While my wife, Kay, was off on a shopping excursion with
some women she'd met, I decided to spend the afternoon at the
hotel pool. It had one of those swim-up bars with submerged
stools along the edge of the pool, which was fine with me.
Nothing like laying around on a hot, sunny afternoon, drinking
ice-cold beer, and watching women in swimsuits.
A good-looking woman was on the adjacent seat, and after a
while I fell into conversation with her. A while later, since we
were hitting it off, I offered to buy her the next drink. She
agreed but suggested we get out of the water and move to one of
the tables with umbrellas that were scattered around the pool.
We ordered fresh drinks and asked the bartender to send them up
to us.
Things seemed to be going well, I thought. Her name was
Brenda, and she was there with her boyfriend Mike, who was off on
a skin-diving expedition for the day. Brenda was friendly and
easy to talk to. I felt she was interested in me, which was fine
as far as I was concerned. It had been a long time since I'd
been with anyone except my wife, and I couldn't help being
interested in this sexy, attractive lady. After she had made a
couple of suggestive comments, I began to think I might get
lucky. I decided to take a chance.
"So," I said, "you wanna go upstairs?"
Brenda took a long drag on her cigarette, looking at me
through the smoke with squinted eyes, then blew it out with a
long sighing breath.
"Yeah," she said after what seemed like an eternity.
"Yeah, I think I do." She stubbed out her cigarette, stuffed the
pack and lighter in her purse, and grabbed her towel. I laid a
twenty on top of the bar tab, using the ashtray to weight them
down, and stood up. We walked into the hotel and through the
lobby to the elevators.
"We'll go to my room," Brenda said as we stood waiting for
the elevator. "Okay?"
"Well..." I said, uncertain whether I wanted to be on her
ground or mine.
"My boyfriend won't be back until tonight," she said. "I
wouldn't want to be... interrupted."
"Okay," I agreed. "Your room."
With a soft bong and a hiss, the elevator arrived and
opened. We stepped inside, and Brenda pushed the button for the
24th floor. I was surprised. My room was on the 11th floor --
floors 20 through 25 were luxury suites, I knew.
As the elevator started upward, I stepped over to her.
Brenda looked at me calmly, waiting, her face blank. I parted
the lace cover-up she wore over her bikini that was buttoned only
at the top and put my hands on her hips. Her eyes moved upward
as I pulled her closer, watching my eyes but still showing
nothing. I slid my hands up her back, pressing her soft breasts
against my chest.
As I lowered my lips toward hers, Brenda's chin tilted
upward and her eyelids descended languidly. Only at the last
moment did her eyes finally drift away from their solemn gaze
into mine. Then I felt the first satin touch of her lips. They
pressed against mine briefly, then nibbled at my lower lip. I
pushed my tongue forward, and her warm mouth opened to accept it,
her tongue answering mine, licking, probing, retreating.
The elevator slowed and Brenda, gently but definitely,
pushed back from me, breaking the kiss. When the doors slid
open, we were standing discreetly side by side. There was no one
in the short corridor that was revealed. Brenda led me to the
first door on the left, which she opened to reveal a large room
that served as the central common area of the suite.
The door to a large bedroom stood open at the left rear
corner, but she turned to the right and led me into a smaller
bedroom. It was about as "small" as my entire room several floor
below.
Keeping hold of my hand, Brenda guided me to the king size
bed that stood in center of the room and sat down, pulling me
down beside her. I put my arms around her and kissed her. She
kissed me back, but I could sense a hesitation. I pulled away
and looked at her questioningly.
"Listen," she said, "I want you to know that I've never
cheated on my boyfriend before, and I don't plan to ever again.
I'm only doing this because... well, I want to do something
special."
She hesitated again, so I said "Yeah?" to encourage her.
"Well," Brenda said, "I... uh..."
"I'm pretty flexible," I said. "Why don't you just tell me
what you want?" Meanwhile, I was trying to figure out what it
might be.
"Well, Mike... he's been after me to... Well, he want to do
it to me... back there." She blushed and looked away. "I mean,
he wants to... fuck me in the ass and... well, I've never done
that."
"Yeah?" I said, staying cool and trying not to show the
thrill of excitement that shot through me at her words. It's one
of my favorite things, but not one I get to indulge very often.
"So... why haven't you? Why me?"
"Well," Brenda said, "...don't take this wrong, but... You
see, Mike's real big. Like, the biggest I've ever known, and,
well, I'm just not sure I can."
I raised my eyebrows in a question.
"Well, it's not that I think you're small," she said
apologetically. "It's just that... well, I thought it might be
easier the first time with... with a regular size guy."
"So," I said, smiling to let her know I was kidding, "you
think I've got a little dick?"
"No, no!" she said. "I just..."
"Take it easy," I said. "I'm just kidding. I'm not some
teenager worried about the size of my equipment. It's always
been big enough. I know there are guys bigger, but, so what?
Nobody's every complained. Besides, you might be surprised."
"So, it's okay?" Brenda asked. "You're not disappointed
or..."
"Hell, no" I said.
"Have you ever...?"
"Yeah," I said, "a few times. Enough to know what I'm
doing. If that's what you want, I'd be happy to oblige. In
fact, it would be my pleasure."
Brenda gave me a shy smile, so unlike her original
behavior. It dawned on me that this whole thing had been more
her idea than mine, and that I had just been the lucky guy at the
right place and time. She was looking for someone, and if I
hadn't come along she would no doubt have found someone else.
But, I told myself, what did I care? The end result -- no
pun intended -- was that this gorgeous woman was not only going
to let me fuck her but wanted me to fuck her ass. I could handle
that.
I put my arm around her shoulders and drew her toward me.
Brenda raised her mouth to meet mine, and we slipped into a kiss
that started gently and gradually built up to a deep, passionate,
and highly erotic merging of lips and tongues. I brought my
other hand up, slid it under her cover-up, and cupped a breast.
She pushed back against my hand, pressing her flesh into my palm.
I kicked off my sandals, and we fell backward on the bed,
continuing the kiss. After a while, I broke it off and, pulling
her with me, scooted back onto the bed. We fitted our bodies
together and resumed kissing. I slid my bare leg between hers
and up between her thighs until it nestled against her crotch.
Brenda spread her knees to give me room, then squeezed her
legs around mine, rubbing her pussy against the top of my leg. I
could feel the heat of her middle and a faint dampness. She
moaned faintly and clenched her arms around me, pulling us
together tightly. Our faces twisted from side to side as we
probed each other's mouth with our tongues.
The soft pillows of her breasts felt good against my chest,
but I wanted more. I worked my hand under our chins and found
the large button that fastened her lace wrap. Slipping the
button through the hole, I spread the sides open and move my lips
across her cheek and down her neck, sucking and nipping at the
sensitive areas under her jaw and at the base of her throat.
Then I moved lower, across her upper chest and onto the
tops of her breasts, kissing, licking, sucking. I slid a finger
into the bra top of her bikini and ran it down underneath her
tit, brushing her nipple. It was a rubbery pebble that stiffened
at my touch. With my finger, I lifted it up above the bikini
top, took the hard button between my lips and sucked on it.
Brenda put her hands on my head and pulled me in, arching her
back at the same time to thrust her tit deeper into my mouth.
"Wait a second," Brenda whispered, pushing me back gently.
As I raised up, she said, "Take your shirt off."
I knew what she wanted and pulled my tee shirt over my head
while she raised her back off the bed, reached behind herself and
released the top's fastener. The sides came free and Brenda
pulled it off, sliding the shoulder straps down her arms. Her
firm, tanned breasts, showing no signs of a line, sagged only
slightly to the sides. Both nipples were erect and thrusting
outward. I lowered my head again and took them between my lips,
each in turn. After sucking them up even stiffer than before, I
raised up slightly and pulled her naked breasts against my chest,
reveling in their softness against me. Brenda put her arms
around my neck and hugged me close.
I began kissing her again and slid my hand down over
Brenda's stomach to rest on her thigh. At my touch, she opened
her legs and shifted her hips, moving her middle toward my hand,
inviting me to touch her. She didn't want any more
preliminaries.
When I slid my hand over to cup the mound of her pussy, I
could see why. The band of cloth that covered her there was hot
and damp. I squeezed gently and then slipped a finger under the
elastic. Her cunt was already wet and slick.
"God," Brenda whispered in my ear, "I'm so damn horny!
I've been thinking about this all day -- all week, really." She
gave a shudder as my finger sluiced between the lips of her pussy
and slid over the bump at the top of her notch.
"I guess so!" I said. "You're really wet."
"Put your finger in me," Brenda whispered. "I need
something in me right now!"
I did what she asked, sliding my finger down her crack
until I felt the start of the tunnel, then pressed in and down.
She was tight, but my finger slipped easily, liquidly into her.
Brenda pushed upward with her hips, driving it deeper into her.
"God, that feels good," she moaned. "I wish... No... No.
I want it, but it's... gotta be the other way. I... I want to
keep my... my pussy just for my boyfriend. Just him. You
understand, don't you?"
"Don't worry about it," I reassured her, smiling. "I'd
like to fuck you everywhere. But it's okay. I mean, I want to.
It's not like it's a chore, you know."
"Good," Brenda said, rolling her hips around and working my
finger inside her. She groaned with pleasure when I moved my
thumb to her clit and massaged it gently. "Oh, jeez, that feels
so good."
While I played with her, Brenda snaked her hand down and
found my cock. It was already hardening, but it swelled and
throbbed under her touch. She fumbled at my waist, found the
drawstring of my trunks and pulled the knot loose. Then she slid
her fingers inside and wrapped them around my hard-on.
"God," she said, "You're bigger than I thought you'd be.
You're not small at all... almost as big as Mike."
"I knew that," I said with a grin. "But it'll be all
right. You can take me. I know you can. I've done it before
and it was... just fine. You'll like it. You'll see."
"You're sure?"
"Yeah, it'll be fine. Don't worry. It's... different, but
you'll like it. It's real sexy. It'll make you come."
"Really?"
"Yeah, really."
Brenda bit her lip, thinking, then decided.
"Do it to me, then," she said. "I want to do it."
I looked around the room, searching for something to use as
lubrication, but didn't see anything.
"I need something to grease you up," I said. "Do you...?"
"In my purse," Brenda said. "Suntan lotion?"
"Perfect," I said, grabbing her purse from the nightstand
and handing it to her. Brenda reached into it and pulled out a
plastic bottle, showing it to me.
"Yeah," I said. "That'll do fine."
I took the lotion from her, sliding my finger out of her
pussy.
"Oh," she said, disappointed.
"Sorry 'bout that," I said. "I'll make it up to you in
just a minute." I tugged at her bikini bottom. "Let's get this
off."
Brenda wriggled out of the bottom and pushed it down and
off her legs. She watched me carefully as I popped open the
lotion bottle and squeezed a gob of it onto my fingers.
"Do you want me to turn over?"
"Not just yet," I said. "Right now I just want to get you
all slippery."
She was lying on her back with one leg cocked up and the
other stretched out. As I reached down between them, she raised
the other leg instinctively. I slipped my lotion-drenched
fingers between her asscheeks, and Brenda flinched slightly when
my fingers found her asshole and wiped the lotion onto it but
otherwise held still. I put my thumb on her pussy and pressed
inward, sliding it up inside her, which made her moan with
pleasure and push back.
My middle finger was right on the tight dimple of her
butthole. Using just the fingertip, I slowly rolled it around
and around her pucker, waiting to feel her relax.
"That feels... strange," Brenda said.
"Just relax," I told her. "The secret to this whole thing
is to relax. If you fight it, it'll just hurt. But if you
relax, it'll be easy."
I increased the pressure of my finger gradually, pausing
every few moments to gather up more lotion with the tip and push
it into the center. She held very still, her eyes closed in
concentration or embarrassment or both. But I could feel no
resisting tension, so I pushed a little harder, and the first
joint of my finger oozed into her rosebud.
"Ooh!" Brenda squealed. He ass muscle clamped down on my
finger.
"Relax," I said again, and began working my finger tip
inside her, pressing against the tight muscle. I alternated that
with sliding my thumb in and out of her pussy. I put my other
hand on her mound and used it to work on her clit. When I could
tell she was relaxing, I slowly pushed my finger farther into her
butt.
I kept doing that, switching attention between her pussy
and her asshole, until I slid my finger all the way up her butt.
Now that she had it all, Brenda seemed to relax more and enjoy
the feeling. I could press my finger and thumb together inside
her. I slid them both in and out, manipulated her clit with my
other hand, and rolled the finger in her ass around in circles,
pressing against and stretching the opening.
Brenda was getting pretty worked up, excited by the strange
new sensations coming from my invading finger inside her ass
combined with the familiar stimulation of her pussy. Her hips
rolled and jerked, and her breath was shallow and rapid. She lay
there, eyes closed, legs splayed wide to give me room to work on
her.
I laid down beside her, putting my arm around her neck and
pulling her body up against mine. My thumb and middle finger
were stuffed up Brenda's two holes, and she wriggled around on
them. Meanwhile, she had pulled down my swimming trunks and
wrapped both her hands around my stiff cock, pushing and pulling
on it with her perspiring palms.
"Jeez, baby, that feels good. Better than I ever
imagined," she panted. "Oooh, yeah, honey, I like that. Keep
doing it."
I was happy to oblige. While I manipulated her cunt and
asshole, I stuck my tongue in her mouth, licked around her lips,
nuzzled her neck and nibbled at it. I slid my thumb back onto
her clit and played with it. Brenda gasped and shuddered.
"C'mon," I said, judging she was ready, "roll over on your
tummy."
Brenda hesitated just a moment. I pulled my thumb and
finger out of her, and she rolled slowly over onto her stomach.
She started to raise up on her hands and knees.
"No," I said. "Stay flat. It'll be easier."
She obeyed, lying still. I raised up on my knees, slipping
one and then the other between her legs. Picking up the lotion,
I squirted a thick pool into my hand and rubbed it over the head
and shaft of my cock.
"Now, I'm gonna go real slow," I said. "Concentrate on
relaxing. Just let go and let me come in. You don't have to do
anything. If you gotta do something, push out, kinda like you
were taking a crap."
I moved up closer between her legs and leaned forward,
supporting my weight on one hand. With the other, I grabbed my
prick just under the head, holding it stiff and firm. Lowering
my hips gradually, I nudged the head of my cock between her fanny
cheeks until it touched the entrance of her back tunnel.
Brenda had her head resting on her hands. Slowly, I let my
weight come down, pressing the end of my dick against her
rosebud. At first, nothing happened. My cock pressed her flesh
inward, but the tightly clenched knot of muscle didn't yield.
Brenda whimpered with discomfort, and her fingers clutched at the
bedspread.
"Relax and push out!" I hissed. She squeezed her eyes
tight in concentration as I increased my downward pressure. I
felt her asshole begin to yield, looked down, and saw the end of
my cock advance slightly, stretching the tight ass ring.
"Ow! Oh!" Brenda cried. Her fingers clawed at the
bedspread and squeezed it into her fists; her face was pulled
into a painful grimace. I eased forward a little more, spreading
her asshole.
"Oh, god! It's so big! I don't... I don't know..."
"You can take it," I said. "Relax. Let it in. It's
almost in. It hurts at first but not for long. This is the hard
part."
I saw a tear glisten at the corner of her eye, but I wasn't
about to stop. I pushed a little harder and suddenly the head of
my cock slid past her clenched asspucker and lodged inside.
"Arrrgh!" Brenda cried. I held still, keeping my prick
where it was, letting her get used to it.
"That's the worst part," I said. "It's over. Just relax
now. The rest is easier." I would have said anything right then
to keep her from making me stop. I wanted to shove forward and
drive my cock into the depths of Brenda's asshole. I wanted to
force my way in, driving my prick into her tight little bottom no
matter how much it hurt her. Instead, I held very still, waiting
for her pain to pass, keeping the head of my cock in her butt,
using my hand to brace it.
"Mmmphf," Brenda groaned. I felt her ass clutch at the
neck of my prick and then slowly relax. "Jesus! I never
dreamed... Oh, god, how will I ever...?"
But even as she complained, I could tell the pain was
easing. The pinched expression on her face slowly faded; her
clenched fists gradually relaxed. I increased the downward
pressure slightly and watched another half-inch of my cock
disappear into her asshole. Brenda sucked in a breath and slowly
blew it out.
"Relax," I repeated. "I'll go slow. Just a little at a
time."
Slowly, gradually, I eased my prick into her. Brenda
moaned with each little push, but I could tell it wasn't so
painful. Her virgin ass resisted each time but soon stretched to
accommodate my invading cock.
"God, it's big!" Brenda panted, "but... it's... it's
better now. Go slow, please. Ah! Ah! Oh, god! Stop a
second... Ah! Oh! Okay. Okay. Go slow. Oh, jeez! That's
it. Oh my god. It's enormous. I feel so goddamn full back
there. And inside. Is there more?"
I had released my stiffening grip around my cock and was
supporting myself on both hands now. Looking down between us, I
could see my prick splitting the cheeks of Brenda's ass and
buried less than halfway up her butt.
"That's most of it," I lied, "but there's lots more. Just
relax. It'll keep getting better." I dragged my hips back and
watched the shaft as it emerged from her hole, stopping when only
the head remained inside. Then I eased forward again, pushing my
cock back into her ass. It slid through the tight ring and oozed
down into her. Brenda panted as I drove it deeper, backed up
again, and pushed forward still deeper. Moving back a little,
forward a little more, again and again, I worked my way slowly
into her asshole. Brenda whimpered as I pushed my cock into her
butt but made no complaint. My pelvis touched her soft ass
cheeks, then pressed solidly against their warmth. Letting my
weight settle gradually onto her back, I stuffed the last little
bit of my prick into her anal tube.
"Jesus, baby! Hold still. Please, please don't move. Oh,
Christ, it's fucking enormous!" Brenda shuddered and moaned.
"But it feels so good! God, it's so far inside me. I can't
believe it! It feels... it feels like a pole up my ass. God, I
never felt anything like this." She panted for a moment. "It's
okay, now. You can move now."
Still lying on her back, I raised my hips slightly and then
pushed back into Brenda's asshole several times. At the bottom
of each nudge into her, I gave a little extra push, driving my
cock into her as far as possible. Brenda grunted each time I did
so, but not in pain. She was starting to feel good now.
"Oh, baby, I don't believe it," she whimpered. "That feels
incredible. So deep. Oh god, stuff it in me. I like it! I
really like it! I had no idea. It's so damn sexy."
I figured she was ready for more stimulation now. I pushed
up off Brenda's back and slowly pulled my dick almost all the way
out, drove it back all the way in, and then pulled back again
until the head of my cock popped free.
"What...?" Brenda said, a look of puzzlement on her face.
"You're not stopping, are you?"
"No," I reassured her, "just changing position. Raise up
on your hands and knees."
Putting my hands under her hips, I helped lift her up, then
scooted forward until the soft cheeks of her ass pressed against
me. Taking my prick in my hand, I guided it between her cheeks
until it touched her rosebud again.
"Help me," I said. "Push back. You control it. Fuck your
own ass with my cock."
Brenda eased backward, slowly impaling herself. I held
still and let her push back onto me, enjoying the delicious
feeling of my cock sliding between her cheeks and burrowing into
her back tunnel. My hands were on her hips to steady and guide
her. It was all I could do not to ram myself into her asshole.
"Oh, god," Brenda cried, "that's so incredible. So good!
So good! I'm taking it all. All the way in me. All the way up
my ass. There! Oh, jeez! There! Yes... yes..."
Brenda pushed back until her ass pressed against my groin.
I leaned against her butt. Then I gripped her hip bones and
pulled her back still farther, cramming the last millimeter of my
cock up her asshole. She moaned as I began to saw my dick in and
out, pulling back slowly then snapping my hips forward, driving
my cock into her.
"Ogod! Ogod! Ogod!" Brenda cried. "Fuck me. Fuck me
there! Fuck my ass! Give it to me! I love it! Come on, baby.
Give it all to me!"
I slammed it to her, drawing back and then jerking back on
her hips when I shoved forward. Her asscheeks slapped against my
pelvis each time I drove my cock up Brenda's asshole.
After a while, I stopped again with my prick all the way in
her and reached under her hips to finger her cunt. The lips were
spread wide and wet with her juices. Her clit was a hard button,
and Brenda jerked and moaned when I slid my finger across it.
She shook her hips from side to side, making my cock waggle
around inside her.
"God, baby, that's so good. I never knew. It feels
wonderful! So sexy, so sexy. Oh, fuck me. Fuck my asshole!"
I knew if I kept this up very long I was going to come, and
I wasn't ready yet. Besides, I'd promised Brenda that she would
come, and I wanted to make sure she did. So, once again, I slid
my prick out of her butt.
"Come on," I said. "Get down on the floor. Lean over the
bed."
We clambered off the bet and onto our hands and knees on
the floor. Brenda knelt at the side of the bed, her torso lying
across it. I knee-walked up behind her and used my hands to
spread her asscheeks wide. Her asshole had closed, but it
yielded easily when I pressed my cock against it. I sank it into
her in one smooth move. Taking both her wrists in my hands, I
dragged them downward toward me and poked them under her hips.
"Play with yourself," I told her. "Put your fingers in
your pussy. I'm going to fuck you silly and make you come."
Brenda rose up slightly as she squirmed her hands under her
belly to her pussy. As soon as she touched herself, she gave a
long moan. I grabbed hold of her hips again and began to thrust
my prick in and out of her asshole. Except for the tight ring at
the entrance, there was no resistance now. My cock slid easily
in and out of her butt. Brenda's hands were busy underneath her.
She was quivering and trembling constantly.
"Omigod! Omigod! It feels so good, baby," she cried.
"Fuck me! That's it! Give it to me! Oh, yeah! Oooh! Fuck my
ass! Come on! Push it in me! Give me that cock! That's it!
That's it! Oh, god, I love it! Shove it in me! Yes! Like
that! Shove your cock up my ass!"
I was jamming it to her as hard as I could, pulling back
slowly but then snapping my hips forward to drive my prick up her
ass. Brenda was moaning constantly, her face pressed into the
bedspread. Then she cried out. Her whole body jerked, and I
knew she was coming.
"Oh god! I'm coming! Ah! Ah! Oh god! Yes! Fuck me!
Yes! Fuck me! Yes! Ah!"
She humped her hips back and forth rapidly, sliding her
asstube up and down my cock, jerking and shuddering as she came.
That was all it took for me, too.
I felt my balls tighten and then shoot a spurt of come
through the length of my prick and into her bowels. A second and
third spasm followed it.
"Arrggh!" I yelled as I shot my come into her ass.
"Yes, baby!" Brenda cried. "Do it! Come in me! Come in
my ass! Shoot it! Give it to me!"
Bolts of electricity jerked through my body as I spasmed.
The tight ring of Brenda's asshole clenched at my cock as it slid
in and out of her butt, spurting and spitting jets of come. I
collapsed over her back, utterly wrung out by the violence of my
coming.
"Jesus fucking Christ!" Brenda panted under me. "I had no
idea it would be like that. I thought -- you know -- that may I
could... tolerate it, make Mike happy, you know?"
"Pretty incredible, isn't it?" I said.
"God, yes! I can't wait to try it with Mike. He's... not
that much bigger than you, after all. Do you think I'll be able
to... you know... take him there?"
"Don't worry about it," I said. "Just make sure to go slow
at first, and use plenty of lube. You'll be fine."
After we separated that afternoon, I didn't see Brenda
around the hotel, not until two days later. When I finally
encountered her again, she was hanging on the arm of big guy who
I assumed was Mike. Brenda looked small next to him. Her head
came up about to his biceps. I had a sudden image of him behind
her, naked, with an enormous cock splitting her fanny cheeks and
buried in her asshole. I hoped she would be all right.
She saw me but didn't say anything as they walked past
where I was sitting. Behind her back though, when I turned
around to follow them with my eyes, she flashed me the okay sign.
My cock twitched at the thought.
Author's Note:
It sometimes seems the harder I try for a clever title, the more
certain I am to come up with a dumb pun. Sorry, it's just my
nature.
This story is a complete fantasy, and there's not much else to
say about it. Brenda's extra-endowed husband presents her with
a technical problem, and she turns to our narrator (moi?) for help.
Would anybody actually do this? I doubt it, but that's what
fantasies are for, isn't it?
---
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