Sissy Outed part 4 Gerald finds out
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Sissy Outed Part 1 - Helen Finds Out free porn video
It was a beautiful sunny summer morning and I got up early, even though
it was a Sunday. I spent about 15 minutes (as I did every morning) with a
pair of tweezers, searching for and removing pubic hairs that had started
to emerge since the previous day's plucking. Even though I'd been doing
this for a few years, there were still about 20 hairs to remove each day.
While my bath was running, I shaved my face and my underarms. Then, in
the bath, I used the razor to shave my bottom and the part between bum-
hole and balls. Then I shaved my balls to make them as smooth as
possible.
Once I had towelled myself dry I put on my white padded bra and stepped
into my favourite pink knickers. I wore knickers every day under my male
clothes and although there were many different styles and colours, they
were all the same basic type. Silky nylon, with gently elasticated leg
holes and a high waist line. So, even with a throbbing erection, my cock
would remain within the embrace of my silky knickers. I liked the
symbolism of this - in a contest between knickers and cock, the knickers
would always win. And my knickers felt beautifully soft and cool against
my skin - an intimate contact only possible when one's skin is totally
hairless.
Back in the bedroom, I continued with my other regular hair removal
schedule. I used my epilator on my legs for 3 or 4 minutes. By now my leg
hairs had nearly all disappeared, but the epilator would still find a
few. And with that little tingle as each hair was plucked by the
relentless epilator, I imagined I was giving up a little more of my
maleness.
Then I put on my suspender-belt, threading the suspenders down inside my
knickers, three on each side. I carefully put on tan stockings and
fastened them to my suspenders. Stepping into my black shoes with their
3-inch heels, I immediately felt the shape of my legs change and my bum
stick out a bit more. I was a little disappointed that the maid's dress I
had ordered had not been delivered yet, but I put on a short see-through
wrap. This tied at the waist, but in fact did not come much lower than my
waist, so that my knickers were on full display. I applied some red
lipstick and went to the kitchen to get some breakfast.
Breakfast was just a banana and a cup of coffee. I put the banana in my
mouth without biting it at first. I wondered what it would be like to
have a cock in my mouth, and perhaps to leave some of my lipstick on a
cock...
I set up the ironing-board in the living room. I should perhaps explain
that I live in the top-floor flat of what had once been a large house. I
have a small entrance hallway, my own bathroom and toilet, a small
kitchen, one bedroom and a decent sized living/dining room. My landlady,
Mrs Wilson, lives on the bottom floor and there is another flat in
between, which at the time had been empty for a month or so. Sunday was
my ironing day and I always did my ironing while "dressed." Usually I
wore a dress or a skirt and top, but on this lovely sunny day I was in
not much more than my underwear. I had a number of weekday male shirts to
iron, and I did these first. Then I started on my knickers. I like my
knickers to be neatly pressed and stacked in my underwear drawer.
I had nearly finished ironing my knickers when the doorbell rang. I just
stood still quietly. The person would go away if I did not answer, and I
wasn't about to go and open the door dressed as I was. I heard women's
voices. Then my heart started to pound as I heard a key turn in the lock.
I heard my landlady speaking "It's a pity he's not in, you'll have to
meet him some other time. I'll just leave the parcel in the hall."
I thought I was safe, but as soon as she stopped speaking there was a
hiss of steam from the iron. "Oh! What was that? We'd better check." And
then they were in the room. Mrs Wilson and a young woman of about 20. My
landlady's eyes were nearly popping out, but the younger woman had a
broad smile. "Nice legs!" she giggled.
"Oh, this is Helen," explained Mrs Wilson. "We just came to bring this
parcel that arrived yesterday while you were out. And I thought it would
be a chance to introduce you to Helen who has just moved in downstairs.
But of course, I didn't mean to intrude on you. I didn't know you'd
be..." She obviously didn't know how to finish the sentence. Helen spoke.
"Well you know my name, what's yours?" I could only stammer nervously,
"D..d.."
"Well hello Didi," said Helen. "It's nice to meet you. You have some
pretty underwear and I'm pleased to see that you take so much care with
your ironing." She looked approvingly at the neat pile of freshly ironed
knickers. "What's in the parcel? More pretty things?" Without waiting for
an answer she started to open it. "Oh look, a maid's outfit." She handed
it to Mrs Wilson.
"And what's this?" She read out the label on the other item in the
parcel: "Realistic spurting cock dildo." She quickly took it out of the
pack. It was a dildo shaped like a cock and balls. The cock was about 8
inches long and appeared to have its foreskin pulled back to reveal the
pink knob-end, which had a little hole in it, just like a real cock. It
was designed so that you could squeeze the balls, then release them to
suck fluid into the knob-end, then squeeze them again to make the cock
spurt.
"And why do you need this?" asked Helen. "Do you only have a tiny sissy
cock?" She held the dildo to my knickers and stroked the bulge in them
with the knob-end of the dildo. Despite my predicament it was very erotic
and I soon had a hard erection. She put down the dildo, pulled down the
front of my knickers and grabbed my cock. Holding my cock firmly, she led
me across to the table. She picked up a glass and moments later had me
spurting copiously into the glass. She continued milking out the last
drops until my erection had quite disappeared. I realised she had handled
a cock before. She wiped the end of my cock with a tissue and tucked it
back into my knickers. Then she untied the bow of my wrap and helped me
off with it. "Let's see you in your maid's outfit," she said.
Mrs Wilson helped me into the maid's dress and fastened the long back
zip. "It's very short, isn't it," she remarked. "We can certainly see
you're a boy maid and not a girl maid!" Helen laughed, "Well, I don't
know about a boy maid," she said, "Maybe just a sissy maid with a sissy
little cock in his knickers! But any maid wearing a skirt so short is
bound to find herself sucking a cock before too long!"
She held the cock dildo up to my mouth. I noticed that the end glistened,
and glancing across at the table I saw that the glass of cum was almost
empty. She touched my lips with the dildo and I obediently allowed her to
push it into my mouth. She pushed it in and out gently but firmly. "Come
on Sissy Didi. Suck the cock." I grasped the shaft of the cock and tried
to imagine that I was sucking a real cock. Moments later, it spurted into
my mouth and I tasted my own cum. "Good girls swallow," said Helen. She
didn't let me remove the cock from my mouth until she saw that I had done
so.
"Now we'd better let you finish your ironing," said Helen. "There's only
a couple of pairs to finish. By the way, I'll be having a little house-
warming party on Saturday. I know you'll be pleased to come. won't you?
I'm sure you have a little party dress to wear. And if not, you've got
all the week to go and buy one."
"Don't forget to wash your cock properly," she called out as they left. I
heard them laughing as they walked downstairs.
I finished my ironing and carefully put away my shirts and knickers.
While the iron was cooling I washed my new cock dildo. It seemed strange
to be handling a cock and balls that were not attached to my own body,
especially when the cock had traces of my lipstick on it. I remembered
what Helen had said; that a maid who wore a dress as short as mine was
bound to end up sucking a cock. I carefully dried the dildo, and as I
handled the firm shaft and the smooth balls I felt my own cock stiffen in
my knickers.
I thought about the party the following weekend. I did have a "little
black dress", and I wondered if it would be suitable. Perhaps I should
try it on. I went into the bedroom, placing the cock dildo on my pillow.
At first I couldn't undo the back zip on my maid's dress. Was I going to
have to ask Helen or Mrs Wilson to help me? But finally I managed on my
own.
I slipped into my little black dress. It was quite elegant and gathered a
little at the waist. I realised it was a little short to wear with
stockings and made a mental note to buy some long ones during the week
ahead. Then I changed into a skirt and top, not wanting to risk spilling
anything on my party dress.
As I did my other weekend chores, prepared something to eat, and later
sat watching the TV, my mind kept going over the events of earlier. How
both the ladies of the house now knew that I was a sissy who liked
wearing stockings and pretty knickers. They had seen me in a sexy sissy
maid's uniform, with my knickers and stocking-tops on full view, sucking
a pretend cock until it spurted in my mouth. And I had been commanded to
turn up to Helen's house-warming party wearing a dress. Until today, no-
one else had seen me wearing female clothes.
That night I went to bed with my new cock for company. I licked its balls
and sucked its prominent pink knob-end, remembering how Helen had made me
swallow my own cum. I had to go to the toilet and relieve the pressure in
my own throbbing cock before I could return to bed and drift off to
sleep.
I went to work as usual on Monday. On my way home I called into a
department store to buy some new stockings for the party. I found some
glossy dark tan ones that were described as extra long. Before I had got
to the counter to pay I heard Helen's voice. "Hi Didi," she said.
"Treating yourself to some new stockings?" I blushed nervously. She
hadn't spoken particularly quietly and there were several women nearby.
She led me over to one of the assistants. "Excuse me," she asked, "please
could you check my friend's chest size." The assistant was a little
surprised, but did as she was asked, with a somewhat amused look on her
face. Helen led me over to the racks of bras and selected one. She handed
it to me. "Buy this along with your new stockings," she said. "I want you
to wear it every day this week under your boy-clothes." She left me to
pay for my purchases.
On Tuesday as I got dressed I put the bra on. It had AA cups, so didn't
give me an obvious bust. It was white with a little bit of lace at the
top of the cups. I hoped the lace wouldn't show through my shirt. No-one
seemed to notice anything at work. I think Helen must have been watching
out for me coming home that evening, because as I passed her door, it
opened and she came out. "Hi Didi," she said. Her hand brushed my back.
"Good girl," she said, "wearing your bra as instructed. And pretty
knickers as well, I expect." I nodded. "Well, I am going to give you a
special treat on Saturday morning. I'll take you to my hairdresser's to
get your hair styled ready for the party. Be here at 9 o'clock sharp in a
skirt. I suppose you do have a skirt that's long enough to cover your
underwear?" I nodded. "You don't need to worry," she said. "I'll be with
you all the time to make sure you're OK."
The rest of the week seemed to fly by. I got used to wearing my bra all
the time. The straps were comfortable, but nevertheless kept reminding
they were there. I had an anxious moment when a girl in the office
brushed against me, but she didn't seem to notice I had a bra on.
Finally Saturday morning arrived. I made sure I was close-shaven in
various different places. I dressed in my falsie bra relishing the feel
of a bust instead of empty cups. I put on a white blouse and a dark blue
skirt over tan stockings. The skirt came to three inches above the knee,
quite demure, I thought. I stepped into navy shoes with two and a half
inch heels. I put my door-key, credit cards and some cash into a small
handbag, along with lipstick, a small mirror and a spare pair of
knickers. Then, somewhat nervously stepped out of my front door for the
first time wearing women's clothes, and carefully negotiated the stairs
in my heels.
"Very business-like," remarked Helen, eyeing me up and down. We walked to
short distance to the beauty salon. Helen introduced me to the
receptionist. "Hello Didi," she said. "I see we have you booked to get
your hair styled, your ears pierced, and your nails manicured." "That's
right," said Helen quickly before I could reply.
So by midday, Helen and I were sitting in a caf? having a light lunch. My
hair and nails looked very nice, but I hoped that I could return them to
a reasonably male appearance by Monday morning. My ears wore simple gold
studs. There would probably be some comments in the office, but I
wouldn't be the only male there with pierced ears. Back at the house,
Helen gave me a sisterly peck on the cheek. "Be here at 7 tonight in your
best party frock," she said.
After a relaxing bubble bath I towelled myself dry and got dressed. I
decided on white knickers rather than pink, to go with my white
suspender-belt. I put on be falsie bra, then carefully tried on my new
stockings. Although they were supposed to be extra long, they were
actually not much longer than my usual stockings. I put on my dress.
There was no doubt that the glossy stockings looked really good with the
black dress. But I would have to be careful if I was to avoid giving a
glimpse of stocking-top.
I went down to Helen's flat. There were only a few guests there, but
several more arrived shortly after me. As I helped hand round drinks I
became aware that all the other guests were women. And they were all
wearing trousers. I was the only person wearing a skirt. There were also
a number of people I recognised. The receptionist from the beauty salon.
The sales assistant who had checked my chest measurement. The girl from
the office who had "accidentally" brushed against me.
"Didi," asked Helen, "could you help me? I've dropped my earring on the
floor. It's over here somewhere. As we searched I heard a few giggles. I
realised that I was on my hands and knees with my bum in the air.
Probably my knickers were on display. White knickers under a black dress.
Knickers probably clearly showing the outline of bollocks. After several
minutes Helen pretended to find the earring.
I got to my feet and smoothed down my dress. A lot of the women were
smiling. One of them said, "Didi, I've got something for you." She pinned
a little pale blue plastic badge onto my dress. It had been taken from a
greetings card and read "It's a BOY!"
A number of guests started to make their farewells and drift away. There
were just a few who stayed. There were enough chairs for them all to sit
down. They were chatting and laughing and occasionally making comments to
me. The girl from the office, whose name was Rose, remarked that I had
really nice legs that looked good in stockings. "You're right," said
Helen. "I think Didi should wear a suspender-belt and stockings every day
under her boy-clothes, as well as wearing her bra." The other girls
nodded their approval.
They were all pretty relaxed, having had a few drinks, and were, I
suppose, losing some of their inhibitions. As I went round the room with
a tray of nibbles, hands reached up my skirt. It was a good job I wasn't
carrying a tray of drinks. I felt fingers fondling my bum through my
silky knickers, or stroking the bare flesh above my stocking-tops, or
playing with my suspender straps. I began to enjoy the attention. Then a
hand touched my balls, and then my cock. In no time I had a throbbing
erection, much to the amusement of the girls. There was no mistaking what
was causing my skirt to stick out at the front.
"Oh dear," said Helen. "I think that there's a risk you'll make a mess of
your best frock. You'd better go and get changed. Put your maid's uniform
on and be as quick as you can. And bring your new toy with you." I knew
what she meant. She had an air of authority about her and I knew I would
do as I was told. I had had enough drink to feel a little relaxed and
uninhibited myself. And in any case, I knew the girls had already seen up
my skirt while I was helping to search for the "lost" earring.
By the time I returned a few minutes later wearing my maid's outfit, my
erection had completely subsided. But I knew that my knickers did not
have the smooth outline that there would have been in a girl's crotch
area. And the maid's dress was very short indeed, so the unfeminine shape
was clearly on display. As I entered the room a little nervously, there
were a few "Ooh's" and a few giggles. I handed the cock dildo to Helen.
"See girls," said Helen. "This is the sort of toy that sissies like to
play with. Sissies that wish they had a proper one of they own." She held
the dildo to my knickers and gently rubbed it against my cock. My
erection began to return and was soon rock-hard. "I think that's as big
as it ever gets," laughed Helen. "Only about half the size of this little
dildo!" "Not bad for a sissy cock, though," said Rose with a smile.
"Come to the bathroom with me, Didi," said Helen. "I'll see if I can
reduce that nasty swelling." I followed her into the privacy of the
bathroom, where she proceeded to jerk me off into a glass, squeezing
every last drop of cum out of me. Then while I tucked my shrivelled cock
into my soft comforting knickers, she manipulated the balls of the dildo
to suck my cum into the cock part.
We re-entered the living-room. "I see the swelling has gone down,"
laughed Rose. "That looks much more like a sissy cock." "You know what a
sissy is, don't you?" replied Helen. "Less than a boy because he only has
a little cock and likes to dress in female clothes. And less than a girl
because he doesn't have the curves in the right places to wear female
clothes properly. And he just has a little sissy bulge in the front of
his knickers."
"This is what a real cock looks like," she went on, holding the dildo to
her crotch as if it were her own dick. "Come on, Didi," she said, "on
your knees. Suck my cock." Obediently I knelt in front of her and put my
lips around the cock dildo. I could taste cum on the end. She encouraged
me to take more and more of the cock into my mouth. Then she slowly
withdrew it and just as the pink knob-end left my lips she made it spurt
cum over my face. I licked at the cum as it trickled down towards my
mouth. I had to use my fingers to catch some that ran down my chin, and I
licked them clean.
"Well I guess that's all, girls," said Helen. "The floor show is over.
Thank you all for coming to my party. I hope you all enjoyed it." The
girls murmured their approval and started to leave. At the door Rose
fondled my bottom. "Thank you, Didi," she said. "I've decided I like
sissies! See you in the office on Monday."
I slept late the following morning. Even when I got up I still felt
tired. I kept thinking about the adventures of the previous day. My first
trip out in public in a skirt. The way Helen had set me up in a roomful
of girls where I was the only one in a skirt. How she had tricked me into
showing off my knicker-clad bum and then revealed me as a true sissy in
my ultra-short maid's dress. And made me give a cock-sucking
demonstration, with a facial to follow...
It was only when I was drying myself after a shower on Monday morning
that I realised that I still had pink nail varnish on, with no means of
removing it. I hoped no-one would notice. Even after washing and brushing
my hair it still looked if not exactly feminine, at least more unisex
than masculine. I decided this was OK. I put on my empty bra and, as
instructed, a suspender-belt and tan stockings. I chose pink knickers -
my favourite colour. Then I put on my male outer clothes.
At the office all seemed normal at first. Then Rose came and sat next to
me. Her hand checked for the presence of a bra-strap, and then stroked my
thigh to feel the outline of a suspender clasp. "Good girl," she said
quietly. "And pretty knickers, too, I hope!" I nodded. She gave an
enquiring look. "Pink," I said. She smiled. "Have you checked your e-
mails yet?" She went back to her workplace.
In the list of e-mails I saw one entitled "House warming." It had three
photos attached. I hadn't noticed them being taken. The first showed my
face and upper body. It was obviously me (I thought) but I had a pretty
girl's hairstyle, lipstick and a shapely bust. The second one showed the
view of me searching for the earring. The skirt of my dress had risen
much higher than I thought, revealing most of my knickers. Even though I
had kept my knees together, there was the unmistakeable outline of sissy
balls in my knickers. But I thought my creamy thighs looked good against
the white knickers and black dress. And those sexy stockings, of course.
I felt my cock stirring. The third photo was a full-length picture of me
in side view carrying a tray. There could only be one thing that could
cause a skirt to stick up like that at the front...
I forwarded the e-mail to my home computer. I liked the pictures.
During the day at least half a dozen other girls in the office found a
reason to come over to my desk, confirm to themselves that I was wearing
a bra by feeling my back, and asking me something. When I answered each
one's query, they each replied, Thank you, Didi." I realised that the
news of my sissy status had spread. By the Thursday, practically all the
female office staff were addressing me as Didi. Rose came to see me.
"Tomorrow's Friday," she said, "and you know that there's a big sales
conference at head office. There'll only be a few girls in here. And you,
of course. Why don't you bring a change of clothes with you? You know,
your falsie bra, a blouse and skirt, and a pair of heels. You can check
that there aren't any guys or bosses in the office, and if all's clear
you can have a nice day in the office as one of the girls, and show off
your lovely legs."
It seemed I had nothing to lose by following her suggestion. I could take
the clothes to work. I didn't have to change into them if I didn't feel
like it. So I packed the things I had worn the previous Saturday morning
(after all, Helen had said they looked very business-like) and took them
to work. By ten o'clock there were only about five girls in the office
apart from me, so I went to the men's room and changed into my girl's
clothes. Returning to my desk, I transferred my keys, credit cards and
cash to my handbag and put the bag with my male outer clothes under the
desk out of sight. The news soon spread that there was a new "girl" in
the office and each of the others came to inspect me in turn. They seemed
to approve of my appearance. Of course, I was comfortable in the clothes,
as I was used to wearing them, but not until now in front of co-workers.
It was suggested that we all go out for a light lunch, which was very
enjoyable. The girls were good company and chatted away about normal
things. Clothes were discussed, but nothing was said about underwear. We
returned to the office and continued our work. I had something I wanted
to finish, so was the last to leave. I reached for the bag of my male
clothes.
It wasn't anywhere to be found.
Aeryn
- 29.04.2021
- 22
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Sissy Outed part 3 Audrey finds out
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Sissy Outed part 2 Alice finds out
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