Sissy Crissi Chapter 1 One Dreamy Night
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One Dreamy Night free porn video
One Dreamy Night
Like most Friday nights, my roommate Erika would be gone tonight. She
and her new boyfriend, Leroy, were taking off for a private weekend.
Erika and I had met about two years prior, when we were introduced by a
mutual friend. Being fresh off a divorce, I was in need of a place to
stay, and Erika was in need of someone to help with expenses. The match
was perfect, with no complicating expectations.
I did enjoy living with Erika. She was a truly gorgeous female, only
around 5'5", but with long shapely legs, a full round bottom, and
perfectly proportionate breasts. Erika was a fox by anybody's
definition. She was as sexy as they come, and she knew it. Part of a
lost breed of women, Erika didn't believe in being "comfortable." Her
daily attire always included a too-short skirt that accented her
awesome ass and showed just a hint of her stocking tops. From her
strappy heels to her flowing black hair, Erika was all women - hot,
sexy, and confident.
I guess, in all honesty, I was very much attracted to Erika from the
day we met. How could I not be? But alas, Erika was prone to dating
only the most hunky of men, mostly guys who looked like football
players, tall, muscular, and well - manly. Though I've always been fit
and trim, I was not even in the same league. It's not that I'm not good
looking. In fact, many women did find me quite attractive, but my
appeal was always more of a cuteness. Manly I was not. Some would even
say I was a bit effeminate, and Erika was one of them.
Erika and I always got along great, but she did like to tease me. Her
favorite game was to stand erotically close to me while I was seated at
our dining table. She would coax me into turning my chair and then
stand straddling my leg. She would press her yummy breasts against me,
with her deep cleavage right in front of my face. It was all I could do
to keep from grabbing them, from grabbing her fine ass. But that wasn't
part of the game. How I wished she would just take me and make me hers.
How I longed to worship her pussy, to be her slave. Damn, how I wished
I could just be Erika.
But none of that would ever happen. I was who I was, Chris Taylor, a 30
year old guy who loved all things silky and sexy. Erika had no idea of
my fetishes, of my desire to not only be her friend and lover, but to
be her sissy slave. I had many times visited her panty drawer and
played dress-up with her delicate underthings, and with the exception
of that one time when I couldn't get my little dickie out of her
panties fast enough, and I creamed all over her white satin and lace, I
always replaced everything just how I found it.
It was about 6 months ago when I advanced to secretly shaving my body
hair, wearing her skirts and tops, and prancing around and pretending
to be her. Of course her wonderful set of tall, strappy, open-toe heels
were far to small to fit me, but being only 5'7" myself and rather
slim, most everything else fit like a glove, a very tight sensuous
glove. Once I gathered the courage to order some Hussy heels and ankle
strap stilettos online, it was all over. I couldn't wait each week,
hoping that Erika would be off on another of her erotic weekends.
But this weekend was different. Along with my wardrobe, my fantasies
had also grown. When I thought of Erika with one of her muscular hunks,
I inevitably thought about her pleasing her stud, sucking his hard
cock, begging him to fuck her juicy cunt - to burry his meat inside her
and fill her with his manly seed. Just the thought was enough to make
my little clitty grow hard in my panties. But dressed as Erika, with
stocking covered legs, tightly stretched garter, a tight clingy dress
and my come-fuck-me heels - I wanted more. I wanted it all. I wanted to
be treated like a women. I wanted to make a man hard, to feel his cock
grow in my mouth. I wanted to be filled with hot salty jism. Damn, I
wanted to be a brazen slut.
So, it was finally Friday, and with cock in mind, I said goodbye to
Erika and Leroy, and before they were out of our building, I was in the
bath getting ready for my own erotic weekend.
After a quick bath and a light shave, I dried and began my
preparations. I first tucked my little clitty between my smooth shaven
thighs and pulled a pair of Erika's red satin panties up around my
girlish ass. I let my long brown locks down from my usual ponytail,
brushed out the nasty tangles, shook my head from side to side, and let
my hair fall delicately over my shoulders. I was already entering into
a lustful bliss as I fastened the lace trimmed garter around my
smallish waist, bunched my suntan colored stockings, and began to work
them up my soft smooth legs.
All those familiar sensations quickly returned as I tugged the
stockings and stretched the garter straps to hold them high on my
thighs, just below the gentle curve of my rounded ass. I was starting
to feel so completely feminine. I just loved the feeling of silk and
satin, and stockings were absolutely the most erotic of feminine
underthings.
I crossed my legs, admiring my girlish figure in the dressing mirror,
and slowly reached for my Hussies. My hands now shaking, it was
difficult to buckle the straps around my ankles, but once done, the
look was stunning. A slow, sexy, walk and another look in the full-
length mirror and it immediately became all but impossible for me to
continue. My little cockette was now beginning to press hard against
its silky confines. My first thought was to pull her out and relieve
myself, but I wanted my next orgasm to be much more.
I turned my attention to the closet where I pulled out one of Erika's
short flimsy dressing robes. I chose the white one, which was a bit
plain, with three-quarter length arms and a modest amount of lace along
the hem and neckline. Tying it securely around my waist, I sat back
down to get on with my business. Crossing my legs in distinctly
feminine style, with my feet tucked back under my lap just a bit, I
leaned forward and pulled myself to the mirror.
Putting on my nail polish was one of my very favorite rituals. The
scent, the bright colors, it all just shouted female. I had always been
so jealous growing up. Girls always got all the pretty things, all the
smooth and sexy things, the polish, the makeup, the silk, satin and
lace, and somehow the scent of polish brought all those sensations into
my mind. I picked the brightest red polish I could find. I wanted the
most whoreish look I could get. Taking a deep breath, I tried to calm
myself and started brushing the crimson paint on my pinkie, but before
I could finish a single nail, I had to stop. The feel of the stockings,
the electricity that pulsed from my breasts to the tip of my clit was
just too much. I felt like I was going to wet myself before I even got
dressed.
I quickly uncrossed and spread my legs, and tried to think of things
not erotic, things not feminine. After a few minutes, I was ready to
continue my transformation. I slowly walked to my dresser, making sure
to minimize how much my clitty rubbed between my legs. I took out my
favorite red satin and lace bra and fastened it around my tummy.
Pulling it up around my small male titties, I adjusted it into place,
then reached for my silicone breast forms and filled out the C-size
cups.
Another look in the mirror and wow! Oh my goodness, I wanted to fuck
myself! I was looking at a sexy young, well-built woman, dressed in her
sexy underthings. From the 5" red patent leather heels to my long brown
hair gently swept half over one eye, I looked hot.
I eagerly returned to the vanity to finish my preparation. Fifteen
minutes later, I finished painting my nails. After a short bit of
admiring my handiwork, stretching my arms and fanning my fingers,
setting the brilliant red tips spread on my stockinged thighs, I was
again ready to continue. Makeup was next, so I returned to enhancing my
look. I had been playing with makeup for some time now, and had become
rather good at it. I started with my eyes, curled lashes, mine were
unusually long, mascara and liner. Next came a slightly heavy
application of light and darker blue shadow. After a light foundation,
some hider, and just a hint of blush, I was ready for my Angel Red
lipstick. I did love everything about lipstick - the look, the taste,
the telltale traces.
Another walk to the dressing mirror, this time fully enjoying the
sensations between my legs as a minced across the floor, one foot in
front of the other - I stood in front of my reflection and struck pose
after pose, each that of a beautifully sexy woman. I was now ready to
complete my transformation and enjoy my first ever time out in femme. I
would try to avoid any close contact, but I so wanted to just walk down
a street, to feel the cool evening air under my skirt, to maybe turn a
head or two.
I hurried back to the dressing table where I started curling my hair,
not too much, just enough to get that distinctly feminine look. A white
ribbon choker, long drop pearl earrings, and a quick spray of my
favorite Erika scent, and I was ready to dress.
I chose a too tight, too short, very clingy white cotton stretch skirt
and a blousy short sleeve button top of matching color. With the
buttons opened one too far and the large collar turned slightly up in
back, I chose a wide red belt and buckled it around my waist. A
bracelet to match my dangling drop-pearl earrings, and I was ready and
eager to find what the night would bring.
I readied my purse, placed my coat over the back of the couch, and sat
down for a glass of wine and a cigarette to calm my nerves before
leaving. I was shaking with anticipation as I took my first sip. The
bright red lipstick, first on my wine glass and then on my cigarette,
was a reminder of my sluttish look. I crossed my legs and lost myself
in a state of feminine bliss.
Sitting there, legs crossed, stockings peaking out from under the tight
fitting skirt, gazing at the strappy heels at the end of my soft
feminine legs, I began to imagine my strong lover. A masterful man with
a large cock that would make me his sissy. My head began to spin as my
clitty hardened and my thoughts raced. I could see his large cock in
front of my face. I could taste his heavenly jism. I closed my eyes,
spread my legs, and reached to touch myself.
Just then the front door swung open. It was Leroy. I quickly pulled my
hand from my crotch, pulled down my skirt, crossed my legs, and still
tugging my skirt to try and hide my stockings, starred up at him, like
a dear caught in the headlights.
He looked my way immediately upon entering the room and my stomach
started to turn. "Who the hell are you and what are you doing here?
He hadn't recognized me. "My name is Nikki," I said in the most
feminine voice I could muster. "I'm a friend of Chris's."
"And where is the little fag?"
"Fag?" I had never done anything to make Leroy think I was gay, had I?
"Chris had to run a couple errands. He said I could wait here for him.
That's not a problem, is it?" "I can leave if you like..."
"No, not a problem. Don't worry your pretty little head about it,"
Leroy said softly as he approached the far end of the table.
"So, are you Chris's girl?" Leroy's tone seemed to suggest more than
mere small talk. Was he coming on to me? As he moved closer, around the
corner of the table, I could plainly see the bulge in his pants. Erika
had many times told me about her love making with Leroy, and it was
obvious that she had not exaggerated. My mind raced as my eyes fixed on
the hulking figure moving toward me. I pictured myself on my knees,
servicing his monster cock, on his feeding me all 10 inches, filling my
hungry mouth with his yummy treat.
Leroy now towered over me, standing only a foot away. "So, you like
dark meat, Sweetie?"
Oh my god! "Excuse me," was all I could think to say, "I'm not that
kind of girl."
"Give me a break, you haven't taken your eyes off my cock since I
walked in the door." Leroy leaned down and put his hand on my stocking
covered knee, looking me straight in the eyes, he pressed the issue,
this time in a commanding tone, "now don't play shy, tell daddy how
much you want his big black cock."
"Oh my god," I thought, and without thinking, I glanced down at the
monster in his pants once again. Oh shit, I was proving him right. I
looked away quickly, grasped the seat of the chair with both hands, as
if to brace myself, and sat speechless. I thought to try and get up,
but unless that was Leroy's plan, it wasn't going to happen. For the
first time, the situation was actually beginning to scare me a bit. I
shifted in my seat and leaned slightly away from the muscular black
stud. The sight of his large hand now resting on my stockinged thigh
got my attention. Starting at his hand, just below my skirt, I looked
down to the high-heeled sandals on my stocking covered feet. I felt the
strain of my lacy red garter straps pulling across my smooth shaven
ass, as I became aware of the wetness beginning to form in my panties
from my hardening sissy-clit.
I could smell his slightly liquored breath as Leroy, in an oddly gentle
way took his free hand and placed it under my chin, and softly raised
my head, turning my painted face. Again he looked me in the eyes. His
voice was soft, but his words were anything but. "Now listen to me,
Sweetie - we both know that there's nothing you want more than this big
nigga cock in my pants, so stop playing fucking games, bitch." Taking
his hand from my knee but holding my face to keep his gaze, Leroy
reached forward, pulled my hand from the seat and pressed it firmly
against his bulging manhood.
"Feel it, slut!"
"It's all for you."
"You're making daddy all horny, and you better do something about it."
His cock had indeed begun to swell and even semi-hard, it was already
much larger than my little sissy dickie. It was easy to see why he was
a powerful, manly stud, and I was a pathetic little wannabe slut. I did
want his hard cock, and we both knew it. I felt through his pants,
grasped his growing shaft, and without conscious thought, licked my
bright red lips. That was all the signal Leroy needed.
Releasing my chin and holding my hand firmly against his crotch, Leroy
took a step back, pulling me up out of the chair. As I rose, I felt his
free hand begin to push down my shoulder. I briefly tried to resist,
but he easily overcame my feeble attempt.
"Don't fight it, bitch - you know where you belong." Now with increased
pressure, he forced me down onto my knees. I looked first at the vivid
red paint on the nails of my hand, still wrapped around his now hard
cock, then down to see my skirt hiked high on my thighs, my stocking
tops fully exposed. The wetness between my thighs became increasingly
evident as I contemplated my situation. Leroy released his hold on my
hand and lifted my chin once again. I looked up to meet his gaze.
"You know you're my bitch now, so stop fucking around!"
"I wanna see those slutty red lips wrapped around my big black cock."
"You know you want it..."
A thousand thoughts raced through my head. He was right, I did want it,
more than anything, but what would he do. He was sure to find out who I
was. What would he do when he found out that a guy was sucking his
monster cock? What would he tell Erika? What would Erika think? What
would she do? I did have a life outside of playing sissy slut. Oh my!
Trembling and shaking, I hesitantly reached for Leroy's zipper, but as
I began to pull his zipper down, it occurred to me that there would be
no return, no way to turn back. If I went any further I would be
committed. I tried to think rationally, but I wanted his hard black
cock and I was going to take it. With his zipper now down, I spread the
fly of his pants and his monster cock pressed out against his boxers. I
quickly unfastened his waist button, pulled on his shorts, and out
flopped his massive tool. I came face to face with possibly the most
gorgeous cock in the world - long and thick, with a huge cut head. It
wasn't even completely hard and was already every bit of 8 inches long.
I lustfully reached to hold it in my whoreish hands. Grasping the long
hard shaft with both hands, I began to fondle it lovingly. I placed my
thumbs against the heavily veined underside while I wrapped my fingers
around its thickness and began to massage its length. The sight of my
long red nails holding his masterpiece cock sent shivers down, deep,
between my legs. My clitty twitched as I struggled to keep from
creaming my panties. I leaned forward, puckered, and placed a slow
sensuous kiss on the large bulging helmet head of his now fully erect
cock.
Pulling back for just an instant, I admired the sight of my bright red
lipstick prints on his turgid head. Another tingle in my sissy nuts and
I again leaned forward, this time extending my tongue and lapping at
the tender underside of his cock head. I ran my tongue up and down its
length, lustfully wanting to taste every bit of his manly monster. I
stopped again at the large bulging head and took it into my mouth, my
lips barely fitting around its massive girth. Wrapping my lips tightly
around his hard shaft, with his head now in my mouth, I sucked and
rubbed my tongue against the sensitive underside while I continued to
massage his shaft and balls.
The more I took of his cock, the more I wanted. I would let it out of
my mouth only to slavishly lick along the length of his shaft, each
time stopping to pay homage to the oversized head, and then back down
the long shaft again. I eagerly slurped around the bulbous head,
swishing my tongue as I gently squeezed his massive nuts and took the
giant cockhead back into my hungry mouth. Now holding onto his muscular
thigh, I held myself to him as I stopped to gently lick his hairy nuts,
taking one in my mouth, all the while massaging his raging hard-on with
my other hand.
I tossed my long curls behind my shoulders, and then grabbed his hard
pole again with both hands. I separated my painted lips and forced the
large cockhead into my hungry mouth, this time for keeps. Taking first
just the head, then another couple inches, I slowly began to take more
or more of his monster inside me. I had long practiced on dildos but
none had been so large. With little more than half of his huge cock in
my mouth, I began to choke. But no matter, I wanted his cock, all of
it. I wanted Leroy to fill me with his manly spunk.
I began to bob up and down as I tried to take more and more of his rock
hard rod down my throat. With each bounce I got my reward as his
wonderful cock filled me more and more. Then Leroy suddenly reached
down and grabbed my head. Holding tightly onto my long brown locks, he
held my head firmly as he started pumping his cock down my throat.
"You like my big nigger cock, don't you cunt?"
He was pumping harder now, his balls slapping my face as he drove his
10 inches down my throat. I held onto his thighs and tried to breath
through my nose as he continued to pull his cock, almost from my mouth,
and then drive it deep, again and again.
"I'm gonna fill you full of cum, bitch"
"You hear me, cunt?
He grunted as he repeatedly drove deep into my waiting mouth.
"You gonna be my cumslut, you fucking sissy bitch!"
What, he called me sissy. Where did that come from? He knew? He knew
and he still came on to me? Oh fuck, Erika would soon know. She was
going to be pissed!
Thrust after thrust, he held my head so I couldn't move, as he raped my
mouth. Minutes went by and he continued to fuck my face, yelling
obscenities the whole while.
"When I'm done fucking your mouth, I gonna take that tight little ass-
pussy of yours."
"You want that, bitch"
"You want my hard cock buried in your sissy ass-cunt?"
"Course you do, you fucking whore, you fucking faggot slut!"
I felt my little she-cock grow harder with each demeaning outburst,
with each pounding thrust. I held onto his muscled thighs and tried to
pull myself to him. Arching my pantied crotch toward him, I began to
grind my hips to the rhythm of his onslaught. I wanted more. I began to
moan loudly with each ensuing thrust. There I was on my knees, dressed
like a cock-hungry whore, being face fucked by a brute of a black stud,
and all I could think of was the gorgeous cock filling my mouth and the
wonderful load it was about to feed me. I was in sissy heaven.
Leroy's pounding suddenly began to change pace and his thrusts
deepened. I knew he was about to spend his precious seed. He pressed
deeply, crushing my face to his groin, and penetrating unknown depths
of my open throat. With his cock buried deep, I felt his first powerful
blast. Too deep to taste, the sensation was like a huge flow inside my
throat. I clasped his thighs in preparation for the next blast, but
Leroy pushed himself from me, pulling his cock from my throat. With his
large engorged head now in my hungry mouth he let loose a second
massive burst of steamy jism. Completely filling my mouth, I squeezed
my lips tightly around his hard shaft to try and save every drop of
salty cum. But Leroy continued to pull out, forcing his cock from my
mouth.
I swallowed and then I tried to lunge and get his cock back where it
belonged, but Leroy held my head away. I opened my mouth and extended
my tongue in a vain attempt to again taste his manhood, but Leroy kept
me at bay. Holding my head with one hand and his massive cock with the
other, Leroy yelled, "wear my cum, cunt!" as he released his next
stringy stream. I moved to try and catch as much as I could in my
mouth, but the huge wad struck my eye and stringed down across my nose,
with the last little bit finally finding my waiting mouth. Twice more
Leroy shot his salty load and twice more I caught all that I could in
my hungry mouth, greedily swallowing all that I caught.
"You sure are one cock hungry little sissy bitch," Leroy said, half out
of breath, as he released his hold on my head. I immediately leaned
forward and took his still hard cock in my hands and drew it to my
mouth. Licking the head and then along the shaft, I lapped up all the
cum I could find. I was in sissy ecstasy and wanted every last drop. I
took him in my mouth and savored his fleshy presence one more time. As
I released his now softening cock from my mouth, I licked the head like
a lollipop, and sat back with my pantied ass resting on my heels,
swirled the last bit of manly cum around in my mouth, and reached my
hand between my legs.
I was soaking wet. My man had brought me to orgasm without ever
touching my little sissy clit. I gently rubbed my still swelled clitty,
and with my panties filled with my sissy cream, sat there tasting,
smelling, savoring. I closed my eyes to briefly relive the mind
shattering experience. Now I was, a sissy cumslut. I was truly
somebody's bitch, and I loved everything about it.
Should I continue?
Libbie
- 06.01.2022
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