My top ten transgender story

Samuel Nevada had a secret. A secret so hidden even he didn’t know
about it. But that’s getting ahead of the story.

Sam had just finished the last of his finals in his Law classes and
with only one year left before he could take his BAR had decided to
celebrate by bar hopping that night. Dressed in his best “cruisin'”
clothes he had gone from bar to bar, looking for a woman to take home
and fuck. Usually, he didn’t have a problem with it, but tonight,
all the women seemed resistant to his best advances.

He had made it to a strange bar on the far side of town and was about
to go home when he saw her, a tall (at 6′, she stood 4″ over him),
statuesque brunette with big tits (easily a D cup) and a figure to
match. He walked over to her. “Hey, babe, come here often?”

She turned to him and gave him an inquisitive look. “Often enough. Why?”

“Well, I was just wondering what your plans for the night were.”

She looked him up and down. “Oh, I don’t know. Find some guy, take
him home, ply him with drinks and then have long, satisfying sex.
Interested?”

Sam was shocked and intrigued. Never had he found a woman so forward
and open about sex. Most seemed content to just let him take the
lead. This one seemed strangely… refreshing. He extended his arm
to the lady. “With a woman as beautiful as you? Most certainly.”

The woman took his arm and started leading him outside. “I’ll
drive.” Sam was flabbergasted, but allowed himself to be lead
outside. The woman walked him to an expensive sports car that must
have cost her easily in the $40-50,000 range, making Sam glad that
they hadn’t returned to his own used car.

The woman opened the passenger door for him. Despite the strangeness
of it, Sam allowed her to help him into the car. She closed the door
behind him, then got in on the driver’s side.

“Wait a minute,” he said, “what about my car?”

She gave him a smile that melted him inside. “We can come back for
that later.” Sam could only nod as she pulled out.

They drove in silence out to the richest part of town. When Sam
noticed where they were going, he was glad that they had not gone
back for his car. This part of town was fenced in and patrolled by
rent-a-cops. Even if he could’ve managed to get in, he probably
would’ve been followed by some security guard for every inch of the
drive.

They pulled up in front of a mansion. Sam sat in stunned silence at
the size of the house as the woman got out and opened the door.
“Nice place,” he murmured as she led him up the front steps of the
house.

“Why, thank you,” she replied.

They went inside and into a parlor. “Have a seat while I make us
some drinks,” she said.

Sam sat down on a couch as she went over to a bar and mixed some
drinks. While she worked, he looked around. Everything in the house
bespoke wealth. Every stick of furniture was an antique; the rugs,
even the drapes were a rich tapestry of silk. He was still ogling
the place when the woman returned with the drinks.

It had a strange greenish color and Sam sniffed at it. “Mmmm. Creme
de Menthe.”

“Drink up,” she said as she drained her own drink.

Sam shrugged and drained his drink. The woman sat beside him on the
couch and started rubbing his crotch. “Tell me something,” she said.

“Anything.”

“Do you think I’m pretty?”

“Very.”

“Do you like my tits?”

“Oh, yeah.”

“Would you like a pair of your own?”

“I… huh?”

“Would you like a pair of your own?”

“What’re you talking about?” Sam noticed an itching in his chest and
reached up to scratch it. As he did so he saw that his shirt was
starting to tent away from his chest. He watched in fascination as
he actually grew tits. He seemed stunned until his shirt burst open,
exposing two mammaries easily as large as the woman’s. “Oh, my god!”
Then Sam noticed it. “My voice! It’s so high! What did you do to
it? What did you do to me?” Sam grabbed his crotch and breathed a
sigh of relief. The seat of his manhood was sill there.

“I’ve made you into my little play toy. And if you want to be
returned to normal then you will obey me implicitly. Come with me.”
She got up and left the room.

Unable to do anything but comply, Sam got up and followed. They went
upstairs and into a very effeminately decorated room. “This,” she
said, “will be your room while you are here as my girl.”

“And how long will that be?”

“Well if you could pay the reversal fee, you could make the return to
manhood tonight.”

“How much is it?”

“A quarter of a million.”

“Dollars?!”

“No, pesos. Yes, dollars.”

“Please, have mercy. I’m just a poor college student.”

“Well, if you can’t afford it this year, how do you expect to afford
it next year?”

“Next year?”

“Yes. You’ll need a dose every year to prevent your body from
returning to this state. Further, if you don’t get the reversal
agent or at least a delaying agent every 24 hours, this becomes
permanent.”

“Permanent?!” Sam squeaked. “Why are you doing this to me?”

“Well, I go out every once in a while and find some sexist pig and
transform him into my she-male toy.”

“Sexist pig? I’m no sexist pig. What are you? Some man-hater that
thinks that all men are pigs?”

She gave him an inquisitive look. “Perhaps you’re right. Perhaps I
have misjudged you. Tell me the truth now, and you may get the
reversal agent for free for the rest of your life.”

“Okay.”

“Were you prepared to have sex with me tonight?”

“Truthfully, yes.”

“Okay, then if you can do just one thing for me, you’ll have earned
those free dosages for life.”

“Anything.”

“Just tell me my name.” Sam stammered for a bit, before she said,
“Mm-hmm. You were prepared to go to bed with a woman whose name you
didn’t even know, just because she looked like this.” The woman
waved her hands down her body to make her point.

“Yeah, well, what’s my name?”

“Samuel Nevada. One year away from getting his Law degree from the
local state college. Has maintained a grade point average of at
least 3.5 since graduating high school. And in the last year you
have had sex with 230 different women, not one of which became a
relationship.” Sam was stunned. “I cull my conquests rather
seriously. Now let’s get you dressed. Get out of those men’s
clothes. They look silly on you.”

Sam stood there for a few seconds before she said, “Oh, come now, you
can’t be shy. You were just about to expose yourself to me for sex.”

Sam shrugged and undressed. It was then that Sam got a view of some
of the features of his new body. His arms and legs were now
hairless. His waist seemed impossibly small in comparison to his
hips (which he was sure were now wider than they were) and his bust.
His feet and hands were both smaller and more delicate. And he may
have been imagining it, but it somehow felt as though he ought to be
standing on the balls of his feet.

The woman took the clothes and threw them into a chute in the wall
marked “Waste”. She then got a tape measure out of the drawer and
proceeded to measure Sam’s new body. When she was done, she said,
“Your new proportions are 36-30-34. And you have a C cup. You’re a
little wide in the waist, but that can be handled.”

“C cup? But my tits look as big as yours. And I’d swear those were D cups.”

“They are. But you’ve got a smaller frame than I do, both in height
and around the torso. As a result your tits look bigger.”

“Oh.”

“Now we’ve got to get your waist size down. Once we’ve had you on a
special diet for a couple months, you should be down to the mid-20s,
but till then…” She went over to the closet and returned with a
bright red, leather corset.

Sam gulped. “Do I have to wear that?”

She seemed to consider that. Finally she gave him a lustful look,
like a man might give any beautiful woman. “Well, if you really want
to walk around in the nude, I think I could get used to that.”

Sam blushed and took the corset from her. He stepped into it and
pulled it up around his waist. The woman stepped behind him, took
the corset’s laces and pulled them as tight as she could as he gasped
for air under her onslaught. It wasn’t until she had tied them off
that Sam realized that the laces were in that place in his back which
was hardest to reach. There was no way he could get in or out of the
corset without someone else’s help.

After she was finished tying him in, she went over to the small
dresser. Pointing at the top drawer she said, “This drawer will
contain your bras and panties.” She opened it. “You’ll notice it’s
empty. You won’t be needing a bra till you no longer need a corset,
the cups on the corset will provide all the support you need. And in
either case you must earn the right to wear panties or a bra when not
in your corset, which will not be often.”

She closed the first drawer and opened the second. Inside were some
socks (all small and feminine in style) and stockings. “This drawer
will contain foot coverings. Except for shoes, of course, which are
kept in the closet.” She took out a pair of stockings and tossed
them to him. “Put these on.”

Sam sat down and pulled the stockings on. The stockings were
different from any he had felt on any woman’s legs. Further, they
weren’t elastic at the top, and in order to keep them from falling
back down, Sam had to secure them using the elastic straps hanging at
the bottom of the corset. After he was finished, he rubbed his
thighs through the stockings. “These feel really nice.”

“They should. They’re silk.”

“Silk?” Sam said, obviously impressed and feeling flattered. Then,
to attempt to cover his pleasure, he said, as sarcastically as he
could, “For a slave like me? I’m impressed.”

Ignoring his sarcasm, she replied, “Don’t be. I have an image to
maintain, so even my lowliest slave gets the best clothes.”
Continuing on, she pointed to the third drawer. “This drawer will
contain blouses and the bottom one will contain skirts, and perhaps,
if you’re very good, slacks. All must, of course, be earned.”

She walked over to the closet and returned with a short, red dress.
“Except for your corsets, stockings and heels, this will be your only
clothing until you earn more. You will remove it before bed and wash
it by hand, hanging it to dry for the next day. You will not be
allowed to leave this room without it on. Doing so is grounds for
punishment.”

“What kind of punishment?”

“Pray you never find out.” Sam gulped. The woman returned the dress
to the closet. “You should go to bed now. You will have a long day
tomorrow.”

“What about this?” he said, waving his hands along the corset.

“To get you used to it, you will sleep in it. At least for a few nights.”

Sam wasn’t sure he could manage that; the corset was unbelievably
tight; but being afraid to argue, all he said was, “Yes, ma’am.”

“Very good. Very polite.”

As she started to walk from the room, Sam asked, “Excuse me, but what
is your name?”

“Now you ask. My name is Elaine. For the duration of your stay with
me you will refer to me as Mistress or, more formally, Mistress
Elaine.”

“Yes, Mistress Elaine.”

After she left, Sam noticed and went over to a full length mirror
hanging on the back of the door and got a good look at his new body.
Sam was stunned. Except for his hair, he was a looker! His face had
taken on a rounder, more delicate appearance, and his arms and legs
were both much slimmer and seemed to match his new feminine body
perfectly. He did have to admit that Mistress (amazing how easily he
thought of her by that title) was right. Although shapely, even in
the corset, to be perfect, he could’ve stood to lose a couple inches
from his waist. And as he stood there a thought came unbidden to his
mind, “The red may give me a slutty look, but blue would’ve gone much
better with my hair and eye color.”

Sam stopped and shook his head. “Was I just critiquing my weight and
clothes like a woman? I must be more worn out from all this than I
thought.” He walked over to the bed and crawled in and fell asleep.

****************

THE NEXT DAY…

Sam was awoke by a strange woman’s voice. “Good morning.
Wakey-wakey.” Sam groaned, but crawled to the edge of the bed and
sat up. “How’d you sleep?” she asked.

“Lousy.”

“Not unusual. It takes a while to get used to sleeping in the corset.”

“It wasn’t the corset. That didn’t bother me near as much as I
thought it would. It was these strange dreams.”

“Really? What about?”

“That’s just it, I don’t remember any details, just some really
disturbing feelings. Oh, I’m sorry. You probably already know, but
my name’s Sam.”

The woman, a striking native American woman dressed in a dress that
looked like it was from the pre-civil-war south, complete with large
hoop skirt, said, “Yes, I did know, but it’s polite to introduce
yourself anyways. My name is Linda, but you will refer to me as Lady
Linda, or by the honorific, milady. I am the head of Mistress’s
domestic staff and will control your training for your stay.”

“Yes, ma’am.”

“No, not ma’am. Only Mistress is to be referred to as ma’am. Milady.”

“Yes, milady.”

“Very good. And don’t worry about the dreams. Many of our staff had
nightmares the first few nights after their transformation.”

“Well, they weren’t really nightmares, just disturbing.”

“Well, if they continue too long, then we’ll worry about it. For now
let’s get you out of that corset and into a fresh one.”

“Yes, milady.”

The woman helped Sam out of his corset and got out a new one, this
one blue. After Sam got into it, he caught a look at himself in the
mirror. “I was right,” he thought, “blue is a better color for me.”

Linda looked through the closet and asked, “Did Mistress issue you a
maid’s uniform?”

“No, just that red dress.”

“Then let’s go get you one. Follow me.” Linda walked outside the
room, but when Sam didn’t follow she turned and said, “Come on.”

“No.”

Angrily, she asked, “Are you defying me?”

Sam was frightened, but, in a trembling voice, said, “Mistress said I
wasn’t to leave the room unless I was wearing that dress.”

Linda smiled. “Very good, Sam. You passed your first test.” Sam
breathed a sigh of relief. “Although I am in charge of your day to
day life here, Mistress is always the ultimate authority. I may give
you conflicting commands because I want to test you or because I
haven’t been informed as to what Mistress has ordered. You are NEVER
to disobey Mistress’s commands. Understand?”

“Yes, milady.”

“Further, you may be leant to others. Unless Mistress says
otherwise, their commands do not override mine.”

“Yes, milady.”

Linda reentered the room. “Now let’s get you into that dress.”

As she got the dress from the closet, Sam asked, “Milady, may I ask a
question?”

“Yes, you may.”

“Earlier you mentioned that other members of Mistress’s staff had
gone through a transformation like mine. How many are like me? Were
once men, I mean.”

“All of us.”

“All of you?”

“Yes. Mistress’s entire staff is composed of obnoxious, chauvinistic
men who realized they were happier as women. Not having any legal
identity, Mistress was gracious enough to put us to work on her
staff.”

“Well, that’s not going to happen to me.”

As Linda helped Sam into the dress, she said, “Probably not. Not
many do decide to become women.”

“Good. I was beginning… to think…” Sam stopped, not wanting to
voice his concerns.

“That we were going to force you to be a woman for the rest of your
natural life?” Sam nodded. “No. As soon as Mistress feels you’ve
learned your lesson, or three months have passed, whichever takes
longer, she’ll give you the reversal agent.”

“So I’ve got to spend at least three months like this? Even if I
learn my lesson in a week? Why?”

“Your three-month servitude will repay Mistress for the costs
involved in creating both the transformation and the reversal agents.”

Sam wanted to protest, but realized it would be useless. “So how is
my servitude to start?”

“With breakfast.” Sam raised an inquisitive eyebrow. Linda smiled
and said, “Mistress wants to speak to you, personally. You’re to
serve her at breakfast, after which, she will speak to you about your
duties.”

Linda got out a pair of low heels (1/2″) and gave them to Sam. After
he put them on, she said, “Now come along.”

Sam followed, amazed at how comfortable he was in the heels, and how
easy it was to walk in them. When he mentioned it to Linda she
snorted and said, “Wait until you’ve spent all day in them and then
tell me they’re comfortable. As for finding them easy to walk in…”
She shrugged. “Maybe you’re just a natural.”

“That’s not funny.”

She looked back at him over her shoulder. “I wasn’t trying to be.”

They walked through the house until they reached the kitchen, where a
collection of women were running about preparing food. There was a
tray waiting on a counter with scrambled eggs, toast, juice, and milk
on it. Linda pointed at it. “This is how Mistress likes her
breakfast, when she has it, that is. You’ll find that she skips a
formal breakfast as often as not to work in her lab. Notice the
firmness of the eggs. Mistress doesn’t like them much firmer than
this, but she detests runny eggs. The toast should be approximately
this color, and she will want it buttered at the table, in front of
her. After you take this out there and set it in front of her, that
is what you will do. Check the juice and make sure there are no
pits. All this has been done for you today, but this will be your
job on later days.”

“What do I do if it doesn’t meet up to standards?”

Linda waved her hand to one of the girls in the kitchen and said,
“Liz.” A blonde woman with her hair in a bun, impossibly huge tits
(Sam guessed that they must’ve been somewhere around an I or J cup)
and a stern look in her eye came over. She, like everybody but him,
was dressed in clothes from the pre-civil-war south. “This is Lady
Elizabeth. She is in charge of the kitchen. You will rarely find
anything seriously out of order, but if you do inform her.”

Sam nodded. Elizabeth walked up to him, and gave him a cold,
impersonal stare over her huge tits. “If Mistress ever gets
imperfect food, as head of the kitchen, I get punished. But then, I
will not only punish whoever prepared the food for their failure, but
also you for your failure to catch it. Understand?”

“Yes, ma’am.”

Elizabeth hauled off and slapped him. Sam wondered what he had done
when she said, “Address me as milady! Only Mistress is ma’am!”

Holding his face, Sam said, “Yes, milady.”

As she walked away, Linda said, “She takes her job rather seriously.
Just make sure you do your job, and you won’t have any troubles with
her.”

Sam watched Elizabeth walk away and despite himself, he felt
attracted to this strong-willed blonde. He shook himself out of his
reverie, and said, “Yes, Lady Linda.” Without being prompted, Sam
picked up the tray, and said, “Is there anything else? I don’t want
to keep Mistress waiting.”

Linda smiled, pleased with Sam’s initiative. She picked up a napkin
and spread it over Sam’s arm. “After placing the tray in front of
her, place this in her lap. Be very careful not to touch her
directly unless she prompts you to do so.”

Sam nodded and Linda pointed him through another door. Sam backed
through it, so as not to risk disturbing the food (as he had seen
waiters do in fancy restaurants) and entered an elaborate dining
room. Sitting at a huge, antique table was Mistress Elaine. He
walked up and set the tray in front of her. As he spread the napkin
in her lap, he said, “Good morning, ma’am.”

She neatly folded a paper she was reading and set it to one side.
“Good morning, Samuel.” Sam breathed a quiet sigh of relief. He had
been worried that Mistress would force him to take a feminine name,
and he wasn’t sure he could deal with that. “How did you sleep?”

“I had some bad dreams, but Lady Linda assures me that that’s not
unusual, and that they’ll go away in a few days.”

“If they don’t, make sure to inform me. Have a seat.”

Sam sat down in the seat nearest to her. As he watched her eat, he
realized how hungry he was, but remained silent as she finished her
meal. As she wiped her mouth with the napkin, he worked up the nerve
to say, “Ma’am?”

“Yes, Samuel?”

“I know you mentioned that I would be on a special diet, but I’m
awfully hungry, and I was wondering… Will I be allowed any
breakfast, at all?”

“Of course. Starvation diets don’t work. But you will eat after I
do. Linda will show you where.”

“Yes, ma’am.”

“After breakfast, my chauffeur will take you to a local beauty salon
and get you fixed up. Then you will return here and Linda will
instruct you in your day’s duties.”

“Yes, ma’am.”

Mistress Elaine pulled out a bottle full of something green. “This
is your delaying agent. It will keep you from becoming a woman
permanently, at least for the next twenty-four hours. It should be
taken on an empty stomach, so drink up.”

Sam took the bottle and quickly downed it. He felt a brief tingle
throughout his body. “Thank you, Mistress.”

“You’re quite welcome.” Mistress stood up, and began to leave the
room. As she passed Sam, she said, “You know, you really do make a
striking woman.” Sam winced a bit. Not because he hated what she
had said, but because he knew she was right and, somehow, that
pleased him more than he cared to admit.

After she left, Linda walked in. “Now, would you like to go to the
salon, or have breakfast first?”

“Breakfast, milady.”

“As you wish. Follow me.”

“This is reality, not T.V. Can’t you tell the difference?”
“Sure, I just like T.V. better.”