I met with a doctor about
getting it done. I would tell her that the transplant costs about $3500
and that there was guaranteed satisfactory results. Low payments and zero
percent interest were available. We could pay $100 down and make $50 a
month payments. Anytime after one year if I was not completely satisfied,
I would not need to make any more payments. If I was happy with the
results I would pay $75 a month until the fee was paid in full. I was to
call them in two weeks to set up an appointment for the transplant.
We started by weighing and measuring my body. Weight 206, Height 5'-6",
chest 40", waist 37", hips 35",neck 17", biceps 16", calves 17". We
agreed that losing weight is of prime importance. They provided a
chocolate drink mix for a liquid diet. I was to eat 2 liquid meals per
day and a small salad with 1 TBS dressing in between the meals. They
watched me walk and said it is not lady like. They said I should walk for
at least 20 minute a day and always step with one foot directly in front
of the other while reminding myself that I'm walking this way because it
is the way a woman walks. They provided me with face and hand cream to
use every day to make my skin soft and smooth. They provided a lip
moisturizer to soften and enhance my lips. I was told to use it more than
six times daily. As part of our agreement, the beautician had me lay down
to start full body electrolysis. This would be a gradual process so that
my wife would not notice that my hair was disappearing. The beautician
proceeded to give me extremely close shave and the best facial makeover
I've ever had. I was pretty even without my wig. They asked if I ever pee
standing up. I told them I did. They said I should never do that and when
I go to the restroom; I should remind myself that all women sit to pee. I
proceeded to tape my breasts, put on my long line bra and insert my water
balloon breasts. Before dressing I used the restroom and repeated to
myself, "A girl always sits to pee." They watched as I tucked, inserted a
butt plug and placed my homemade hip and butt pads into my pantyhose. Two
more pairs of pantyhose, a tight girdle and a waist cincher followed. My
measurements were 43-34-42. I opted to wear a low-cut, wrap around, size
16 white dress with 4" white heels. They helped me glue on my nails that
matched my lipstick. The women were impressed that my voice sounded
almost exactly like many women. However, they provided me with a throat
spray that they said would ever so slightly higher my pitch. At 9 PM I
called my wife to kiss her good night. I told her I had a hard day and
would be going to sleep soon. She never calls me after 9:30 so we were
ready to party. I loaded my clothes into my car and followed them to the
bar. I always pace myself and never have more than 3 drinks before 1 AM
followed by straight diet coke after that. I think I noticed guys paying
more attention to me and I danced with a couple of different guys that
night. Most of the night was spent playing pool and dancing with the
women in our group. Marci and Brenda said they wanted to pick me up at my
motel next month so I could drink more if I wanted. We agreed on a date
and time. The women gave me many complements for my appearance. I got to
my motel by 2:20 and quickly humped my dildo until I shot my wad. It was
one of the best nights I ever had. I was undressed and asleep by 3.
I immediately started the skin, diet, walking and other routines. The
Chap Stick usage was noticed but my wife knew it was just to help with my
cracked lips. My dermatologist had previously told me to use skin cr?me
so it was of no concern to my wife when I started to follow a regular
schedule of moisturizing. After some convincing, my wife was agreeable
with the hair transplant so I called to set up the appointment. The
liquid diet was good and I actually looked forward to my meals feeling
full and happy after each meal. My wife was reluctantly supportive of the
diet because she knew that lower weight was what my endocrinologist
wanted. The month passed slowly but I felt I was making good progress. It
seemed natural to sit in the restroom and take smaller steps with one
foot in front of the other. I don't think my wife noticed anything
different.
I loaded my large suitcase into Marci's car at 5 PM two days before
Halloween. My hair transplant was schedule for tomorrow. She told me that
some Halloween parties were going on tonight and asked if I was
interested. I said sure. I stripped and weighed immediately. For the
first time in years I weighed 193, an amazing loss of 13 lbs. They
provided me with more drink mix, Chap Stick and skin cream. It all worked
because my skin and lips were softer. We had some wine and pot before
Marci started with electrolysis. They had bought new makeup for me and it
was amazing. They also had new breast forms. My costume for the night was
that of a hooker with a new garter belt, fishnet hose and black 5" heals.
I called my wife at 9 and we soon left for the party. Since they were
diving I drank too much. All night long guys groped and rubbed me. I was
not resistant and ended up making out with two different guys. A few guys
stuffed dollar bills between my breasts. I was nominated to be in the
costume competition for a prize of $100. As I was standing with the three
other finalists, Brenda pulled off my wig and the crowd went wild with
applause. I gave the prize money and tips to my girls. For a while I
really felt like a woman. I was home by two, humped my dildo wildly and
passed out. The hair transplant went well and the local anesthesia
prevented all pain. In three months I would notice some new hair growth
in the balding areas.
I work diligently on my walking skill trying to walk for longer times. I
wished I could walk more in high heels. I decided to wear them at home
sometimes when my wife was at work or out with friends. It was more
obvious that my skin care routine was paying off. My November trip was
uneventful but I did lose 11 lbs and now weighed 182. My electrolysis
went well and it seemed obvious to me that my beard, chest and leg hair
was thinner. My arms were still very hairy. I think my brows showed signs
of a slight arch but my wife had not said anything so it must not be
excessive. We had a lot of fun playing pool and dancing. I kissed and
danced with three different guys. I drank too much. When we got back to
my room, the girls wanted to see me ride my dildo. They cheered me on and
I enjoyed it. After cleaning my toy they asked me to show them how good I
was at sucking it. I had not done this before and was reluctant but they
said they would teach me how to do it good. Marci licked it then started
sucking on it. Before long she had the full 8" in her mouth and pumped it
in and out. She said I just need to relax my throat and let it happen. I
tried but every time I got it half way in I gagged, coughed and took it
out. They said I should practice every day until it became easy to pump
it in and out. I promised I would find some time to practice each day
this month. They said I should talk to my wife about getting my ears
pierced and convince her to take me to a jewelry shop so she could pick
out my earrings.
I soon talked to my wife about my desire to get my ears pierced. I told
her that I noticed that many young men had pierced ears and I thought it
would make me look younger. She agreed with that reasoning and agreed to
go with me to help pick out the appropriate piercing location and type of
earring. She picked out a small fake diamond post that I thought was more
glitzy than she would choose. My hair now reached near the bottom of my
ears so the ear rings were not very visible.
I practice every day with my dildo and on day ten I was finally able get
the whole thing down my throat but it hurt and I stopped. By day 15 I was
able to pump it in and out 5 times without too much pain. I begin to look
forward to my practice and by day 20 I could suck it as long as I wanted.
I imagined a real dick shooting cum down my throat and wondered what that
would feel like.
In December, we measured my body. Weight 174, Height 5'-6", chest 38",
waist 34", hips 34",neck 16", biceps 14", calves 15". I didn't lose as
many inches in my hips and chest as I did in other areas. It seems as
though I lost a significant amount of muscle mass. I'm pleased that my
arms, legs and neck look more feminine. I showed them how I could deep
throat the dildo and they were proud of my success. I told them I
wondered what a real dick would feel like and they smiled suspiciously.
Today they used a bright red lipstick that was semi-permanent and could
only be removed with special cleanser. The thought of permanently red
lips was scarily exciting. Marci used airbrush makeup today and my face
was radiant. She said it would not need any touchup all night long.
Brenda gave me some pretty dangly earrings that jingled every time I
turned my head. I have two favorite wigs. They are both long mid back in
length. One is light blonde and the other is sort of a light auburn. I
usually wear the blonde wig. We use bobby pins to attach it to my wig cap
and it always stays firmly attached all night. I wore a size 12 long
sleeved knit aqua dress that was four inches above my knees with matching
5" heels. My measurements were 41-32-41. We discussed getting smaller,
better hip pads. We decided to go to a straight bar in town for a change
of scenery. We sat in a corner booth pretty much hidden from most of the
other customers. The waitress said that two men at the bar offered to pay
for our drinks. When we ordered a second round of wine, Dan and Mel came
over and asked to join us. Marci told them, "Sure if you keep the drinks
coming." I was sitting between Marci and Brenda and they did most of the
talking. After three rounds, we had a round of tequila shots and decide
to hit the dance floor. Brenda asked me to go with her to the restroom
while Marci returned to the table with Dan and Mel. Brenda told me I
needed to relax, flirt and be more responsive to the boys. She said I
should smile, touch their arm or leg, and talk softly to them. She said I
should listen carefully and do what they want. I asked what she meant and
she said, "Dance or be responsive to their needs." I wasn't sure what she
meant but I said, "Ok". She gave me a pill and said it would help me
relax. When we got back I ended back in the corner between the men.
Another round of tequila was waiting for us followed by some red hot
schnapps. I was laughing and touching Dan on the leg when he turned and
gave me a long kiss. He said, "I want you to get under the table and do
whatever you want to me." I looked at Marci wondering what I should do.
She shook her head yes and nodded for me to do it. By the time I wiggled
down under the table Dan's dick was inches from my face. I decided I
might as well do what I had been practicing. It was definitely softer and
more appealing than the rubber dildo. He was quickly deep in my throat
and was soon holding on to my head and coming. Every time I bobbed up and
down my earrings jingled. I was prepared for it to last longer. He was
telling Brenda how good I was when I saw Mel's dick was ready for me. He
shot his load faster than Dan did. I got up had another shot of schnapps
and checked my compact mirror to see that my makeup was still flawless.
Mel turned and gave me a kiss. He whispered, "You are beautiful and
amazing." Dan handed Marci 2 hundred dollar bills and said, "You won the
bet." I was pretty drunk but I managed a slow dance with Mel and one with
Dan that was more of a make out session than a dance. The pill and the
alcohol were making me extremely sleepy. Brenda noticed and said we
needed to leave. I napped on the way back to my motel. I was ready to
fuck Johnny dildo when we got back. The girls could not get over how
happy they were about my behavior and they had a present for me. They
said I was really becoming a hot woman. They gave me five pairs of bikini
panties and said I should wear them every day. Marci said, "The panties
will remind you that you are becoming a beautiful woman. You can wear
them with or under your regular briefs, you decide." They also gave me a
gaff and said I should tuck and use it a couple of times a week. Marci
helped me remove my makeup before they left. She said I should let my
fingernails grow until I returned.
I managed to keep my panties clean and hidden from my wife. She also
didn't seem to notice when I wore the gaff. This was probably because my
smaller penis was not much different than my tucked penis. We do sleep in
different rooms. My nails grow slowly and she didn't need to remind me to
cut them. My hair was definitely filling in and was about a quarter inch
long in all transplanted areas. My endocrinologist was amazed at my HbA1c
score and reduced my diabetic medicine. He said that if I keep losing
weight I may not need any medication in a couple of months. My wife was
happy to hear this and encouraged me to keep following the diet. The
milkshakes were almost addictive and I almost couldn't wait until time
for my next meal. The shakes made me feel satisfied and happy. I was
tempted to stay with the liquid diet and not eat any salads but I knew I
didn't have enough mix to last the whole month. I was beginning to love
my dildo practice. My body lotion regimen was making my hands and face
smoother and my wife noticed that I actually looked younger.
In January, my weight was 169. I was disappointed that I only lost 5 lbs.
I said I really looked forward to my shakes and asked if they would give
me enough so I could skip the salad and just be on a liquid diet. They
smiled and said that is a good plan. Brenda offered to give me a shot
that she said would help with my weight loss and I thought it was a good
idea. The women said they got me some gifts and I was giggly to know what
they were. After some wine and pot Marci did my electrolysis. My beard is
much thinner which contributes to my soft face. My arms are still the
hairiest part of my body. Marci asked if she could ever so slightly
expand the size of my areolas. She said it would not be noticeable to my
wife so I agreed to let her proceed. My makeup was beautifully done and
just as durable as last month. Marci showed me how to trim and round my
nails. The nails do not appear as long as they did before they were
shaped. She said I could probably get away with much longer nails if I
kept them shaped. She painted them the same color as my lipstick. My
softer hands and bright longer nails made my hands appear much more
feminine. Brenda surprised me with my first corset and new padded brief
that enhanced and smoothed out my hips. My measurements were 41-29-39. My
new dress emphasized my breasts and just covered the top of my fishnet
stockings. My garter belts would show if I was not careful when sitting
down. The women were spending quite a bit of money to help me look
beautiful. I was very nervous when we sat at the same corner booth at the
same bar as last time. I sat back in the corner with the girls on each
side. Marci gave me a pill to help calm my nerves and we started the
night with two shots of tequila. To my surprise, Mel and Dan soon arrived
and the waitress brought us a round of drinks. I used my throat spray and
my higher pitched voice gave me confidence to be more talkative than last
week. I often touched the men when I talked to them. We danced, drank and
talked for an hour. Eventually I ended up in the corner surrounded by Mel
and Dan. Mel was kissing me heavily when he stopped and asked for a
repeat of last week. For some reason I asked what it was worth to him. He
said, "If you are as good as last week, I'll make it worth your wild." I
took a shot of schnapps and gave him the best blow job ever. Dan was
ready and waiting when I finished. When I came up for air, I noticed Mel
paying Marci. The girls and I went to the rest room to power our faces.
Brenda could tell I was nervous so she gave me another pill. When we
returned the guys had left. We went to the dance floor and when we
returned two more guys were sitting at the table with a round of drinks.
They stood up and introduced themselves as Joey and Robin. They were both
in their twenties. We went to the dance floor and when we returned I
somehow ended back in the corner. After a shot of tequila, I had my hands
all over Robin. He was so cute. We kissed and he said, Dan had told him I
was amazing. I knew what this meant so I went under the table to please
him. I must be good at this because he shot in less time than it took
Dan. These kids don't seem to be able to last very long. Joey only lasted
a minute longer than Robin. The schnapps is really comforting after the
jaw exercises. My girl friends could tell I needed to leave and get some
sleep. I made out with Joey then Robin for about 15 minutes before we
left. I'm sure that Marci collected an appropriate fee from the boys for
my excellent service. I knew I owed the girls a lot for everything they
were doing for me. After I rode Johnny dildo and climaxed, Marci again
helped me remove all the makeup. I'm still able to climax but my dick
seems smaller (1" soft 4" firm). It never really gets hard.
The total shake diet was fantastic. I just felt like I was almost high
all the time. I now walked much more like a lady and I think I was
developing a natural sway in my hips. My speech has slowly softened and
now resembles most females. I'm surprised that my wife does not notice my
changes although she did say she liked my smooth face and she thought my
attitude was more kind and gentle. I told her I'm just happy with my life
and she said she could tell. I guess that my changes are so gradual she
just doesn't notice them. I'm maintaining all my practice, my skin care
routines and wearing my panties every day. I've been humping Johnny a
couple of days a week after she is asleep and I can almost come just
thinking about it. I recently trimmed my brows a little shorter than
normal and my wife asked about them. I said, "I know you don't like bushy
eyebrows, do you think I trimmed them too much?" She said they were okay,
just be more careful the next time. My wife said she liked my long hair
and the way my bald areas are filling in but she thought I needed a trim.
The different lengths due to the short hairs in the transplant areas make
it look funny. She showed me a picture of a girl with a pageboy cut and
said I should get something like that to cover up the short spots but try
not to be as feminine. She said I should take the picture to a barber and
see what he could do without cutting much off. My longest hairs are about
6" in length.
In February, my weight was 160 and I always feel happy and relaxed. As
always, I was naked wearing a gown drinking wine and smoking a joint.
Marci thought the pageboy haircut would look great. She was really fast
and said it really made me pretty even without makeup. My electrolysis
was nearing the final phase for my face. We were proceeding slowly on my
arms and under arms so that my wife would not be suspicious. The few
hairs I had on my back and legs are gone. I was concerned about my brow
arch and Marci left them alone. She did increase my areola size slightly.
We discussed my feelings about STDs and losing my virginity in my boy
pussy. Brenda told me I should gently wash the man's penis and look
closely for sores or cuts. Then I should be sure to have him use a condom
and I would be perfectly safe.
We met up with the same guys at the same bar as last month. I was not as
nervous as I was in January and I didn't drink too much this time. I was
dancing and kissing Robin before we were getting ready to leave. He told
me he would pay double to fuck me. I told him I was extremely cautious
because I didn't want any STDs. He confirmed that he had a condom. I said
he would have to come with me and Brenda to my room. I would inspect and
clean his penis and I would only let him fuck me anally, as if there was
any other way. I could tell he was hard as we danced and I thought he
might come when I told him my conditions. He kissed me and said, "Can we
leave now?" Brenda walked with us to my room and told me to come to her
car after we were done. He paid Brenda as she left the room. Robin
immediately gave me a long French kiss. I took off his pants as we
kissed. I got a towel and a warm soapy wash rag and he was nearly naked.
I thought he might come as I inspected and washed his 8" dick. I gently
slipped on the condom, quickly removed my girdle and panties and mounted
his dick just like I do with Johnny dildo. The garter straps were under
my panties and my silky legs probably made him come quicker than I
expected. We kissed some more after he came. We kept kissing as he
dressed. I don't know if he didn't notice my tiny dick or he just didn't
care to mention it. As he was leaving, he asked if Joey could come visit
me for a treat. I said Joey should talk to Brenda before he comes to see
me. I checked my makeup and I looked good. I put on my panties but not my
padded brief. Joey knocked on the door and greeting me with warm kiss. I
asked him to get undressed and sit on the bed. As I was washing him, he
shot his wad. He softened up as I licked him clean. He said he was sorry
as he was getting dressed. I kissed him goodbye and said we should try
this again sometime. He had a big smile as he left. Marci helped me with
my makeup removal. I asked if I could spend two nights next month and the
girls cheered. I said I wanted to try attaching my breasts and wearing
them all day the second day. Marci said she could get off work and we
could go shopping all day if I wanted. I said it was a dream come true.
Brenda gave me another weight loss shot.
My wife said she was extremely happy with my beard removal idea and
somewhat impressed that it was so effective. She liked the feel of our
kisses much more and my cunnilingus was extremely better. Even though I
can't have sex, we are still very affectionate with each other. She was
also pleased with my haircut and said it made me look cute and younger.
She recalled how my hair was much lighter when we were younger and spent
more time in the sun. She suggested trying on some of her post earrings
for a change of pace so I let her pick some out for me. I thought they
were kind of girly but she said they were okay because my hair hid them
anyway. I don't think she noticed any changes in my body except for my
softer skin, hands and weight loss. She was proud that I wasn't real fat
anymore. I feel like my pecs are slightly more rounded, softer and
slightly bigger than before I started the diet. She has not mentioned
this and doesn't seem to notice any change in my areola s. I'm most
pleased with my loss of tummy fat. The lip moisturizer Brenda has
provided has definitely softened my lips but I also think my lips are
also plumper. It seems that I'm the only one to have noticed this. My
wife was not happy that I needed to work out of town for two days this
month but she knew I had to do it. I'm sticking to my diet, but I kind of
this nervous when I'm a little late for my meal.
In March, my weight was 154, the lowest it has been in 18 years. As I sat
in my gown drinking wine and smoking pot, I was anxious to glue on my
breasts. Marci was done with the electrolysis quickly. Brenda gave me my
weight loss shot. We measured my body. Chest 37", waist 31", hips 34",
neck 15", biceps 13", calves 14". I was concerned because my chest and
hips were the same size as last time. They said that sometimes it is not
the easy to lose inches everywhere. My muscle mass is decreasing and my
arms, legs and neck look good. I laid back and Marci carefully attached
my lifelike breasts. She used make up to conceal the edges perfectly. She
was able to tighten my corset by 4 inches and my measurements were 40-27-
39. My bra just barely covered my fake areolas. My curved nails were at
maximum length to go unnoticed by my wife. Marci used a special air brush
technique on my smooth legs and I didn't wear hose. My toe and nail
polish matched my lips and Brenda helped me put on open toed 6" heels. My
new size 10 dress showed off my attached breasts. I certainly looked like
a fuck doll and needed a pill to reduce my anxiety. The girls took me to
a new bar in town located in a big hotel. We danced and drank for an
hour. Brenda said she had special arrangement with the hotel. She said I
should go sit at the bar. She said that if a man sits down beside me, he
should know my name without asking. If he gives me white wine, he wants
to fuck. If he gives me schnapps, he wants a blow job. I should talk to
him and touch him while I drink. If he asks me dance with him, I should
dance one dance and then let him escort me up to his room. I will know
what to do. If I'm gone too long she will come and find me. When I'm done
I should come back and sit at the bar until another man knows my name. If
I have any doubts about the man just look at her as she will nod if it's
okay to go with him. I really like the feeling of the men rubbing and
kissing my breasts. By the time I had 5 drinks, I was pretty tipsy. Marci
rescued me and I slept over at their house. Marci and I spent all day
shopping. I tried on at least 10 outfits at three different stores and
Marci bought me two beautiful dresses, some big hoop earrings, a nice
necklace and a bracelet for my wrist and ankle. Not once did I feel like
I was clocked. Two months ago I started leaving my clothes at their house
which meant I didn't have to hide my wardrobe from my wife anymore. I had
drinks with six guys that night including Joey, Robin and Mel. I was worn
out and didn't remove my breasts until the next morning before I went to
work. Brenda said I should take a booster shot to help me lose weight.
Marci said I should ask my wife to take me to a beauty shop so that I
could get my hair bleached to look like it did when I was younger.
My hair is sort of a mousy light brown and very plain looking. The bald
spots continue to fill in nicely and my hair nearly touches my shoulders.
I told my wife I wanted blonde hair like I used to have when we were
young. I have never bleached my hair even when we were young. She thought
it over a few days and said she would go with me to a beauty shop to pick
out the color I should have. My long light blond hair looked fantastic.
The beautician wanted to style it and add some curls but we decided that
was not a good idea. She said she didn't know what has come over me but
that she thought I have become much more sensitive and caring in the past
few months. My clothing is very baggy so it usually hides my changed
shape. I recent bought some new pants and shirts that fit appropriately
for my size. I need to buy some more clothes but I'm kind of waiting to
see how much weight I will lose. My hips always wiggle when I walk so
much so that I must concentrate to not wiggle when my wife is behind me.
My female mannerisms, hand and body movements are now naturally female. I
use to need to consciously practice female behaviorisms. Now I must make
a conscious effort to act male to avoid detection of my female
attributes. I routinely walk beside or behind my wife to avoid being
detected. I only get to practice with high heels when I'm home alone. I
now routinely wear a gaff and bikini panties without briefs. I've become
very good at changing my clothes when she is not around. At least once a
week, I manage to wear pantyhose all day. I have a secret hiding place
for my undergarments and I wash them when she is at work. Infrequently, I
wear a training bra under my suit. I slipped and took off my jacket at
work for a couple of hours one day but no one said anything. I sometimes
keep a dildo in my boy pussy all day. Someone once mentioned that they
thought I was walking funny. I explained that I just have pain from jock
itch. I sometimes intentionally wear briefs in front of my wife and I put
a pair in the wash daily even if I don't wear them. She likes my long
hair but she once said she almost mistook me for a female when she came
up from behind me in a store. I just laughed it off and kissed her. My
diet, exercise, underclothes and skin care routines have remained
consistent and are a regular habit. Humping Johnny barely ends in climax
but it is still fun. My rounded nails are long enough to look pretty when
painted but short enough to not attract the attention of my wife. She
often sees me nude but she has not mentioned any concerns about my
appearance.
In April, my weight was 148 and in May my weight was 143. I was
developing a list of regulars at the hotel including Joey, Robin, and
Dan. My arm hair is much thinner and shorter but not so much that my wife
has shown any concern. I now wear a size 8 dress. I'm hoping to be able
to wear skimpy short sleeve dresses soon. In June, I plan on spending two
nights in town. Brenda taught me how to use my rectal muscles to clamp
down on a man's dick and give him a better fuck. It drives men crazy and
they are now willing to pay more since I only have a few openings each
month. For the longest time, I was scared to death to have sex with men
and now it brings me great pleasure. They often give me jewelry and
expensive perfume. Two guys have asked for my hand in marriage, so I had
to stop seeing them. This is my life one day a month and I'm married to
my wife the rest of the time. Marci is going to style my natural hair
next month and I won't need a wig.
I now weigh the same as my wife and she is concerned that I'm losing too
much weight. She is two inches taller than me so I still appear heavier
than her. I discussed this with my endocrinologist. He said that my blood
tests are so good that I should stop taking any diabetic medicine. My
HbA1c score is the same as a person without Diabetes. He wants me to
continue the diet 3 more months to make sure my diabetes does not return.
I may be cured. He said that I would not be considered under weight for
my height unless I fell below 115 lbs. I'm currently in the high normal
range at 142 lbs. I'm no longer obese, yeah. About 12 years ago I started
having erectile dysfunction. Viagra and other methods helped for a few
years. However, my poor diabetes and weight control made my ED condition
permanent. Even if I am no longer diabetic this will not change. My wife
has been teasing that with my weight loss my once muscular chest has
become flabby and I might need a training bra. She grabbed my tit and the
sensation was something I've never felt before. We ended up in bed and
she climaxed three times. She really likes my smooth hands and face.
In June, my weight was 138. My measurements were: Chest 36", waist 29",
hips 35", neck 14", biceps 12", and calves 14". Marci quickly touched up
my needed electrolysis and attached my breast forms. My arms still have
more hair than many women but it is very fine and light. She then spent
35 minutes styling my pretty blonde hair. She added some washable
highlights and some hair extensions. Except for my big nose, I was
beautiful. With breasts, a tight corset and hip pads, my measurements
were 39-25-40. With makeup my shiny legs did not need hosiery. I loved
wearing toenail polish and six inch high open toe sandals. My feet have
always been small: women's size 8 ?. I told the girls about my wife and
her multiple climaxes. Brenda asked if I wanted to do her since I'm such
a beautiful babe. I replied, "Yes mistress, I would love to be your
lesbian whore." She gave me a sly grin and said we would talk later. We
spent a lot more time dancing with each other this night and I only
entertained three regulars. When we got home, Brenda surprised me with a
very warm and tender kiss. While Ginger is tramp, my male persona has
never cheated on my wife with another woman. I took turns with Marci and
Brenda and they both climaxed twice. Their pussies were shaved and
delicious. I tried, unsuccessfully, to get off by humping Johnny dildo.
They giggled at my failure and gave me hugs. Marci and I went shopping
soon after we woke up. It only took a few minutes for Marci to refresh my
makeup and style my hair. I lightly kissed Brenda before she left for
work. I didn't wear a corset to go shopping and I wore a strapless bra.
Marci said I should shave my underarms, so I did. We found a size 8
delicious yellow summer dress that was low cut, had spaghetti straps and
an open midriff. I wore it out of the store and received numerous
comments and whistles as we walked the mall. I had to go back to the
house when shake time came. I find that if I don't get my shake on time,
I get sweaty and nervous. Marci said we should go to the pool at my
hotel. We are now close in size and she said she had the perfect bikini
for me. We went to my room. Marci gave me a bright pink tiny bikini that
barely covers all my vital parts. We used a small piece of tape to keep
me tucked. We ordered a few drinks as we talked about our shopping trip.
I took a nap. We left the hotel in our bikinis to go back and get ready
for another night on the town. I must have been exceptionally appealing
because all my clients wanted to fuck that night. I gave my mistresses
fulfilling service that night. We were so tired that Marci waited till
morning to remove my breasts and hair extensions and clean up my makeup.
This next month it was a daily chore to hide my shaved underarms and
bikini lines. I visit a tanning salon and found a way to even out the
lines. I freshly shaved my underarms and showed my wife telling her I
thought I might perspire less. She said it wouldn't help but I could try
it and see. I asked my wife if I could shave her pussy and see if it was
more exciting for her when I ate her out. She was extremely pleased with
the results. I talked to my wife about how I think my hairy arms look
funny. She suggested using Nair and she would then see if my arms looked
better. The conclusion was mixed. I made my wife climax many time this
month. She didn't question my appearance changes and often complemented
me on my ability to obtain a healthy weight.
I think I must have used too much shake mix because I ran out of mix a
day early. The pain and confusion made it difficult to get to Marci's
house. Brenda was home and quickly gave me a shake a weight loss shot.
The relief was almost immediate. I was disappointed that I only lost 4
lbs. and now weighed 134. Brenda told me that eventually I will stop
losing weight and go on a maintenance diet. She provided more shake mix
so that I didn't run out. Marci used electrolysis to zap my last few
facial hairs. I will no longer have a beard and my facial pores will
shrink more making my face creamy smooth. Thanks to things my wife has
allowed, Marci was finally able to zap all the hairs on my arms and
underarms. Any hairs returning anywhere on my body will be finer and
lighter just like a blonde woman should have. My areolas have gradually
almost doubled in size from where we started; however, the process has
been so slow that my wife has never said a word about them. We didn't
attach my breasts but Marci added extensions to my hair. I've been
practicing my makeup for four months and it was time for me to do it all
by myself. It was almost as perfect as the way Marci had done. I was a
large nosed beauty and my petite body was much more attractive than the
average woman. I've discovered that I no longer need the anxiety pills or
as much alcohol to have an exceptional fun night. It all feels normal. My
mistresses and my boys thoroughly enjoyed me tonight. Marci said I should
convince my wife that in order to not need to bleach my hair frequently,
I should get some highlights added.
I almost have female walking, posing and body movements perfected thanks
to consistent reminders from Marci and Brenda. My wife said, "I think
there is something different about you but I can't put my finger on it."
I said, "I'm no longer diabetic due to my weight loss. The burden of the
disease is gone and it just makes me a happier person." She agreed that
that must be the case. I pointed out my roots to my wife and asked her if
she knew of any way to make them less noticeable. She said she had some
ideas but we should go to the beauty shop and see what they suggest. She
took me into the shop and we asked the beautician if she had any ideas.
She suggested that my wife should leave me there for an hour and she
would fix our problem. This was not a good idea. The roots were no longer
noticeable but I now had highlights, curls, and a very pretty style. The
operator said the highlights would still be effective for a month or two
and the girly style would be gone after a week or two of shampooing. My
wife was not pleased and said sarcastically, "You should have done his
makeup too." I applied my lip moisturizer as we left. I was able to make
this mistake up to my wife three times that night.
In August, my weight was 130. Marci loved my highlights. I did my own
makeup and Marci just helped a little bit with the hair extensions. I
must be getting ditzy because I made the mistake of wearing my bikini
again and lying out in the sun too long. My mistresses loved the look. It
did make my sundress prettier. A lot of fun was had that night.
I was sort of in a daze thinking about all the perfect things that had
happened the past year. My wife came home early from work and I barely
escaped getting caught with panties on and tan lines showing. I went to
the tanning booth the next day. One Saturday I accidently used my wife?s
pink lip-gloss instead my moisturizer. She made me keep using it all day
and pinched my butt repeatedly. I acted like I didn?t like it. It seemed
I could do no wrong as long as I kept orally pleasing her frequently. My
doctor said I was cured of diabetes and I should keep my weight between
115 and 125 to keep the diabetes from coming back. I may be on a
milkshake diet for a long time. We celebrated with too much wine and I
gave her four orgasms to go with it.
I made the mistake of using all my diet drink a day early again. I was
almost delirious and in a lot of pain the whole day. I got to Brenda
early the next day. She immediately gave me a shot and a shake which
worked almost instantly. She scolded me for measuring my shakes wrong.
She said that if I lived with her I would never have to worry about it
again. I reminded her that I loved my wife and I would never leave her.
She said, ?Never is a long time.? My September weight was 126. My
measurements were: Chest 35?, waist 27?, hips 36?, neck 14?, biceps 11?,
and calves 13?. When I was a freshman in high school, I weighed 126 lbs.
and had a 27? waist. I said, ?I wonder why my hips are bigger than when I
started the diet. I?m not complaining, my slender waist, arms and legs
matched with blonde hair and my nice hips make me naturally appear as
well shaped woman from the rear. If my boobs were bigger, I would be
every mans wet dream.? Brenda responded, ?It?s because your weight loss
shot has an added benefit of testosterone blockers and estrogen. I can
stop giving it to you if you want.? I meekly replied, ?I like the way I
feel and look. I guess I should keep getting the shots.? Marci quickly
touched up my needed electrolysis. Marci did not need to help with my
hair or makeup and I transformed myself into a big nosed beauty. Marci
tightened my corset. With my breast forms and padded hips my measurements
were 38-23-41. I was a sexy bombshell. The dancing and drinking was great
that night. I set a record with three fucks, four blowjobs and four
orgasms for my mistresses. Sometimes I feel like I could be a slut every
day. Before we went to sleep, Marci said she had a tremendous idea for
Halloween. She suggested that I should bet my wife that I could dress as
a better dominatrix than her. The winner could have some plastic surgery
done. I knew my wife wanted a breast lift and a tummy tuck. I?ve always
wanted a smaller nose. We would both dress as dominatrix?s and attend a
big bar Halloween party. We would hand out a picture of us and ask
patrons to vote for the person with the best costume, mark the picture
and hand it in before they leave. The person with the most votes would
win. Marci and Brenda would secretly be at the bar to make sure the
contest ?went well.? They said they would meet me with a costume and
makeup to get me ready for the contest. They said my regular makeup and
outfits are not good enough and I needed something special. I was to call
them after my wife agreed. Since Brenda is a plastic surgeon, she said I
could get everything I needed for less than $5000.
We have been calling nights when I give me wife tremendous cunnilingus
?adventure? nights. During our first adventure night of the month, I
suggested that we should do something different this year for Halloween.
She kind of moaned ?okay.? During the next adventure night, I said that
maybe we should have a contest with a great reward for the winner and I
heard another ?okay.? During the next day I reminded her that I?ve always
wanted a smaller nose and I asked what kind of plastic surgery she would
like to have. Since we had talked about this before, it was no surprise
that she wanted a tummy tuck and a breast lift. During the next
adventure, I said we should have written rules to make sure the contest
was fair and again she moaned ?okay.? After she fell asleep, I wrote some
rules and for us to discuss the next day..
The rules I wrote said: We would both attend a Halloween party at a big
bar in town. We could take as long as we needed on Halloween day to get
ready. At the bar, we would hand out a picture of us and ask patrons to
vote for the person with the best costume, mark the picture and hand it
in before midnight. We would both need to agree on the same costume. The
person with the most votes would win and could spend up to $5000 for the
plastic surgery of their choice.? I knew we had almost $40,000 in
savings. I offer her a list of possible costumes. Clark Kent, Trump,
Barrack, Hillary, Superman or woman, the Hulk, Pro wrestler, dominatrix,
pimp, wonder woman, Melania, police man/woman and the Tin man. She said
she really wanted to win and quickly eliminated all the male costumes. We
slowly eliminated all but dominatrix and wonder woman. She said that
there would probably be a lot of wonder woman costumes and due to her
height advantage she would be a better dominatrix. I said, ?Okay I?ll
give it a try.? This talk excited both of us so much we went to bed for
an adventure.
I called Marci to tell her the news. She was excited and told me not to
worry about anything. They would be in town in three weeks for Halloween
to help me win the contest. She said I would soon have a pretty nose.
It seemed like forever for Halloween to come. I went to my mistress?s
room at 2 PM on Friday to get ready for the contest. I stripped, had some
real good pot and a relaxing pill. Brenda gave me my weight loss/hormone
shot. Marci touched up all areas that that needed electrolysis. Marci did
my semi-permanent makeup but it was much more dramatic than usual. It was
not like a drag queen but was a perfect picture of a dominatrix. My
weight was 122. My breasts were attached and blended to my skin
perfectly. The outfit revealed one-fourth inch of my areolas. My new
corset made my measurements 38-21-41. I wore 6? thigh high boots. Acrylic
red nails extended almost an inch. My ears were pierced three times with
a variety of earrings attached. I was given a diamond nose stud.
Perfectly matched, eighteen inch hair extensions were weaved into my
hair. I had a short whip to carry with my purse. I arrived home one hour
before we were to leave for the contest. My wife had obviously been
drinking to calm her nerves. She was exquisitely beautiful and thought
sure she would win until she saw me. She asked who I was when I walked
into our house. I thought she was going for our gun. It took a long time
for her mouth to close. We quickly took our pictures and printed the
contest ballots. We each had two shots of tequila while we waited for the
Uber. We didn?t talk much. We smoked some pot on the way to the bar. We
handed out the ballots and then danced the night away. We both ended up
dancing with a few different men and giggling about it. I let all my
fears go, used all my feminine skills I?ve developed and was a woman in
front of my wife for the first time. She said, ?Everything about you is
totally female. Your every mannerism, the way you talk and walk is very
real and sexy. I?m confused.? I replied, ?When I contacted the costume
outfitter, three weeks ago, they said they would guarantee a best costume
prize if I let them teach me how to be a more convincing dominatrix. I
took their lessons and advice. I guess I?m a quick study.? She replied,
?I never imagined that you could become so beautiful and ladylike.? I
said, ?You are much prettier than I could ever be and have been gorgeous
since the day we met.? I don?t think my wife was surprised that I won the
contest. On the way home in the Uber my wife leaned over and we kissed
many times. As soon as we got home we had an adventure many times. When
we finished my wife realized that my makeup was as fresh as it was 7
hours ago. I said, ?The costume specialists told me that my whole costume
would be amazing and I would probably win awards if I would agree to
their extended plan.? I knew that meant coming to their office on Monday
for nail and hair removal. I didn?t know about the makeup. We then
discovered that because of small locks and glue, my jewelry, dress and
heals were on until Monday also. The only item that was removable was my
padded girdle. I slept on the couch. My wife was applying her Saturday
make when she saw me in the mirror. She said, ?You really are a beautiful
woman.? I asked if she wanted to take an adventure. Reluctantly, she
said, ?No. I think you need to leave until you figure some things out. A
few days ago, I found your collection of undergarments.? I slowly
gathered my things and kissed her goodbye. I told her I would be going to
get my nose job. On the way to my mistress?s house, I realized I didn?t
have any male garments.
I was greeted with numerous hugs and kisses. Brenda gave me a shake, a
diet/hormone shot and a relaxing pill. We all got high. Brenda said my
surgery is scheduled for Wednesday. She said I should stay on my shake
diet until Monday and she would give me a shot to get through Tuesday
when I needed to fast. I told them everything that happened with my wife.
They both consoled me while we smoked some more pot. When we left for the
hotel bar I was flying and ready for action. I kissed three guys as we
walked into the bar. The night was real busy and it was the first time I
had a man in my mouth and boy pussy at the same time. If I didn?t know
better, I would have thought my makeup was permanent. After I serviced my
mistresses, I asked Marci if she thought I should plan some more
permanent body changes. She smiled and said, ?I think that?s a good
plan.?
On Wednesday, the pre-anesthesia drugs made me giddy and happy. I signed
the surgery permission papers and realized I was getting more than a nose
job. Marci kissed me before I left to have surgery with Brenda. I seemed
to waken and fall asleep many times. It was Friday before I was fully
awake. I soon realized I had D size breasts. Over the next two days, I
discovered that my nose was small and cute, my brow and chin were
shaved/reshaped, my cheek bones were enhanced, my lips were enlarged and
red, my hairline was lowered, my voice was much higher, my Adams apple
was not visible and I no longer have testicles or a penis. I also had
permanent eyeliner and pretty arched brows. My weight is 119 and my
measurements are 38-25-37. I immediately asked for my shake. On Monday, I
was released from the hospital and taken to my mistress?s house.
Brenda gave me my shake and sat down to talk. ?I have great news. You are
now the beautiful petite woman you have always wanted to be.? She shushed
me when I started to talk. ?You will be completely healed in about 12
weeks. You will need to dilate your new vagina at least 4 times a day. We
will change your bandages regularly until you can do it yourself.
Stitches will be removed in 8 days. The bandages will be gone in 4 weeks.
You will remain on your shake diet unless you try to stop on your own
which would be very painful. This diet is a special highly addictive
drink I designed to help you lose weight and give you the hormones you
need to be a real woman.? She shushed me again. ?You have a decision to
make about your future. You can have a great life here with us being our
maid and whore. It will be like a constant party. You can fuck and suck
as much as you want. We will provide you with a fancy and expensive
wardrobe and a healthy diet that makes you happy all the time. All your
expenses will be covered.?
?As an alternative, you can return to your wife and hope she is accepting
of the new you. You will be in extreme pain for at least three months
while you detox from our formula. Your wife will need to constantly
supervise you to prevent you from committing suicide. You will gain
weight immediately and become a diabetic again. Your implants could be
removed but your vagina cannot be changed. Your face will always be that
of a female. If you leave us and then decide to return to get the drugs
you will desperately want, we will sell you to the highest bidder. We
think we should all get high and talk about how much fun it will be to
have three boys inside you at the same time. We need your decision soon.?
I love and miss my wife. Would she help me get over my addition? Should I
stay and be a party slut every day?
Love, Ginger