Humiliating Kirsten
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A FairyTale Finish (Humiliating Kirsten Pt 5 The Final Chapter) free porn video
A FAIRYTALE FINISH
ONE
I'm sitting by the pool. I'm probably not wearing what you expect. The
woman at my side is probably not who you expect. She reaches out. Her
fingers brush mine; my acrylic nails, red and decorated with perfect
white snowflakes, each one slightly different, causes a couple passing to
snigger and smirk.
I don't care. I hold her hand.
"Are you happy?" she asks......
TWO
I stood at the doorway looking at Miss Maggie. She really was beautiful,
but after all she had done, did she still love me? Even worse, was I
still in love with her?
"You look fantastic," she assured me.
I was wearing my flight attendant's uniform. The blouse loose around my
pencil skirt. The scarfe at my neck. Heeled shoes, but almost sensible.
Sexy underwear, of course. A matching bra and pantie set, with suspenders
and soft, lace top stockings.
She leaned in for a kiss. I discreetly dodged to the side and held her.
My lips landed on her cheek. For a long time I didn't let go. Really
hugged her.
"You smell delicious," she whispered.
But for me, our closeness, this moment, wasn't about arousal or
humiliation.
"I'm going to miss you," I whispered.
Pippa came through in her own uniform. She smacked my butt. A sharp
sting.
"Come on, Kirsten."
"Goodbye," I said to Miss Maggie and walked to the car without looking
back.
THREE
The airport was busy, but I looked good. Pippa had made sure of it. After
all, it was her job on the line if I screwed up. My make-up and hair were
perfect. I looked hot, and that was the only reason anybody gave me a
second look.
One advantage of wearing the uniform was I had a shortcut to the plane.
No hanging around and waiting to board.
Of course, even though Pippa had explained --- like last time --- that I
was just hopping a flight, she had me help out all the way.
Firstly, I had to guide the boarding passengers to their seat. I was
already getting uncomfortable after my confident walk through the
airport. Up close, people were second-guessing themselves.
Was that....? Is that a......? It can't be.
Before the plane took off I found my own seat. There was a note placed on
it from Pippa.
Enjoy the flight, sissy.
I closed my eyes and wondered what she could do that hadn't already been
done to me. I found myself getting hard at the memories......from being a
happy cross-dresser
who occasionally enjoyed a little humiliation, to the sissy I now was.
Complying with all their wishes. Doing anything for them..........
How could I have done this to myself? Why would I let them?
FOUR
Pippa served my dinner with a smile.
"The Captain sends his regards," she grinned.
I considered the salad, the creamy white dressing. My stomach turned at
the thought of eating it, but also with disgust by the fact that I was
actually considering it. I had a taste for it now.
"I'm not hungry."
"Eat it, or when you're back home I'll do things to your body you don't
even have nightmares about."
My hands trembled. I knew she would. Each time I thought I had the upper
hand, she quickly found a way to turn the tables. Even on the shopping
trip yesterday, when I had somehow managed to empower myself......She had
taken my home knowing full well I was about to face a change unlike
anything I had experienced before.
I actually shuddered as I thought about that bedroom activity.
"Thank you for dinner, Miss Pippa," I said, and began to eat. It did
actually taste quite nice. It was just getting over the thought of what
it was. I soon cleared my plate.
She had me help serve the snacks later on the flight, but only after she
told me I had to open a couple of buttons on my blouse. My breasts were
pert and cute, the roundness revealed. More passengers started to
possibly read me. It was getting embarrassing, especially when several
men hit on me.
I brushed them off with a sweet smile.
Just then the Captain came down the aisle. He brushed against me, his
stiff boner rubbing over my butt. I let out a slight moan.
"Remember me?" he whispered.
I could only nod, speechless. On a previous flight I had imagined being
trapped in a cubicle with him, having oral sex. Then at the hotel I'd
actually been forced......manipulated.......into giving him a hand job
for real.
He laughed slightly for a passenger waiting to come by.
He pushed against my butt. His penis was massive against my ass. And hard
as a rock.
"Tight spot," he said to the waiting passenger, and I knew he was talking
about my ass, not the aisle.
He moved off and I breathed a sigh of relief as I continued to serve the
drinks and snacks.
FIVE
On arrival at the hotel, I unpacked. As I expected Miss Maggie had packed
women's clothing and luxuries. My maid's uniform. There was a note with
it.
Kirsten, I hope you enjoyed the flight. Not too humiliating, because the
main event is to be arranged by your manager. For now, let Kelly at
personnel know you have arrived. She'll have a surprise for you in the
morning. See you soon, Miss Maggie.
I hated the language of the note. See you soon. Not love you. Miss
Maggie......No kisses or hugs or any affection.
I punched a number for the switchboard on the telephone and asked for
personnel.
"Is Kelly there please?"
"She's stepped out for a few minutes," a voice told me.
"No worries. Will you let her know Kirsten has checked in. Thanks."
I hung up. Last time I had stayed at the hotel, Kelly had made me work as
a maid. She had me service one of the customers by cleaning her feet, and
then service the Captain with his hand job.
I wondered what would happen tomorrow morning when I became her temporary
employee again.
SIX
I changed out of my uniform and showered for a long time. When I'd
towelled dry, I dressed. It was a hot afternoon so I put on a matching
bra and pantie set, a fairly short skirt and a loose top. I teased my
hair up and back with a headband, and then spent several minutes creating
a nice day look with my make-up.
Up close I might not pass as a woman. But unless you were in my face I
would get away with my appearance. I certainly passed from the rear or
sides.
I smiled and then headed to the spa. I got a few looks. Some because I
was made; others because I looked good. I smiled demurely at them all,
but maintained eye contact.
I'd booked an appointment ahead of time with Caroline. I'd met her on my
last visit. I'd been forced to do as much, but for a sweet hour or so I
was with Caroline having my nails done. She was so kind and open, and had
not realised the humiliating game I was a part of. She just thought I was
a guy who enjoyed dressing up.
Which I was, until all this began......
I checked in and a few minutes later Caroline appeared.
She was mighty fine looking and immediately moved in for a hug.
"Wow," I whispered, surprised by the affection.
"When I saw the name I hoped it was you," she said, and we eased apart.
"Come on. Let's see what we can do for you."
SEVEN
When I was last here, Miss Cindy was with me. Cindy was pretty cool. She
played the games, but she also kept it friendly. When I worked as a maid,
she was my favorite because she showed me some respect. Here at the spa,
since Caroline was not a part of what was happening, Cindy had kept it
low key.
Now, Caroline and I were alone in her room. We chatted so comfortably and
got along great. Ever since first meeting her, I had wondered what she
would be like, and after that first encounter she had said she wanted to
take me out the next time I was in LA.
She removed the nails I had on, and when they were clean and dry she set
about buffing and shaping and painting a new set.
"I love doing snowflakes, but you had them on already," she said.
"They were not as good as yours," I told her, and she blushed slightly.
She was so sweet. "Besides, I had them done to remind me of you."
We started to flirt as she completed my false nails with her own,
delightful snowflake art.
"Now, about that coffee?" she asked.
I was taken aback. She had actually remembered.
"This'll sound goofy, but I don't actually drink hot drinks. How about an
ice cream when you finish work?"
"I've got plans tonight," she told me, but I must have looked
disappointed because she followed it up with a quick: "No, no, not like
that. I have a night class. I'm free tomorrow. Meet me here at mid-day."
For a second, when I left, there was a nice moment, almost precious, as
we danced around each other, close to a kiss. A genuine nervous energy.
Our lips brushed close, and she let out a slight, friendly giggle.
She was fantastic.
And then, I went back to my room and found Pippa waiting. My happiness
destroyed.
EIGHT
"Do you honestly think you can be with a woman now?" she asked abruptly.
I stammered: "It was just.....I.....We were just chatting and-"
"Take off your clothes," she told me.
I stripped for her without hesitation. Down to my panties and bra. She
had me stand at the window of my room.
"Now take off your bra."
"But I-"
Pippa laughed. "A real man wouldn't even be wearing a bra, you sissy."
I accepted the term without protest. I had fought it for months.
"Remove your bra."
I reached behind my back and easily unclasped it. As it dropped to the
floor my hands covered my small breasts.
"Now the panties."
"But, Pippa, what if somebody-"
"Now, Kirsten!"
I pulled my panties down and stood naked at the window.
"Now the world can see what a small, tiny clit you have. No good to any
woman. Maybe your new friend will look up and see you."
"Please, Pippa-"
"Turn around."
She was holding several lengths of delicate pink ribbon.
"On the bed. On your stomach," she instructed.
I lay down, getting turned on. I hadn't been tied up since my university
days when my girlfriend at the time left me on her bed in her underwear
and teased all night about bringing her friends in to see from the party
downstairs.
But that was different. Pippa bound me tight. Not playfully. And then,
managing a look over my shoulder, I saw she was putting on a strap-on.
"No," I said.
"This is for your own good. You can't go having thoughts that a woman
might like you. Miss Maggie and I need you for ourselves. We trained you.
We turned you."
She took some lube from a bag. At least it wouldn't hurt as bad this
time.
"Please don't," I begged. "I don't want to do this."
I pulled at the ribbons. Tried to kick free. But there was very little
movement.
"Pippa, I promise I'll always do what you say. But it hurt last night. It
still hurts."
"Soon it won't hurt. You'll come to enjoy our special times. Beg for
them."
"Pippa," I started to cry as my erection developed.
"Look, you want it. You're little clittie is begging for it. Now," she
began to finger my crack, "let me see that tight, little pussy of yours."
Pippa forced her when in. I cried out as she thrust and heaved, that
massive cock probing me. My own penis was stiff, but my erection subsided
as she pushed more forcefully. I buried my head in my pillow to muffle my
cries.
"You're going to learn, Kirsten," she said, emphasising each word with a
powerful thrust. "You are our toy now."
I cried as she continued. Wept. But my tears didn't bother her as she
found her own pleasure in my pain and submission.
When it was over she slipped out of the strap-on, but left the dildo
buried in me.
"Have a fun night," she said.
"Pippa, you can't leave me like this," I protested, face wet with tears.
"You'll get some sleep. But everytime you move you'll feel my cock inside
you. Just like a real woman. Just like you always wanted."
"I didn't want this."
"The day after the meeting with your manager, straight to the airport.
You need to be there by eleven in the AM. I want you looking pretty and
cute in your uniform. It's going to be a busy flight. I'll be waiting for
you at the boarding gate."
She touched the small part of the dildo visible at the crack of my butt.
Wiggled it a little. I tried to writhe, let out a small moan.
"God, you're so cute," she grinned, and left me alone to cry.
NINE
I woke early, cum leaking out of my soft penis. I felt something moving
inside. Moaned with pleasure as my orgasm began. It felt great. Cum
suddenly squirted over the bed sheets and I realised what was happening.
Somebody was playing with the dildo that was still in my ass.
"Hey, hey," I suddenly exclaimed, fighting against the motion.
A hand stroked my hair.
"Don't worry, Kirsten. I know this is what you want."
Jesus, it felt good.......But so wrong.
"Please, no. Stop. Stop!"
The gyrating and probing suddenly stopped.
A person came into view........
"Kelly?" I said. The Personnel Manager from the hotel.
"Kirsten, I'm so sorry. I found the note when I arrived. After the games
you played on your last visit, I genuinely thought it was what you
wanted. Jesus, I'm sorry."
"Please untie me," I begged.
Kelly reached down and released me from my bonds. She then eased the
dildo from my butt. Jesus, it was big. I moaned as it came out.
My wrists and ankles were cramped so I didn't risk standing. Instead I
sat up. My butt throbbed.
"Thank you," I said.
"That's okay, but the note said-"
"What note?" I asked, even though I could take a guess.
For a while Maggie had written private notes I was to hand over to
various people. Instructions --- that some went ahead with --- to
humiliate me in various ways. It had been a fun game, until recently.
She had even given it a name: NOTES.
Kelly crossed to the vanity stand and picked up a piece of paper. She
began to read.
"Dear Kelly, Your favorite maid Kirsten had a fun night, but when I was
exhausted she was crying.......For more, I believe. She has such energy
and is so feisty. If you are inclined, she's there for you before her
shift as a maid begins. Your friend, Pippa."
This was too much. "Please, can I shower?"
"Of course. I'll cancel the rooms I'd planned for you to clean.
However......"
"What is it?" I said.
She looked at the bed. "This one is quite the mess."
I looked at her. "Just one room?"
"For me," she smiled coyly.
I finally said: "Give me a few minutes."
I went to the bathroom and emerged twenty minutes later in my outfit,
make-up and hair okay. My heart not in it. I slipped my heels on.
"I don't know what games you and your friends are playing," she said. "I
saw you get down and dirty last time you were here, but......Is this
really what you want to do?"
I didn't know if it was a trap.
"Not like this," I finally said quietly.
Kelly considered me. "You do look great."
"Thank you." A little curtsy to keep her happy.
"I'll tell you what. Just let me watch you clean your room."
And that's what I did. She laughed a couple of times. Got off when I bent
over or stretched. But it was easy and pleasant. When I finished she
said: "If you ever want to do this just for fun, without whatever
pressures you're under, give me a call."
And she left. I fell on the bed with relief. Slept for a while, a little
nap before the meeting with my manager.
TEN
Pippa woke and prepped me for my meeting, telling me to remember the
dress code in my contract: that I was to present as a sissy, a male being
forced to dress.
When I was changed and ready, I looked at her.
"I thought I wasn't going to see you until the airport," I said.
"I can't resist a face this pretty. Besides, I wanted to check in with
Kelly. Make sure you didn't disappoint her."
I stopped breathing for a second. What had Kelly said? What was Pippa
going to do to me?
"How'd I do?" I asked casually.
"Aces. But, guess what? It's time for the big reveal," Pippa smirked and
eased me towards the door.
"What-?"
"Don't worry," she said, and smacked my butt. Lighter than usual. "Just
have fun."
I reached my manager's office a half hour later. The same receptionist as
last time gave me a cursory look. Actually said the exact same things as
if reading from a script.......The English writer's
here...he's...she's.......all her confusion exactly the same, even though
she already knew me now.
It was weird.
I went inside. Kim was there, wearing the same powerful outfit as last
time, with a man I didn't recognise. He looked me over. Considered me in
my jeans and blouse, my make-up and jewellery.
"It's just like you promised," he said.
Kim looked at me. "This is Mike Butowskimanson from Magpiper Films. He's
got some real interest in your script........But also in you."
"Come on," I whispered. Not again. Not so soon.
"If he's to go ahead with your project he'd like-"
"Yeah, I get it."
I dropped to my knees.
"Holy shit! I didn't know it was going to happen," Mike exclaimed. "This
bitch really goes method."
"Shut up, idiot," Kim quickly said.
What the fuck was this, I thought.
He stepped towards me.
I'd never heard of Magpiper Films. And I knew the industry. Magpiper, I
thoughtfully mused.
"Come on, Sweetie. Pucker up for Big Mike," he said, unzipping himself.
His mighty penis popped out, springing to my lips.
Magpiper.........Jesus, they couldn't have. Surely Maggie wouldn't stoop
this far. And what kind of name was Butowskimanson, except an improvised
one that had gone on a syllable too far.
Mike's penis pushed at my lips. I got a taste of his horrible pre-cum. I
was tempted in my growing rage to bite the fucking thing off.
I stood.
"What the hell is this?"
Kim tried to keep a straight face.......But she finally folded.
"Are we still going to get paid?" she said.
"What? Who the hell are you?" I demanded.
"Your wife and some chick called Pippa hired us. We're actors." She
considered Mike. "Some of us better than others."
"Shut up. Am I getting a blow job or not? I took a pay cut for that."
I considered him. "That ain't happening."
He stormed from the office. The receptionist looked in, faking
befuddlement.
"Give it up," I told her.
She laughed a little. "How much does he know?"
"Why don't you fill me in?" I told her.
"The first meet was to set you up. Get your hopes real high. Your wife
said she wanted to break your spirit. So while your head was in the
clouds and they were playing their games with you-"
Kim picked up the story: "You at least had the hope that I was working to
sell your script."
"What were you doing?" I asked, desperation and anger turning to dismay
and despair.
"Waiting tables."
"You've got to be fucking kidding me. Waiting tables?"
"At today's meet you were supposed to give our big movie exec Mike
Butowskimanson a blow job in the hopes it would seal the deal on your
script."
"That asshole's just another actor, right?" I noted.
"Not a very good one from what I saw," the receptionist smiled.
"Tonight, I was to ring you at your hotel and tell you that Mike didn't
go for the script, even after what you did."
"Jesus, man," the receptionist said. "I don't know what you ever did to
piss those women off, but they must have it in for you."
"You don't know the half of it," I whispered.
But it was over now, I thought. They couldn't have anything more up their
sleeves. Finally, I knew all their ugly, mean spirited truths.
"Thank you," I said, a tear slipping out.
"For what?" Kim asked me. "We almost did something horrible to you."
"But you didn't," I whispered.
I stood quickly.
"What time is it?" I asked.
"About eleven-thirty," the receptionist said.
"Shit. I've got to get back."
I dashed from the room and reached the hotel just-
ELEVEN
-in time.
Caroline tapped her watch. "I thought you were going to stand me up."
I marvelled at her cute body. Felt a stirring. For the first time in ages
I was physically attracted to a woman in a manly way. It felt good.
"What's your real name?" she asked.
It had been so long since I used it I actually had to think for a second.
"Chris," I said. "Listen, we could do this Harry Met Sally stuff all day
long, or we could go back to your place and find out how good we are
together."
Where the hell did that come from?
Caroline considered me, and then burst out laughing. My confidence
faltered, but only for a second, as I realised she wasn't laughing at
me......It was a happy laugh.
"Holy shit! I thought you English guys were supposed to be all prim and
proper with goofy teeth," she grinned.
I smiled. "I'm not your average English guy."
TWELVE
We spent a great afternoon together. The first time, naked together, I
moved to go down on her, a brain-washed, robotic opening-
"No," she said, easing me up. "I want a man, as well as a girlfriend."
She kissed me on the mouth and my small, erect penis found her tight,
moist pussy. I eased in, the fit snug and we began to play.
It was my first time in a long while and it was over quite quickly.
"Sorry, sorry," I started to apologise.
"That's okay," she said softly. "We've got all day."
My head was messed up. I didn't know what to do. Again, I made a move for
her pussy as my training had dictated.
"Should I clean up?"
She giggled. "Come on. That's what a shower's for."
She held me under the hot spray and in her embrace I began to cry.
"You really are damaged goods, aren't you?" she asked.
My tears mixed with the water. I just managed a soft: "I'm sorry."
"Jesus, Baby," she said, massaging the back of my neck. "I don't know
what happened to you, but I'll help you through this."
The second time was better. Lasted much longer as we used our bodies for
theme parks. The third time she let me go down on her and I brought her
to her biggest orgasm yet, juices flooding me.
"God, you're good. No wonder you wanted to go there," she panted.
We fell asleep, and then continued to play through the night. We talked
for hours and I told her about everything. I wanted to be honest
from.......Well, from Day One. Was this a new start?
She told me she loved the fact that I was brave enough to dress, but I
would only have to do it when I wanted to.
We found each other again at breakfast and then she told me she was sad
because she had to go to work. She asked if I would meet her at the pool,
but I told her I had a plane to catch that morning.
"I'll still come to look for you," she whispered. "Maybe you'll be
there."
THIRTEEN
And I was. After all I had been through, the pleasures and pains, the
humiliations.....it was the betrayals that had ultimately broke me. The
fact that Maggie and Pippa had fucked with my childhood dream of being a
successful screen-writer. Something I had worked for all my life. The
fact that my marriage had been a bullshit lie for so many years before
they started to show their true colors. What I thought was a happy life
together had been a lie.
Perhaps this was why I had put up with it for so long.......to find that
precious hour or so in Caroline's company on my last visit, and now this,
as she found me at the pool on her break.
"Are you happy?" Caroline asks at the pool.
The passing couple grin. I don't mind. I've been through a lot worse.
Coerced, manipulated. Sure, I went along with it. But imagine a
submissive personality being subjugated to more than he can handle. Too
much, too quick. A game that spiralled out of control.
I was a happy cross-dresser. I enjoyed a little light
humiliation......But I had found little fun in the games my wife and her
friends had played.
Here I was, pool-side with a woman who deeply cared for me. I didn't
doubt that. I was wearing male swim shorts. The only hint of femininity
was my nails. And that was my choice. Some days I might wear a dress or a
skirt and blouse. Most days I would wear sexy lingerie.
But I knew Caroline would never tell me what to do. She would encourage
me and support my decisions. She wanted a man in her life; but a man who
enjoyed dressing without inhibitions. She was fascinated by that facet of
my personality. But in a gentle, nurturing way.
I considered Miss Maggie, no longer my wife in my mind, waiting for my
return. Disappointed, perhaps. But not heart-broken. That feeling
belonged to me.
And Pippa. Growing more and more furious at the boarding gate until she
finally realised I wasn't going to show.
I wondered what it would be like to be back home. The strict humiliations
I would be enduring at the hands of so many women. But the extremes Pippa
and my wife had gone to were unforgivable. And I struggled with the
notion that I had gone along with so much without telling them to
stop....Until I was finally broken that night in what used to be my
bedroom.
I would have been at their mercy.....well, their lack of mercy. It was
apparent I had become a toy for my wife. A play thing for her to take out
and enjoy whenever she felt. Pippa was sadistic and vengeful, spiteful of
men, and I dreaded to think what she would do to the next boyfriend she
had. The other women were just caught in the spell of the games. I could
forgive them......But not my wife and Pippa.
I thought about working at Heather's salon, being her girl in that
ridiculous pink outfit.....I considered my waitress work at the Riverside
Inn, the special dressing I had eaten on several occasions.
The sex acts I had been a part of....
But now this, to find this after all I had been through. I looked into
the eyes of the woman next to me. So accepting and kind from the first
day I had met her. So trusting. I knew she would not let me go.
"Chris? Are you happy?"
I smile. My first, genuine smile in months. I grip her hand tight. Laugh
a little.
"You wouldn't believe how happy, Baby."
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