Doctor Dan's Erotic Stories

STORY TITLE MY CONVERSION
AUTHOR Cuckold Wimp John
AUTHOR EMAIL Withheld On Request
CODES M/M, gay, crossdress, humil

The following story is sexually explicit. It is to be accessed and read by broad minded adults only. This story was either posted to this archive with the permission of the author, or was obtained freely on the net without any copywright attached. You may not under any circumstances post this story to any commercial website, or use it in any way for profit without the express written permission of the author.


When my wife went out of town to a tennis tournament with her
girlfriends last weekend, neither of us was concerned about each
other's conduct. We've been married for five years and fortunately
there is great honesty and closeness between us. I know that she
has never been with another man and she knows that I've never been
with another woman.
However, we both never dreamed that I'd be having sex with men!
Lori left Friday morning, and when I got off work that evening I
brought a friend home to watch a "Dirty Harry" videotape. Bill
Thomas is my foreman at the factory. He's only 3 or 4 years older
than I am.
I went to the local 4 yr. University out of high school while he
went straight to work. I've been working under him for about 3
months.
By the time the tape was half-over, we'd already had four beers
apiece. My fifth beer was going down kind of rough. It had kind,
of a bitter taste, especially at the end. I was already half-
looped so I just kept gulping it down. Soon the room started
spinning. I put my head down and closed my eyes but it got worse.
I began to feel nauseous.
I sat up again. Focusing straight ahead, I felt a little better.
My arms and legs seemed leaden. I was too weak to move them. It
was all I could do to sit up.
Bill got up and stood in front of me for a few seconds. He had
the -strangest smile on his face as he looked at me. As he started
walking to the door, I asked where he was going. My voice sounded
small and faraway. I could barely hear it and I wasn't sure if he
could.
When he returned he carried a large black clothes bag and a black
suitcase. He opened the suitcase and removed something.
"Help me!" I called.
"Oh, I'm going to help you allright," Bill said, grinning broadly
as he walked to my chair.
Standing behind my chair, he suddenly lunged and grabbed my wrist.
Click. I vaguely felt pressure on my wrist. Click. My hand was
hand- cuffed to the arm of the chair! I could move but it was like
swimming through jello. It was no use. My other hand was secured.
"And I'm going to help myself!" Bill laughed.
"This will stop your mumbling," he sneered, pressing an orange
ball into my mouth.
It had straps which he buckled around my head to secure the ball
In place. He cut my shirt off with scissors. As he began to undo
my pants I squirmed and bucked as best I could. It was useless.
Soon I was wearing only undershorts.
Bill stood in front of me, we were both breathing hard. I was very
frightened. Nothing like this had ever happened to me before. Bill
then produced some chains with adjustable black leather manacles
at each end. He was getting ready to secure my legs. I felt some
strength returning. I knew that the drug was wearing off and
that this was my last chance.
It was a disaster. I actually managed to kick him over once, but
my first feeble attempts left me utterly drained. He shackled my
ankles and began rubbing my penis through my underwear.
"If you're scared now, you just wait! " he teased, still rubbing
my crotch.
I was revolted and almost hysterical. I began to cry.
"You don't like it? How about this?" Bill cried, yanking my shorts
to my ankles.
He firmly grasped my dick and rapidly pumped up and down. To my
lasting shame and embarrassment my cock became fully erect in this
man's hand. He stopped suddenly and walked over to my telephone.
He began laughing so hard that he had to turn from me as he picked
up the receiver and dialed.
"Master, I have him! I've got him. It went just fine. Yes, I
called Monica earlier," he let out a small squeal as he hung up.
He quickly walked to his suitcase and removed a videotape, smiling
mischievously. Then he went to the VCR, took the Dirty Harry tape
out and inserted his.
Returning to me, he began playing with my cock again. He would
pump furiously until I was about to come, then he'd back off.
Occasionally he would lick and suck my nipples, making me pant.
Even more disturbing was the movie playing. It was an explicit gay
video.
For the first time in my life I actually saw a man being fucked in
the ass, a man sucking cock and a man taking a cock in each end. I
saw these acts being repeated over and over. I had to watch, when
I closed my eyes or put my head down I still felt nauseous. I have
no idea how long this went on.
Suddenly the front door of my house opened. In stepped a young
black couple. The girl was quite attractive, 19 or 20, dressed
very tastefully and expensively. Her manner was very bright and
outgoing, as if she dealt with the public a great deal. With a
start I recognized the MAN as Mr. Jones from down the street. I'd
never seen the girl before. He was around 30, wearing black
leather pants and a black silk shirt.
"Master!" Bill cried.
I was utterly amazed to see Bill rush to Mr. Jones, drop to his
knees, unzip the black man's fly and begin hungrily sucking on
his long penis. Bill had always been fiercly prejudiced. He had
even asked why I let "niggers" live on my street, referring to the
Jones family.
The girl walked over to me, laughing.
"What happened to you?" she giggled.
Mr. Jones clapped his hands loudly. Bill stopped sucking.
"Let's get down to business. Monica, attend to our guest while we
dress up," he instructed.
Bill got up and Mr. Jones led him into our bedroom. They paused at
the door.
"If you harm one hair on my sister's head, this will go a lot
rougher on you, I promise." His brown eyes narrowed as he said
this.
Monica went into the kitchen and filled a large bowl with hot
water. She returned, turning on all the lights she could, and
opened the black suitcase. She removed my ball gag and motioned
for quiet. Removing a razor and shaving cream, she shaved my face
twice. Then she began producing cosmetics. I began to squirm. I
turned my face from side to side while she applied liquid make-up.
She rose from her chair.
"He's going to be really upset if I interrupt. Are you sure you
don't want to co-operate?" she asked ominously.
I nodded in submission. I sat still while she carefully applied
full make-up to my face and put a wig on me. I must say I was
pleasantly suprised with the make-up. I really didn't look too
bad!
Though she wanted me to look sexy, I wasn't gaudy or cheap. Monica
was obviously also pleased with the results.
She undid one of my wrists and and very carefully pulled a loose
fitting red sweater with a large collar over my head and free arm.
She cuffed the wrist again and released the other long enough to
cover it with the garment. Then she undid my legs. First she put
me in black lace panties and a garterbelt. I had to actually lift
myself up to help her out. Then black stockings were carefully
drawn up my legs and fastened. The smooth, slinky feeling of the
stockings made me fully erect again. Monica gently, casually
stroked my cock for a few moments. Then she zipped a black leather
miniskirt around my waist.
"And now ,the finishing touch," Monica smiled.
I gasped when she lifted a pair of black leather ladies fashion
boots and held them in front of me. They had tall spike heels.
The boots barely fit. Monica had to use a shoehorn. When she
zipped them up they ended just below my knees. My feet felt cool
and snug. I found I could look down at my boots without feeling
sick, She put the shakles back on my leathery ankles.
Monica stepped back to view her handiwork. Clearly, she enjoyed
her task. She went to her purse and. returned with an.expensive
35mm camera. Though my eyes widened in shock, she began snapping
away, walking around me to get different angles. Now I knew I was
really in deep trouble.
No matter what happened, I could never let my wife see me like
this. Monica must have taken over twenty photos. Then she placed
the roll she just shot in her purse, and put a new one in the
camera.
"You're ready. I'll check on your playmates," Monica said as she
strode off to the bedroom.
Soon she returned, picked up her purse and headed for the front
door. "You have fun tonight." I could hear her laughter as her
footsteps faded.
The silence was broken by the sound of our bedroom door shutting.
I turned my head to see the most bizarre scene I could ever have
imagined.
There stood Mr. Jones and Bill. They wore spike-heeled ladies
fashion boots like mine, but theirs reached past the knees, all
the way up to their thighs. They were also wearing leather
garterbelts and panties, stockings, leather vests and shoulder
length leather gloves.
Mr. Jones' outfit was bright red kidskin and Bill's was shiny
black patent. Both wore full make-up. In spite of myself I
thought mine looked nicer. Being slender helped a lot, but I was
taller than they were, so their outfits fit better. They stared at
me with smouldering desire. A wave of fear coursed through me. I
felt so vulnerable, yet somehow I also felt as if I were provoking
them with my make-up, leather skirt and high heeled boots.
"I hope you realize that I hold all the cards," Mr. Jones told me
in a dominant tone.
"We are going to remove your bonds, and then you will do exactly
what you're told. Even If you successfully harm one one of us,
the other will stop you. You don't know how to walk in spike
heels, so you're not going anywhere. You are at my mercy. You will
adress me as Queen Cassa.ndra. This is my Princess Mary and you
will be ... Lady Janet.
Mary, why don't you bring Janet ' to her Queen?" Mr. Jones said.
Princess Mary ( Bill) started towards me and I noticed that he
walked very well in his high heels. He'd clearly had a great deal
of practice. He went behind me and I felt a studded dog collar
being attached to my neck. Then he released my arms and legs. I
sat there rubbing my wrists when "Mary" told me to kneel on the
floor. There was a leash on my collar and I was made to crawl to
the chair where "Queen Cassandra" was seated.
"You must-ask permission to lick the Queen's boots," Mary
instructed. I knelt silently, head bowed. CrCCRACK! I felt a
sharp sting across the back of my bare thighs. Mary carried a
riding crop!
"Queen Cassandra may I-lick your boots?" I stammered.
Crack! I cried out in pain.
"Who wants to lick the Queen's boots?"
"Queen Cassandra may I, Lady Janet, lick your boots?" My voice
quavered unsteadily.
Cassandra and Mary chuckled nastily.
"Yes, since you want to so badly. Just remember, if you miss a
spot, you'll have to start over again.," the Queen directed.
I started licking the pointed toe of his boot. As I progressed I
was very careful not to miss anything, often licking the same
place twice.
Soon my nose and mouth were filled with the essence of leather
boots.
Just as I climbed past the knees, I felt another stinging blow
from the riding crop.
"Start over," Mary hissed.
"But, I didn't-" Crack!
"Never argue," he warned.
The slow, careful licking began again. It took quite some time to
finish, as I had to start the other boot over also. They were very
patient. This seemed to mean a great deal to them.
"Very good. Now-- you must ask permission to suck the Queen's big
black cock," Mary cried breathlessly.
I was dazed. I didn't know what to do. Two very painful whacks
with the crop made my decision for me..
"Queen Cassand--a may I, Lady Janet, suck your cock?" I asked in a
low voice.
"Louder." Mary accented her command with another whack.
I repeated my request loudly and clearly. Cassanda pulled his
panties down. His huge purple cock head sprang out. He stood and
began to harshly rub it against my red lips. But when I got the
nerve to open my mouth, he pulled away and then brushed his stiff
rod over my cheeks, neck and closed eyelids. Eventually he sat
down again.
"Have you ever sucked cock?" Cassandra inquired.
"No, Master," I replied.
"You can start by licking the head," he continued.
I hesitated for a moment, thinking of my wife - I knew that I had
to ride it out. Cautiously I grasped his prick in my hand. It was
so big and so smooth. I tentatively stuck my tongue out and
touched the head of his cock. It was very warm and I could taste
the first dose of semen on the end. I continued to lap at the bud
of his rod.
"Now my bal-Is," Cassandra said, the excitement apparent in his
voice. Going lower, I dabbed at his sack with my tongue until it
was completely wet. Then I took each testicle in my mouth. They
had a dank, musky taste.
"Take it all!" the Queen ordered.
Cassandra's cock stretched my mouth to its limit. I couldn't
believe that huge rod fit between my lips. Overwhelmed by these
new sensations, I took awhile to discover what I was doing. Then
his black cock began to disappear and reappear with a steady beat.
Somewhere I heard Mary snapping photos, which I ignored. I just
concentrated on learning how to suck cock. When he came it was in
three massive spurts. I gulped and gagged on the f irst two, but
the last ran out my mouth, over my lower lip and down my chin.
Mary got a few shots of me, my lipstick smeared, cum dripping off
my face.
I was handed a towel and I wiped my face, breathing heavily. My
mouth still felt the warm presence of cock. The Princess redid my
lipstick. Then I was ordered to lick Mary's shiny black boots. I
complied immediately and as I was finishing the first spike-heeled
boot, I felt something being pressed between my buttocks. Turning,
I saw Cassandra with a slender dildo, grinning as he prodded my
anus. My hole was too tight and the Queen had to put Vaseline on
the head to work it in. I grunted loudly at the discomfort. I
found myself clinging to Princess Mary's tall,. strong boots. Soon
I began to relax and I felt a warm tingling sensation inside of
me.. The Queen speeded up the strokes and I began to moan.
Suddenly the false cock was removed. I felt a huge glob of
Vaseline being pressed into my asshole by a strong finger.
My arms were still wrapped around Mary's shiny black thigh boots
as Cassandra pushed my leather minskirt all the way up and began
to knead my buttocks. Then he reached down, spread my boots apart
and kneeled in between them. The slender spike heels of his red
thigh boots mirrored those of my black calf boots. I felt the
burning head of Cassandra's huge black cock pressed against my
anus. My virgin asshole wasn't prepared for his giant black dick.
As he entered, tears of shame and pain ran down my cheeks.
Gradually, he forced his rod all the way in. I cried out in
surprise!. At least I knew I'd be able to make it.
Queen Cassandra grasped my hips and began thrusting slowly.
Princess Mary unwrapped my arms from around his boots and pulled
my face into his crotch. With one hand around his erection and the
other on the back of my head, he inserted his cock into my mouth.
My f irst WHITE cock. Soon his pubic hair was frosted with my
lipstick. It's a good thing he was doing the pumping, because I
could only concentrate on the monster cock in my asshole! I was
being fucked like a slut!
After what seemed like hours of thrusting, I began to wonder if
the Queen would ever cum! As if he was reading my thoughts,
Cassandra started to buck and shudder. He shouted loudly and I
felt the hot explosion deep inside. I was in shock. Mary's cock
slipped out of my mouth just before he came. His load caught me
full in the face and he dribbled the last spurts on my milky
spotted cheeks. I raised my hand to wipe it off ,but the Queen
told me to keep still.
The Princess took more pictures of me, sitting on the floor,
wearing ladies boots, sperm all over my face and a bulge in my
miniskirt.
Meanwhile the Queen told me the story of how Bill and Mr. Jones
saw each other in adult bookstores downtown, began watching hetero
porn videos together and eventually progressed to boot
transvestism. They had been planning to convert me for some time,
they told me.
"There is one more thing you must do before your conversion is
official," Cassandra continued.
"Stand up in your boots and stroke yourself off," he instructed.
I stood up gingerly, spread my booted feet apart and my throbbing
cock had an obvious message. I was turned on by wearing ladies
fashion boots and I was turned on by the thigh booted men in front
of me. After just a few strokes I came violently. My cock burned
with more intensity than ever. Drops of my jism hit both men's
boots. Cassandra held up his leg and pointed to a spotted boot. "I
hope you realize that this is a permanent situation," he finished.
"Yes, Master, " I replied, then I dutifully licked up the cum spot
from the boot with my tongue.
When they left that night, they told me to keep the clothing and
boots and to practice walking in high heels, which I did. That
was over two months ago, and since that time, my wife has found
out everything! Bill and Mr. Jones met with her privately one day
while I was at work and told her the entire story of that Friday
evening two months ago. They also showed her all the photos that
were taken that night, too! To my startled shock and total
surprise, my wife was turned on by the idea of me crossdressing,
sucking cocks, taking cocks up my ass, and being a wimp "girlish"
slave to Mr. Jones, Bill and other men. She has since, in fact,
been very helpful in teaching me to walk 'like a lady' in high
heels, assisted in applying make-up to my face, sees to it that I
am always clean shaven over my entire body, and makes sure for Mr.
Jones that I always wear panties these days, even under my work
clothes. My wife now even comes to some of the "parties", and
just last month she enticed her mother and sister to come to one
too.
It was embarrassing and shameful at first to realize that not only
my wife, but also my mother-in-law and sister-in-law, were sipping
drinks and watching me suck cock and take cock up my ass, get
whipped and caned, and other degrading things, but once I realized
they were all enjoying my shame and humiliation, I got used to it.
My wife now also gets regularly fucked by Mr. Jones and a few of
his well hung black buddies, just as I do, but unlike me, SHE is
pregnant now by Mr. Jones. She of course makes me suck her lovely
cunt each time she is fucked by him or one of his black male
friend's, and is proud she is having his black baby growing inside
her. I am Mr. Jones' total slave now, and just about everyone
calls me "Janet" these days, even the guys at work, who Bill told
about me and my conversion. Some days, I am ordered by Bill to
suck the cocks of some of my co-workers on the job, usually during
lunch hour. Just last week, my wife took it upon herself to also
tell my PARENTS about everything, including her being black
pregnant, and now they too want to attend the next party, which is
this coming week-end. I hope it goes well, and that Mom and Dad
will enjoy seeing their new "daughter" used as a crossdressing
slave, slut, whore and cocksucker. I'll let you know what
happens, okay?