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Message-ID: <54612asstr$1159675801@assm.asstr-mirror.org>
From: "Amnesia" <auto453416@hushmail.com>
Subject: {ASSM} Jack's Whore {Amnesia} [MF swing cons prostitution]
Lines: 374
Date: Sun, 01 Oct 2006 00:10:01 -0400
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   Jack's Whore [MF cons swing prostitution]

   This is an erotic fantasy.  The characters and the situation are purely
imaginary, and this story is *NOT* intended to be a guide for actual
behavior.  Any similarities between this story and actual people, or
between this story and actual events, are purely coincidental.  If it is
illegal for you to access and read erotic fiction, or if you don't like sex
stories, then stop now.

   This story is copyright 2006 by Amnesia.  You may post freely to
non-commercial (free) sites, or in the "free" area of commercial sites. 
Please do not remove the author information or make any changes to this
story.  That does *not* mean that it is in the public domain, nor does it
mean that I give permission for you to use it in advertising.

   Thank you for your consideration.

   Jack's Whore

   It's 10:30 PM and I'm soaking wet from the rain and shivering from the
cold.  I've been hustling on the streets for almost five hours now, but
with the rain pouring down it's very quiet and I only did two tricks so
far. One handjob and a blowjob isn't much to show for.  Jack will not be
pleased when he comes to pick me up in half an hour.

   Not that I'm in the mood to have sex with him right now, being so cold
and wet.  He'll probably just whip me with his belt and then go to sleep.
After a successful evening, Jack and I make love passionately while I tell
him all about the tricks I did for him that evening.  Sometimes he lasts
for hours and we go on screwing each other's brains out until 3 or 4 AM,
knowing that we both will have to get up at 7 AM for our daytime jobs.

   It's not that we need the money from the tricks I pull.  With Jack
working full-time and me part-time in the mornings we have plenty of money
in the bank and cash to spare.  It's just that it excites Jack tremendously
that I have sex with total strangers for money.  It excites me too and I
know that some of my johns dig my excitement, because I have quite a few
that keep coming back for more.  Still, the best part is screwing with Jack
afterwards.

   It all started when Jack and me where in the last year of college.  We
had been lovers for quite a while and there was a kind of unspoken
agreement between us that we would get married after we'd finished college
and secured a steady job.  Jack had already found out that I love to talk
dirty and that I get excited when I'm humiliated a little.  Usually, we'd
go to his room to make love.  His roommate, Ronald, would go out when we
were fucking, so we had the place all to ourselves.  Ronald was a bit of a
geek, but he was a nice guy and kinda cute, in a geeky sort of way.  He
knew next to nothing about girls.

   Jack had started to let me go back to my place without my panties after
we had fucked, his sperm oozing from my cunt.  Very embarrasing and
tremendously exciting that was and I got even more excited when Jack
started to leave the panties I wasn't wearing home on the big sofa in their
common room, so Ronald was bound to notice them when he got back home. 
Jack never gave me my panties back to me after he left them on the sofa and
I was starting to run out, so I asked him what he'd done with them.  Jack
sniggered and said 'I think Ronald collects them.  I think he has the hots
for you and jerks off holding your dirty panties'.  After he said that he
was as hard as ever and the thought of Ronald getting himself off on my
panties made me sopping wet.  We fucked for a really long time that
evening, Jack cumming three times in me in the course of two and half
hours.

   Ronald wouldn't usually leave straight away when I arrived at their
place, we'd just sit and chat for a while, until Jack and I started
exchanging hot looks and Ronald knew it was time for him to make himself
scarce.  Three days after Jack had told me that he suspected Ronald to
collect my panties, Jack asked me - after sex - whether I wanted to show
Ronald a bit of leg or a bit of cleavage when he was still there, in short,
tease him a little.  Jack said that he wanted to give Ronald a little more
to fantasize about than just my panties.  Jack was still inside me at the
time, but soft.  When he asked me to tease Ronald I felt his cock stir in
my cunt.  I probably would have agreed to tease Ronald anyway, but Jack's
cock hardening in my cunt was such a turn on that I didn't hesitate to say
yes.

   So, over the course of the next couple of weeks, the clothes I wore to
Jack's place got skimpier and skimpier and Ronald really got an eyeful. 
I'll grant him that he all took it in stride.  He never tried to grope me
or make a pass at me, even when Jack left the two of us alone for a bit. 
He just looked at me like it was perfectly normal and pretended that he
hadn't noticed a thing.  Yet I knew he was feasting his eyes on me when he
thought I or Jack wasn't looking.  Sex with Jack after he'd left was simply
wonderful.

   One day I had decided to tease Ronald by wearing a tight miniskirt. 
Jack had started buying those eensie-weensie thongs for me to wear so I
could leave them on the sofa.  I thought I'd pull the thong in my slit and
sit on the big sofa in such a way that Ronald would get a good view up my
skirt and see most of my pussy.  When I had prepared myself in their
bathroom, I was already creaming.  It worked magnificently.  After giving
Ronald this view for about 5 minutes, me constantly touching my legs and
milling them about, getting wetter all the time, Ronald got all red in the
face and excused himself.  He went to his room and came out a couple of
minutes later, looking all flustered.  He got out of their place without
saying a word to me.  Ofcourse I left my drenched thong on the sofa after
Jack and I had sex.

   The next day Ronald wasn't there when I came to visit Jack.  I was a bit
disappointed at first, but that soon passed when Jack said he wanted to
have a serious word with me.  Jack said that if his studies weren't shaping
up a lot on short notice, that he would be flunking his final year of
college.  One of the problems was me, because he couldn't keep his mind of
me and our little games, but the main problem was that he really wasn't one
for the books.  Jack's quite smart, but he's more of a charmer and a talker
than the type that sits down, does his job and solves problems.

   He said that he had talked to Ronald about it that day and also had told
Ronald then that he, Jack, knew that Ronald had been collecting my panties.
Then he had asked Ronald whether Ronald wanted to help him out and that he,
Jack, could return the favor by helping Ronald out, perhaps by setting him
up with a date.  I smiled, thinking that I knew where Jack was leading up
to, but I was wrong.

   I had more or less expected him to ask me to go on a date with Ronald,
but instead he asked me to help Ronald get over his inexperience with
girls. He said it would be no problem for him, me putting out with his
roommate, but if I had any sort of reservations about it then their deal
would be off and Jack would have to think of something else to improve his
studies.  I was creaming before he finished talking.  But, knowing that
this would change our relationship forever, I asked him whether he was
really sure about it, because it might mean going all the way with Ronald.

   "Honey" he said "Talking to Ronald about you helping him out in return
for him helping me out got me so horny that I had to go to room and jerk
off.  There's one thing though, you've *got* to tell me all about it. 
Otherwise it's too much like cheating." We looked in each other's eyes and
he knew that I knew and I knew that he knew that all of our little games
had been leading up to this and that I would go all the way with Ronald and
tell my husband to be all about it afterwards.  Still looking at each other
we got undressed.  Jack fucked me on the sofa, on the kitchen table, in his
bed and in the bathroom.

   Two days later, I went to their place.  Jack said he had to go study and
excused himself.  My dress wasn't as skimpy as the latest outfits I'd been
wearing.  A black lambswhool sweater and a tartan skirt that reached just
above my knee.  Tan stockings and low black pumps with a bow on the
toepiece.  After Jack had left, I sat next to Ronald on the sofa and pulled
my legs up on the seat.  I ran my fingernail over his shoulder.  He was
wearing a sweatshirt and jeans.

   "Jack told me you've been hoarding my panties that I accidently left
here?" I began.

   Ronald gulped "I'm sorry Susan, I didn't mean to .."

   I ran my fingernail over his shoulder once more.  He cringed a bit.  "I
think that's cute and sexy.  I didn't know you found me that attractive,
Ronald."

   "Susan, I ..  er .." he stammered.  I leant back against the seat of the
sofa, pushing the swell of my breasts out a little bit.  "I'll promise not
to tease you so much any more, if you kiss me."

   "But ..  Jack ..?".  Boy, was he nervous.  "Why do you think Jack has
gone to study?  He's cool with you kissing me, as long as he doesn't have
to watch you and me doing it." I assuaged him "Now, are you going to or
....?"

   That was all the encouragement he needed.  Shy and reserved Ronald was
all over me, like a tiger.  Or rather like a teenage boy on his first date
with a girl.  His lips clamped around my lips, one hand clawing at my
breast, the other gripping me around my neck.  Giggling, I tore myself
loose.

   "Ho, ho there, Silver.  Not so fast." He pulled back immediately "Sorry,
Susan, I ..  I don't know what came over me." Still giggling a little I
snuggled up to him and placed my hand on his groin.  I purred softly in his
ear when I felt the sizable lump.

   "You haven't been with girls much, have you?" I whispered gently in his
ear.

   He shook his head "No.  Only two.  Just hand-holding and kissing."

   "It takes practice to learn how to please a woman.  And patience too." I
squeezed his shaft gently.  "And I'm going to teach you how.  First lesson:
go slow.  Take your time.  Be gentle.".  He half-turned towards me,
probably to try to kiss me again but I held him back "You can practice next
time, but not tonight.  Tonight I'm going to do all the work and you are
not going to do anything, unless I ask you to."

   "But why?"

   "I don't want you to worry about satisfying me.  I want you to enjoy the
first time you are going all the way.".  The lump in his trousers jumped
and he groaned, turning all red in the face.

   "Oooh ..  fuck!"

   I laughed a little and squeezed his cock, milking it dry in his pants "I
was kinda expecting that.  Don't worry about it, I'll have you ready to go
again in no time.  Just get those dirty pants off."

   He really was embarrased, it was so sweet.  I leant back on the sofa and
watched him take off his pants.  I motioned with my finger "Sweater too.".
When he was naked, I reached for his cock and balls.  He'd gone a little
soft and there was sperm all over the head and shaft and some on his belly
too.  I took it in my mouth and gently suckled and licked him clean.

   "Oh fuck, Sussan, that feels great" he moaned.  I let his cock out of my
mouth, briefly rubbed the head against my cheeks, then licked his belly. 
"Sit down" I ordered him "And don't move a muscle.".  When he sat down, I
got up.  I pulled my sweater off and stepped out of my skirt, then placed
them out of harms way.  Ronald's eyes were drinking me in and I loved every
minute of it.  I kicked off my pumps and then kneeled in front of the sofa.
"Lie down on your back, Ronald, arms by your side and keep them there.  No
touching or groping."

   He was most eager to comply.  With him lying on his back, it was much
easier to kiss his body all over, starting with his legs and followed by
his chest and stomach.  He was having a hard time restraining himself. 
"You have a nice body, Ronald" I said, after I flicked a tongue at a
nipple. "Not as muscular as Jack and leaner too."

   "You ..  you think so?" I smiled and kissed his stomach, then his chest,
slowly dragging my own frame over his body "Yes, I really do.  I'm going to
enjoy fucking with you." I kissed his chin, pressing my tits against his
stomach.  I was still wearing my bra and panty.

   "Oh geeze, Susan I think I ...  mpphhfffllmmpffh".  It's difficult to
speak when someone elses lips are over yours and her tongue slides into
your mouth.  I kissed him but when we was starting to twitch with his arms
and shoulders, possibly to embrace me, I broke off and pulled back.

   "You don't want to fall in love with me, Ronald.  I'm Jack's, body and
soul.  But I will make love to you and you will learn to make love to me."
I traced my fingernails over his chest, then over his stomach.  I circled
his bellybutton, descended to his groin and wrapped my fingers around his
throbbing shaft loosely.  He appeared quite ready to go again after having
spilt his seed not fifteen minutes ago.  "And when you've learnt enough,
I'm going to cut you loose to find a girl of your own.  You'll know how to
please her then and please yourself at the same time.  And that's how it's
supposed to be."

   "Are ..  are you going to take it in your mouth again?" Guys have a one
track mind.  I laughed as I got up.  "Not today.  Another time.  When you
learn to control yourself." I took off my bra and squeezed my tits together
with him watching.  I'm quite pleased with my tits.  They're pretty big,
but not so big that I'm bogged down by their weight all day.  They are soft
and tender.  I like to touch them, they're very sensitive.  I would have
loved for Ronald to touch and suckle them, but he wasn't ready for that,
he'd just bite and grope..  I rolled my panty down over my hips and let
Ronald take a good look at my pussy.  Back then I still had a little dark
tuft of hair there.

   "Oh God, Susan, you are so beautiful ...  and you are treating me like a
little boy." he whimpered.  One of his hands reached for his cock, which
jutted a proud six to seven inches out of his groin.  Just about the same
size as Jack, just the way I like it.  Jack's penis is thicker though,
Ronald's was thinner.

   I pulled back his hand, shaking my head "No touching.  Not even
yourself." I straddled his legs just under his knees and pressed my body
against his, rubbing it gently against his skin.  His cock slipped between
my breasts against my sternum, it had become just a bit slippery with
precum.  Sliding up and down, caressing my skin against his, I softly
spoke, reassuringly "Ronald, you are all man, I can feel your nice hot cock
against my skin.  It feels real good.  I like rubbing a cock against my
skin, a real man's cock.".  Even so slowly I rose up, his cock now pressed
against my stomach "But there is one aspect of you that's still a little
boy."

   He sighed "I know ...  I haven't slept with a girl yet.  God, Susan you
are making me so hot." I smiled and slid a little more upwards.  Only two
more inches and had reached my destination.  My lips nibbled his neck. 
Reaching up with my lips, I suckled his earlobe.  He gasped.  "Good ... 
because you are going to do this to me too, one day soon, I hope.".  His
hips started humping slightly, being this close to where we would soon
weld.

   I kissed his jaw, at the same time lifting my pelvis free of his loins.
I reached between my legs for his cock and tilted it upward, moving 5 more
inches up at the same time.  My lips were now over his brow, which I gently
kissed while I rubbed the head of his penis between my swollen lips to coat
it with my juice.  Ronald gasped some more, but this time he kept his upper
body perfectly still.

   I gasped a little too when I slid down on his pole, burying it in my
cunt in one long and slow stroke.  "Oh, God, Jeeze ..  Susan, you are so
friggin' hot.".  I purred "Yes, you do that, little boy, you keep telling
me how good it feels to be fucking me." I slowly began to hump him.  Up and
down and up and down.  His hips starting shaking beneath me "Oh Susan ..  I
..  I can't hold ..  fuck ....  yeaaHH!".  With a mighty thrust he ground
his prick deep inside me.  I wished I would have let him hold my ass,
because I really like the way a guy pins you down on his shaft when he
cums. Instead I writhed and moved my hips and let my cunt walls do the job
of eeking his sperm out.

   He almost collapsed when he was done.  I kissed his cheek and his lips
and sat up, his cock deep inside me.  I sighed slightly.  I had begun to
get real excited and wouldn't have minded him holding out a little bit
longer.  Ah well, there were going to be more sessions with Ronald, I was
sure of that.

   "Oh ...  man" he moaned "I ..  I came too soon again, didn't I?" I
smiled and writhed my hips gently "Yes, but you don't need to worry about
it.  This one was just for you."

   Ronald sighed "Oh man ..  I can't believe that I finally got laid.  And
by you too, Susan, you are ..." I cupped my breasts and plunged myself down
on his already softening cock "Such a sexy lady?".  He grinned happily
"YES!".  I let go of my tits and smiled while I got up, his prick now
giving me little pleasure.  My pussy was burning with desire and Ronald was
neither able or capable to give it what it wanted.

   I got off him to collect my clothes "This sexy lady is now going to see
how her boyfriend is getting along with his studies.  You'd better clean
yourself up.  And for your next lesson, I'd advise you to clean your cock
in advance, it was slightly scummy this time." I love slightly scummy
cocks, but I know most women absolutely hate it.  Leaving Ronald to
recover, I went to Jake's room, a drop of Ronald's thin semen oozing out of
my cunt into the band of my stocking.

   Jake, ofcourse, was naked, fondling his tool, when I got in.  He more or
less ordered me to lie down on the bed on my back, with my legs wide. 
"Tell" he said while he inspected and admired by slit, another man's cum
dribbling out of it.  I told him every little detail of my encounter with
Ronald.  Before I had gotten to the part where I'd taken off my skirt he
was already between my legs, fucking me hard at a frantic pace.  "Continue"
he just grunted.  By the time I was licking Ronald's nipple, he grunted and
froze for a few seconds, then continued fucking me hard as if he hadn't
just emptied his sack in my womb.  After I had finished my tale - having to
take a break for my own climax - he was still going strong and continued to
do so for two hours.

   By the time we were finished, I had experienced a series of the most
powerful orgasms I've had to date, save one (but that's a different story)
and Jack had shot his load 4 times.  Rosy, sweaty, sore and totally
exhausted we collapsed, looking in each other's eyes in total
understanding. We had to do this again and again.

   Ronald helped Jack with his studies (I suspect Ronald wrote most of
Jack's papers), I helped Ronald gain some experience with women, much to my
own, and afterwards, Jack's pleasure.  There were other men too, men Jack
needed favors of.  I hooked Ronald up with a nice girl I knew.  They're
married now and have two beautiful children.  They still get in touch on
occasion.  Not for sex though.  He was a nice guy before we had our little
affair and I tried to make sure he remained that way.  Lots of girls love
faithful caring husbands, but that's just not me.

   By the end of college word had gotten around that I was Jack's whore and
though that made me feel proud, we both decided that fucking men we both
knew wasn't a good option, reputation- and careerwise.  We married, moved
away and I became an escort girl in the evenings, 'upgrading' to street
whore a few years later, with Jack as my pimp.  He has two other girls
working for him now, but I'm his special girl, it's me he sleeps with when
the work is done.

   Most of the time it isn't so bad and the reward with Jack afterwards is
what keeps us doing it.  Except on evenings like this, when it's raining
cats and dogs and the johns won't come out to play.  But I hear the rumble
of Jack's car engine.  There he is!



   THE END

   Copyright 2006, Amnesia



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