Chapter 1: the bet
Ayush
and Nick were sitting on the couch playing Mortal Kombat on Ayush’s ps4. Both
of them had met coincidentally once in a mall and just hit it off and became
good friends about 2 months ago.
Neither
of them was that good at the game, but still loved to play the game.
After
playing sometime Nick said that he had to leave as his sister was coming to
pick him up as they were having family dinner tonight.
Ayush
wanted to play for a little longer and suggested that he will drop Nick home
later. Nick agreed to him and called his sister to go home without him.
Ayush
suggested a bet, the loser does whatever the winner asks for a month.
Nikki was
never the one to run away from a good contest and accepted. He knew that Ayush
had a awesome BMW and would make him chauffeur him around.
Neither
of them was good at the game... but Nick won the first 2 rounds playing as the
scorpion and Ayush played as Raiden.
Perhaps
Nick became too over confident and lost both next rounds.
Now
it was the last round and both of them were excited. None of them wanted to loose.
They
fought the last round, both of them were just mashing buttons and trying to
activate their special move but couldn’t do it. Nick’s life was half-way
through ,he thought that could still win, but then suddenly Ayush activated his
special move of lightning bolt and Nick’s whole life drained.
Nick
buried his head in the controller as he heard the familiar voice of khan
“FINISH HIM”.
Ayush ended his life throwing his hands in the air as he
celebrated his victory shouting with excitement,” you are my maid for the next
month now hahaahahahaahaha.”
Nick
waited for Ayush to settle down and explain what he wanted from him.
Ayush
lived alone at his home and so he wanted Nick to be his maid for the weekends
for the month, and he will not only have to perform all the maids duties but
also look like one during the time.
Nick
knew that it was really going to be difficult but also that he had to go
through with the bet no matter what. And so, he agreed to be his maid for the
month.
Soon
Ayush dropped Nick to his parents’ house. Nick had his mother and an elder
sister in his family, sadly his father had passed away when he was little.
Nick didn’t live with them and had a separate
house he lived in a smaller apartment as he worked from home as a software
engineer and wanted to keep his house maintenance to minimum.
Ayush was a big an executive in a big
company and the job gave him so many perks like the awesome luxury car and a
big apartment.
Ayush lived alone and wasn’t the tidiest of people so his
apartment was messy and that’s why he made Nick be his maid (he thought it
would be really fun to make him be his maid for the weekend and then he would
just end the bet).
The
week went on and it was Saturday evening when Nick reached Ayush’s home. Ayush
had to work late most often so he left keys to his apartment for Nick.
Nick
let him selves in and went to the spare room where the maids dress was supposed
to be. He found the 2 French maids dresses of different sizes. There were also
a pair of low heels and an inferior quality wig for him to wear. Nick sighed
audibly but he still decided to uphold the bet and removed his clothes to try
the dress.
After he wore the dress he went to look in the long mirror, he saw
that his leg hair was visible and didn’t look good at all, he decided to shave
his legs before starting to clean the house.
Nick
carefully shaved his legs, keeping in mind not to nick, as it would look worse
if he had nicked legs.
He
loved the feeling of smooth legs, but he knew that he had a lot of work to do,
so he hurried to the room put on the wig and directly went on to clean the
house.
Ayush had so much stuff lying around because of which the apartment
looked so shabby, but he also noticed that the apartment wasn’t that dirty,
like it didn't have any food that had gone bad or sticky things around the
apartment, it was just filled with useless things.
Nick
cleaned the rooms with vacuum cleaner and arranged the clothes and things in
the rooms, he took the dirty clothes to the washing machine to clean them up.
Next
he went in the kitchen to start cooking, but he saw that there wasn’t much to
cook, “he calls and a maid to cook and doesn’t even have food to be cooked,
typical Ayush”, Nick said sighing.
As
Nick was putting the washed and dried clothes away, he heard Ayush come in , Ayush
saw the apartment and was surprised to find it so clean.
Nick
came out to the living room, Ayush had a smile when he looked at Nick dressed
up as the maid, Ayush thought he looked so cute in the little dress, but
decided to not tell him to not make it awkward.
"You
didn’t have anything to cook, I couldn’t make anything."Nikki said.
“Oh
I am sorry, I will just order the pizza ." Ayush said taking his phone out.
“No
no , what kind of maid would I be, if you had to order pizza from outside. ", Nick
said as she giggled and went in the kitchen.
After
sometime Nick called out to Ayush from the kitchen asking if he wanted anything
to drink while the food was getting prepared.
Nick
bought the coke bottle to him and bent down to give him the bottle, he didn’t
realize it but Nick looked very good in the little black dress and Ayush noticed
it, he decided not to say anything. And went back to kitchen to cook.
After
about 5 min Ayush went in the kitchen to check up on Nick as he too wanted to
help his friend. He went besides Nick and started chatting, if whether he could
help him.
Nick
just pushed him out of the kitchen and told him that the food was just ready.
After
some time, the food was ready as Nick announced it and started to go change his
clothes, Ayush had a thought and stopped him, saying that you can’t just change
your clothes when we are eating dinner.
And
so Nick had to eat the dinner dressed as the maid which was really weird. He
didn’t realise how short the dress was as he was busy working but now that he
sat down, he was more concise of the dress and how it rode up while he sat and
showed off his thighs. He also felt the air on his crotch and legs. He was
still hot cause of the wig which was also itchy.
Ayush
helped Nick clean up the table and do the dishes.
Ayush
thanked Nick as he went to leave his apartment. And reminded him about the next
weekend. Ayush knew that he had thought of ending the bet tonight but after
seeing Nick dressed as the cute maid, he just wanted to see him more and
decided to let this carry on.
Nick
drove his car to his home as he thought about the dress and wig he had to wear
and how itchy it was, he decided to pay a visit to his sister’s house to borrow
some clothes and the wig that he knew she had from the drama club.
Nick
did his job throughout the week he liked that it was so easy for him to work
through home. As it would be so weird to explain to his co-workers his shaved
hands and legs.
Chapter 3: Trying Harder
It
was Saturday morning when he decided to go to his mum’s house to get some
dresses from his sister’s clothes. He knew that today his mum and sister would
be out and he could sneak around to borrow some dresses. He got to the house
and decided to first go to his sister’s room which had some dresses that he
knew she was not going to miss.
He
took some salwar suits and dresses, he was the same size of his sister. But his
feet were a little bigger and which were closer to his mum’s feet. The next
stop was his mum’s wardrobe he looked for her high heels.
He
knew that she loved her heels and mostly had them when she was young and now
she didn’t wear them cause she was getting older.
He
took a pair of black high heels and was another red colored 5-inch-high heels.
Suddenly he remembered that there were breast
forms of his grandma.
He
took all those things to his car……. He stayed there for some time until his mum
returned and then left.
On
the way to his home he suddenly realized that to wear the breasts forms he
would also require a bra. So, he decided to a lingerie shop to buy them.
The
lingerie shop was not a new place for Nick as he had accompanied his mum or
sister to the shop a lot of times.
Going
in the shop Nick was still a little nervous about what he would tell the
salesgirl. He decided to lie that he was buying lingerie for his
girlfriend.
Luckily
the store was a little empty, Nick still approached the salesgirl a little
sheepishly, and asked for help.
“Hello
my name is Riya, how can I help you”.
“Hey,
hi Riya could you help me I am looking for some bras..its umm for my girlfriend.”
asked Nick to the 20 something salesgirl.
Riya
looked at Nick carefully, but then she didn’t say anything and went on to help
him. She took him to the bras aisle and asked,” Do you have the measurements or
do you want to have it measured right now?”
Nick
looked shocked to hear her comment. “She knows” thought a very terrified Nick.
“Don’t
be afraid, it’s ok I won’t tell anyone.” She paused and asked again if he
wanted to be measured.
Nick
was a little relived but still felt an anxious but decided to tell her
everything and agreed to be measured properly. She took him in the changing
room and asked him to remove his shirt.
Still
being a little hesitant he proceeded to remove his t-shirt. His chest measured
36 inches and the breast forms were a c-cup which he found wasn’t that big even
for normal women and had a quite an extensive range to pick the bras from.
Riya
bought a number of colorful bras of different types for Nick to try. He wore a
black lacy normal looking bra. Putting his hands through the straps and tried
to close the clasp of the bra. But then Riya stopped him and asked him to
remove it.
“First
take it around your chest with the clasps in front and then rotate it around
and put your hands at the end when you are satisfied with the fit, this will
make wearing it really easy. As he looked in the mirror she also handed him the
black lacy panty to go with the bra.
“You
might want to tuck it after wearing the panty”, Riya giggled a little saying as
she went out.
Nick
did what he was told and as his view went up from the bottom to top, he saw
that he looked quite feminine, he liked how he looked and decided to test a
little more feminine set of lingerie.
Nick
with the help of Riya picked a couple of more lingerie sets besides the black
one.
After
checking out all the sets, Riya suggested, “you should also buy some pantyhose
or stockings as you are going to be wearing the maid dress”. Nick thanked Riya
as he left the shop.
Riya
suddenly stopped him and told him that she had a friend who worked in the
clothing store in the mall and he could go there if he needed to buy any type
of clothes. Nick liked the idea but decided to hold off on it.
Nick
justified his shopping of female shopping by convincing himself that he wanted
to be a go through with the bet by being a proper maid for his friend. But he
knew in his mind that he really liked the feel of the bra and panty that he
wore earlier in the store.
After
working for some hours decided to work on his makeup skills and looked up YouTube
videos about it. Applying and removing and then reapplying it again and again
helped him get ok with the makeup skills
Nick decided to pack a bag to carry all the
things that he would need to transform. After that he shaved his legs, hands
and chest properly again applying moisturizer everywhere he combed his black
hair straightening it out he decided that he was not going to wear the itchy
blonde wig.
Nick
left for Ayush’s house in his car a little earlier cause he wanted time to get
ready. As before Ayush had left the keys for him to get in. Nick quickly went
to the spare room to change into the costume.
He
started with gluing the breast forms on his chest. He lied down on the bed and
let the forms set in after about 10 mins he got up and felt the weight of them
on his back, cupping the breast forms with his hand he really liked how they
felt. He proceeded to wear the bra, how Riya had taught him. Then came the panty,
tucking his penis took a little effort. He
rolled the stockings and then started rolling it up the leg, it was easy for
him cause he had seen his sister do this many times. Standing up, his thighs
rubbed together, and he decided that it was the best feeling that he ever had,
it felt so smooth. He got the dress from the bed and wore it, took the black
heels from the bag and wore them, he went to the mirror to see if everything
was good.
He
applied the makeup that he had taken from his sister’s vanity. And demeaned
himself passable. He admired himself in the mirror, he really liked the way his
breasts gave his body a feminine shape, he really appreciated the feminine hips
that he endowed from his mother, now giving him almost hourglass shape.
He
reminded himself that there was work to be done and so he tore his eyes away
from the mirror and went on to clean the house as he had the last time, he
noticed that Ayush had left less stuff around this week and seemed to have
cleaned a little after himself.
He
put the clothes in the washing machine and went on to cook the food, he started
preparations for the chicken curry.
Ayush
arrived a little while later as Nick was still in the kitchen, he smelled the
food and went in to see, as he went in all the thoughts of food left his mind
as he looked at the little woman working in the kitchen, he stared at little
bubble butt that that moved around as she moved around and hummed some tune.
Staring
at the tush his mind kicked in and he realized that the sext little thing was
his MALE friend. He realized that he was being inappropriate and tried to
remove any thoughts of his friend from his mind.
He
went behind Nick to see what was cooking and tapped him on the shoulder. Nick turned and all the thoughts of Ayush not
staring at the adorable woman went through the window. And a wide grin spread
on Ayush’s face.
“Omg
Ayush you scared me, how did you come home early. I was just finishing up the
cooking. Dinner will be ready soon hope you are hungry!” said Nick.
“Oh
yeah I will freshen up and be right back. Ummm Nick you really look good; the
black hair does actually look better on you than that hideous blonde hair.”
Said Ayush as he went to his room.
Nick
was setting up the dinner table as Ayush came back. Nick said that he was going
to go change and asked if Ayush wanted anything while he freshened up.
Nick
gave a can of coke and walked away from Ayush to the spare room. Ayush stared
at the sauntering woman.
Nick
threw the itchy blonde wig on the bed and changed his maid outfit to the one he
had bought from his sister. It was a cream colored which had flowers imbedded
on it, also it had tight red skirt that went on till his knee and then flared
out. It looked pretty and Nick just
couldn’t resist taking that dress. He also wore the high heeled sandals of his
mum. After applying a little makeup, he stood up and instantly almost fell down,
he remarked to himself that he wanted to work in these heels he needed more
practice and was going to do so once he reaches home. Arranging his free-flowing
hair, he stepped out of the room and heard an audible gasp coming from the end
of the hall.
Ayush
just couldn’t believe that the beauty that had just stepped out of the room was
actually his best friend. Not only that but he was a knock out, more that he
was the most beautiful woman he knew.
Nick
slowly walked to the table remembering to put heels first before toe walking
taking small steps, as he had seen his sister practice when they were little.
Arching his legs a little he minced his little bottom to the table.
This
dinner wasn’t as awkward as the last time but it still felt out of place cause
unlike last time today Ayush couldn’t take is eyes away from Nick today, not
even the delicious dish that he had prepared could sway his mind from the
beauty that sat in front of him, he had all these questions in his mind, like
did Nick dress like this before, if not why was he depriving the world of such
beauty (or was it just him).
Did
he like men (Ayush thought this would totally be inappropriate to ask as his
dressing didn’t dictate what sexual preferences he have).
Ayush
decided to make some small talk, he asked how his day was and told him about
his own day, one thing he quickly realized was that Nick was behaving femininely
too, which kind of solidified his doubts about Nick too liking this dressing
up.
The
small talk helped the awkwardness go away.
After
the dinner Ayush helped him clean up the table and helped in washing the
dishes.
After
doing the dishes they watched tv for some time, the loved watching rick and
morty and laughed all the way through.
It
was time to leave, Nick took his bag from the room and got ready to leave.
“Are
you going to go home like this”, asked Ayush.
“yeah,
its ok, my car is parked just outside I don’t think anyone will see me and I
have car parking inside my house anyway so no one will see me there either.” Nick
assured him and left for his house.
Ayush
looked at his Nick from behind as he walked in the corridor going to the
elevator, his mind and heart were really fighting each other.
Nick
sat in the car putting the bag in the back seat, as he drove through the empty
roads of the city, he thought about all the things that happened today, the
shopping trip, meeting Riya and realizing that not everyone would be freaked
out if they knew he was a guy and wanted to wear female clothes, he also found
out how good it felt to wear the feminine clothes.
But
the thing that he didn’t want to accept to himself was that he really liked how
Ayush kept looking at him, he really liked all the attention that he got from Ayush.
He decided to get better at the makeup and clothes.
As
he got home, he relaxed for some time and went on to change his clothes and get
ready for bed.
He
removed his clothes but decided to keep the breast forms on, as he really liked
the feel of them on his chest.
He
had to wear his old male pajamas to sleep which did not feel anywhere near as
good as the stockings did on his legs (he wondered if he should make another
trip to his sister’s house to get some nighties).
But
for now, he was really tired with all the cooking and cleaning up, he quickly
removed his makeup and got into his bed to sleep,
Both were in their bed now thinking
about each other, wondering if they should tell each other how they felt about
them.
Chapter 4: The
Sister
Next
day Nick got up and had this sensation on his chest, he remembered that he had
left the forms on, he was really starting to like the feel of them on his body.
Freshening
up he had a wild idea, he had been thinking of starting exercising again, he
decided to go for a run in the park today.
He
wore his exercising clothes, which covered his breasts a little, but were still
protruding from his jacket, he put his hair in a high pony tail and went on for
the run.
'I
don’t think I have come out of to the park this early ever. The air feels so
fresh too'
He chuckled as he slowly jogged through the park.
He
jogged around for a bit and then started to walk home, he saw the café shop to
the side and decided to go in, he ordered his coffee and sat on the table and
was reading some newspaper when a guy approached him and started talking to
him.
“Have
we ever met each other before?”
Although
Nick was new to the whole woman business but he wasn’t naïve and quickly knew
that the guy was trying to flirt with him a little, and admittedly Nick really
liked that he was getting attention from a guy even when he wasn’t dresses to
the t, and had no makeup on. Speaking in
a low voice so that he doesn’t realize Nick was a guy he declined him when the
guy asked Nick for a date.
Finishing
up the coffee Nick went home. Nick took a long bath, cleaning up everything, he
also bought a female razor while he was out to shave his legs more properly.
As
smooth as the legs where after applying moisturizer Nick just decided to wear
the bra and panty set with pantyhose under his regular clothes.
Nick
felt that he was done for the day after working for hours. He decided to pay
his sister’s closet a visit to maybe see if some of her clothes were feeling
lonely and unloved and wanted to come with him.
He
wore the top that with a blue skinny jean that he took from his sister the last
time. He thought he looked quite feminine even after wearing just normal
clothes and seemed quite happy with himself.
His
mother was a school teacher and his sister worked in a company. So he was sure
that the house would be empty right now. So he drove to their house so as to
borrow some more clothes from his sister.
Sneaking
in the house he took his bag straight to his sister’s room, he made sure that
he didn’t take any favorite dress of his sister’s so as to not raise any
suspicion.
This
time Nick wanted to have some nightwear to wear, he wanted to feel the silky
feeling while he slept, he found one baby blue baby doll that she had, and it
looked like it hadn’t been worn for some time and so he took it, he also took
some more skirts and skinny jeans. As he was looking for some more clothes he
heard something from the door.
His
sister was standing on the door, “ummm…. I should have known it was you... that
top looks better on you anyway.”
“I
am sorry sis I can explain this…” said Nick.
“You
don’t have to explain anything dear... but yes mother would have much preferred
it you had told her that you were taking her favorite pair of heels from her
hehe.”
“You
mean she knows?”, asked a shocked Nick.
“Of
course she knows, every single one of us knows dummy, we knew when you were
little, we knew that it was just time before we found you like this”.
Explained
Anu as she went closer to him, examining him from top to bottom. She hugged him
as she told him that they approved of whatever he decided to do and would love
to help with anything that he wanted.
Anu
convinced Nick to dress up and show mum her new daughter.
Although scared Nick
decided to do it. They decided that he should wear the little blue salwar
kameez with tight red leggings and chunni. They kept his hair straight which
now came up to just below his shoulder blades.
It
was maybe after 2:30PM when the sound of mum’s car came from the garage. Anu
quickly asked Nick to go to his room so that he could make a little entrance
after Anu welcomed their mum.
“Oh
boy it’s a hot day today isn’t it” mum said as she came in with one had holding
her purse and the other waving a tissue to her face.
“I
saw Nick’s car is he hear again”, asked mum with a sheepish grin.
“Yes
mum and I think he has something to show you”, Anu said and called Nick down.
Wearing
the heels Nick kept in mind to slowly climb down not to stumble. Mum had a
motherly smile on her face as she saw Nick for the first time, she knew that Nick
would look good as a girl, but seeing him really amazed her.
As
he got down the stairs and went near anu, mother inspected him and asked him to
give her a little twirl.
“If
I didn’t know he was my son there is no way I would ever know" giggled mum as
she thought about her young son.
They
hugged each other as Nick thanked his mum for accepting his decisions, he also
told them the about the bet but didn’t forget to mention it that he was really
starting to like being like this.
“It’s
weird calling you nick when you are dressed like this, is there any other name
that you like to be called by lil sis?” asked Anu.
“Hmmm…how
about Nikki…with two ‘I’s and two ‘k’s.?” suggested mum.
“Aww
I like it” said a satisfied Nikki.
After
the initial compliments, the three of them sat around talking about their
childhood memories.
It
was a little after 5 when Nikki decided to head home, he started to take the
bag with him, but then mother stopped him.
“No
daughter of mine is going to be wearing any hand me downs, we are going
shopping tomorrow morning itself so be here by 11 tomorrow. “mum instructed
sternly to Nikki.
“I
will be here mum” he hugged both of them and finally went home.
Nikki was happy the whole way through
and had a sound sleep that night.
