Auntie's Servile Sissy by Throne
First Jerry's dad had one of his 'nervous episodes' and was packed off
by his second wife to Fairhaven Fields, a lovely place in the country
where he was watched over by the staff. Then his stepmother decided
to take an extended vacation with the most recent of her lovers.
Though Jerry Collins had just turned 18 and should have been capable
of living by himself, that wasn't what happened. Not that the family
couldn't afford it. They had money to spare. But his birth mother
had always sheltered him, as he was rather a delicate boy, short and
slender and pale, with skin that many girls would envy, and a face
that was a bit too pretty for a guy. So, it was decided he would live
with his Aunt Lavinia, who he had never met. There was certainly room
for one more in her palatial country home, far from any neighbors.
Plans were made and he was sent off in a sleek car with a professional
driver. Jerry had been deemed 'too uncertain' to even take driving
lessons.
He arrived at the impressive, gothic-styled home, shortly after dark.
The car followed the long circular drive to the columned front
entrance. When the driver opened Jerry's door, the teen got out
hesitantly. He brushed back his collar-length blond hair with one
slim hand. The driver took his plaid overnight bag from the trunk and
accompanied him up the steps, and even worked the heavy brass
doorknocker for him. When Alfred, who ran the household for Lavinia,
answered, the bag was handed to him. He was tall and dignified and
had a dark mustache. He wore a three-piece suit. Jerry glanced back
at the departing car, which was his only link to his old life. Alfred
gave him a thin smile, introduced himself, and invited him inside.
"Your Aunt is waiting for you in the library, through that door on the
right," he said. "I'll take this bag to your room."
Jerry clasped his hands at waist level and took small reluctant steps
to the indicated doorway. When he entered, he saw built-in book
shelves, glass-fronted cases that contained decorative antique
figures, plenty of dark ornate furniture, and exquisite decorated
carpets. Across from him, in a throne-like armchair, sat a full-
figured, middle-aged woman. Her dark hair was up in a tight bun at
the back of her aristocratic head. She had on a white blouse with
puffed sleeves and a high lace collar. There was an ivory cameo at
her throat. She wore a long skirt. Her legs were encased in dark
stockings and on her feet were shoes with two-inch block heels and
square toes. She had a wide face, with high cheekbones and a hint of
a second chin.
He stood six feet from her, shifting his weight from foot to foot, as
she examined him up and down. At last, she said, "I am your Aunt
Lavinia. Welcome to my home. I'm sure you will be very happy here."
"Thank you, Ma'am."
"You came all this way in that shirt and those slacks. Why don't you
change into something fresh?"
"Well..." He separated is hands, to rub his sweaty palms on his
thighs. "...mother had the housekeeper pack for me but she only
filled one small bag."
"Oh my." Lavinia stood up. She was tall and buxom. "Your room was
previously occupied by Clarence, the son of a friend of mine. There
are some clothes that he didn't take with him. And he was short, with
a small frame, like you, so I'm sure whatever you find will fit.
Alfred should be back any moment to... ah... here he is now. Alfred,
would you show Jerry to his room? And pick out something for him to
wear?"
"Of course." He gave a nod that was like an abbreviated bow.
Alfred turned away and left, with Jerry automatically following him.
They went up a staircase and along a landing. When the two of them
entered the room at the end, Jerry was surprised to find that the
decor was awfully girlish. The dresser and a chair with a scrollwork
back were both white. The narrow bed had a canopy, with ruffles
around its edges. Even the framed pictures on the walls were less
than appropriate for a boy in his late teens. They were images of
fairytale castles and unicorns. On the other hand, Jerry's mother had
never included anything overly masculine in his room at home. On the
bed was his lone bag, now opened. He saw that it contained almost
nothing. Short-sleeved pajamas, slippers, several pairs of jockey
shorts in pastel colors, and a brand-new bottle of cologne, along with
his tortoise-shell comb and brush set.
In a small voice, he said, "Aunt Lavinia said you would find me
something to change into."
Instead of giving him a nod, Alfred merely raised and lowered his
eyebrows. He went to the closet and then the dresser. What he laid
out next to Jerry's bag were a sleeveless undershirt, except that it
was pale green, and a belted, yellow, dressing gown, except that there
were embroidered flowers down both lapels and around the bottom. And
the belt had fringe on its ends. Alfred selected a pair of Jerry's
underpants that matched the top. He took the plain slippers from the
bag and held them at arm's length, as if they were something
unacceptable. Then he went back to the closet and, from its floor
took a pair of slippers that were the same color as the robe and
featured similar decorations.
"There you are," he said. Then he left with the rejected slippers.
Jerry undressed slowly. He put on the selected items. In the
adjoining bathroom he found a hamper for his discarded underpants.
There was a full-length mirror on the back of the door, in which the
new arrival examined his appearance. At least the colors went
together, though the combined effect was less than masculine. He
fetched his brush to maintain his hair, which he had been taught to
give a hundred strokes, at least once a day. When he opened the
cologne, to dab a drop behind each ear, and another at the hollow of
his neck, he was disappointed to smell that it was more flowery than
what he was accustomed to. Jerry told himself that these were just
details, which could be worked on later. He was going to be living
here for an indeterminate length of time, so he wanted to get off to a
good start.
Alfred came and gave him a quick onceover, appearing to approve. Then
he ushered him back to the library, where Lavinia had a lamp next to
her chair turned on and was reading a small volume. She looked up
from the book and tilted her head slightly as she observed him.
"You look comfortable," she said.
"Well, I suppose so. It's just that..." He gestured toward his
clothes.
"What?"
"I'm just saying... What I have on isn't exactly manly."
"Clarence never complained about them. He was quite pleased...
eventually."
"Okay," he responded, with just a trace of sullenness.
"Fine. Now Alfred will show you to the kitchen, where Cookie has
prepared something for you to eat before bed."
"Bed? But it's not that late."
"You've had a stressful day. I think the time will be appropriate."
He made a petulant face. "All right."
She told him, "Wouldn't it sound better, if you were to say, 'Thank
you, Aunt Lavinia'?"
"I..." He exhaled and his narrow shoulders sagged. "I'm sorry. Thank
you, Aunt Lavinia."
"Much better." She waved her hand dismissively. "Now run along."
Jerry followed Alfred to the kitchen. Cookie turned out to be a
corpulent woman with short blond hair, wearing a voluminous apron and
short chef's hat. She had a faint accent that he couldn't place.
After she motioned him to a small round table and he sat, she set a
large bowl before him. It contained some kind of visually unappealing
mush. The smell wasn't bad, but it wasn't good, either. The handle
of a large spoon protruded from the bowl.
"Eat up," Cookie advised. "It's good for you. Lots of fiber."
With her and Alfred looking on, he didn't have the nerve to question
what he was being fed. Instead, he took the spoon and scooped up a
heaping mouthful. As he pushed it between his lips, he found the
taste was bland. And it wasn't much warmer than room temperature.
Alfred crossed his arms. Cookie put her hands on her wide hips. They
kept staring as she shoveled more of the unappetizing glop into his
mouth, smooshed it around, and swallowed, over and over. Not until
the entire bowl was empty, and his stomach felt distended, did Cookie
busy herself with other tasks. Alfred gave Jerry an inscrutable look
and motioned for him to follow. The servant led the guest back to his
room and allowed him time to brush his teeth and wash his face. Then
he went to the dresser and, from the bottom drawer, took a short
nightshirt. Jerry was even less pleased with this than he had been
with the robe. It was pale pink and of some thin material. Instead
of having a round cut-out for his head to pass through, it featured
two narrow straps that went over his shoulders. There was a folding
screen in one corner. Because Alfred hadn't left the room, Jerry
stepped behind it to change. He was uncomfortable being naked with
that man present, even though there was a barrier between them. When
Jerry was in the sleepwear, with everything else neatly folded and set
on a chair, he reemerged. Alfred gave him a curt nod and departed,
closing the door.
Jerry slipped under the covers. His pillowcase was edged with
ruffles. There was a faint scent of perfume on it. He pulled the
sheet and blanket up protectively under his chin. As he wriggled
around to get more comfortable, he spotted something behind the
nightstand, against the wall. Reaching into the narrow space, he was
just able to touch whatever it was with his fingertips. After some
picking at it, he moved it closer and was able to pinch it with thumb
and forefinger, to get it out. Oh my. It was an adult magazine,
presumably hidden there by Clarence, the room's previous occupant.
Jerry stared at the glossy cover. It featured a busty woman in only
bra and panties. Next to her was a man in nothing but a posing strap,
which emphasized that he was considerably well endowed between his
legs. Jerry thought about his own, much smaller member. He let one
hand drift under the covers to touch what he had there, and made a
soft purring sound. There was a certain habit that Jerry had
practiced in very private moments. Usually, he could control himself
as needed, but the presence of that magazine charged up his inner
lust. His attention flickered back and forth between the woman and
the man.
He was having a physical reaction to the visual stimulation. His tool
grew hard. He gave it a squeeze, closed his eyes, and savored the
experience. Then he released his hold so he could have two hands on
the magazine as he dared to open it. Inside, there were pictures of
the man and woman with their clothes off, joined by another naked
couple. The men were stunningly erect. Jerry licked his lips.
Familiar tingles erupted all over his body. He squirmed his hips,
folded back the pages, and got a one-handed grip on the periodical.
He put a different single-hand grip on himself and gave a few
tentative strokes. It had been a while, with all the chaos in his
life at home, since he'd had a chance to do this. The covers were too
heavy, so he used his feet to work them down, over his chest and
pelvis, along his legs, to end up bunched up below his feet. He had
nothing on under that brief nightshirt, so it was simple to yank it up
in front and gain full access to not only his groin, but also his
smooth hairless chest. He switched between pumping his stick and
toying with his nipples, the alternating technique guaranteed to
prolong his pleasure.
Jerry held the magazine close to his face, shutting out any
distraction from the rest of the room. His breathing accelerated.
That unmuscular chest rose and fell faster. He broke away long enough
to turn another page. This time he found himself staring at a photo
of the two male participants, facing him and reaching across to each
grip the other's rampant cocks. He was so surprised that he didn't
try to move on. Also, he was far enough into his solo ritual that he
couldn't stop. Jerry mewled loudly, arched his back, and moved his
hand faster. Half a minute later he was rewarded with the ecstasy of
an ejaculation, and the accompanying thrill it provided. Warm semen
landed all over his soft tummy.
His breathing decelerated, he blew out through pursed lips, and swung
the arm holding the magazine out to the side. As he did, he was met
by the heart-clenching sight of Alfred, framed in the open doorway.
He was holding a small tray, on which sat a glass of milk.
"Young man," he said sternly, "I will need to take you to see your
Aunt."
"NO!" Jerry blurted. He realized his tone was too strident and
modified it. "I mean, please don't. This is just... um... something
I almost never do."
"No matter," the man said officiously. "Please get out of bed. And
hold your nightshirt up in front, so you don't get that mess all over
it."
Close to tears, Jerry kept the garment high and away from his body as
he sat up, swiveled around, and hung his feet over the side of the
mattress. He stood up. His face was hot from shame. Alfred summoned
him with a few twitches of his bent finger. Jerry followed miserably,
wishing he could run away and hide. Ejaculate ran very slowly down
his abdomen and into his fine, pale pubic hair. When they got to the
library, Aunt Lavinia had set her book aside and was resting her eyes.
Alfred made a throat-clearing sound and she opened them. They grew
wide, though her expression remained set. As Jerry came closer, she
frowned.
"This is inexcusable," the full-figured woman said. "I was entrusted
with your care, and this is how you respond? I will be very unhappy
to have to inform your mother. I hope she doesn't have to cancel her
trip, to come and get you."
"What? No. You can't tell her. Please. I'll do whatever you say.
Just don't tell Mommy."
Lavinia considered that. She decided, "Well, there was a device we
acquired, because Clarence had a similar problem. He left here
wearing it but, if I remember correctly, we bought two of them, and
the other one is still available. It was too small for him but might
suit you perfectly," she concluded, eyeing his small flaccid penis.
Jerry pressed his knees together. "Can I see whatever it is, first?"
"If you are going to make demands," she cautioned, "I will absolutely
be obligated to call your mother."
"Okay. I'm sorry. Anything you want is all right."
"I'll give you two weeks. If you don't show the correct behavior, I
will still make that call. Between the device and certain changes in
your wardrobe I can -- I hope -- adjust your attitude as much as is
needed."
"I'll cooperate. No backtalk. No anything. Okay?"
"We shall see." She said to Alfred, "Will you go and get that item?"
He gave one of his nods and left the room. Jerry was on display, more
nude than covered, while they waited. Alfred returned, holding a
short metal tube, along with a ring that was less than two inches
wide.
Lavinia said, "This will fit over the offending organ and prevent a
repetition of that disgusting act you committed. Alfred can put it on
you."
"Hey," Jerry objected. "I can't have a man touch me down there."
"Already you are protesting, breaking your promise to be amenable.
But I am willing to be lenient in this one matter. Alfred, would you
ring for Cookie?"
Jerry cringed. He pressed his thighs together and drew in his elbows.
"Please. I mean..." He ran out of words.
At the same time, Alfred went to a narrow alcove in the paneled wall
and yanked on a bell pull. His action was echoed, from another part
of the house, by a ringing sound. A minute later, Cookie came
bustling in. Her hat and apron were gone. Seen without them, she was
attractive in an overly curvy way, her generous bust stretching the
front of her blouse. She had on a billowing skirt, supported by a
wide belt. Draped over the belt was a hand towel, presumably for
drying her hands after she touched anything wet.
"Cookie," Aunt Lavinia said, "young Jerry has forced us to put him
into chastity. The boy is too squeamish to let Alfred put the device
on him. Would you mind doing it?"
The cook's eyes lit with a devilish gleam. "Not at all, Ma'am. 'T
would be fine."
She came forward and took the hand towel from her belt, using it to
wipe Jerry's front, down to and including his genitals. Then she
draped the towel over his shoulder, so close to his face that he could
smell his own semen. Cookie accepted the chastity from Alfred. She
squatted down and fitted the ring over Jerry's three-piece set,
passing his testicles through it one at a time. The process was
excruciatingly shameful for him. Next she stretched out his penis and
let it snap back. He was so upset, that it didn't stiffen. The big
woman deftly fitted a metal sheath over his organ, compressing the
soft tissue until it fit into the short tube. Turning his eyes down,
he saw that his organ was now a mere nubbin. She fitted the tube to
the ring and turned the key that was already in an attached barrel
lock. When she rose and handed the key to Lavinia, a shudder of
helplessness ran through Jerry. As Cookie retrieved her towel, she
smirked at him. The Mistress of the house thanked and excused her.
When the cook turned to leave, Jerry saw that her bottom was as
impressively large as her bust.
"Now," Jerry's aunt said with only a suggestion of reproof, "that will
keep you from any more self abuse."
He was still holding up his nightshirt. She told him he could lower
it. When he did, it made him feel only slightly better. Not knowing
what else to say, he said, "Thank you."
She chortled. "You're welcome. I imagine you want to find out if the
device is as effective as I say. Go on, then. Try to arouse
yourself."
"Oh, I couldn't."
"I insist."
Alfred narrowed his eyes. Jerry bit his lip. The young man lifted
the sleepwear up just enough to expose his locked cock. He
experimentally tugged on the metal encasing it. Though his member
wanted to erect, it was frustrated by its cage. At his aunt's
suggestion, he got his other hand under his nightshirt and played with
his nipple. That made him want to get stiff even more, but again his
body's effort to do so was futile. Jerry whimpered from both
embarrassment and the fact that he would be able to gain no sexual
release unless she deigned to give him the key or let someone else,
like Cookie, use it.
"So," she declared, "we can all see that it works. But preventing
your filthy habit isn't enough. We must also deal with the motivation
behind it. I'm afraid you suffer from delusions of masculinity,
Jerry. You think you're one of those young roughnecks who has an
excess of testosterone and must relieve the pressure which it causes
to build up. Yet simple observation of your appearance and manner
makes it clear that you are quite the opposite. Therefore, I will
begin a program of dressing therapy. Once the outer you has matched
the inner you for a period of time, perhaps a month, you should be
convinced of who you really are."
"Do you mean you're going to dress me in girly clothes?"
"I mean precisely that."
"But I'm not a sissy."
"If I may interject," Alfred offered. "When I found him deep in the
throes of onanism, the lewd magazine he was using as an aid, was
turned to a page featuring two men, in a compromising pose."
"And your mother expressed concerns about your ability to function in
the real world, Jerry, because of your lack of maleness. So this will
be the best thing for you, all around."
"But I don't want to be a girl," he protested weakly.
"You won't be one," she pointed out. "You will be a sissy. Please
try to understand the difference."
He whimpered and hugged himself. What else could he do? He had
almost no male clothes, and no means to go anywhere if he left. He
didn't even have anything on under that less-than-masculine garment.
Jerry lowered his eyes in defeat.
He whispered, "I'll try to cooperate. But if it doesn't work, I can
go back to dressing like myself, can't I?"
She conceded, sounding perfectly reasonable, "Most certainly. And I
like that way you sounded, just now. Please speak just as softly
while you're undergoing your therapy. Understood?"
Still using the wispy voice, he agreed, "Yes, Ma'am."
"Very good. Now let's get you properly attired." She asked Alfred,
"When your niece worked here a while back, I believe she left some
clothes, because she intends to return. Jerry is about the same size
as her. Do you think she'd mind if he wore her things?"
"Not at all. In fact, I'm confident that she would be honored to help
in any way with his rehabilitation."
"Excellent. Please begin transferring her clothes from the room she
occupied, to Jerry's dresser and closets. Choose something for him to
change into. And leave only those of Clarence's clothes that you deem
appropriate."
"At once." Jerry thought he spotted a malicious glint in the man's
eye before he turned away.
As soon as Alfred was gone, Lavinia went on, "We also have to deal
with the possibility of you expressing any male aggression. There are
two ways to diminish that risk. One is to humble you. The other is
to drain some excess energy with physical tasks. Both of those goals
can be achieved simultaneously by having you do some housework, while
wearing appropriate attire. The woman who usually takes care of those
chores has been off for a week, so there is a backlog of jobs to be
done. She is due to return early tomorrow, at which time I will have
her direct you and make sure you know what you're doing."
Jerry was feeling worse and worse. At the same time, surrendering
power and letting others make decisions for him had a strange appeal.
Even the idea of being feminized played into that attraction. It
would be so nice to not have to run his own life. Still, the thought
of being dressed in a girly fashion unsettled him. And very soon that
concern would become a reality. Before he could think much more,
Alfred reappeared. He announced that there were enough of his niece's
clothes now in Jerry's room, along with a few items from the previous
occupant, that the boy could get changed. Alfred turned on his heel
and walked away, with his charge trailing obediently behind him.
Alfred glanced back and halted. He said, "That flatfooted walk is
unattractive, and doesn't fit into your new image. Please take small
steps. Put one foot in front of the other. And relax your body, so
that your hips take on a natural sway." He crossed his arms over his
chest and eyed Jerry from his superior height. "Let me see you do
that."
The young man pushed back his blond hair, put his hands at his sides,
and began to move in the way that had been described. Alfred advised
him to hold his arms out slightly and let his wrists go limp.
"Chin up. Shoulders back. Good enough for now. Make sure you
maintain that gait. It's an important part of the help your aunt is
giving you."
Alfred offered a few more suggestions for how Jerry should climb the
stairs, and even advised him on opening the door to his room. As they
went in, he saw several pieces of clothing spread out on his bed, as
before. But this time they didn't merely suggest feminine wear. They
were unquestionably a girl's clothes. And they were out-of-style,
from the full-cut, pink panties and short, shimmery slip, to the retro
party dress, green with yellow cabbage roses all over it, and capped
sleeves, that made him think of mid-century fashions. There was even
a red pillbox hat. Had Alfred's niece really worn these things?
"Would you like help getting dressed?" Lavinia's employee wanted to
know.
"No, thank you," Jerry said abruptly and too loudly. He resumed his
modified way of speaking and went on, "I'll be fine. Maybe you can
just make sure I'm doing everything right."
"Naturally. Whatever you need." Was there condescension in the
words?
Alfred moved back, as if to assure Jerry that he wouldn't step in
unless asked. The folding screen was gone. Alfred must have removed
it. The reluctant visitor pulled the nightshirt over his head, with
the man watching. When he picked up the panties, he found they were
made of some satiny material. Quickly stepping into them and getting
them all the way up, he was relieved to be at least partly covered.
Next came the slip. Jerry got it over his head and let it slither
down his body, caressing his skin as it went. The dress was easy to
get into but he couldn't button it up the back. He had to ask Alfred
to finish the job for him, which the man did dexterously, without a
word. Then Jerry perched the round hat atop his head. He checked
himself in the mirror and decided that, as much as he didn't like
having to dress that way, it was much better then being mostly naked.
Alfred informed him, "I put some of my niece's make-up on your
dresser, if you'd like to apply a little. As part of your therapy,
you understand."
Jerry said, "I'm not sure how to do that."
"Just try, and I'll give you some tips if you need them."
With minimal input from Alfred, Jerry gave himself smoky eyes and a
bright magenta mouth. He decided it was too much, but the man who had
brought him was acting impatient to go. Alfred pointed to the floor
under the bed, where a pair of girl's shoes were peeking out. Jerry
put them on. They were shiny red and had pointy toes, as well as
narrow, two-inch heels. The young man found he could walk in them if
he took even smaller steps than previously. He followed Alfred to
where Lavinia had relocated, on the sofa in the living room. He used
another bell pull and Cookie showed up, pushing a tea cart.
"Now," Jerry's relative said, "let's get you acquainted with proper
manners for drinking tea. Sit on that chair across from me."
When he went and plumped himself down on the padded seat, Lavinia
frowned. She had him get up and sit again, several times. He had to
lower himself gently and then cross his ankles. Next she had him get
up and pour her a cup of tea. He overfilled the cup and, when he
picked it up to give to her, some sloshed out onto the saucer. She
shook her head disapprovingly.
"No, no, Jerry. You have to move more slowly and gracefully. And
never put so much tea into a cup. Now put that one back on the cart
and try another."
He did better on the second try. When he passed it over, she accepted
his effort. Then she told him to pour one for himself. He did and
missed the cup with only a few drops, at the end. She had him take it
to his seat and sit again. He had to extend his pinky when he raised
the cup to his lips. She taught him how to take the tiniest of sips.
"You're learning, albeit slowly," she allowed. "Now that we've given
you a proper appearance, you'll need the right name to go with it.
Instead of Jerry, how about... Jenny? Yes, I like that. Are you
enjoying your tea, Jenny?"
"Yes, Ma'am," he replied in the girly way that he had been instructed
to.
"Very good. I'd offer you some of these delicious cookies I'm
enjoying, but right now you're on a strict diet. So just relax and
let me admire you. Tomorrow morning, as soon as Ellen gets here, she
can get you started on your housecleaning."
He wanted to object but by then his willpower had ebbed to almost
nothing. So he merely smiled and nodded, as if he was enjoying a
civilized tea party for two and didn't have a care in the world. By
the time his second cup of tea was gone, he felt his bladder making
demands to be emptied. As difficult as it was for him, he told his
aunt he had to use the lavatory.
She explained, "You must ask for permission to relieve yourself. And
do it with utmost politeness. Now please make your request, Jenny."
"Ma'am," he began in his girly voice. "I'm sorry to bother you. I
have to use the lavatory. May I have permission to do so, please?"
"That was good enough. Now let me have you wait a bit, to help you
learn some physical self control." She sipped her tea and gazed at
him over the rim of the cup.
A part of Jerry wanted to yell, perhaps to throw a tantrum. This was
maddening. But even as flustered as he was, he still had to maintain
a calm outward demeanor if he expected to get through this. As he sat
there feeling uncomfortable, thoughts of everything that had happened
so far ran through his mind. The suggestions which had been made,
that he might not be very manly to begin with, kept repeating
themselves to him. He smoothed out his dress over his lap and
maintained his prim posture. What if that was true? Were his efforts
to internally hold onto his maleness going to prove futile?
After ten more minutes, Lavinia informed him where the nearest
bathroom was, and cautioned him that he should sit on the commode, as
a girl would. Wearing the chastity, he realized, would mean doing it
that way all the time. He gave her a smile of thanks and left the
room, aware of how easily he fell into moving in a feminine way.
Having to deal with a dress and panties before he could relieve
himself was certainly a new experience. He managed to get through it
with no major problems, though there was plenty of shame. When he
returned to Lavinia, she told him that he was now allowed to go back
to his room to change, and could sleep in his slip and panties. Going
from the less-than-masculine nightshirt to those definitely feminine
garments had been a step further into his new sissy status, he knew,
but he was too focused on walking correctly to think much about it.
Alfred accompanied him again, and reminded him to remove his make-up,
giving him pointers on how to do it. He also unbuttoned the dress.
Once again, Jerry had to change in front of him. Alfred glanced at
his watch, reminding Jerry that he was now up later than had been
planned.
"Goodnight, Miss," Alfred said after Jerry was back in bed.
"Goodnight, Alfred," Jerry answered. His soft voice was starting to
sound natural to him.
The young man tried to sort out everything that had happened since his
arrival, and to project ahead to what else might occur. His earlier
feelings, about the pleasures of surrender, were now in conflict with
his need to not be turned into a sissy. He silently berated himself
for masturbating and, worse, getting caught. If only that magazine
hadn't been there. And Alfred hadn't brought that glass of milk. How
could Jerry's luck be so bad? He reached down and touched the
chastity device, barely able to believe that it had been locked onto
him. As stressful as everything had been, he wanted to play with his
dick again, to relieve the tension. That option was no longer
available to him. He would have to work hard to please his aunt, so
he could get unlocked. After that, he would only touch himself in
that special way when he was safely alone in the lavatory.
Alfred came and woke him up the next morning. The tall figure's arms
were behind him. Jerry was shocked that the man was accompanied by a
woman who was not much older than Jerry himself. Dressed in a white,
high-collared blouse and charcoal pencil skirt, she was tall, with
angular features, and a trim figure. Her reddish-blond hair was worn
short.
"I am Ellen," she said, by way of introduction. "The maid. Your Aunt
has informed me that you will be taking over the bulk of my duties
until further notice, and that I am to assist you in getting dressed
for it, as well as accompanying you to make sure you do a proper job.
Are we clear on that?"
Jerry decided that he had better keep this woman happy, rather than
risk her giving a bad report to Aunt Lavinia. He nodded.
"Yes, Ma'am." He was still using his wispy voice. "Thank you." His
shows of gratitude, whether sincerely felt or not, were coming
automatically.
"Very well," she said. "Alfred has something appropriate for you to
wear."
From behind his back, the tall man brought a dress on a hanger. It
was a very short maid's outfit. In his other hand were a tiny apron
and fishnet stockings, as well as a pair of shoes. That latter were
black, with two-inch block heels. Ellen excused Alfred but stayed
herself, to supervise Jerry dressing. He blushed as he began to get
out of his sleepwear. It struck him that there were no panties being
offered.
He meekly inquired, "Should I keep on the panties I'm wearing?
Or...?"
She shook her head. "You will not wear anything under your dress
today. Lavinia feels it will help you learn modest behavior, if you
have to be extra careful not to expose yourself."
He swallowed drily. "Yes. Thank you, Ma'am. I understand."
Taking the dress off its hanger, he unbuttoned it down the back, then
stepped into the skirt portion. Next he got his arms through the
short sleeves, which were trimmed with lace. He looked helplessly
toward Ellen and gestured to the unreachable buttons.
"Could you, please...?"
"Of course."
Jerry saw that he would also need assistance to get out of the dress.
Did everything button up the back that way? He sat on the side of the
bed and she instructed him on how to roll the stockings up his smooth,
hairless legs. Then she had him put on the shoes. Ellen got down on
one knee to fasten the buckles, as if not trusting him to manage the
small task himself. Then she had him stand, so she could put the
apron on him and tie a big flouncy bow in the back. She had Jerry
sashay around the room.
After that he was told to apply make-up. Under her guidance, he gave
himself a more conservative look than the night before. Ellen brushed
his hair, parted it in the middle, added some volumizing product, and
left it fuller and more feminine. Producing a tiny starched cap, she
pinned it atop his locks. Then she took him to the dining nook, where
his aunt was just finishing a modest morning meal. Lavinia did not
offer him anything to eat. Instead, Ellen gave him a feather duster
and ordered him to start by using it on the baseboards of the room.
He almost forget himself and pointed out that the job was unnecessary.
Stifling any words at the last moment, he kept his mouth shut and went
to the corner to begin. It struck Jerry that, if he bent forward from
the waist, his skirt would rise in the back. He certainly didn't want
to expose his uncovered bottom. So he dipped at the knees and reached
out to begin his chore. That made it necessary to straighten up and
move to the side, each time he finished a section, which was
frequently. If they had allowed him to wear panties, the awkward
posture and difficult movements wouldn't be needed. It was
frustrating to have to do his job in such an inconvenient way. As he
worked himself around the room, his aunt enjoyed a cup of tea.
Jerry's tummy grumbled. He salivated. Finally completing his task,
he turned to Ellen, who waited expectantly.
"Yes," the usual maid said to her replacement. "Now let's get you
started on the lavatory. One of them, anyway."
Jerry had to wonder how many there might be in such a large place. He
followed meekly, to a supply closet. At Ellen's instruction, he hung
the duster on a hook. Then she pointed out the tools he would need to
use. He was surprised to find that the bucket was small, the scrub
brush miniature, and his sponge half-size. Everything was going to
take at least twice as long as it should. He suppressed a sigh and
gathered what he needed, along with a large plastic bottle of liquid
cleanser.
Ellen walked him to a large bathroom, much more spacious than the
lavatories he had visited earlier. With a few tips from her, he
filled the bucket with hot soapy water and set to work, starting
higher up and working down. When it was time to do the toilet and
floor, with special emphasis on hard-to-reach spots, his muscles,
unaccustomed to such exertions, began to protest. On all fours, he
couldn't avoid his skirt lifting enough to show more than a peek of
cheeks. It was hard for him to care about that any more, as he
labored unhappily, shamefully aware that he was dressed like a
traditional maid.
When he heard Alfred behind him, telling Ellen that Madame wished to
see her, Jerry stiffened. He reached back to pull down his skirt, but
that didn't work. Alfred made no move to leave. The mortified young
man had to keep going, with the motion of his scrubbing arm causing
his backside to wiggle side-to-side. He could feel Alfred's eyes on
him. Strange tingles ran up and down his spine. At last, Ellen
reappeared. She said that, when he was done this room, his aunt would
see him in the kitchen. Jerry eventually finished and was permitted
to wash his hands and put away the supplies.
When he got to the kitchen, Cookie had another bowl full of gruel
waiting for him. He sat primly and confronted the food. Taking his
first big spoonful, he found it was cold. His aunt was watching him
critically, so he didn't allow his distaste for the mush or its
temperature to show. The cook gave him a tall glass, brimming with
lukewarm water. He alternated drinking and eating. The food seemed
to absorb all that water, and by the end his stomach felt overly full.
Ellen had him do some more housework, which was unpleasant after such
a filling meal. He had to polish silver and wipe down furniture. In
a home that size, once everything was done, it would be past time to
begin over, especially if Ellen gave him less-than-ideal equipment, as
she had done for the bathroom. Feeling more and more put upon, he was
then taken back to the kitchen, where Cookie presented him with a sink
full of dirty dishes and cookware, a long apron, and big rubber
gloves. By the time he had everything washed and in the drying rack,
he was exhausted.
"Now," Ellen said, "your aunt is ready for you to continue your
dressing therapy."
Jerry was relieved to be done the chores. His relief was not long-
lived.
Ellen walked him to his pink and white bedroom. Alfred was waiting.
Jerry's eyes went from the tall man to the bed, where there was
another change of clothes waiting. All he saw atop the bedspread were
a corset, a pair of bloomers, and high-button shoes. The youth stood
there with his mouth open. Alfred clapped his hands, snapping Jerry
out of that shocked reaction. Ellen told him to strip. He got
himself naked - except for the cock-lock, of course.
First they put the corset on him. Alfred held it while Ellen snugged
up the laces. She kept tightening them, compressing his waist more
and more. Then Alfred took her place, bracing his knee against Jerry
while he made the garment painfully snug. After he tied it off, he
stepped away and gave the youth's bottom a firm swat. Jerry yelped
and stumbled forward, into Ellen's arms. His bare chest was pressed
against her modest bust. Inside its penis prison, his dick tried to
stiffen. It pulsed and demanded to be touched, but couldn't grow at
all.
Ellen had him sit on the edge of the mattress. The corset hurt his
midsection and kept his back straight. She held the bloomers, so he
was able to get his feet into them. Then she made him stretch out his
arms until he could grip them and pull them up. He got clumsily to
his feet and pulled them the rest of the way. They reached to just
below the corset.
"Walk around the room," Ellen urged him.
"Don't forget how you're supposed to move," Alfred reminded.
Jerry did what they wanted, but it wasn't easy. At least the room was
small. Then they had him sit on the white chair, so each of them
could each put one of the shoes onto his feet. They were too narrow
and not long enough. There was a buttonhook for each of the dressers,
enabling them to finish the job in a relatively short time. He
doubted that he could get himself out of either the corset or that
crushingly tight footwear. When they helped him to stand, he
whimpered. Alfred gave him another hard swat to the fanny, starting
him walking toward the door. Soon he was out in the hallway, moving
slowly, each step costing him discomfort. His bottom stung. His
waist protested. And his feet sent angry messages to the pain center
in his brain.
They were moving through the house when Ellen decided, "Our Jenny
needs more motivation. Please fetch me a crop, Alfred."
He hurried off and returned, all too soon, with not only a riding crop
for her, but also a swagger stick for himself. As Jerry moved
forward, with a sort of feminine hobble, they took turns swatting his
bottom. He let out a high-pitched cry each time they struck his
vulnerable backside. The thin material of the bloomers was almost no
protection. He whimpered as the pain penetrated and spread, until he
was fighting back tears. Before he realized what they were doing, his
two tormentors had steered him into the library, where Lavinia was
waiting, again ensconced in the familiar chair.
"Please make them stop," Jerry wailed. "It hurts so bad."
"I would prefer," she responded, "that you address me properly. You
may call me Aunt Lavinia, or Auntie, or even Auntie Dearest. Let's
try all of those."
Alfred gave him a slash across both buttocks with his rattan
instrument. It was less than two feet long, so the force was well
concentrated. It's solid core made it especially effective for
leaving marks and creating lasting pain.
Jerry sobbed, "Please, Aunt Lavinia, don't let them hit me any more."
She told him, "Now try the next way."
He hesitated. What did she want? A smack of the crop triggered his
mind. Jerry said, "Please make them stop, Auntie."
Ellen landed another, across the vulnerable tops of his thighs, where
there is less protective padding. He shrieked. "P... p... please,
Auntie Dearest. Tell them not to do that."
"Well," Lavinia said thoughtfully, "I've tasked them with helping you
to learn. If I stop them from doing what they feel is necessary, how
will they ever be able to accomplish their goals? So, no. I will not
order them to cease and desist. Not at all." To the two who were
hurting him, she calmly said, "Carry on."
The blows resumed. He was driven out of that room and all through the
spacious first floor. When they reached the kitchen, Cookie saw what
they were doing. She took a narrow cutting board, one that was shaped
to accommodate a loaf of bread, pulled down his bloomers in back, made
him bend forward and grip the counter, and gave him half a dozen hard
ones on his already striped and bruised rump. His knees started to
buckle, but Alfred caught him. He supported the victim with one arm
around his torso from behind. With his free hand, Alfred teased
Jerry's exposed nipples.
The well-dressed man said, "Let's see if this takes your mind off the
hurt."
Jerry shivered all over. Alfred's expert touch sent currents of
pleasure through him. Again, the young man's dick tried futilely to
erect. His balls were beginning to throb. His bottom blazed. His
middle was pinched so tightly by the terrible corset. And his feet
hurt more with every step.
"Correcting Jenny is hard work," Ellen commented.
Cookie offered, "Would each of you like a bit of brandy?"
"That would be lovely," said Alfred, now toying with Jerry's other
nipple, wetting his fingers to intensify the effect.
Jerry moaned and squirmed, in the throes of sexual arousal. Pain and
pleasure became confused in his mind. Alfred got him standing
straight. With both hands free, the man touched Jerry's ears, neck
and shoulders, the contact teasingly light, but oh so powerful.
Jerry's eyelids fluttered. His cheeks were flushed. He kept licking
his lips.
"Well," observed Ellen, "this one sure perks up when a man touches
him."
Cookie chimed in with, "Jenny has the makings of a true sissy."
Alfred chuckled. "I barely got started before he simply melted. I'll
bet he's been hoping some strong man would do that to him for quite a
while."
Jerry moaned, "Nooooo," but he had to ask himself if Alfred might be
correct.
The big man ran one finger playfully between Jerry's uncovered
buttocks, lingering on the most receptive spot. The corseted boy
gasped and pushed back against the questing digit.
"Oh, yes," the man touching him concluded. "We have ourselves a
hungry sissy, just waiting to have his appetites satisfied. I'd wager
that he'll want to pay me back in kind before long, if you know what I
mean."
The women laughed. Jerry tried to make a disapproving face, but
Alfred began kneading his sore buttocks, translating pain into an
unfamiliar type of sexual turn-on. Jerry pawed at the waist of his
bloomers, trying to yank them up, but his captor simply slapped his
hands away.
"Bad boy," admonished Alfred. "That could earn you some time across
my lap. Of course, it might be less like punishment to you, and more
like foreplay." His fingers never stopped moving. "Isn't that right,
Jenny?"
"No," Jerry whispered. "I mean, maybe. Yes. No. I'm not sure."
Alfred chuckled, chucked him under the chin, and gently backed him up
to a wooden chair. He sat the young man down on his bare butt.
Cookie produced three small glasses and a bottle of brandy. She
poured for all of Jerry's handlers and they raised their drinks, to
clink them together.
"To our girl Jenny," Alfred toasted.
"To helping her get in touch with her feminine side," added Ellen.
"And spanking those cute buns, every chance we get," cheered Cookie.
As the trio enjoyed their drinks, their prey could only sit there, on
his tender rear, and try unsuccessfully to sort out everything that
was being done to him, including the new feelings Alfred had so
effortlessly awakened.
In the days that followed, there was more of what he had already been
subjected to. He had to wear the maid outfit and spend hours
cleaning. The gruel remained a staple in his diet, along with fruits
and vegetables, plus some dairy products. Frequently, Jerry found
himself over Alfred's firm thighs. The spankings were prolonged, as
the spanker traded off administering discipline with elevating arousal
levels, until Jerry could no longer separate the two entwined streams
of sensations. Wearing male clothing became only a memory. His body
language kept evolving, as did his speech, both becoming exaggeratedly
feminine. He unconsciously primped and preened. He learned more
about applying cosmetics and fixing his hair. Jerry even came to take
pride in crafting his appearance in ways that won Lavinia's approval.
The smallest compliment from her became the center of an entire day
for him.
Alfred continued to escalate his handling of Jerry, even massaging his
testicles and teasing him about possibly unlocking his chastity. The
captive came to feel increasingly dependent on his captors. Jerry
lost weight on his diet, becoming positively svelte, which further
inflamed Alfred's steadily swelling lust. Often, the older man would
rub himself suggestively against Jerry, letting the nephew feel a hard
cock through the man's trousers. All three women became erotic
touchpoints for the sissified male. But it was Alfred to who his
interest was always turned in the end. He tried to resist, to tell
himself that he was still straight, to prove that while he was
outwardly so girly, inside he remained his old self. Despite all his
efforts, it was a losing battle.
Jerry's bottled up sexual energy expressed itself in unwanted ways.
While he was over Alfred's lap, having his rear end reddened, his
thoughts shifted to how the man had touched him immediately before the
spanking. When Jerry was given that dirty magazine again, he went
straight to the pages that showed the two oversexed guys together. He
didn't want to let himself see those photos, but couldn't keep from
sneaking another look, and then one more. Other periodicals followed.
He was always disappointed when the images were male on female, or
girl on girl, but delighted to find fresh ones of homoerotic
couplings. He came to a complete standstill when he turned a page and
saw two effeminate youths, lying on their sides, facing each other, in
the classic 69 position, each with the other's cock in his eager
mouth.
Thoughts of such scenes filled his mind and disturbed his sleep. He
hugged his pillow. Jerry even acquired the habit of fingering his own
nipples, taking himself to the heights of auto-arousal, even though he
knew that fulfillment was impossible while in chastity. Alfred's
hints about freeing him preyed on his mind. He told himself that, if
he did something to please the older man, there would be
reciprocation, which he needed so badly. Jerry rationalized at a
furious pace, with some denial added into the mix, and lots of twisted
logic to tie up any loose ends. He saw Alfred with new eyes.
When Alfred personally gifted Jerry with a pink, baby doll nightie,
the well sissified youth was thrilled. He put it on and modelled it
for his benefactor. Alfred stroked the wearer's nipples through the
filmy material, until Jerry was nearly weeping from need. When the
tall man placed his hands gently on bare shoulders, youthful legs bent
and Jerry sank willingly to his knees. He rubbed the front of the
man's pants, undid his belt, unhooked the catch, and lowered the
zipper. Moments later, Alfred had slipped off his loafers and Jerry
helped him to step out of his pants. All that was between Jerry's
unnatural appetite and his goal was a pair of boxer shorts. He had
felt Alfred's cock often enough to know that it was large, like those
in the magazines. Out of his mind with lust, Jerry inched down the
final barrier to his target. He was tickled to see that what the man
possessed was not only the size he had anticipated, but well made,
with thick veins and a full head. Jerry wrapped his arms around
muscular thighs and pressed his cheek to the now half-tumescent organ.
He turned his face toward it and gave an experimental several licks to
the impressive shaft. Soon, with some help from his hands, he had it
standing tall, hard and with a slight upward curve.
Tingling all over, still not fully understanding what he wanted, Jerry
capped the knob with his wide-opened mouth. He closed his lips and
sucked. Alfred's answering sigh meant the world to Jerry. He slid
his lips along the thickness, taking as much as he could, and cursing
his gag reflex when it halted his progress. He gripped the root,
unable to stretch his fingers all the way around its girth. Then he
simultaneously sucked and stroked. The standing man's hips jerked.
He groaned. Jerry pumped and suctioned. All at once, Alfred tensed
and shot his load, flooding the sissy's mouth. Jerry swallowed. Just
as he was at the apex of his self-celebration, it abruptly hit Jerry
what he had just done. His old masculine personality reasserted
itself, all at once. He was stricken by guilt and remorse. He had
just sucked a man's cock and gulped down his semen.
Alfred said, "That let off the pressure. Now let's get in bed and you
can really take your time to coax the rest of the spunk out of my
balls."
Jerry was sickened. He didn't want to do it. He said, "I'm not sure
about..."
That was as far as he got before Alfred cut him off with, "Or would
you rather play some spanking games? I know you much you like those.
And I could try pinching your nipples, instead of just touching them.
Pinching hard."
His words refocused Jerry's mind. The youth still didn't want to do
more cock sucking, but the alternative was even less appealing. He
also was convinced that, if he endured the punishments Alfred had
mentioned, it would still lead to that big rod between his lips again.
Either path had the same destination, yet one was shorter and less
difficult. The latter was what he chose. Jerry reminded himself
that, as much as he didn't want to, it was safer if he convinced
Alfred that he honestly desired to give him a second, more leisurely
blowjob.
"Oh, yes," Jerry purred. "I can't wait to have your magnificent tool
tickling my tonsils again." He even made himself giggle like a silly
girl. Except that he wasn't that. He was a silly sissy.
The follow-up knob polishing and sword swallowing took so much longer.
There were kissing and licking of that impressive length. Alfred
wanted his balls lapped, so Jerry did that too. Better for him to
slurp Alfred's scrotum, than to have Alfred squeeze or slap Jerry's.
It went on and on, until the hinges of Jerry's jaws hurt. In the end,
Alfred made him pump the rod, while his lips capped the head. When
the reclining man spurted, every drop of his spunk went against the
roof of Jerry's mouth and onto his tongue, rather than any of it
rolling straight down his throat. He forced himself to glug it all
down, thinking about how it would be inside him for hours to come.
After he had thoroughly cleaned Alfred's enviable cock, the big man
pulled him close. He rolled his reluctant partner over, so Jerry's
bottom was against the man's groin, and stayed that way as he, Alfred,
drifted off to peaceful sleep. Jerry could only lie there, on his
side, the flaccid member pressed to the cleft of his ass, worrying
about what might come later.
That oral encounters were repeated frequently over the next several
weeks. Then Lavinia announced that Jerry's mother was coming for a
visit. The sissy's reactions were mixed. Mainly, he saw it as a way
to escape. Surely she wouldn't leave him here, in this terrible
situation. Still, he had become so emotionally needy, with only the
other three people in that house able to supply what he required, that
it was close to impossible to imagine going back to his former life.
He struggled with the conflict, telling himself that, once Mother got
there, all would become clear, and he would be free of his tangled
urges.
Mrs. Collins arrived, swathed in fur, wearing a matching hat, and
bedecked with expensive jewelry. Jerry didn't want to be seen in his
girly clothes, but they were all he had. At least he was allowed to
shed his maid's outfit. Lavinia herself had selected a juvenile-type
dress, in pink, with capped sleeves, a ruffled front, and very short
skirt. It was accompanied by appropriately juvenile shoes with
oversized decorative buckles. He stood in front of his mother with
his knees together and toes turned in, hands clasped at his waist.
She eyed him coolly.
Jerry's mother spoke not to him, but to his Aunt. "I can see that
what you said was true, Lavinia. If anything, Jerry - or I should say
Jenny - is even more effeminate than you suggested. I suppose you
were trying to be kind to me, by playing down just how much of a sissy
he turned out to be."
"It's true," Lavinia said with a sigh. "In fact, he has started a
relationship with my steward, Alfred. At least this way, Jenny has
some stabilizing influence in her life."
The young man couldn't believe what he was hearing. He tried to
speak, but his words came out as high-pitched syllables. "Moth-er,
you can't lis-ten to her." He stamped his foot like a petulant child.
Jerry hadn't realized just how girly they had made him. Now, as the
reality of it hit him all at once, his words became very soft. "I
mean, if you would just let me explain..."
His mother fixed him with an imperious gaze. "Yes, Jenny?" She used
his feminine name as if it was perfectly natural to do. "What is it,
girl?"
Jerry fell apart. His lips quivered and his eyes blinked. All at
once he was sobbing. Impulsively, he turned and tried to run away,
but unintentionally went straight into the arms of Alfred. The dress-
wearing young man squealed. In a tizzy, he clung to the older man for
protection, and buried his face against Alfred's lapel.
"This certainly is extreme," Jerry's mother concluded. "So I'll go
along with what you suggested, Lavinia. Jerry needs to be married to
Alfred. I'm so glad everyone involved is agreeable to that."
The intended bride hadn't even been told about this possibility, which
had just become a reality. Before he could retreat, Alfred wrapped a
protecting arm around him to keep him where he was. Jerry trembled
all over.
"If I may say something..." Alfred began.
"Please," Jerry's stepmother said, "speak freely. After all, you're
practically family now."
"Well," Alfred went on, "I believe that once Jenny has experienced the
physical relationship that comes with being married, she will calm
down considerably."
Unable to contain himself, Jerry turned his eyes up to Alfred and said
meekly, "What do you mean?"
"I'm referring to consummating our marriage, dear," Alfred hold him.
"Once I take your maidenhead, it will most likely settle your nerves.
After all, it's what you've been silently wanting for a long time,
even if you didn't admit it to yourself."
"My... maidenhead?"
Alfred lowered his hand behind Jerry and, unseen by the others, jabbed
a stiff finger between the youth's soft buttocks. "Yes, Jenny. Your
sissy cherry, if I may speak in the vernacular."
Jerry was too stunned to say anything else. After they were wed,
Alfred would expect more than those frequent oral attentions. He
wanted them to... go all the way.
Mrs. Collins said, "I'd like to see Jenny eating her special diet and,
I'm afraid, I'll need to witness at least one of her discipline
sessions. It's my motherly instinct to be aware of every aspect of
the care you're giving her, though I'm sure it's all what's best for
the girl."
"Of course," Lavinia said. "In fact, he's overdue for a bare-bottom
spanking from me personally. I'll be using a hairbrush that I had to
purchase especially for that purpose, once we found out how difficult
your daughter can be."
The youth wished they would stop referring to him as a girl. And he
didn't want his Mom to see him having his backside tanned. In fact,
it must still be pink from the hand spanking Alfred had given him
earlier, after Ellen declared that he had shirked on his maid duties.
This was all happening too quickly. His hope for rescue had been
replaced by an almost absolute certainty that his situation would not
only get worse, but also go on and on.
He was wrenched away from his private concerns when his aunt snapped,
"Jenny. Come over here this minute. I can see that you're beginning
to ignore us again. Obviously, the best thing for you is to have that
spanking right now." To Alfred she said, "Would you be a dear and
bring me that hairbrush?"
"Certainly," he said with a smirking smile.
While he was gone, the women chatted about Jerry's dressing therapy.
His stepmother declared that she would have some new items sent to the
house, ones that would be especially chosen to deny whatever reserves
of masculinity he might still be harboring. She even had the
inspiration to insist on having a custom maid's outfit produced for
him, all in shades of pink. He pictured himself wearing it and
cringed inwardly.
Alfred returned with the recently acquired hairbrush. Made of dark
wood, it was larger than average. Lavinia moved to a wooden chair and
sat there, patting the flat of the brush against the palm of one hand.
"Well, Jenny?" She gave her nephew a coldly resolved look. "Are you
going to come here, or do I have to ask Alfred to drag you by the hair
of your head?"
"No, Ma'am," he said wanly. "I'm sorry. I wasn't thinking clearly...
Auntie Dearest."
"Indeed, you weren't." She nodded toward her broad lap.
He came over and performed the increasingly familiar act of draping
himself across someone's thighs so his bottom could be soundly beaten.
Jerry was aware of the difference between how it felt when he was
lying on Alfred's legs, or Ellen's, as compared to Lavinia's or
Cookie's. His mental musings were interrupted when the woman
surprised him with a hard whack to one buttock and then the same to
the other. He cried out and gripped the legs of the chair. She
paused to let the pain sink in. It was something he had not gotten
used to, and believed he never would. When she sensed his muscles
relaxing, she laid on another half dozen measured swats, which left
him moaning and close to tears. He hated how easy it had become for
them to make him cry. It was like an added proof of his lack of
maleness. He sniffled. Once his breathing slowed back to normal, she
raised the hairbrush again. His nether cheeks had gone from white to
pink. Now she delivered a harsh dozen blows that changed them to
bright red. His legs kicked as she colored both ovals equally. His
stepmother looked on with obvious approval. Alfred smiled to himself,
knowing that soon he would be administering the majority of Jerry's
discipline. Finally, Lavinia gave her victim a rapid-fire score of
blows, that darkened the discoloration further and caused some
swelling. He broke down and shed copious tears. When she put her
hand on his bottom, it was hot to the touch. She invited Mrs. Collins
to feel the heat, which the delighted woman was happy to do.
"What do you say, Jenny?" his aunt wanted to know.
"Th... thank you, Auntie Dearest. I'm sure I deserved that."
"Now up you get. Let's have Ellen put you back into your maid
attire. And no panties, of course. It will do you good to know
everyone can see your rosy red bottom."
"Yes, Auntie. You're absolutely correct. I need lessons like that."
He was becoming quite accomplished at saying what she wanted to hear.
At times he was beginning to believe what he said.
"Your stepmother and I will be discussing your upcoming nuptials. We
can take care of the paperwork and such later. Right now, to be fair
to Alfred, we want to move you ahead to your wedding night, as soon as
possible."
He hated to hear that. At the same time, he was strangely stimulated
by her words. The idea of being so deeply under the older man's
control was strangely reassuring. Surrender, it seemed to Jerry,
would make his life so much simpler and easier. He didn't want to
give in, and accept everything that came with that, but he was so
terribly tired of trying to resist the inevitable, even if only in his
mind.
Days later it was time for the informal wedding ceremony. Jerry knew
they had something special for him to wear, but hadn't been allowed to
see the new outfit. They were going to exchange their vows in a large
party room that he had spent three arduous days cleaning. Now he was
taken to a small anteroom to be dressed. Ellen and Cookie were
waiting. They surprised him by removing his chastity. Did this mean
it would stay off? When he saw what he was expected to wear, Jerry
almost fainted. Hanging up was a sort of dress in white leather, that
would bind him securely and leave portions of his body uncovered,
including his bottom. He was too defeated by that point to put up
more than a token resistance.
"Please," he squeaked. "Don't put me in that. I'll behave. I won't
cause any trouble."
The women chuckled at his feeble attempt to stand up for himself.
Cookie wrapped her arms around Jerry and held him against her generous
bust. All he had on was what he had slept in, which was a short filmy
negligee. It offered no protection as Ellen took a paddle, which she
had had the foresight to bring, and landed a half dozen hard smacks on
his bottom, raising it from pale white to rosy red. He squirmed and
whimpered but couldn't break free from the cook's firm hold. When she
did release him, his tiny penis was erect. Because he no longer had
any pubic hair - permanently removed, along with all his other body
hair - his male member appeared especially immature.
As he stood there sniffling, Ellen said, "Are you going to give us any
more trouble, young lady?"
"No," he sobbed. "I'm so sorry. I didn't mean to be naughty."
He was sounding more and more like the person they were treating him
as, a young frivolous girl who needed to be directed all the time.
The household staff had gotten him well softened up for his marriage
to Alfred. Jerry stood there on legs that threatened to buckle, as
the bizarre article of clothing was taken off its hanger, so its high
collar could be fastened around his neck, and they got his arms into
the long sleeves. In front it appeared like a fitted dress that
reached almost to his knees, except that there were openings for his
nipples and genitals. In back, it covered him down to the waist, but
left his rear and the backs of his smooth hairless legs exposed. That
meant his freshly tinted backside was on display. The sleeves ended
in narrow mittens, with D-rings on their ends. His arms were pulled
behind his back and the rings fastened together with a clip. Straps
at his elbows were wrapped around and buckled, so that it was as if he
were wearing an arm binder.
They sat him down on a backless chair and fitted high boots over his
feet. They had three inch stiletto heels, which he had learned to
walk in, though they still required him to measure his steps. While
he was seated, they fussed with his hair, giving it lots of volume and
let it rest softly on his shoulders. Then came the cosmetics, which
they applied in a way that gave him a pale, doll-like face, complete
with long eyelashes, vividly rouged cheeks, and cupid-bow lips. When
they stood him up and walked him - one tiny step at a time - to a long
mirror, he was unsettled by what he saw. This was a new look for
Jerry, and one that suggested the totally subservient relationship he
would have with Alfred, even more submissive than his current one.
The strangely erotic looking bride was led from that space to the back
of the party room. There were chairs set up in rows on either side of
a central aisle. At the front waited Alfred, straight-backed and
dignified in a tuxedo that suggested an earlier period. Also waiting
for Jerry was the officiator. She was a tall Black woman, with
stupendous curves, dressed in a red body-stocking, with a matching
pillbox hat. Her hair was shaved almost to her scalp and she wore
earrings like big crescent moons. As the male bride moved forward,
with Ellen holding his bound arms and walking him, he glanced to the
sides. The guests were a curious lot, in fashions that favored
leather and rubber. He spotted his stepmother, seated next to a
handsome man who had his arm around her shoulders. Further over was,
to his surprise, his father. Mr. Collins was wearing a
straightjacket. Next to him was a young man in a white smock,
apparently an attendant from Fairhaven Fields, who was absently
stroking his charge's hair, which had been allowed to grow long. As
Jerry took a closer look, he saw his dad had make-up on his face and
appeared distressed at the attention being paid to him by his
companion. The faux bride could only imagine, after seeing that, what
sort of treatment his father was receiving at that facility to which
he had been sent.
The woman who was waiting to conduct their ceremony eyed Jerry. Her
gaze flicked over to Alfred, who she gave a conspiratorial wink.
Ellen released Jerry's arms and Alfred was quick to take hold of them.
He gave the young man's slim bicep a squeeze. Jerry looked up at him
with nervous anticipation.
The Black woman began, "We are gathered here today to join this man
and this sissy in a very one-sided marriage." A ripple of soft
laughter ran through the room. She went on with a short speech about
how a man must rule the home and a wife needed to obey him absolutely.
Then she proceeded to the vows. "Do you, Alfred, promise to dominate,
regulate and discipline this pansy?" After he answered in the
affirmative, she asked, "And do you, Jenny, promise to submit, obey
and gratefully receive correction from this man?"
In his smallest voice, Jerry said, "I do." His stomach felt as if he
had swallowed a dozen butterflies.
To Alfred, the woman said, "You may put the ring on her."
From his pocket he took a ring that was plainly too wide for Jerry's
finger. When he opened it, his spouse saw that it was hinged and the
ends were points. Jerry tugged at his arm bondage as Alfred fitted
the ring into his nose and closed it, so the points dug painfully into
his septum.
Alfred said, "With a ring at the end of her nose, her nose. With a
ring at the end of her nose."
The overseeing woman said, "You may kiss your servile bride."
Bringing his lips to Jerry's, and his hand to his exposed male parts,
Alfred simultaneously kissed him and gave his small penis a few
squeezes. When he stepped away and turned him toward the watchers,
everyone saw that the bride had sprouted an embarrassing erection.
There was warm applause as they started to walk down the aisle, Jerry
mortified at how his unwanted stiffness bobbed up and down. They were
joined at the back of the room by Lavinia, Ellen and Cookie, as a
receiving line formed. Alfred eased Jerry down onto his knees, a
position the helpless newlywed knew he would be assuming frequently.
As everyone passed by, Jerry had to look up at them. His dress's tall
stiff collar made him keep his chin raised. It was so shameful, to be
seen by everyone, the way he looked. After that, the happy couple -
well, the happy groom and his frightened bride - moved to the
reception, in the dining hall. There was plenty of food and drink.
Lavinia and Mrs. Collins sat with the wedding party. Mr. Collins was
at the far end of the table, in Jerry's direct line of sight, so he
couldn't avoid seeing him, and all the unwelcome attention he was
getting from his companion. Guests came up to the head of the main
table to leave gifts with the groom. Mostly they were envelopes, but
also some boxes. Alfred opened the latter, to reveal sex toys,
punishment instruments, and several chastity devices, in various
sizes. He made a joke about the smallest cock-lock being most
appropriate for Jerry's undersize penis. The intended wearer wanted
to point out that, even for him, it was too tiny. Of course, by then
he knew better than to speak up. Several hours later the gathering
broke up and the guests departed.
Now came the time Jerry had dreaded most. The consummation. They
went to a guest bedroom that had been fancied up as their bridal
suite. Alfred scooped Jerry up in his arms and carried him across the
threshold, taking the opportunity to grope his bare bottom. There was
champagne in an ice bucket. Cookie reminded Alfred that she would be
happy to prepare anything he wanted to snack on.
The plump mistress of the kitchen joked, "You may need some protein to
keep up your strength."
"But not Jenny," he shot back. "She'll be getting plenty of protein
by direct injection."
He told everyone he would see them in the morning. As Lavinia, last
to depart, closed the door, Jerry's final hope vanished. Alfred
helped him onto the bed, arms still bound, and got him on his knees,
with several pillows under his chest, to raise his mouth to a
convenient height. He had Jerry turned sideways, so his head
protruded slightly over the edge of the mattress. Alfred undressed
slowly, savoring the anxiety on his bride's face. When he freed his
impressive cock, Jerry whimpered. The naked man stepped close enough
for Jerry to reach the naked organ with his lips and tongue. In no
time he had it standing up and leaking clear drops.
"So nice of you to get me hard for what comes next," Alfred told him.
"And to make yourself so available. I'm sure you'll be ready, willing
and able to do the same, any time I want it. After all, it's an
essential part of your wifely duties. Don't you agree?"
"Yes, Sir," Jerry whispered.
"Do show some enthusiasm. Wouldn't want to spoil the mood on our
wedding night. Now, are you enjoying yourself?"
"Yes," Jerry lied. "Very much." He wrapped his lips around the head
of the wet cock and gave a few hard sucks. As much as he hated to say
it, he went on, "And I can't wait for what comes next."
"I'm sure you can't, you little slut. The way you've been mouthing my
tool all these weeks, I can tell you're eager to get to the main act.
Now let me turn you, and move those pillows to the head of the bed, so
you can be comfortable while I make us truly husband and wife."
Jerry quivered all over. He told himself it was from stress, but when
Alfred ran his hands all over him, ending up with his fingers between
the arm-bound sacrifice's bottom cheeks, he had to admit that the
older man was always proficient enough to include a dimension of
excitement when he used his prey, even now. Jerry didn't want to
respond positively, but his dick again, as it had after the kiss that
sealed the marriage, rose against his wishes. From the nightside
table, Alfred took a tube of lubricant.
"Do you want me to use plenty of lube?" he asked mischievously.
"Yes. Please." Jerry took a breath. "I want this to be as good as
possible for you."
Moments later, the tube went back where it had come from. Alfred's
slicked fingers parted Jerry's nether cheeks. There was pressure
against the helpless target's pucker. Jerry mewled. Alfred leaned
forward, letting his weight push the knob of his cock through that
too-tight opening. Jerry groaned as the head entered him. Alfred
paused for a few seconds, before slowly driving the rest of his
considerable length inside. Jerry felt the man's large balls press
against his own much smaller ones. As the anal invader began a slow
in and out movement, Jerry sighed in spite of himself. It hurt, but
his erection was not softening. His testicles throbbed. He bleated
sadly, but that was followed by panting, as he was deflowered with
accelerating energy.
"This is good," Alfred said, more in control of his breathing than the
sissy. "Very good. You know I'm going to want more, on a regular
basis."
"Noooo," Jerry whined.
"Yessss," Alfred assured him.
The man on top worked his hips faster. He made a growling sound, deep
in his throat. Then he tensed and was suddenly spurting his load into
Jerry. As much as the bride tried to keep from doing it, he
ejaculated at the same time. Alfred gradually slowed down, enjoyed
the sensations of staying inside a bit longer, and then pulled out.
The recipient of his attention was crying softly. Alfred tipped him
onto his side and saw what he suspected he would, the telltale splotch
of white cream.
"Well, well," said the husband. "Looks like somebody besides me
enjoyed that cherry-popping. But I can't have you making messes on
the sheets all the time. Even though you're the one who will be doing
the laundry. Wriggle back until you can get your mouth down there and
lick up that sissy sauce."
He watched gleefully as Jerry performed the demeaning task, gagging
and choking. Then Alfred took the smallest of the chastity devices,
wiped his bride's penis clean, slipped a sturdy ring over his
genitals, and fitted a pink plastic cover over Jerry's flaccid cock.
When he locked the two parts together, there was no way for the wearer
to achieve another erection. Alfred gave him some of his expert
stroking, especially on his nipples, and made Jerry see how effective
the device was. Jerry had been out of chastity for such a short time.
"It could be a long time before you get to empty your baby balls
again, Jenny. Be extra nice to me, if you want to have a better
chance of being allowed to do that."
"Yes, Sir," he cooed, his tone calculated to plead his new spouse.
"Now, let me get cleaned up and have a glass of champagne to
celebrate. In a short while I'll be ready for some more fun. I'm
thinking I'd like a tongue bath from your talented mouth. How does
that sound?"
Jerry had to swallow the words he wanted to say. Instead of those, he
bubbled, "That would be wonderful, Alfred. I like it when you think
of things like that for me to do."
He was rewarded with a smile. It was obvious that acting like the
sexually permissive, eagerly enthusiastic wife would be good for him.
He didn't want to receive another spanking or more bondage on his
wedding night. Alfred released Jerry's arms. The bride moved them
around to work out the soreness from being so heartlessly strapped.
After Alfred had enjoyed his glass of champagne, he poured one for his
spouse, but insisted on feeding it to him, a sip at a time. Jerry was
coming to feel even more dependent on his husband. He believed the
rest of the night would be difficult, starting with that tongue bath.
He was right.
The next morning, Jerry was given another wedding gift, this one from
his stepmother. It was the maid outfit she had rush-ordered, and had
express delivered. The abbreviated outfit was completely in pink.
There was even a matching feather duster. He had to model it for her
and her lover. The man found the sight hilariously funny. Then Mrs.
Collins departed with her bedmate. Jerry had to sear his shameful new
outfit while he cleaned up after his own reception, which was an all-
day job. Then it was another night of connubial bliss, though more
for Alfred than for him. But Jerry's libido was aroused again. The
difference this time was that he had no way to release his mounting
need. In the nights that followed, there was more of the same, until
he was distractingly horny, yet unable to gain relief. Alfred
rerouted all that sexual energy into reshaping Jerry as his sexual
plaything, anxious to please, willingly doing more and more to satisfy
his husband.
The chilling probability was that he would be reduced to a simpering
sex toy who was incapable of regaining his old personality. Worse, he
had to experience it happening in stages, day by day, while being
impotent to do anything about it. His balls hurt so much from being
made to wait and wait. There were more maid outfits, in a variety of
colors. He liked the canary yellow and mint green ones less than the
lavender and chartreuse ones. His life was coming to revolve around
minor situations like that, which were the only times he was able to
have an opinion about anything.
Spankings were common and bondage was applied with imagination.
Sometimes he had to do his housework while strapped into a deep
crouch. At other times he was encased in a rubber sack that forced
him to crawl around like an inchworm. There was a cut-out for his
bottom, which made it convenient to administer corporeal punishments.
Eventually, his entire life was a never-ending series of painful and
pleasurable experiences, deftly handled by Alfred, with cheerful help
from Aunt Lavinia, Ellen and Cookie.
Sissy Jenny, as he was sometimes addressed, had to accept it all.
There were perverse scenes he was made to play, and all of them he
came to crave reenacting. The old Jerry was gone, replaced by a
pretty pansy, who was devoted to her firm-handed husband. The made-
over maid knew that his future held much more of the same. He
accepted it all. What else could he do?
(If someone else had written this, I would have told them to split it
into two parts. What can I say? It kind of got away from me.)