The Liberation Of Father Mortimer
- 4 years ago
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Kimberly's First Time free porn video
Kimberly sat anxiously on the bed, looking occasionally at her reflection
in the full length mirror located somewhat conspicuously on the wall next
to the hotel double bed. Her IPad lay next to her, the dull black case
shrouding the screen and obscuring it from view. She stood up and looked
into the mirror for what must have been the tenth time in the past half
hour. Her black hair with brown highlights framed her somewhat boyish,
yet still attractive face, her eyes painted a light violet, mascara
making her already feminine lashes pop even more over her big, green
eyes. Her outfit was somewhat simple; a product of feeling rushed when
packing the night before, but it was still quite lovely and would have
made the cutest of hipster girls proud. The tight black tank top part of
the sundress slinked down into a flowing, plaid skirt that ended about an
inch above her freshly shaven knees and black and red open-toed heels
with a proud 5 inch heel completed the look. Underneath, she wore a
matching yellow Victoria Secret bra and panty set; a set she wasn't
expecting to share with anyone until just recently.
The IPad dinged, Kimberly jumping at the expected and unexpected sound.
She opened the cover to see the reply to the email she had sent earlier,
"I'll be there in five minutes". What had she done? She couldn't
actually go through with this, but there the conversation was, right in
front of her.
Dave: I've never been with a girl like you, but I've always wanted to.
I could be at your hotel in like ten minutes; I'm right up the street.
What's the room number?
Her response had taken her 25 minutes to formulate.
Kimberly: 492. Knock three times.
She contemplated her situation. She had always fantasized about the idea
of being with a man, but she knew she would never actually go through
with it. So why did she actually give Dave her room number? She could
leave and lock the room, hide somewhere else in the hotel? Not dressed
like this though! She could hide and not answer the door? All her
doubts had no time to change her fate, as she heard someone at the door.
Knock, knock, knock.
She stood, her knees trembling, heart racing as she made her way to the
door. She peeked through the peep hole and saw her soon-to-be first. He
was tall, handsome, early twenties maybe, and very clean shaven. What
else could she do? It would be rude to turn him away, but she couldn't!
Kimberly was me. Or I should say, is me, and this is the story of my
first time.
I opened the door. Dave's eyes drank in her appearance, from her hair to
her incredibly high heels. Even with the 5 inch boost, and being 5'9"
herself, I still didn't stand eye-to-eye with my man. The first thing I
noticed was his smell. It was a beautiful combination of cologne and
must; a combination that surprisingly made my loins stir as I peered at
the man. Without speaking, he reached out and gently stroked my cheek.
I sighed gently, almost inadvertently, as his touch sent shockwaves
through my body. I slowly pulled myself close to him, trying to emulate
the feminine noises and motions I'd seen girls do in movies. He didn't
waste time, as he pulled me in and passionately kissed me. Oh goodness,
I though, I'm actually kissing a man, this is awful, I hate it! But I
didn't stop. My body wouldn't let me stop. Even if I wanted to, he
wouldn't let me. I felt myself being slowly pushed towards the bed. I
knew where this was going and I was both dreading it and salivating at
the idea. I slinked to my knees, biting my lip as I did while looking up
at him. I turned my attention to his zipper, it was obvious he wanted me
to do the heavy lifting. Suddenly, a bright flash lit the room, as I
realized he was taking pictures. For some reason, that made me even more
excited. I pulled down his jeans to reveal his manhood; unbelievably
large in comparison to mine, I couldn't believe it. Suddenly, a sense of
feminine pride took over, and I knew this was my challenge, my job to
please this man. I began to slowly lick the underside of his shaft,
cradling his balls with my free hand. I hated the taste of it. I wanted
to puke. Yet I had the most painful erection of my life, and I didn't
stop. I opened my mouth and looked up at him one last time, knowing I
was about to cross a threshold I could never return from; I was about to
give a man a blow job. I closed my eyes and slid his shaft in my warm,
waiting mouth. It was all I could do to keep from gagging, as I worked
my way up and down his shaft, occasionally looking up at him while he
took a continuous video and picture after picture. I didn't care. I
only wanted to please him. I reached over and tried to fix the shoulder
of my dress, as it kept sliding down, revealing the strap of my yellow
bra; the floral pattern on it seemingly a final feminine nail in my
manhood's coffin. He moaned and I returned the favor as he continued to
slide in and out of my mouth, not saying anything more than gibberish as
I worked him to climax. I was hyper aware of every sensation, from the
musky smell of his crotch every time my motion took me towards him, to
the pleasant texture of his shaft; veins and all. I was also acutely
aware of my outfit for some reason; the sensation of the bra wrapping
tightly around my chest, the clasps in the back slightly irritating,
firmly holding my 38C breasts in place, the silky feel of the skirt
swooshing over my freshly shaven legs. Most of all though, my hair and
hoop earrings caught my attention, as I could hear the gentle swish and
clatter of the two as I bobbed my head up and down, up and down. After
what seemed like an eternity, he reached down and grabbed my head,
holding me in place. This I wasn't ready for. His load exploded in my
mouth, overflowing it with his seed. He came for at least 30 seconds,
all the while holding me in place as I looked up at him, a small run in
my mascara forming from the gag reflex. He pulled out with a pop and
snapped one more picture, a picture of me with a mouth full of his seed.
A few drops rolled out and landed on the black strap of my dress. I
didn't know what to do, I looked up at him and he smiled. I smiled back,
then I swallowed. The taste wasn't that bad, I actually kind of liked
the flavor; almost sweet, somewhat salty, indescribable really. Suddenly
the realization of what I'd just done washed over me. I had become a
cocksucker. I had given a man a BJ. I was gay. I didn't know if I
wanted to do it again or not, but the bulge in my panties told me all I
needed to know about my first time; I loved it. I stayed on my knees
while he zipped his pants and prepared to leave the room. He had one
final indignity to serve me though as he exited. My male clothes (my
only pair of male clothes) were lying on the dresser next to the door.
While I sat still, basking in the glow of the feeling I was experiencing,
he picked up my clothes, and took them with him, exiting with a smile and
a wink. The reality of the situation didn't dawn on me at first. I was
stuck in this hotel room, with no male clothing, and semen dripping down
my dress. I ran outside onto the balcony just in time to see him getting
in his car. In my most feminine voice possible, I yelled, asking for my
clothes back. He replied, "the way you suck dick, trust me, you're
better suited in that dress". With that, he got in his car and drove
away.
I returned to my room, still rocked from the multitude of feelings I was
experiencing, trying to grasp a plan as to what I should do. It was a
Friday night in a college town and still early enough that going to the
store to buy new clothes would make me look rather foolish (and whorish
for that matter), but I couldn't leave the next day in a cum stained
sundress. The sudden realization that I really didn't want to change
back also hit me, as his words echoed in my subconscious. "You're better
suited in a dress." I said it aloud a few times, further reinforcing
what I had done just moments before.
I went to the bathroom and wiped the remnants of his seed off my dress
and cheek as best I could. I went to my bag, packed with a few other
feminine items, but none appropriate for a late-night shopping trip and
absolutely nothing male-oriented at all remaining. I decided this was my
best bet, and I grabbed my car keys, wallet and cell phone and headed for
the door. I had never been outside (other than my frantic attempt to
retrieve my male clothes moments earlier) before while dressed, yet the
thought of the evenings events gave me a sort of twisted confidence. I
didn't think I was passable, not totally anyway, though I was obviously
good enough to give a man a great time. I went outside and slowly made
my way to my car, passing nobody as I unlocked it and climbed in. I
pulled out of the parking lot, and carefully made my way up the street to
the local wal-mart I recalled passing hours earlier when I arrived in
town; back before I became a woman, a sissy, whatever you wish to call
it. It seemed like a different life now. I arrived at the store to find
it still rather busy; mostly drunken college students getting last-minute
munchies and this and that's to end their evenings of revelry. I took a
deep breath and walked inside.
Most of what happened inside is still a blur to me to this day. I know a
few people cast unforgiving glances, a few cast desiring ones, but many
were completely impartial to my presence (I blame the 5 inch heels, which
I still wasn't great at walking in). I grabbed a simple t-shirt and gym
shorts, a pair of sandals and ignored everything else. On my way out
though, I made my way to the women's clothing section. Why, I still do
not know, but I felt beckoned to it. I spent at least 45 minutes
perusing everything from the bras and panties, to sundresses, everything
I could imagine. I found a white sundress with a floral skirt that went
well with the unisex sandals I already planned to purchase, and made my
way to the front. After checking out at a self-checkout, I made my way
out to my car and back to the hotel room.
After proudly making my way back to my room, a sudden surge of womanly
pride and self-confidence sweeping over me, I set down and took off my
heels, my calves sore from spending far more time than I was used to in
the symbol of femininity. I noticed a blinking on my IPad; the LED
indicating I had received a message. I opened it up to see a message
from Dave.
Dave: Ready for round 2? Doesn't matter I suppose, I'll be there in 15.
Cathalina
- 19.05.2022
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