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Message-ID: <58099asstr$1220483402@assm.asstr-mirror.org>
From: "Prometheus" <prometheus61@gmail.com>
NNTP-Posting-Date: Wed, 03 Sep 2008 14:48:32 EDT
Subject: {ASSM} The Ride Home (MF, FF, nc, rape, sodomy, prego)
Lines: 488
Date: Wed, 03 Sep 2008 19:10:02 -0400
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Newsgroups: alt.sex.stories.moderated,alt.sex.stories
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NOTICE:

The following is a work of fiction. None of the people, places, or events 
depicted below are real or actually occurred. Do not scroll below if you are 
offended by graphic depictions of sexual activities. By continuing to read, 
you certify that you are over 18 years of age and that reading such sexually 
explict materials is lawful in your jurisdiction. You may think these 
disclaimers are unnecessary, but Google "Karen Fletcher" and tell me if you 
still believe that.

Unlawful duplication or use of these materials is prohibited. All rights 
reserved by the author.

Comments welcomed at prometheus61@gmail.com









































The Ride Home (MF, FF, nc, rape, sodomy, prego)

by Prometheus

(C)2008

"I think I need a ride home," slurred Deborah into Jack's ear. The petite 
young legal assistant had been drinking Cosmopolitans all night at happy 
hour, and was clearly showing the effect. Jack Rutledge, a divorced trial 
lawyer twelve years her senior, spoke reassuringly. "Let me close my tab, 
and we'll go."

Deborah watched Jack walk away in his pinstriped Armani suit and smiled. She'd 
been quite lost following graduation. It seems that degree in archaeology 
did not have employers lining up at her door. She'd thought about doing a 
dig in the Middle East, but it was a nonpaying internship and her student 
loans were due. Her parents were particularly upset at the thought of their 
blonde haired blue-eyed daughter working at ground zero of the world of 
terrorism. Her father had called Jack Rutledge, who did legal work for his 
employer.

Jack was bored by the firm's happy hour, and welcomed a chance to leave. 
Rutledge, Smith & Wannamaker sponsored these little jaunts for the staff 
every few months, but his partners were both married with children and 
usually left it to him to represent management. The staff had run up quite a 
bar tab, and now he'd have to play wet nurse to Deb as well. She was a very 
funny young girl, he thought to himself; a little green, and definitely not 
his type. She was a smoker, uncultured, and had a potty mouth. Still he had 
befriended her and her two roommates, Susan and Christine, more out of 
curiosity than anything else. Most of his friends were married with 
children, like his partners, and he was still hitting the bar scene. He had 
his share of women, but it seemed with each passing year the ones that were 
still available were even crazier than last year's model. After two 
divorces, he had no intention of marrying again, still it seemed that every 
woman he met planned to somehow convince him she'd be different from the 
others.

Downing a final sip of his Grey Goose martini, Jack threw a twenty to the 
bar tender and found Deborah chatting with a couple of the legal assistants. 
They looked at Deborah and then him. He wondered for a moment if this was a 
good idea after all. The last thing he needed was idle gossip around the 
water cooler on Monday.

Deborah was unsteady on her feet as they waited for the valet. "I don't feel 
so good," she said unevenly.

"You don't look so good, Deb. What possessed you to drink so much tonight?" 
Jack queried.

"That God damned Ray," she slurred. "He left me again. Bastard."

Jack knew Ray, a young investigator who had worked briefly at his firm. He 
was a braggart and an idiot. He did have a good line of patter though and 
had managed to bed half the women in the office, until he was fired for 
falsifying an expense report. Jack had him pegged as a trouble maker from 
the start, and was glad to see him fired.

"You're better off without the likes of him," assured Jack.

Deb smiled at her employer's kind words. Jack looked so good tonight. She 
wondered why he had never made a pass at her. Deborah had smooth milky skin 
with just a few freckles across her nose. She wasn't particularly slender, 
but she had large prominent breasts that all of her friends were crazy over, 
especially her lesbian roommates. More than once, she'd caught Sue and Chris 
looking in on her while she did her hair in the bathroom before work. "Big 
Tittied Deb" is what they teasingly called her.

Jack helped Deborah into his Jaguar and was treated to a nice upskirt as she 
swung her legs into the car. Deb wore a white silk thong that was bunched 
into a camel toe where her thighs came together. Jack noticed her large 
outer labia puckered on each side and felt his cock twitch in response. It 
had been a few years since he'd seen a woman Deborah's age nude. At the same 
time helping her in, he took a nice look at the tops of Deb's breasts which 
formed a deep cleavage in her v-necked blouse. Jack could see her nipples 
bunched and poking through her bra. "God this girl has some fun bags," he 
thought to himself, as he rounded the car and tipped the valet before 
entering.

Deborah settled into the seat and leaned back across the door of Jack's car. 
Within a block or two she was passed out peacefully. Jack watched the 
streetlights play a rhythm across Deb's tits and lap. Jack took his hand and 
began to stroke the insides of Deb's thighs, testing how deep her slumber 
might be. Deb murmured a pleasurable little growl and Jack raised the hem of 
her miniskirt even higher. Driving through the quiet early morning hour, 
Jack reached up and began to gently tug and pinch on Deborah's plump little 
cunt lips. Her nipples stood to attention, so Jack alternated between her 
pussy and her nipples, rubbing and softly pinching each as Deborah slowly 
moaned in her alcohol-induced slumber.

As they approached Deborah's apartment, Jack slipped her miniskirt down to a 
respectable position and rearranged the stiff cock in his slacks.

"Deborah, wake up, you're home," Jack leaned in the passengers' door and 
slowly pulled the young legal assistant to her feet. "Where are your keys?"

"Mr. Wutledgez, zu better hulp me wif zees keys," Jack took Deb's purse and 
put her arm over his shoulders. He remembered to thank God later that she 
lived on the first floor.

Entering the apartment, Deborah felt the room spinning. "Oh Gawd," she said. 
"I think I'm going to be shlick!" Jack rushed Deb to the small half bath, 
where she promptly hurled the dozen or so Cosmos she'd downed, along with 
handfuls of bar nuts, pretzels, and a few Tic Tacs. Deb emptied her stomach, 
turned herself inside out actually, and made a mess of herself, her employer's 
hand tailored suit, and the guest bathroom floor.

Jack was annoyed, but quickly got busy rounding up some towels and ice 
water, he knelt on the floor and helped Deborah clean up herself. He noticed 
that the apartment was empty except for themselves. Apparently Sue and Chris 
were still out somewhere.

"Feel better?"

"Oh Mr. Rutledge, I'm so embarrassed." Deb groaned.

"Don't be, and call me Jack. It's not like I've never seen someone spew 
before. Four years in a fraternity house will prepare you for anything. I 
need to get these things in the washing machine. Here, give me your 
clothes." Jack handed Deborah a T-shirt he'd taken from her dresser, and 
stripped to his own T-shirt and boxers.

Seeing her boss in his underwear was having an affect on Deb, as she felt 
her pulse in her temples and blood rushing to her already wet vagina. Why 
did this man have such a affect on her? She felt her nipples getting hard 
again as she obediently removed her blouse and miniskirt. Looking at Jack 
for a moment she unhooked her bra and let her large breasts swing free. Jack 
took a quick breath, her 34D breasts had round pink areolas with stiff 
nipples the size of a thimble. Jack took the items to the laundry room and 
Deborah noticed his penis tenting largely in his boxers. Pulling on a 
T-shirt Deb followed him down the hall and turned into her bedroom with only 
her tiny thong covering her pussy and ass.

Jack walked into the bedroom and looked critically at Deborah's room. It was 
a mess with piles of laundry (clean or dirty?), Half-finished wine coolers, 
and more than a few ash trays filled to the brim. A pizza box with a few 
dried crusts stuck out from under the bed. The dirty room had a faint 
unidentifiable order. A cat litter box perhaps? "No wonder Ray got off this 
merry go round," he thought to himself.

"So what ya want to do?" Deb asked. She was feeling a little better now that 
she'd turned herself inside out.

"I was going to ask you the same thing Deborah. You've been completely 
irresponsible this evening, and looking at the state this room is in, I have 
to know what you want to do with your life and your career." Jack put his 
hands on his hips. His cock was still extended and tenting his Brooks 
Brothers boxers, but he had a point to make. "You're obviously not taking 
care of yourself with your drinking and smoking, you're not taking care of 
your personal habits. Just look at this room. Do you think any of my clients 
would trust you to work on their legal affairs if they had one inkling that 
you lived this way?"

"Jack, I'm sorry. I'll get it together," Deborah felt the blood rush to her 
face.

"We're going to start right now Deb, come lay across my lap. You've been a 
very naughty girl and its high time you got the spanking that bad girls 
deserve." Jack pushed a pile of dirty clothes off a chair and sat down, 
tapping his lap. "Come here."

Deb felt a wave of confusion and fear. "You're kidding right?"

"I've never been more serious. Get over here this instance or I'll add ten 
swats for making me say it twice. Bring me that hair brush off your makeup 
stand." Deb stood frozen like a deer in oncoming headlights, what was going 
on? How had she gotten herself in this position? "Very well then, you'll 
have a bare assed spanking in addition to the hair brush, and I suggest you 
hurry or the management committee will hear on Monday how you threw up on 
the named partner."

Deb grabbed the hairbrush and lay over Jack's lap. Her plump little bottom 
was naked for his inspection and beating. Jack grabbed the back of Deb's 
thong and gave her a wedgie, pulling the silk crotch deep into her cunt and 
ass crack. He notices a few curly blond hairs near her puckered asshole. 
Jack could smell her fear, and that made even more blood pulse into his 
turgid cock.

"You are going to get your act together Deb," Jack said calmly. He took the 
plastic hairbrush by the handle and began to spank her ass checks, leaving a 
red welt with each blow. Deb whimpered and wiggled her ass even more. "You 
are going to stop smoking." He rained blows on the insides of her thighs 
causing her to scream and cry in pain. "You are going to learn how to drink 
like a lady." Jack began spanking her pouting pussy lips that showed on each 
side of Deb's thong, making her gasp and shriek. Deb cried out, "Oh shit 
Jack! Please stop! That fucking hurts!" Jack stopped. "Apparently you haven't 
heard a word I've said, you're going to stop talking like the trailer park 
whore that you are, and address me in a respectful manner!"

Jack pulled Deb's thong to one side and slid the handle of her hairbrush in 
her asshole deep. Deb cried and tried to push the intruder away. "When you 
act in this unprofessional way, you are fucking my law practice in the ass, 
Deb. Do I look like I enjoy being ass fucked?" "No." she replied weakly. 
"No, SIR!" Jack barked back. "No sir." she said.

Now Jack took his bare hand and began to slap Deborah hot inflamed ass, 
thighs, pussy, and ass with abandon. Deborah lost count of how many times he 
made her flesh sting. All the while, Jack continued to plug the hairbrush in 
and out of her anus. Deborah's asshole burned. Her big tits swung back and 
forth, slapping Jack's thighs and the edge of the chair. Her clit was on 
fire, and her pussy was pooling juice. "God, I can't believe I like this," 
she thought. "Jack is an animal, or am I?"

Finally, without warning Jack stopped, withdrew the hairbrush, and pushed 
Deborah onto the floor where she lay moaning. Gasping the waistband of his 
boxers, Jack pulled them down in one swift move, causing his ten-inch cock 
to bounce out, curving up away from his body. Deborah shuddered, she'd never 
seen a cock thick long, or thick before. It twitched in time with Jack's 
heartbeat, a thick rope of precum hanging from its tip. His balls resembled 
two large eggs hanging in his distended scrotum. Despite her sore ass, 
Deborah was feeling a raw aching desire to be mounted and punished with this 
thick tool.

Jack resumed his seated position. "Take the rest of those clothes off and 
get back across my lap." "Yes, sir," Deborah replied. Laying on his nude 
lap, she felt Jack slide his penis between her thighs and rub the 
uncircumsized tip against her pussy. Jack began to stoke and pet her ass and 
thighs. "I'm sorry to have spanked you so hard, Deborah. I hope you realize 
you deserved it, and I hope you will make an effort to not require me to do 
that again." Jack paused, "Did you think you could just shake your nasty 
little pussy and fat tits and me and not pay the consequences? Jack inserted 
two fingers in Deb's cunt as he pressed the thumb of his left hand into her 
asshole. "Did you???" "No sir," she replied.

"Get on your knees and lick this cock. Maybe I'll fuck you if you do a good 
job."

Deborah fell to her knees and took the massive organ into her mouth. She 
fisted it with both her palms and pulled the huge foreskin down until the 
bloated red tip of Jack's enormous prong popped out. "Pull my balls little 
girl," Jack ordered. "You're going to milk my cum out just like a bull." 
Deborah groaned, "Yes sir, I'll milk this big penis. Let me stroke a big 
load out of these heavy bull balls." Jack grunted. "She's a fast learner," 
he thought. Deb began to bob her head up and down with greater urgency, 
causing the massive stalk in her mouth to throb. Jack grabbed her head and 
began to skull fuck the young legal assistant. She wanted to gag, but she 
knew she dared not.

"Stand up!" Deborah obeyed. Jack grabbed a handful of tit flesh with each 
hand and began to squeeze Deb's tits. She moaned as his rough fingers began 
to pinch and twitch her nipples, causing them to stand up. Jack pulled the 
twin peaks together and began to chew on Deborah's nipples, pulling both of 
them into his mouth at once. Jack loved this trick, which was difficult on 
anyone but the well endowed to perform.

Deborah felt her clit standing up at attention. Her labia were swollen and 
full of blood. Her own cum was running in a small stream down each thigh. 
She had never felt so bad and so good at the same time. Who would have 
thought this man, twelve years her senior, could cause such unbridled lust?

Drawing her to the bed, Jack made Deborah kneel on her hands and knees with 
her bright red ass sticking up towards the foot of the bed. Jack slapped her 
bottom with his huge erection and laughed at her whimpers. "Who gets fucked 
first? I want that horny clit to fuck my piss hole Deb. Stick that little 
kernel in my cock." Jack rubbed his big tool against the young girl's labia, 
making them split apart and revealing the hard clitoral nub. Jack watched 
Deb's tits shake as he ran us pole up and down her wet slit, causing her to 
moan and groan.

"Oh please! Please put it inside me!" Deb implored. "Sir?" snapped Jack. 
"Please sir, please fuck my pussy! I'll be a good girl! I promise!" Jack dug 
his glans into Deb's vaginal opening and popped it out again, causing her to 
grunt in frustration for release.

"What do you want Deb?"

"Your cock!" Deb shouted.

"Where do you want my cock Deb?"

"In my pussy! Please fuck my pussy now, sir!"

Outside, Sue and Chris paused on returning to their apartment. They noticed 
Jack's jaguar parked near the door of their unit and wondered what he could 
be doing there at this hour, it was almost three a.m. and the bars had all 
been closed for sometime.

Quietly slipping the key in the lock, Sue and Chris heard their straight 
roommate shouting at the top of her lungs, "Yes, you can fuck my ass too! 
But please get that cock inside me now, sir!" They looked at each other with 
disbelief and snuck down the hall to look in the door to Deb's room, which 
was cracked open.

The lesbian lovers gasped at the sight of their roommate on all fours with 
her ass and pussy wide open and highly aroused. From the looks of the red 
marks on Deb's ass cheeks, she'd gotten quite a spanking. Standing behind 
her, Deborah's boss was stroking the biggest cock that either girl had seen. 
He was masturbating the tip with his fist, pulling his foreskin up and down 
the ruby red glans, which was dribbling even more pre-cum.

"Oh my God," Chris whispered in Sue's ear. She slid her hand under Sue's top 
and began to fondle her smallish tits. The slender blonde felt a pooling 
wetness, just imagining the punishment that huge cock was going to give her 
roommate.

Jack grabbed Deborah's hips and began to stuff his meatus into her small and 
underused vagina. Deborah whimpered realizing that her boss was giving her 
his naked meat without a condom. She wondered how much cum would boil out of 
his heavy balls, and she hoped she was not ovulating, but realized she 
probably was. "His prick is twice as big as Ray's, God I don't think it will 
fit." She looked between her hanging tits to see Jacks bloated scrotum 
swinging with each thrust deeper into her tiny space.

In the hallway, Chris slid her fingers in Sue's panties and began to rub her 
clit in time with the lewd exhibition they spied on. Deborah began to groan 
as more and more of Jack's meat sank into her. She gasped as she felt the 
spongy head of Jack's penis mash against her cervix, and yet he continued to 
stuff more cock inside her, stretching her vagina in ways that she never 
imagined possible. As Jack picked up the pace of his thrusting, Deborah's 
heavy breasts began to sway back and forth in time with the assault. Sue 
became light headed as the sight to Deborah's big breasts and Christine's 
urgent fingering made her climax in a way that caused her knees to buckle.

Jack pulled his cock out of Deb's well stretched cunt and threw the young 
girl on her back. Grabbing a knee in each hand he pushed them forward until 
her breasts were mashed beneath them and her slick pussy was wide open and 
begging to be filled again. Jack began to stab his cock in deep, over and 
over, his balls slapping Deb's ass in time with each thrust. Jack grabbed a 
nipple between each thumb and forefinger and pulled Deborah's breasts in the 
opposite direction of his cock. As his cock went in, he'd pull the nipples 
far down, causing Deb to groan. When he pulled out, he'd pull the nipples 
back toward Deb's face, urging her to lick them.

Deborah felt her climax growing deep in her vagina. Her labia pulled and 
tugged her clitoris with each thrust, as Jack brutally hammered her mons. 
Groaning with a sound she'd never made before, Deb let her orgasm wash over 
her, thrashing her limbs and screaming in ecstasy.

Jack pulled out once more with a grunt and watched the young girl lay across 
her bed panting. Beads of perspiration formed on her head and between her 
breasts. "Roll over," Jack ordered. Deb complied obediently. She felt Jack's 
hands grab each ass cheek and pull them apart. Her pulse quickened as she 
realized when he intended to do next. Ray had pestered her for anal sex for 
months, but she always made him stop before he could achieve full insertion. 
It hurt, but nothing like the pain Mr. Rutledge, Jack, had inflicted this 
evening.

Jack looked at the soft white flesh parting for his swollen organ. Deb had 
light curly blonde hairs from the bottom of her lips, right up the crack to 
her ass. Her red butt cheeks were slightly dimpled as he moved them. She'd 
have cellulite someday, but not right now. Jack dipped the tip of his penis 
in her pussy, then began to push to glans into her bud. Deb whimpered as he 
pushed forcefully, making her anus stretch and open to accommodate his large 
cock. With another thrust, the head popped in and Deb began crying to no 
avail.

Sue could not watch any more and began to cum again, against Christina's 
probing fingers. As her orgasm raced between her nipples and clitoris, she 
cried out. Jack stopped his rutting and looked at the doorway. "Get in 
here!" he shouted. The girls sheepishly slipped in the doorway. "Are you 
going to watch me ass fuck your friend and not even offer to help?" The 
girls looked at Jack with questioning expressions. "Your roomie has two big 
titties that need sucking, and a clit that I can lick with my cock in her 
ass." Jack continued drilling Deborah's back door, her ass was red and open, 
making small farting noises and he withdrew his huge pole and stuck it back 
in deep again. "Sue you lick those nipples till she's panting, and Chris get 
between my legs and suck her horny cunt while I rearrange her ass.

The horny lesbians saw their chance and quickly obeyed. Deborah's mind was 
spinning as she felt Christine's tongue flick her labia and clitoris. 
Slender Sue began milking Deb's swinging breasts in time with Jack's urgent 
thrusting. Deb felt another orgasm began to build in her. She'd lost count 
of how many times she'd cum already.

Chris could not believe her luck. She had fingered herself many times 
thinking about having a chance at Deborah's straight pussy. To have this 
happen like this was just too much for her. The tall Lantina began to finger 
her aching clitoris while she rubbed Deb's G spot. She reached up for Jack's 
swinging balls and gave them an affectionate tug. "You like that you little 
dyke, don't you? Look at your roommate rubbing her clit Deb, she likes your 
cunt almost as much as I do!" Deb could only moan in response, as Sue was 
biting her nipples making them swell and stand even further erect than she 
thought possible.

Jack felt his balls swelling and knew that he had to cum. He pulled his long 
dick out of Deb's ass with a pop. And pulled the girl up to a sitting 
position. "You are so lovely, and I believe you are learning a valuable 
lesson tonight Deb. Open your mouth and clean my cock so I can fuck your 
pussy one more time." Deb looked at the straining erection of her employer 
and noticed small shit stains left by her ass. I've come this far, she 
thought to herself. She began to lick the throbbing tool again which had an 
earthy, musky scent. Deb thought she smelled onions from yesterdays pizza, 
but soon began to suck the drooling cock in earnest as Jack began to push it 
in and out of her open mouth. Deb felt Sue licking her pussy again and 
caught sight of Chris on her back licking Sue's cunt as she squatted above 
her horny roommate.

"OK girls, I want you to each grab a leg and hold this little bitch open," 
Jack commanded. Sue and Chris obeyed as Jack began to thump his now cleaned 
prick on Deb's exposed labia and clitoris. Deborah sucked in her breath as 
Jack began to stuff the huge cockhead back into her tender pussy. Her clit 
popped out of its hood, and her small labia began to turn in on themselves 
and disappear into the channel Jack's cock was slicing. Again she felt the 
big organ mash her cervix and again she wondered about pregnancy. Jack 
Rutledge would not be denied. "Watch this you lesbos. This is a good 
fucking!" With that Jack began to pound his rock hard cock in and out of the 
tiny legal assistant. Her tits shook so hard that Deb grabbed them to avoid 
bruising, but Jack slapped her hands away and twisted her nipples taking 
perverse pleasure out of her animalistic grunting. Jen felt another climax 
building as her roommates watched on in disbelief, they could actually see 
Jack's cock tending Deb's belly with each thrust.

Jack pushed the two girls away and pulled Deb's ass to the edge of the bed. 
Putting her legs over his shoulder he began a move he called the "pile 
driver," bouncing his big dick and swollen balls in and out of the young 
woman's churning cunt. "I am going to cum Deb? Do you want my spunk in your 
tiny puss?" "Yes! Cum for me!" Jen squealed. "Cum for me, sir!" Jack 
retorted. "Yes sir, please fill my pussy with your sperm!" Jack counted down 
as he pistoned in and out of Deb's snatch, "Five! Four! Three! Two! . . 
.Uhhnnnngggghhhh" Jack felt his balls tighten and the long held back release 
of potent seed flew from his shaft into the raw womb of his young assistant. 
Sue and Chris gasped in disbelief as they watched the older man's ass clench 
with each torrent of sperm he released into their helpless roommate. Jack 
fell forward, landing his full weight on Deb for the first time that 
evening. Her big tits provided a welcomed cushion for his torso. "Oh, Jack" 
Deb purred.

"I'm going to Chicago for the ABA convention next week, so your pussy and 
ass will have a little time to heal. Get this apartment cleaned up. Sue and 
Chris give me your cell phone numbers, because I am going to check in with 
you on Deb's progress. Don't fuck with me, or you'll get the same treatment 
she did." Chris and Sue nodded their heads in understanding.

"I've got to get home, it's late," Jack announced. "Sue get my clothes out 
of the dryer. Chris, clean this off." Jack waived his floppy cock at the 
beautiful Hispanic. "Open your mouth little lesbo. You've eaten enough pussy 
and this still smells like one." Chris obediently licked and sucked the fat 
cock, the first she'd tasted in many years. Jack looked at Deb still lying 
on the bed, his sperm making a creampie in her damp and matted bush. 
Chris's tongue swirled deliciously around his cockhead.  Jack determined 
he'd fuck all three girls, knock them up too, if he could arrange it.

"That was one hell of a ride home," he thought to himself. "One hell of a 
ride."

-- 
Pursuant to the Berne Convention, this work is copyright with all rights
reserved by its author unless explicitly indicated.
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