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Jacqui
by Anonymous Author (address withheld)

***

A married man is dominated by his perverted neighbor 
when she finds out about his fetishes. (FFdom/M, bi, 
shemale, cd, sissy)

***

John and his wife had gone to a party at the home of 
Barbara, one of their friends. Barbara was tall and 
statuesque. A very striking divorcee who gave every 
indication of being eager for sexual activity. John had 
met her before his marriage at a time when his finance 
was living in another city. Barbara had come on strong 
at the time, but John hadn't responded.

The party had gone on for several hours and most people 
had left when John went upstairs to use the head. As was 
his habit, he quickly checked for evidence of stray 
feminine undergarments which he might fondle. None were 
in immediate evidence so he stepped into the bedroom and 
slipped open a drawer. John had done this routine 
sufficiently often so that he had a sixth sense for the 
location of the lingerie.

He was rewarded by the sight of satin and nylon in a 
profusion of colors and styles. As he had suspected, 
this was a woman who pampered herself with a delicate 
selection of panties and bras. As John had surmised from 
hugging Barbara whenever they met, (this was always an 
opportunity to make a cursory check of the type bra 
being worn). 

There was a selection of front and back-hook bras. Most 
were very flimsy and delicate and there also were many 
with underwires to support her luscious breasts when she 
did not want them to jiggles. Some were demibra styles 
for wear with cleaving decolletage. Even better, they 
were 36-C which meant that they would be a perfect fit 
for Jacqui.

While the temptation to linger over this find was 
strong, John was emboldened to try another drawer. 
Again, his desires were realized when he found lacy 
slips and several garter belts with real nylon stockings 
among the pantyhose. Needless to say, John was rapidly 
transported into ecstasy as he began to contemplate 
playing Jacqui with this treasure trove.

Unfortunately, his preoccupation was so complete that he 
failed to hear footsteps coming up the stairs and into 
the room. His first clue was when he heard Barbara's 
husky tone saying, "Well, can I infer that you prefer my 
lingerie to me? This will interest your wife and our 
friends."

John could only throw himself on Barbara's mercy, 
explaining about Jacqui and begging her not to disclose 
his secret yearning for feminine garments. "Very well," 
she replied, indicating her long held contempt for all 
men which derived from her former husband's behavior in 
leaving her for a much younger woman. 

"I have always wanted a sissy male to serve me and you 
should fit the bill nicely. I will make you sorry that 
you intruded into my privacy and you can expect ample 
humiliation to be coming your way. I won't share this 
with your wife for now, but if you don't follow my 
instructions, you can bet your panty clad ass she will 
find out about you quickly."

"Tell your wife that you must work next Saturday and be 
here at 9 a.m. Wear your bra and pink satin panties and 
be sure to bring along a waist cincher, garter belt, 
stockings, heels and a butt plug. I will begin your 
training as a humiliated sissy shemale. Don't ever 
expect the pleasure of wearing my feminine finery, 
although I may allow you to earn the privilege of 
worshipping it as a symbol of my superior body and your 
weakness.

Needless to say, John thought of Saturday with both fear 
and anticipation, knowing that he could indulge his love 
of lingerie, while at the same time he could be 
humiliated by this striking creature as she feminized 
him still further.

Getting out of the house already wearing his bra and 
panties was a problem because the bra was clearly 
visible through his shirt. However, he quickly got to 
his car without being seen by the neighbors. On the 
other end, he was not so lucky as he had to walk a 
distance. 

Of course he encountered a group of teenage girls who 
were chatting and giggling with youthful exuberance. He 
could not avoid them and although it made him nervous he 
wanted to see the outlines of their brassieres, even 
though doing so increased his risk of exposure. How he 
envied their developing breasts, swelling inside lovely 
lacy bras.

Barbara greeted John by demanding that he demonstrate 
that he was wearing a bra and panties before she would 
let him enter her house. Although John was certain that 
the teenage girls could be observing him, along with 
whoever else might be watching, he had no choice. He 
carefully raised the front of his shirt, trying to keep 
the back in place until Barbara could see the nylon and 
lace cups of his flimsy beige bra held snugly in place 
with y-straps.

Far from being satisfied, her only comment was, "And 
what else are you wearing? I want to see your pink 
little panties, now." John fumbled with his fly, but was 
informed that he was to open his belt and lower his 
trousers before he would be allowed the safety of having 
the door closed behind him. He could only comply.

Once she had him inside, Barbara instructed John to 
remove all of his masculine clothing which she then 
locked away in a trunk. Tying his hands behind him, she 
demanded that he present himself kneeling before her to 
pledge obedience to her superior female tits and pussy. 
She demeaned his pathetic little nipples and clitty-
cock, reminding him that they were not worthy of the 
nylon and lace lingerie that he so coveted. However, she 
promised, in return for his devotion, to work on 
improving his worthiness.

John was then blind-folded and required to stand clad, 
only in bra, panties and heels, without moving until 
Barbara returned. After a few minutes, she returned to 
the room. To John's surprise she began to rub and 
squeeze his nipples. The effect on his cock was 
immediate. " Shall I take your panties down? 'Oh yes' 
"Yes is not acceptable, you will never address me except 
as 'Mistress'. 

"Yes Mistress, please." John felt the panties being 
slipped down to his knees.

Next he felt something being tied around his erect cock. 
When the blindfold was removed he saw a pink bow 
decorating his cock. Almost immediately there was a 
flash and he realized that Barbara had taken his 
picture. His erection quickly disappeared. "That, she 
announced, is for documentation of your journey and as 
further insurance of your continued obedience to my 
commands."

Pulling his panties up tightly wedged into the crack of 
his ass, Barbara untied Jacqui's hands and directed him 
to don the rest of his feminine attire. With trembling 
anticipation, Jacqui inserted rice-filled nylon bags 
into the cups of her 36-C brassiere, carefully adjusting 
the straps. The beige bra had been replaced with a black 
underwire with satin cups to cover the bra forms. Jacqui 
would have preferred a demi-bra, but pushup styles don't 
work well for shemales with pretend tits.

He often wore less sturdy bras which allowed his pretend 
tits to jiggle, but had decided that this was likely to 
be a situation requiring some restraint, especially if 
Mistress Barbara wanted to have him remove the bra forms 
so that she could administer nipple punishment (which, 
of course, Jacqui fervently hoped would be the case).

After requesting permission to remove the pink panties 
which Mistress Barbara had pulled up to cover his 
clitty-cock, Jacqui next forced himself into the black 
waist cincher to flatten his tummy and to shape his 
hips. He then fastened the red nylon garter belt around 
his waist. 

Sitting on a stool, he drew each of his black nylons up 
his legs, attaching them carefully to the garters. In 
front, the garters stretched tautly down his thighs, 
framing his pubic hair and flaccid cock. The back two 
suspenders curved over his buns. Jacqui then stepped 
into black leather pumps with three inch heels.

Finally, before pulling up her snug satin panties, 
Jacqui squatted down and inserted a gob of K-Y jelly, 
followed by a butt plug into her puckered little 
asshole. Squeezing her buns together to retain the butt-
plug, she stood and pulled her panties snugly over her 
buns. While the panties would help to hold her plug in 
place, Jacqui knew that she would have to keep her anal 
sphincter muscles tightly clasped around the plug and 
that doing so would remind her to maintain a more 
feminine posture.

When Jacqui had completed that task, she pulled on a 
short black half-slip which barely covered the tops of 
her stocking as she stood uncomfortably before Mistress 
Barbara, not knowing what was next. Jacqui hoped that 
her clitty-cock would behave and remain in a flaccid 
state. But, she knew that eventually it would demand 
attention and Jacqui was apprehensive about her 
Mistress' reaction.

Well," Barbara chuckled, "I can't decide whether you 
look ridiculous, pathetic or cute." "I suppose you are a 
bit of each. Perhaps some make-up would improve your 
appearance, but I think that will have to wait until you 
earn it by taking care of my needs."

"Now that you are all dressed-up, we'll go outside so I 
can use the remainder of this film in natural light. We 
do want to have an adequate record of your progress." 
John was terrified because although he knew that the 
backyard was fenced, it was visible from the upstairs 
windows of adjoining houses. His terror was heightened 
when they got outside and he could hear voices from the 
next yard. But, he also knew that he had no choice but 
to cooperate.

"If you want to pretend that you are a woman, I'll want 
to see that your posture and gait are feminine. I don't 
want you to be an embarrassment to we genetic girls who 
have real tits to jiggle when we walk and long shapely 
legs with well rounded buns for men to covet. Put some 
sway into your walk so I can decide whether you are sexy 
enough to excite my lesbian friends. Then perhaps we'll 
see whether horny men notice you when I put you on 
public display."

Jacqui, of course, had often practiced walking in heels. 
She loved the feel of tension in her calves when walking 
in heels, and adored the taut garters snugly holding her 
stockings to her thighs. When Jacqui walked, the butt 
plug wiggled, requiring strict attention to maintaining 
a tight grip with her pretend pussy. And, she had to 
keep her thighs tightly clasped to hold his clitty-cock 
and scrotum tucked away so that they would not create an 
unsightly bulge in Jacqui's panties. The result was 
short, mincing steps which displayed an exaggerated 
femininity, and provided a delicate bounce to Jacqui's 
pretend tits.

"Well," declared Barbara, "even though you walk like 
something is sticking up your ass, the effect isn't bad. 
Training you may not take as long as I anticipated. If I 
allow you to remove your butt plug, will you still be 
able to stand and walk like a sissy male doing an 
imitation of a real woman?" "Yes, Mistress," Jacqui 
replied. "Very well, you may remove it, but don't think 
that I'm finished with your little rosebud. If you want 
to have a pretend pussy, I'm going to have to stretch 
your little hole so it can accommodate my largest 
dildo."

"First, I want some more pictures. Sit demurely with 
your ankles crossed. Now, cross your hands across your 
breasts as though you were shielding them from prying 
male eyes trying to undress you. Lift your slip so I can 
capture your garter tabs and your bulging mound which is 
pretending to be labia. Now turn around and bend down so 
we can see your panty covered ass."

"Now trot inside, remove your plug before you get too 
excited and get yourself back here to me. If there is 
any evidence that you have relapsed and done naughty 
little boy things to your pathetic excuse for a pecker 
while you are out of my sight, you will be severely 
punished and our game will be over. I have more plans 
for you and they do not include your sexual 
gratification except under my control."

Keeping her tightly puckered asshole clasped around the 
butt-plug, Jacqui teetered across the patio and quickly 
went to Barbara's powder room. Lowering her satin 
panties, and delicately lifting her slip, Jacqui 
expelled the butt-plug, carefully wiping her asshole so 
that no lubricant dripping from her shemale pussy would 
stain her panties. She then pulled the panties snugly up 
into her crotch so that her clitty-cock would be held 
tightly out of sight and her scrotal sac with its 
unfeminine balls retracted up into where her pussy would 
be if only she had one.

Jacqui then washed her smelly plug with hot water and 
soap and put it aside, wondering what was next in store. 
Jacqui didn't have long to wait as Barbara immediately 
summoned her with a brusque reminder that a Mistress 
must never be kept waiting.

"You really are a titless, pussyless wimp who needs to 
be chastised both for keeping me waiting, and for having 
the audacity to pretend that you have breasts and a 
vagina as though you were a real woman. You aren't 
anything but a flat-chested sissy shemale. Take that 
padding out of your bra and get on your knees in front 
of me. I'll see if you can get erect nipples just as we 
ladies are expected to have when a man fondles us."

Jacqui immediately kneeled in front of Barbara who was 
seated in a lounge chair with her legs slightly spread 
and her miniskirt hiked up to mid-thigh. Her creamy 
white thighs were visible beyond the exposed tabs of her 
garters. She was wearing a gauze-like blouse through 
which the outline of her sheer lacy bra and the brown 
circles of her nipples were noticeable.

"All little boys believe that girls tits grow from being 
fondled and mauled. Do you believe that I can make your 
tits grow by playing with them?" 

"Oh yes, Mistress, please do," replied an ecstatic 
Jacqui. 

"You really are a foolish twit," replied the haughty 
Barbara. "You couldn't fill that bra even if you 
overdosed with hormones. What I will do is to make those 
nipples so sensitive that you will know how it is for a 
woman when her breasts are tender and distended because 
of the time of the month and some pig of a man has 
mauled them thinking that it felt good for her."

"I know that is what you want, but first you must get me 
in the mood. You can start by licking my thighs, above 
my stockings, until you have your nose buried in my 
pubic hair and your tongue is licking my clitty. If you 
can keep your hands to yourself, and away from yourself, 
you will be allowed to suck my pussy for as long as I 
enjoy it. If you can get me hot enough so that my 
nipples push against my bra, I'll work on your pathetic 
tits until you beg me to fuck your sissy shemale ass. 
Now get started."

Jacqui was, of course, delighted at this opportunity to 
serve her Mistress who already had Jacqui in an absolute 
state of internal arousal and fighting hard to keep the 
excitement from causing her clitty to become noticeably 
tumescent. She quickly began licking the inner aspect of 
Barbara's thighs. It was no time at all before Jacqui's 
nose and lips were nuzzling Barbara's labia and tasting 
the moist nectar inside of her cunt.

Jacqui knew, that in spite of Barbara's seeming 
indifference, she was becoming aroused too. Not only was 
Barbara's pussy getting more and more moist, but Jacqui 
could sense the muscular quivers anticipatory to orgasm 
in a woman whose cunt was throbbing from the attention 
it was receiving. There were some telltale moans, as 
well.

Suddenly, however, Jacqui's head was pushed away from 
that delectable pulsing cunt so that her tongue was just 
out of reach of those luscious labia, and she was 
gripped between Barbara's powerful thighs. 
Simultaneously, Jacqui felt Barbara's long fingernails 
probing through the satiny fabric of her bra, raking 
across Jacqui's nipples. "Now, you sissy bitch," 
breathed Barbara, "you are about to experience the 
exquisite torment of nipple punishment and pleasure."

With that, Barbara pinched and rubbed Jacqui's nipples 
until the shemale was aroused almost beyond tolerance. 
Both Barbara and Jacqui were wracked with great orgasmic 
convulsions as wave after wave of release swept over 
them. The pressure of Barbara's thighs, the taste of her 
pussy on Jacqui's lips, the stimulation of her nipples, 
and the gentle friction of stockings and panties 
caressing her genitals were causing Jacqui to cum in the 
satiny panties even though no one had touched her 
clitty-cock.

She could feel the sticky goo collecting in her crotch. 
It was warm and wonderful, and Jacqui knew she would 
still be horny after her satin panties had turned damp 
and sticky.

As they both lay exhausted, Barbara reclined in her 
chair and Jacqui kneeled on the ground awaiting further 
instruction from her Mistress. Barbara informed Jacqui 
that while she had made a good start, it would be 
necessary for Jacqui to exercise better self control 
during future sessions. 

"You may leave now. Change into the bra you wore when 
you arrived, but leave those panties on so that you will 
be reminded of how a woman feels when some man's cum is 
dripping from her cunt after she has been fucked. And, 
be back here at 9 next Saturday. I'll have some new 
adventures for us. You know the rules so dress 
accordingly."

"You also have an assignment. I expect you to spend at 
least one hour a day with that plug inserted deeply into 
your virgin asshole. I want it to be well dilated next 
week for you to feel what it is like to be on the 
receiving end of a hard prick, or to wear a tampon as 
genetic girls must."

I also expect you to be wearing a training bra. You 
don't deserve the luxury of satin cups, a firm underwire 
and delicate lace. I saw you admiring those teenage 
girls outside and I just know you were thinking about 
their cute little bras and panties. I'll bet you were 
wishing that your tits were growing just like theirs. 
Perhaps I should invite them in to show them how 
ridiculous you pathetic men are. They should be learning 
how to appreciate their soft downy pussies and tender 
young tits which are superior in every way to male 
bodies."

"I am going to give you more nipple training. Your 
pathetic pretend tits certainly need it. And one other 
thing, except for a sanitary belt and napkin to keep 
your butt plug in place, you are forbidden to wear any 
lingerie until you dress to come here next week. I don't 
want you getting aroused and wasting your cum. I have 
plans for every drop that you can store between now and 
your next training session."

"Oh Mistress," pleaded Jacqui, "please don't make me 
wear my bra when I leave here. I will wear my cum filled 
panties, but how can I get into the house wearing a bra 
without Mimi detecting it?"

"You should have thought about that before you went 
rummaging into my underwear and agreed to have me give 
you petticoat training, you pathetic pussy. You should 
be pleased that I am permitting you to wear it for a few 
more minutes. Remember, it's going to be a long week 
before you are to be allowed the pleasure of a bra with 
the feeling of nylon and lace around your tiny nipple-
buds, and that will be only a flimsy teen bra and not an 
exquisite creation of satin and lace which molds and 
caresses the breasts and nipples of a real woman."

"I will see you next week, and be prepared for more 
petticoat training. I want those nipples and that hole 
ready."

Mimi had been asleep when John left the house that 
morning. He could only hope, as he drove home, that she 
would be distracted when he got home long enough for him 
to remove his bra and cum filled panties.

When he entered the house, however, Mimi greeted him 
with a smile and a hug. "My," she whispered as she 
traced her finger over the outline of his bra, "what is 
this?" Jake gasped and replied, "I felt sorry that I had 
to leave you this morning so I wanted to be thinking 
about your tits snuggled in your bra all day since I 
didn't have an opportunity to fondle them this morning."

Pushing John away, Mimi said softly, "Don't lie to me 
you sissy. You wore this bra all day because you wanted 
to pretend you had luscious tits like mine. Now drop 
your trousers so that I can see what you have under 
them. Have you been wearing my panties again?"

John knew she suspected something so he decided to 
respond directly, "You know that I'm wearing the panties 
that you had around your pussy and buns yesterday, 
dearest."

"I want to see them," insisted Mimi. "I want to be 
certain that you haven't stretched them with a naughty 
erection."

With great trepidation, not knowing how accepting Mimi 
would be, John turned around and dropped his trousers so 
that Mimi could see his buns but not the damp stain in 
his crotch. "Turn around," Mimi demanded.

When John didn't respond, Mimi slapped his ass with her 
hand. "Barbara called me, and I know all about your day 
and what led up to it. She and I have discussed your 
behavior and training and I have decided to help her. I 
know that you have been wearing my panties without 
permission and stretching my bras by wearing them 
without my permission. I've found your cache of undies, 
your heels, butt-plug and fantasy articles. I want you 
dressed in your sissy clothes now so that you can 
demonstrate what you have learned and I can determine 
how best to continue your training."

"It would be good punishment for you to follow Barbara's 
orders and not wear lingerie for a week. But, we have 
discussed a better arrangement. You will remain dressed 
as a sissy shemale, including a plug up your ass and a 
sanitary napkin, at all times in my presence. That way I 
can be sure that you are punished if your clitty gets 
hard and you are tempted to play with it. If you are not 
with me, you will wear male clothes, including baggy 
cotton underpants."

 "Now," she continued, "take off those disgusting, 
soiled panties and that bra. Go to the bathroom and 
shave your legs and body including your balls. I want 
you to trim your pubic hair so it is nice and feminine. 
When you have removed all the ugly male=8Ahair that you 
can reach, I will inspect you and shave your back."

Even though he was uncertain as to where this would all 
lead, John was excited and pleased, although hoping that 
his clitty-cock would behave. At least he would be able 
to continue to wear nylon panties and bras, even though 
he would have preferred real brassieres to a skimpy 
training bra. John had also long secretly fantasized 
about shaving his legs and trimming his pubic hair. He 
looked forward to smooth legs so that he could try 
stockings other that the dark ones he customarily wore 
to hide his shapely but hairy legs.

John quickly went to the bathroom, relieved that his 
secret was in the open. Although he was somewhat 
apprehensive about the future, he quickly decided that 
if he behaved, he could expect to be treated as a female 
and would have two real women with wonderful tits and 
pussys and a whole new supply of lingerie to adore. He 
stepped into the shower and began his transformation.

When he had finished shaving, including his face so that 
he would be smooth all over, Jacqui (for he was now 
feeling very feminine) shyly and demurely called to 
Mimi. She inspected him carefully and pronounced her 
satisfaction. Reaching into the vanity, she produced a 
large butt-plug which she lubricated.

"It's time we got you accustomed to the experience of 
having an object inserted into your most intimate body 
cavity. Real women spend almost 25 per cent of their 
time wearing a tampon and are expected to accept male 
cocks at other times. Since you only have one pathetic 
hole, it will have to serve both functions. Until we can 
get you some tampons, a sanitary belt and pads to chafe 
between your thighs, and a dildo for me to use on you, 
this will do. Bend over so you can start to feel filled 
while I finish shaving you."

Jacqui obediently bent over, gratefully accepting the 
plug into her (for she was now ecstatically into her 
female self) puckered rosebud. She immediately and 
reflexively tightened her anal muscles and squeezed the 
butt-plug with her buns so that it would remain in 
place. She then kneeled in the hard tub while Mimi 
shaved the remaining hair from her back.

"Now go to the bedroom and put on the pink panties and 
pink training bra that you will find there. Put on the 
white shorts and knit shirt and wear the low heeled 
shoes I have purchased for you. Then we are going 
shopping to buy sanitary supplies for you and a variety 
of dildos for me to use in converting your tight asshole 
into a usable cunt for Barbara and me to use at our 
pleasure. We may find other uses for it as well."

"But Mimi," cried Jacqui, "I can't go out that way. 
Everyone will see the outline of my pink panties and 
bra, and what will they think of a man wearing heels?"

"In the first place," replied Mimi, "you will address me 
as Mistress, because that is what I am. I do not intend 
to permit my pussy-worshipping, sissy-slave to be on a 
first name basis with a superior female person. Second, 
you have always enjoyed secretly observing panty and bra 
outlines on real women. It is about time that you were 
the object of lewd and rude stares from men and women.

"If I hear one more word of argument, you will have some 
cute red polish for your fingernails and toes so that 
you will be even more obvious as a sissy. To make 
certain that you receive enough attention, you had 
better work at putting a seductive wiggle in your ass 
when you walk. Barbara tells me that your are skilled at 
wiggling your ass especially when you are busy trying to 
retain your tampon. Now get going. I am impatient to get 
you to the Mall where you can be seen."

Under Mimi's watchful eye, Jacqui went to the bedroom 
where she found the panties, bra and low heeled shoes 
laid out. Although she was disappointed to see that the 
panties were cotton rather than nylon, they were a 
feminine cut and their snug fit caressed Jacqui's buns. 
The bra was nylon. 

It didn't really have defined cups, but only simple 
nylon triangles held together with thin elastic bands 
which Jacqui knew would not be nearly as enticing as the 
underwire bra with satin cups and a wide band that she 
preferred. The silky nylon did rub gently against 
Jacqui's nipples which were still erect and tender from 
Barbara's earlier teasing.

Mimi sensed Jacqui's reluctance to wear these plain 
garments, commenting "You will have to earn the right to 
wear truly feminine undergarments just as little girls 
must go through the uncertainty of waiting to see 
whether their little nipple buds will grow large enough 
to require sexy brassieres. Now get dressed."

"You will need some careful training before you get into 
nylon, satin and lace. We are prepared to share our 
female hormone pills with you. They won't give you 
wonderful tits like ours, but they will enlarge your 
breasts. Better still, your nipples will become engorged 
and sensitive just as ours do before our period. Then 
some nipple training will lead you to appreciate a real 
brassiere. Perhaps you need some silicone implants."

Jacqui dressed quickly for going out in public where 
everyone would know that he was not a real woman but a 
sissy-shemale as they noticed the outline of his 
feminine panties and his pink teen bra. Jacqui hoped 
that she would soon be allowed to make a more complete 
female appearance with real lingerie and makeup 
including nail polish and a wig.

FIN

* * * * * * * * * * * * * * * * * * * * * * * * * * * *
It's okay to *READ* stories about unprotected sex with
others outside a monogamous relationship. But it isn't
okay to *HAVE* unprotected sex with people other than
a trusted partner. 4-million people around the world 
contract HIV every year. You only have one body per 
lifetime, so take good care of it!
* * * * * * * * * * * * * * * * * * * * * * * * * * * *
Kristen's collection - Directory 68