Ski Trip 0
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Ski Trip Chaparone free porn video
Ski trip Chaperone ? by: Little Miss Vicky Kay
If I had known what was in store for me, I would never have taken my kid
sister and her friends skiing that weekend.
They were being nice to me since I had volunteered and they loaded the
car and made me breakfast and all I had to do was drive them to the ski
slopes and chaperone. Otherwise my kid sister and her friends' parents
would never have let them go.
I was a sophomore in college and they were juniors in high school. I
tried not to look at her fine friend, Micki, but hey, I'm a guy and she
was a blonde bombshell that, try as I might, I just couldn't take my eyes
off of her.
Alex was brunette and short and very cute.
Her friend Cyndi was plain. She dressed primly, always in long skirts and
dresses and never said a whole lot. Mostly, I just ignored her. I had to
admit she was kind of cute, but she was taller than I was and her glasses
hid her big green eyes.
The girls had developed a secret baby language with one another so that
they could talk without anyone else understanding them. They had a great
time and I had no idea what they were talking about the entire drive.
We got to Cyndi's uncle's cabin and we unloaded the car. My suitcase was
not there.
"Oh, man, I knew I should have loaded the car myself." Sometimes when I
get upset, my voice can become a little high pitched.
Micki instantly seized on this and immediately said it back to me in a
mocking baby voice, "Oh man, I knew I should have loaded the car myself!
I'm just such a whiney little girl!"
The three girls started laughing and I blushed. "Laugh all you want,
ladies."
This time it was Alex who mimicked my voice in a high pitched baby tone,
"Laugh all you want ladies, I'm just gonna pout like the bad little girl
I am!"
I sighed and kept pulling gear out of the car. It was going to be a long
weekend. I loaded up with sleeping bags and suitcases and made my way
into the cabin.
I started a fire and the girls made dinner. It was dusk when they yelled
that dinner was ready. They were all sitting at the table and when I went
to sit down, the chair at the head of the table was a swiveling bar stool
with a back on it and arms. It sat well above the table. I looked around
for another chair and there weren't any except the couch.
They all looked up at me expectantly, so I sat down. Then, Alex produced
a board and dropped it onto the arms of the chair. Then they moved my
place setting onto the board. It happened so fast that I was suddenly
sitting at the table in a makeshift high chair.
Cyndi came in from the kitchen with a big pot of spaghetti sauce and put
it on the table. They dug in and ignored my requests that they pass me
any food, repeating anything I said in a cute whiney baby voice.
Cyndi came back from the kitchen with a bowl and sat down right next to
me. The bowl had pureed spaghetti and sauce in it and before I could say
anything she had a spoonful of it in my mouth. The girls were in
hysterics. Each took her turn making baby jokes at my expense.
Alex quickly tied a towel around my neck as a makeshift bib. The girls
just exploded with laughter and I blushed deeply.
I would have gotten up right then, but I was just too aroused to stand up
in front of four teenage girls. So I sat and ate my mush as it was being
fed to me and grumbled. After dinner Cyndi wiped my face and whispered in
my ear, "I can get you out of this without anybody seeing how excited you
are."
"How?" I asked hopefully.
"Just do what I say, and I'll hide it for you." I nodded and she took off
her pink apron with a white lace border and put it on me. She stood up
and clanged her glass to make a toast. "In honor of Carl, who has been a
good sport about all of this. He has graciously volunteered to wash the
dishes and pour our wine for the rest of the evening. He says he can
drink us all under the table, but we know better don't we girls!"
The music started and I was handed a bottle of white wine to open. The
party had officially begun. They danced with each other and held out
their glasses. Cyndi made sure that I drank as much as all of them put
together and by midnight, I was passed out on the couch.
I awoke in a cozy cabin wearing only some pink see through panties. It
was already noon and the girls were gone. They had taken everything with
them except the food. My legs caught the breeze and I realized that they
were clean shaven. I noticed what little hair there was in my chest was
gone and that my shoulder length blonde hair was now braided into pig
tails.
My fingernails and toe nails were now a bright pink. The most infuriating
thing about this whole thing was that I was instantly hard. There was a
note on the coffee table.
Dear Carla:
If you clean up the cabin before we get back from the slopes, we might be
persuaded to give you your clothes back. If you do a good job, we might
not even take pictures.
Cyndi says she knows a secret and we're all dying to hear it but she
won't tell. She says that if you keep your pigtails and nail polish, you
might keep your dignity as well. She's so weird.
We brought in plenty of wood for the fire in and if you get bored, there
are books on the shelf that you might enjoy.
Enjoy your day and we'll see you tonight little sister.
Love, Lynnette, Micki, Alex and get this, mommy Cyndi (she's soooo weird)
P.S. Pink is your color.
I masturbated almost immediately and got hard again. So I masturbated
again. I started to clean the place up from the party the night before
and I found another note. This one from Cyndi.
Dear Carla:
I am so turned on by your humiliation I can't stand it. It was all I
could do last night to keep myself from pushing you down from your high
chair and taking you there on the floor. By the way, one pours from the
left side.
Next time you serve me, I expect you to talk like a girl, act like a
girl, and pour like a girl.
P.S. Don't stain my panties or you'll regret it.
I looked down at the panties barely holding my cock in and saw that there
was indeed a wet spot.
I washed the panties and hung them up to dry. The girls had left the
breakfast dishes, so I did them right away. I turned my attention to the
book shelf and it was empty except for a single well worn copy of 'Sassy
Magazine'.
It had a little heart shaped bookmark and a note from Cyndi. "Take the
survey and we won't be so hard on you." The note marked a survey, 'How
girly are you?' I blushed when I was average.
I heard the car pull up outside, but they started it again and drove an
extra block. I ran to grab my panties before they got to the door. I
managed to tuck my half hard member back between my legs before they
unlocked the door.
"Very funny girls," I said, now give me my clothes back!"
Cyndi was the first to speak mocking my high pitched voice. "Very funny
girls! Now give me my clothes back before I pout! Oh, the clothes in the
car Carla, feel free to get them any time. The keys are down at manager's
desk." Each girl only carried her sleeping bag and a small bag.
Everything else was in the car.
The girls put their things away and admired my work in cleaning up.
"You have a knack for this, are you a home-ec major in college Carla?"
teased Micki.
"Listen this has gone far enough!"
My sister Lynnette who had been silent during all of my humiliation
chimed in mocking my high pitched voice, "Listen girls! this teasing of
sissies has gone far enough!"
"You shut up Lynette!" I screamed.
She immediately took up the mockery of my high pitched voice. "You shut
up or I'll cry! Sissies have feelings too! Such as the feelings I get
when I raid my sister's underwear drawer!"
I grabbed my sister roughly by the arm and was wrestled to the floor by
all four girls. They put me face down on the floor and twisted my arm
painfully.
"Please Lynette, I just want my clothes back!" I whined.
"What do you think girls?" Lynette offered. "Do we give him back his
clothes? He did clean the place up."
Cyndi was the first to speak, "Yeah, but he did attack you. I think he
needs to be taught a lesson." The other girls agreed. "I think he needs
to learn his place. He seems to think he's in charge, but we've proven
that he is not. Right Carla?"
Silence, I could barely breathe under the weight of these four girls.
"Right Carla?" said Cyndi in a menacing tone, "You know who is in
charge?"
"Um, uh, you are, I guess," I said weakly.
"All of us are together and we are stronger than you, so any one of us is
in charge. If any one of us tells you to do something, then you do it.
That means all weekend! Got it Carla?"
"Um, yes," I said trying to end this.
They got off of me and stood me up and brushed me off. My erection
returned full force and I kept my hands in front of it.
Cyndi was now clearly in charge. "Now, look at you!" she said slapping my
hands away. "My panties are all dusty. Sweep the floor again and I'll get
you something to wear to dinner. Oh, and when you are done with the
floor, wash my panties in the sink and hang them up. That's a good girl."
I hung my head in shame as I went in search of the broom. "Hey!" Shouted
Cyndi," stand up straight, no slouching. I like my girls perky!" They all
laughed and laughed as they relived every humiliating moment since we
arrived at the cabin.
I swept the floor, washed the panties in the sink and Cyndi came into the
bathroom while I was naked. She had some clothes with her. I was
instantly erect and she looked down at my cock with a knowing half smile.
She held up the frilliest pair of panties I have ever seen. "You like?"
She asked rhetorically. "So, have you ever worn a bra?"
I nodded that I had and she laughed. She handed me a pink training bra. I
put it on silently. I recognized it. It was Lynette's. I had worn it many
times. She gave me the garter belt next and the stockings one at a time.
She nodded knowingly when I knew how to put them on without her help. She
kept the panties in her possession the whole time. She handed me a full
slip that barely made it as far as my crotch. Next came a white low cut
peasant blouse with little pink flowered eyelets. She gave me a pink
leather mini skirt and finally some 3" white satiny heels.
Cyndi took out her scissors and clipped my bangs to make them hang
better. She then applied makeup to my face and plucked my eyebrows. She
got behind me and handed me the mascara. My hands were shaking as she
guided my hand along the contours of my eyes.
"You're so nervous Carla. . . And so excited too! I think we are going to
have soo much fun together from now on!" She hugged my tightly and helped
me to my feet. The bathroom was tiny and we were right up against each
other. "You have the cutest blush Carla."
I tried to back out of the bathroom and had to step forward into her to
get the door open. I got the door open and she said, "Your forgetting
something aren't you?"
I felt the cool draft of air on my balls and looked up as she held the
panties in front of my face.
The skirt was so short that I knew my dick would hang out the entire time
without them. There was already a tent in my mini skirt. I reached for
the panties, but Cyndi pulled them back easily out of my reach and tossed
them to out of the bathroom over my head to Micki.
I turned around and feebly chased the panties in a panic, one hand trying
to pull down my skirt the other reaching high to get the panties. It soon
became a game of keep away with all four girls. I was stumbling in heels
to the next girl who tossed them to the next.
I stood exhausted, hands shaking, blushing and tired in front of four
high school girls who were all laughing hysterically. I was trying not to
cry.
Cyndi finally got possession of the panties and snapped her fingers to
get my attention. "You want these?"
"Yes," I said.
"Why?" she asked lightly.
"I, um I need to cover myself."
"Why?" she asked, "we're all girls here." Everybody giggled but me.
"I'm not a girl."
"You are dressed like a girl," she said simply.
"Look, I'm a boy. My name is Carl and Lynette is my sister."
"But everybody here calls you Carla," she said as I lunged for them and
missed falling to my knees before her. "What are these?" she asked
holding the panties in front of her.
"Panties," I said.
"What color?"
"Pink," I said defeated.
"Are they pretty? I think they're pretty don't you girls?" They agreed
through nervous giggles.
"Yeah, okay they're pretty."
"And you, saying you are a boy, want a pair of pretty pink panties to
cover yourself with?"
"Yes," I said quietly.
"Let me hear you it then. Let me hear you say, I am Carla and I want to
wear those pretty pink panties."
I hesitated and the girls started to giggle, my hands were still shaking
and I had failed to notice that in all of the moving about, my hard dick
was sticking out beneath the hem of my skirt. I moved to cover it quickly
and the girls went into hysterics again.
To quell their laughter, I said it, "I am Carla and I want to wear those
pretty pink panties."
Cyndi wasn't done. "Well why didn't you say so? But you still sound like
a boy and I won't give my panties to a boy. Are you as sissy? I know with
that thing that you aren't a girl, but I'll give the panties to a sissy
if she asks nice. Say I am a Sissy and I want to wear those pretty pink
panties."
I was finally too defeated to go on fighting. "I am a sissy and I want to
wear those pretty pink panties." The girls laughed and laughed and all
but Cyndi lost interest in me. She tossed me the panties and I was too
slow to catch them. I was crying too much to see. They fell to the floor
behind me and I scrambled on the floor to find them in front of four
laughing high school girls.
They made dinner while Cyndi redid my makeup. When she was done I noticed
that all of the other girls had gotten ready to go and made us a candle
light dinner.
Cyndi took me by the hand and led me to the door before they left to see
them out. It was then that I began my new life. Cyndi began to instruct
me as to how to act around women. "You are a sissy. They are women. You
will hold your head high, but look at their feet with your eyes. You will
not speak in their presence unless they speak to you first. You will do
anything they tell you to do. You will address them as Miss Lynette, Miss
Micki and me as Mistress Cyndi. If they ask you to do anything at all,
then you will say, 'yes Miss Lynette, I am a good sissy', got it? . . .
got it?"
"Yes Mistress Cyndi, I am a good sissy."
"I know you are Carla, you know I don't quite like that for you. I'll
call you Carly from now on. . . . aren't you forgetting something Carly?"
"Yes Mistress Cyndi, Carly is a good sissy name."
She kissed me on the cheek as the girls came to the door to make their
departure for the evening. (As chaperone I was originally supposed to
make sure that they didn't go out on their own. Now they didn't even
ask.).
"Good night sissy brother Carla," said Lynette holding my hands in hers.
"Good night Miss Lynette," I said blushing, "I am a good sissy."
"Good night you two," said Micki, "two girls alone and one small dick
what will you do?"
Cyndi chimed in as she pulled out a purple rubber dildo, "I've got more
than both of us need to suck on tonight! And look, it's a strap on too!"
They all laughed and finally they waited for me to speak.
"Good night Micki," I said, "I am a good sissy."
Micki kissed me on the cheek and whispered in my ear, "don't stain my
panties, or I'll tell Cyndi."
"No Miss Micki, I'm a good sissy (although I blushed because I could
already feel the wet spot."
The girls left and Cyndi had me serve her dinner before pleasing her
several times that night. She did not let me cum. The next night we all
went out to dinner and they made me order for everybody, much to the
giggles and laughter of all. Cyndi had me order wine so that the waiter
would have to see my driver's license. The waiter pointed me out to all
of the wait staff while I blushed.
The next day when we drove home we looked like five girls in a van. They
dressed me up in a cute white crop top and low cut pink hip huggers. They
gave me Cyndi's pink pushup bra and stuffed it fully to her "C" cup. The
white cloggy heels were 4".
When we stopped at the convenience store they made me go in and get
drinks and snacks for everybody. The clerk was a tall pimply faced boy
who smiled and said, "your friends seem to be leaving." I paid
frantically throwing him some money and ran outside.
I started to cry when Cyndi drove off with me holding the drinks. The
clerk came out and put his arm around my shoulders. "It's okay sweetie,
Earl'l take care of you" he said.
Cyndi drove around the block and came back. "Hey Carly, who's the cute
guy!" she yelled. The van full of girls was in hysterics and I was trying
not to be aroused and Earl was no help. His hand slid down my back to my
ass and he squeezed making me jump.
Cyndi opened the door to the van and I jumped in and we sped off as I
wiped my tears away. I looked down at my pretty outfit in shame. I was a
college sophomore who was now in complete control of a high school girl
and her friends. I was lost in thought and briefly thought of escape but
I was brought back to reality with a start. Cyndi had been rubbing my
crotch. I gasped when I came unexpectedly and the girls couldn't stop
laughing.
"What's the matter Carly?" Cyndi asked wickedly. "C'mon, sweetie tell me
what's wrong or it'll just get worse."
I tried to talk between sobs until finally I was able to speak, "I . . .
I'm afraid Cyndi."
"Afraid of what princess?" she asked.
"I'm . . . afraid . . . I . . . like . . . being a . . . sissy," I said.
"Of course you are cutie pie, don't worry your pretty little head about
it. Mistress Cyndi will take care of you. Now clean yourself. Mistress
Cyndi doesn't want everyone else to see what a dirty girl you are."
Mistress Cyndi was lying. Since that weekend, there isn't a day that goes
by that she doesn't try to show somebody what a dirty girl I am.
Trisha
- 14.06.2022
- 10
- 0
