Three Times a Lady

by An Awful Cad © 2009 Mf mf oral


Disclaimer: It’s porn. Don’t read it if it might offend you, if
it's illegal for you, or if you have an actual or mental age of
less than 18.


*  *  *  *  *  *  *  *


I hardly knew her.  We hadn’t spent more than a few hours
together in our whole lives.  And yet three times she gave me a
gift you can only give one person in your whole life.


*  *  *  *  *  *  *  *


1) Her Innocence

It was the spring of my freshman year in college.  My little
sister Eve, a senior in high school, was the captain of the drama
club, and had directed a school production of Guys and Dolls. 
She begged me to come back for the opening night, so, even though
I still had six weeks of school and finals to complete, I took a
long weekend and made the four hundred mile trek back home.

The show was impressive for a high school production.  The
performances were mixed, as to be expected, but my sister did a
great job of directing.  The pacing, scope and coordination of
the elements were all excellent.  Afterwards, I caught up with
Eve backstage.  She was surrounded by a throng of admirers,
beaming from ear to ear, and weighed down by an armload of
flowers.  Nonetheless, she squealed and charged through the crowd
when she saw me.  Throwing one arm around my neck, she hugged me
and gushed, “I’m so glad you came!  How did you like it?”

“It was awesome, sis!  You did an incredible job.  Truly
incredible.”

“Well, it was no West Side Story, but it was okay.”

I had directed West Side Story two years earlier to much critical
acclaim.  My drama teacher and principal both wrote me college
recommendations mentioning the production, which may have been
responsible for me getting into that fine academic institution to
which my parents were currently paying fifty thousand dollars a
year.

I demurred politely and realized that there was a crowd waiting
to congratulate her.

“We’ll catch up later at home,” I said, “I’m not going back until
Sunday.

“Oh Jed,” she moped, “I’m going to a cast party in a few minutes,
I won’t be home until later.  I know!  Why don’t you come? 
You’ll know lots of people there.  Cathy will be there.”  Her
best friend Cathy stood next to her, helping carry the many
bouquets of flowers.  Cathy was a pert, preppy blonde with
angular, pedigreed features.  She was a fine specimen, and she
had appeared in my erotic thoughts with some regularity
throughout high school.

Cathy smiled wanly.  “Yes, come on Jed!  It’ll be cool.”  It was
much harder to blow her off, as I had been planning to do to my
sister when I heard of the party.

“Umm.  Okay, I guess,” I stuttered.

“Great, you can ride over with me,” my sister piped in quickly.

After a bumpy and awkward ride, jammed in my sister’s Civic with
Eve and two other girls from the production, we arrived at the
local church hall.  There was a surprisingly large group there
milling about the hall.  But with all the students I could only
see one or two faculty members.  Perhaps that was supplying the
energy which ran through the crowd.

There was cake, punch and the original cast recording.  I took
the cup of “bug juice” proffered by the seventy-year-old
librarian, who didn’t seem to recognize me as a former student. 
There was a certain electricity in the crowd that caught my
attention.  The level of hilarity and the volume of the ensuing
laughter made me think that some of the high schoolers were
spiking the punch, but wasn’t readily apparent where or how I
could get my hands on a dosed cup.

Within seconds of arriving, my sister got caught in a maelstrom
of congratulations and was pulled away from me.  Or perhaps I ran
away from the swarm of screeching friends and frenemies
surrounding her.  Either way, I soon found myself wandering alone
at the edge of the party, sipping my Kool-Aid and feeling awkward
– an outsider at this jolly gathering.

I had made two and a half circuits of the packed hall and was
just noticing that the enthusiasm level within the room had
seemingly dropped considerably.  I took another sip of the sickly
sweet punch and gazed at some of the other wallflowers crouched
around the edges of the room as my mood sank to match the energy
of the party.

That’s when I bumped into Janine, Cathy’s little sister.  I had
seen Janine a few times when picking my sister up from at the
mall or from Cathy’s house.  She had never made any impression
before, but the year since I had last seen her had produced some
changes.

Janine and her sister lived in the next town over.  Janine was a
sophomore, barely out of braces, still dreaming of her sweet
sixteen.  In another time she might have been a debutante.  Now
she was just a pampered WASP kitten.

She was pretty, but still not fully formed.  Awakening, but not
fully aware of her budding attractiveness.  She shared her
sister’s blonde hair and angular features, but wore a slightly
awkward and ill-fitting navy-blue pleated skirt and blouse that
looked like it might have been my mother’s idea of a party outfit
twenty-five years ago.

“Hey,” I grunted nonchalantly.

“Hi Jed,” she replied shyly, “Your sister and Cathy did an
awesome job!”

“They sure did,” I answered, then, not wanting to discuss the
play again, I asked, “You know any of these people?”

“Know?  Yeah, I know who they are.  None of them are my friends,
though.  They’re older.  Juniors and seniors.  Mostly cool kids.
A few A/V geeks.”

“If they’re cool kids, what’s up with this party?  It seems kinda
lame.”

She laughed, then blushed immediately, apparently embarrassed by
her response.  “It seems that way doesn’t it?”

She gazed furtively around the room looking to see if anyone was
watching us and hastily blurted out her next conversational
gambit.

“I did notice that a lot of people have been going through that
door over there and not coming back.”  She nodded in the
direction of a door off the hallway at the other end of the
rectory hall, partially hidden in the shadows.

Janine looked at me with what was probably an attempt to look
coy, but came out as an even more furious blush.  “Want to go
check it out?” she blurted.

I considered briefly the faux pas of hanging out with the little
sister of one of my little sister’s best friends, but I had
nothing else to keep me there, and was intrigued by the mystery.

“Sure.  Let’s check it out.”

We slowly passed around the edges of the hall, avoiding eye
contact with the collection of losers perched on the sides, until
I could see the front of the mysterious door.  There was a small,
hand-lettered sign which read “Rainbow Room”.  I put my hand on
the knob and looked at Janine one more time.  She cupped her
hands to her face and blew into them as if she was cold, but she
did not return my questioning stare.  I pulled the door open and
found a stairway, descending to the basement.  There was no
indication of what lay below.

“Let’s go,” I said, and began to descend the stairs.

At the bottom of the stairs a long, dim hallway ran the length of
the basement, with numerous doors leading off into darkened rooms
that looked like they might have been classrooms of some sort. 
There appeared to be a light at the other end, and some noise.

We crept down the hallway, like two characters in the Nancy Drew
mystery that I imagined sat on Janine’s bookshelf at home in her
room.  At the end of the hallway a door branched off to the right
and inside we found a small crowd of people standing with their
backs to us, focused on something in front of them.  We crept up
behind the wall of people and peered over the heads on one side.

This is how I found myself huddled in a dark corner of the
rectory basement, companion of a blonde teenager who didn’t even
have her driver’s license yet, watching a blow job competition. 
The cool, older kids were lined up on the stage of what was some
sort of meeting room.  At the back of the stage were heavy velvet
curtains and two flagpoles with the US and state flags, as well
as columns of stacked chairs.

It was hard to tell what was going on, especially since I was
captivated by the sight of not one, but two teen beauties on
their knees blowing two fully dressed classmates.  I didn’t
recognize them, except by type.  They could have been any of my
sister or Cathy’s friends.  Young, pretty, straight dark hair
pulled away from their faces with various hair accessories.  They
also had matching looks of determination on their faces as they
pumped up and down on the two boys’ cocks.  I briefly wondered if
my sister or Cathy ever participated in this kind of party game.

There was a small pack of girls gathered onstage behind each of
the fellatrices.  In front of the stage there was a gathering
crowd of both boys and girls.  It seemed that two teams of girls
were competing to suck off the most boys in fifteen minutes.  Two
of the girls had even taken their shirts off and were topless in
front of the crowd.  I wasn’t sure if it was to earn the favor
and cheers of the crowd, which it certainly did, or to prevent
stains from the uncontrolled emissions which were sure to erupt.

The one with the long wavy hair and plaid ruffled skirt began to
demonstrate her truly masterful technique.  She wet her plump
lips and plunged her face down on her partner’s straining cock,
pausing only when his balls were resting on her chin.  She paused
for a moment, either to let her throat adjust, or to let her
audience savor the sight of her accomplishment.  She began
pumping her face up and down on the youth’s glistening pole,
slowly at first, always taking him to the root, and building
intensity until she was jerking her head up and down like some
sort of spastic penguin swallowing an endless stream of herring.

I turned to Janine to gauge her reaction and found that she
wasn’t even looking at this incredible sight.  Instead, she was
staring – with laser intensity – at the pig-tailed contestant. 
She too had swallowed her man’s tool all the way to its base. 
Then, with the shaft still lodged in her throat, she snaked out
her tongue and began caressing his bulging ball sac.

Her tongue was practically prehensile in its abilities, and I was
awed by her technique, but I turned to check Janine and was
stopped short by what I saw.  She was transfixed by the scene in
front of us.  Her nipples were clearly straining the fabric of
her cotton blouse and she was wringing the edge of her pleated
skirt.

Her slack jaw and glassy-eyed gaze would have clued me in
anyways, but somehow I already knew that Janine was transfixed by
the spectacle – utterly in awe of what she could see.  A thought
crossed my mind, ‘We want the same thing.’

I sidled up to her and placed my hand on her shoulder, breaking
the trance and causing her to look up with a furtive, guilty
glance, and then look down and begin an intensive study of the
carpet at her feet.  Leaning down until I could smell the gentle
aroma of her shampoo, I whispered in her ear.  “I bet you wish
you were on one of those teams,” I insinuated.

Her head whipped up.  “What?” she replied, shocked, “Never!  I’ve
never su-.”  She bit her tongue, ending her outburst and
confirming my suspicions.  “I’d never do that.  Look at them – in
front of all these people!” she said with a furious blush that
turned her entire face a shade of scarlet that was visible even
in the darkened corner where we hid.  I noticed she once again
couldn’t take her eyes off the action, however.

I knew what I had to do.  “Come with me.”

I grabbed her hand and five quick steps later pulled her into a
side room.  It was some sort of “sewing room” but it had carpet,
and decent light coming in from the window to the backyard.

“We’ll have our own contest.  No one else has to know.”

Janine shook her head no, but said nothing.  I placed my hands on
her shoulders and found her trembling.

“It’s OK,” I said gently, “You’ll do great.  I think you want to,
don’t you?”

I turned her by the shoulders and pointed to a spot on the floor

“You go here…”  I soothed and gently guided her to the area in
front of a small chair like the ones stacked up outside, “and I
go here.”  I moved myself directly in front of the chair.  I
looked into Janine’s eyes.  She held my gaze for a second, but
looked away.  It only took a nod from me and the slightest
downward pressure on her shoulders to get Janine to sink to her
knees in front of the chair like the girls on the stage.

Without further ado, I unbuckled my corduroys and unzipped my
fly.  “Take it out,” I instructed Janine.

She didn’t hesitate.  She leaned forward and began fumbling with
the gap in my boxers.  She reached in and grabbed my engorged
cock, wrestling it through the gap roughly.  It flopped loose
with a stiff bounce, and I swear to God – she licked her lips!

I held the back of her head and pulled her closer to my groin. 
There was no resistance.  We were following the contest script,
so there was no hesitation.  I held my cock out straight,
pointing at her and she fell on it immediately.

But it was obvious she didn’t know what to do.  She licked the
length of my pole once, then again.  Her eyes were closed and her
tongue was out stiff, seemingly as much in defense as attack. 
She took another swipe along my shaft ending at the tip of my pee
slit.

I took the opportunity to change the angle slightly and thrust my
cock into her pretty parted lips.  Her eyes opened wide with
shock and fear as soon as my cock hit her tongue, even though
only the head was inside her pretty mouth.  She relaxed slightly,
realizing it was time to get serious.

I savored the sight of my cock in her young mouth.  Her first
taste of cock.  Her innocence gone.  Transformed in one thrust of
my cock from a sweet girl to a harlot.  It was an honor, really.

Her mouth closed around my pole, but she made no movement. 
Despite the recent tutorial we had watched, she didn’t know what
to do.  I held her ears and thrust forward, driving my schlong
deeper into her oral cavity.  It was incredible.  Blissfully
incredible.  I could not contain myself and erupted
involuntarily.

“Yessss!” I hissed, “That’s good!”

Her cheeks hollowed as she sucked in her breath.

“Oh yeah.  Suck it!  Take it deeper.  Yes!”

Having recovered her wind, Janine responded to my encouragement.
She glanced momentarily out from behind her tousled bangs into my
eyes and then looked away shyly.  She began to suck harder, more
wantonly.

We could hear the contest going on outside our door.  I thrust
away into her mouth and gave her periodic instructions.  “Make it
wetter.  Suck harder.  Lick my balls.”  Every now and then a
cheer would go up as one of the teams outside the door satisfied
another happy customer.  Janine’s enthusiasm grew with each new
slurp, and, although her skills were not up to par with her
fellow competitors, the passion she displayed was truly
inspiring.  I was certainly inspired.

“Stop.  Take your shirt off.”

Janine froze at once and looked up at me with my cock still in
her mouth and the most mind-bendingly sensuous look of desire and
innocence on her face.  She took her shirt off.  She was wearing
a small white cotton bra, which she unfastened without being
asked and shrugged off to reveal her perfectly nubile young
breasts.  The bra was clearly superfluous.  Two magnificent half
globes called out to me in their flawless beauty.

I wanted to answer the call, but had other business to take care
of, so with real regret, I pushed the thought of her stiff young
nipples on my tongue out of my head and pulled her face back to
my crotch.  She went willingly, maybe even enthusiastically and
soon I was again churning her slick mouth with my pole.

Suddenly the yelling became more urgent.  Someone was shouting
out numbers:

“Sixty Seconds!”

It was time to get serious.

“Thirty seconds!”

I began to thrust forward each time Janine bobbed her head on my
shaft, driving my log deeper into her untrained mouth.

The crowd began chanting: “Ten…  Nine…  Eight…”

I was completely inflamed with lust and was now gripping Janine’s
head tightly with both hands pumping her face up and down on my
cock in time with the chanting crowd.

“Five… Four…”

My climax was unstoppable, and I could feel the surge rush
through my veins and explode simultaneously in my groin and
hypothalamus.

“Two…  One!”

I erupted, pulling her face tight against my crotch as I fired
several fat jolts of semen directly into her throat and the crowd
went wild.  She gagged and retched almost immediately.  I could
feel her desperate spasms both in my hands and in my cock as she
tried to pull away.  I was paralyzed with pleasure and unable to
let her lift her head from my crotch.  Her frantic convulsions
coaxed yet another load from my spurting pole.

As if released by a giant magnet, I pulled back with a jerk,
removing my cock from Janine’s windpipe but leaving it still deep
in her mouth.  With the plug removed from her throat, she gulped
furiously, taking in air and cum simultaneously.  She spat up a
wad of mucous which dangled off the underside of my balls.

She looked up at me with watery eyes, a mouth still stuffed full
of cock and her lips visibly smeared with my jism.  I held her
gaze for several long seconds, as my balls continued to drain
into her mouth.  Stunned, Janine gathered herself and made a
Rocky-esque final round comeback.  Closing her eyes, she slowly
slid back down my shaft, sucking the still throbbing meat deeper
into her wet cavity and drawing out the last of my seed.  For a
rookie, she had given a shockingly porn-worthy performance.

When my eruption had subsided and I regained a measure of my
composure, I released her head and pulled my now-sensitive cock
from her lips.  Being the gentleman that I am, I offered her a
scrap of fabric from a pile next to the sewing machine to wipe
her face.  She took it but turned away to hide her face as she
wiped off the mess.

Janine stood up and hastily shrugged on her shirt, without
putting on her bra.  She glanced towards the door while she
fumbled with the buttons.  Seeing her intention, I stopped her
with a question, “Do you want to open that?  We’d better wait
until everyone leaves, don’t you think?  People might get the
wrong idea.”  Of course, what people would get was entirely the
correct idea, but that was beside the point.

She looked even more scared now, now that I had pointed out the
possibility of getting caught.  We could hear a lot of noise from
the other side of the door.  Apparently the winning team was
receiving their prize.  The sound was muffled, but we could hear
occasional laughter, shouting and people moving about the room.

“Come here,” I said, “we’ll listen until the coast is clear.”  I
held out my hand to invite her closer to the door.  We sat there
quietly in the half dark for five long minutes, with our ears
pressed to the door, listening for the noise to subside.  At
least she was.  We were inches apart in the sewing room,
practically spooning, and I could feel the heat and smell the
slight musk coming off of her.  I looked at the delicate beauty
of her ears and the smooth expanse of skin on her neck as she
craned it towards the door, and realized that only minutes ago I
had gripped those ears and stretched that teenaged throat with my
lusty cock.

That same cock lurched in my pants and began a resurgence.  I
cast my gaze over the rest of Janine, noticing the long fine hair
draped over her smooth, naked shoulders, and observing the swell
of her budding breasts under the soft fabric of her chemise.

I reached out and gently put my hand on her shoulder, completing
the embrace.  She shivered but pushed back into me gently.  I
moved my hand and placed it on the soft swell of her small
breasts.  I caressed her gently, cupping the budding mound and
sliding my hand up to her stiff nipple.  I rolled it lightly
between my fingers, feeling yet another shiver pass through her
back.

She stood up and faced me.  My cock, now fully rampant, jutted
through my trousers, which I had yet to button fully.  Her eyes
went to my cock and then to my face.  “Do you think it’s time to
go yet?” she whispered hopefully.

Just then there was a scrape from the other side of the door, as
someone banged into a chair.

“I don’t think so,” I said softly, “I think it’s time for round
two.”

Janine gave me the most incredible look.  One that revealed both
desire and revulsion.  Need and fear.  Pride and humiliation.  To
this day I have never looked into someone’s eyes and seen more
clearly into their soul than I did that moment with Janine.  She
sank to her knees again.

This time I wasn’t as frantic.  It was a more conventional blow
job.  I still needed to guide her head up and down on my shaft,
but this time I was simply providing gentle guidance and positive
feedback, and not just using her as a skull-fuck receptacle.  She
seemed pleasantly surprised by the pace and began to relax.  Soon
I could even detect a trace of enthusiasm on her part, in the
form of a subtle but noticeable increase in slurping on her part.
 Bingo.

I also noticed how quiet it had gotten on the other side of the
door.  It was the quiet that allowed me to hear clearly how she
made a wet slurp with every upstroke.  Well, Janine didn’t seem
to be in too much of a rush now anyway.  I pulled my hands from
her ears to get a better view of her face.  Through the veil of
dried saliva, cum and tears she wore I could see that she would
be prettier than her sister.  Of course, with my cock in her
mouth, Janine had a definite advantage with this judge.  Even
with no hands on her ears, Janine kept on pumping her mouth
slowly up and down my shaft on her own.

This time I could take my time and enjoy not only the incredible
sensations, but also the incredible circumstances.  I’m not
exactly an old codger, but even I could appreciate the rare
beauty of the sight before me.  The gorgeous teenager, a ripe and
unblemished peach, who had never before so much as seen a man
naked, was on her knees, with my cock in her mouth – for the
second time.

That thought stimulated my deepest pleasure glands, and a warm
glow began to spread throughout my cerebral cortex.  I felt the
beginnings of a massive explosion.  Just then, through the
suddenly morgue-like basement, came a voice calling in the
distance

“Janine!  Janine, are you there?  Your mother is here to take you
home.  Janine!”

Janine tried to pull away, but I wouldn’t let her.  “Not now,
baby.  I’m almost there.  Here, get ready.  And look at me.”  She
went momentarily limp as I placed my hands back on her ears.  She
looked up at me with wide, crystal eyes open and unwavering.  I
again had the uncanny feeling of looking into the depths her very
being.

It was a remarkable feeling, but I was too far gone in the throes
of lust to contemplate the cosmic significance of this
connection.  I had business to attend to, and time was limited so
I took over and fucked her face forcefully, although without
plugging her throat, until I erupted again, spraying my seed into
Janine’s sucking mouth in a cathartic burst.

It wasn’t as explosive as the first one, but it was a very, very
pleasant orgasm.  It seemed to ripple through my spine for quite
a while and I was surprised by the amount in this second batch. 
Apparently so was she.

She dutifully sucked my pulsing pipe until the spurting stopped.
Then she stood up and swallowed, but as she wiped the back of her
hand across her face, she drooled a long strand of my spunk from
the corner of her mouth.  She swiped at her lips with the scrap
of fabric still clutched in her hand and lurched for the door.

“Hey!” I shouted.  She hesitated and turned to look at me over
her shoulder.  “You won the contest.”

I thought I detected a slight smile on her face as she ran up the
stairs and out of my life for another four years.

-- End Part One --


Author's Note:
Thanks for reading and please let me know how I did.  This story
is the first part of a planned three-part series.  Comments or
feedback of all sorts will be much appreciated and will be
considered for future episodes.

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