First time bottom
- 2 years ago
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He Wasn't free porn video
He wasn't sure how it had happened, but from being what he would have
considered to be a 'real man' he now loved the thrills of cross-
dressing.
It happened to him by chance one day, following a night with a beautiful
woman. He had managed to pull her in the club, and they had got along,
danced and done all of the normal things that people do when getting to
know one another. Then he saw something in the dim light of the club, a
cross-dresser "Look at the gay fucker, in the frock" he shouted, the
women Katie, didn't say a thing but in her mind an evil plot was
forming.
"Take me home" she whispered in his ear, before adding "I need you and
want you, take me now"
They left the club and made there way to Katie's flat. She lived some
miles from where Nigel lived, but he felt it was a trip worth making.
The flat was small though tidy. She took his coat and then fixed him a
drink. Unbeknown to Nigel there was more than just vodka and ice in the
glass, while in the kitchen she had added a little something to his
drink to help him to sleep. "Down that" she instructed. Nigel necked the
drink and moved in towards Katie, however before he could kiss her, he
fall over her, the little something in the drink had worked.
Katie got on the phone to a couple of her mates who rushed over. She had
told them of the plan in the ladies in the club. They pulled Nigel into
the bathroom and striped him naked. "Are you sure he's really out for
the count" asked the one
"He'll not rise till morning," replied Katie knowingly.
The girls then proceeded to wax Nigel's legs until they were as smooth
as silk, next the waxed the rest of his body before finally gluing some
breast forms onto him. Nigel was lay there helpless with his waxed body
and perfect breasts. Next they dragged Nigel into the bedroom and placed
in into and sexy lace nighty added a little makeup such as nail varnish,
eye shadow and some bright red lipstick.
They were now finished with Nigel, all that remained was a note.
The next morning Nigel awoke feeling more than a little strange,
stretching he got the biggest shock of his life. He saw the tits and
screamed, where was she was all he could think of. "Where are you, you
fucking bitch" he yelled, there was no answer. He dragged himself out of
the bed and walked out of the room by now he had seen his legs as well
as a refection in a mirror, which to his great surprise had turned him
on a little. He walked into the living room and saw an envelope on a
desk all that was written on the out side was his name. Nigel opened the
envelope and read the contents. "Nigella, what was it you said about
that person in the club last night 'gay fucker' I think was the term.
Well now you are that gay fucker feel free to wear anything you want
from my collection and enjoy the way home. By the way public transport
is good with both buses and trains running near to where you live"
Nigel sank into a chair despondently thinking of his move; there was no
phone that he could see to make a call to one of his mates so he would
have to go out as a woman. Seeing as there was nothing for it Nigel
poured him self a small drink and went back into the bedroom to check
out the wardrobe. Opening the door all Nigel could see was row after row
of clothes and another note on the inside of the door saying "you'd look
sexy in a short skirt" Having a look Nigel could see that Katie wasn't
into wearing trousers much that or they had been moved. Nigel was around
5'10" tall and was slender enough to fit into a size ten, stepping back
Nigel considered his move, he was stood there in a black push-up bra,
some panties which were flattening his manhood and a shoulder length
brown wig. He reached into the wardrobe and pulled out a dress, short
and black, he pulled the dress on and dared to look at himself in the
mirror. Nigel gasped he looked well for the sake of a word feminine, and
the turn on he received from seeing himself like this was better than he
had received from any woman he had been with. Thinking though Nigel
decided that as sexy as he looked a little black dress was maybe not the
ideal choice for making his way home through central London in daylight.
Having another look, Nigel found a black mini skirt, which was tight,
and short enough to show off his legs. He would have to find something
however that would go with it. He pulled on the skirt and admired
himself in the mirror, prior to looking for something to go with the
skirt; he found a black jacket and a pair of high-heeled shoes.
Nigel put the jacket on and looked in the mirror again, he felt sexy and
almost a woman in his get up. He pulled on the shoes and started to
think about his route home. On the table was an underground pass in the
name of Nigella; he would have to use that.
Nigel put the shoes on they were high heeled with a platform and he
found them difficult to walk in at first but soon seemed to get the hang
on them, Nigel walked towards the door, on the door was a small note
saying "Don't forget your perfume" Nigel went back into the bedroom and
searched for perfume he found on which had a real sexy heady smell and
spayed himself. He decided to walk to the underground station, which was
around a mile away, he checked himself once more in the mirror and set
off into the unknown
The door closed behind him and he looked along the street. It was
thankfully empty and so with a little trouble Nigel moved away from the
house and set off. Soon he had to turn a corner and found himself on a
busy main street, Nigel panicked and was unsure as to his next step. He
decided to go for it and walked with confidence along the street walking
with a wiggle as he went. He was sure that people were 'reading' him as
he walked but it was too late for him to care he would have to keep
going as he needed to get home and hadn't got keys to get back into
Katie's house.
Then Nigel saw the station and the chance to get home, he walked to the
gate and showed his pass "Morning Miss" said the man on the gate. Nigel
blushed and said, "Hey there" in reply and strode onward with an extra
wiggle in his walk. The train was waiting as he made his way to the
platform having struggled to get down the escalator. He sat on the train
and waited to reach his station. While waiting a man who was around 40
sat next to Nigel and started to try and chat him up, Nigel found this a
large turn on and accepted the mans telephone number and kissed him as
he left the train.
After a few stops it was time to leave the train and change to another,
Nigel left and made his way along the platform, as he turned the leave
he heard from behind him a wolf whistle. Nigel turned and looked to see
who had whistled and when he worked out whom it was he blew a kiss in
the general direction. The rest of the journey on the train was
uneventful. Nigel left the underground system and left the station. This
could be the worst part of the trip as he was in his local area and
likely to see someone he knew, he was lucky and made his way to his
house with little trouble.
Nigel got into his house and sat down. He still wasn't sure what to make
of what he had done, he felt in truth to have been humiliated but also
was turned on at times during the trip. He almost longed to be able to
do it again and wear the dress he tried on first of all and go clubbing.
Over the next couple of days Nigel thought about what he had been
through and then the phone rang, it was Katie. "You fucking bitch" Nigel
shouted down the phone.
"You loved it really, say you did" replied Katie
"Maybe" was the only thing Nigel said.
"Can I come over and get my things and see what you wore. Maybe you will
put them on for me?" Asked Katie with a laugh. Nigel agreed and within
the hour Katie was in the house.
"Put them on" Katie pleaded
"No" was the answer
"Please. I'll give you a blow job" was the beg from Katie
"All right, but you must promise" Katie promised and Nigel went to his
bedroom and changed into the same clothes that he had worn to make his
way home.
He left the bedroom "Don't laugh, or I'll kill you" he said and walked
into the living room.
"Yes, you minx" said Katie, while looking at awe at him. "I love you
like that"
"How much?" asked Nigel
"More than a blow job. More than anything, I'll do anything you want"
"How about taking me to a club dressed up in your clothes?"
"Just name the day," answered Katie as she pulled him near and kissed
him passionately.
They set the day for the night out for the following Friday. Nigel went
round to Katie's house early in the evening and had his legs waxed
again. He screamed with the pain put was loving it deep down. Following
this he had a bath and then started to choose his outfit for the night.
He was in love with the little black dress he had tried on, on that
fateful day, which was tight, so he tried it on for Katie's approval;
she loved it so he went for it along with a push up bra and nylons which
shone in the light. Katie went for a short skirt and cropped top, which
suited her, and they put on their makeup and tarted themselves up and
left for the club.
They got a taxi to the club and joined the queue, which was long and
waited to enter the club. As they waited a number of men pass making
comments as they passed. They soon were at the front of the queue and
made their way into the club. The club was dark and the moved towards
the bar and bought a drink each. They were a little tipsy, as they had
drunk a couple of bottles of wine before leaving Katie's house. They
finished their drinks and decided to have a dance. Katie was a natural
on the dance floor whereas Nigel almost stood out like a sore thumb, but
was enjoying him/herself so didn't really care. After a few more dances
and drinks a couple of men came up to Katie and Nigella as he was by now
calling himself. They offered drinks, which were accepted and they sat
down a talked. "Do you come here often?" asked one of the men to
Nigella.
"Not always like this" was the reply that Nigel offered
"OOOHHH you sexy thing" was the reply from Martin. Nigella asked Martin
for a dance and they moved towards the dance floor. Martin pulled him
close and as the music was slow they made the most of it. All the time
Katie was chatting to the other bloke and also seemed to be getting on
well, Nigella then kissed Martin forcing his tongue down Martins throat.
Martin responded in kind and Nigella almost felt him/herself coming into
to the tiny panties he had on.
"Can I take you home?" Asked Martin
"Maybe" teased Nigella and he walked towards the toilets. Without
thinking Nigella went into the ladies and relieved himself. While in
there he touched up his lipstick and left, re-entering Martins arms as
he did so. All the time Katie was still on the dance floor with the man
she had 'pulled' for the night so Nigella and Martin danced closer and
slower as the night went on.
When time came to leave the club Nigella and Katie were both pissed and
therefore not able to control their actions they decided that it would
be a good idea to go back with Martin and Simon, who was the Katie's man
for the night. The flat was near to the club so they walked there;
Martin was all over Nigella like a rash as was Simon on Katie. When they
made it to the flat the went in and were offered drinks, seeing as they
were already pissed they said yes to a couple of vodkas and received a
large glass each. They drank the drinks and decided to dance for Simon
and Martin, Martin put on a CD and they moved provocatively to the
music. After a few minutes dancing Nigella fell down totally pissed
Katie saw this as a sign to rescue him from the night. "Sorry, lovers
but we must be on our way." She said
"What, but the night is yet still young" Said Simon
"Well, we must work in the morning and we need our beauty sleep for when
and if we see you again"
"Is it time to go?" asked Nigella rising from the floor
"Yes" was the reply from Katie
"Ring us," said Martin
"We promise," said Katie and Nigella together, with that they left the
flat and made their way back to Nigellas flat.
They awoke in bed together, not sure what had happened. Some things came
to mind but not much.
Nigella could remember very little, only that he made have made a fool
of himself. That didn't seem to matter as he could remember having a
good time. It was about 11am when Nigel awoke, Katie next to him was out
or the count, so Nigel went for a walk to get papers and for milk. Nigel
went for the walk wearing the same clothes as for the previous night,
alongside some high-heeled platform shoes. Walking to the shop he felt a
little self-conscious wearing a little black dress with the high heels
that Nigella had been wearing while walking along the main road.
Nothing much happened for a day or so, until Nigel received a call from
Katie. "How are you girlfriend?" she asked
"Missing you" he replied before adding "and the buzz"
"So what's our next night out then honey?"
"You tell me. Your choice!"
Katie thought for a few moments before coming out with an idea "How
about a night in your local pub, see if you mates can read you?"
Nigel was more than a little shocked by this and asked for a little
while to think about it. Katie agreed and said that he should come over
and try on a couple of things she thought would suit him.
Nigel made his way over to Katie's house and waited for her to produce
the outfits. Katie returned form her bedroom with a couple of bags. She
then unveiled what was inside them. The first item was black PVC
catsuit; she dared Nigel to try it on. Nigel went into the bedroom and
put his fake breasts into place adding a push-up bra, then he wriggled
him self into the catsuit. Nigella put on a pair of shoes and pranced
into the living room.
"You babe, truly an absolute babe" was the only comment Katie could
muster. Nigella blushed and danced to the music that was on.
"Is the other outfit as hot?" asked Nigella
"Try it and see," said Katie. Nigella walked back into the bedroom and
took off the catsuit; he looked into the next bag and gasped. All he
could see was a little French maid's outfit complete with a feather
duster. Nigella was by now again up for anything and proceeded to put
the outfit on. He then walked again into the living room.
"Dust, bitch" was the only words from Katie's mouth. Nigella was a
little shocked by this attitude but found himself starting to clean the
room. He was completely in Katie's power. Anything that she told him to
do he would even if it meant making a total fool of himself. He reached
up towards the top corners of the room, as he was aware that this would
force him to show the little panties he had on along with the suspenders
and stockings. Katie Purred and Nigella took this as approval.
"I'll do anything for you" he whispered "anything" Katie smiled and then
said
"Do you really mean anything?"
"For you yes" Nigella almost was worried by the words as he was unsure
what would be the next devilish plan to enter Katie's mind.
They said goodbye for the night; Nigel was shocked by this but knew that
Katie would be in touch soon. In a couple of days Katie rang and said
"You remember you said you would do anything for me?"
"Yes"
"Well I have the perfect thing for you to show this to me" she replied
"Meet me at Oxford Street tube station Saturday at 12noon" Nigel agreed
and puzzled as to what she might have planned for him. The day came and
Nigel made his way to the station. "What have you planned for me?" he
asked
"You'll see" Katie replied. "Come with me" she added. They walked along
Oxford Street and then almost without warning Katie went into a shop.
The shop was Bay Trading. They started to look for clothes when after a
few moments Nigel heard Katie say
"Can my friend try this on? He's a little shy but is a crossdresser"
Nigel could have died such was his embarrassment, but the assistant in
the shop just smiled and said
"What ever turns him on, I'll tell you what I'll give a verdict if you
want"
"Please" purred Katie. Nigel blushed a shade of red more than scarlet,
but he realised that he had to go through with this. Katie had chose for
him a little black dress, which was strapless. Nigel was aware that he
hadn't got his breast forms until he heard a whisper in his ear
"They are in the bag lover" Nigel took the bag with him into the
changing room and proceeded to try the dress on Nigella walked into the
changing rooms and tried on the clothes. He fitted the dress superbly
and Nigel seemed to be comformatatlely in the clothes and looked good.
Nigella walked out of the changing room and walked towards Katie. Katie
purred with approval and nodded gently. "Show the shop assistant," she
asked
"I can't" replied Nigella
"Yes you can. Don't be a sissy" answered Katie
"All right, but I'm sure she will laugh" said Nigel as he walked out of
the changing room. The shop assistant looked at Nigel in an admiring
way.
"Well what do you think?" asked Katie in a way that seemed to Nigel to
ask for trouble
"For a man he makes one hell on a sexy lady" was the reply from the shop
assistant "I'd be sure to ask him out if I had the chance" she added.
"Do you want the clothes wrapped our are you going to wear them home"
Nigel glanced at Katie before saying, "wrapped please"
Katie grinned in a satisfied way and then said "He will wear them if
that is alright. I have some shoes for him"
"What!" said Nigel. Looking at Katie in disbelief. The shop assistant
took the tags off of the dress and then asked
"Will the lady be wanting anything else?"
"Yes. He is looking for a suit for work," answered Katie. The assistant
walked around the shop before deciding on a business looking suit that
consisted of a black jacket and a black mini skirt. "He will try this
on," said Katie, who was reaching into her bag for some shoes she had
brought with her. Nigel looked at her in disbelief, but went along with
her. He walked into the changing cubical and changing into the suit. He
put on a pair of tights that he had in his pocket and placed the shoes
on his feet, they were a platform pair with high heels.
"Are you ready yet?" asked the assistant who by now was warming to the
strange task before her. Nigel took a tentative step out of the cubical
and waited for the laughter.
The shop assistant and Katie stood there looking at Nigel who wanted
them to laugh or at least maker a comment. They didn't. Which made Nigel
all the more nervous. "Well what do you think?" asked Nigel in a way
that almost demanded an answer.
"Well I would give you the job if you asked me" came the reply from the
shop assistant
"Honey, I love you" was all that Katie could stammer. Nigel walked into
the light of the shop, which was only frequented by a small number of
shoppers. Nigel walked to the till and said
"I'll pay for these and wear them home if that is alright?" the shop
assistant nodded and got on with completing the transaction. The total
came to just under ?80, which seemed a small price to pay for the
excitement he had had in the last half-hour. Nigel paid and walked out
of the shop towards Katie. She was stood with a large grin on her face.
"Do you know what you look like" Katie asked while at the same time
reaching into her bag. "An absolute mess" was the answer Katie gave to
her own question. Katie walked Nigella out of the shop and down a small
alley, which was near by.
"If you are going to pass then I'd better add a little makeup" Katie
added the little make up as she called it. Tarting Nigella up in a
bright red lipstick, adding some nail varnish as well as trying to make
his/her eyes a little more feminine.
Nigella was ready to face the world, or at least Oxford Street. Before
Katie allowed him to face the world she placed upon his head a wig. It
was a dark brown wig, which came to just about shoulder length. "Just
right if you want school girl pigtails" whispered Katie "I'd love to see
you as a school girl. My perfect dream, an absolute fantasy. Will you
act it out for me?" she asked.
"I don't know. What is it worth?"
"More than who could ever dream" replied Katie
"Buy the clothes and I'll walk down this street as a truant," said
Nigel. Katie and Nigella walked down Oxford Street, They walked along
Oxford Street until they reached TopShop.
"I'm going to get the clothes you asked for lover," said Katie as they
walked into the shop. Katie walked into the shop and made straight
towards the mini skirts. "Tell me which one you like," said Katie.
Nigella looked through the rails of clothes.
"This one" said Nigella showing Katie a black skirt
"Fool it's supposed to be for school, not for the local disco" as she
placed the skirt back onto the rail. "Try this one," she added as she
handed Nigella a black skirt, which was short and pleated. "Try this on
lover" Nigella put the skirt on and looked at himself in the mirror.
"I need a blouse and tie," said Nigella. Katie disappeared and went and
found a white shirt/blouse as well as reaching into her bag and handing
Nigella an old school tie. Nigella put the skirt and blouse on as well
as the tie. Before asking "will you do my hair?"
"Of course I will" lover. Nigella walked out of the cubical and looked
towards Katie. "Look at you lover" purred Katie, pulling him towards her
and starting to do his hair. Katie pulled his wig into a couple of
pigtails and Nigella almost came in his panties.
"Come with me lover" said Katie, before adding as she made it to the
checkout " here are the tags my friend will wear the clothes as she is
late for school, don't you think she is adorable?"
"Not bad, I'd want to go back to school if all the girls looked like
her" said the assistant who was around 20 and male. Nigella gave the
assistant a look before asking
"Will you help me with me biology home work later tonight, as I need
help with my help with my sex education" the assistant blushed before
saying
"I'll do anything for you, any work you want me to do and I'll do it."
Nigella paid for the clothes and gave the assistant his number and
promised to go out with him at a later date. He felt a little strange as
he walked along the busy shopping street in central London dressed as a
schoolgirl. A policeman gave a second look as they passed him
"It's alright officer, I'm taking her back to school now"
"Make sure you do as I don't want her wandering the streets," said the
policeman
"Why not, don't you fancy her?" asked Katie as Nigella cowered away
"Well that would be saying, but if she's at school then she's a little
young for me, otherwise then I'd fuck her senseless."
The girls laughed as they made their way along Oxford Street. Nigella
was loving every moment and was trying to saviour every moment, as they
neared Tottenham Court Road tube station they heard a shout "You said
you were getting her back to school, well get in and I'll give you a
lift" the shout had come form the same policeman from earlier.
"Thanks, are you sure it's not a problem?" asked Katie.
"It'll be a pleasure believe me" smiled the policeman. "Do you want to
sit in the front with me" he asked towards Nigella
"Please" purred Nigella as way of a reply.
The girls got into the police car and Katie told the policeman the name
of a school near to where she lives and they sat back. Katie could tell
that the policeman fancied Nigella, and he kept glancing at her as he
drove. Nigella was starting to feel a little uneasy in the front seat
alongside the policeman; he was hoping that the school was nearby. The
car rounded the next corner and pulled up along side the school. From
what Katie could make out it was approaching home time, this will add to
the fun thought Katie. As the girls left the car, Nigella gave the
policeman a small peck on the check and thanked him.
Nigella gave a little look of horror as she walked towards the school,
he could see tens of people leaving the building and walking towards
him. Katie giggled which served only to make Nigella all the more
nervous. They had to walk along side the main fence of the school, which
unbeknown to Nigella would bring them to the main gate. The walked along
and from behind could here chattering from both the boys and the girls.
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