Sissy Stepson 10 Stepmother s Sissy
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One Step At A Time (Part 3) free porn video
One step at a time
Step 6
The ringing of his alarm clock woke David from his sleep and he
reluctantly made himself sit up and switch off the alarm. He slid out of
bed to begin getting ready for work and looked down to see he did indeed
sleep in the pink frilly panties Deborah had given him yesterday
evening. He walked to the bathroom, turned the shower on, and slid the
panties down his legs. But suddenly he was gripped with a wave of
revulsion. What the hell am I doing he thought? He screwed the panties
into a ball and threw them into the corner of the bathroom. He stepped
under the warm water of the shower and stood for a while just thinking
and letting the warm water flow over his body. He looked at the pink
nail varnish on his nails. Has she hypnotised me or planted some kind of
subliminal message deep in my head? It's not as if she had blackmailed
him or tricked him in some way and yet he was meekly obeying everything
he was asked to do. Did that mean that deep down somewhere he wanted
this; maybe even that he needed this?
As he started to wash with his usual shower gel something didn't seem
quite right. He thought for a moment and then realised that it was the
scent of the gel. He was actually disappointed that it didn't have a
pretty smell, something more feminine. After washing and drying himself
he retrieved the panties from the corner of the room and smoothed them
out. He walked into his bedroom and placed them on his bed. From the
chest of drawers he took out a pair of his normal plain cotton boxer
shorts and placed them on the bed too next to the panties. After a
moment he selected the boxer shorts and stepped into them. He moved to
select a shirt for work but then stopped. This was bizarre. The boxer
shorts just didn't feel "right." He looked over at the where the frilly
little knickers still lay on his bed. He sighed, removed the boxer
shorts and once more stepped into their frilly embrace. He ran his
fingers over the lace ruffles, enjoying the sensation as the delicate
fabric slipped between them. He continued dressing in his normal work
clothes, almost disappointed that the delightful little knickers were
now hidden from view. He felt self-conscious leaving the house, worrying
that everyone who looked at him knew what he was wearing underneath his
male trousers. He even thought that he could hear the ruffles rustling
as he walked.
For most of the day at work he struggled to concentrate. He was acutely
aware that he was wearing panties even if, hopefully, no one else knew.
At lunch time he had received a text from Deborah telling him to take a
picture on his mobile phone of himself sat at his work desk wearing the
panties. He had been incredibly nervous doing this as he was terrified
that someone might burst into the small office and catch him. The
message also told him to be round at her house at exactly 7.30 that
evening.
Deborah made several preparations for this evening as she got ready to
move her new "girl" on another stage on the journey to sissy maid. She
had learnt the ways of the mistress from her mother and her aunt, both
of whom had their own little sissies who cleaned and did most of the
chores around their respective houses. Most importantly she had watched
how important the psychological element to the whole process was. While
others might use punishment or trickery or even blackmail, she had seen
that a slow and subtle approach could often be more effective. Perhaps
the key was continual progression, building on each little step towards
becoming a little sissy with no opportunity to go back at any point.
This evening's events would mark another important stage on that
journey.
As instructed David made his way to her house at exactly 7.30. He found
himself once more standing in the upstairs room in Deborah's house
stripped down to just his panties. Deborah had gone into another room
and he was left standing there. Shortly she returned wearing a plastic
apron and a pair of latex gloves.
"Into the bathroom," she instructed.
He walked across the corridor and stepped into the bathroom and she
followed behind him.
"Take off your little knickers and stand still unless I tell you to
move."
David slipped of his panties and stood naked before his next door
neighbour wondering what was going to happen next. She moistened a small
flannel with water and then wiped it all over his body below his neck.
Next she picked up a canister of shaving gel and began to apply the gel
over his arms, his chest, his back, his legs, and all over his pubic
area. He had a horrible feeling he knew what was going to happen next
but he felt powerless to say anything.
Deborah picked up a stainless steel old-fashioned razor and brandished
it before his eyes. She then then began to methodically shave his body.
He didn't have a lot of body hair but she understood the psychological
importance of shaving him. She worked with concentration and some skill
as she slid the sharp blade across his skin. She deliberately left until
last the removal of his pubic hair. There was not a trace of
embarrassment as she held his cock and his testicles and moved them
around, pulling the skin taut to make sure he was shaved very closely.
David blushed as this most intimate of grooming rituals was carried out.
"Turn around," she commanded.
A little confused he did as he was told. He then felt shaving gel being
spread over his ass checks, and even between his cheeks.
"Bend forward."
Reluctantly he bent at the waist and then felt the scrape of the razor
blade to his skin. He held his breath as he felt the sharp blade running
over the most private parts of his body. To his horror he then felt his
ass cheeks being pulled apart and the razor even going between them. He
heard the razor being put down on the bathroom shelf.
"Wash yourself thoroughly all over with the usual shower gel and also I
want you to apply this body spray when you have dried yourself," she
told him.
Relieved to be standing upright again he stepped into the shower cubicle
and turned on the water. He was amazed at how different the water felt
against his freshly shaved skin. He washed quickly as he knew that she
didn't like to be kept waiting. Stepping out of the shower he took the
body spray that she had told him to apply. He applied a generous coat
all over his body and was immediately enveloped in a haze of feminine
scent. Once more he slipped into his pink ruffled panties and then
walked back into the other room.
"Come over here."
David walked towards Deborah and stood still as she began a close
inspection of his body. She ran a single finger over his skin checking
for any stray hairs that the razor blade might have missed.
"Much bette,r" she commented. "Now, from now on I want you to use this,"
and she handed him a bottle of hair remover. "This will keep you hair
free."
He took the bottle and nodded his agreement over her command.
"Now, it's also time for you to wear a proper set of underwear. She
opened a drawer in the small cabinet behind her and took out a pink
satin bra and handed it to him. It was obviously the matching bra for
his panties as the bra was also dripping with lace ruffles.
"Put it on."
David struggled for a moment with the unfamiliar garment before managing
to slip the bra on. Next he has handed a matching pink satin suspender
belt, also covered in frills. He fastened the belt around his waist. She
then handed him a pair of silk stockings also in pink. With some
difficulty, as he was terrified of damaging them, David rolled the
stockings up his legs one at a time. Under her instructions he smoothed
the stockings out and then attached the straps of the suspender belt.
Deborah stood back to look at the man stood before her in a complete set
of pink frilly lingerie.
"You are to be properly dressed at all times so I expect you to wear
this complete every day. Do you understand?"
"But," he stuttered, "people might see the straps of the bra or the
garter straps."
"Are you daring to question me?" she hissed with a stern look upon her
face.
"No, I just....." But his voice tailed off as he caught the harsh glare
she was giving him.
"You're also going to need more than one set so this is the address of
the Web site where I bought them from. I want you to go online later and
order 6 more sets, all in pink."
He nodded to show her that he would do as he was told.
"Now put your dress and then go and make a start on the washing up in
the kitchen downstairs."
David took the dress out of the wardrobe where he knew it was kept,
removed it from the padded hangar and stepped into the taffeta creation.
With something of a struggle he managed to grasp the zip at the back and
close the dress. He looked up and saw her watching him intently. He was
puzzled for a moment until he realised that she wanted him to fluff out
the flared skirt and arrange the lace ruffles on the sleeves and the
bodice of the dress. After arranging the dress properly he walked
downstairs, feeling the pull of the suspenders straps on his stockings.
He was also surprised by the sensation of bare skin between the top of
his stockings and the edge of his frilly panties.
In the kitchen he took the apron hanging on the back of the door and
slipped it on over his dress. His heart sank when he saw the amount of
dishes, cups and cutlery in the sink but he started to run the hot tap
anyway. As he persevered with the tasks the doubts from earlier that day
began to creep into his mind. He was an intelligent middle-aged man,
financially secure with a reasonable job, and yet here he was dressed in
women's clothing and doing the washing-up of a 22 year old. Was she
simply taking over a role that had sort of been fulfilled by late
mother? He had certainly had a close relationship with his mother and
from a young age he had done most of the chores around the house. He
would also describe himself as more towards the submissive than the
dominant.
After finishing the washing up he returned upstairs where Deborah was
flicking through a magazine and holding a glass of wine.
"All finished?" she asked.
"Yes Deborah," he replied.
"Good. Now I want you take off your dress, put it away properly and then
return to your own home and order the lingerie sets that I told you
about. Listen carefully now. This is the card of my hair stylist. You
have an appointment with her tomorrow morning at 8.30am - don't be late.
We've had a long discussion about what I want done so you will just sit
there like a good boy while she carries out my wishes. Understood?"
David took the business card and his heart sank when he saw that it was
a ladies hair salon. In private was one thing, but to extend his
humiliation to the public arena was a step too far.
"I'm sorry but I can't do this - I won't do this," he said, his voice
trembling as he voiced his defiance.
Deborah slowly put down her glass on the table next to her chair. She
wasn't surprised at the negative reaction as she had always expected
that at some point there would be an attempt at defiance. Several times
before with both her mother and her aunt she had witnessed similar such
displays from their sissies. In such a situation her aunt had always
preferred a punishment approach as she always argued that even minor
transgressions needed to be stamped on. This was necessary she argued as
even the smallest glimmer of defiance could not be allowed to build.
Deborah had stood and watched several times as her aunt had administered
bare bottom spankings to her wayward sissy. She had been intrigued by
the formality of the process. The sissy lying across her aunt's knees,
the lifting of the abbreviated skirt, the pulling down of the panties
and finally the application of the large slipper that her aunt favoured.
At first she had winced when the sole of the slipper connected with the
pale skin of the sissy's bare bottom. Then as the tears started to roll
down their cheek she also maybe wondered if she could ever undertake
such spankings. But after a while she came to enjoy watching the
punishments and on one occasion she had even been allowed to administer
the spanking.
Her mother on the other hand had always adopted a less physical approach
to the training of her sissy. At times she would be prepared to go back
a step, or even two, in the gradual training process to reinforce the
right patterns of thinking and behaviour. It was not always possible to
accurately predict how a trainee sissy would respond to each step. He
had taken to the female clothes well and she could see that a part of
him clearly enjoyed the feel of the clothes, no matter how he tried to
hide it. She had an idea.
"Come here first and I will accompany you to the salon," she suggested.
She walked over to him and took his hand gently in hers.
"I'll look after you there - understood? But you need to have your hair
done."
David paused for a moment. He had been caught off guard by the latest
turn of events but he wanted to please Deborah.
"Understood."
Step 7
David was awake early the next day after a somewhat disturbed night's
sleep. Since she had dropped the news about the impending visit to the
hairdressers he had been unable to think about anything else. He
showered quickly, still finding the sensation of the water on his shaved
skin surprising. He stepped out of the shower and dried himself
thoroughly with a towel before applying a generous amount of the
perfumed body spray. Back in his bedroom he looked at the set of frilly
pink lingerie laid out on his bed.
He took the now familiar little frilly panties and slipped them up his
shaved legs. He couldn't stop himself from fluffing out the many lace
ruffles that covered the panties. Happy that they were now properly
arranged he picked up the matching bra. He found it easier to put on
this time and he adjusted the shoulder straps so that it sat properly on
his chest. He then fastened the frilly satin suspender belt around his
waist and rolled the stockings onto his legs. He again found it rather
tricky to attach all of the suspenders to the stockings, and this was
clearly something that he needed to practice.
Over his new lingerie he put on his normal male clothes. Once dressed,
he looked in the mirror to check how visible the underwear was, or might
be, to other people. The pink straps were clearly apparent under the
material of his short so he put on a sweater over the top. He was
relieved to see that as long as he didn't cross his legs then garter
straps of the suspender belt were far less visible. He glanced at the
small clock on his bedside table and saw that he had better get moving
if he was to be on time. The sound of a car horn startled him and he
looked out of the window. Parked in front of his house he could clearly
see Deborah sat in her car. He grabbed a jacket and hurried out to the
waiting car.
She didn't say much at all in the car and the journey to the salon took
less than 40 minutes. He looked with some trepidation at the salon as
Deborah parked the car right outside.
"Come on, you mustn't keep Sandra waiting," she said.
He stepped into the salon on slightly wobbly legs. The d?cor of the
place was definitely feminine in nature, a mixture of pale pastel
colours. Along one wall stood a bank of old-fashioned hood hairdryers,
and on the back wall a range of silky hair gowns in a range of pretty
colours. A woman appeared from a door at the rear of the salon and
walked towards them.
"Deborah - how lovely to see you, and you've brought your new friend,"
she laughed.
"David - this is Sandra who is going to be taking care of your hair from
now on. He's a bit nervous but I'm sure you'll take good care of him."
The two women embraced warmly as David stood self-consciously in this
strange, new environment. He also had no idea what was going to happen
next, which made him even more nervous. The women had a brief whispered
conversation during which they kept glancing over towards him. Sandra
walked over to him carrying a shimmering silk hairdressing gown in a
pale baby blue colour.
"Deborah tells me you have on some lovely pink underwear I'd love to see
them."
He paused - surely she couldn't be serious. He looked towards Deborah.
"What are you waiting for - strip down to your underwear," she barked.
Reluctantly he started to take off his sweater, shirt, shoes and his
trousers. It didn't take long for him to be left standing before the two
of them clad in only his frilly pink lingerie. He blushed a deep crimson
as he endured this very public display.
"Very pretty. Now, arms out," she instructed.
He did as he was told and she slipped his arms into the long sleeves of
the gown. The sleeves ended in an elasticated cuff and were edged with a
delicate white lace frill. She pulled the gown around his body and tied
it tightly at the back of his neck. The gown was mini length and just
about came down to his stocking tops. Sandra walked over to the washing
sinks at the rear of the salon and indicated for him to sit in the end
chair. He leaned back into the sink and she began to thoroughly wash his
hair.
Deborah sat in a chair nearby watching the process with great interest.
It would be easy to have his hair coloured straight away to a permanent
honey blonde colour, but she knew that it was too big a step. Eventually
he would end up a permanent blonde, and he would have a perm as well,
but that was quite a way down the transformation road. For now it was
enough to start to get him used to the surroundings of a ladies hair
salon. It was also important as they would be making changes which would
be easily visible to other people.
He quite enjoyed the sensation of having his hair washed and the silky
feel of the hair cape was pleasant against his body. He felt a liquid
being applied to his hair which seemed to have a particularly strong
smell.
"Sit there for a while so we can give that time to work," Sandra said.
He wondered what was going on. Perhaps it was just a conditioner that
needed to be left on the hair for a while he thought. It was quite a
while before Sandra came back over to him and began to rinse his hair
through.
"Come over to my styling chair," she said.
David stood up and walked across to the chair indicated and sat down in
front of the mirror. His hair was covered with a thick towel and she
began to blot his hair removing the excess moisture. As the towel was
then removed he was sure that his hair seemed to look lighter in colour.
Sandra picked up a comb and a pair of scissors and began to trim his wet
hair. His hair was far from long but he could see that she was
definitely shaping it into a more feminine style. After about 15 minutes
of scissor work she picked up a hairdryer and she began to dry his hair.
As it was dried he could now see that it was definitely lighter in
colour by a couple of shades. While previously it had dark brown it was
now closer to a lighter brown. She picked up a small trimmer and shaved
of his sideburns completely.
"What do you think Deborah?" she asked.
Deborah walked over for a closer look and cast a critical eye over his
new colour and modified style.
"I love the colour and the softening of his style - much better."
He was told to stand and Sandra removed the silky cape.
"You may get dressed," he was instructed.
He quickly slipped his male clothes back on over the frilly lingerie.
"You can go to work now but come around later at exactly 8pm," Deborah
told him.
He left the salon with his head down worrying what people at work might
say about the change in his appearance.
Cayleigh
- 31.01.2021
- 16
- 0
