BeingDipped
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Being Caught free porn video
Being Caught
by Lorraine Simmons
My wife Diana found out that I was a cross dresser two years
ago when she inadvertently found my secret wardrobe of female
clothing hidden in our attic. I tried to explain my feelings but
without any acceptance for over a year, during this period our
sex life eroded to almost nothing and I felt truly worthless.
The only relief for me was the rare opportunities to cross dress
when she was away on business. I always wondered what Diana was
getting from our marriage and I was left to be lonely and
frustrated.
Diana never explained where she would go or for what reason she
poured everything into her work. Our marriage in my opinion was
falling apart and there was nothing I could do to improved the
situation. Diana was a very successful attorney and a beautiful
woman and I was very lucky to be married to her. I envied her
feminine good looks and business success. She never approved of
my dressing but would say, "as long as you keep it private and
contained to the home she would tolerate my problem because she
refused to even think of getting a divorce."
There started my real problems. I recently lost my job and I
rarely had contact with anyone. I began to search out some form
of companionship. I should have known better but I searched the
Internet for another cross dresser, like myself who wanted to
share our interests. I found another T-girl named, Paula. She
and I e-mailed each other for several months. The day final came
that I wanted to meet face to face. Diana was to be away for a
week and I made an appointment to meet Paula.
That was mistake number 2; I would be leaving the sanctity of
our home for the first time fully dressed as a woman. This is
something I had never done and would violate the rules directed
by my wife. I got up in the morning alone and wanted our meeting
to be perfect. I took a long hot, perfumed bath and shaved my
whole body to further pursue my image of a totally feminine
body. I put on my silk robe and sat to do my nails. I shaped and
painted my fingernails a rich red color and then my toenails. I
knew that no one but me would see my toenails since I planned on
wearing pumps but I wanted to feel as feminine as possible. I
then did my makeup but felt disappointed when I saw that my
eyebrows looked too full. I was too scared to pluck them into
thin, highly arched feminine eyebrows because I knew Diana would
surely see them when she got home. The crowning touch was my
long blond wig I placed upon my own rather long hair. I always
wanted my own long hair, but it was another point of argument
between by wife and myself. She never said a word but I could
tell she was annoyed that I let it grow as long as I did. I
looked into the mirror and my most feminine self-looked back.
The final addition was clip on hoop earrings, I always wanted to
use pierced earrings but again was afraid to anger my wife with
holes in my ear lobes. A long final look in the mirror and a
feminine flip of my head and I felt just perfect.
Once made up I started the process of getting dressed. I first
slipped into a black thong panty, which always make me feel more
womanly and then put on a black long line bra and filled the
cups out with old stockings. I have looked into buying breast
forms but didn't want to further inflame my wife's anger. I then
pulled on some sheer black pantyhose. The final addition is a
firm black panty girdle, which holds me in very securely. I then
put on a lacey full slip and have selected one on my wife's good
business suits. She and I are almost the same size and I wanted
to present the image of a successful businesswoman, very much
like my own wife, at the initial meeting with Paula.
That was mistake number 3, borrowing my wife's clothing. At this
point I could only think about the meeting with another T-girl.
Not once thinking how my wife would feel, with me her husband
wearing her very expensive clothing. I put on a pair of black 3"
heels and filled one of Diana's expensive purses with my money,
ID and keys. I looked one last time in the mirror and was very
pleased with my transformation. I just realized that I should
spray myself with some of Diana's perfume before I leave the
house. After using one of her most alluring fragrances, now not
only did I look like a woman I even smelled like one too. At the
time I did not realize I was remaking myself into a rendition of
my own wife.
My stomach felt like it was going to get sick from all the
excitement and nervousness. My hands were shaking as I grabbed
the car keys and walked to the front door. The moment of truth
had arrived and I was going out as Lorraine for the very first
time. I opened the door and stepped out into the daylight as a
beautiful woman, just as though I did this every day of my life.
It felt great. I walked to the parked car my heels clicking on
the pavement and opened the car door. I seated myself first as
any natural woman would; swinging my legs into the car in the
same manner I have watched my wife elegantly enter a car. I
closed the door and placed the key, gripped by my own luxurious
manicured fingers, into the ignition and started the car. My
senses were heightening and the feel of my own high heels on the
car pedals and very feminine fingers gripping the steering wheel
were unique experiences.
I drove to the restaurant and spent the next hours being
accepted as Lorraine Simmons, successful businesswoman. Paula
and I spent a wonderful time comparing stories and dreams of
feminine situations. We then did some shopping and made plans to
meet again tomorrow night. I felt so special once I got home. I
planned to sleep that night in one of my wife's long, sensual,
frilly nightgowns. I did all the nightly beauty preparations I
have witnessed by wife perform and after putting on her most
feminine nightgown I entered our bed as she would each night. I
dreamt about the plans for the next night on the town and how I
would feel as the lovely Lorraine Simmons and what I could do to
make myself even more feminine. The experiences reacted like a
drug and I wanted more.
I had spent the day fully dressed as a businesswoman and made
plans to dress even more daring for our next adventures. I
selected a silk cocktail dress from my wife's side of the
closet. I did not know at the time how each encroachment into
her things would increase her anger and resolve to make me pay
for those foolish mistakes. I dressed more sexually this time
and wondered how others would receive my appearance as a woman.
I never had any homosexual thoughts and never realized how a man
might come on to me while dressed.
Paula came and picked me up and we two "hot" looking women went
to a lively nightspot. We found a corner booth and Paula order
some wine and we chatted "girl" talk between ourselves. The
waitress brought us two fresh drinks and told us it was from two
very handsome businessmen at the bar. We smiled at them and
waved. The men came over and asked to join us, Paula, who had
more experience being in public said yes. Each of the men slid
into the booth, shutting off the means to escape. Bob, the guy
seated next to me caught sight of my long exposed legs I had
foolishly displayed with me being so new to public dressing as
a female. I felt very self-conscious and tried to cover my thigh
with my clearly feminine hand and Bob instantly rubbed my nylon-
covered leg. They became more forward and we said we had to go
home. As I stood up to leave Bob kissed me before I could react.
He also placed his hand on my ass and gave it a rub at the same
time. Paula and I laughed all the way home. If only those guys
knew who we really were under the carefully applied make up and
feminine clothing, they would have died. Before leaving me at my
home, Paula and I made plans for tomorrow I was having so much
fun I didn't want it to end.
I was getting more confident as Lorraine and for the next day I
planned to wear Diana's favorite outfit. This was my worst idea
and I had no idea what was going to happen to me for that error
in judgment. It was a very sexy black lace dress with lots of
lace and a very short skirt. It fit perfectly and I loved how it
made me look. New smoky hose and matching lingerie came next and
sleek spike heels matched the outfit. I put on my make up and
loved the attention Paula and I was getting and wanted to look
even more desirable today.
I teased the hair on my wig and decided I looked hot enough. I
got my purse and keys and headed to the car to pick up Paula for
lunch. As I was between the car and the house I froze in my
heels when I heard Diana's voice. "Well, well, well!! What do we
have here?" Diana taunted as I stood in shock in the driveway.
"Very pretty, lets see.. What was your name? Oh yes, Lorraine,
Lorraine Simmons, wasn't it? Oh, I see you are now even wearing
my very best clothing, we will have to see about that!" she
continued. I gasped as she told me to go back to the house and
kept calling me Lorraine. I knew I was in trouble.
Once in the house she handed me a thick envelope. "I think you
will find this very amusing."
I opened it and was stunned as she had over 100 pictures of
Paula and me fully dressed as women all over town, shopping,
having lunch and even the little episode with the men. There was
even a photo of when Bob kissed me and felt my ass. "I had you
followed, you know I am an attorney and need to keep my private
life spotlessly clean. You know how I felt about your dressing
and you going out flaunting it in public. We are going to have
some changes starting right now. For starters, Lorraine, we are
going out to dinner tonight and that outfit is not special
enough for your new adventures I have planned. There are two
gorgeous men who are taking us to a very exclusive restaurant in
the evening. Since you enjoy men so much and being such a
feminine girl I know you will have as much fun with me as you
did with Paula," explained Diana.
I protested but she slapped me and told me to shut up. Just like
a woman, talking too much. She told me if I disobeyed anything
she tells me to do that I will be exposed to all my friends as
the faggot, who dressed up in his wife's clothing and pretended
to be a girl. That was her initial means of control and I could
not then foresee to what lengths she would go to in the future
to further enslave me. At this point all I wanted to do is keep
my cross dressing our secret. She had a wild look in her eye and
I knew better than to object.
"First get out of my best outfit and put on something else till
we get you your own clothing." As I removed her dress she saw
the cups of my bra. "You need something more pliable and
realistic than old stockings that you use to fill out the cups
of your bra. I brought you some very realistic breast forms. I
need you to remove your bra so I can attach them to you
properly," she ordered. She cleaned my chest and applied the
adhesive to the forms and held them in place till the glue
dried. She applied more glue and blended the seams with a
special make up. I could hardly tell where the forms ended and
I began. "We don't want your date ripping them off! Lean forward
and enjoy the womanly weight of your new breasts," as she
reinstalled my bra to contain the massive breast forms I now had
securely bonded to my skin. She laughed at me. "Now that I've
given you a very womanly chest and think you need to know what
it's really like being a woman. I think you need to feel ultra
feminine and I know of no other womanly event then having your
period." She made me lower my girdle and hose and then forces a
super size tampon into my anus. "Now you know how you fucked me
pretending at being a woman, you wanted to do girly things, now
you can suffer just like a real woman." She handed me a sanitary
pad and demanded I place it in my panties before I pull them up.
"From now on you will have to sit on the toilet just as any
other woman and pee just like one of us." I put on another of
her conservative business suit and Diana redid my makeup. I
looked into the mirror and looked just any other business woman
dressed to go to work, but now felt the very real weight of my
new bust and the tampon now lodged deep within me.
Diana took me to her favorite dress store and I was
forced to try on various dresses of her choice. She selected a
very tight black sequined dress for me to wear that night. It
was a bit tight but Diana said after the pending corset fitting,
it would fit perfectly. After buying the dress I was taken to a
lingerie store. Diana walked up to the owner and told her that
I needed to be fitted in a tight black corset. It was apparent
that prior plans had been made for this fitting because the
shopkeeper knew all about me. I was led to the rear of the store
and told to undress. My bra was removed and I felt very exposed
with my newly attached breast forms, but not for long. I stood
if front of this woman with my glued on breast forms sagging
just as any natural woman's. The shopkeeper commented, "I see
that your wife has seen to assure you the full reality of being
a very fully endowed lady. Your new breasts look very real and
I would think you would like them properly supported." The
corset Diana had selected has full cups which grasp the breast
forms and once the front busk was closed I sense that I would
appear very sexy in the new dress. The owner began to lace me
tighter and tighter. My breasts were amply supported and my
ribcage was made smaller by the powerful garment. I was allowed
to walk about while the new corset adapted to my body. After
about a half hour the lacing was retightened and I commented
that I thought the corset was way too tight. The owner said to
me "a woman must suffer to make herself attractive for her man
and your wife will need to retighten the corset before you go
out on your date. Now let us try on your dress." What was once
extremely tight, fits my newly formed body like a second skin.
I looked in the mirror and I have a body to die for.
Our next stop was the nail salon. Here I was seated and the girl
was instructed to apply 2" acrylic nails to my fingers. As the
girl worked on me I wondered how I was going to get these off.
The process looked very permanent and I was getting very
worried. I asked Diana how was going to return to being a man
with these rather permanent looking feminine fingernails and
attached breasts.
"Just worry about looking and acting as a perfect lady for your
date tonight," Diana slyly laughed. Bright red polish was
applied and I was slowing being changed into a female. The next
stop was the beauty salon and there I began to wonder if I would
ever again be allowed to be a man again. The wig was removed and
the beautician informed me Diana had ordered a full and very
complete make over. Firstly hair extensions were securely
attached to my own hair. My lengthened hair was washed, cut,
bleached a bright blond and then rolled up tightly upon an
assortment of pink rollers.
Once all the rollers were placed, a permanent lotion was applied
to my newly dyed hair I caught a look in the mirror. My head was
covered with a multitude of rollers and I now looked like any
other woman in the salon. I was placed under a dryer and felt my
hair tighten about the curlers. Once my hair was dry, the
rollers were removed, my hair was then styled into a very
feminine hairstyle on long silky blond curly tendrils hanging
about by face.
All I could do was sit bound up in the extremely tight corset
and look at the very feminine hands I now have thanks to the
nail technician. I watched as my attached false breasts rise and
fall as I labored for breath and I had no idea how I can remove
them, if Diana would allow me to, but that did not appear to be
an option. She continued the attack on my remaining masculinity
and started to pluck my eyebrows into two very thin feminine
lines more radically shaped than I ever could imagine doing
myself. Individual long artificial eyelashes were glued among my
own eyelashes and then coated a deep black. I could feel the
weight of the new fuller lashes and sensed an increased feminine
appearance.
The final assault was two permanent holes punched into each of
my ear lobes and first long dangle hoops were put through the
lower holes and then diamond studs in the upper holes.
As she applied my new evening make up she joked with Diana how
I must have been a very bad boy but thanks to her I now appeared
to be a very good girl. I looked in the mirror and I was in
shock, no trace of my former male self remained. I now looked
like a beautiful and very feminine woman.
"I hope you are happy with your present appearance, because I
plan to keep you looking like that from now on. You will become
my new girl friend and live with me in our home, but from now on
living in the guest room, since you now look 100% like a woman
and not anything like my husband. We will do everything as two
women from dating to weekly visits to get our nails and hair
done. I will tell everybody you left me for another woman. No
one will realize the other woman is in reality you. I will get
a permanent identity change for you so I can legally keep you as
a woman for the rest of your life."
I begged her to stop before it was too late. "It is already too
late. Just look at yourself, do you think anyone would know it's
really you looking at the woman you appear to be now. I think
you make a far better girlfriend than a husband. I have spent so
much time and effort on creating your appearance you better just
get use to being a woman."
I pleaded with Diana that I don't want to be a woman, but she
just laughed at me and said: "You should have thought about that
before wearing my clothing and pretending to be a girl. You just
need to sample your new reality because you don't have any
choices,"
We got home and awaited our date's arrival. I was given black
silky seamed stockings to put on and I was instructed that my
seams must be absolutely straight since men like the provocative
look. Next black patent leather pumps with slim ankle straps
were tossed at me; I sat on the bed and secured the ankle straps
with great difficulty due to my new extended feminine
fingernails and my newly lengthened hair falling over my face.
I slowly stand and Diana re-tightened the lacing of the corset
before helping me into my new dress. She forcefully rose and
secured the rear zipper encasing me into what I know is a very
sensual feminine dress. She next attached to me a shiny diamond
bracelet and necklace. The gold hoop earrings were replaced with
long dangle diamond earrings Diana hooked and locked into the
lower holes in my earlobes to complete my look. Diana next
removed her own diamond engagement and wedding rings from her
left hand and handed them to me. "I think you should be the one
wearing these from now on to further enhance your new position
in our relationship as the woman with a married past, since you
no longer look anything like my own husband and now you can play
the part of the suffering wife."
I reluctantly put them both on my left hand as would a woman and
feel that another critical step in my feminization had occurred.
Diana forced me to stand in front of the full length mirrors and
berated me: "You wanted to dress and pretend to be a woman, well
now we are no longer pretending and I have even more womanly
adventures in store for you! I believe I have made you into much
more of a woman than any of your fantasies and I have no plans
of ending your feminization."
I had to slowly descend the stairs due to the confinement of the
dress and my extremely high heels to open the door and greet the
two men, who were taking us out that night. I brought them in
and walked ahead of them to our living room. I knew their eyes
were on my butt and I knew that was due to the tightness of the
dress and the dark seams on my black hose tightly attached to my
garters and the fine silky, curly, blond, hair swaying as I
walked. I was giving a great show and helpless to stop what
Diana had planned for my humiliation. The two men were named Jim
and Brad, and Brad was to be my date for this night. Diana
called me to come to her. She sprayed me with some more perfume
and told me she expected me to act very nice to my date. She
said "I don't expect you to go all the way tonight due to you
having your period, but other than that you better act as the
very seductive woman I have transformed you into and give your
date a very pleasant time".
I was now totally trapped and horrified at the instructions
Diana wanted me to follow. I stood teetering in my high heels,
my body encased within an extremely tight corset and dressed to
kill in a very tight sexy dress; my hair and makeup reflexed the
image of a very sexy desirable woman and my wife demanding I now
live the part with no hope of returning to being a man. I looked
just like my dream image but I am horrified at the same time.
She handed me a silk evening bag and all that is in it is a
replacement tampon, a small perfume spray and lip stick which
matched the shade I have on. There was no money, ID or credit
cards, so I will totally dependent on Diana or my date tonight.
Lastly her own silver fox jacket was given to me to wear and I
remember how seductive and vulnerable she looked wearing it and
now I would be seen as the woman seen wearing it. This further
heightened my fears.
She escorted me back to our dates and introduced me as Lorraine
Simmons, an old girlfriend of hers and that I am now separated
from my husband and would be living with her till I got re-
established as a single woman after a very demeaning marriage.
She made me show that I was still wearing my rings but that I
really knew that the marriage is over and that I would be
starting a new phase in my life and just needed a little time
and tenderness from the right man before I became comfortable
being a single woman again. She further embarrassed me by
telling that unfortunately for me it's "my time of the month"
and hoped I would be good company tonight.
I was on the verge of tears totally embarrassed by the new
position my wife had forced upon me. Brad reached around my
waist and gently kissed me on the cheek as he brushed my hair
from my face and I felt his other hand lower to grasp my behind.
Jim greeted my wife, Diana, with a very passionate embrace and
kiss all I could do was stand and watch as she emitted a very
womanly moan to further emasculate me.
I was instructed to bring our dates a glass of wine to start our
evening. I began to open a bottle of wine, but Brad rushed over
and surrounded me and opened it for me. He was eyeing me up and
I didn't know how to respond since I had never been in this
womanly position before.
Diana told me to start flirting with my date and act as she did
with Jim or she would make tonight a living hell for me. Diana
promised to give me an advance degree in the arts of being a
woman. Brad offered a toast and said how lovely I looked and how
he planned to show me a great time and treat me with a great
degree of physical interaction. After emptying his glass, he
embraced me and gave me a passionate kiss. I felt his full mouth
on my lips and then the thrust of his tongue into my mouth and
due to his firm embrace had to endure the attack as a natural
woman might under similar conditions.
My first date was a series of new experiences and I hoped I
would complete my first night as a "real" woman without any
further problems arising. I had forgotten that my wife moved in
an elite circle and I would be in public with a man who was
expected to treat a lady with respect. Since I now looked the
part of a natural woman, I should be accorded that honor. Before
leaving I was helped into my sensual silver fox fur coat and at
this moment I knew my life was now altered and I was helpless to
steer the direction my life would take in the future. Diana, my
wife, had complete control and I had better do everything she
planned for me and that included being a woman for the balance
of my life. I walked out the door and I knew that I was Lorraine
Simmons and that a whole new life was starting.
Kaylin
- 25.12.2020
- 16
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