Panty Sabbatical
By Gingerfred Man
Chapter One ? Different
Unlike other teenagers, I always wanted to be
different.
Most teens join groups and try very hard to stay
within the group norms. One or two in each group see
themselves as the leaders, and then try to set those
norms. But even they stay within the group norms they
set.
I was different. I didn?t care to follow the norms of
any group. I wasn?t a loner, but I didn?t feel I had
to do what everyone else did.
That made for an interesting time in high school. I
was known as Charlie DuBois, Boy Oddball. Not in a
mean way. Most people liked that I was unpredictable.
It was what they probably all wanted to do, but
thought the price was too high.
Being from a well-off family helped a lot too. I mean
it?s easier to be odd when your Dad and Mom can cover
for you. Not that I got into trouble. I just wanted
to always do things my way and didn?t care one bit if
others followed.
Six months before graduation, everyone was talking
about what college he or she was going to and what he
or she would do when they got there. Though my grades
were good, I didn?t even apply to a college. After 15
years of school, counting kindergarten and two years
of preschool, I had no desire to jump into four more
years of homework bondage right away.
A few of the seniors thought they were like me, but
really weren?t. They were going to backpack through
Europe for a year. Trite! Or. New Zealand. Hackneyed!
Or even Indonesia. Yawn!
I wanted something really different and I figured I
had found a way to go where very few had gone before.
I was going to be a client of Acme Sabbaticals.
Actually, my Dad was to be the client, since he was
paying. But he knew my personality and supported my
need to be different, He even supported this little
adventure I was proposing, but he certainly had
reservations.
Acme (same name as the maker of all the fine products
the coyote used to go after the roadrunner) offered a
fantastic way for me to spend my sandwich year
between high school and college. I was going to spend
it as a girl.
Chapter Two -- Preparation
That?s right. I said I would spend the next year of
my life as a girl. Acme offered the only really
different sabbatical and I just had to have it.
I didn?t even tell the mopes in my high school what I
would be doing. They would have just mocked me or
called me a faggot or something. They were so stupid.
I wasn?t going to go out with guys or anything. I
knew that was gay. I was going to sort of masquerade
as a girl, with a girl?s wardrobe and a girl?s
identity. I would even be living in another city and
working in a job Acme arranged for me.
It would be so cool! And imagine the looks on the
hometown crowd?s faces when I came back in a year and
told them about an adventure none of them could ever
top. They would never forget that!
It wasn?t easy; Acme told me so and spent hours
explaining all the pitfalls. Since I was 18, I could
sign all the waivers and all that legal stuff so Dad
and I couldn?t sue Acme. Yadda, yadda, I said. Let me
sign it and let?s get on with it.
In January of my senior year, I began to spend four
hours a week in training. I learned about cosmetics
and hair and clothes and feminine mannerisms. I?ll
admit that it shocked me when I began to wear
feminine clothes. They were so different. I creamed
the first panties I ever put on. And the second. And
the third. And those stockings! And garter belts! My
cock was flaming whenever those things got next to my
skin.
I loved nighties too. As part of my training, I had
to sleep in a babydoll and matching panties every
night for five months. I adored the feel of those
wispy little things against my most sensitive parts.
Girls are so lucky, I thought.
I got titties, too, you know, small ones, but
definitely titties. They gave me pills and injections
and I got the cutest little boobs.
Since we?re sharing here, I?ll tell you. I loved
those little bubbles. I would tickle them with my
left hand and spank my spunker with my right. In a
very short time, hot cum would be leaping from my
cock. I had the best cums in my life to that point
that way.
I looked at my changing body a lot too. Acme told me
that nothing was permanent unless I wanted it to be.
Why did they say that? My waist had gotten smaller
and it seemed my hips had widened. I hadn?t gotten a
haircut since September; my hair was shoulder-length
when it wasn?t in a boyish ponytail. I liked looking
at my new body, as I was standing naked in front of a
mirror. I would make girlish poses, just as Acme had
taught me. Just practicing, you know. I looked pretty
good. But I would giggle at how funny my cock looked
with that girlish body.
Still, I knew I would be giving those titties up in a
year. It was only a sabbatical after all.
I had to hide them, of course, which wasn?t
difficult. I wore loose stuff. But the rubbing of
even my tee shirt against my nipples would get me so
charged up, that I had to visit a lot of men?s rooms
for relief.
By the day after graduation, I was very psyched to
begin my adventure. I said goodbye to Mom and Dad
and, carrying only a few personal items, drove to the
Acme office to begin a truly different year.
Chapter Three ? So It Begins
The girl?s name I selected was Nicole; sort of
French, do you like it?
The Acme people called me Nicole from the first
minute I signed all those papers. They really wanted
me to do well in my new environment, they told me,
and I believed them.
Nicole was moving to a mid-sized town called Fromage
in Wisconsin. She, I mean, I had a job as a
receptionist for a law firm. Those Acme people have
some clout. I mean, a receptionist is never hired
sight unseen, right? I mean, she?s gotta be a babe.
And good at making people feel welcome, and answering
the phone.
Acme gave me a lot of training in being a
receptionist too, so I felt confident about that. It
was the being pretty part that worried me.
I knew I looked pretty good as a girl. And I had
gotten pretty good at make-up and walking and femmy-
acting. But I was still nervous.
I drove to Fromage, arriving on the Friday before the
Monday my job would begin. Acme had arranged and even
furnished a nice apartment for me. It had little
girlie touches that I had to admit I kind of liked.
It also had two big walk-in closets for my clothes. I
liked that a lot, because I had a huge wardrobe
already. It seems I had a pretty good fashion sense
for girls? clothes to go with my Dad?s credit card.
I checked out the neighborhood and discovered for the
first time the hot stares that men give a pretty girl
walking in four-inch stilettos, a tiny mini, and
sheer, black stockings. It was very rude, yet just a
tiny bit exciting. Not that I was gay. I just liked
the evidence of the fact that I was attractive. I was
sure that was why my cock was stiff when men drooled
over me. Acme taught me about tucking, but when Mr.
Johnson makes up his mind to stand up, no one can
stop him.
On Monday morning, I reported for work at eight, 30
minutes before opening time. I had risen at five to
be sure that I looked my best. In my humble opinion,
few girls on their first day for work ever looked
better. I wore a red dress with tiny white polka dots
and mid-calf-length skirts, white stockings and sexy
white, four-inch stiletto sandals. I had a sexy
wiggle when I walked and my face and hair were works
of art.
I was told to report to one of the partners, Bill
Packer. Mr. Packer had obviously been at the office
for quite some time already that morning. Lawyers can
be such workaholics, especially when there are
billable hours to be done.
Mr. Packer was nice enough, but I wasn?t sure I liked
the way he was looking at me. I knew Acme hadn?t told
anyone that I was a guy, so I guess he thought I was
a pretty, 18-year-old girl. I saw the pictures of a
wife and family on his desk. Why was he giving me
those looks?
I was to get plenty more of those looks that day and
for several days after. Already, I was learning
things. A very direct cord to their balls and cocks
connects men?s brains. I saw lots of evidence of that
at Howard, Fine & Howard.
There weren?t any other girls my age at HFH. Two of
the lawyers were women and all the twelve
secretaries. But I was the youngest by a good ten
years. It didn?t take long for me to figure out that
they all figured I was some little bimbo prick
teaser. Little did they know that the only prick, I
was teasing was my own.
Still, I had plenty of company that first day. I
think each of the 35 males who worked at HFH stopped
by to wish me well. And check me out. They were all
very nice to me, but I certainly gave them no
encouragement of the kind they were looking for,
although some did seem nicer than the others. Dare I
say, cuter, in a charming way, maybe? And I do recall
spilling a little goo in a stall in the ladies room
during one of my breaks as I reviewed all the nice
compliments I had received.
Clients seemed to pay a lot of attention to me too,
especially the men. Actually, only the men. The women
sized me up as a lightweight, not worthy of their
time. The men all seemed to want to co-habitat my
panties. Despite the potential for gayness, it was
all very exciting.
The day ended at five. Six different guys had told me
during the day about how several of the Howard, Fine
& Howard bunch gathered at the Three Blind Mice bar
after work. But I was exhausted after the tension of
my first day and begged off.
I went home, washed off all my make-up, moisturized,
repainted my toenails, ate a Lean Cuisine and got
into my frilly nightie and into bed to watch
Lifetime. I turned it off at nine and lay there
thinking about all those men fawning over me. They
just wanted me for sex, though. I was pretty sure
they didn?t care about my mind. What would they think
when they discovered that I was packing pork in my
pretty panties?
Still, I was getting some odd thoughts about
accepting some of the offers I was getting from men.
Not seriously. But just dreaming of David, that hunky
30-year-old single partner I had seen nine or ten
times that first day hanging around my desk. What if
he trapped me somewhere and pulled my panties down?
He was so much bigger than I. I would resist, but I
would be helpless, wouldn?t I? So anything that
happened to me wouldn?t count, right? I mean, if he
made me suck his cock and swallow his cum. Oh. And if
he licked my hole and got it all soppy so he could
put his big cock in it. My own cock was twitching and
throbbing at the thought that any man could be so
beastly. I patted it gently to calm it down. And
then, what if David actually forced his big (I
assumed), hard throbber into my little pooper! That
was all the speculation my sore prickie could take.
My stomach pulled hard and my sticky, girlie goo
blasted into the world. I whimpered through an
excellent, six-spurt orgasm, licked my hand clean and
went to sleep.
Chapter Four ? A Fellow Traveler
That first week, I had offers, offers, offers. Come
with me here. Let me show you this. Have you ever
been to such and such? I was very polite, but turned
them down for three big reasons. One, I wasn?t gay,
although I was feeling more like a real girl with
every passing minute. Second, I remember my Dad
telling me that you don?t shit where you eat, which I
believe was his colorful way of saying, don?t date
co-workers. And probably most importantly, I had a
cock and balls, not a pussy. The reaction to that
news in an intimate moment could get me hurt,
followed by fired, when the news got out.
So my fun was pretty much limited to self-
exploration, augmented by intricate fantasies of men
forcing me to do things that I had come to understand
I maybe, possibly, could have wanted to really do.
What was a girl to do?
I called Acme for advice. Instead, they offered me a
different source of counsel. Quite a nice one, as it
turned out. I discovered on my first Saturday after
working at HFH that I was not the only Acme client in
Fromage. A young man who was living as "Janie" had
been in the active phase of his/her sabbatical only
one week longer than I. Would I like to meet Janie,
very much so.
Acme arranged for us to meet at brunch the next
morning. I was immediately jealous. Janie was a
stunning beauty. Of course she said the same about
me. Which was only the truth, after all. We had both
dressed to thrill in our highest heels, tightest
skirts and shortest minis, and we were getting a LOT
of lusty stares from a LOT of men.
I observed how Janie dealt with it. She was pretty
much as flattered, but confused as I was. Janie was
in her sandwich year between high school and college
too. She was from the opposite coast from mine and
was working as a receptionist for a Fromage
advertising firm called Formaggio Partners. Her
training program had been a copy of mine. We laughed
as we exchanged tales of our cummy explosions on
wearing panties and stockings for the first fifty or
so times.
Janie was very cute and sweet and I found myself
asking her back to my apartment. Then I found myself
removing her blouse and sucking on her pretty little
titty nipples. Two proper sissies we were in our
lingerie and five-inch heels, kissing deeply, licking
each other?s glossed lips. Janie smelled wonderful ?
Angel, I believe she said it was ? and she was
powdered and made-up to a glowing, feminine
perfection. I was mildly surprised when I freed her
pretty cock from her pink thong bikinis. I almost
expected a pussy; she was a girl to me and I to her.
I took Janie?s cock deeply into my mouth, purring and
whimpering with pleasure as I gave her my lesbian
love. Janie enjoyed the adoring attentions of my hot
tongue on her cockhead and moaned and squealed with
pleasure when I entered her pretty bottom-hole with
my manicured nail and middle finger. I took her cock
all the way into my mouth, burying my nose in her
powdered pubic hairs. I breathed her musk as she
writhed beneath me, and then shared her joy as she
filled my mouth with her rich, creamy, feminine
juices. I kissed and licked her balls for several
minutes after. Then moved up to kiss her hungry lips.
Janie rubbed her soaked cock against mine, mingling
our juices in a love ritual as old as time. Then she
kissed my nipples with great skill and ardor. I had
never had my nipples licked or sucked and it drove me
almost mad with pleasure. I came hard during the
first five minutes of the sweet torture, then again
when she continued to show me no mercy. Janie then
moved to my private parts and licked me clean, making
me all stiff again in the process. We slipped into an
exquisite sixty-nine, licking each other?s balls,
peeholes and pink mushrooms until, screaming with
animal pleasure, we destroyed each other?s carefully
applied make-up with hot, sticky cream.
Exhausted, we cuddled and made each other tons of
promises, many of which we actually kept.
I learned a lot that day. And I began to understand
who I really was, at least for my year of
exploration. So did Janie.
Chapter Five ? Back to Work
I had a somewhat different attitude that second
Monday. David, the hunky partner who always had lots
to do near my desk, was the first beneficiary.
"So Nicole, how was your weekend?" my admirer asked.
"Quiet. What about yours, Mr. Wilkins?"
"Oh, please, Nicole. Call me David. My weekend was
quiet too. I?m just a lonely bachelor waiting for the
right girl to come along."
"I know," I said and crossed my luscious legs. David
gulped as he ogled my silky tan stockings and four-
inch stiletto mule sandals. "There are so many
phonies out there and so few real men." I followed
this statement with some shy, eyelid batting and
David nearly hyperventilated. I was amazed at the
intensity of my power over men.
"Say, Nicole," he croaked, "Did anyone tell you about
the bar, Three Blind Mice? Some of us from work go
there now and then. Would you like to stop by after
work?"
I gave my nuclear-explosion smile and his heart
almost went into meltdown. "That would be so nice.
Will you be there, David? At say, around six?"
Wild horses would not have restrained the lad that
night.
All the other men flirted with me all day, as they
always did, but David just glowed at me.
I was finished work at 5:30, and then spent a half
hour in the ladies room spritzing and fixing my hair
and face. I had darkened my eye shadow and looked
ready for any and all bedrooms. Not that I was
planning on sharing a bed with anyone that night. I
was just exploring.
I arrived at the bar at 6:10. David looked as if he
had been there for an hour waiting expectantly. His
eyes sparkled when he saw me. I smiled, touched him
on the arm and kissed his cheek. I could feel him
tremble.
David bought me a club soda (a girl has to watch her
figure ? and her behavior) and introduced me to
everyone he remotely suspected I didn?t know. I
wasn?t fooled. He was showing off that he was "with"
me. Although it could hardly be called a date.
I enjoyed all the light banter and companionship and
found David to be very charming. At 9, I told David I
had better be going home. He offered me a ride and I
could see him mumbling silent prayers that I would
accept. I answered his prayers.
David drove me home, and then walked me to my
apartment door. I wasn?t trampy enough to invite him
in. But I did give him a nice kiss, with just a hint
of tongue. The boy was walking on air when he left
and I could see that his jockey shorts were very
full.
I closed the door behind me and reviewed my day. I
was the wielder of the greatest power the world had
ever known. The Power of Pussy! Not that I had one,
but David thought I did. And males of almost any age
will succumb to its power. I resolved to use it only
for good, like Superman or Green Lantern, then
worried a bit about how the men I overpowered would
react when they removed my panties and saw a hot,
throbbing, creaming cock.
That was a worry for another day. That night, I
washed up, got into my tiny, sweet, white nightie and
lubed up a gel-like, realistic cock that Acme had
suggested would add to my experience. My pooper had
not been penetrated, except by wiggling fingers, so I
was a little afraid. But I gasped with delight at the
ease with which the cockhead slipped past my girlish
defenses and into my inner chamber. I lost my
erection from the shock of the insertion, but it came
back as I stroked it lovingly and thought of David.
What if I had invited him in and that was his hot
throbber in my little hole? What if he were kissing
me right now and telling me things I wanted to hear
about my beauty and charm? What if David?s chest
hairs were rubbing against my sissy nipples? Oh! I
could feel my orgasm building as my balls went from
simmer to boil. What if David told me he loved me and
he wanted to make me pregnant and then he came
buckets of goo into my little pooper? Aaaaahhhh! My
anus contracted on the David substitute and I felt my
orgasm begin. But no cream was jumping out! Then I
realized that my anus being full had changed the
equation. I strained and watched as my own cum fought
its way out of me, incapacitating me with its assault
of pure, orgasmic pleasure. Ohhhh. If anal sex were
that good with a toy, how great would the real thing
be?
I called Janie to tell her about my date and rubbed
my goo all over my privates as she told me that she
had had a similar experience that night as well with
Craig, a partner from her firm. Before we knew it,
Janie and I had each other in a high dither and with
my prickish toy still in my poopie pit, I came hard
again. Janie joined me in bliss, and then asked if I
would like to have dinner at her place the next
evening, followed by a sleepover. I giggled and
eagerly agreed. No use giving the boys everything
they wanted right away, we said.
David was waiting for me the next day when I arrived.
The eager beaver asked if I would like to go to
dinner that evening. I smiled sweetly, but told David
I was going out with a girlfriend that night. His
heart sank, but rose when I said I was free on
Wednesday.
I had put an overnight bag in my car for my trip to
Janie?s and arrived at six. She was very excited to
see me and we French-kissed well enough to be star
performers on Jimmy Kimmel?s "The Man Show." Janie
was delicious. And the only one who really understood
what I was going through. Look at that. I already had
the woman?s need for empathy.
We stifled our passion long enough to eat a nice
girlie salad that Janie had prepared for us, with
dressing on the side, of course.
I helped Janie clear the table and fill the
dishwasher, then, although it was only 8 p.m., she
suggested we get ready for bed.
I knew what that little rascal wanted and I was eager
to give it to her.
We washed up and got into our little babydolls,
omitting the matching panties. The wispy little
negligees barely covered our stiffies and pink bags,
which was fine by us.
Janie hopped on the bed and patted the place next to
her. I joined her, kissed her sweetly, and told her
how wonderful it was to have her support and
understanding. She was such a doll; I just had to
give her clitty a proper sucking.
I got on my knees and kissed her whole pubic area
with my hot, red lips. Janie wriggled and purred. I
sucked her right testicle softly, then her left. Oh,
she liked that. I could tell. Her clittyhead was a
regular goo factory, drooling and dribbling her
sticky stuff. I licked the spunk as fast as she could
leak it, then put my tongue right into the source ?
her peehole. It was tangy and salty ? delicious!
Janie told me I was the sweetest girl in the world,
and then came a bucket right into my face. The poor
girl needed it, so I didn?t mind. Especially when she
licked all her cum right off my face, just like a
little kittycat!
My little pole was all red and sore, so Janie came to
the rescue. She was a very talented cocksucker. Lots
of love and affection went into it. Not just
mechanics. She started off by licking my butthole for
a good fifteen minutes. That was incredible! I never
knew that such pleasure existed. I made a big, creamy
cum of course. Who wouldn?t? Then I was almost ready
for another when Janie began to suck my cockhead and
stroke three fingers in and out of my pooper. I felt
as if my insides had become my outsides as I blew a
gallon of sperm into her wet, willing mouth. She
didn?t just learn that recently, I surmised.
As we lay there in recovery, Janie admitted to me
that she had dabbled a bit when she was still in
training for her sabbatical.
"Don?t tell Acme or my parents," she said, "but I was
waiting for an opportunity to be a girl all my life.
I knew I wanted to wear frillies and make love to
other sissies. I know I want to make men happy too,
but I?ve only had that one experience so far."
Of course, I demanded that she tell me everything,
with details, immediately. I sucked her cock to keep
her in my power as she was telling me.
Janie began. "I kind of knew for some time that I
wanted to explore life as a girl. Actually for some
time before I got my parents to agree to a
?sabbatical.?"
I would have said something, but with my mouth full
of girlie meat, "Mmmmph" was the limit of my
articulation.
Janie knew that and wiggled a little as her prickie
grew and tingled nicely. "I kind of knew since I was
maybe seven or so."
There was a revelation! I honestly went into the
sabbatical with an idea of an adventure, not
fulfillment of some sissy dream. Still, sissy dreams
were looking pretty good to me at that moment, and
tasting good too. Janie?s goo was superb.
She said, "I used to sneak into Mommy?s stuff and
pretend I was a princess. Mom caught me several
times, but it was always our little secret from Dad.
When I was about twelve and a half, I made my first
wet cum into a pair of Mom?s panties. Followed by
about 3,556 over the next five years. Into panties.
Not Mom?s. Mom didn?t want her panties ruined, so
began to buy me my own, but it was still a secret
from Dad, and still is, as far as I know."
I stopped sucking for a moment, but continued
stroking her pretty bag of cummy goodies. "What did
you think about when you masturbated?"
"Men," she answered. "Not girls or women. Not even
boys. Men! Men with their big cocks and huge ball
sacks and muscles - men dominating me, ravaging me,
driving their hot pricks into my ass and filling me
with their boiling seed!"
Yeowie. I wasn?t sure about that myself, and here
Janie already knew exactly what she wanted. Or did
she?
I stopped my cock adoration yet again. "Sweetie," I
asked, "You?ve been on your own, looking as you do,
with men everywhere itching to fuck you and as far as
I know, I?m the only one you?ve bedded."
Janie sighed. "I will. I want to very badly. But I?m
scared that they?ll hurt me when they see what you?re
sucking so beautifully."
I could relate. Still. If you warned the men?
Janie went on. "I did have one incredible experience.
It was right before graduation, only about a little
over month ago. I had always dreamed about one of my
teachers, Mr. Winston, making love to me. Oh, keep
doing that you sweet little clittysucker. Mr. Winston
was always my favorite teacher. He challenged us. He
taught us. He made us think. Plus, he was a hunk!
He?s only around 30 ? old, but not ancient ? and he
always took an interest in me from the time I was a
freshman.
"I remember spending hours in my room, lying on the
bed wearing one of my 83 pairs of panties, thinking
of Mr. Winston. I would put Vaseline on the tip of my
clitty and rub it with my thumb. Thinking of Mr.
Winston?s manly body on top of me. Fucking me.
Rubbing against me. I would imagine that I was his
wife and that he would come home at night and kiss
me, then carry me to the bedroom ? completely under
his power. Then kiss me all over. Licking my tiny
hole until it was sopping and ready for his
huge tool. He would be naked and hairy and dominant
and I would be this helpless little girl begging for
his cock in my bottom. Then he would give it to me. I
would use my lubed fingers as a Mr. Winston
substitute, and my wildly erotic thoughts would
always bring me to a hard, crushing cum, just like
you?re doing to me now. Oh, Nicole! I think I love
you, Baby. Squeeeeaaaallllllllll!"
Janie had a force ten cum into my licking sucking
mouth and I was so happy to make her happy. We kissed
for a long time after that, but then I wanted to hear
what happened next.
Janie lubed up three fingers and eased them into my
pretty pooper. She began prostate massage/torture,
and then resumed her narrative.
"I was very passable and had nice titties by May, so
I decided that it was then or maybe never with Mr.
Winston. I mean, he wasn?t getting any younger. How
does that feel, Nicole?"
"Good. One Saturday, I gathered all my courage and
ventured out dressed for the first time. The most
difficult thing turned out to be driving with four-
inch stiletto pumps, you know?"
I knew. But I loved wearing them. And I loved the
prostate massage.
"So I drove over, bold as you please to Mr. Winston?s
bachelor pad. I took a chance that he wasn?t
entertaining some little tramp and took several other
chances that he wouldn?t puke or get violent when I
came on to him. The worst would have been if he
laughed, you know?"
I knew. It?s what we girls fear the most.
"I knocked, bold and beautiful and he answered. He
was wearing Bermudas and a t-shirt and looked
completely edible. It takes us hours to primp and men
look like fuck gods in ten minutes. Anyway, he
blinked and didn?t recognize me. I sucked in my
breath and said, ?Mr. Winston, My name is Janie, but
you know me as Norman Rausch.?"
Norman? No wonder she wanted to be Janie.
"Mr. Winston blinked. Then he recognized me and
invited me in. I asked, ?Is this a bad time?? It
seemed that it was a very good time for him and he
surprised me by saying so.
"Then it all came out. ?Mr. Winston, you were always
my favorite teacher and I?ve always had a huge crush
on you. I?m not gay, Mr. Winston. I?m really a girl
in a boy?s body, but as you can see, I have nice
breasts now and I?m leaving to become a full-time
girl in two weeks and I?m 18 now and I?m not your
student anymore and??
"And then he kissed me."
Wow!
"He said, ?I?ve always had a crush on you too, Janie,
but feared I was gay or a pedophile or something. But
I guess I always saw and loved the girl in you.?
"I began to weep. Then he did too! We stood there
holding each other for a while and then he kissed me
again, this time with tongue and deep feeling. Well,
one thing led to another and before you knew it he
was naked and I was down to my stockings, garters and
heels. I was so happy I began to weep again. Mr.
Winston literally kissed each tear away as it came
out. My heart ached with love for him. And my clitty
throbbed for him. He was hairy and buff, just as I
had always imagined. And his cock was magnificent. I
stroked it, oohing and aahing at its beauty and size.
His ball bag was dark and deep, with an ocean of cum
in reserve. I waited for my man to take charge of me
and dominate me. He did just that. Mr. Winston lay on
his back and told me to kneel, straddle his chest,
face away and sit on his face. Oh my. He was going to
eat me out!!!!"
I imagined David tonguing my anus ring and that was
the ballgame for Nicole. I blew and spurted thick,
sticky ropes of cum all along my tummy and up to my
pretty boobs. I think I fainted or something because
the next thing I knew, Janie was cuddling me and
rubbing my cum around my drooping clittyhead. In her
story, Mr. Winston had finished excavating her bottom
and had put his big meat at the gate of heaven.
"I had used some practice toys," Janie said, "but
they didn?t really prepare me for the feeling of
being under a warm, huge man, with your legs on his
shoulders and your private parts totally exposed. I
was completely at his mercy and it made me mad with
lust.
"When he pushed past my puny defenses, I surrendered
all to him. I was his to fuck. And love. He pumped in
and out and I whimpered with the fulfillment of my
deepest, most secret desire. He made me cum in two
minutes. All the crap of being a false boy left my
body with that stunning explosion. Five whimpering,
panting, grunting minutes later, I came again as he
was kissing me and telling me how special and
beautiful I was. He was my master! Then his balls
pulled up, his hairy nipples erected and I felt the
first cum enema of my life flood my assaulted bowels.
I was almost senseless with sexual fury. Nothing in
my dreams had prepared me for the intense reality I
experienced that day. We made love three more times
that day. He worshiped my nipples and made me cum
twice. He sucked my clitty and I came twice more. One
time I think he smiled at me and I came!"
I asked, "Did you see him again?"
"Four more times. I was devastated that I had to
leave him and he was sobbing too. But, as you know,
we can?t tell anyone except parents where we are on
sabbatical or Acme would cancel everything. And I
need this sabbatical to learn what I?ll need as a
full-time woman."
I understood. "Will you see him again?"
"I?m staying with him during our two-week Christmas
break. I told Mom and she approves. She?ll make Daddy
happy in bed and convince him. It?ll be wonderful.
But, I?m such a little tramp. I want Craig from my
office to fuck me too. And there are lots of other
cute guys out there. And I was wondering if maybe you
could take care of a certain stiff little problem I
have right now."
Can do, my dear friend.
Chapter Six ? David?s Luck Improves
The next evening, I permitted David to take me to
dinner. Don?t you love the sound of that? He?s
buying, but I?m in charge. Girls have it made. I?ll
bet most of the men in the United States would have
been happy to get an equal rights amendment passed.
Equal rights would be something they?ve never had.
I took a tiny little black dress that weighed about
12 ounces to work that day and changed in the ladies
room before we left for dinner. My make-up was
nighttime; bedroom mode and my sheer black stockings
and five-inch sandals made me look like any guy?s
fuck dream.
I certainly seemed to be David?s. His mouth hung open
when he saw me and I could see a very stiff
protuberance in his drawers. I was H-O-T-T!
David fumbled a little, but got me into his BMW and
took me to Fromage?s finest French restaurant, L?Ile
du Diable. Eventually, he loosened up and we had a
nice conversation. David was a preppie and an Ivy
Leaguer. He played lacrosse in college and likes jazz
and baseball. Men love to talk about themselves and
love when we girls listen. But I was only a girl for
one year. Still, I listened.
At around nine, he took me home. Should I have
invited him in? Probably not, but I did anyway. He
was such an eager little puppy. I didn?t even put
coffee on. I just told him my feet hurt from the
heels and asked him to rub them.
I sat on one end of the couch and David sat at the
other, eagerly, sensuously rubbing my sore feet and
lacquered toes through my silky stockings. I purred
and told him how nice that was, then I said, "You can
kiss my toes if you want."
That was purely ad lib and I didn?t know what it
would do to David. It nearly knocked him off the
sofa.
He actually began to sweat a bit and quivered as he
brought my small, black-stockinged right foot to his
lips. He began to suck my big toe through the filmy
material and I arched my back in reaction to the
erotic torment. Acme had taught me how to tuck my
weapon, but it was yearning to breathe free. He
sucked my second toe and I gave a little squeal. He
didn?t just take a brush at those tootsies. He gave
them a proper seeing-to, each of them. My pricklet
was tucked, but not dead. I came hard between my
thighs, grateful for the foresight that had me insert
pantyliners. I wasn?t sure if he knew I had gooied my
panties, but when he started on my second foot, I
said, "You can take your thing out if you want."
Leaving it up to him. You know.
Unsurprisingly, he gave his excited friend the
opportunity to breathe free air. I sneaked a peek at
it. Very nice! A good size and hard as a fossil.
Adlibbing a bit more, I enjoyed his superb sucking of
my left toes, while my right foot explored his stiff
yardage. I teased his balls with my big toe, rubbing
first one testicle, then the other. Then I inched my
tootsies up his shaft, rubbing in synch with his toe
sucking. By that time, David was on a hair trigger
for a major ejaculation. With the tip of my big toe,
I traced the ridge of his mushroom, ending up on the
ultra-sensitive underside. Somehow, neither of us
made goo spurties, but when David?s tongue pushed the
stocking web between my third and fourth toes and his
tongue licked between them, I came again, whimpering
and squealing in intense, orgasmic pleasure. My
convulsions triggered David?s, frantic, enormous
orgasm, sending cum into the air like a new oil well
and dousing my stockings and legs with his manly
cream.
When we settled a bit, I said, "That was very nice,
David, but now my good stockings are all gooey. How
will I ever clean the mess?
I was throwing fast pitches up there and David was
hitting them all out of the park. The sexually
inventive gentleman proceeded to lick off all cum he
had sprayed from both of my pretty feet, my calves,
and my knees.
I thought he might dive for my thighs, but I wasn?t
ready for that yet. I wanted him half in love with me
before I showed him my little secret.
No problem, I knew how to calm him down.
"Lie back, Sweetie," I said, "and let me make you
feel good."
Well, David clearly wanted to feel good, so he lay
back and waited to see what was next.
I did not disappoint. I nestled his soft cock between
my feet and, in no time flat, made it a hard cock,
then a spurting cock, then a soft, very gooey cock,
dripping cum all over my toesies again. David was so
neat. He cleaned them for a second time.
I smiled sweetly and said that my toes felt all
better now. "That was so nice of you to do that
podiatric stuff, David. Maybe I shouldn?t walk so
much in restaurants and stuff. Would you like to come
over on Saturday night and I?ll make you dinner? And
happy after?"
Wild lawyers would not have had a chance at keeping
the lad away.
Chapter Seven ? David Handles the Truth!
I was sure that the only thing David could think of
was my sweet pussy surrounding his gooey stick. Would
he be disappointed when he saw that my pussy was a
little farther back than most girls?? Would he call
me a faggot, bolt and tell everyone at work? Would
Acme disown me as a client and tell my mother and
father why?
Somehow I doubted it. Acme knew what they were doing
and, as they told us in training, few men can resist
a "special" girl.
I really tarted myself up for Saturday night. I
couldn?t really cook yet, but thought David would be
quite happy with reheated Chinese food, as long as I
was dessert. And that was my plan.
When David arrived, with flowers, wine, dessert and a
stiffie, I greeted him in pink peignoir, pink mules,
with white puffs and killer make-up. Underneath, I
was wearing the skimpiest white babydoll with scanty
panties and my own woodie.
David was trying to remember what he had ever done to
deserve me when I kissed him, with lots of tongue. I
could feel his stiff meat against my warm tummy.
Perhaps this would be the night I had my pooper
punctured.
"I?m sorry I?m so underdressed, David. I just like to
be comfortable at home, don?t you?"
David would have agreed that the world was flat. He
was wondering about the agenda, but ready for most
any adventure. I hoped that included adoration of a
big, stiff clitty.
Somehow we got through the moo goo something or
other, and then loaded the dishwasher. I directed
David to the only easy chair in my apartment, then
sat in his lap. He gave me a nice kiss, but I broke
it off and said, poutingly, "Don?t you like my
titties? You?ve never even touched them."
David opened my peignoir, peeling the spaghetti
straps of my babydoll, off my shoulders, revealing my
really nice, girlish breasts. The sweet man actually
gasped in pleasure when he saw the soft, perky
pillows. Then he moved his face to them. Kissing the
right nipple, then the left. I panted with pleasure,
gasping for the little air that seemed to be left in
the room. A gorgeous man, 12 years my senior, was
pleasuring my nipples and my three-month old breasts
and I was allowing him full access to my soft
treasures. I was sure that David had had other women,
but could he have been as excited with them as he had
been with me? Not that I was a woman. It was only a
sabbatical, after all.
At that moment, I was acting just like a woman. Only
it didn?t feel like acting. It felt as if someone who
thought I was the sexiest, prettiest person on earth
adored me. And it felt really great.
I was very surprised at how excited my poor, tucked
clitty was with that entire titty kissing and
licking. My pretty little friend was in my panties
and tucked between my inner thighs, but every time
David licked my bumps, I got an electric jolt in my
pubic area. Even my little pink sack was tingling.
Was I going to cum just from having my titties
licked? Show me a genetic girl who has done that.
Through my sexual trance, I knew that I had to reveal
my secret in very short order. It wasn?t fair to
David and I needed to free myself to fully enjoy the
sexy proceedings. Gasping through my highly enjoyable
misery, I asked David to stop for a second.
He didn?t want to and his face was wet with the
saliva he had been applying to my little pillows, but
he complied.
"Please pull my panties off, Sweetie," I entreated.
Then I sat back in some fear of his reaction.
David enjoyed the first removal of my panties
tremendously and he took his time about it. My little
teasers were peeled very slowly and when he got to
the bottom of my pubic hair, I saw a puzzled look on
David?s face. He knew something was amiss, so he
began to peel more quickly. When he saw what he
thought he saw, he looked at me and saw my look of
fear and dread. He hadn?t said a word and I could
read nothing from his face. Then he sort of fished
between my thighs with his right hand and untucked
the full six inches of my incongruous pole.
David held it in his hand and examined it. Then he
checked to make sure I had balls, untucking my bag.
He held them in his hand and horrible possibilities
flashed through my mind, but none were as
unpredictable as what David did next.
David kissed my clittyhead, then taking it in his
mouth, sucking lasciviously and enthusiastically!
Fear left my body and pleasure took its place. I was
so stirred up by David?s loving attentions, while so
relieved, that my poor, overloaded balls, gave up and
said, look out world, here?s Nicole?s full, hot load.
I put my whole body into the ejaculation, crying with
joy that my lover had vigorously accepted me as I
was. Perhaps someone in the world has produced more
cum in one orgasm, but I doubt it. I blew major
gooies into dear David?s manly mouth in what I later
found out was his first blowjob and first taste of a
girl?s cum. David slurped it up, not because it was
some fetish thing, but because it was part of me. And
I think he was falling in love with me.
I was completely overcome by my orgasm, but crawled
back to life and got to my knees, then dragged
David?s pants and underpants down in one desperate
pull. It was a breach of protocol that my boyfriend
had sucked my cock before I had sucked his, but I
would soon correct that.
Little did I know when I began my sabbatical that I
would be in my apartment, in sexy lingerie and killer
make-up, on my knees, about to swallow a man?s cock
and loving the prospect. It?s just that being a girl
is so?.cool?..you know? And part of being a girl is
sucking men?s cocks. At least, that?s what I think.
I hadn?t seen David?s cock close-up and I enjoyed
handling the manly treasure. It had nice, blue veins
that I knew I would enjoy tracing with my tongue. He
was cut, with a big pink mushroom head and a thick,
mid-length shaft. His balls were big, and in a large
bag. Lots of cummies in that sack, I wagered. I gave
it a little tickle and he smiled. I loved being in
complete control of both our pleasures.
I kissed the head and he shivered. My first oral
contact with a cock had me very excited and my little
Nicole was stiff again.
David spread his legs to give me freer access. Men
are so easy.
I tantalized his balls with the lacquered nails of my
left hand, as I ran my right hand up and down his
throbbing shaft. I kissed his balls, sucking each one
until he groaned audibly, then kissed my way up a
long, blue vein in his shaft. When I reached the nut,
I looked at David and asked, "Do you want Nicole to
lick you where you?ll really enjoy it?"
He moaned and nodded his head in assent. Then I stuck
out my long, wet tongue and gave him the glans-
licking most men only dream of. David knew he had
chosen a girlfriend well. When he began to moan and
spasm, I milked his balls and covered his cockhead
with my oral cum receptacle. My first manly cum
cocktail was a super-size drink, a hot protein shake
that I almost choked on from the volume of liquid.
I sucked David through four huge spurts and two small
ones. It was delicious! Heavenly even.
I thought my sabbatical year was going quite well.
Don?t you?
David lay beside me on the bed and, using my ample,
leaking goo, massaged my clitty and balls as he
resumed his tasty titty torture. In ten minutes, I
came hard, screaming David?s name. David was hard
again and he straddled my shoulders, placed his cock
between my fine breasts and made a little pussy from
them. He rubbed his cock in the crevice and fucked my
titties until he came onto my neck and face.
The scamp was so overcome, that he lay back, pulled
me to his body, kissed me within an inch of my life
and then told me he loved me. Maybe he did, but such
a moment seems to dictate such declarations and
moments pass.
We had experienced four orgasms between us since
David discovered my secret and he still hadn?t asked
me how that big thingee got into a pretty girl?s
panties. That was a higher compliment than the cum-
induced declaration of love. It meant that in David?s
mind, what a girl has between her legs isn?t as
important as the girl herself.
I liked that a lot.
We kissed and cuddled a lot more and then I told him
my story. I think that he didn?t care all that much
because in his mind, I was who I was then. And he
believed he loved Nicole.
Then fear gripped David. His eyes widened and he
asked, "You?re not thinking about going back to being
a boy someday, are you, my dearest darling?"
Wow! Good question. I said, "I don?t know. What do
you think?"
David?s answer was to cover me with kisses, then run
two wiggly fingers up my bottomhole as he sucked me
to yet another world-record orgasm.
I thought, how could I give up being Nicole?
Then I gave David another ball-busting blowjob,
swallowed his big load, and sent him home with a big,
cummy kiss.
We had such a full agenda, that we never got around
to fucking. There was always our next date or the one
after that. I liked that guy!
Chapter Eight ? Poked at Last
The next day was Sunday, and after Mass, I called
Janie and asked if she?d like to come over for lunch.
"We could swap stories and bodily fluids," I said.
Janie eagerly accepted my moist offer and the little
teaser showed up at 1 p.m. looking like the prettiest
little teenage pootie anyone had ever seen. Her mini
was cutting off her circulation and I didn?t know
they made skirts that short or heels that high. We
stripped to our pretty lingerie and heels in very
short order and happily sucked each other to
spectacular sissy sperm spurts.
"Tell me everything, Nicole. I?m dying to know how
you and David, are doing," my cummy-faced friend
asked. "Has he poked this tight, hot little hole
yet?" My girlfriend wiggled two sleek, red-nailed
fingers in my tunnel of love.
"Ohhhhh, you naughty girl! That?s divine," I moaned.
"We?ve done everything but. And I just know that on
our next date, I?ll be stuffed with David?s meat."
"Everything? Details, details," Janie giggled.
So I told her about all our dates. It got me so
excited that my anal muscles clamped on Janie?s
fingers and I blew gooies all over myself.
Janie licked it off me gladly, saying, "I?m so happy
for you Nicole. I?m glad you could see that the nice
boys don?t care if you have a really big clitty. In
fact, I think it drives them wild. Would you like to
drive me wild?"
I did. I had a taste for Janie?s buttonhole, so I
licked it as I frigged her love doodle and almost
annihilated her with pleasure.
As she panted and gasped with the aftershocks, I
asked Janie about her and Craig from her office.
"Well," Janie said, "As you know, I?m an experienced
woman, so I kind of let Craig fuck me on the last two
of our dates. Often. Last night, he fucked me four
times and called the funeral home to pick me up. They
were just putting me into the bag, when they noticed
I had an erection. It was too early for rigor mortis,
and Craig figured out that dead girls don?t cum when
you suck their titties. May I suck yours, Sweetie"
"What?s mine is yours, Janie," I said, and our
delightful afternoon extended into the evening.
The next morning at work, David was waiting for me
when I arrived. No one was looking so he kissed me
and told me again that he loved me. I was only 18 ?
too young for anything permanent, but I loved the
attention. And David was so sweet. He asked me out
for that night, but I couldn?t resist making him just
a bit randier. I asked him to come to my place at
seven the following night.
"Bring your clothes for work on Wednesday," I told
him. "And drink plenty of fluids between now and
then."
David was floating when he left me.
I couldn?t help noticing that, even though it was
known around Howard, Fine & Howard that David and I
were seeing each other, it didn?t slow down my
suitors one bit. In fact, their ardor was on the
rise. Maybe I had the look of a young woman in sexual
flower or something. But to someone who, as a guy,
was never noticed, it was a delight to be the belle
with the balls.
One unusual suitor was the senior partner, Maurice
Howard (Moe to his friends). Mr. Howard stopped by
that Monday and invited me to a new employee, get-
acquainted lunch the following Friday. I was guessing
the new male employees never got such invitations.
How bad could it be? I would attend, but I wouldn?t
be Mr. Howard?s stooge!
I spent Monday night alone. I called my parents and
told them that I was having a great time and meeting
new friends. "Be careful, dear," my mother said.
Somehow, Mom knew what I was doing. No details, but
she knew. I was looking forward to an evolving
relationship with Mom when we were reunited.
The next day, David tried to be good, but the little
rascal kept looking at his watch. I left at 5:30 and
got home to prepare for my anal stretching session.
On each date with David, I seemed to be wearing less
and less. When the poor, overly excited man showed up
at seven on the dot, I was wearing only a pink baby T
with "Boy Toy" across the breasts, and a pink ribbon
tied loosely around my clitty.
David grabbed me, and if I hadn?t slipped away,
giggling, he would have fucked me right at the
doorway. On the floor. Oooohhh. But I had other
plans.
I ran into the bathroom, which was dark, except for
about thirty candles. The tub was filled with soapy,
scented bubbles. I pulled my T over my head and
stepped into the warm, sensuous pit. David got naked
and joined me.
Oh,, the sweet kisses and caresses we shared. The
toyings. The fondlings. David soaped my tight hole
and kissed me as he massaged my prostate. I came
hard, whimpering and begging for a proper fucking.
We dried each other off, then David carried me, naked
and panting, to my bed. He laid me on my back,
licking my balls and clitty, ending with his tongue
teaching my rectum what sexual stimulation really is.
That time I moaned and sobbed to be fucked. I grabbed
at his cock, trying to stuff it in my slick pooper.
But David was in charge that time. He kissed all my
pretty toes and licked between them until I was on
the edge of another sperm tornado. Then he put my
calves on his shoulders and mounted me.
At that moment, I felt more like a girl than I ever
had. I wasn?t the office teaser anymore. I was a
woman, serving her man?s most basic need, the need to
deliver his seed to his woman. My man dominated me at
that critical moment and that was just how I wanted
it.
David rubbed the wet tip of his rammer along the
length of my inner bottom cheeks. Then he poised it
at my virgin rosebud, said, "I love you, Nicole," And
pushed about four inches into me.
I screamed. It was 90% pleasure and 10% searing,
white-hot pain. Then 95-5. Then 100% pure, fuck-me-
forever pleasure. Oh, David, don?t ever stop that. My
clitty, which had diminished with the pain, was half
hard again. Then unexpectedly, my half-woodie drooled
a steady, agonizing stream of thick, sticky cream. It
was the most intense orgasm the world has ever known.
I had visions of the Apocalypse. Graves opened all
over the zip code. Prophecies came true.
And still David plunged on.
I started to get hard again. Three-quarters this
time. And my entire midsection ignited in orgasm.
Another drooler, not a spurter, but almost as severe
as the previous natural disaster. I was a slave to my
body. I wanted more cock and I wanted another one of
those cums. Five minutes later, David sent his first
load into me, drilling my hole with his loving blast.
He actually vibrated with its intensity and the
pleasure almost made him pass out. I observed all
this from a position somewhere outside my body,
because my third cum of that first fuck sent me to
another dimension. I could only be sent back by
saying my name backwards. Elocin!
We lay there, sweaty and completely infatuated. What
the hell, I said to myself. "I love you, David," I
said. And kissed him for a good half hour. But we
didn?t forget to fuck three more times that night.
The next morning, I considered checking myself into
the hospital ? or the mortuary ? but David and I
managed to get to work. After a delicious morning
wake-up.
I was going to need an IV and a few days off from
this, but only skipped Wednesday night. On Thursday,
David was back in my bed, fucking me like he owned
me. He didn?t, but it was fun to pretend.
Friday was my day to have lunch with Mr. Howard.
David was jealous! He was so cute. I told David he
had nothing to worry about. It was just lunch.
I dressed my usual "just a little on the trashy side"
that day and when Mr. Howard picked me up for lunch,
his eyes bugged a bit. I didn?t know where we were
going, but he was a perfect gentleman. He took me to
this nice old building downtown. Everyone knew him;
of course they were very deferential.
"This is my club, my dear," he said.
I guessed that when you lunched at a club they always
set you up in a room with a table and a bed and
everything. It was a nice suite and we had a fine
lunch. He was a good conversationalist and made me
laugh a lot. He was older than my father, maybe 55,
but nice-looking, despite an unusual haircut, and
clean.
When he asked if I wanted to take advantage of the
rest of the room?s facilities, I said, "Including the
bed?"?
Mr. Howard smiled and said, "I meant the ladies room
[Yeah, right], but that would be a fine idea."
I considered it another opportunity for a sabbatical
experience, so I said, "OK, Mr. Howard, but we can?t
be too long, because Delia?s covering reception for
me and she?ll be angry if I?m late.
Mr. Howard smiled and called his secretary, asking
her in a business-like way if she could relieve Delia
at reception for a while. I felt better when he did
that, and removed my blouse, then my bra.
"Do you like my breasts, Mr. Howard," I asked.
Mr. Howard smiled. "They?re superb, my dear. And so
are you."
I beamed with the compliment. Then I sat on Mr.
Howard?s lap as he kissed my titties and caressed my
thighs. Mr. Howard was a really good lover and a man
of the world. When he discovered how I was different
from most other girls, he didn?t break stride. He
kissed me and stroked me until my panties were
sopping with cum. Then he laid me on my back,
slathering my girlish cream on his fingers and using
it to lubricate my little pleasure cave. He undressed
me to my lingerie, less the soaked panties, then
removed his trousers, kissed me, and entered me with
his very nice, thick prick. It was the best lunch
hour this girl ever had. He was good!!! He didn?t
have David?s youth and vigor and I knew one go would
be it. But wow! He made it count. I made two
staggering sets of goo and screams. Mr. Howard, who
thoroughly enjoyed himself, let loose with what he
later said was one of the five best cums of his life.
And he?d been around a long time!
Mr. Howard thanked me thoroughly for the incredible
treat I had given him. He said that if I ever wanted
to do it again, I was to leave a voicemail saying a
Mr. Shemp had called. I wondered where he got that
name.
Sometimes I wondered why Howard Fine & Howard was
such a successful law firm. I mean, the three
partners were a bit odd. Mr. Howard?s brother Jerome
had a shaved head, which wasn?t that unusual. But he
didn?t seem to be all that smart. And he acted very
strangely when he heard the music from "Pop Goes The
Weasel." Plus, he was always calling me "Toots,"
which is, of course, demeaning to a young woman of
the 21st Century. Mr. Lawrence Fine was more
easygoing, but he was in serious need of a good
barber to tame his long hair that stood out in tufts
from both ears.
I got back from lunch around three and David shot me
daggers. He could just get over it. He didn?t own me
and a girl has to make her way in the world. I
predicted and was right that his jealous snit
wouldn?t last long.
When my next paycheck arrived, I was only mildly
surprised to see a 25% raise.
Chapter Nine ? Weeks
My next few months in Fromage were the best of my
life. Janie and I had become the best friends any two
people could ever be. We slept together on Tuesday,
Thursday and Sunday nights and David tried to claim
the other four nights for himself. I gave him two ?
usually Wednesday and Saturday and he was sweet
enough to accept them without complaining too much.
He grimaced when I had my monthly "employee
luncheons" with Mr. Howard, but I enjoyed the
attentions of a mature man, as well as the
substantial, coincidental, monthly pay raises.
David was a wonderful lover, but he was too serious ?
always talking about our future together and
everything. I told him I was on sabbatical, but he
didn?t believe me. Neither did Janie. Nor Mr. Howard.
I didn?t know why they thought I would stay a girl
forever. Although it was lots of cummy fun. I did
love a big cock in my butt. I loved sucking a cock
and swallowing a man?s or a fellow shemale?s goo. I
even loved getting my bottomhole licked and taking a
big load of hot cream in my face. I really loved
those! But when I became a man again, I would adjust.
Not by being a gay man. Yuck! Maybe I could take
another sabbatical sometime. Or just play dressup
with some friends. But I wasn?t interested in being a
girl for life, was I?
I did enjoy girlishness during my sabbatical,
however. Monday and Friday were my free nights. I did
my errands and housecleaning and stuff on Saturdays
and Sundays during the days, so Monday and Friday
were time to myself, even though my horny lover David
lobbied hard for more time. He would slide up to me
on a Monday and offer to take me in the stock room
and suck my toes until I came in my panties. I?ll
admit, that I did accept that offer a few times. OK,
every time. Thank goodness I had lots of spare
panties with me at work. But Monday and Friday nights
were mine.
I called Mom and Daddy those nights. Did I just call
him Daddy? Hmmm. And I gushed girlishly about my
life. Even letting a few things slip about my special
friend David. Daddy seemed to be all right with me
slipping into sissifyingness. Maybe he always wanted
a girl. Mom seemed to understand everything
perfectly.
Sometimes on Mondays and Fridays I was naughty. At
first, I was just naughty with myself. I had some
special books that Acme had given me at the beginning
of my sabbatical and I began to read them in bed, in
my nightie with my panties down to mid-thigh.
They were illustrated novels about "girls" like me
who had begun as boys, became girls either willingly
(rarely) or unwillingly (commonly), then discovered
that they loved men and men?s cocks. The stories
always ended happily with the heroine eager for her
life as a girl and her tummy filled with several
loads of sticky cream.
It was almost like reading my own story ? about my
life ? by someone who understood what I felt. I
always loved the part where the girl reluctantly took
a big cock up her bottomhole for the first time. Oh,
it was exciting and my prickie was iron-hard. The
"before" drawing would always show the girl?s fear as
she looked at the big sticker about to pierce her
pooper. The next drawing would show her mixture of
pleasure and pain as her man?s big thingee entered
her. In the third drawing, the girl?s face was
ecstatic as her man made her clitty spews gallons of
sissy cream in big jets.
That would always do me in. I would spurt three or
four big blobs thinking about a man making me cum.
After three or four of those self-love sessions, I
decided that I needed to make better use of my free
time and find some variety in men.
I knew that if I diddled anyone at work, David would
find out and I didn?t want that. I had a lot of
affection for him, but didn?t want to marry him or
anything. So I asked Janie if she knew anyone at
Formaggio Partners who would be worth a Monday or
Friday night.
It appeared that Janie had an answer to that one all
prepared ? Joe Formaggio himself. The boss of her
advertising agency was in his late 30s, very virile
and had been hitting on Janie since the first day.
I thanked Janie sweetly, but told her I wanted
someone closer to our ages. I was sampling men from
different piles ? thirty and on the fast track, fifty
and already successful and, I hoped next, young,
dumb, and full of cum. Well, maybe not the dumb part,
but definitely the other two.
Janie said that would be Ryan Mahoney, who had just
graduated from college and was an assistant account
executive (newbie) at the firm. She assured me he was
cute, hetero, and untouched by Janie. He sounded
perfect.
Janie set us up for "coffee" that Friday in November.
I dressed in a little younger style, but I refused to
wear jeans. It was skirts and heels for me as long as
I was a girl and the men always drooled in
appreciation.
By agreement, Ryan and I met at one of those "Central
Perk"-type places like you see on "Friends." Of
course the "Friends" crowd were all 15-20years older
than I was by then and not very funny any more; but
rich.
By agreement, I wore a red scarf and sat at the
counter. I was on time and so was Ryan. It seemed
that Janie had pre-sold me to Ryan, but I was sure he
was skeptical about me. When he saw me, his eyes lit
up and his pants bulged.
I had a really micro-mini on and my black stockings
made my legs very sleek and sexy. The boys always
love the really high heels and my shiny black pumps
were dominatrix towers. And, of course, my hair had
grown below my shoulders by then, inviting males to
speculate about how it would look on a pillow.
David, Mr. Howard and Janie thought it looked really
good. I wanted to see if this new lad was worthy.
"Are you Nicole?" Ryan asked hopefully.
"I am. Are you Ryan?" I asked, giving him my smile on
stun, not kill. I was saving that.
"Thank goodness, I am," he said. "You are incredibly
beautiful."
And you?re very forward, I thought. Tell me more. But
I didn?t speak; only smiled.
He smiled back. Not Mel Gibson, but OK looking, he
was. Gathering his wits, he said, "Uh, coffee. Would
you like coffee??"
"Isn?t that why we?re here?" I asked, ignoring the
fact that 98% of the world?s sane people only drink
coffee in the morning.
I had a small (called "tall" by the proprietors)
latte and Ryan had a manly dark roast. With extra
caffeine.
We chatted a little and he seemed surprised that I
wasn?t in college. It was as if he reassessed me and
placed me into the non-college group of people. If
that were true, I was leaving early.
But Ryan made a nice save. "I regret going to college
right out of high school. I missed so much. You?re
very wise to wait, or choose not to go at all. It
shows real maturity."
Until people are 25 or so, they love hearing that
they?re mature. I took it as a great compliment and
decided that he may yet get into my panties.
We chatted some more. Ryan always wanted to do
advertising creative work. He made it sound like a
high calling. I liked his passion for his career.
Receptionist and getting raises through sexual
favors, was not how I wanted to build a career. But
it sure was fun at that moment. I told Ryan I wanted
to be a writer. A nice, vague career that you can
always claim to have and no one can say you?re not
one.
He was very pleasant to chat with. At around 9:30, he
walked me home. I thanked him sweetly and gave him a
nice kiss on the lips. He didn?t grab me and wrestle
me to the ground, although that would have been fun.
He asked if he could see me again and I said, "Call
me."
Darned if he didn?t call the next morning. I made a
date with him for Monday and mostly forgot about him
through a hot love session all Saturday night long
with David and a hotter one on Sunday night with
Janie. Why did I enjoy Janie th