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The New England autumn rain had stopped by the time I
drove the rental south on Route 95 back toward my
hotel. It was late and the taillights of the few cars
on the highway shone on the wet pavement ahead of me.
I had traveled back to my home town to visit family.
Not a particularly happy visit. A funeral, in fact.
Despite the sadness that brought us together, it was
good to see people who I hadn’t seen in so long. It
was over though, and I would fly home the next
morning.

Those thoughts occupied my mind as I drove, and I
guess I wasn’t paying close enough attention as I got
a little too close to a black BMW in front of me
before swinging around to go by. As I slowly passed I
looked over, the bright overhead highway lights
illuminating the woman behind the wheel. She looked
over, too. I thought she’d be annoyed at my close
approach to her back bumper, but she seemed to smile
as I accelerated away. I pulled back into her lane
with her headlights in my mirror.

My mind drifted off again until I got to the Airport
exit and eased off the interstate. As I waited at the
light at the bottom of the off ramp, I noticed that
the Beamer had pulled up behind me. When I made the
left onto Post Road, so did she. And she followed me
onto the street next to the hotel. And then into the
parking lot, pulling into a space about fifty feet
away. Kind of a coincidence, I thought.

I gathered up a few things, got out of the car, and
walked across the wet asphalt to the entrance to my
wing of the hotel. I heard the clicking of the Beamer
Woman’s boots following me, and as I opened the door
to enter the hotel, she broke into a little jog to
catch up. I held the door for her and walked down the
corridor to the elevator.

She was still right behind me.

The elevator door opened immediately and we both
entered. I hit the button for the third floor and
asked, “Which floor would you like?”

“I’m going to three, also.”

As the car rose, I glanced over at a fairly stunning
woman. Early thirties, I’d say. Younger than me by a
ways. Wearing glasses, a very stylish overcoat, and
shiny black boots. She stared straight ahead until
the door opened at the third floor.

“Have a nice evening.” I said, and turned down the
hall to my room.

When I stuck the card in the slot and opened the
door, Beamer Woman was about ten feet behind me.
Before I let the door close, I turned to sneak one
last look as she went by.

She didn’t go by.

She stopped right in front of the door. We stared at
each other silently for about five seconds. Her
overcoat was open at the top, and I didn’t see
anything underneath. I stood aside and allowed her to
brush right by me as she walked slowly into my suite.

She turned to face me in the semi-darkness, her hands
in the pockets of her coat. I felt a moment of
stupidity as I thought about what could be in her
hand. But her hands were empty when she took them out
of her pockets, removed her glasses, and untied the
belt which closed her coat at the waist.

My tie was loose and my jacket unbuttoned, but I was
starting to feel a bit overdressed as the soft street
light streamed through the window and revealed the
lovely, naked woman under the overcoat. Her nipples
were like pink Hershey’s Kisses on her cute little
boobs.

“My name is Ben.” I said.

“Good evening, Ben.”

“And you?” I asked.

“When I do this, my name is Shayla.”

“Why me, Shayla?”

She looked me in the eyes and said, “The why of this
is none of your business. It’s about me.” She stepped
close to me and whispered, “I think you’re gonna like
it though.”

Shayla gently put her hands on my chest and leaned in
for a kiss. It was the sweetest kiss I’d had for a
long time.

When our lips parted, she ran her hands down my body,
pressing her fingers into my abs before unbuckling my
belt and opening my pants. As my cock flopped out she
looked up at me again and slowly went to her knees.

Two strokes and I was stiff in her hand. Shayla
smiled, took me in her mouth and started a beautiful,
wet blowjob. I threw off my jacket, lost the tie and
shirt, and stood there with my hands resting on the
sides of Shayla’s head as she bobbed on my dick.

She squeezed her breasts and massaged her clit as she
no-handed the blowjob, all the while staring straight
up at me. She came up for air, and murmured,
“So�fucking�hard.”

I pulled her up to her feet, and kissed her again. No
sweetness this time, our tongues fighting for
possession of the other’s mouth. Shayla broke away,
breathing hard now, and shrugged off her coat as I
kicked off my shoes and socks and jumped out of my
pants.

When I glanced at her legs she said, “The boots stay
on. I’m not gonna be here that long anyway.”

Shayla turned and climbed onto the bed, and I got my
first look at her gorgeous, perfect ass. I reached
out and gave her a playful smack, and she spun around
quickly and said, “I hope you can hit harder than
that, Ben.”

I pushed her onto her back with the intention of
spearing her sweet, bald pussy with my tongue, but
before I could get there, Shayla grabbed me by the
hair and said, “Uhn-uh. Lie down. I want you in me.
Right�fucking�now.” In the blink of an eye she had
straddled me and slid my cock into her very wet
pussy. Shayla wiggled slowly down my dick, sinking
all the way onto me. She leaned forward, dug her
nails into my chest, and started a hard, grinding
fuck. Her hair swished across her pretty face as she
moved on me. Shayla looked so good riding my cock. I
thought that her nipples were hard when she first
opened her coat, but now when I reached up and
pinched them between my fingertips they felt like
little bullets.

Then, for the first time since she stopped in front
of my hotel room door, Shayla closed her eyes, losing
herself in the fucking. I remembered what she had
said minutes before, and gave her a very sharp spank
on the ass. Her eyes jumped open and her pussy
clenched my cock. “Fuck.” she breathed, “You were
paying attention, weren’t you?”

She smiled and kept right on fucking me. Her body
shuddered every time my hand fell and the crack of my
palm on her sweet ass echoed through the suite. She
was moving with purpose now, and the only purpose in
either of our minds was Shayla getting off.

“You’re gonna come, aren’t you Shayla?”

WHACK!

“You’re gonna fuck me ’til you come on my hard cock.”

SMACK!

Shayla’s clit was glued to my pubic bone as she
squirmed on my dick. I grabbed her by both of her
wrists and held them tightly. She suddenly sat
straight up on my cock as her body rocked with the
beginning of her orgasm.

“FfffffffffffffuuuuuuuuuUUUUCK!” I let go of her
wrists and held her tits roughly. Shayla’s awesome
ass was moving in thirteen different directions as
she came�and came�and came.

After things settled down, Shayla was resting her
body on my chest. My cock was still hard inside her.

“I’ve done this before. Three times.” she said. “It’s
never worked out quite right. Not the way I want it
to. Something always made it less than perfect.”She
put her face nose-to-nose with mine. “But this was
fucking perfect.”

Shayla climbed off my cock. I figured that it was
over. She looked at me. “Hey, you didn’t come, did
you?”

“You said that this was about you.” I reminded her.

She paused. “Yeah, well. Listen, I’ve gotta go soon,
but here’s the deal.” She walked over to her coat and
took something out of the pocket. “After I get lubed
up, you’ve got five minutes, okay?” Shayla oozed some
lube onto her palm and smiled at me as she started
working it into her little butthole. “You’re a good
boy, Ben. And good boys get to fuck me in the ass.”

Well, I almost came right there when she said that.
Shayla tossed the little bottle aside and hopped back
onto the bed. She slathered the last of the lube on
my cock. “Whoa, be careful girl.” I said.

She laughed and got on all fours. She tossed her hair
back and smiled over her shoulder. “Remember, in five
minutes I’m putting on my coat and walking out of
here.”

Now it was my turn to laugh. “No problem.”

I turned my attention to Shayla’s ass. Her wonderful,
glorious, magnificent ass. And the cute puckered hole
right in the center. I put my hard cock against her
butt, and after the head popped through, I pushed.
Not fast. Not slow. Steady. All the way in. Then all
the way back out�almost. Then in again.

Shayla moved back into my hips as I grabbed a handful
of her hair and fucked her sweet ass relentlessly.
The fingers of her right hand curled into her pussy,
my balls bouncing on her knuckles as we both went for
it. “I’m gonna fucking come again.” she moaned.

“How much time have I got?”

“One minute.”

I twisted her hair firmly and slammed my cock into
her, hard. “How much?”

“Okay! Two minutes!”

I laughed again. I was right on the edge, and all I
wanted was for Shayla to come with me.

She didn’t make me wait.

Shayla arched her back and started a low howl. I
cracked my hand on her ass again, and she kept
howling softly as her whole body shook like an
earthquake was hitting the hotel. Her perfect
butthole clenched on my cock as her second orgasm hit
us both. My balls exploded and I unloaded inside her
like a fire hose.

As promised, in two minutes Shayla had her coat on.
She gave me one last sweet kiss and walked toward the
door. She looked back and said, “See, Ben? I told you
that you were gonna like it.”

Standing by the window in the darkness, I watched as
minutes later the black BMW rolled out of the parking
lot, took a right on Post Road and headed back to the
highway, her taillights shining on the wet pavement
just like when I first saw her. Shayla never did
answer my question, “Why me?” I guess it didn’t
matter after all.

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I am a 29 year old male and work for a medium size corporation in Long Beach. I am single but have a 27 year old girlfriend that would knock the socks off any man. Mandy is five seven, blonde hair and blue eyes with the most fantastic body ever. She worships me and we get along great. Best of all, when I want it, she never says no. That is why I can't figure out why what happened, happened. In our office, there are a few young women and a lot of women in the 35 to 45 age range. All or most of...

Erotic
2 years ago
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Anal Fisting Guide

HOW TO FIST OR PLAY LARGE, ANALLYI get asked quite often how to “stretch” or train oneself to take larger toys and fists. I normally say the boiled down, simplified version of… “It is just a matter of relaxation, muscle control, plenty of lube, along with time and determination, and caution to do it right, at your body’s own pace.” This is the unabridged and detailed description that I have compiled from several sources over the years, so that I could have it in one place.Putting things in your...

3 years ago
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Anal With Ahsan

By : Kalsoom Hi readers, this is Kalsoom again with many thanks to the readers for their richly response to my previous stories. Those who want to read the previous ones, may contact me at this story is to narrate my further experiences with Ahsan whom I kept meeting at Sameena’s house. In the beginning I feared about the pregnancy but Sameena and Ahsan were experts in this field so they kept providing me contraceptives and I was safe from any kind of fear. But this use of contraceptives and...

1 year ago
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Anal Vids

Anal Vids are arguably one of the main reasons the Internet was invented. I know that sounds like some butthole-loving pervert talk, but hear me out. Even though people don’t like to talk about it in polite company, dirty movies have built and shaped the Internet. Buttfucking used to be considered more of a kink than a traditional sex act, but these days it’s become pretty normalized for your girlfriend to ask for a finger in the pooper when she’s drunk. Through the magic of the global web,...

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3 years ago
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Revenge Affair

She was so angry with Zach right now; so very, very angry. He had just called to tell her that he was working overtime tonight and then he and the guys were going to the sport’s bar downtown to catch the game. “Don’t wait up,” he had said. She could almost hear the laugh in her husband’s voice, mocking her, asking her if she actually truly believed him, which of course she didn’t. He was having another affair, she thought, her heart sinking. She remembered the first time she found out about...

Cheating
4 years ago
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Anal Beth

I had known Beth for only a few months. She was pretty by anyone’s standards, with nice legs, a firm behind, and somewhat small breasts (I believe bite-sized is the term they are commonly called) with bigger than average nipples. We didn’t make it until our fourth or fifth date, and I can’t say that the sex was spectacular. Don’t get me wrong, it was good, but until we went to a hunting lodge one weekend with Joan and Bill, two close friends, our sexual adventures were quite ordinary. We all...

3 years ago
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Anal Threesome Part Three

They were in Claire's room, or rather what used to be her room. Now, it was slept in by all of them nearly every night, and the huge King sized bed was frequently put to the test with regards to the durability of it's bed springs. Kath lay on her side, wearing nothing but a pair of white-ankle length socks, propped up on her left elbow whilst her right arm draped elegantly along the contours of her right side. Her body was small, slim and firm, round little titties and a perfectly sculpted...

1 year ago
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Anal Mom

AnalMom! Let me give you two simple words that will put all kinds of dirty thoughts into your head immediately: Anal Mom. Goddamn, the two concepts go together like carrots and peas or big shafts and tight holes. Lead with that, and you’re going to have to really fuck things up to lose your audience. Anal sex and MILFs are just two of the most popular subgenres of smut, so combining the two should be a recipe for almost certain success. A site with the simple motto “Moms Do Anal On Video” is...

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3 years ago
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Anal Pleasure for Him and Her

It started years ago, when I was in my early teens. One night I was lying on my side running my hands over my ass and in the crack and over my anus. I always was repulsed by the thought of male anal sex or even exploration that could lead to it, but curiosity got the best of me. I had taken a shower so my anus was clean, and I started prodding it with my finger. I had heard of rim jobs and a friend of mine said his girlfriend gave him one once and said it was awesome. But as my anus was dry...

3 years ago
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Anal Beth

I had known Beth for only a few months. She was pretty by anyone's standards, with nice legs, a firm behind, and somewhat small breasts (I believe bite-sized is the term they are commonly called) with bigger than average nipples. We didn't make it until our fourth or fifth date, and I can't say that the sex was spectacular. Don't get me wrong, it was good, but until we went to a hunting lodge one weekend with Joan and Bill, two close friends, our sexual adventures were quite ordinary.We all...

3 years ago
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  • 32
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Anal Addict

My brother, Brian, is 4 years older than me, and if I can remember right this happened one Saturday morning. I got up around 9 and as far as I knew, I was home alone. I didn't mind walking around in my little halter top night shirt and panties. By the way I am 5' 2" 90 pounds, short reddish brown hair and green eyes. I've got a small chest but I am happy with my looks. Anyway, I thought my brother was at football practice, my mom at work and my dad was gone for the weekend. I went down the...

2 years ago
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Anal Week

Anal WeekKathryn could feel her period was approaching. She tingled with excitement because she knew what that meant. It meant her man would have no choice in the matter he would have to fuck her arse. She cheekily rang Brad and declared her "friend" had arrived and with feigned sadness said her cunt was out of action for a few days. Brad's sadness was equally insincere. "You know what that means? You can only fuck me me up my arse!" she intoned. Brad grinned as he said "well you know I can't...

2 years ago
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ACCIDENTAL AFFAIR

It was difficult having affairs with males while serving in the USAF. Back in the 1960s! Oh the affairs Did happen, but the affairees had to be very careful as homosexuals were frowned upon back then. Once or twice I,d managed to get involved in a mutual masturbation orgy involving six men, but that was as close to an affair it got to. The summer of 1966 for some reason saw forty of the air policeman shipped to,another US base in West Germany not too distant. The Technical five striped sergeant...

2 years ago
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An unwanted affair

Life is strange. So many things happen in our lives over which we have no control. Sometimes, these events are so unplanned, so unintentional, that they leave you baffled. I went through some strange events that threw my life into an endless wave of lust and debauchery. I had a nice loving husband who loved me a lot, and five beautiful kids whom I adored. I had everything that a woman needs to call herself happily married. Even in my wildest dreams, I couldn’t have imagined having an affair...

Incest
2 years ago
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Anal sex and breaking up

N. hadn’t just broken my hymen… he had breached a dam…. and released another aspect of my sexuality.I took every opportunity to fuck him and opportunities were abundant. He had taken a leave of absence from work prior to moving to Australia…and I was just waiting for university to start to move to my parents in Brussels. We fucked everyday….and several times a day. We were literally going through the Kamasutra…experiencing new positions…inventing some of our own. We fucked everywhere…in his...

3 years ago
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Anal sex is addictive

Anal sex is addictive. Both women and men can be addicted to it. And once they're there, it's the point of no return. There's no coming back from anal sex addiction. Trust me, I know. My name is Rose Blanc. I'm a five-foot-seven, with nice tits, a nice ass and a sexy smile. I’m A Black woman living in the city of Brockton, Massachusetts. Like many people all over the world, I'm leading a double life. By day, I'm a professor of literature at Bridgewater State College. At night, I'm doing the...

2 years ago
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Anal Adventures

Nothing makes me orgasm harder than when something's in my ass. I'm not picky. A butt plug, a dildo, my own fingers, a pen. Whatever I could find, I'd use to stretch my hole and get myself off. Even thinking about stretching my asshole made me wet. I loved everything about it, the slight discomfort, the pleasure, enveloping around whatever object it was. It was a bit of an obsession of mine, an obsession that got me into some very interesting circumstances.It started when I was in college....

2 years ago
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Manali Trip Converted Into Threesome Sex

Hi friends mera naam dev hai aap ne shayad meri story exotic train journey sister padi hogi mein is bar fir se nayi story k sath hazir hun yeah story meri girl friend or uski best friend k bare hai. Mein 12 class mein padhta hun hun meri girlfriend bhi meri class mein hai uska nam khushboo hai vo ek average looking girl hai par uska figure bhot accha uske boobs 36 k hai waist 28 ki hai or hips 34 k hai uska figure bhot sexy or curvy hai or uski best friend ka naam simran hai simran bhot hi zada...

4 years ago
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Anal Sex with your Friend Always be Clear

"I don't know about this honey. I mean I know you have always been keen on anal sex.""And I know you think Faith is sexy, but do you really think she would be up for a threesome with us? I mean just cos you have always perved over her body and particularly her tight muscular ass. And I know I told you, in confidence, about my suspicions that there might be a kinky side to her.""But do you really want me to call her and ask if she would be up for anal fuck with you, and tell her that you want me...

2 years ago
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Anal Sex With My Wife

This is my first sex story on ISS but, i have read a lot of ISS and i find it very good collection on this site. I am 30 year of age and my wife age is 28 and we got married two year back. First of all i will describe myself and my wife. I am skiny guy with 5.4 feet and my wife is of perfect figure 32, 27, 32 with 5.2 feet. She has got very good boob and structure of ass is awesome. When she wear tight night dress i always dream to stick inside her ass We got married and we had a lot of naught...

3 years ago
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A Gardening Affair

I had a little demon in me that constantly tempts me, whispering in my ear, ‘Go on, enjoy yourself Sal, no one will know.’ The demon always calls me Sal, and I hate it because my name is Sally. I also had an angel, an annoying little cherub that constantly counters the demon’s temptations, telling me, ‘Even if others don’t know, you’ll know, and your conscience will punish you with the torments of Hades, Sally.’ The one thing I liked about the angel was that it used my proper name. I’d...

2 years ago
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Moms having an affair

Mom is having an affair, its probably not the worst thing to ever happen, dad has had loads of affairs, mom has even caught him on a couple of occasions, but for some reason they stay married. Dad is in a high powered job, and to be honest he’s very wealthy, so mom has always stuck by him no matter what.Several week ago, I was at home one night with mom. We were watching an old film, the graduate, where an older woman seduces a young guy, the movie was a bit racy and I expected mom to make some...

2 years ago
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4 Mrs Wild Denise The First Affair

Dan had the body of an athlete, so tight and ripped; Denise couldn’t get enough of her latest PA.Denise lay on her back, admiring his six-pack and grabbing onto his tort bum, as Dan used all his stamina to ride Denise.He was much smoother than her other PAs, well, in terms of his hair. He was hairless, apart from some hairs on his legs.Forty-five minutes, this extra session had already gone for and Denise still wanted more.With a sly nod and smile, Denise indicated, that she wanted to go on top...

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