Kim ron Mind Switch Out takesChapter 1 Ron in Kim s Body
- 3 years ago
- 16
- 0
How Kim Humiliated Me In Drag free porn video
HOW KIM HUMILIATED ME IN DRAG
By
Cissy Gaye
Copyright 2000
This is the story of the first time I dressed in drag in front of a GG
(genuine girl) and how I inadvertently put myself in the position of
being humiliated in public. This was the early 1970's, when glam rock
was big and magazines like Creem regularly featured guys in very
feminine attire if not outright drag. Among my friends was a girl -
Kim ? a mischievous brunette with a wicked sense of humor. I was in a
record store one day with Kim and she brought up the subject. She
showed me the covers of some records that featured boys in fem clothing
and then she said, "You know, you'd look kinda cute in a dress, I bet."
Well, I was very excited at the thought, as I had been dressing for
years but I'd never confided that to anyone. So, casually, I mentioned
that another friend, Melissa, had recently said it wasn't fair that
women could wear skirts & pants but men could only wear pants. I told
Kim how I had assured Melissa, who everyone knew I had a crush on, that
if she would marry me, I would be glad to address this inequity by
wearing the wedding dress. Melissa had promised me that if we did
indeed marry, she's be glad to wear the tux and she'd love to see me in
the wedding dress. We had laughed it off, but Kim said that she
thought it would be fun to dress me up sometime to surprise Melissa. I
said okay, figuring nothing would come of it. Shows what I know.
A few weeks later, I was driving home from a club and as I went by
Kim's house, I saw her sitting on her front stoop. I stopped and
joined her. She told me that her parents were away in Europe and she
was waiting for Angela, who lived around the corner, to get home from a
date. Kim confessed that she didn't like being in the house alone and
planned to sleep over at Angela's.
Before long, the conversation turned to my casual agreement to let her
dress me as a girl. "We'd have to practice before we could do it for
Melissa," she decided. It was only about midnight and Angela wasn't
expected back for several hours. "How about now?" she asked.
I was terrified. I wanted to do it so badly, but I was afraid of the
story getting out. After I extracted a promise from Kim to keep our
escapade a secret, I "reluctantly" agreed.
"Great!" she said and she dragged me into the house. She made me strip
to my shorts and, looking them over critically, decided Fruit of the
Loom wouldn't do. She was much too tiny for her underwear to fit me,
so she got a pair from her mother's room. Now Kim's mother was an
exotic Latina with an incredible fashion sense and the panties Kim
liberated from her dresser were silky lemon yellow with rows of ruffles
across the backside. "They're called rhumba panties," Kim told me, then
she turned around so I could change. As I was changing, I looked up
and saw her peeking. "Aww," she said, "look at how tiny your little
dick is."
I was mortified. I had, at best, a two-inch dick and was very
sensitive about that fact. Kim dissolved into giggles as she watched
the blush color my face. I yanked the panties up to cover my lacking
manhood, which was getting hard from the humiliation and she pointed to
it. "Oh look, it's waking up now."
We stood there for a minute or two - me with my little dick rising in
the silky yellow panties and her watching and giggling. "What's next?"
I asked. She thought for a moment, then took a short frilly nightie
from her mother's closet and handed it to me.
"Here. This should keep your little problem covered up while we do your
makeup."
The way she leaned on the word little made it plain that she knew how
humiliated I was and how much she was enjoying herself. I'd always
sensed a kind of casual cruelty in her mother's imperious presence and
I could see now that it had been passed on to her foxy daughter. I put
on the nightie, which was green and had ruffles on the straps, the
bodice and around the hem. "You look adorable!" Kim said, laughing out
loud now. I attempted a feminine pose and she laughed even harder.
"C'mon, let's do your make-up," she said, pulling me into her bedroom.
For the next half hour we sat on her bed as she transformed my face.
When I was allowed to look in the mirror, I was astounded. She's
really piled the make-up on and I looked like a cheap whore. "Isn't it
a little...slutty?" I asked.
"The look suits you," she said cruelly through her laughter. She went
to her closet and pulled out a silky mini-skirt with an elastic waist.
It was a black and white print and had a flippy, flirty hem. "This is
the only thing of mine that might fit you," she said. "We'll get the
rest from my Mother's room."
"Your Mom might not like that," I said.
"She's got so much stuff, she'll never notice. We'll just pick
something she never wears anymore." A few minutes later she showed me
several blouses. I instantly knew I wanted the white crepe blouse with
the cascade of lacy ruffles down the front and the big lace-trimmed
ruffled cuffs. I've always had a thing about white ruffled blouses,
but I didn't want to make that obvious. I pretended to look them all
over then chose the ruffled one on the basis that it would help me look
more feminine.
"Wait," she said. "You need a bra and a slip." She pulled a yellow
bra out that seemed to match my rhumba panties and she motioned
impatiently for me to cast off the nightie. Once she had it on me, she
stuffed the bra with panties from the hamper.
"This way she'll never notice, cause they have to be washed anyway,"
Kim decided. The aroma from them was intoxicating. Kim checked them
as she put them in and when one proved to have a skid mark, she
teasingly wiped it across my face, laughing at my reaction.
"What?" she said in mock anger. "My Mother's shit isn't good enough
for you?" Then she rolled the panties up and put them in my bra anyway.
Then she chose an incredible white nylon slip with several inches of
lace at the hem and a lace covered bodice. She helped me into it and
as it fell down over my body, I could barely suppress a sigh of
ecstasy.
"That little guy sure is having fun," Kim pointed out, delighting in my
cock's tenting of the slip. "You'd better do something about that."
"How?" I asked, feigning confusion.
Kim reached in the hamper, handed me another pair of soiled panties and
said, "I've always wanted to watch a guy jerk off. Consider it part of
the price of me dressing you up and not telling. I get to watch you."
"In these?" I asked incredulously.
"Sure," she said. "I saw some guy do it in a porn movie. You do know
how, don't you?"
My embarrassment over that had her laughing again and so, utterly
humiliated, I went into her bedroom and, lying on her bed, with Kim
sitting beside me eagerly watching, I jerked off. It took a while to
get over the weirdness of the situation, but I finally got it going and
when I came, my jism jetted out from my dick onto my thigh.
When I dressed up at home, jerking off was always the end of the
ritual. Cumming turned off the switch that made drag pleasurable. The
humiliation was no longer pleasant and I would pull off the clothes in
shame. I told Kim it was time for me to change back, but she wasn't
listening. "Nonsense," she said. "We're just about done and I want to
see the full effect." But she didn't make a move. She just stared at
the pool of cum on my leg.
She finally put her finger out, scooped some up on her nail and tasted
it. "Not bad, " she said. "Here, you try." She scooped up more and
held it to my mouth. I shook my head. "Part of the deal," said Kim.
I knew I was screwed so I took it in my mouth. It tasted weird, salty
and pungent. "Want some more?" Kim asked. I shook my head again, but
she just looked at me and I opened my mouth. We sat there for a while
as she fed me my cum, then wiping off my leg with the panties, she
said, "You need stockings."
Stockings meant a garter belt and then a pair of her Mom's strappy
sandals, which didn't fit, but were close. She combed out my long
strawberry blonde hair and used a long black and white zebra-striped
silk scarf, headband style, to pull my hair back behind my ears, She
positioned the scarf's knot over my left ear, so the ends flounced
around in my peripheral vision as I moved, tickling my ear. She took
another black and white abstract pattern scarf and knotted it around my
throat. "Male prostitutes who dress like women wear scarves around
their necks to hide their Adam's apple," she said. "How about it?
Ready to go out and turn some tricks?"
I struck a hooker pose which made us both laugh, then she had me put on
some earrings with tinkling bells hanging down. When I said the bells
were annoying, she shrugged. "They're the only clip-ons I have. Would
you rather I pierced your ears?"
I shut up.
Then she had me put on the mini-skirt. It failed to cover the slip by
several inches. "I never thought I'd be saying this to you," she
giggled, "but your slip is showing." I asked for a different skirt but
she refused, saying there wasn't another that would fit me. "Besides,"
she said, trying not to laugh and failing, "I like this look on you."
She made me practice walking until she was satisfied with my wiggle,
then she showed me how to sit and smooth my skirt out and then she
announced we were going to take a little walk.
"I can't go outside like this," I gasped.
"Of course you can," said Kim. "besides, part of the deal, remember."
"No, I don't remember. Seems like whenever you want to make me do
something I don't want to do, it becomes part of the deal."
"I know," she giggled, "and there's not much you can do about it, is
there? Unless you want me to tell..."
So we went out. First, we sat on chairs in her backyard, but then she
insisted we walk around the block. At the corner, she snatched some
flowers from a bush and put them in my hair. She made me mince along
and teased me about how I looked, how my slip was showing and how funny
it would be to dress me up this way for Melissa. She kept leading me
further away from her house. When I said I'd go back alone, she
reminded me the house was locked and she had the key.
Finally, we reached a major intersection. There was almost no traffic
at that hour. So Kim designed a little task for me to humiliate me
even further. She made me go out in the middle of the avenue, do a
little dance then flip my skirt and slip up to show my panties. The
first couple of times I did it I got back to the sidewalk without any
traffic coming by. But the fourth time, just as I did it, a truck came
along and the driver tooted his horn appreciatively. I was so
embarrassed and so turned on, it was overwhelming.
After she stopped laughing about the look on the trucker's face, Kim
pulled a scarf out of her pocketbook and insisted I let her blindfold
me. Then, as cars went by, she flipped my skirt and slip up and
flashed my panties. I could hear horns honk, but after a carload of
guys went by yelling and hooting, she led me quickly down a side
street. She took off the blindfold after a few blocks of helping me
stumble along. At one point, she grabbed my replenished erection and
led me by that, making a comment about how men would always follow
their dicks. How true I now knew that to be.
We finally reached her house again and sat on the stoop to rest our
feet. Mine were particularly sore as I was walking in 3-inch heels on
shoes that were too small. I was just about to ask her to let me in to
change when a car pulled up in front of Angela's house.
"Oh shit," I said, "they're back. C'mon Kim, let me get inside and
change."
But Kim, who could really play the ditz sometimes, said she couldn't
find her house key. I was really panicking now, because I knew the guy
Angela was dating was a real Cro-Magnon type and I did not want to be
seen by him (or Angela for that matter) in drag.
Kim kept dithering about the key, and then the car doors opened and
Angela and her date got out and started WALKING TOWARDS US!!!!!
I came down off the stoop and ran around behind the house. Once there
I walked to the other end and peeked out. They were nowhere to be
seen. I later learned they had gone to the side where I'd disappeared,
looking for me. I went back the way I came and saw no one, so I crept
towards the front and looked out. I saw Angela's boyfriend driving
away and Kim and Angela went into Angela's house! I was stuck!!!
I had no idea of what to do. My car keys and my house keys were in my
jeans in Kim's house. It was a long walk home from there and I felt
sure I'd be seen by one of my neighbors or something. I went in back
of her house and debated sitting there until Kim came home the next
morning. The sky was already getting lighter. Dawn was only a few
minutes away.
Despite my despair, the humiliation of my dilemma had my dick hard and
throbbing. Since it kept me from concentrating on the situation at
hand, I began stroking it and, moments later, was rewarded by the most
intense orgasm I'd ever had in my life. Unfortunately, that was
followed by the most crushing feeling of self-humiliation imaginable.
Not erotic in the least, I was just plain mortified, beyond anything
I'd ever felt. I wanted the earth to open up and swallow me. Before I
knew it, I was crying.
As the humiliation that followed my orgasm faded a bit, I began to
contemplate my predicament. After a minute or two, I decided that
walking home was my best bet, since I often left my bedroom window
unlatched to facilitate a quiet entrance when drunk.
As I passed Angela's house, I could see the lights were on in one of
the upstairs bedrooms. I thought I could toss some pebbles up and
maybe get the girls' attention. It would mean humiliating myself in
front of Angela, but she was a sweet girl who probably wouldn't abuse
me with the knowledge the way Kim seemed to enjoy. The trouble was,
Angela had two big jock brothers and they had the other upstairs
bedroom. I'd been up there once or twice when I'd hung out with them,
but the geography of the house was fuzzy in my mind. I finally decided
that if her brother's answered the window, I'd just have to hide. I
tossed the pebbles and after about the third one, Angela opened the
window and looked out. I was trying to hide behind a bush but I don't
suppose it hid much. She laughed at the sight of me and called Kim
over to the window. I angrily demanded Kim come down and let me back
in her house to change.
Next thing I knew they were both at the front door. Kim wouldn't take
me back until I gave Angela a good look at my feminine alter ego.
Leaving her laughing and promising to wait up for Kim, we finally
returned to Kim's house.
She told me that when I ran away, she assumed I'd gone home. I told
her I had no keys and that just made her laugh some more. But when she
saw what I'd done to her Mother's panties and slip, she wasn't
laughing. She stood there and made me suck my cum out of the lingerie
and then she made me hand wash both items. Then she cleaned off the
make-up and I got back into my clothes and went home.
A week later at the park, Angela climbed into my car and made me tell
her the whole story. I told her how Kim kept upping the ante and how
I'd been powerless to do anything but go along. She said that it was a
trait she got from her Mother who had her Dad, a burly construction
company owner, wrapped around her little finger. "Like mother like
daughter," said Angela.
"She told me her side of it that night after you changed and went home.
She was going to tell everyone anyway, but I made her promise not to."
"Thanks Angela."
"It's okay. But I'd like a favor in return."
"Sure, Angela, anything I can do."
"Well, see, I couldn't talk her out of making you dress up for Melissa.
That you're going to have to do. And I know she's going to make it just
as humiliating for you as she can. So what I want..."
"Yes?"
She gave me the cutest smile and said, "I want to be there to see it,
too."
THE END
India
- 04.11.2022
- 8
- 0
Kim s Wake up Call Kim and Mary Pt 4
- 1 year ago
- 22
- 0
Kim Possible s Humiliation
- 4 years ago
- 17
- 0
