Sissy Outed part 1 Helen finds out
- 3 years ago
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Sissy Outed Part 2 - Alice Finds Out free porn video
As I had no other clothes to change into, I realised that I would have to
walk home in a skirt. I went into the ladies toilet to check my
appearance and then checked that I had my keys and credit cards in my
handbag. Then I left the office and set off home, trying to look
confident even though my heart was pounding. This was the first time I
had been out in the street on my own in girls' clothes.
I was aware of being looked at, mainly by men and boys, but not in a way
that suggested that they realised that I was not a real girl. I became
less anxious, but nevertheless was relieved that I did not have far to
go. I remembered that I had planned to do some shopping on the way home -
I didn't need much, just a few items for my evening meal. There was a
small supermarket on the way home and I decided that I would call in on
the way. I didn't really want to go home and change just to come out in
male clothes for a small shopping trip. And by now I wasn't really too
worried about being seen. I wouldn't be in the supermarket very long.
I got the few things I needed and joined the queue at the checkout. Just
before it was my turn at the till I saw that the checkout girl was
looking at me and we recognised each other. In fact we knew each other
very well. We had been boyfriend/girlfriend for nearly a year before she
had moved away when her father had got a new job in another town. And
before that we had been at school together. But Alice had never seen me
dressed like this before.
As the store was so busy, there was no chance to chat. She scanned my
items and I paid. She gave me a big smile. "Nice to see you again. And
looking so pretty, too!" I was scared to speak in case my voice was too
deep and gave me away to the women in the queue behind me. So I just
smiled back and left, wondering whether she was back in town and if she
had a partner or not...
As I reached the street where I lived, my tension relaxed and I began to
enjoy the sensations of my clothes. How my stockings pulled on my taut
suspenders and how soft and cool my knickers felt on my bum. I felt my
cock stiffen and had to hold my shopping bag so that it hid the fact that
my erect cock was pushing up the front of my skirt.
I was very relieved to get back inside my apartment without any further
incident. I changed out of what I realised were my "working clothes" and
just put a wrap on over my underwear. I prepared my meal and ate it,
reflecting on the events of the day. How things had changed in only a
couple of weeks. I had formerly been a closet sissy, only dressing up in
the privacy of my home. But now quite a number of women knew that I liked
to dress as a girl. And several of them had seen me performing oral sex
on my cock dildo, dressed in a maid's uniform that showed off my knickers
and the outline of my sissy cock inside them. And now my former girl-
friend had seen me dressed in a skirt - and seemed to approve.
I went to the supermarket again on Saturday, although this time in my
outer boy clothes. Alice wasn't there.
On Monday morning I couldn't wear my usual workday bra because it had
been in the bag that had gone missing. I put on another bra without
filling the cups with anything. I went to the office as usual. It was a
cloudy day and rather cooler than the previous week. By the time I
arrived at the office my nipples were aching. They were used to the
comforting embrace of either my workday bra or my falsie bra! As I sat
at my desk, my foot touched something and I found it was the bag in which
I had placed my boy clothes on the Friday before. I was sure it hadn't
been there when I was looking for it on the Friday. I thought about
changing my bra, but there were several other people in the office, and
in any case, now I was in the warm office the pain in my nipples was
diminishing.
No-one said anything about me wearing a skirt on the Friday. It seemed
like a normal working day as if nothing different had happened the
previous week. I took the bag home with me in the evening. Back in the
apartment I opened it and saw that my clothes had been laundered and
neatly folded. There was a small black handbag lying on top. It had a zip
top and a wrist strap. I opened it and found there was a note inside. It
read: "Wear these clothes tomorrow."
I picked up the shirt so that I could hang it up. As it unfolded I saw
that it had been modified. It had been cut off at the waist and a short
nylon slip had been skilfully attached. This was only about ten inches
long and did not open at the front, so it would be necessary to step into
it before putting my arms into the sleeves. I realised that the length of
the slip meant that I would have an extra layer of nylon over my
knickers, but that it was short enough to prevent bunching under my
trousers. I was so intrigued by the shirt-slip that I did not notice that
the trousers had been modified also.
It was only when I put them on the following morning that I discovered
the pockets had been removed. When I put my hand into my "pocket" my
fingers touched my slip. Very erotic. But I realised I would need to use
the black handbag to hold my keys and money.
As I walked to work I loved the way my knickers seemed to slide against
the nylon of my slip and I became conscious that I was allowing my bottom
to move in a more feminine way to maximise the pleasure of this
sensation. Rose followed me into the office building and I realised she
had seen me sashaying. She stroked my bottom. "Enjoying your underwear?"
she giggled.
I called into the supermarket on the way home that evening. Alice was on
the checkout and the store was much less busy so we were able to talk for
a few moments. She had moved back into our town with her parents and
didn't currently have a boyfriend. I offered to cook a meal for her one
evening if she had a day off. "That would be good. We could catch up on
everything that's happened since I left," she said. "I'm off on Thursday,
would that be OK?" I was very pleased to agree with this suggestion. "But
I'd prefer to see you dressed more like you were on Friday," she added.
On Thursday I managed to get off work a little early so as to have plenty
of time to prepare the meal for Alice. Back home I changed out of my boy
outer clothes, put on my falsie bra, a casual dress and my 3-inch heels.
I checked my appearance in the mirror. My hemline was about 4 inches
above the knee; it showed my shapely legs without being too revealing. I
brushed my hair and put on a little lipstick.
Alice seemed to approve of my appearance when she arrived. Over our meal
she told me about how her father's work had brought her family back to
the area. She hadn't had a steady boy-friend since we had split up and
had often wondered whether we would get back together. "I was very
pleased to see you in the supermarket," she said, "but very surprised to
see you in a skirt! But you do have nice legs and you have chosen clothes
that suit you." She wanted to know how it was that I had arrived in a
skirt the first time and in boy-clothes the next time she had seen me.
I told her an edited version of what had happened to me over the last
couple of weeks. (I didn't mention the maid's uniform or the cock dildo).
She liked my name Didi. She was fascinated that what had been my private
secret had become known to so many people in such a short time, and that
the girls at work were so accepting of the situation, even to the extent
of modifying some of my male clothes.
After the meal we sat on the sofa. She put her left arm around my neck
and we kissed. Her right hand touched my right knee and submissively I
parted my legs. Her hand moved slowly further up my dress, her fingers
gently stroking my inner thigh. "Oh! Sexy stockings!" she exclaimed. "You
always wanted me to wear stockings, didn't you? But now you have some of
your own!"
Her fingers touched my knickers and my cock started to stiffen. "I'm glad
you've still got a cock," she said with a giggle. "I did wonder, when I
saw you in the supermarket!" We kissed again while she fondled my
erection through my silky knickers. She stood up. "I'd like to see what
other clothes you have," she said, leading me by the hand to the bedroom.
She opened the wardrobe and looked at my modest collection of dresses and
skirts. The last item she found was the maid's dress. "Oh, I must see you
in this," she said. She helped me with the back zip, then stepped back to
look at my appearance. I knew, of course, that the hem of the skirt
didn't come very far below my waist. She gave me a little hug, one hand
stroking my knicker-clad bottom. "I think I understand now," she said.
"You don't really want to be a girl. You are really a sissy boy by
nature. You wear girly things in order to deny your masculinity. But you
got this maid's dress because it's so short that it shows your knickers,
which clearly have a cock inside them. So you want to show that you're
not a girl either."
She gave me a kiss. "So come on, Didi. Sissy Didi. Be my sissy maid and
help me undress." I obeyed her command. A few moments later she was naked
before me. Her breasts were not large, but were perfectly formed. I was
jealous and wished I had tits like them. She told me to lie on the bed,
still fully dressed even still wearing my heels. She pulled down my
knickers and fondled my cock. "Not very big, but at least it's hard!" she
laughed.
I could tell that she was feeling really horny because when she straddled
me, her cunt was hot and juicy and easily swallowed my cock. I fondled
her lovely tits as she rode my cock. Moments later I spurted copiously
and her cunt muscles tightened, trying to trap my cock inside her. But my
erection was subsiding and eventually my shrivelled cock fell out of her.
She got off me and stood up, pulling my knickers up, tucking my tiny cock
inside them. "Oh dear!" she exclaimed, "I can feel your cum starting to
trickle out. Come and help." I knelt in front of her and used my tongue
to collect the combination of her love-juices and my cum from her clean-
shaven pussy. Her hands held my head in position until she was satisfied.
"Now that's what I call real maid service," she giggled.
She dressed quickly and gave me another hug. "Thank you Didi for a
wonderful evening," she said. "I'd really like you to be my sissy
boyfriend. Like you were my boyfriend before, only this time much more
sissy!"
The next morning being Friday, even though there had not been any
suggestion from Rose concerning "dress-up Friday," I decided to take a
bag to work with a blouse and skirt, falsie bra and heels. On arrival at
the office, I put my bag under my desk and got on with my work. Rose came
over to speak to me, casually checking my bra straps as she normally did.
"Hi Didi," she said, "I noticed the bag under your desk. Didi you bring
some other clothes, like last week?" I nodded. "Just in case," I said.
"Good girl," she replied, and went off.
She was back about twenty minutes later with the office manager, a lady
of about 40 called Miss Roberts. "Hello, ...er... Didi," said Miss
Roberts. "Could you please come to my office for a few moments. And bring
your bag of things with you." I picked up my bag and followed the two
women into the manager's office. "Now...er...Didi," Miss Roberts began,
"Rose, here, tells me that you have told her you prefer wearing a blouse
and skirt instead of a suit and tie. Is that correct?" Somewhat nervously
I nodded.
"And have you brought a blouse and skirt with you in that bag?" she went
on. I nodded. "Please may I see?" she asked, and I handed her the bag.
She raised her eyebrows a little as she lifted out the falsie bra that
was on top of the clothes. She examined the blouse and skirt, then put
everything back into the bag. "They look respectable enough," she said.
"There's no rules that say a boy can't dress as a girl in the office, but
it is rather unusual in my experience. I'm prepared to give it a trial
under strict conditions. There must be no disruption to the work in the
office; if any of the female staff complain, that will be the end of the
trial. You must keep out of the way if there are any clients in the
office. And I'll be keeping an eye on your work - I'll expect at least
the same standard of performance from you. We'll see how it goes today,
and then review the situation." I nodded. "But don't forget," she
continued, "we have the publicity team in next week. They'll be
interviewing and photographing the staff for our new corporate brochure.
We can't have you being a boy one day and a girl the next. Not while that
exercise is going on."
"You'd better change in my office," she said, getting up. "I'll be back
in five minutes." Rose handed me a small carrier bag as she followed Miss
Roberts and closed the door. I found that the bag contained a short white
waist slip. I quickly took off my boy clothes and stepped into the waist
slip. I immediately noticed the way my silky knickers slid against the
slip, almost as if a gentle hand was caressing my bottom. But I knew that
I did not have very long to enjoy the sensation; someone might come in at
any moment. Quickly I put on my bra, blouse and skirt, then slipped my
feet into my heels. I put my small handbag on one side, then put all of
my boy clothes in the bag. Using the small mirror from my handbag I put
on my lipstick. As usual, I felt a little thrill as I did so, imagining
that the lipstick was a little cock brushing my lips...
I returned to my desk, put my bag under my desk and carried on with my
work. I wanted to show Miss Roberts that I was a good worker (a good
girl, I thought to myself with a little smile).
I went out with Rose and some of the other girls for lunch, as I had done
the previous week. As we walked along I noticed Rose smiling. She turned
to me. "It's much nicer wearing a slip under your skirt, isn't it? Why
only have one layer of silky underwear when you can have two? I can see
how you are moving your bottom more as you walk! You see, that slip is
making you even more girlie."
Later that afternoon, when I had finished my work in the office, I wasn't
entirely surprised to find that my bag of boy clothes had gone missing
again.
I did some shopping in the supermarket on my way home, and had a chance
to speak briefly with Alice at the checkout. "I met Helen as I was
leaving your flat yesterday," she said. "We had an interesting chat. She
called in to see me earlier on today. Please can you call in on her as
soon as you get back?" She gave me a little smile. A friendly smile, even
(I thought) a loving smile. But somehow insistent. "I'll come round to
see you when I finish work, OK?"
As I walked home I wondered what the girls had planned for me.
Yvette
- 22.04.2021
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Sissy Outed part 4 Gerald finds out
- 1 year ago
- 10
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Sissy Outed part 3 Audrey finds out
- 2 years ago
- 10
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