Date: Fri, 25 Jul 2008 18:44:58 -0700 (PDT)
From: Fred Gingerman <gingerfred2005@yahoo.com>
Subject: Coach -- transgender

 Coach
 by Gingerfred Man


Chapter One -- A Tough Job, But...

You probably think I have the best job in the world. And you're right. But
it's not always easy and there are headaches. The stories I could tell you!

I mean, sure, being a trainer of sissies sounds glamorous and everything
and the perks -- all those sweet, young asses wrapped around my cock -- are
great. But there are headaches too.

The parents! Sometimes they can be difficult. Like they know how to train a
sissy! If they did, why did they come to me? I don't even deal with the
fathers anymore. They were the worst. Always complaining about their sons
being feminized too much or not enough. I think they were jealous. Of their
sons, not me. They were the ones who wanted to get into pretty dresses, get
on their backs and have me fuck their asses. But that's not for me. I'm no
queer.

Let me tell you a little about myself. My name is Walter McDonald, but no
one calls me that. To everyone I know, I'm "Coach."

I did all the macho stuff growing up -- played football, spent four years
in the Corps (Semper Fi, my brothers), then went to college and taught high
school kids for six years. Even did some assistant football coaching. I
liked how I could get kids to do the right things -- things that were best
for them -- by setting a good example and being strict, but fair.

I guess I would have kept doing that for my whole life if Mrs. Peters
hadn't come along.

Tommy Peters was a second-string running back on our team and I was his
position coach. Mrs. Peters noticed the way I led the boys and that I had a
nice rapport with her son. That gave her the courage to invite me to their
home one day and ask for my help.

"Coach McDonald," she said, "my Tommy's a good boy, but he's very
unhappy. Nothing has seemed to work, so last week, I took him in for a
battery of tests, including the Gingerman Test."

I remembered reading about that test in the educational journals, but
couldn't quite place it.

She continued, "Tommy scored extremely high in the Gingerman Test, which
means he is surely a sissy, but I can't get him to admit it or do anything
about it. I know he'll never be happy trying to pretend he's a man. But he
won't budge, because he's afraid of what people will say and do about him."

Even then, I understood that if God made you a sissy, you're a sissy and
that's all there is to it.

"Coach, I'm a single mother and I'm desperate. I need you to convince Tommy
that he's a sissy and help transition him to his new life."

I protested. "But Mrs. Peters. I don't know the first thing about sissiness
or clothes or hair or even accessories. All I know is what men like in
women."

Mrs. Peters met my objections, "That's all you need. You're smart and kind
and Tommy trusts you. Oh, but the bad news is that I can't pay you."

That was OK with me. Money was no big deal, but I did want what was best
for the kids.

"I can, however, give you some of the best sex a man ever experienced,
starting right now."

<Gulp> I was terrified of her. Was I ever that young and inexperienced? I
stared. She lifted her skirt, revealing black garters, black stocking tops,
pink panties and an excellent pair of thighs. She grabbed my hand, led me
to her bedroom and we fucked as if we were possessed for a good three
hours. In every orifice. With great expenditure of fluids.

Then I set out to earn my fee.

The next day, Mrs. Peters (by then I was calling her Linda) arranged for
Tommy to be home alone waiting for a repairman who had never been called.

I knocked. He answered and his face lit up when he saw me. He invited me
in.

We sat in easy chairs facing each other. As always, I was direct and
truthful. "Your Mom and I have been talking about you, Tommy."

Tommy became very wary. "What about?"

"She thinks you're living a lie and she's worried."

Tommy was very frightened. His eyes were wide and began to fill with
tears. "Coach, I..."

"Don't be afraid, Tommy. I would never tell anyone anything that would hurt
you and I would never think less of you. It's never a sin to be what you
were made to be. Do you trust me?"

The fear evolved to indecision, but he managed a, "Yes, Coach."

"Then tell me."

I waited.

He began to sob.

"It's OK," I said, and held out my arms.

He left his chair and actually sat in my lap, sobbing into my chest as I
rocked him and patted his back.

Through his sobs, he managed to say, "I am a sissy. I've always known
it. But I was so ashamed. I wanted to be like everyone else, but I also
wanted to wear panties and nighties and pretty dresses and <blush> make
love with boys. And men."

Through his tears, the little teaser actually batted his eyes at me when he
said the "and men" part. So I did the only thing I could.

I kissed him.

He really liked that. He kissed back as if he were starving and I was an
ice-cream sundae.

Before I knew it, his pants were off and I had my hand in the back of his
pink panties.

Nothing in my life to that point had prepared me for that. I thought I only
liked women. Little did I know that sissies were women, only better.

The little scamp was so steamed up that when I put my middle finger into
his tight hole, he squealed and came hard, filling his panties with his hot
spunk. We were still kissing and he was panting and gasping when he broke
our liplock and got on his knees in front of me. Frantically, he pulled
down my pants and underpants to my knees, not even bothering with my
zipper. My cock was outrageously hard and shiny with my sticky gunk. Tommy
handled it as if it were a sacred relic, then swallowed the head as he
caressed my balls. I have a rather large penis with a long, fleshy
foreskin, but Tommy got a large part of its territory into his sweet
mouth. I had never been so sexually charged up. I looked into his loving
eyes as he slurped my meat and just lost it. I winced in erotic torment,
then released my hot cum into Tommy's hungry throat. Tommy swallowed,
purring and giggling with pleasure, then spread his cummy tongue all over
my aching balls.

Oooohhhhhhhhhhh. I was hard as diamonds again in seconds.

Tommy stopped slurping my testicles, got up, walked to the couch, and eased
down his sopping panties, revealing his cock to me for the first time. It
was beautiful and startlingly large. Almost as big as mine, with a lovely
foreskin and pointed, rather than mushroomed tip. It looked incredibly
delicious. Tommy then lay on his back, and raised his knees, exposing a
very fine-looking, pink, puckered bottomhole. As if I didn't know what he
wanted, Tommy moaned, "Fuck me, Coach. Please fuck me!"

Goodness!

I joined him on the couch, lying on top of him and kissing him sweetly. I
wet two fingers with saliva and entered his anus with them. I wanted to
loosen him a little, but he was very impatient. I entered him with my
penis, as gently as possible. He whimpered and squealed from joy, not pain
and when I was all in, we began a motion that pleased us both greatly. His
mother was a very sexy woman, but sex with Tommy was heaven on earth. The
frantic, hungry kissing made it even better.

We fucked for the finest 12 minutes of my life, then my lovely Tommy's eyes
widened and he came and came and came. His huge tool spurted cum all over
his belly and onto mine. This excited me so much that I joined him in
bliss, cumming so hard that I couldn't focus my eyes for several seconds.

We kissed some more and I was truly in love for the first time in my
life. A few minutes later, Tommy excused himself and was gone for a good 30
minutes. I was getting worried, but when he came downstairs, he was wearing
beautiful make-up, pink, stay-up stockings, a pink baby doll nightie and
pink mules.

"Tommy!" I said.

Giggling, the beauty said, "Please call me Cheryl, Coach."

And that's what I've called her ever since.



Chapter Two -- Ryan

That was twelve years and 83 sissy trainings ago. My darling Cheryl lives
with me and shares my life. She's also my partner in what has become a
professionally rewarding, as well as very lucrative. business. Cheryl and I
have become world-renowned as the greatest sissy trainers in history. It's
widely said that I have a gift for recognizing sissies and for bringing
them out into the world in their true nature.

Modestly, I must admit it's true. Still, Cheryl and I have great integrity
in our work. We don't force any boy to become a sissy if he isn't one
already. Mothers have brought me eight non-sissies for training and were
somewhat angry when I told them the honest truth about their sons. They
just weren't sissies.

Now it's my theory, and I'm an expert, that every boy has some sissy in
him. By the time they're men, they've almost all suppressed it. I know for
a fact that every man secretly wants to see what it would be like to suck a
cock and swallow cum. But we can't turn everyone into sissies now, can we?
You are or you aren't. And no one can tell like I can.

That's why about ten years ago, Cheryl and I began charging a separate fee
for evaluation -- usually $5,000, plus expenses and other
considerations. We charge a lot more, usually $50,000 to $75,000, plus
expenses and other considerations for complete sissification, but we're the
best.

Cheryl does a great deal of the mothering and teaching about clothes and
stuff. I take them to sissyhood in their minds and spirits.

The best way to explain would be for me to tell you about Sally, my latest
little sissy girl.

With Sally, as always, I asked the inquiring mother to come in without the
child for a discussion of procedure, fees and such.

Cheryl does our marketing and it's no wonder she brings in so much
business. She is an exquisite beauty. Twelve years of hormones, little
touches of surgery and a great deal of knock-down-drag-out fucking have
made her into one of the most beautiful women on the planet. I'm completely
in love with her and she with me. She has a fantastic figure, accented by
the tailored suits that make her look like every businessman's fuck
dream. She has killer legs and wears four or five inch stilettos almost all
the time. Her C-cup titties are my favorite pillows and I drain her clitty,
often with my mouth, several times each day. I am truly the luckiest man on
earth and would be completely faithful to Cheryl if my business didn't
require me to have tons of sex with tons of people. Cheryl has her
"friendships" with other people as well. But we are still madly in love.

Cheryl was looking particularly edible the day she escorted Sally's mother,
Mrs. Wills, into my office. I love her in black stockings and those sexy,
towering sandals she wears and she knows it. I love when she paints her
toenails bright red and I can see them right though the sheer, black
nylon. Oh my. I knew I would be sucking those little piggies later that day
until she was cumming a spermstorm. But for then, I had to put my work face
on.

Mrs. Willis was a moderately attractive woman in her late thirties. She was
wearing a skirt, stockings and heels, which I appreciated. I've never
asked, but I think Cheryl tells the mothers to dress like that when they
see me.

She had nice make-up on, but her tears had streaked it.

I greeted her warmly, gave her a tissue and sat across from her. Cheryl
left us and closed the door. I waited patiently for Mrs. Willis to gather
herself and speak.

Through her sobs, she began. "It's awful, Mr. McDonald. Ryan is out of
control and so miserable.'

"Please, Mrs. Willis, call me `Coach'"

"All right, please call me `Susan'"

"It's more professional if I call you `Mrs. Willis.'"

She nodded. "I've had Ryan tested, you know. He's an out-and-out sissy. But
he's fighting it."

"Those tests can be wrong, Mrs. Willis." I could tell you some horror
stories.

"But Ryan was always a sissy. He played with dolls and read hair and
fashion magazines. I even dressed him as a girl now and then until he was
eleven and he loved it! His little willie was hard as bricks whenever I put
panties and petticoats on him. Then he just decided he was through with
sissiness and has been a little creep for the four years since."

"So Ryan is 15. It's good you brought him to me. He's almost too old for a
full conversion."

Mrs. Willis' eyes filled with fear.

"I'm sure that if Ryan is a true sissy, Ms. Peters and I will be able to
bring him to his destiny."

Mrs. Willis sighed with relief. Then I explained about our fees and
such. She stiffened a little at the price, but I knew she would pay and
told her we required half up front.

She asked, "But what are those other considerations you discussed in your
fees?"

"An excellent question, Mrs. Willis. The reason why most sissy
interventions fail is that they are performed by women. A sissy needs two
things to go from a he to a she -- tough love and lots of cock."

Mrs. Willis blanched a little. But listened.

"A woman is usually incapable of giving tough love and never capable of
giving lots of cock. If we accept Ryan for the program, I'll be fucking his
little bottom and pretty face several times a day. He'll be cumming ten or
twelve times a day from stimulation by me, himself, our other sissies and
the nice boys and men I will match him with for more ass and face
fucking. It will rid him of the spermy juices that make him aggressive and
boyish and will make him docile and girlish. How do you feel about that,
Mrs. Willis?"

She was mildly surprised at my frankness, but I was sure it was nothing
that she hadn't considered. Then I told her something she surely hadn't
thought through.

"As to those `other considerations,' I will also be fucking your ass and
face whenever you come to my office to discuss your son or visit
him. Beginning today."

I loved that moment about my job. It's the real test of commitment by a
mother. And the docility we require in them for our approach to work.

Mrs. Willis blanched again. She shifted in her seat. Seeing I was serious,
she looked down and said to me in a small voice, "OK."

I stood. She stood. I held her hand and led her to a bedroom connected to
my office. The walls were filled with pretty pictures of the sissy girls
whom Cheryl and I made happy and successful.

Mrs. Willis removed her dress. She had very nice lingerie and a good
body. Over the years, I've had some really fat, woofie mothers, wearing
horrible underwear. But it's an important part of the trust we must build,
so I fucked them anyway. And often.

Invariably, on return visits, they were slimmer, better made-up, and
wearing very sexy lingerie.

Anyway, I removed Mrs. Willis' panties, placed her on the bed on her back
and kissed her, stroking her clit to five earthquake orgasms. I could see
that she enjoyed my approach thus far.

Then I removed my clothes, flipped her on her stomach, and licked out her
delicious, apparently virgin asshole for a good half hour. One must never
rush rapport-building. By that time, she was begging for cock, so I eased
it into her pretty little pink rosebud and was delighted when she squealed
with pleasure. Mrs. Willis was very hot and her ass put on a great
housewarming. I was the first lucky visitor to go through that door and she
welcomed me with body and soul. About thirty strokes in, she screamed in
orgasmic fury and shook so hard, I was a bit concerned, though not enough
to stop. She did it again at 70 strokes and that was all it took for my
balls to explode with hot, manly spunk into her naughty pit of heavenly
pleasure.

When she was able to catch her breath, she turned and devoured me with
kisses, ending up on her knees with my poop-flecked cock three-quarters of
the way down her esophagus. When I blew another hot load into her face, she
screamed in erotic fury. She was so nice that I went down on her and ate
her pussy to three more shattering explosions.

Believing that we now had the necessary rapport, I asked Mrs. Willis to
bring Ryan to me in two days, for his assessment. He would not need any
personal items, as Ms. Peters and I would supply what he needed if the
assessment proved favorable. If it did not, he would be dismissed and sent
home.

Mrs. Willis, who was by then, I was afraid, completely in love with me,
left reluctantly, but two days later dropped Ryan off at the appointed
time.

Ryan was a surly piece of work, all right. I loved a challenge. There was
good sissy material there, I could see. He was good-looking and slim. Not
too tall and not too short. But with an attitude.

I addressed that right away. "Welcome to our home, Ryan," I
offered. "You're a lucky boy. Your mother loves you very much."

The little creep sneered, but said nothing.

"You and I will be working together to make your life a thousand times
better," I said. "But you must do everything I say and immediately."

He actually laughed at that. I let it go, then gave my first order. "Ryan,
I want to examine you. Remove all your clothes and stand before me naked."

The little punk spat a "Fuck you" at me.

Exactly what I had hoped for.

Moving swiftly, I overpowered him completely, stripping him naked, even
removing his socks. Despite his desperate resistance, I sat and flung his
naked body over my knees, took a moment to admire his fine, plump bottom,
then administered a really severe spanking.

He was crying and screaming for his Mama, then begging for his life. Just
when his tender globes were fiery red and he believed he would expire, I
stopped. He kept sobbing and whimpering, expecting more. But I just let him
lie across my knee to see what he would do. After a minute or so, he stood
up, sneaking a fearful look at me. He flinched when I reached in a nearby
drawer and extracted a jar. This time, when I told him to come to me, he
complied immediately. He stood in front of me, naked, whimpering and
sobbing, but his cock was half-stiff, another very good sign. I told him to
turn away from me and, of course, he did.

I considered his buttocks. Nicely tanned, but no bruising other than his
teenage dignity. They were plump and pretty and apparently in need of cock.

He was sniffling in fear. I opened the jar and spread the contents, a cool,
soothing cream, on three fingers. Then I gently touched his sore, right
globe and softly rubbed the ointment in. He gasped with pleasure and
visibly relaxed. Except for his cock, which I could see in a well-placed
mirror had risen to its fullest height and was throbbing madly as I fondled
his bottom.

Another good sign.

He had a lovely body and his prick was thin, but long and pretty, with a
thick, long foreskin. I soothed his other sweet cheek with cool aloe. He
liked that very, very much and his prick was in great distress. It went to
Code Red when I rubbed the cool cream into the inner folds of his bottom
between his cheeks. The young beauty began to spasm and spurt his boyish
cream in hot, thick ropes, gasping with pleasure and sobbing with
embarrassment and fear of further corporal punishment.

Instead, I drew him to my lap (I ruin more trousers that way) and held his
quivering, naked body. He was still a little scared, but with some
encouragement, cuddled nicely.

"I know you didn't mean to spray all that nasty boy's cream on my
carpet. You'll never be punished for doing what you must."

He gave me a sweet little smile, then cuddled some more. He really was
beautifully charming.

I took his half-hard doodle in my hand and began to fondle the foreskin to
maximum effect.

"Do you see how nice things can be if you do as you're told and surrender
to your own nature?"

That was a big concept for a young person to grasp, but he liked what I was
doing, so he agreed.

"Are you going to defy me again?"

"Oh, no sir!"

Rub, rub.

"Call me `Coach'"

Rub, skin, tickle, rub.

"Yes, Coach."

Frig, caress, rub.

"Did you like when your mother used to dress you as a girl? Honest answer."

Pet, touch.

He hesitated, then said, "Oh, yes, Coach. Very much."

"Would you like to wear girlie things and do girlie things again?"

He wrestled with his feelings and said in a very small voice, "Yes. But..."

"No buts, Sweetheart. Just let Coach and Miss Cheryl help you."

Something seemed to leave him then. I had seen it before. He relaxed and
surrendered to the pleasure I was giving him. Just as he was about to cum
all over himself and me, he reached up to kiss me. I kissed him back and
milked him all the way to Paradise.

I dismissed him then into Cheryl's care and waited for her report.



Chapter Three -- Ryan Meets His New Sisters

Cheryl took the naked young Ryan away, I left my office to work out, and I
didn't hear about him until later that day.

Cheryl stopped in my office around six that evening. She gets twice as
beautiful every day. I couldn't discuss the Ryan case until she and I had
shared a slow, delicious fucking of Cheryl's perfect hindquarters. Cheryl
liked me to suck her toes sometimes after vigorous coitus and I would run
through a wall for her. So I was ingesting her little piggies when she told
me about our latest boarder.

Cheryl knew that assessment was my department, so she asked what I thought
first.

I took the most beautiful small toe in the world from my lips and said,
"Definitely a nancyboy!" Then I resumed my delicious task.

"Mmmmm. That's nice," my life partner said. "You're right again. That was
an easy $5,000, but we'll have to earn the rest, of course."

Cheryl was right. We had a lot to teach the little sissy. How to please men
was my department. Walk, talk, fashion, coping, and relationships were
Cheryl's. It took time to produce an A-list sissy. And lots of cock.

She was wriggling and wiggling from the sweet torture, but told me about
what she had observed with Ryan.

"I think he'll get along fine with Lindsay and Taylor. When I left them,
Taylor was sucking his cock and Lindsay was licking his butthole very
nicely."

Good work, I thought, but kept sucking the pretty toes of the most
beautiful woman on earth. Lindsay and Taylor were the other two sissies we
had in residence at the time. They were happy to have a new sister. Such
sweet girls! They deserved all the good things life would bring them.

When Lindsay arrived three months prior to Ryan, she was a nasty, brutish,
creepy boy named Jack, who actually tried to punch me during our first
meeting. I, of course, gave him a sound thrashing, followed by a spanking
that reduced him to tears. He wouldn't even respond to me when I rubbed the
soothing cream on him, although it did make him cum. They always cum, even
the hard cases like Jack. It took two weeks before he would sit on my lap
naked and let me masturbate him to heart-pounding cums. Another week before
he kissed me -- I always let them decide when to kiss me. And another two
weeks before I fucked his sissy ass. After that, of course, he was mine
forever and had become the one of the girliest sissies we ever had. The
tough guys always turn out that way.

When Taylor arrived two months prior to Ryan, she was the complete opposite
of Lindsay. She practically jumped on me and begged me to make her a
complete woman. When I first asked her to undress for me, she even skinned
her foreskin back to show all her pink parts, then spread her cheeks to
show me her hot, tight hole. She was the only new sissy I ever fucked the
first day. I had to. She was so randy she would have asphyxiated if I
didn't. When Ryan arrived, Taylor and Lindsay were having the hottest sissy
love affair I had ever seen. They were in each other's panties practically
16 hours a day. Of course, I fucked them both at least twice each
day. Which I would also do for their new playmate. Now you know why I work
out so much. And abstain from alcohol. And get eight hours sleep each
night. All those demands, plus the mothers and my darling Cheryl! I told
you this was a tough job.

We don't give a sissy a girl's name or refer to her in feminine pronouns
until I've fucked her. Which, with Ryan could happen very soon. Usually, I
like to give it a week or so. Let them suck me off. Suck each other
off. The sissies do not fuck each other's pretty bottoms. That's just for
men to do for them. But that leaves a lot of other delights to explore. And
they explore them.

We usually all have dinner together at 7, but it was pushed back to 7:30 on
Ryan's first night. Cheryl had ordered Chinese and Lindsay and Taylor were
setting it out when I arrived in the dining room. Ryan was setting the
table and seemed very happy. He had obviously had his tires thoroughly
rotated, but I think he was extra happy for some other reasons. He was
wearing silky white stockings, a small white skirt, a pink top and a pair
of pretty, white, three-inch stiletto sandals. His face was beautifully
made up and he had a big smile on his red lips. He was also flirting with
me, bending over to pick up imaginary utensils he allegedly dropped and
flashing his stocking tops and panties at me.

Lindsay and Taylor chatted happily. They loved Cheryl like a second mother,
as our girls always have. I've never underestimated Cheryl's contribution
to our partnership. She's really more valuable to full sissification than I
am. I charm the mothers (and fuck their hot asses) and train the girls to
love men properly. But Cheryl makes them into girls. And gives them the
tools to sustain their femininity.

Lindsay told us about a date she had had with Kenny, a young man on my very
short list of boys good enough to date our girls. We have no secrets and
Lindsay was telling us about how Kenny made her cum three times in ten
minutes by sucking her balls and licking out her pretty hole. We knew she
was bragging a little to impress Ryan, but that was Lindsay. You had to
love her.

Taylor was talking about school and how she was teasing poor Mr. Lowe, her
biology teacher. "I just don't get that stuff," she said, "but I told
Mr. Lowe that there were some things about biology that I could teach
him. He laughed at that good naturedly, but since then, I've been sitting
in the front row and giving him a nice view of my panties, stocking tops,
garters and thighs. Do you and Miss Cheryl think I should let him <blush>
fuck me, Coach?'

Lindsay and Ryan also leaned forward to listen to our answer. That was an
easy one. Cheryl answered. "Of course, Honey. If you want to have sex with
a nice man, go ahead. It's fun, you're good at it, and it seems to be what
you were meant to do. If it improves your grade, all the better."

Perfect answer, I thought, then added, "There's nothing wrong with using
your tongue and your bottom to get what you want. It's what makes the world
go around."

Cheryl and I just love giving our girls a firm basis in morality.

"But remember," my darling partner added, "only nice men and boys. Leave
the jerks to the `vanilla' girls. They seem to like that kind."

More wisdom!

We have lots of laughs and fun at our house too. Not just fucking. But the
girls and Cheryl are always looking to get my pants down and my cock
out. They know I don't do group things -- One girl at a time gets all my
attention and all my sweet cream. So any time I'm alone with one, I'm
pretty much going to end up fucking her. I didn't want to initiate Ryan
yet, so I sent him off with his new sisters to the big, king-sized bed all
our sissies-in-residence have always shared. We've had as many as five and,
for very brief periods, as few as one, and even none, in our happy
home. That bed could tell some stories.

When the girls have done their homework and are ready for bed (usually
around 9 p.m.), they always come by in their tiny nighties to kiss Miss
Cheryl and me goodnight. I always seem to end up giving one of them a
little extra good night send-off. That night, Cheryl, who was also in a
very skimpy, luscious nightie, took Lindsay and Ryan off for some
instruction in oral sex. You're not born knowing how to give a world-class
blowjob, you know. The instruction is very hands-on and mouth-on. Lindsay's
skills were already superb and Cheryl's were the finest on earth. They
would get and give some head-exploders that night, I was sure.

Just so I wouldn't be lonely, I would be spending the night with Taylor. I
almost always slept with my darling Cheryl, so that was a real treat for
Taylor. And me.

Taylor had been taking some hormones, definitely optional in our program,
and her titties were just budding. I love that stage of titty birth! The
nipples are hyper-sensitive and the girl loves whatever you do to them. I
decided that I would focus on her sweet titty bumps that night and make her
scream and beg for every bit of titty love I could muster. And every drop
of my manly goo.

I like to leave the girl's lingerie on during sex, but prefer to be naked
myself. I love feeling their cool silk and warm flesh against me. Taylor
was in white that night, including long, silky stockings that showed her
pink toenails through the filmy teasers. The naughty girl had omitted her
panties and I could see her fine pricklet poking out from under the hem of
her fluffy nightie. I am the luckiest man on earth! I stripped to the hairy
buff and Taylor wanted to swallow my meat right away. Young people can be
so impatient. I picked her up and carried her to my bed, kissing her lips
as I transported her.

Her lovely young breasts were heaving as I laid her on her back on the bed
and kissed her mouth. I caressed her thighs, her knees, and her
calves. Then I lifted her pretty nightie and caressed her soft,
down-covered tummy, kissing her passionately all the while with lips and
tongue. By the time I had lifted her nightie from her puffy nipples, Taylor
was frantic with sissy passion. She knew I was going to torment her senses
and she was eager for the ordeal.

I lightly brushed Taylor's left nipple with the tips of my fingers. Taylor
arched her back and, her little cocklet, yet untouched, exploded thick,
rich cum globbies. Wow! She was ready!

Pressing my advantage, I kissed her left nipple lightly, giving it tiny
licks throughout her blaster of an orgasm. Then I slathered some of her
girlish cum on my fingers and licked it off, sighing deeply at the rich
taste of my favorite nourishment. But I didn't lap up all her cum. Some I
applied to each of her nipples with my fingers, then teased the
ultra-sensitive points with my cummy fingertips. Taylor whimpered and
sobbed in sweet agony. After several minutes of this delicious torment, I
began to kiss her right nipple as I stroked her tender young foreskin up
and down. Up and down. I can be naughty too and I wanted to warm my sweet
girl up, making her cum and cum some more without the use of my overworked
cock.

I got my wish. And so did Taylor. Nipple kissing, with simultaneous prickie
tickling can only lead to some cums to put down in your scrapbook. Taylor
was quivering, then squealing in intense orgasm before I could even get to
the other nipple. I corrected that, of course, giving the other my full
attention and bringing her to a third visit to heaven.

"Oh, Coach!" Taylor gasped, "I love you! I love you! Please fuck me
now. PLEASE!"

I guessed she was ready.

Taylor has one of the best sissy asses we have ever had in our happy
home. It's plump and pink and her rosy hole almost drools in welcome to her
male friends.

Her wrinkled hole was so pretty that I had to kiss it. And lick it, as I
tickled her balls with one hand and skinned her prickie with the other.

Taylor is very anal. In a good way. A cock attached to a nice man is always
welcome in her hole. Sometimes I looked at Taylor and cried. She was so
suited for the wonderful sissy life. She would be so happy and would make
those around her even happier.

That night, it was my turn. The little sweetie was squealing in sissy
rapture as I brought her to yet another cum-blaster. As she was spasming, I
stuffed her pooper with a big piece of Coach meat.

Oh, it was good. Taylor was beautiful, hot and very enthusiastic. She got
all the cock she could handle that night and we slept the sleep of those
with clear consciences and empty ball bags.

The next morning, I dreamed that an angel was sucking my cock. I awoke and
discovered it was true. Under Cheryl's careful direction and Lindsay and
Taylor's rapt attention, Ryan was sucking his first male organ. And it was
superb.

I really enjoyed it. Cheryl had taught the new sissy well and I smiled at
Cheryl to show my admiration. She smiled and nodded back.

Ryan was in his nightie, but still looked more like a boy than a
girl. Transitions take skill, time and practice. I vowed to give the new
sissy lots of cocksucking practice. He was getting better by the second. I
encouraged him with smiles and compliments and his eyes smiled back at me.

I felt the rumbles and told the boy that I was going to gush a big load
into his wet mouth. "I want you to swallow it all. Just don't panic and
swallow a little at a time. You'll be fine. You're VERY good at it. Oh, I
think that was...OH!!"

As advertised, I blew big gushes at the sweet sissy. He almost panicked and
gagged just a little, but I talked him through it and he recovered very
well. It was a very intense load. I was very proud of Ryan and Cheryl when
Ryan opened his mouth to show me that the cum had melted in his mouth, not
in his hands.

I drew him to me and kissed him as Cheryl and his new sisters
applauded. Maybe I wouldn't wait a week before I gave Ryan a buttful of
what he needed most.



Chapter Five -- Ryan Becomes Sally

Ryan was such a nice sissy. Why should I deny him full sissiehood?
Especially since, when he kissed me goodbye as Cheryl was taking him to
register in school, he asked me if there was anything special he would want
me to bring him home from school. I stroked his ass and said, "I think it's
attached to you, Sweetie. And I'm sure it's special."

Ryan kissed me with lots of tongue, then toddled off with Cheryl, Lindsay
and Taylor to school.

Our girls are always reluctant at first to enroll in school as girls. They
know how cruel their peers can be. But it's well known at our high school
that anyone who messes with the sweetest sissies alive has to answer to
me. Or even worse, to Cheryl. As a result, the kids who would harass our
girls leave them alone and the ones who spend three hours a day wanking
themselves thinking about one or more of the girls feel free to worship
them, either from afar or up close and personal.

That morning, I was grateful to see them all go. I love having a few
minutes to myself now and then and my ballbag was on E.

I read the paper leisurely and had three cups of coffee. Then I decided
that I would take a shower and get things done. I stripped and got into our
big shower, letting the warm water relax me. I lathered my hair and my eyes
were covered with soap when I felt a soft hand on my cock and balls. I knew
that touch anywhere. Cheryl was back and had joined me in the shower. I
kissed her, rubbing my soapy hands on her perfect nipples. She gasped and
dripped goo from her thick, stiff clitty. The naughty girl said, "My bottom
feels so lonely. Can you help?"

I believed I could. I soaped my fingers and used them to loosen and lube my
darling's love tunnel. Cheryl truly loves sex and it's such a delight to
please her.

I was hard and randy and entered my favorite spot with eagerness and
love. Cheryl never tires of my cock and I never tire of giving it to her. I
fucked her beautifully, skinning her pricklet to two cataclysmic blasts,
then gave her one of my own. Did I mention that I'm the luckiest guy in the
world?

As we dressed, sneaking little kisses as we did so, we discussed
business. "How did Ryan do at school?" I asked.

We, of course, registered him as "Sally," the sissy name his mother had
given us. After I punctured his pooper, he would be she and Sally
forever. But schools don't understand such things.

"He was a little scared, like they all are, Coach. But those lusty looks
from boys, male teachers, and even the principal, were good for his
morale. I think he'll have more cock than he can ever handle. Carefully
regulated by us, of course."

Of course. We take care of our girls. "He looked very hot this
morning. I'll say he gets asked out three times today."

Cheryl giggled. "I say four. If I win, you're my love slave for 24 hours."

"I've been your love slave for 12 years," I said. Then I proved it.

When the girls came home from school, it was clear that everyone expected
me to initiate Ryan. As a benevolent dictator, I serve my people's needs
and wants. I hadn't cum in almost four hours, so I was ready to give our
new sissy what he needed most. Hot cock injections.

Ryan looked at me sheepishly as Cheryl, Lindsay and Taylor disappeared. He
was a little scared, even though the other ladies described my fucking as
heavenly. Which I'm sure it is.

The sweetie was in his light, daytime make-up and school clothes, four-inch
heels, tiny miniskirt, tight blouse, and black, silky stockings. He looked
completely porkable!

I took him to the small bedroom adjoining my office and asked him to strip
to his panties, stockings and garter belt. He did so with a lot of teasing
and nervous giggling. Oh, he looked good!

I stripped naked and contemplated what was about to happen. I do love the
virginal sissies. And the ones who have had their sissy bottoms fucked a
thousand times. I love sissies!

Ryan sissied over to me and sat on my lap. He kissed me lovingly and we
darted tongues. When the little darling rubbed his pantied bottom against
my big, manly package, I wanted him very badly. We kissed and fondled each
other for some time. Then I lovingly carried him to the bed and laid him on
his back. I smothered his body in kisses until he was wiggling and
squealing with pleasure and spurting his sissy cream.

Then it was time for Ryan to lose his bothersome virginity. No matter how
gentle I am and how much lube I use, it always hurts a little. I'm just too
big for those tight, little holes.

But that day, Ryan was ready. I licked his pretty pucker for quite a while,
making him cum and cum, almost draining him of his delicious goo. When I
thought he was ready, I cranked Ryan's legs back, put them on my shoulders,
and, knowing that faster is better, pushed past Ryan's defenses and began
to fuck Sally. Sally howled in pleasure and pain. She screamed with the
pain of rebirth and the pleasure of what sissies adore -- men's cocks in
their sweet bottoms.

She was an erotic treasure. Eager to please and completely enraptured by my
loving attentions. The little sweetheart grunted and gurgled. Somehow, she
still managed to repeat, "Fuck me, Coach. I love you, Coach! Fuck me!"

I was half in love with Sally myself. She was a fantastic piece of ass and
made cum like a sperm factory. Her arms were wrapped around me and she was
stretching her lips to kiss me. I leaned forward and as our lips met, I
felt the first warning sign. Sally licked my lips and I felt the second
sign. When she whimpered, licked my tongue and made another astounding cum,
my whole body convulsed and I blew a gutful of manly cream into the sweet,
tight passage.

We came together. Sweaty, spurting, trembling, bathed in cum. Loving each
other. Adoring the feelings we brought out in each other. Sally was a
girlish treasure. What a waste it would have been for her to remain Ryan.

As Sally's anal muscles rejected my softening cock, Sally eyed it like the
little sexual predator she was becoming. My manly muscle was limp and
soaked with cum and anal juices, but Sally took into her mouth and sucked
it as if it were a Bit-O'-Honey. She tickled my balls as she was fellating
me in exquisite fashion and in record time, I was stiff and ready to stuff
once again.

As I spooned behind Sally, she turned her head for a sweet kiss. Then she
gasped with 100% pleasure this time as I stuffed her love hole. It was
fantastic -- without the tension of the first go, Sally was able to feel
every protoplasmic cell I entered her with. She came three more
times. Where was it all being manufactured? Although the last was a watery
trickle and she didn't even get hard. But it still knocked her into a
semi-coma.

I gave an excellent accounting of myself and concluded with a spectacular,
spermy spurt.

That about did Sally in (thank goodness). And we kissed and hugged until it
was time for Sally to get the smell of sex off her before dinner. If she
didn't, the others would all want to fuck and I'd never eat. A man has to
keep his strength up so he can work, you know.

When I re-introduced my new love partner to everyone as Sally, they all
congratulated her sweetly. Then asked her for details. Cheryl, Lindsay and
Taylor are such girls!

During dinner, Taylor announced that she would be welcoming Mr. Lowe to her
sweet pussy the next day. "He said he wants to keep me after school
tomorrow because I'm going to be naughty."

We all laughed. Cheryl said, don't forget to put the K-Y lubricant in your
little, heart-shaped sissy purse. Men in heat forget things, you know."

Wise advice. And very true.



Chapter Six -- The Pinch Hitter

After dinner, I took Lindsay in my office bedroom and fucked her
royally. An hour later, I did the same for Taylor. Then all three of my
little sissies kissed Cheryl and me and went off to their big king-sized
bed to spurt sissy cream all over each other.

Cheryl and I lay in bed cuddling and reviewing our days. She said, "It's
hard on you when we have three sissies in residence, isn't it?"

She knew me so well. I stroked her fat, pink cock as I said, "It is,
Sweetheart. But it's my job and they need lots of cock if they`re going to
be properly sissified. I only feel bad about it when I think I'm neglecting
you."

Cheryl is such a doll. She kissed me and said, "We can always bring Brad
in."

Good idea. Brad is a young man who helps me out now and then when we're
crowded or Cheryl and I want to take a vacation or something. He's the
nicest young man and the brother of Elise and Jill, two of my all-time
favorite sissy girls. They're in their 20's now and happily married. Brad
has been sort of a part-timer for us for about nine years now. He has a
really big cock, he adores sissies and they swoon for him. Not as much as
they love me, of course, but some.

I'll admit though that I'm reluctant to call Brad because a) we have to pay
him a "sissy consulting fee, although the only real consulting occurs when
he asks the girls whether they want his cock in their mouths or their sissy
bottoms and b) I'm jealous when someone else fucks my girls, even when it's
Brad. There's no reason to be, I know. The girls still worship me, I
know. But I'm 44 and I could see a time when Brad would be the primary cock
giver and I would be his backup.

"OK, Cheryl," I said, "I'll call Brad tomorrow. But I can still bring it,
you know. I'm not getting old."

Cheryl giggled. "I know that, Coach. I just don't want to see you
overworked. And I want more of this big cock in my pooper."

With that said, she straddled my hips and sat on my rammer, shoving it
inside herself to our mutual delights.



Chapter Seven -- Pro Bono

As Cheryl took me to a better place, I remembered the last time we had a
sissy drought instead of overbooking. That was a scary thought. It was
eight years ago. We had just graduated three tender lovelies and the house
was for just Cheryl and me for the first time since we had begun our
business. We took two weeks in Aruba, checking our messages frequently to
see if any mothers had called. All business is cyclical and that was a down
cycle. Two weeks after our vacation, we had no takers, despite Cheryl's
intense marketing efforts.

During that period, Cheryl was gone more than usual and I had hours on end
some times with a full ball bag. Sometimes I would look at the pictures of
some of our graduates and <gasp> wank my willie as I remembered the good
times.

Would I have met Ginny if things were busier then? Probably not.

Ginny was my only "pro bono" project. And the only one I volunteered for,
rather than being approached by a parent.

One afternoon during the "big drought" period, I really noticed our
paperboy Alex for the first time. I had always said hello to him and paid
him and everything, but Alex had always been in the background. When I
noticed him, I saw someone who would make a very pretty girl. And he had
some sissy characteristics that made him a borderline sissy at least.

It was wrong. It was unprofessional. But I was horny and my ego needed a
boost. I invited Alex in while I looked for his money. I paid him then
asked if he would like a cold drink before moving on. "But not if it holds
you up on your route," I said.

Alex smiled. It was a beautiful smile. "Oh no, Mr. McDonald. You're the
last house on my route."

"Call me Coach," I smiled back, then watched as he drank his Coke.

I drew a breath and took the leap. "What color are your panties, Alex?"

Alex paled. He looked at me, wanting to claim that he didn't understand the
question. But one look at me told Alex that deception was futile.

Alex trembled very badly, then said, "Blue."

I sat in my easy chair, looked into his pretty eyes and said, "Let me see
them."

The poor little sissy began to vibrate. But he lowered his trousers just
low enough to let me see the blue.

I sat back, completely relaxed and confident now. "Take off everything
except the panties and sit on my lap."

The lad was furiously excited. And completely terrified. But he did as I
said.

Alex had a beautiful body, with creamy skin, a pretty little cock pushing
mightily against his lacy blue panties, and painted, pink toenails.

When he sat on my lap, I circled him in my arms and told him I understood
everything. He began to sob, so I kissed his neck and cheeks, reassuring
him of his value as a person and telling him about the kind of life he
could lead with my help.

He kissed my mouth and I slipped him my tongue. He returned the favor with
his delicious licker and when I reached into his panties to cuddle and
fondle his pretty little jewel, he shuddered, gasped, squealed loudly and
ejaculated a quart of hot, sissy sperm. .

I licked his thick cream off my fingers. It was very tasty! And watching me
lick and swallow it made Alex thick and hard all over again.

I drooled when I saw that pink little treasure. I kissed him deeply and
asked him to stand in front of me. Then I began to lick his darling balls
with slow, wet laps. He squealed in sissy ecstasy, then blew four thick,
sticky ropes, just from me licking his tee tees.

I gave him no respite, licking his hot, throbbing shaft and kissing his
pink mushroom until he was hard and moaning once again. Then I began an
agonizing oral assault on his penile nerve endings. He whimpered and sobbed
that he loved me, then gave me the greatest present in the world -- a
gallon of hot sissy juice, right down my eager throat.

My own throbber was quite stiff and aching by this time and my little
virgin was in a furious dither to pay me back. He sank to his knees and
helped me pull off my pants and boxers. Alex kissed the tip of my cock,
then giggled when a big spurt of appetizer jumped out at his lips. I was
very excited. Alex took all of me that he could inside his eager mouth and
sucked and licked with passion and natural skill.

I encouraged him with endearing words and little hints on proper
cocksucking. He was an apt pupil and after five or six minutes, I moaned
with joy and released all the previous, frustrating weeks' tensions into
Alex's lovely, sissy mouth. The beauty gobbled down my cum and kissed my
cock and fondled my balls until I was stiff enough to penetrate iron. Then
he begged to be fucked. Unprofessional as it was, I granted his request. I
lubricated him with K-Y, making him gasp and pant as my fingers massaged
his tender prostate, then capping his cocklet with my mouth as the anal
torture drew a spermstorm from him. I swallowed the creamy nectar, then
mounted him, pushing my thick business asset all the way into his love
hole, ignoring his screams until they became squeals of rapture. The poor,
over-stimulated darling came twice more as I fucked him, not getting hard
either time, but almost fainting from the force of his feelings. When I
blasted my hot,
 sticky load into the greatest place on earth, Alex was gone and Ginny was
mine forever.

I hugged Ginny and kissed her perky nipples. Miraculously, she came again,
drooling watery goo from a completely limp, but gorgeous clitty. Gasping,
panting, Ginny said, "I love you, Coach. Nothing in my life has ever been
half as good as what we just did."

"I love you too, Sweetie. And I'm going to make sure that you get what you
need to make you happy." Then we kissed some more, she sucked me off in a
fond farewell, and left.

I trained Ginny unbeknownst to his parents, over Cheryl's very sensible
objections, which was the only substantive disagreement we ever had. She
was worried about the repercussions if Ginny's parents found out. She was
right of course, but like all men, I was thinking with my cock.

Cheryl eventually knew I wouldn't back down, so she helped me by giving
Ginny a full program of sissy instruction whenever Ginny could get to the
house and I wasn't fucking her. Rare moments indeed. I was hooked on that
girl!

Of course, soon after, we were back to capacity again and I had to bring in
Brad. I wasn't giving Ginny up, however and still haven't. She's 21 now,
living on her own full-time as a girl and very happy. She has around five
adoring boyfriends, all of whom have proposed to her, and she may accept
one some day. Meanwhile, Ginny's parents are delighted with her transition
and her happiness, but they still don't know about me. Or so I believe.

I spend one weekend a month with Ginny at her place and I look forward to
it greatly. Brad fills in for me, even with Cheryl, which makes me jealous,
but I am sort of cheating on Cheryl with Ginny, I guess. Cheryl acts a
little pissy right before I go each month and then lays it on very thickly
about what a dreamy weekend she and the girls had with Brad. But I guess I
deserve it. I don't care. I want my cock in Ginny's sweet pussy.



Chapter Eight -- Teacher's Rights

The next day, Brad arrived at 7 a.m. and gave Taylor, then Lindsay a good
shagging as I got Sally's day started off right. Then I introduced Sally to
Brad. She batted her eyes at him and they ended up in a knock-down-drag-out
fuck that almost made Sally late for school and sent her off with a squishy
butt and cum dripping down her thighs. She came by and kissed me and told
me she loved me, so I knew I was still the Man.

Brad's assistance left me with plenty for Cheryl, so I gave her two good
tosses, one in the morning and a taste of afternoon delight.

Lindsay and Sally got home on time, but, as she had warned us, Taylor was
staying after school with Mr. Lowe and being naughty.

I made love to Lindsay, then Sally before dinner, feeling a lot less
pressure now that Brad was around. He would be joining us for dinner, then
taking Lindsay and Sally to heaven when their homework was finished. I was
going to make Taylor happy before bedtime.

Taylor showed up at five minutes before seven and barely had time to clean
up before we sat down to share tacos. She had the look of a thoroughly
fucked sissy and we were all eager to hear about it. Sally was sitting next
to Brad and giving him a very nice handjob as Taylor told us about
Mr. Lowe's biology lesson.

"He was so nervous," she began, "about some silly rule against teachers
fucking students. I mean, who makes these rules?"

Good point. It was ridiculous. Students want to fuck their teachers and
vice versa. Why fight it? Teachers are paid so little. If we want to get
good teachers, we need to let them fuck their students. Simple economics.

Taylor continued. "He was like some little boy or something. I figured I
would have to take action if I wanted to get my pooper porked. We were in a
basement room that no one knew about. There were a couple of desks and some
chairs. I got up on a desk, lay on my back, shimmied down my panties and
said, "See anything you like, Mr. Lowe?

"Mr. Lowe's eyes got wide and his bulge grew. My legs were spread and my
pink package was there for his admiration. I made sure that he could see my
bottomhole too. It all looks better framed by black stockings, doesn't it?
Thanks for the tip, Miss Cheryl.

"I don't know if Mr. Lowe was expecting to see one of those hairy, pussy
things, but if he was, he recovered nicely.

"He pulled down his pants and stepped out of them. We girls have it so much
easier. We just lift our skirts and voila! When we're done, we flip our
skirts down. Nobody knows if we have panties on or not. Anyway, Mr. Lowe
sat me up and began to kiss me very sweetly, then very hotly. He's a good
kisser. With his left hand, he reached under my blouse and rubbed my right
breast. I'm just beyond an A-cup now and growing, you know.

Taylor smiled teasingly at me, then at Brad, whose pecker was about to
explode from Sally's adoring manual attentions.

"Then he grabbed his big, hard cock and, as he was kissing me, rubbed its
drooling head against my little mushroom. Mixing our
juices. Kissing. Stroking my sensitive little nipples. It was so dirty and
exciting that I felt those little rumbles, then the big roar and, squealing
like the sissy I'll always be, I began to spurt my cream all over
Mr. Lowe's cock. It was heavenly!"

Brad groaned at that point and doused Sally's hand with his thick, rich
goo, which, I of course have never tasted and never will. Because I'm not
gay.

Everyone giggled and Taylor continued.

"Mr. Lowe was very excited, but he seemed to calm down at that point and
start acting like a dominant man, instead of some guy seduced by a sissy. I
like when men dominate me. Especially when they're big and just a little
rough and forceful."

The girls all nodded in agreement, except for Sally, who had locked eyes
with me and was slowly licking Brad's cum from her palm and each
finger. She was also batting her big, liquid, lined, mascaraed, shadowed
eyes at me. I love my job!

"When Mr. Lowe took over, I became what I like being best -- the helpless
little girl, whose man is about to fuck her and make her his little sex
toy. All of us sissies want that and I was getting it this afternoon. I'm
not sure whether Mr. Lowe had ever had anal sex before, but he knew he
couldn't just stick it in me. He wetted two fingers with saliva and eased
them into my tight hole. I moaned and whimpered with encouragement as he
slid them in and out, kissing me and praising my beauty. It was very
nice. He wasn't aiming for it, I don't think, but every now and then he
clipped my prostate, and that was extra-special. I squealed every time he
did it, but I'm not sure he made the connection. He was pretty sexed up. I
groaned out to him to look in my sissyish purse and he did, finding the
K-Y, thank you, Miss Cheryl."

Cheryl smiled at Taylor. Where was Brad? Oh. He was on his knees under the
table sucking Sally's pretty cock in return for the favors just
received. We are very fair-minded in our little family. Long erotic tales
tend to bring out our passions. Oh, my. Lindsay had slid under the table
too and was extracting my tosser so that I would enjoy Taylor's story
more. I felt her warm, wet mouth on my big boy and settled in to really
listen.

Taylor continued. "Well, Mr. Lowe, oh, Miss Cheryl, it's so nice of you to
suck my clitty like that. You're the best auntie a girl ever
had. Ohhh. Mr. Lowe put some lube on three fingers that time and I was
ready for a telephone pole by the time he withdrew the fingers and lubed
his cock. I lay on the desk and he stood between my legs. I begged him to
fuck me. `I need it really badly,' I said. Men love to hear that, but it
was true. He slid in me easily and fucked me gloriously. You should try
Mr. Lowe, Lindsay and Sally. Oh, Miss Cheryl. That's so nice. Anyway, I was
really the helpless little girl, since Mr. Lowe was off in Fuckland,
pounding me so hard and hot that the principal, his mother and his pastor
could have walked in and he wouldn't have noticed. It was excellent! I felt
my tingles in my tummy, then bigger warnings. I whimpered, then squealed,
then screamed when I came, which ignited Mr. Lowe and made him give me as
big a load of
 manly goo as I ever remember. It's still oozing out of my butt now, but I
think I have to stop this story, because Miss Cheryl, I
...Oh...SQUEALLLLLLLLLLLL!!!!"

Taylor climaxed, which set me off, dousing Lindsay's pretty face with man
cream, which set Sally off, making her squeal almost as loudly as Taylor
had.

What a bunch we were.

We cleaned up and sent the girls off to do their homework, a prerequisite
for further fun.

At bedtime, Sally came by in the prettiest little purple nightie, so
naturally I had to fuck her to three screaming cums. Brad slept in my
office bed and took care of the girls in sequence, finally sleeping with
Lindsay as Taylor and Sally cuddled in their room and I gave Cheryl proof
that I could still work all day and love her all night.



Chapter Nine -- Dating and Interviews

Dating is inevitable for our girls. They love Cheryl and me dearly (and
probably Brad-the-cum-machine too), but young people want to exchange
slippery cream with people their own age.

Lindsay had been having a pretty regular Friday and/or Saturday night thing
(no dating on school nights) with Kenny. Poor Kenny was helplessly in love
with her and must have spent hours each Lindsay-less day wanking himself as
he dreamed of their dates.

Taylor began dating a little later than Lindsay. She claimed to prefer men,
but I think she preferred anyone who has a cock and treats her right. She
was dating three different boys and driving them all half mad with desire
for her.

That's another difficult part of my job. I have to interview all the boys
who want to date our girls and make sure they're suitable. Not many are,
believe me, and they don't always take rejection well.

During Sally's third week with us, she told Cheryl that she liked a boy
named Mike and he had asked her to go with him to a movie. Cheryl informed
me, then she set up an interview for me with Mike.

Mike was very nervous and worried when he came in. I like that. I don't
want these guys to be cocky. They're the ones who will hurt the girls or
break their hearts.

"Mike," I said, "Tell me about yourself."

Mike said, "I really like Sally, Coach. She's funny and beautiful and smart
and really cute."

A good sign. He liked talking about Sally more than himself. I pressed
on. "That's very nice, but what about you?"

Mike's nervousness eased a bit. "I like school and do very well. I love my
parents and even my brother and sister. I play football and the clarinet
and I want to be an architect some day. And I really like Sally, Coach."

Hmmm. The boy had obviously spilled a lot of seed thinking about
Sally. "You do know that Sally has a cock and balls just like you."

"Sure, Coach. Everyone at school knows that. That makes her ten times more
exciting."

"And do you want to suck that cock and lick those balls until Sally spews
her sissy cream all over your face?"

Mike gulped and said, "Of course, Coach. Who wouldn't?"

Good answer. "And do you want her to suck your cock in those pretty lips of
hers until you cum, moaning and gasping, down her throat?"

Mike's trousers bulged at the thought. He gasped out, "Very much, sir."

"Have you ever fucked a sissy's sweet bottom, Mike?"

That made Mike's drawers even more crowded. "No, sir," he admitted.

"Then take those trousers off and we'll discuss it."

Mike hesitated half a beat, then, desperate to fuck my darling Sally no
matter what the cost, he made himself naked from the waist down. He was a
beautiful young boy of around 16, with a fine, fat cock and darling
legs. "Now the rest of the clothes," I said.

He did so and stood before me, a naked young Adonis. I know, you're
thinking, "This Coach guy is gay!" Well you're wrong. I just appreciate
beauty and Mike had it. Plus, I needed to show him I was in charge so he
treated Sally right. And I wanted to show him some nice technique. And, I
thought he was cute. Oh, I'm sorry. Was that last one out loud?

I looked him over carefully. He was afraid, but his cock was rigid against
his belly. I touched it. He jumped a little, but when I began to massage it
expertly, he leaned into my hand.

"It's different teasing someone else's cock. Note my technique."

My technique had him panting and gasping for breath.

I handled his balls with my other hand, talking to him about how Sally's
pleasure was more important than his own. His own at that moment was quite
evident and as I stroked and spoke about Sally and him making love, he
whimpered a little and tried to warn me, but launched huge globs of his
boyish cream into the air. I milked his balls, draining them
exquisitely. Then I began to lecture him on anal matters and how to take
Sally to paradise through the rear entrance. I lubed my finger as I spoke,
then entered him. My fingers were clearly his pretty little bottom's first
visitors. I found him deliciously tight and his pole rose to its former
splendor. When I spoke to him of the delights of the prostate and began to
massage his, he cried out and came again, harder than the first time and
with a moist look akin to love in his eyes.

Well, we weren't having any of that nonsense. This was merely instructional
on Sally's behalf. And if he enjoyed it, well, that was a bonus. Still I
wasn't sure if he were right for Sally. Then I was.

"May I give you a little relief, Coach? You seem a bit excited."

That was a tiny bit cheeky, but truth is always a defense against slander
and my trousers were severely tented. I guess maybe I was thinking about
one of my girls or something. Certainly not of Mike. Because I'm not
gay. Did I mention that?

I pulled my pants down and Mike gasped when he saw my big prong. He skinned
it up and down very sweetly. Thank goodness he didn't try to kiss me or
anything. I mean as practice for Sally. Which was why we were
there. Instructions. Practice. Cumming hard into Mike's warm, boyish
hand. Oh, Mama, that was good! In a strictly professional way.

We cleaned up and put our pants back on. I told Mike he had passed the
screening and could show up at 6:30 on Saturday, in a coat and tie, with
flowers for Sally. They could have dinner with us, then retire to Sally's
room for some fun. But he had to leave by eleven, as Sally needed her
sleep. [And the rest of us needed details].

Mike was overcome with joy and I hustled him out of there before something
embarrassing for both of us happened. Wouldn't want that.

I told Sally the good news that evening, just as I was entering her tight
hole with my cock. She spilled her sperm instantly from joy and gave me the
fuck of her life in gratitude. I love my job.



Chapter Ten -- Mike's Lucky Night

The word got out at school, I understand, about Mike's upcoming date with
Sally, and all the guys were jealously teasing Mike about not doing
anything they wouldn't do. Then they would go home, I was sure, and whack
their weenies raw thinking about what a date with Sally would be like.

Sally was in a wonderful mood that day. I fucked her before breakfast and
Brad took her to wonderful places right after breakfast. Sally's Mom came
by for a visit and an update on Sally's progress. I was true to my word and
gave Mrs. Willis the fucking of her life. It was a real pleasure because
she had taken the time to make herself attractive and had lost at least
five pounds. I was wondering if Mr. Willis had noticed. Just another little
perk from the McDonald-Peters Sissification Institute. I gave Mrs. Willis
an excellent report on her Sally and they began the process of bonding as
mother and daughter.

Tough love and lots of cock win again. Maybe I should put that on a logo or
our business cards.

Sally spent about three hours getting ready for her date and wouldn't even
let anyone give her an orgasm after noon. It was dangerous to leave sperm
in a sissy that long, but Sally knew her own mind. She wanted to be
frantically randy for her date. How many women would do that?

Mike arrived exactly on time, dressed as ordered and carrying lovely
flowers for Sally. She looked delicious in her pretty pink mini, white top,
tan stockings and pink, four-inch stiletto sandals. Her hair had gotten
long enough to wear a ribbon.

Sally kissed Mike sweetly, on the mouth, in thanks for the flowers. That's
why I told him to bring them. It was the first time Sally had kissed a boy
and she and Mike were already half in love.

We had a nice healthy dinner of Kentucky Fried Chicken (original, of
course) and all the fixin's. As you may have guessed, cooking was not
something we wasted much time on. And when you're fucking eight or nine
times a day, calories melt away.

Conversation was lively at dinner as always, but everyone tried to make
Mike feel welcome. Lindsay may have tried a little too hard, by running her
stockinged toe up his leg until Sally made a nice interception by sitting
between them. Taylor and Lindsay's dates wouldn't be along until 7:45, so
naturally, Lindsay was horny.

Sally and Mike helped with the dishes and excused themselves before the
other dates arrived. Brad had the night off, so Cheryl and I enjoyed the
delights of the empty nest until Lindsay and Taylor returned with their
dates around nine thirty. Lindsay and Kenny used my office bedroom, Taylor
and Greg used the guest bedroom and Sally and Mike were still making
squeals and bumping noises in the big sissy bedroom upstairs.

At eleven, the boys left, kissing their girls with gratitude and hopes of
future love.

We all gathered in the sissy room for a complete debriefing. The ladies
were in nighties and stockings. I was in the original me. Cheryl sucked my
cock, to show a bit of ownership I imagine, as Sally told us about her
date.

"Mike was like, so nervous. But so was I, you know?"

Cheryl stopped sucking and said, "Sally. Speak as if you have a brain. You
are not a valley girl." Then she recapped my throbbing prick. Mmmmm.

"Yes, Miss Cheryl. Mike was even nervous about getting undressed, so I
asked him to undress me first. He took his time, kissing my neck and
telling me I'm beautiful."

Taylor and Lindsay, who were absently fondling each other's doodles, said,
"Ooooooo." That's what sissy girls want from men. Patience and attention.

"When he had my blouse and skirt off, he was nearly overcome with
passion. He pulled his tie and jacket off, then his shirt and pants,
followed by shoes and socks and I had my first totally naked boy."

I knew what Mike's naked body looked like. I pictured it in my mind and,
coincidentally, I came very hard into Cheryl's sweet mouth. That Sally
could tell a story all right. Cheryl chuckled a little at the timing, but
I'm sure she knew it was just a coincidence.

Sally continued. "I lay on the bed in my stockings, heels, panties, bra and
garter belt and Mike got on top of me. He was kissing me very sweetly with
his mouth and tongue and I liked him on top of me like that. Then he
unhooked my bra. I was embarrassed because I'm the poor relation on titties
in this house. But Mike didn't mind one bit. He kissed and darned near
worshiped then for a long time. As he was doing that, he reached in my
panties and pulled out my sore, rigid clitty. I hadn't made sissy cream in
HOURS and my clitty was very needy. I asked if he would kiss me `down
there' and he almost elbowed me in his haste to kiss and suck my little
girl. Men are funny that way, aren't they?"

We were all listening, but Taylor was sucking Cheryl's doodle and I had a
mouthful of Lindsay, who spoke for all of us, by saying, "Ohhhhhhhhhhhh."

Sally said, "Well, I was so hot that a couple of kisses on my clitty head
and some very nice ball sucking by young Mike and my goo was flying. He was
in heaven, watching it spurt. And I needed that one. I felt like a sissy
again. When we're unmilked, all that boyish juice attacks our femininity,
right Miss Cheryl?"

"Aaaaaaaaaaaaaahhhhhhhh," Cheryl said, and doused Taylor with her sticky
cream.

Sally said, "We just had the most fun after that. I sucked him three
times. His cum is delicious. And he was still able to fuck my sissy ass
twice. His balls almost exploded when he came in my bottom the first
time. He's a natural sissy lover. And you trained him, Coach. Thank you, so
much!"

Lindsay exploded into my mouth just as Sally finished her story. Sally
waited until I had lapped up all of Lindsay's precious juice and had kissed
Lindsay lovingly. Then Sally got on all fours and waved her gorgeous bottom
at me. What could I do? I fucked her. She squealed and screamed and came
twice. What messy sheets. And we do our own laundry.

We all kissed and hugged and Cheryl and I went to bed. The girls were at it
for some time, I believe, but that's to be expected from pretty babes with
adolescent boys' sex drives.



Chapter Eleven -- Employment Opportunities

That takes us up to last night. I don't know what the future will be like,
but I feel really good about Lindsay, Sally and Taylor. Soon, they'll be
well-equipped for independent, useful, happy, sissy lives. Cheryl and I
will always be their friends and confidants.

Cheryl and I love each other deeply and I know that deep down she doesn't
really mind my weekends with Ginny. I'm just following up on a pro bono
project, right?

How much longer can I do this? Good question. Fucking eight or nine times a
day may get more difficult when I hit my 50s. But Viagra has kept Hugh
Hefner going well into his seventies.

I'm not sure how much longer I can count on Brad. Sometimes he talks about
moving to the other coast and maybe starting up his own sissification
institute. He's a nice young man, and a great sissy lover, but I don't know
if he has the charisma you need for this profession. And he doesn't have
Cheryl.

If he moves out, which seems inevitable, would you be interested in filling
in for Brad when we get busy? I mean, he probably makes $30,000 to $40,000
per year and it's all nights and weekends, except when Cheryl and I take
vacation. So you wouldn't have to give up your day job. Let me know, OK?

Please tell me what you think at gingerfred2005@yahoo.com

My other stories on nifty:

"Acting Up" transgender -- control
"Panty Pleasures" transgender -- young friends
"Woodville" transgender -- tv
"Mothered" transgender -- control
"Panty Town" transgender -- teen
"Tradition" transgender -- teen
"Punished" transgender -- high school
"Panty Paradise" transgender -- teen
"Kevin and Molly Go to Camp" -- transgender -- teen
"Lovelife" -- transgender -- high school
"My Three Sissies" -- transgender -- tv
"Acting Out" -- transgender -- high school
"Explorers" -- transgender -- high school
"Pantied" -- transgender -- young friends
"Rebuilding" -- transgender -- teen
"The Au Pair" -- transgender -- surgery
"Birthday Girl" -- transgender -- teen
"Genes" -- transgender -- high school
"Brothers in Panties" -- transgender -- teen