The Trophy Wife.
By Trish
Edward 'Ted' Knight leered at the pretty boy's cute arse as he walked
towards the bus stop on the main road. Lewdly rubbing his crotch as he
watched from his office window dreaming of the delights that slender
boy would provide in the future. After two failed marriages and the
painful financial settlements his ex-wives extracted from his not
inconsiderable fortune, Ted had come to the conclusion that the only
way he was going to get the kind of trophy wife he felt his status
deserved was to make one.
Like most children from an upper class background Ted spent his
childhood in the loveless world of the English boarding school system.
It was an isolated world steeped in tradition and antiquated values
that encouraged the young men to consider themselves superior to lesser
mortals. The internet however turned that traditional world on its
head, exposing the formerly cloistered boys to a world of concepts and
values that were at odds with everything the system they were being
brought up to believe in stood for. Ted had been in his early teens
when the internet first exploded and he like many teens was captivated
by the possibilities of this exciting new world. Even so he was still
very much a product of the traditional the system and had been steeped
in old world attitudes, and Ted's personality reflected this being a
strange mixture of the traditional private school educated superior
self-identity, combined with a clear understanding of how to succeed in
the modern world.
Attending boarding school in the era when the concept of 'online' was
such a new innovation that most teachers in the staid world of private
education not understand the dark side of the digital universe. The few
that did recognise the dangers posed by the internet lacked the
knowledge and the skills to exercise any form of effective control over
what computer savvy teens like Ted were doing on-line. This meant for
Ted, who was very intelligent, and had been fascinated by the mechanics
of computer technology from a very young age, quickly outstripped his
house-masters ability to monitor his activities. This lack of
understanding and oversight from the school meant that Ted and others
like him were able to spend their adolescences with unfettered access
to every form of pornography that new digital world offered.
Exposed at a formative age to every variety of perversion imaginable,
and living in a world which was rife with same-sex practices amongst
the boys, it's not surprising that by the time Ted left school that he
believed it was only gay if you were the one receiving the fucking! So
long as he was the one sticking his cock in someone Ted was willing to
explore sex in all its varied forms.
Although born into wealth Ted's fortune did not come from his family
but his programming skills. He started to write simple, and then
increasingly complex computer games just to see if he could at school
and curiosity led him to enter a demo version the one his friends liked
best into a competition. The competition was run by one the many
magazines that sprung up dedicated to the computer gaming world and he
discovered there was market for what he wrote when a company bought the
publishing rights to the full version of his entry. At this point in
his life Ted never seriously considered that he could build a career on
his games, and always expected to follow his father into the City, and
a career in merchant banking. To Ted games programming was something he
did to amuse himself, and then he went to Cambridge, where he was
taught how to take his gift for mathematics and computer programming,
and turn it into making money, lots of money.
Unlike many computer 'nerds' Ted was not some underfed digital
troglodyte, he was an active lad who enjoyed physical sport and
developed in tall and powerfully built young man who earned Cambridge
rugby blue. Whether it was his sporting prowess or the wealth his
game's popularity was rapidly accumulating that made him attractive Ted
did not care, because even as a first year undergraduate he never
struggled to find willing sexual partners of either gender.
By twenty-two Ted was professionally successful and completely devoid
of any form of sexual morality. Predatory and sexually dominant he
would try to fuck anyone who attracted his eye, and nine times out of
ten he got what he wanted from them. There could never any accusation
that his predatory sexual nature led to any form of illegal sexual
misconduct, because Ted never needed to force himself on anyone, his
partners always came willingly, drawn by the scent of the most powerful
aphrodisiac of all, money.
Ted for all his faults was not a bad person, he was witty, very
charming and incredibly generous to his sexual partners, playthings,
friends and employees. In truth his only real failings were caused by
having never experienced 'love' in childhood and being brought up to
believe his own inherent superiority gave him the right to dominate
every aspect of his interpersonal relationships. Although he was
decidedly dominant it was not in the fetishistic manner, not that he
was adverse to a bit of slap and tickle if his partner liked that sort
of thing, but it was more in the way he expected his partners to put
his desires first.
For most of his early to mid twenties he lived by any standards a
debauched life style, men, women he did not care, both had their
attractions. Ted loved the sense of dominance he got from turning a
young males sexuality round, tempting them onto his cock until they
willingly bent over and begged him to fuck them. He thrilled at the
feeling of power he got from seeing the expression in other in men's
eyes when looked at him with a drop dead gorgeous woman on his arm.
That special joy he got reading the envy in their eyes as they realised
that the stunning girl on his arm was willing to serve at his cocks
beck and call was just like finest of wines.
Even though he never actively considered fucking a tranny, the computer
business was rife with transgendered people and during his wild years
he had more than once wondered if the combination of dominance and
power he would feel turning a virgin tranny, could be better than both.
Clearly the opportunity was there to find out, but as most of the
transgendered women he came into contract with were in the business he
never explored the idea, because Ted even at the heights of his sexual
debauchery never mixed business with pleasure.
Eventually though the attractions of fucking anything that took his eye
paled by his late twenties and then met Susannah, his first wife. She
looked like the trophy he wanted, but she had ideas of her own, and
although Ted was generous he was no philanthropist, but she thought he
should be and with in a year marriage collapsed. Then less than a year
later he made the same mistake again by marrying an admittedly gorgeous
actress who looked like a million dollars on his arm, but once they
were married she started moaning that he had no time for her life. How
wrong it was that he never supported her career, and how she always
came second to his businesses demands. Ted sure as hell was not going
to be spoken to like that by his trophy wife, and so his second
marriage went the same way as the first.
Having cleaned up his public act from louche playboy to serious
businessman to stop them selling their stories to the press Ted settled
willingly. Ensuring his ex-wives silence by paying them more than they
wanted but at the cost of a gagging clause in the divorce agreements.
After being financially reamed twice Ted did not go back to his old
ways, he had numerous girlfriends but he never met anyone who fitted
the criteria he wanted for the next Mrs. Edward Knight. Then during the
production of a film based on one of his games he met an American
transgender model and actress. She was gorgeous and during one
typically Hollywood business social events while casually chatting with
her he was reminded of his idea that a transgendered girl could might
make the kind of wife he wanted. The idea gained more leverage after he
found out what the actress looked like before her transition, and knew
that if he found the right inexperienced cross dresser he would
probably have the perfect raw material to create a woman who fit the
criteria he wanted from the trophy wife who would decorate his arm.
Only this time he could make sure that 'she' would be a trophy who
could never leave him, which was where the pretty boy student came in.
Ted had noticed the pretty boy walking to the college bus not long
after he moved into the student house the eighteen months earlier.
Every morning like clockwork he would walk past his office window at
exactly 8.30, and Ted really liked what he saw. Although since he
became more of a public figure Ted had stuck to publicly dating women,
he was not adverse to the odd incognito dalliance with a pretty boy,
and the slender long haired student was just the sort of boy who
attracted him. However tied up with work and his active business social
life, he never really considered targeting the boy until another very
public split from his last girlfriend. She had been just what he liked,
big tits, nice body, gorgeous face and looked amazing on his arm, but
she drove him daft with her incessant demands for attention, and more
importantly her lack of sexual adventure made her a bad fuck, so he
gave her the boot!
It was just before Easter and Ted had been working late going over the
release version of the new product, which had dominated so much of his
life since he gave his last girlfriend the push. As he left the office
to walk to his car, he saw a light go on outside the low-cost council
housing opposite the car park. It was a small block of three room
bedsit flats that were generally rented out to unsupported students
studying at the near by University. Drawn to the light he saw to his
amazement the pretty boy student come out of his ground floor bedsit
door and walk to the paper recycle bin wearing a very plain, but still
attractive dress, and a pair of heels! In the sodium light over the bin
he could see that the boy was wearing make up and had tried to fix his
hair in a feminine fashion, and as he watched transfixed Ted realised
that the boy could well be the ideal raw material he had been looking
for.
Aware that the college year was coming to an end the following term,
Ted deliberately started timing his arrival at work so that he got a
chance to say hello to the pretty boy a couple of mornings for a week
or two. Then after tracking his return time Ted loitered late at work
one Friday evening and intercepted him as he headed home and instigated
a conversation. It was not difficult, he just parked at the car park
exit with the bonnet of his Aston up, and sure enough 'Bill Tomas ' as
he discovered he was called, asked what the problem was?
"Nothing I hope, just a strange clattering from the fans," Ted said,
reaching fiddling under the bonnet and pulled out the small twig he had
placed there when he laid his trap. "Gotcha!" Holding it up he added,
"This beauty is a bugger for pulling up little bits of road debris into
the fans because of the aerodynamics." Chatting away about his car,
which was a 'bird puller' under any circumstances Ted manoeuvred the
conversation on to Bill.
"Are you in councils student housing?"
Bill nodded. "Yeah, it's a bit far out now the new campus is in use,
but it's a hell of a lot cheaper than the union approved place I was
in, and you don't have to move out after graduation, which is handy for
me since I've nowhere else to go when I graduate at the end of this
year."
"Not going home?"
"No. Both my parents are dead. Car accident got my mum just before I
came here three years ago," Bill said with a sad smile, "Before you ask
my dad died on operations in the middle east not long after I was
born."
"Sorry," Ted said noticing that Bill body language was very girlish,
and correctly assumed that he had spent a lot of time with women when
he was young.
"Don't be I never knew my dad, and mum was just unlucky," Bill said.
Ted kept the conversation going for about five minutes until Bill
asked, "I guess you work for Nightwatch?"
"You could say that," Ted chuckled, "I'm Ted Knight, I own The
Nightwatch."
Bingo! Ted smiled to himself, having done what he intended and
introduced himself, and his wealth, so not much later said. "Well I
best be off home, nice chatting with you Bill."
"Good night!" Bill said as Ted closed the bonnet and drove away with a
toot on the horn.
Having examined Bill close up, he could clearly see the potential he
suspected was there, he had all the right attributes to be turned into
a very good-looking girl. Along with his body language Bill was already
decidedly androgynous looking with his fine features, long hair, slim
physique, and a face that had clearly never seen a razor in his life.
In fact for Ted's purpose he was perfect.
Arriving at work early the following morning, Ted spent an hour on the
roof installing a couple of extra security cameras to the building
overlooking the car park and the council housing. This did not raise
any eyebrows with his staff as they knew he often dealt with minor
maintenance tasks while cogitating over a business decision. As the
camera's had zoom lenses and were steerable over a wireless link he was
able to steer the cameras and watch Bill's comings and goings from the
comfort of his home, and he saw that his life fell into a definite
pattern.
Over the next week or so, Ted made sure to say "hello" and exchange a
few words when ever he saw Bill and once they had chatted a few times
he sent a Facebook friends request from his company page. Bill clicked
accept, and Ted was able to get a look at his life according to
Facebook. His friends were either fellow art students or workers at the
supermarket, all of which were transient acquaintances rather than life
long friends. Bill did not post often, and when he did it was mostly,
jokes, cartoons or political items on the arts. Based on his online
footprint Bill lived a quiet life actively avoiding getting involved to
deeply with anyone or anything.
Catching Bill online one evening made things even easier as a little
hack sliced through his simple internet security and gave Ted access to
his computer and email accounts. His emails were mainly from the local
transgender group or the university, and that suited Ted to a tee! A
quick look through his browser history said pretty much the same,
websites and You-Tube pages related to his either his course, the arts,
or transgendered topics, including a couple of fiction sites, which
meant that for all he appeared to be sexually inexperienced 'she' was
very likely to be sexually curious. Leaving a tracker behind to see if
Bill looked at anything else online, Ted was about to end his hack when
he decided to access the laptop camera. The lens was not very good but
it did indicate that his suspicion that Bill spent most of his time at
home dressed was probably correct.
Bill's life basically consisted of going to either college or his
weekend job at a supermarket, and dressing in an evening. He went into
college everyday on the 8.50 am bus, returned on either the 5.30 or the
6.30. Every Wednesday night between 11 and midnight he took either his
rubbish or his recycling to the skips ready for the bin collection the
following morning. He dressed most nights he was home, because every
night over the month or so he was tracking Bill's on-line movements
when ever he hacked into his laptop camera he was dressed. Since he
never had any over night female company and never stayed out on the
nights that he did go somewhere, Ted was able to confidently assume
that the single status on his Facebook page was true, which meant there
was no girlfriend to remove from the his life.
Once Ted knew his routine he made sure to arrive and leave at times,
which intercepted Bill, and got him used to his presence. The routine
changed the some two months after he started 'stalking' Bill. It was
the week after the university year ended, and Ted had noticed that
other students who lived on Bill's side of the block had vacated their
bedsits. This was not surprising because although the housing was
council operated, historically the bedsit flats had always been let to
students.
It was the Thursday evening and Ted had not been home long. As was his
habit he was keeping an eye on the video feed from Bill's house. Half
watching as he made some dinner his attention was drawn to a taxi
pulling up outside the housing and only seconds later Bill walked out
wearing a very appealing looking little black dress, heels and a pink
denim jacket when 'she' got into a taxi. 'She' had not got back by the
time Ted went to bed at eleven, he would have stayed up but he had a
television appearance at first thing the following morning and the BBC
were sending a car for him at 6am.
Scrolling through the recording as he was driven to the local BBC
studio Ted saw that Bill walked back into the camera's field of view
just after 11.30 the same night. Correctly guessing that 'she' had been
dropped off on the corner and had walked the last 600 yards back to
'her' bedsit flat, the question was where had 'she' been for the
evening all dressed up?
A peek inside Bill's email account that evening informed him that 'she'
had gone for the very first time to the fortnightly T-girls night at
the Pink Panther, a pub at the heart of the booming 'gay' village in
town. Following the digital trail he found a post to the local T-girls
forum that said 'she' would be at the next one, Ted immediately saw the
potential for catching him dressed when he returned that night. If he
pulled it off he would have his road into Bill's life, and since he had
finished his course it was likely to be an open road.
Making sure to bump into him the following Monday after he finished
work, Ted asked about his results. "What did you get Bill?"
"A first, the graduation is next week, but it's a bloody expensive
affair so I'm not going to bother going, It not like they actually give
your degree anyway as I picked mine up just before the college closed."
"So what next?" Ted probed.
"I'll probably go back and do a masters. I've got to make up my mind
whether to go in September or leave it a year or so, but I don't need
to let them know for a couple of weeks yet if I want to go back this
year. Just as well really because after the workload of the last couple
of terms I could do with a bit of break from thinking about education."
This was like music to Ted's ears, no one would bother looking for Bill
if he just took him and turned him into his trophy wife. Knowing that
if he did turn Bill, this time he would be able make sure there was no
way 'she' could leave him! He would cover up her origins and then
splash her all over the celebrity circuit on his arm and use the threat
of exposing her true gender to ensure that she stayed beside him,
living as the kind of woman Ted felt he deserved in his life.
"Yes!" Ted crooned stroking his cock as he settled behind the wheel of
his Aston watching Bill walk away. "You are going to be mine, mind,
body, and soul!"
Getting home early the next time there was a T-girls night Ted
anxiously watched the video feed, and sure enough Bill was picked up by
the same firm. "Excellent," Ted crooned to himself rubbing his hands
together with glee as his cock started to swell in anticipation of what
was to come.
Ted had been buzzing with expectation since he watched his soon to be
playmates cute arse passing the office on his way to his dead-end job
that morning. Today was going to be the day he finally got met Bill's
fledgling future self. He felt confident that from his office he could
see enough of the main road to give him time get down to the car park
and be in a position where he could intercept him. So long as he
followed the same pattern as a fortnight earlier and walked the last
couple of hundred yards home Ted knew he could catch him.
Ted was comfortably ensconced by his office window with a coffee and a
pair of low light binoculars just after eleven. Sure enough at 11.40 a
taxi came over the brow of the hill, prompting Ted to dash down to his
car. Standing in the shadows by his car listening for the sound
clicking of heels, when he heard them all he had to do was walk out,
blip the remote starter and illuminate the head lamps catching Bill as
'she' walked into view.
Everything went according to plan at exactly the same time as he opened
his car door triggering auto start and the headlamps there was Bill
clearly dressed frozen in the powerful beams a good 60 yards from
safety of his door.
"Well!" Ted said cheerfully. "Ding dong! Don't you look special tonight
sweetie?"
"Oh my god!" Bill exclaimed feeling like his legs had turned to jelly.
"Ted!"
"In the flesh," Ted said quickly covered the distance between them. "My
god you look a hell of a lot better like that than you do normally
Bill... Ops sorry I guess you prefer a different name dressed, most
transgender girls like you do?"
Bill was blushing like a lantern and eventually spluttered, "Umm Billie
like Billie Piper."
"That's not a good name for a pretty thing like you dress up to be
sweetie," Ted said affably. "You deserve something much more girlie
girl, like Lucinda, Emily or Cynthia, real girls name!"
Bill had been petrified about being busted as a tranny since early
childhood. It had taken the girls of the local online transgender group
all year to convince 'Billie' to come to her first girls night at the
Panther a fortnight ago. Now returning from her second ever public
outing she had been busted by Ted Knight the very wealthy owner of the
company based opposite her bedsit.
"Ted!" Bill spluttered finally getting his tongue to work through his
embarrassment. "What are you doing here?"
"Waiting for you of course sweetheart!" Ted said, cheerfully, before
adding. "I was out of the office most of the day, and had to come back
into work to finish something, and I lost track of the time," He
chuckled saying, "I'm rather glad I did now."
Bill had envisioned all kinds of humiliation if he was ever busted in a
dress, and now it had happened it was nothing like he expected. Ted was
not calling him names or mocking him if anything he was being
complementary.
"Oh my god!" Bill said burning with shame.
"For gods sake... Cynthia, no Lucinda I think, I like that as it
contracts to Cindy or Lucy both of which are good names for a girl like
you sweetlips." He saw Bill's shame filled expression and added. "Hey
relax I'm not going to bite, well," Ted said brightly, "not unless you
want me to! You're a transgender girl so what, this is the 21st century
you know."
"Oh!" Bill said wishing he could run to his door and hide.
"I'm impressed by the way, you brush up a very good-looking girl and
from my point of view, this is a much more appealing version of you
than your ridiculous man drag look." He grinned and made a few more
complementary comments about how he looked before saying. "However it
is late, and you'll need your beauty sleep darling. We can talk about
this later and take things from there."
Turning away Ted walked away to his car feeling like his cock was about
to explode, calling as he slipped behind the wheel, "Good night
sweetheart, sleep well Cindy!"
Getting home Bill collapsed against the door. Stood there in the
darkness shaking he felt sick realising what had just happened. Someone
knew about him, someone who was not in the club so to speak, and
wishing the ground would open up and swallow him he stripped off his
feminine side and collapsed into bed close to tears.
A large part of his anxiety about being busted came from it being Ted
who had caught him. If it had been one of the others who lived in the
block it would have been painful because he was an art student and they
expected him to be weird. The problem was with having got to know him a
little Bill genuinely liked Ted as a person, and admired his business
acumen. He did find it a little difficult to conflate the stories he
had read about his debauched playboy lifestyle with the cheerful
businessman he chatted to a few times a week. Then there was the
elephant in his mind, the embarrassing sensation that came from
somewhere deep inside the part of himself that he had tried to ignore
all his life telling him, "He's also really hot looking!"
Scared of seeing Ted, next day Bill hid from the world, and tried to
tell himself that it had all been a bad dream. Thankfully then it was
the weekend and with it came a feeling he was safe from bumping into
Ted, which gave him enough of a sense of security to start feeling like
things could get back to normal.
Monday rolled round and Bill had to face running the risk of bumping
into Ted again. For the first time ever he was thankful that he was
working the early 6am until 3pm shift this week, and took the first bus
to work. He had started working one day a week in a supermarket's out-
of-town warehouse packaging online orders when he started at the
college, and as he had done over every holiday for the last three years
as soon as college went into recess he increased his hours from one to
four days.
It was a crap job but it paid well and he got a discount card for
anything he bought from them, which was all his domestic shopping. As
the warehouse also served the home delivery website and the superstore
in the towns shopping mall they carried the full range of own band
products including the clothing range. The swift invention of a
girlfriend meant the job also allowed Bill the chance to build a girlie
wardrobe from scratch at significantly reduced cost in comparison to
the retail prices.
After a few days back at work Bill felt things were back to normal, or
rather he did until the Thursday night when not long after he got home
there was a knock on his door. As he was expecting the delivery of the
order he had made at work for his weekly shop he opened the door
without thinking and felt his stomach drop when he found Ted stood
there!
Blushing Bill said trying to force a smile on his face through his
embarrassment. "Hello Ted, what do you want?"
"Not going to invite me in for a coffee Cindy?" Ted said with a smile
feeling his cock swelling a little.
"Erm yes, I guess," Bill said feeling a rush of shame as Ted ran his
eyes over him as he walked in.
Before Bill could say anything else Ted seized control of the situation
asking with a smile as he closed the door behind him. "Not dressed yet
Cindy, or do you prefer Lucy? No matter we can decide later. You really
should be dressed by now you know. You look much better and would
probably feel better if you were, honey."
"Got a delivery coming."
"Oh that explains it," Ted said cheerfully. Looking at Bill he loved
the heady sense of excitement that went with the semi he had going on
in his pants as he drank in the fear and confusion on his soon to be
girlfriend's face.
It reminded Ted of the conflicted expressions on many of young males
as he enticed into being fucked during the wild years he spent
wallowing in sexual debauchery. Very little in his experience could
come close to the feeling of dominance you got twisting a formally
straight boy into becoming a fuck toy. The lucky ones escaped his
clutches as openly bisexual, but the ones who pretended to play along
and then resisted his charms invariably ended up as full-blown
effeminate cock lovers with no interest in women! Highly skilled at
manipulating unwilling people when it came to sexual matters, Ted was
as charming as he was morally bankrupt.
Ted had lots of experience at turning straight men to cock. He was all
to aware that all young sexually inexperienced men had to a greater or
lesser extent some level of curiosity about being under a cock, and
knew how to tempt them to find out. Even though he had never turned a
tranny before, he assumed with Bill being one, it was likely that his
curiosity for cock would be more acute, especially as his transgendered
nature should already have his masculine public persona stressed, and
hopefully fairly easy to crush.
When it came to finding fuck toys of either gender Ted always had an
almost instinctive awareness of who, and who would not be receptive to
his advances. Sure that he was picking up all the right signs from Bill
he began his quest not only for his body, but his future.
Ted loved this part of breaking a straight male. Like most of his
class, as a child he had learned the art of the fox hunt, the find, the
chase and the kill. Although it was a very different arena he got the
same thrill from hunting down a playmate, as he did a fox, only the
first blood was even sweeter! He adored that sensation as the hunted
was slowly worn down until they came to desire the denouement as much
as he did!
Ted used to revel in the heady delight of slowly, but steadily
undermining of their heterosexual masculine mentality until he was able
to twist their desires to whatever he wanted them to be. The longer it
took the more he enjoyed it, until they willingly gave themselves to
his cock. Although it was still a very special moment there was always
an air of an anticlimax once his playmates masculine resistance to
accepting cock was finally fully broken.
Recalling those past conquests, he insidiously belittled Bill's
masculinity throughout the course of the conversation that accompanied
his coffee. As he chatted he could tell that the derogatory under
current of his chat up was lodging into Bill's psyche. Inculcated with
the arrogance of his upper class roots Ted was used dominating the
'lower classes' and as he dictated the conversation he laid the
foundations on which he would stand when he broke Bill's instilled
resistance to becoming his tranny fuck toy and trophy wife.
Bill was feeling confused and was struggling to follow Ted's line of
conversation, as he bounced from topic to topic. It was a deliberate
ploy to keep Bill off-balance, and unsure of what was being discussed.
Deciding that Bill was in just the right state he lurched into
commenting about the contrasts between his student sexual life at
Cambridge, and the life of students today. Through out the conversation
Ted had interspersed his flow of conversation with comments like, "You
know I was not surprised to find out you were a girl Cindy, because you
don't come over as masculine," or, "You are very feminine," and using
terms like "Girls like you," He also made sure to drop in when talking
about the famous women he met, that such and such a woman had skin like
'hers' and that 'she' had better legs than what ever pop singer or
reality television star he was comparing with.
"Don't talk bollocks Ted!" Bill said. "I could never compare with her?"
"Bet you could," Ted teased, "if you put the effort in, lets face it
you're a not a catch as man, but as a girl ding-dong! You're what five
seven at most and I'll bet you don't weight ten stone, and if a razor
has ever seen your face I'll eat my hat. Why, when I was your age I was
18 stone of solid muscle and a Rugby blue who had needed to shave twice
a day for five years."
That shut Bill up.
"You know since we see each other so often," Ted said injecting a
little more firmness into his tone. "And now I know this about you, I
think we should become good friends?" He winked, "It would be in your
best interests I think?"
"Is that what you want? We either become friends or you expose me?"
Bill said trying to restrain the fear that filled voice.
"You said it darling girl," Ted said relishing the look of futile
resistance in Bill's eyes before he added more kindly. "I not doing
this to be cruel Cindy, but because I think given a little time we
could be good together. I like you, you like me, and with your obvious
preference for the feminine life why the hell not find out if I am
right?" He chuckled and added enticingly, "What have you got to lose?"
Ted was a large powerful man, who could both physically and by power of
personality dominate any situation. For years his exploits with both
genders had been a staple of the tabloid press and his toned physique
had been photographed numerous times as he entertained on his yacht.
There were just as many photographs of him at numerous high status
events dressed in his trademark bespoke suits over a polo neck jumper,
with his mullet hairstyle and round glasses with models, pop stars and
actresses on his arm. Ted was a very manly man, and Bill was not, and
he knew it.
"But its your choice sweetie?" Ted said with smile as he slowly trawled
his eyes over Bill and he shiver of delight as he saw the first chip
fall from his defiance.
"Okay what do you want?" Bill said in a shaky voice.
"I don't want anything," Ted said, "I just think that we should get to
know each other better. So what I suggest is you pretty yourself up
when you get home from work tomorrow afternoon and be ready to
entertain me over a dinner date at my place tomorrow evening?"
There was a delicious note of defeat in Bills tone when he said,
"Okay."
"Good then it's settled," Ted said cheerfully. "I'll pick you up at the
bus stop going out of town at 5.30pm prompt. Now like I said I am not
trying to be cruel but I think you should know since last night I have
found lots of lovely footage of the real you on my buildings security
cameras."
"Oh god!" Bill said feeling like he was going to be sick.
"He can't help you Cindy, but I will," Ted said. "Anyway so long as my
pretty dinner date is ready on time tomorrow evening you won't need
him, because you'll have me from now on sweetheart! So will you be
ready Cindy?"
"Yes Ted," Bill said in a helpless tone.
"Yes she'll be what?" Ted twisted the knife.
"I'll be your pretty dinner date," Bill said looking like he was about
to burst into tears.
"Don't you mean 'I'll be you dinner date darling?" Ted shoved it in
again. "I do think you should always tell me what you mean from now on
Lucinda?"
"I'll be your pretty dinner date, darling," Bill said burning with
shame.
"Good girl, now 5.30 on the dot for our date honey," Ted said standing,
and as if he owned the place he walked to the kettle and switched it
on. "I've put the kettle on for you gorgeous, have a cup of tea I'm
sure it will help you accept this Lucy, and I'll see you tomorrow for
our first date sweetheart!"
With that Ted walked to the door and left Bill wallowing in shame and
humiliation at being forced to go on a date with another man! As the
door closed Bill wished he had the balls to man up and just call Ted's
bluff but what the hell could he do? Ted had threatened to expose him,
and he was to big to threaten, to powerful to fight and too wealthy to
be bought off? Did he really have video footage or was it an empty
threat, because no camera was that good, was it?
Feeling like his legs were going to give way Bill walked to his door
and looked over the road at Nightwatch's office building. As he looked
up the building he saw on the edge of the flat roof the tell-tale red
LED glow of an active camera and it was pointed at the car park and
looked straight at his door. As he stood there he heard a diesel engine
and looked round to see his delivery arriving from work.
Thankful of the distraction, Bill busied himself with sorting out his
delivery, but once that was done he immediately started brooding over
what had happened with Ted.
What did he want?
Did he really mean a first date, was it in a going out together type
date?
Numerous scenario's played out in his mind and many of them came from
the part of himself he denied existed, filling his mind with ideas and
images that he found hard to face. Unable to concentrate on either his
latest book from his book's I want to read but not had time to shelf,
or the brain numbing mush the television channels vomited over the
airwaves, Bill gazed into space for a long time before falling into bed
with his racked with self disgusted confusion. Yet underneath it all
was that scary voice from the part of himself he tried to ignore
whispering, "You've dreamed of something like this for years!"
The following morning came to soon, and he awoke feeling apprehensive
about the evening. The feeling did not leave him all day and even his
work mates noticed he was not firing really with it when they enquired
he prevaricated by telling them he had a post grad offer, because there
was no way he could admit to worrying about going on a date as a girl!
Scared about what Ted might do if he defied him, Bill got home and
reluctantly showered and shaved his legs and armpits. Normally getting
dressed as Billie was fun and felt right, but as he sat in front of the
mirror to do his makeup this time he felt sick. Sectioning his hair he
pulled the front back and fastened it up a high pony tail, that left
the rest hanging long, before he clipped a pair of earrings on to his
unpierced ears.
Feeling like he was going to shake apart he slowly dressed, panties and
bra, before rolling a pair of fine 15 denier tights up his legs and
shimmied into very summery midi dress. Slipping his feet into his heels
he realised he did not have time to do his nails as he anxiously clock
watched rushing to finish getting ready before he had to leave at five
twenty. Feeling very apprehensive he slipped on his pink denim jacket
and walked out.
Bill could see his hands shaking as when locked his door and felt like
he was on his way to the gallows as he dropped his keys in his hand
bag. For a moment he hesitantly dithering unwilling to leave the
security he felt by his door before he finally forced himself to walk
towards the bus stop on the main road.
Watching from his office, Ted chuckled to himself enjoying the view and
gave his hungry cock a rub saying, "She'll soon be yours, but not
tonight." Taking his time Ted collected his briefcase, and slowly
walked to his car. Pulling smoothly from the car park he reviewed his
plans, and smiled when he saw 'her' waiting at the bus stop.
Bill felt like his knees were wobbling when Ted's sliver Aston pulled
into sight. Standing by the bus stop he felt incredibly exposed in full
view of the passing traffic, to the point that he almost felt grateful
when the car pulled up and the passenger door swung open. From inside
the leather scented interior Ted's voice boomed cheerfully.
"Evening gorgeous," Ted said, "hop in darling." Letting out a chuckle
as he watched Bill awkwardly getting into the low slung car he
commented. "You'll have to learn how to get into a sports car
gracefully before you start wearing shorter skirts babe!"
"Well look at you Lucinda, don't you look pretty tonight," Ted said in
a pleased tone as he drove along the main road away from town. "It not
far to my place sweetheart and then I can get a better look at you, but
on first glance I like your outfit even if it is a little too cheap and
cheerful for my liking, but the style really does suit you."
Bill blushed and nodded.
"Oh and please try to look like you are enjoying yourself honey, after
all wearing a dress and looking feminine is perfectly natural for a
transgender girl like you, and going on a date is supposed to be fun.
So just relax and try to be yourself, after all that's why I asked you
out in the first place." Ted chuckled and put his hand on Bill's knee
adding, "You look good in my Aston darling, with a bit of work we'll
soon bring out your inner Bond girl, and then you'll really enjoy
riding my beast!"
The innuendo was unmistakable and Bill felt like he was going to throw
up as he felt Ted's possessive hand caress his skirted knee as he
spoke. Bill felt very uncomfortable, and lost in a world of his own
fears and worries he silently listened with out hearing to Ted's
chatter as the drove 20 odd miles out of the town. He vaguely
recognised where they were when Ted turned off the main road and passed
through a small village but it was not until the car stopped at a pair
of gates that the buzzing sound of the motors that opened them yanked
his attention to the present.
Bill had never known anyone who had not only automatic gates, but a
place with enough land to be hidden from the entrance. The cost of such
a place jolted him from his anxiety, and the house that suddenly
appeared as the driveway curved behind the screening trees made him
gasp. It was like something from a Country Living magazine and in
comparison to anywhere anyone he knew lived it was a different world.
"It's not much," Ted said depreciatingly as he stopped by the door,
"but its home."
From the moment Bill walked in it was clear that Ted lived the kind of
lifestyle he could never have imagined. Everything was top of the line,
furnishings, d?cor, and the amenities, which included a tennis court, a
small but well equipped exercise room, and a swimming pool with a roll
back roof! As he was shown round it was obvious to Bill that Ted was
not just wealthy, he was mind bogglingly wealthy and it made him wonder
what it must be like to live in such luxury.
This was just the effect Ted wanted, to show off his lifestyle as an
enticing 'carrot', to counter balance his threatening 'stick' of
exposure. Ted was not in hurry, he wanted to make sure Bill knew what
was on offer before he finally led 'Lucinda' into his large kitchen cum
breakfast room, and said, "Have a seat Cindy or do you think Lucy is
better," he chuckled. "Now I think about it Lucy seems more you...
After all you're delicious to look at, and your face is just like a
juicy Lucy strawberry all red and begging to be tasted!"
That hit just the spot he wanted Ted snickered to himself as Bill went
bright red, which meant he was in the perfect state to view his video
debut, made up of the carefully edited highlights of almost two months
of spying on his feminine alter ego. Grinning Ted pressed the
television remote and the big wall mounted screen lit up to showing the
title 'Bill becomes Billie the Internet Sissy' as Lou Reed Walk on the
Wild Side started playing, at first it was Bill as a boy walking along
the lane but when Lou sang the line 'He became she,' the shot morphed
into Billie the girl walking along the lane. Ted had spent an evening
editing the footage down into a fifteen minute video loop, which he
backed with a sound track of songs that suited Ted plans.
The look of shock on Bill face as the camera tracked his movements,
zooming in on his face when ever he looked in the direction of the
camera. Chuckling lightly, Ted commented, "You look good on film Lucy,
we'll have to do a photo shoot in the near future, I can think of some
wonderful looks that would suit you to a tee." He lifted his iPhone and
snapped a few quick pictures. "But for now these will do."
Bill felt his like his world was ending as he looked from the phone to
the video stunned, and then he basically collapsed onto a seat at the
breakfast bar. Enjoying the look of hopelessness on Bill's face Ted
said in a cheerful tone.
"Now how about a nice cocktail before dinner darling," he chuckled
lightly, "I'm sure you'll feel better with a stiff cosmopolitan inside
you?"
Bill looked at Ted as if he had never seen him before. Somehow he
managed to pull a shred of uneasy self-confidence together as he forced
himself to say. "That would be lovely."
"That would be lovely what sweetie?" Ted stuck the knife in as a
reminder and loved the look of powerless humiliation on Bill's face as
he forced him to use an endearment when he repeated his words.
"That would be lovely darling."
"Much better," Ted chuckled, loving every moment. "I'm sure you feel so
much more comfortable about our future relationship if you use the
correct terms of address towards me from the very start honey...
Otherwise things could end up becoming rather unpleasant for a girl
like you."
This even better than Ted hoped, he had to work so much harder than he
would if he was charming a real woman out of her shell. Having the
exhilarating feeling that came with wooing a female, mixed with the
delicious forbidden fruit of sexually corrupting a straight male into
breaking the ultimate masculine taboo was a very intoxicating
sensation. It was a well practised tactic, once Ted had a male playmate
in his clutches he would start his sexual domination by forcing them to
address him with endearing epithets. Not only did he get the pleasure
of almost tasting the humiliation his victim felt every time they
called him darling, sweetheart and honey, it also started to program
them to think of him in those terms, because as the American
philosopher Peter Kreeft said.
"If you can control language, you can control thought, and if you can
control thought then you can control action, and if you can control
action then you control the world."
Not that Ted wanted to control the world, he just wanted to control
Bill's perception of who and what he was.
Bill was sat at the breakfast bar clearly wallowing in shame, which was
just where Ted wanted him, as he said with a bright cheerful note in
his tone, "Your drink darling," as he set the strong cocktail on the
bar. "Enjoy!"
What choice did he have Bill asked himself as he hesitantly sipped his
drink?
He had never had a cosmopolitan before and although he was hating every
moment he was trapped in Ted's company, he was surprised to find he
liked the drink.
"What do you think Lucy Juicy, do I make a good Cosmo or what?"
Looking at Ted's smirking face he knew, much to his shame, that he had
to play along and forced himself to say after another larger sip, "Mmm
that's lovely." He felt Ted's eyes harden as he gazed at him. Terrified
at the idea he might post the video onto his Facebook page Bill burned
with self-hatred as he added, "Darling."
Ted was a surprisingly good cook, not that Bill noticed with having his
video image on the wall in front of him the whole time. Although he
ate, he could not have told you what it actually was, or the nature of
their conversation as he answered by rote, fearful of the consequences
if he should resist Ted's twisted language demand.
It was only once the dinner was finished was he finally able to force
himself to ask, hating the begging whine in his tone, "Please Ted will
you turn that off, please?"
"Why?" Ted said. "You look smashing in it Juicy."
"I look awful!" Bill said.
"Awful, no not at all darling. You look cute, and with a better
hairstyle and some professional help you'd easily go beyond cute and
become the kind of full-blown hotty any man would love to squire!"
"But this is," Bill waved at how he was dressed, "is just stress relief
not a life choice."
"No darling, it's more than that and you know it. I've spent far too
much time in my life around girls like you Lucy to not to know that,"
Ted chuckled. "The computer business is full of women just like you
babe, so don't think you lie to me about!"
Bill blushed brightly.
"I've interviewed too many girls like you, and almost all of them
admitted that before they accepted the truth about themselves they
tried to live their lives showing the world a pathetic male construct!
Stress relief indeed, you spend far too much time dressed as Lucy for
that excuse to fly young lady!"
The feeble amount of self-confidence he had pulled together when he
made the request crumpled inside Bill and he wailed, "What do you want
from me Ted, I thought we were friends?"
"We are friends darling, and friends don't pull punches when they think
their friend is in denial, and you sweetheart are in denial."
"Can't we just forget this ever happened, please?"
"And what then sweetie?" Ted chuckled, "You hide yourself away behind a
flimsy attempt at masculinity for the rest of your life? What sort of
friend would I be then, if I knowingly let you crawl away to spend the
rest of your days trying to live a life that you are clearly unfit to
fulfil? You're never going to be a man Lucy, after all if you were fit
to be a man you never would have started habitually dressing as a girl
in the first place?"
Bill looked close to tears, and Ted felt his cock quivering in his
pants as he delighted in breaking his masculine emotional restraint so
easily.
"You're not a male in the true sense of the word Lucy, and you never
have been. Oh you might have the genetic markers for masculinity, and
show a few male traits, but so do many women who don't have your
genetic problem. Watching you pretending to be a boy over these last
months has been at times embarrassing for a real man like me, having
put up with a seeing your pathetic girlish attempts to act like a man.
Good heavens girl did you honestly think that you have any right to
consider yourself the same gender as a real man like me?"
Ted could see his words were working and all it needed was to find the
right button to press and tip Bill over the emotional edge and he could
really set a hook in him.
"You're nowhere near a real man and its about time you stopped
pretending that you are the same as me, a real man, and accept the
truth about yourself, that you are a girl! Deep down you know it,
that's why you spend all your time dressed like you do!" Ted said in a
voice that mixed mockery, observation and mock anger at 'her'
presumption that 'she' was the same gender as a real male.
"You know as well I do that the it's not dressing as your true gender
that you're so ashamed of, but having the presumption to pretend to be
a male, because you know that as a man who needs to dress up as a woman
you're a disgrace to real masculinity, and are not fit to call yourself
a man!" Ted said adding a little heat in his tone, "Trust me darling,
you'll feel so much better if you just admit to me now that you're not
a real man, and are unfit to class yourself as the same gender as me,
because you're not like me. You're a girl Lucinda, sure a transgendered
one, but a girl all the same!" Ted could tell he had almost pushed him
enough, and it was time to let a hint of nastiness into his semi laugh
when he added, "Unless of course you're one of limp wristed poofter
boys of course, either way you're not a real man are you... Girlie?"
Tears were now running freely down Bill's cheeks and Ted laughed with
just the right edge of mockery in his tone, "See I told you, what sort
of man sits blubbering like a girl, let me tell you my girl, either a
poof or a tranny that's who! So what are you Lucy? A poofter or
transgendered because you're not man that's for sure!"
"I'm a tranny and I wish I was a girl!" Bill wailed losing control of
his emotions as tears really started streaming down his face almost
shouting, "Are you happy now!"
"No, but it's a start!" Ted said with a smile. "And I'm sorry I had to
do that to you baby, but now that you've admitted the truth about
yourself to me, we can start to addressing why you won't to embrace who
you really are, and to do that you need to face the truth, and face the
truth you will my girl, that is a promise!"
Bill was sobbing quietly, and Ted took the opportunity to wrap his arms
round 'her' saying, "There, there, honey let it out sweetheart, let go
of all the angst, and the shame, it will all be fine, trust me baby
girl. I'll help you come to terms with it, and get you all the help you
could ever need to escape that the pain of trying to be what you are
not."
It took every ounce of Ted's self-control to hold 'Lucy' without
pushing his almost rampant cock against the slender girlish body in his
arms. Whispering sweet nothings into Bill's ear until the sobbing
slowed and finally stopped. Counting slowly to ten Ted loosened his
embrace and said kissing Bill on the forehead, "Feel better now,
sweetheart?"
Bill sniffed and nodded. "Yes a little."
"See sweetheart I told you that you would!" Ted crooned, not wanting to
break the moment but knowing he had to. "How about another drink, I
think you could use one?"
"Can I just go home?"
"Not yet darling, I want to enjoy your company some more," Ted said
exercising his control as he fixed 'her' another stiff cosmopolitan.
"I'm been wanting to get to know the pretty girl who lives over the
road from work for ages."
Bill took a shaky breath and asked with a tearful sniffle, "H.. How
long have you known?"
"I suspected pretty much from the moment we first said hello," Ted
said, mixing the cocktail with a skill that indicated some familiarity.
"You did not give off that I'm a man vibe, which then got me wondering
if the a girl I'd seen a couple of time putting the rubbish out when
I'd been working late was actually you Luce, but I did not confirm it
until you walked into my headlamps last week."
Picking up serving tray containing 'her' drink and his almost untouched
beer, Ted said slipping his arm about Bill's slender waist, "Shall we
retire to the patio and enjoy this wonderful evening my darling?"
Having ripped Bill emotionally apart in the half hour since dinner, Ted
had switched gear becoming kind and considerate of his guests feelings.
This rapid switching of his manner was another tactic he used to
confuse his intended playmates emotional state. The idea was to keep
them off-balance so that they never quite regained their composure,
which made them receptive to forming a sense of emotional dependence on
him.
Guiding 'her' to a two person kissing seat swing chair, saying, "Have a
seat honey, the sunset view from here is almost as gorgeous as you
are."
Bill's mind was a confused mass of conflicting thoughts as Ted led him
to the swing seat and acting like the perfect gentleman helped him sit.
One part of his mind verged on hatred for how he had pushing him to
lose control and release the dammed up well confusion he had always
felt about his gender, the other part felt a strange twisted gratitude
for the way Ted had been there for him when he had lost his emotional
control.
Grinning to himself Ted slipped onto the seat beside 'Lucy' and
casually slid his arm along the back rest commenting at the
quintessentially English view of the countryside stretching away before
them. "Wonderful view isn't it darling?"
"Yes," Bill said somewhat lifelessly as the arm behind his head
tensioned, and after a split seconds indecision added, "Honey."
"See sugar in gets easier every time," Ted said radiating a sense of
contentment as he eased his arm round 'her' shoulder, relishing the
faint tremors he felt running through Bill's girlish body. "It good
that you are beginning to use your language in the manner that a pretty
girl like you should, and you are a very pretty little girl aren't you
Juicy?"
"If you say so dear," Bill said in a low monotone.
"I do say so sweetie," Ted said. "And a good girl like you really
should start doing and believing what her man tells her from now on. I
hate to think that you might be one of those vile feminists sweetheart,
other wise I'd have to take steps to cure your delusions of grandeur
about being as good as a man," Leaving the comment hanging for a moment
before he added, "Because you know you're not don't you Lucy?"
"I know Ted, you're right," Bill whispered in a horsely, his voice
filling with emotion again. "I'm not."
Twice more as they sat like lovers on the seat Ted demolished Bill's
masculine 'front' each time pushing his emotional control passed
breaking point, before bringing him back down with kind consoling
words. With each assault on his masculinity Bill's 'front' became more
flimsy, revealing more of the feminine behaviour it hid.
Whether it was because he was trapped as 'Lucinda' or simply because he
had become used to aping feminine gestures when he was dressed, but as
his public persona slipped Bill started to lose the control he usually
had over his behaviour cues he had picked up from growing up with out a
father. Emotionally conflicted he not even think about trying to hold
onto his usual public demeanour.
Ted smirked at the increasingly feminine gestures but did not mention
them when he pushed once again, "But you're not a real man are you
darling?"
Bill shook his head an sniffed, wiping his eyes as he said, "No I try
so hard to be, but I'm not." The arm over his shoulder felt suddenly
heavy until Bill added, "Sweetheart."
"Good girl and you're right, you're nothing like a real man, but you
don't have to try be one any more with me love, do you?"
Bill shook his head. "No, I guess I don't, honey." Inside he was no
longer trying to comprehend how he came to be sat here with Ted's arm
round him, he just was and in the depths of his emotional chaos he
could not stifle the feeling that it felt nice.
"That's right, my lovely, you're not as good as a man, because you're a
girl. A girl with a minor genetic problem, but that is nothing that
can't be easily fixed," Ted paused and let that sink in 'Lucy's'
emotionally messed up mind, before saying gently cuddling 'her' to his
side, "Not that you need to worry about anything about that now you're
being honest with yourself honey, because a girl like you just needs to
let their man make the decisions, and just concentrate your girlishly
limited mind on the important things in life, like becoming as feminine
as you can so you can be attractive and pleasing for the man who loves
you."
"B... But I'm not a real girl Ted," Bill said pulling a shred of his
public self from somewhere.
"Of course you are a real girl honey, look at yourself? Do men enjoy
wearing dresses, make up, or heels? Of course they don't, and what are
you enjoying wearing darling?"
"A dress and heels," Bill whispered.
"Yes and you prefer it don't you, dressing as you should babe?" Ted
said gently, he had got Bill just where he wanted him and was enjoying
himself immensely.
Bill let out a deep sigh and admitted. "Yes!"
"Good girl," Ted said. "See you're being honest with yourself now Lucy,
and quite rightly so because you are a girl. In fact you're a very real
girl darling, just one who needs a little medical help to clear up that
minor genetic defect I mentioned, wouldn't you agree honey?"
Bill nodded. "Yes, I supposed, Teddy."
"Good girl," Ted said liking the surprising use of his name. "Just
leave everything to me, and your boyfriend will see that everything
gets better darling."
Wiping his eyes, Bill nodded.
Having totally smashed Bill masculinity it was time to remind him of
his trump card, and Ted said. "Now no one knows about our little secret
babe, and if you are a good girl for me that will not change," Ted
chuckled, "Not only am I selfish about keeping my girlfriends to
myself, but I'm sure keeping things quiet will make it easier for you
to come to terms with finally being honest about who you are," Ted
waited until 'Lucy' nodded. "But if you stop being a good girl, or
start turning into feminist on me and start thinking that you are a
good as a man, and I can't encourage you back on to the path of true
femininity, then I can't guarantee that our little secret will stay
secret?"
This was another tactic Ted had developed turning straight boys onto
his cock, he'd reinforce the taboo of even slightest of homosexual
activities and then use the fear he had generated about being exposed
to manipulate them. It could be as simple as a 'real' kiss or their
first hesitant physical contact with his cock. It did not matter what
they did so long as he could spin it to them, that they had indulged in
a rampant homosexual act. This gave Ted the taboo breaking secret about
their 'true' nature, which allowed him to use the fear he had created
to coerce them into performing increasingly depraved sexual acts with
him, until they became so used to sating his sexual desires that they
were willingly serving his cock and he no longer needed to threaten
their secret, usually because by then he had publicly turned the boy
out as a cock loving poof!
It appeared to Ted so far that the same tactic was even more effective
on transgendered people and wished he had actively considered this
route before, it would have saved him a small fortune in divorce fees!
Bill shivered, even recovering for the depths of his emotional
breakdown the unstated threat in Ted's kind and compassionate tone
amplified his fear of exposure as he continued.
"But you want to be a good girl for me my darling, I can see that, I'll
see that you get to spend all the time in surrounded in a world
femininity and never have to think about anything other than being
yourself for me."
Bill nodded mentally he was emotionally exhausted and had lost all his
self-control as he said honestly, "That would be like a dream come true
Teddy."
"Good girl, you can bring your real wardrobe here, and then I'll always
be able to enjoy having the lovely Lucinda decorating my home," Ted
said compassionately. "Now I am sure your wardrobe is not extensive and
of a lower quality, but I'll tell you now that if you're my girlfriend
then you're not going to be dressing like some low quality council
house wench in supermarket clothing, you'll be a high-class designer
dressed girlie girl who wants to look immaculate from the moment you
rise from your feminine boudoir to the moment you retire."
Bill leaned into Ted as he said, "Could I really Teddy?"
"Of course babe, you'd be able to spend your days, wrapped in silk and
satin, wearing only the finest lingerie. Sexy bra's, panties, bodies
and corsets, with your legs encased in the finest stockings feeling
perfectly feminine in sexy dresses and high-heels. Your hair will be
immaculate styled, and your hands will have the kind of manicured nails
that declare to the whole world that you don't need to work because you
have a boyfriend who keeps you. Your time will be spent keeping your
body in shape at dance classes and getting your hair and nails done, or
shopping for your feminine finery, and where ever you go honey men will
lust, and women will envy your beauty."
Bill blushed with desire, and a part of him wished he did not desire
the life Ted described 'his' girl living, but he did, and his yearning
for such a life motivated his answer when he was asked.
"You'd love your boyfriend to do that for you, wouldn't you darling?"
A small bush fire of shame ignited inside him but Bill nodded and said,
"Oh god yes honey I would."
"Good girl my darling. Then it will be so," Ted said feeling his ardour
rising, "You just leave it all to me, your boyfriend, and I promise you
very soon you'll be able live that life, and we both want that don't we
sweetheart?" He slid off the seat and held 'Lucy' close saying, "All
you need to do is tell me that you want it, and I see to everything so
that you really can lead that life as my girlfriend Lucinda?"
"Oh god yes, please do Teddy," Bill whispered, "I want you to do that,"
not realising just how overwhelming what he had just agreed to would
be.
Little did Bill know as he sat there with Ted's arms round him, that in
agreeing to let him take care of everything meant he would in fairly
quick succession lose his job, his flat, his ambitions and even his
identity, to become the person Ted desired, his girlfriend.
"Good girl sweetie," Ted lightly kissed, 'Lucy's' forehead adding, "No
one will ever have to know that pretty boy Billie bloomed into Ted
Knight's sexy girlfriend Lucinda, we'll take things one step at a time
starting in the morning baby. Now don't worry about a thing, we'll keep
everything on the quiet so no one notices what you are doing, and in
just a few short weeks you'll be living with me in that world of
femininity you desire."
Bill did not know what to think, his brain was a mass of conflicted
thoughts, fear, desire and although he was aware that he had said yes
to something, exactly what that was still eluded him, until Ted said,
"Mmm, my darling even with your makeup a mess you're still so pretty."
And kissed him gently on the lips!
That chased everything else away, he was being kissed by another man!
He could feel Ted's lips on his lipstick, the sensation of his tongue
teasing his lips, and even more scarily he was responding, it felt
nice. What the hell was happening to him?
"Oh my god," Bill silently screamed, he could not be enjoying the
feeling of having another man kissing him like this, only he was and he
did.
Bill did, and did not want to pull away, but held in Ted's strong arms,
aware of his muscular body gently restraining him in place he had no
choice, until his lifted his lips whispering, "Mmm you taste as good as
you look baby, was that your first real kiss Lucy?"
Burning with embarrassment Bill nodded and gasped, "Yes..."
Ted had deliberately held the kiss until he felt 'Lucy's' surrender and
respond to his lips kissing 'her.' It was another of the tricks he used
turning straight boys, when he took the first kiss from a boy who had
never kissed another boy before, he would hold the lip lock until they
responded so he could say gazing into his playmates eyes. "I'm so
pleased that it was me who got the first to kiss from your virgin lips
my darling, did you enjoy it as much as it felt like?"
Bill wanted to lie, but trapped by Ted's eyes he shamefully nodded.
"Was that a yes darling?" Ted asked, sticking to his usual script when
turning someone. "That you enjoyed having your boyfriend kissing you?"
Bill's eyes were glistening with barely contained emotion and then the
dam burst again as he almost babbled, "Yes, alright I enjoyed it."
"I'm so glad Lucy," Ted crooned. "Enjoying being kissed by your
boyfriend is how a date should end for a girl don't you think baby?"
"Yes," Bill whispered looking at Ted in amazed shock as the words 'your
boyfriend' finally consciously registered, "Teddy."
It was all just too much for Bill through out the evening 'date,' Ted
had been steadily stepping up the pressure, taking him on an emotional
roller coaster that had now resulted in having to accept that something
in his sexuality liked the idea of having a 'boyfriend.' The revelation
released a wave of emotions, denial, shame and embarrassment, and from
that long denied area in the depths of his mind, desire.
"I.. I umm really should go home now Ted it's late," Bill said
attempting to stand, needing to escape and somehow try to resolve his
conflicted emotions.
Ted chuckled lightly taking advantage of 'Lucy's' attempt to stand to
switch positions so 'she' was now precariously sat on his lap, "Not yet
darling, I'm still talking," Lightly running a hand over 'her' thigh he
eased 'her' against his chest as he continued nuzzling 'her' ear as he
spoke, "Now you're my girlfriend baby, you've got to get used to
accepting my decisions are what matters, and you will, just like you
accepted you like being kissed by me."
Bill felt paralysed as Ted strong arms cradled close him to his chest.
It felt so wrong, and yet there was something perversely reassuring
about being held like this. The feeling of Ted's breath as he spoke and
strange alien sensation of having a manly bristled chin nuzzling on his
neck and ear felt equally wrong yet it was also unnerving comforting.
For a moment Bill felt almost content and then he suddenly became aware
of where Ted's hand had strayed, it was running over the V of his legs
and on to his penis!
"Good," Ted cooed into 'Lucy's' ear, "it's nice and small which is
perfect for a transgender girl like you, and don't worry about the
future of this oversized clit between your legs baby, because its
presence in your panties is such a big part of what makes transgender
girls you so attractive to me."
Bill felt rooted in place unable and to his shame unwilling to halt the
progress of Ted's exploring hand as it slid over his body's response to
his caresses, and the sound of the contrarily comforting cadence of his
assured tones in his ear.
"Now you're my girlfriend Lucy, these," Ted's voice whispered as his
hand swept over his home-made breast forms, "are top of the list for
serious improvement my darling."
Ted kept 'Lucy' on his lap, telling 'her' how things would be in their
future now 'she' was his girlfriend until long after the sun had sunk
over the horizon. Only when 'Lucy' was as comfortably relaxed as 'she'
would ever be at this stage in their relationship was he willing to
drive 'her' home.
"Thank you for a lovely date my darling," Ted said before giving her
long snog before he let 'her' out of the car by the bus stop, adding as
sent 'her' home with a firm spank on her arse. "Be ready in the morning
Lucy and I'll pop round early in something more discrete than this
beauty, and we can make a start on moving you out of Bill's life babe."
With Ted words ringing in his ears Bill staggered away from the car. On
his buttock he could feel the hand shaped burn as he stumbled back to
his bedsit wobbling like he had never worn heels before. The 600 yards
from the bus stop to his bedsit felt like a mile, and it never seemed
to get any closer until at last he was finally able to close the door
behind him. Shutting the door, there in front of him from the mirror
opposite he could see his makeup smeared reflection and was suddenly
assailed by a wave of shame, what had he done?
Gazing at himself Bill felt like he was going to be sick. Slumping down
on the nearest chair he tried to recall what had been said, but as soon
as he thought about the evening all he could recall was the shocking
revelation that he had enjoyed having another man kiss and cuddle him,
and earth-shaking truth that he was dating Ted! As that all hit Bill
like a ton of bricks the acid bite of self-disgust coursed through his
body. Unless he wanted his future ruined he had no choice but to accept
that he was going to be Ted's girlfriend for as long as he wanted, and
there was nothing he could do about it.
Yet even in the depths of his self-disgust that part of himself he
always denied was telling him in a powerful voice, "You liked it, you
enjoyed it, he treats you like the girl you've always felt you are. You
can't lie to me, you want to be his girlfriend, and live that life of
femininity."
Ted for his part drove home chortling with delight, knowing that it
would not be long before he had Lucinda permanently in his life. With
the video, the photographs he intended to take, and the small but
emotionally scaring body modification he intended to make to 'Bill's'
body in the following day there would be no way 'he' would ever dare to
leave him. Even if at some point what remained of Bill after he had
gone to town on his body did attempt to rebel and escape 'her' trophy
wife life 'she'd' never be able to do it, because Ted intended to hold
the opportunity to replace the shrivelled and useless lump that would
soon reside in 'her' panties with a hot feminine hole as his trump
card. He would offer to give her one when she asked, but never fulfil
it, because while that remained in 'her' panties Ted knew 'she' would
be irreversibly chained to living as his trophy wife!
Early next morning Ted pulled up outside Bill's bedsit flat driving a
white van with a logo on the side saying Eddie Chess Building
Solutions. Instead of his carefully constructed business professional
image, he was unshaven and wearing a pair of overalls with his
instantly recognisable 'mullet' hairstyle hidden under the battered
flat cap on his head. It was a startling change of appearance, and it
made an effective disguise.
"Morning babe," Ted said when a still sleepy Bill opened the door.
"Eh... what Ted?" Bill said having been jolted from his sleep by the
banging on his door. After spending most of the night tossing and
turning as he tried to come to terms with what had happened over
dinner, he had only been asleep for a couple of hours when Ted jolted
him for his bed well before 8am.
"No darling!" Ted said in mock anger. "This is not how you should greet
your boyfriend in a morning, why aren't you up and dressed? I told you
I'd be here early! You should be well on your way to looking feminine
and pretty for my arrival?" He stuck the knife in early. "Because if
you carry on like this and I can see your friend Billie becoming a big
star on the internet."
That woke Bill up begging, "Oh god, no please don't!"
"Hum, well we'll see," Ted said delighted at the effect his early
arrival and threat had. "I can see that it's just as well that your
council house existence will soon be ending." Looking at Bill stone
faced he said sternly, "I will not have my girlfriend acting like some
common council estate slapper! In fact later today I will arrange for
you to get an aid memoir so you cannot forget that you have a boyfriend
to think about now!"
"Sorry!" Bill blushed brightly, and babbled fearfully, "Can we start
again please, what are you doing here?"
"What am I doing here what, sweetheart?" Ted said enjoying the fear and
confusion Bill was radiating.
Once again Bill felt the acid taste of self-disgust as he said, "What
are you doing here darling?"
"That's better, now put some lipstick on and give me the welcoming lip
tingling kiss you were supposed to greet me with babe!"
Terrified Bill ran for his make up, fixed his lips and gave Ted a long
kiss. Such was his fear of exposure that it was only once his lips were
being ravished and he felt Ted's unshaven face on his that he
sickeningly comprehended what he was doing, and yet still there in the
back of his mind was that voice telling him, "Liar, you like it."
"Good girl!" Ted said after he had extracted his kiss from Bill. "Much
better, now I'll put the kettle on make my own coffee just this once
while you get dressed in that nice dress you wore to the Panther last
week, and fix your hair and face, now chop-chop we don't have all day
my love!"
Making his playmates kiss him when they saw him was another of the
tricks Ted used when he used to amuse himself turning straight boys,
and it was just as effective on Bill. Making them do such an effeminate
(or feminine in Bills case) thing forced them to ignore their initial
masculine aversion to kissing another man, and when repeated often
enough they eventually came to consider it normal.
Adding as Bill scurried away, "And while you are doing that I will make
a start packing your clothing darling, oh and I ordered you some better
tits after you left last night, if we're lucky they should be waiting
by time we get back to my place this evening."
Bill hated himself when he felt a surge of excitement about replacing
his rice filled home-made breast forms with something more realistic.
"And if Ted bought them they'll be top of the line," a little voice
said from that part of his mind he had spent most of his life able to
ignore.
With in an hour all of Bill's feminine items were packed in the white
van, along with most of his personal heirlooms, photographs of his
parents and the like. As Ted packed 'Lucy's' wardrobe, he had found a
small jewellery box, and inside was his mother engagement ring and a
few nice pieces of jewellery. Smiling when he saw the ring, Ted called,
"I like your jewellery box Luce, it will look lovely on our dressing
table and you really should wear some of it darling it's too nice to
hide in a box, especially your ring, I'll leave that and a few pieces
out and you can wear them when we go back to 'our' house."
Adding feminine touches to the public appearance was another of the
tricks Ted used on his straight boy targets, and what made it even more
delicious with 'Lucy' was she already owned the jewellery he was going
to make her wear.
"That looks lovely on you babe," Ted commented pulling 'her' close for
another kiss when 'she' sheepishly came out of the bathroom. Holding
'her' close after he broke the kiss, he added pulling 'her' onto his
knee as he sat at the table beside his empty tea mug. "And you'll be
pleased to know love, that I emailed the council for you last night and
said you'll be giving this place up at the end of the month, and I've
also informed your supermarket job that you wanted to leave now your
course has ended, so your last day is next Saturday."
Bill felt like his knees had been cut off. "You what?"
"What, what darling?" Ted said giving 'her' patronising tap on 'her'
head with a finger.
"What did you do that for sweetheart?" Bill said feeling sick to his
stomach.
"Lucinda!" Ted said firmly. "I made my views quite clear last night
that I will not have you demonstrating any hint of feminist claptrap,
and questioning my decisions is feminist claptrap! You should be happy
that I have decided that since we're going out with each other, you
don't need this place or that common job, because from now on I am
going to keep you in the lifestyle you asked me to give you last night!
Now obviously it's your choice sweetheart, you can either be my
girlfriend living a life of feminine luxury, or become known as Billie
the internet sissy?"
"I want to be your girlfriend honey!" Bill said anxiously terrified of
having his secret exposed.
"Good!" Ted said. "Then we'll have no more of that sort of nonsense,
its done, you're finishing your job and moving in as my girlfriend and
that's the end of it, and now I think you owe me a long apologetic kiss
for acting like a common slapper Lucinda, and forgetting that your
boyfriend knows best!"
Ted milked the kiss for all he was worth, and he kept kissing 'Lucy'
until 'she' finally responded, only then did he chuckle. "I think this
will look better on here darling," and slipped the engagement ring from
'her' jewellery box onto 'her' ring finger.
"Time to go babe!" Ted said and took hold of the hand now decorated
with the ring and led 'her' out to the van.
Bill had never been out this early in the day dressed, and it was a
very alarming proposition to be in full view of the various people who
worked or shopped at the nearby out-of-town retail developments as they
went about their Saturday morning routine. Once again in that same
confused state he had been in pretty much since Ted 'trapped' him, he
felt like he was on a roller coaster ride with no way of getting off.
The problem was deep down he knew that the more Ted pulled him into
living as his girlfriend the more the long frustrated feminine part of
Bill liked it, and knowing that about himself made him feel sick.
Ted, in his workman clothing looked remarkably different to his usual
debonair businessman self and if Bill had not known it was him, he
doubted he would have recognised him looking like he did. Ted was
chatting away about how much he was looking forwards to having
'Lucinda' living under his roof as he drove Bill from the bedsit into
town. Seemingly driving aimlessly around, stopping occasionally to pick
things from builders merchants, including a trip into Costa's which was
scary, and yet the almost normality of all did somewhat calm Bill's
turbulent emotional state.
At first Bill had felt very uncomfortable walking round hand in hand,
or with Ted's arm round his waist as they went from the van to the
various builders and decorators suppliers but slowly he got used to it.
He was not sure if he liked it very much, although something in him did
as stood beside Ted as he ordered various building supplies and
purchased plaster boards and lengths of three by two.
"I'm doing up the old summer-house," Ted commented when they left the
first supplier. "I've been meaning to do it since I bought my place,
but not got round to it yet."
"I would have thought," Bill said, "you'd get someone in."
"Why bother? I enjoy doing minor building work, after all I spend most
of my working life either sat at a computer arguing with code or being
a businessman, and I've found over the years one of the best escapes
from that sort work stress is doing something more manly," Ted said,
giving the knife a little twist, "Not that a girl like you'd understand
this babe, but doing manual work lets a bloke express that masculine
urge to work with his hands, building something permanent rather what I
do at work where the product is more ephemeral."
After about three hours they eventually returned to Ted house and
dropped off the supplies and Bill's feminine clothing, before they were
off again and as they pulled away Ted said.
"I was going to do a photo shoot with you today, but from your
performance this morning, I think its best that you get your aid memoir
immediately, so you have it as reminder that you are my steady
girlfriend, and have to think of how your behaviour affects me now
Luce."
For someone who usually drove high performance cars Ted handled the
white van with ease and it took about an hour to reach their
destination in a small town some forty miles from the house.
Telling Bill in a firm no-nonsense tone as they got out of the van in a
yard behind the high street, "Just be quiet Lucy, and do as you're
told, Pats and Wolf are old friends but they know nothing about who I
really am, and I want to keep it that way, okay!"
Bill nodded saying, "Okay, yes darling," wondering what the hell was
going on.
"Is this her Eddie?" a very effeminate man said.
"Yep!" Ted said in coarser west country accent that was completely
different his usual public school educated eloquence. "This is my
Cindy."
"She's going to be so pretty!" Patty gushed, smiling at Bill as he
added, "You're a very lucky girl, Eddie is such a hunk." He giggled,
and took hold of Bill's hand. "Help yourself to a coffee Eddie and
follow us through to the studio. This way honey and I'll have your ears
sorted out in a jiffy, and by the time I'm finished Wolfgang should be
done with his client."
Patty was the kind of unrepentant effeminate gay man who could have
stepped from a 1970's television sitcom. He was about the same age as
Ted, and walked with a very gay mince as he led Bill up some stairs and
into brightly lit room that resembled a doctor's office.
"Have a seat sweetie," Patty said pulling on a pair of latex gloves.
"And I'll pierce your ears, two in each lobe and a helix on the left
right?"
"Er, Yes please Patty," Bill said, although he had not known he was
getting his ears pierced he had been wanting to get them done for a
long time but never plucked up the courage to go through with it. As he
slipped into the seat, the faint buzzing he had heard coming from the
next room ended, which made Patty comment as he picked up a piercing
gun, "Sounds like Wolfgang is finished, Eddie told him last night what
you wanted and he's done the stencil, so it won't take long."
The four holes Patty punched in his ear lobes did not hurt at all, but
when she moved the gun up his left ear and punched a piercing through
the cartilage that made him yelp.
"Sorry Cindy, but helix piercings do have a bit of a sting, I should
have warned you, ah well it's done now." Pressing a button on back the
chair where Bill sat, it suddenly started to folded out becoming a
padded bench as a big burly man with a beard came in to the room saying
in a heavy German accent holding a small sheet in his hand, "Is zis
Eddie's girl?"
"Sure is, and isn't she cute lover?"
"Goot, I do now," Wolfgang said in an impatient tone. "Roll on to left
side and lift skirt please."
Unsure of what was going on Bill did as he was asked, and felt Patty
lift his dress a little higher and pull the side of his panties down.
With a thump Wolfgang pulled up a stool and sat beside him pawing at
his exposed hip. Although Bill could not see what he was doing it felt
like he was positioning the sheet on his skin.
Wondering what the hell was going on Bill was vaguely aware of Patty
wheeling a cabinet beside Wolfgang, as he said, "Here yes, Eddie?"
"Yeah, just there Wolf," Ted said from the doorway behind Bill.
"Goot."
Bill saw Wolfgang pick up a wipe from the top of the cabinet and felt
him pressing it against the sheet on his skin clearly transferring the
design from the sheet onto his skin. It was only then that Bill
realised he was about to be tattooed.
It hurt, it hurt a lot more than he imagined it would once Wolfgang
pressed the tattooing gun against his hip and started impregnating ink
into him, permanently marking him with Ted's design. Bill wanted to
refuse, to scream he did not want to be tattooed, but by then it was
too late, because the buzz of the tattoo gun was already painfully
punching indelible ink deeply into his unblemished skin. He was stunned
that Ted was having him permanently marked, and it felt to Bill like he
was putting his brand of ownership on him!
The design was not large it did not need to be because the emotional
effect was enormous, and Bill did not know whether he was thankful or
sickened when it was over.
"Is done, goot yes?" Wolfgang held a mirror so Bill could see the two-
inch tall black chess knight tattoo, which was now inked into the skin
of his hip. Looking at it in horror Bill realised that for the rest of
his life he would have that black knight towards the front of his right
hip!
Bill wanted to say he hated it, but fearful of the consequences he did
not dare contradict Ted, who was saying to Wolfgang.
"That's perfect Wolf, absolutely perfect just what we wanted!" Bill
could hear the threatening undercurrent in Ted voice as he added,
"Isn't it babe?"
"Yes darling," Bill said once more feeling the acid bile of
humiliation. "Just perfect."
"Goot," Wolfgang said covering the fresh tattoo with taped into place
cling-film and a wound dressing. "You see she keep clean yes Eddie?"
"Yeah, no problem Wolf, thanks mate."
"You like Cindy?" Patty said. "It looks great."
Bill was not at all happy about being branded with Ted's mark, but with
his amused eyes on him he said he was, and gushed about how happy he
was with his new tattoo, even though he felt nothing but shame inside.
"Teddy," Bill asked hesitantly when they were driving away in the van,
"why did you do that to me darling?"
Ted smirked secretly at the way Bill asked him and said aware of the
semi in his pants, "Two reasons babe, the first one is like I said,
it's an aid memoir to remind you of your place, and secondly because I
wanted to," He chuckled and added, "I've always liked the idea of being
able to permanently mark a girl as mine, and now I have."
"So you branded me?" Bill said.
"You could look at it like that I guess," Ted said with a laugh. That
was exactly what he had done and eventually intended it to be more
obvious as he would have 'her' get have a teddy bear tattooed behind
knight, so it said Ted Knight in pictorial form.
"But I feel it's more of a sign of my love for my girlfriend, you know
rather like a love bite I've given you, only this one will never fade
away babe."
"Oh!" Bill said feeling sick to his stomach as he felt the throbbing
from the abraded skin of his hip.
Stunned that he could have done such a thing to him, Bill sat in
silence for a while as they drove back to Ted's place before he asked,
"Why did you call me Cindy, Teddy?"
"For the same reason as I drive this builders van when I want to go
somewhere incognito. When I spent a lot of time in the same circles as
Patty and Wolf, people in that world knew me as Eddie Chess, like I
said they don't know anything about my professional life and I want to
keep it that way." He caressed Bill's leg, "Also I thought that you'd
feel more comfortable about putting some space between Cindy, Eddie the
Builders bird, and Ted Knight's glamorous new girlfriend Lucinda?"
"Oh!" Oddly it did sort of make sense.
At one time Ted Knight's hedonistic antics had been gossip column gold,
and his debauched years had been well documented in their pages, but as
his business matured it made sense to calm his lifestyle down at least
publicly. This was easier said than done as his success meant he was
still very much a person of some interest to the journalists on the
celebrity pages. Since from business point of view it made sense to get
press about what he did in business rather than for his hedonistic
lifestyle, Ted had created Eddie Chess building contractor for when he
wanted to blow off some steam.
The sun was starting to dip on the horizon as they drove back, and Bill
was both hungry and in rather a lot of pain from his fresh tattoo. The
seat belt was pressing against the wound on his hip and the slow
traffic meant that every bump in the road rubbed the belt against it a
little more. For Bill the drive back to Ted opulent house could not be
over fast enough. Much to Bill's discomfort they did not go straight
back, instead they pulled into a small industrial estate that was
seemingly some miles from Ted's home.
Parking the van in a lock up, Ted jumped out, saying when he saw Bill
wincing as he got out, "Is it really sore babe?"
"Yes," Bill said through gritted teeth.
"Well, well be home soon," Ted said collecting a parcel up from a
delivery drop before he locked the doors to the builders lock up.
Picking up the parcel and taking hold of 'Lucy's' hand he led 'her' out
of the rear door and along a foot path until they reached a high wall
with a locked wooden gate hidden behind some trees. Unlocking the gate,
Ted chuckled. "Very few people know this is here, but it's how I'm able
to come and go with out anyone connecting Eddie the builder with Ted
Knight," Behind the gate was a battered old Land Rover, and in under
ten minutes Ted was parking up in a shed at behind his home.
Ted showed a lot of compassion as he helped Bill into the house,
asking, "I've got some really good painkillers if it's that painful
babe."
"Yes, please Teddy," Bill said feeling like his hip was on fire.
"They are kind of strong, so regardless of how much it hurts you'll
sleep tonight. They are left over from the ones the doctor gave me for
the flight home after I broke my leg skiing in California two winters
ago, I'll get them out after we've eaten Luce." He grinned and gave
Bill a kiss. "You just take a seat and I'll knock us something to eat."
After dinner Ted gave Bill the painkiller with their post dinner
coffee, and while he was waiting for it to kick in he went out to the
Land Rover and collected the parcel that had been in the lock up's
delivery box. Enjoying the night air as he opened the parcel and looked
inside to check the contents. At the bottom was a box containing a pair
of expensive silicone 'full cup' style naturally weighted size 34c
mastectomy prosthesis's. A packet containing a one piece high cut body
conforming swimming costume that was designed to fit and support the
artificial breasts, and was marked TG use model as it had an inbuilt
gaff. Along with the swimming costume were three bra's also designed
for the breasts, and the braless adhesive kit.
"Your tits are here babe," Ted said when he got back and found Bill
gazing at a picture on the wall clearly showing the effects of the
painkiller. "Want to put them on later?"
"Oh yeah!" Bill said with a silly stoned smile. "I've been looking
forwards to wearing them."
Bill did not have a clue what was in the painkiller Ted gave him but it
worked, because he vaguely recalled talking to Ted about his false
breasts and then very little else. The next thing he knew was walking
up next morning in bed with Ted's naked body spooned against him, a
semi hard cock pressing against his backside, a very sore hip and the
sudden appearance of a pair of false tits fixed onto his chest!
Unknown to Bill, the powerful painkiller Ted had given him had when
mixed with a small amount of alcohol, like the glass of wine 'Lucy' had
with dinner, lowered someone's inhibitions. Ted had no intentions of
using its effect to take sexual advantage of new girlfriend, instead he
was interested in how when asked in the right way someone tended to
answer honestly under its influence. Something he discovered when he
took one for the pain of breaking his leg and told his last but one
girlfriend what he thought of her when she asked.
"Lucy, are you a virgin?" he asked once Bill's self-restraint had been
chemically relaxed.
"Yes," Bill said in a spaced out tone.
"Does it bother you baby?" Ted asked gently. "That you've never been
with a girl?"
"Not really," Bill said glassy-eyed with an embarrassed blush. "I never
really felt that way about girls."
"Is because you don't really fancy girls love?"
"I don't know Teddy," Bill answered.
"Do you ever wonder what it would be like if you went to bed with a man
baby?"
"Sometimes," Bill said, his blush deepening. "I think more about men
like that, than I do girls."
"Now that you are my girlfriend sweetheart, will you think about me
like that honey?"
"I already have," Bill giggled.
Taking his time Ted continued to pry into Bill's mind until he started
to get very sleepy and guided him to his bedroom. Grinning with delight
Ted slowly helped Bill undress and asked. "Do you want me to help you
to put your new tit's on baby."
"Yes please," Bill said sleepily, "I wanted a real pair for so long."
"These aren't real, but they could be honey, would you like to have a
pair of your own?"
"Can I?" Bill said.
"Of course you can love," Ted said gently, "once you're used to living
with me I can find a doctor and get you a pair."
"Promise," Bill whispered faintly as Ted fixed the breasts in place
with the provided adhesive and the soft sleeping 'bra' that came with
the sexy silk nightdress and French panties set, he had got for his
'girlfriend' earlier in the week, before 'her' put him to bed.
Returning to the lounge, he poured a himself a large malt whiskey and
replayed what Bill had told him when he whacked out of his head on the
synthetic opiate. Much to his delight it had been pretty clear that
once he got behind 'Lucy's' public masculine front, that 'she' wanted
many of the same things he did. Gleefully rubbing his cock Ted knew
that if he approached things in the right way there was every chance
that 'Lucy' would be more than agreeable with what he wanted to do.
At first Bill was not very happy about waking up to find a pair of
false tits glued to his chest, or being in bed with Ted, the problem
was after the shock passed, there was a kind of comfortable feeling
about have someone holding him like that. Also the feeling of having
boobs getting in the way when he looked down and saw their natural
shape under his nightie did somehow feel right even if they were bigger
that he would have chosen.
Although Bill was still feeling upset about being tattooed, he had to
admit when he cleaned and then covered the still very tender area, that
it could have been an awful lot worse. At least it was small, and Ted
had chosen to put his brand on his 'girlfriend' where no one was likely
to see it. Then there was that little voice again saying, "Admit it,
you like the idea that you have been branded as his girlfriend!"
Bill grumbled about his fresh tattoo hurting, and waking up with boobs
glued to chest as much as he dared even though he had a horrid feeling
that Ted could tell that he was not as annoyed as he sounded. He could
vaguely really having a fairly long conversation with him after he took
the painkiller, and was more than a little worried about what he had
let slip when he had been sky-high.
Ted certainly made sure he got to enjoy Bill's new figure commenting
over breakfast that since it was such a such a nice day he'd roll the
roof back and they can spend it by his indoor outdoor pool.
"When I ordered your tits," Ted said as he finished his breakfast, "I
ordered you a swimming costume, it's a one piece and designed for girls
like you who are using the their brand of false tits love. It's bodycon
model and has got an inbuilt gaff, fingers crossed it's cut high enough
that it will sit over your sexy new tattoo so you can let the air get
to it."
As much as Bill wished it was not true he had always wanted to sun
bathe in a bikini and a one piece was almost as good. The Bill part of
him wished he did not feel quite so excited about sunbathing as a girl
when he slipped on the body conforming swimming suit. God it was tight
but he really liked how it looked in the mirror with his natural look
false breasts hidden in the cups. The suit was tightly shaped to pull
in his waist, and flatten his pubis, the only problem was he had an
ugly amount of hair sticking from under the suit around his firmly
compressed penis, which resulted in him having to radically trim and
shape his pubic hair to fit the shape of the high cut swimming costume.
Carefully examining himself in the mirror, Bill like what he saw, even
if he really did not like the symbolism of the lightly scabbed tattooed
chess knight on his hip, he had to admit it did look cute under the
high cut leg of the pink and black swimming costume.
Blushing when Ted wolf whistled as he walked out beside the swimming
pool Bill could not help himself gushing, "I never thought I could ever
look this good in a swimming costume Teddy, thank you so much," and
without thinking voluntarily gave him a kiss!
Ted was delighted with 'Lucy's' response and said with a smile. "You
look great babe, and would probably pass pretty well on a public
beach."
"I doubt that?" Bill said with a blushed.
"I don't know, you passed pretty well yesterday, and I'll bet that with
an obviously feminine hair style and recolour, with your eye brows
shaped and girlish nails, no one would blink an eye to you."
"Do you think so?" Bill asked. "Really honey?"
"I know so!"
Ted secretly smiled, just as he hoped would happen, by forcing 'Lucy'
to use endearments 'she' was starting to use them when 'she' was
delighted with out thinking. This was much quicker than would have been
the case with a genuine male, and he assumed it was 'her' transgendered
psychology responding to his treating her like a genuine female.
"Yes really babe," Ted said, "I'll prove it after you've finished work
and moved out of that slum you're living in as I'll book you in for a
full make over the day you move in."
"Promise?" Bill giggled, almost forgetting about the black knight which
had been permanently tattooed on his hip.
"Sure babe," Ted said contently, smirking to himself every time his
eyes fell on to 'his' knight tattoo just bellow the high cut leg of the
swimsuit.
Ted was delighted, not only with how 'Lucy' had been responding to him
for most of the day, but also because just as he hoped the sun had gone
to work on Bill's pale skin, and by the time the sun slipped behind the
trees he was starting to show a very nice set of feminine tan lines,
which really made his 'property' tattoo stand out!
Other than making sure he took got of kisses, and patronisingly making
sure 'Lucy' used affectionate epithets Ted eased back his assault on
'her' emotional state. Having spent the last day and a half destroying
her emotional sense of being male, it was now time to encourage 'her'
long suppressed femininity to expand. Settling back Ted relaxed and
treated 'her' like any other girlfriend, and let experience how 'her'
good 'her' life will be in the lap of luxury his home offered, they'd
be time enough for pushing his agenda forwards once he had 'her' under
his roof for good.
Bill spent another night in Ted's bed. Early next morning, Ted had
another carrot to dangle, a very feminine outfit for 'Lucy' to wear
when he dropped 'her' off on the road behind Bill's bedsit. He had been
tempted to keep 'her' at his house as she was not back at work until
the Wednesday, but decided to let her go for now. Ted felt 90% sure
having 'branded' 'her' with his knight, Bill would not have enough
self-respect left to just up sticks and do a runner. He knew it was a
risk and if there were not numerous real world tasks that Bill needed
do before he could hand back his bedsit he never would have done it.
Ted chose the drop off for two reasons the first was because non of his
staff, if any of them were around that early, would see them and
secondly because it meant 'Lucy's' walk home took 'her' past the people
going into the out-of-town retail development.
After a kiss Ted drove round to work and was watching in from his
office when 'Lucy' appeared fully made up, wearing a short skirted
office suit, a neat blouse, expensive lingerie, stockings and heels
looking for all the world like someone going to work.
Other than to phone most nights, Ted left Bill alone in his very basic
bedsit until the following weekend, which reinforced the comfort of his
home. He did however make sure to access his laptop cam when ever Bill
was on-line before he rang, and liked how his glum depressed body
language perked right up as they spoke. Bill was missing being 'Lucy'
and she missed him!
That week Bill was a roller coaster of emotions, excitement,
apprehension and the feeling that his life was slipping away as he
contacted each of his utilities and cancelled his accounts from the
following Sunday. Knowing that he was leaving made work drag past, but
then he was walking out for the last time. Not knowing what else to
say, when his workmates asked him why he was leaving all of a sudden he
said he had been offered the same excuse he had given his utilities, a
post grad course in Europe at short notice and the offer was too good
to refuse but it started the following month.
The very next day he moved out of his flat. His male clothing and 'boy'
possessions were taken away Ted's Eddie Chess van while he was giving
his furnished bedsit a final cleaning in preparation of the hand back
on the Monday morning. Other than the one set of male clothes he wore
to go back the bedsit to meet the councils building inspector he never
saw any of what went in Ted's van again.
The inspector arrived just after 9 am to completed the formal hand back
procedure, commenting that he wished all the students who rented the
bedsit left their places as clean. Handing him a check for the bond
Bill had paid when he first let the bedsit 21 months earlier, he added.
"Good luck with the future Mr Tomas," and shook his hand. Bill did not
know it at the time but that was to be the very last time any one
addressed him as a male.
Leaving the inspector to lock up, Bill walked away realising the
enormity of what had happened in two short weeks. Walking along the
road towards the bus stop he could see waiting in the distance the
white Eddy Chess van. William 'Bill' Tomas climbed in the van, and an
hour later after a kiss from her boyfriend Cindy Thomas got out to get
her hair done.
Bill, or rather Cindy to the hairdresser who specialised in preparing
transgender girls for RLT, was looking at his reflection gob smacked,
his once light brown hair was now a rich chestnut colour with copper
highlights and had been styled into a neat long feathered bob that
would not have looked out-of-place on a television news reader.
As 'he' looked at 'his' reflection in the mirror once the hair stylist
had finish giving 'him' the style that Ted had picked, 'he' could not
believe how different she looked. 'His' once clipped short but well-
kept nails projected a centimetre past Lucy's finger tips and were
painted a metallic sliver, which matched the pedicured toe nails inside
her delicately strapped high heel sandals. Lucy might have still been
wearing the same expensive summer dress that Bill wearing when he
entered the salon, but she looked like a very different person when she
walked out after five hours of primping and pampering.
Bill swallowed dryly looking at his new public appearance in the mirror
and realised that after the salon treatments there was no way in hell
he could ever look like himself again.
Ted was delighted!
As Eddie and Cindy he made sure they spent a lot of time in public, in
part to reassure her that she was starting to pass. With her lack of
obvious masculine characteristic she was often mistaken for a girl
before her makeover, and although Ted knew she looked very convincing,
she did not. When he was at work he encouraged her to do his housework,
and suggested on the days when his gardener was around she wore a hotel
chambermaids outfit so that if she was seen he would think she was his
cleaner. Lucy clearly liked the outfit and he was not complaining. He
liked the look so much that he intended to buy her a sexy French maids
outfit for playtime fun when she finally surrendered her final grasp on
masculinity. He also encouraged her to learn from dance and exercise
video's aimed at improving a woman figure or grace. He provided her
with numerous DVD's varying from hips, bums and tums exercises to,
'Learn To Lap Dance For Your Lover,' and he could tell she was using
them as her posture improved as did her body language, and movement
became noticeably more graceful.
Lucy was definitely starting to look like the girlfriend he always
imagined, but he knew it was a case of make haste slowly. He still
wanted her to become his trophy wife, but over the weeks he had been
drawing 'Lucy' out Ted's desires had changed. He had not changed so
much that it was now an equal relationship because he was still very
much the dominant party, but where once he would have pushed her to
give him pleasure now he wanted her to choose to worship his cock.
Given how their relationship had progressed, Ted was almost certain
that if he asked Lucy probably would have done what he wanted, but for
the first time in his life the physical pleasure of fucking his partner
would not have been enough, because he also wanted her love.
The breakthrough came one morning in bed together four weeks after she
went full-time as 'Lucy.' It was one of those morning when he woke up
with a serious case of a morning-glory and her eyes were like saucers
as it tented the duvet. Aware of where she was looking, Ted laughed and
said, "Now look what you have done to me woman!"
Lucy blushed and looked at it, and what little remained of Bill inside
her decided not to interfere as she said blushing but unable to take
her eyes off it. "Can I?"
"You're my girlfriend Luce, of course you can babe," Ted said feeling
his heart thumping in his chest. The feeling of her soft hands and
nails when for the very first time she stroked his rock hard cock was
amazing. "Like it?" he whispered as she teased her fingers over it.
Her blush got brighter as she nodded and started to slowly masturbate
him, Ted could not help himself and gasped, "Oh fuck Luce, if you carry
that on I'll make a right mess!"
For a moment her hand stopped moving and the she giggled, and said,
"What if I want you to make a mess love?"
"If you do you're cleaning it up!" Ted laughed.
Lucy was blushing like a traffic light as she said, "I will, and there
is a way to contain the mess Teddy, if you want me to?"
"Lucy!" Ted said starting to breathe more rapidly. "You're my
girlfriend of course I want you to wrap those lovely lips around my
cock and give me a morning blow job, I'm a bloke, but I'm not going to
make you, if you want to suck my cock then do," He gasped, "Please,
do!"
"Oh hell yeah!" Ted said as Lucy burrowed under the cover and then he
felt her lips.
It was a very nice way to start a Sunday morning!
Ted did not intend to mention it straight away, but he was incredibly
affectionate when she came out from under the bed covers. After a long
cuddle and many kisses Lucy said anxiously, "How was that?"
Ted laughed, and said giving her a big kiss, "It was bloody wonderful
babe."
After that first blow job, Lucy turned into a very oral girl, and Ted
was not complaining! Having passed that first hurdle, he knew she had
to teetering on the edge, and felt sure that it would not be long
before he finally crushed the remaining part of her mind that still
thought of herself as 'Bill,' and let him screw the remaining
masculinity out of her. Having got her passed the first sexual contact,
the next step was getting her to enrol with a gender identity doctor.
She was already getting behavioural and vocal coaching but getting her
on hormones was a much bigger step. In the end he had nothing to do
with it, one afternoon while she was out as Cindy, running one of the
meaningless seeming errands he gave her to get her used to being out
side alone she was read by a teenage girl and her boyfriend. As they
giggled at 'The Tranny," the boy picked up a stick looked at her and
said, "Fetch," as he threw the stick.
Less than a day later she tearfully asked him if he could find someone
to help her to improve her appearance.
"You know the best way would be to go on hormones babe?" Ted said as
she bawled her eyes out in his arms. "I can find a doctor who
specialises honey, so you wont have to wait months to see someone," He
kissed her head, "The only thing that makes the process so slow for
other girls like you is money babe, and that is not a problem for us."
In truth Ted had found a doctor when he first set his sights on Lucy
and had been waiting for a chance to get her on the gender reassignment
program. The following week he dropped her off in Harley Street, and
three hours later she was officially a transgender female with a
prescription for testosterone inhibitors and female hormones. As it
was a requirement to enter the program Lucy officially changed her name
from William Alan Tomas to Lucinda Annabelle Tomas without any
hesitation, and that had Ted walking round work with a big grin on his
face the following week.
Once she was on hormones the finally barrier was breached in the
bedroom when she said playing with his cock one evening. "Do you want
to make love to me tonight and made me feeling like a real girl honey?"
Ted willingly obliged and finally after some four months of waiting
took her virginity!
As the hormones went to work, Lucy quickly became very emotional, and
the first physical signs started to show some four months after she
entered treatment. Her body hair quickly decreased in density and her
head hair became much fuller. Soon her breasts started showing, as her
nipples swelled, became sensitive and at times painful, which she both
loved and at times hated as when they ached as they started to fill
out.
It was almost a year to the day when Ted first saw 'her' that she came
out of hospital after having her breasts enhanced and facial
feminisation surgery. Six months later, Lucinda Annabelle Thomas became
the third Mrs Edward Knight, and Ted had fulfilled his ambition of
having a perfect trophy wife on his arm, except Ted no longer wanted
just a trophy, he also wanted a wife who loved him and in Lucy he found
her.
The End.