EROTIC AND NAUGHTY
FOUR FILTHY TALES
Featuring stories from:
Copyright 2017 by Extreme
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your own copy. Thank you for respecting the hard work of these
stories are intended for a mature audience only! Contains explicit,
graphic sex and language, including rough and aggressive sex, dirty
talk, anal sex, alpha males, bdsm, femdom, lesbians, threesomes,
pegging and more. Not intended for individuals under the age of 18 or
those with a weak constitution. All characters are over 18 years old.
TABLE OF CONTENTS
YOUNG MAN’S DREAM
(DAY TWO) BY DEREK PRICE
MY STUDLY NEIGHBOR
(THE FIRST NIGHT) BY GINA LANE
MY ROOMMATE AND HER BOYFRIEND BY HAILEY JAMESON
REVENGE ON HIS EX BY ALEX HUNTER
YOUNG MAN’S DREAM (DAY TWO)
Troy stood at Adriana’s front door at
precisely noon, his cock already hard just from thinking about what
was waiting for him inside the house.
The previous 24 hours had been the
longest of his life; from the moment he’d left Adriana’s house
the day before he’d been thinking about her. Shortly after arriving
home he’d gone into his bedroom and immediately started playing
with himself. His cock was caked with her juices and all it took was
a little bit of spit on his hand and his cock was slick as hell
Eyes closed, his mind focused on reliving
what they’d just done together, Troy jerked off. He could picture
Adriana in his mind’s eye with ease; the dark black hair cascading
down, framing her gorgeous face, that tanned skin, those insane tits,
her ridiculously long and sculptured legs. And her wet, perfect
little pussy. That most of all.
It hadn’t taken him long to cum,
squirting his seed all over his bed sheets no more than a minute
after starting. Including his time with Adriana he’d cum three
times already on the day and he was sure there were a few more to go.
He just had to make sure he saved some juice for the day after.
According to Adriana it was only going to get better as they went on.
This anticipation was what fueled his
cock on this, the second day of his sexual education. He had no idea
what to expect from Adriana but had to think it was going to be even
crazier than the day before, which had been pretty crazy indeed.
Troy rang the doorbell and took a step
back. He could feel a big, stupid smile on his face but he didn’t
even bother trying to wipe it off. He knew it wouldn’t be going
anywhere no matter what. He was just too happy.
Adriana answered the door in a tiny
little black dress that not only took Troy’s breath away, but
simultaneously made him feel spectacularly underdressed in his
collared shirt and khaki shorts. He could only stand and stare at
The dress played up Adriana’s sexiness
to the max; her tits were spilling out, her legs seemed to go on
forever, and the 3-inch heels she wore nearly brought her up to
Troy’s height. With her silky dark hair flowing down over shoulders
and the not-very-subtle makeup job she looked totally different than
she had the day before. Just as hot, only in a slightly different
way. Less elegant and more slutty.
“So what do you think?” Adriana
asked, spinning in place so Troy could get a good look at her ass.
“I think I’m gonna cream my pants
right here and now,” he said.
Laughing, Adriana took his hand and
ushered him in. She led him past the couch and towards the stairs,
looking back to flash him a smile every once in a while.
Troy’s eyes were locked onto Adriana’s
ass working beneath her skimpy little dress as she made her way up
the stairs ahead of him. It was all he could do to keep himself from
reaching out and grabbing her ass cheeks. Or sticking his head
between them. They were that inviting.
Once they reached the top of the stairs,
she led him down the hall, stopping at the first door on the right.
Opening the door, she ushered him inside the room.
It was an enormous master bedroom,
complete with couches and a lounge chair surrounding a large-scaled
entertainment system that included an 80-inch flatscreen and floor
speakers that were almost as big as he was. Next to the TV was a
fully stocked bar. On the other side of the room was a huge bathroom
with a double-headed shower and a jacuzzi tub. A king-sized bed sat
in the corner, buffered by a pair of dressers.
“So what’s on tap for today?” Troy
asked after taking it all in.
“Today I’m going to get a taste of
your overall abilities,” Adriana said. “Sort of a baseline test,
to see where you need improvement. The first part will be a
“Sounds like fun,” Troy said
“It’s not designed to be,” she
said. “But it will be informative for me. And don’t worry, the
second part will be more hands-on. But that will come later. For now,
Adriana turned and headed towards the
entertainment area. Troy followed like a dog at heel. He would follow
that ass anywhere without any hesitation.
When they arrived at the other side of
the room Adriana motioned towards the couch. “Lie down and make
yourself comfortable.” She pointed at the side opposite the lounge
chair, where a pillow was sitting. “Put your head over there.”
Troy did as he was told. The couch was
dark leather and plush. Soft as hell. As was the pillow. He got
comfortable quite easily.
Adriana walked over towards the
entertainment center. She pulled a clipboard and a ball-point pen off
one of the shelves, then picked up a pair of black-rimmed glasses and
put them on. When she turned to face Troy again, his heart fluttered
in his chest and his cock got a little bit harder.
Adriana saw the look on his face and
smiled. “You like the glasses, huh?”
Troy nodded vigorously.
“Yeah, most guys do. That whole slutty
“Exactly,” Troy said.
She walked back towards him and sat down
in the lounge chair down by his feet. Adriana crossed her legs,
forcing her skirt to ride up her leg, drawing his attention. He could
almost see up her skirt. Almost, but not quite.
A few seconds later Troy realized that
Adriana was watching him watch her. He lifted his head slightly,
pausing just for a moment at her glorious tits—which were hanging
out of her dress even more because of the position she was in—and
settled in on her face. Once their eyes were once again locked, she
“As I was saying earlier,” she
continued, “Based on yesterday, we know some of your general
strengths and weaknesses. First of all, you have a very nice cock.
Big but not too huge, plus it gets real hard, which is always a
bonus. Second, you know how to use it. You’re not a pro by any
means but you’re not an amateur either. Third, you can go multiple
times in one day, which is always nice. And even nicer still is the
fact that you don’t need a whole lot of time in between sessions
before you’re ready to go. Also, you seem to actually be a pretty
nice guy, which is great, and even though you’re a little shy,
you’re not scared. All in all a pretty damn good place to start. As
for areas that need general improvement: Stamina, for one. Confidence
for another. And I’m sure we’ll have to make you more adventurous
in bed. But those will come in time. What I need to find out today is
some more specific things.”
“Well, for example, how well do you eat
“Are you asking me?”
Troy shrugged. “I don’t really know.
I’ve done it a couple of times, and the feedback I got was pretty
good, but I doubt if the girls I was doing it too really knew the
difference between good and bad head. I think they were just excited
to have someone that was willing to do that to them.”
“Was it your idea or theirs?”
“It was mine with one, the other was
“Did you like it?”
Troy’s face went red.
“Don’t be embarrassed,” Adriana
said. “Just answer it truthfully.”
“Actually I kind of did,” Troy said.
“It wasn’t my absolute favorite thing to do, but it was pretty
“Trust me, that’s a good thing,”
Adriana said. “There is a serious dearth of men who eat good pussy,
and even fewer that actually enjoy it. But as long as you enjoy it, I
can teach you how to do it properly.”
For some reason this made Troy blush even
“Moving on,” Adriana said. “Answer
quickly, without thinking too much. And don’t worry about what this
means, I’m just trying to get an idea of what you have and haven’t
done. So I know where we stand.”
“Good, then let’s get started.
“Have you ever licked someone’s
Troy shook his head, his embarrassment
deepening. But Adriana didn’t seem to notice. And if she did notice
she didn’t dwell on it. She simply made a mark on the paper
attached to the clipboard and moved on.
“Ever had your asshole licked?” she
asked, her eyes looking up from the clipboard for a moment to read
He shook his head again.
“Given anal sex?”
A pause, then Troy answered, “Yes.”
Adriana wrote something down.
“Received anal sex?”
Again she paused, perhaps lending more
credence to his not-so adamant denial than he’d meant to convey.
But he didn’t have time to elaborate. Adriana was asking the
questions more quickly now, rapid-fire style, which lessened Troy’s
sense of embarrassment considerably despite the nature of the
questions but didn’t leave any room for discussion.
“Have you ever stuck your finger in
someone’s asshole?” she asked.
“Had someone stick their finger in your
“Does that make you uncomfortable to
think about a girl playing with your asshole?”
“A little bit.”
“Why? Because it seems gay to you?”
“Not really,” he said. “It’s just
something that doesn’t seem like it would feel very good.”
“I see,” Adriana said, writing this
down. Then, looking up at him, she asked: “What if you were assured
that it did. Would you be open to trying it then?”
He shrugged. “Sure. I guess.”
Adriana made another note on her
“Double-teamed a girl.”
“Been with two or more girls at the
“Have you ever peed on a girl?”
Troy laughed softly and shook his head.
“No.” He noticed Adriana was no longer even looking at her
clipboard. Her eyes were locked onto his face.
“Ever had your balls sucked on?”
“Did you enjoy it?”
“Yes. Very much.”
“What about deepthroated?”
“Have you ever tied a girl up?”
“Been tied up?”
A minor hesitation, then, “Yes.”
“Interesting,” Adriana said. “Just
a few more and we’ll be done. For now, at least.”
Troy nodded in understanding.
“Before yesterday, how many girls had
“How many did you cum inside?”
“On their stomach or tits?”
“On their face?”
“Did you want to?”
“What about in their mouth?”
“Did you want to?”
“Did you titty-fuck any of them?”
“Did you want to?”
“A couple them, yes.”
“Did any of them ever sit on your
“Did you want any of them to?”
“It never crossed my mind.”
“Is that something you’d object to?”
Troy paused as he thought about it for a
“Did you ever get rough with any of
“Did you want to?”
“Yes. With a couple of them.”
“Two. No, make that three.”
“Did any of them ever get rough with
“No. But one liked to take charge.”
“Did you like that?”
“Yes. Sometimes, at least.”
“Have you ever fucked a stranger?”
“Have you ever wanted to?”
“Well, that’s about it,” Adriana
said, setting the clipboard and pen on her lap. “One last question
and then we’re done.”
“Was this awkward for you?”
“A little at first. But by the end,
“That’s good to hear,” Adriana
said. She set the clipboard on the stand next to her chair and
started to take off the glasses.
“Do you mind keeping those on?” Troy
“You like them that much, huh?”
“Do you want me to suck your cock with
He nodded more vigorously.
Adriana laughed. “Okay, but first you
have to do something for me.”
“You said you’ve eaten pussy a couple
times before, right?”
“And that you thought you were pretty
good at it.”
“That’s what I was told.”
“But more importantly, you enjoyed it,
“Then come on over here and show me
what you’ve got,” Adriana said, pulling the bottom half of her
dress up over her waist and spreading her legs. She wasn’t wearing
any panties. Her pussy was smooth, recently shaved. And glistening.
Apparently the questions had excited her as much as they had excited
He practically leapt off the couch and
was on his knees in front of Adriana within seconds. He looked up at
her expectantly, awaiting instructions.
“This is all you,” Adriana said. “I’m
not going to give you any direction. I want to see what kind of
skills you have.”
Troy nodded, then took a deep breath,
grabbed ahold of her thighs, spread them slightly and pressed his
face between her legs. He went to work on her shaved, incredibly
smooth pussy, starting off slowly, licking the outside of her pussy
lips, tasting her tangy sweetness on the tip of his tongue.
He glanced up to see how she was reacting
and saw her looking down at him, watching him carefully, a little
smile perched on her lips. She definitely looked happy but not
ecstatic, so he figured he needed to turn things up a notch bit.
Returning his attention back to her pussy, he changed his approach.
Troy stuck his tongue out and ran it up
her pussy, starting at the bottom of her snatch and slowly moving it
up to the top, lapping at it like a kitten drinking milk. Adriana
started to moan softly so he increased his speed, licking more
quickly now, his rigid tongue slipping deeper and deeper into her
silky smooth insides with every pass.
He ventured another glance up and saw
that Adriana’s eyes were closed and her head turned slightly
towards the ceiling. The look on her face plus the increased sounds
of pleasure coming from her mouth excited Troy. He could feel his
cock pressing painfully against his pants. He was enjoying this more
than he’d ever thought possible.
Adriana’s juices were gushing,
drenching Troy’s face, inciting him further. Feeling adventurous,
Troy grabbed Adriana’s legs, pushed them back further, giving him
better access to her pussy. Then he took a deep breath and buried his
head in between Adriana’s legs, smashing his face up against her
flesh, forcing his tongue deeper inside her dripping wet pussy.
Adriana let out an excited little yelp,
followed by a deep, pleasurable groan. Troy shook his head back and
forth quickly, further covering his face in her juices. He backed off
for just a second to catch his breath.
He looked up at Adriana and saw that she
had pulled her dress down, exposing her glorious tits, and was
groping them with both her hands. Happy and proud and excited all at
the same time, he dove back between her legs once again.
“Holy fuck,” Adriana moaned as Troy
went back to work on her pussy, digging his tongue in as deep as he
could get it. “Right there, Troy. Right fucking there.”
Adriana grabbed the back of Troy’s head
with both hands and pulled him further up inside her, holding his
face up against her flesh, her pussy opening up even more, allowing
him deeper access to her insides.
Troy breathed Adriana in, her wet, musky,
tangy sweetness his only nourishment while she moved her body against
his face, sliding her pussy up and down on his rigid tongue, riding
his face, her legs quivering as she approached orgasm.
And then she was there, her body tensing
up for a moment before relaxing, an intense moan coming from her
mouth as her pussy juices flowed out of her, soaking Troy even
Adriana released his head, allowing him
to breathe properly. He did so in gasping breaths, a big smile on his
face while he looked up at Adriana, her nipples hard and her tits
glistening with sweat as her chest heaved. Her hair was messed up and
it hung down over her face, covering half of it. Her eyes were locked
on his and her mouth was turned up in a satisfied smile.
“Well, what did you think?” Troy
asked, his own grin threatening to split his face in two.
“I have to admit, I’m pleasantly
surprised,” Adriana said. “You were pretty damn good down there.
A hell of a lot better than most men. And even some women.”
“Thanks,” Troy replied, starting to
blush once again.
Adriana laughed. “Still embarrassed,
“Not by what I did,” Troy said. “But
hearing it come from your mouth. For some reason that still has a
strange effect on me.”
“Don’t fret it,” Adriana said. “I
think it’s cute.”
This just caused Troy to blush even more,
which made Adriana laugh louder.
“You did that on purpose, didn’t
you?” Troy said.
“What? Tried to embarrass you more?”
Adriana shrugged. Her smirk was
predatory. “Maybe just a little. But enough talk. It’s time to
repay your generosity.”
She climbed out of the chair and helped
Troy to his feet, then spun him around and dropped him down into the
spot she’d just been in.
With her skimpy little dress still
bundled around her waist and the black-rimmed glasses still on her
face, Adriana bent over, undid Troy’s belt, opened up his fly, and
pulled his pants off, revealing his rock-hard cock.
Adriana smiled. “Eating me out turned
you on that much?”
She reached down and wrapped her hand
around his cock. Laughing, she said, “It’s hard enough to hammer
nails into a two-by-four.”
“Yeah, but I don’t know for how
long,” Troy said.
“You’re that close to being done
Troy nodded sheepishly.
“Wow, you really do
enjoy eating pussy. I’ve never seen anything like it. At least, not
from a man.”
“Sorry about that.”
“Don’t be sorry,” Adriana said.
“Not at all. There’s absolutely nothing wrong with it.”
“Okay,” Troy said. “If you say so.”
But he didn’t sound like he believed her.
“I’m serious,” Adriana said. “It’s
a good thing. A very good thing. Trust me.”
“I believe you.”
With her hand still wrapped around his
shaft, Adriana dropped down to her knees. Looking up at him from
behind his cock, she said, “We’ll just take care of this real
quick and then move on. We’ve got all day to play around.”
And with that, Adriana took the tip of
his cock in her mouth.
Troy moaned and took in a sharp breath,
then let it out slowly. It was all he could do to not cum right then
Adriana understood his situation and
didn’t waste any time, her lips moving up and down on his cock in
tandem with her hand, both working in unison, establishing a perfect
rhythm, knowing that it was pointless trying to prolong things and
just making it as pleasurable as possible for Troy in the short time
he had before he shot his load.
Moving quickly, Adriana was taking his
cock halfway down before bouncing back up again, her hand following
right behind her mouth, using the saliva she produced to jerk him off
while she sucked his cock. Wet, slurping sounds filled the room as
she moved faster and faster, taking him deeper and deeper in her
mouth, maintaining eye contact the entire time, her eyes behind the
glasses locked on his.
Troy gripped the sides of the chair and
held his breath, but it was no use. He was no longer able to prolong
the inevitable. He muttered, “Shit, shit, shit,” and shifted in
the chair so he was leaning forward just a bit, holding on as much as
possible, trying to extract every last millisecond out of the
experience before cumming.
Even though he was right on the edge,
Adriana didn’t slow down. She continued going after his cock with
the same speed and intensity, even as his body tensed up in
preparation of orgasm.
“Holy shit,” Troy said, trying to
give Adriana one last chance to get out of the way before he came.
But Troy didn’t have to worry. Adriana
knew exactly what she was doing. She kept on blowing him right up
until the point where he started to cum, popping her mouth off his
cock just as the first veins of white semen came shooting out of the
tip of his cock.
She continued jerking him off as he came,
aiming his cock at her chest, taking Troy’s seed all over her tits
as his body shuddered beneath her.
Adriana jerked him off to completion,
then slapped his cock against her tits a couple of times to make sure
it was completely empty before letting go of it.
Troy closed his eyes and shook his head
quickly from side to side then took a deep breath before opening them
again. Adriana was still sitting there on the floor, a big smile on
her face, his semen snaking it’s way down her chest and towards her
stomach, leaving little snail trails in their wake.
Troy watched as she rubbed his cum into
her skin, all over her tits, on top of her nipples, which were still
hard. He wasn’t exactly sure why but watching her play with his cum
was strangely exciting, which made him realize that even though he’d
just came a minute or so ago his dick was still sticking straight-up,
as hard as it had been when they first started.
Adriana noticed it too, nodding in the
direction of his cock.
“Does it always stay hard like that?”
Troy shook his head. “It never has
“Do you think you can keep it up?”
“I have no idea.”
“Well, there’s only one way to find
out,” Adriana said, climbing to her feet and then onto the chair.
Before Troy realized what was happening,
Adriana was straddling him, one leg on each side of his body, her
knees and shins lying against the cushion, her ass pressing back
against his cock as she sat on his lap.
“I don’t think this is a good idea,”
“Why not?” she replied, lifting her
body up and grabbing ahold of his cock. “Have you done something
like this before?”
“Then how do you know?” Adriana said
as she pressed the tip of his cock against her pussy but didn’t
slide it in. “It might be the best idea ever. Let’s find out.”
And with that, Adriana dropped her body
onto Troy’s, her pussy engulfing his cock as it slipped inside her.
“Ho-ly fuck,” Troy said, drawing the
words out between deep breaths.
“It feels that good, huh?” Adriana
said, smiling like a shark.
Troy just nodded because he couldn’t
good, very good. But it was strange too. Different than anything he’d
experienced before. Because it was so soon after he’d just
finished, his cock was extremely sensitive, far more so than normal.
So even though it was still hard it was also very tender.
So far, Adriana was taking it slow and
gentle, but even so, he was right on the edge between pleasure and
pain. Every little movement made him wince just a bit, and when she
bottomed out, her pussy pressing up against his balls, he had to bite
his bottom lip to keep from crying out.
Adriana saw his predicament and took it
easy on Troy, staying on top of him with his cock all the way inside
of her, not moving at all except to lean forward and stick her tongue
in his mouth.
Grateful for the temporary reprieve, Troy
explored the inside of her mouth with his tongue, the pure bliss of
making out with Adriana taking his mind off the precarious position
his cock was in.
Once he had himself back under control,
he slid his hands under Adriana’s ass, spread her cheeks, and
lifted up slightly, signaling to her that it was okay to start riding
She took his cue and ran with it,
bouncing up and down on his cock; slowly at first but quickly picking
up speed until she was riding him like a cowgirl, forcing his hands
out from under her ass because she was hammering him so aggressively.
Troy’s cock was as hard as ever, having
not lost once iota of stiffness since they’d started. It was still
more sensitive than usual, but not painfully so. His cock felt like
it was on the verge of cumming, when the rest of his body was telling
him he was still pretty far away from orgasm. It was strange, and
different and wonderful. Yet another new experience brought to him by
this gorgeous woman sitting atop him.
His hands were getting lonely, so he slid
them up her belly and slipped them under her tits, holding them in
the palms of his hands. She leaned back, showing him the hollow of
her neck and accentuating her tits by pushing them out even further.
With his hands still groping her tits,
Troy straightened his arms, forcing her back even more, changing the
angle of his cock just a bit. He got his hips into the act, bouncing
them up as she bottomed out on his cock, giving his cock deeper
access to the inside of her.
The low sounds of their grunts and hard
breathing combined with the slapping of their bodies together and the
sloshing of their juices to create a cacophony of sound that was
music to Troy’s ears. A symphony of sex.
Adriana grabbed his wrists and pulled
them off her tits then leaned forward once again, even farther this
time, pinning his wrists to the chair next to his head. Holding them
in place, staring right down at him with an intense look, her body
positioned so it seemed like she was hovering over him, Adriana
slammed her body down on his, riding Troy’s cock from tip to base,
picking up speed with every pass.
Adriana was moving so aggressively
against Troy now that she could no longer maintain her balance, so
she released his wrists and transferred her hands to his chest,
pressing down on him with her palms, giving herself more leverage as
she pummeled him, impaling herself on his cock.
She was hammering away at him, her body
slamming down upon his, every thrust forcing his cock deeper and
deeper inside her. She looked like a woman possessed, hair bouncing
everywhere, covering up half her face, eyes boring down on him, her
head tilted slightly to the side, her features screwed up in a mask
From the look on Adriana’s face it was
obvious she wanted something from him and she wasn’t going to slow
down until she had it.
Luckily for Troy she wasn’t far away;
he didn’t know how much more he could take of her hammering away at
him like this.
A couple of deep, guttural growls and
then Adriana had one of her hands around his throat, lightly choking
him as she rose towards orgasm.
Once Troy got over the shock of Adriana
taking control over him like that, her hand around his throat had a
surprising effect. He’d never had a woman take things to such a
level, had never even considered the possibility of it, actually, but
he quickly realized that he liked it. A lot.
He wasn’t sure exactly what it was that
got him so excited—Adriana taking charge, the slightly painful
sensation, the sheer filthiness of it, the taboos it broke, or
something else entirely—but it instantly took him right to the edge
of orgasm. Where just seconds earlier he felt as though he could last
for hours before cumming, now he was holding on for dear life, once
again trying to extract just a few more seconds of pleasure before it
all came crashing down.
Adriana, being the attentive, experienced
woman that she was, instantly recognized the effect of her hand
around his throat, so she squeezed a little harder, her trademarked
evil little smile making it’s way onto her face while she continued
slamming down on him.
The increased pressure led to increased
excitement for Troy and he knew he was a few heartbeats away from
cumming now. And from the look on Adriana’s face, she was too. So
Troy did everything he could to get her there at the same time he
He put all his energy into lifting his
hips upwards into her, trying to match her intensity with his own,
giving it absolutely everything he could with every thrust. And it
seemed to work, as Adriana bit down on her bottom lip and let out a
deep, guttural groan at the same time Troy’s seed came shooting up
out of his cock and deep into Adriana’s pussy.
She bounced on top of him one last time,
then stayed down, wrapping her arms around the back of his head and
pulling him in towards her and holding him tightly against her while
she grinded her hips against his groin in a back-and-forth motion a
couple more times before finally shuddering one last time and then
Adriana pulled his head back and rested
her forehead on his.
“Wow,” she said. “Color me
Smiling, Troy said, “Not too bad, huh?”
“Not bad at all,” she said. “You’re
much further along that I expected you to be. Are you sure you’re
not some closet gigolo or something?”
“Not that I know of.”
“Then you must just be a natural. I’d
heard my girlfriends whisper about them but have never come across
one before. I always thought they were just a myth.”
Adriana climbed off him and lied down,
her back on the carpet. She patted the spot next to her and Troy
climbed off the chair and lied down by her side.
“Well,” she said. “How are you
liking things so far?”
“I’m loving them,” Troy said. “And
you. There’s only thing that’s bothering me a little.”
Troy paused for a moment then, said, “I
know I probably shouldn’t be asking this question, but I just can’t
let it go. It’s been on my mind since I left your house yesterday.”
“You’re wondering why I’m doing
Adriana smiled. “Come with me to the
shower and I’ll tell you a little story on the way.”
“Sounds good,” Troy said. He stood up
and offered his hand to Adriana. She took it and he helped her up.
Walking side-by-side, they made their way towards the bathroom on the
other side of the room.
“I want to tell you about a young woman
about your age who absolutely loved sex,” Adriana said. “She
loved the feel of it, the excitement, the sheer pleasure of
penetration. For a couple of years she had taken care of all her
needs herself; she had been raised to think that sex was a shameful
thing, and was afraid to venture out into the real world and find a
man to pleasure her. But eventually her needs trumped her fears and
she began to seek out men. Her first few experiences were with young
men about her own age. But she soon found out that they were way too
anxious, way too quick, and most of all way too selfish to please her
the way she needed to be pleased. So eventually she moved on a few
years, to slightly older men—still young; mid-20’s, most of
them—but she realized they had the same problems as the younger
ones. Not as pronounced, most of the time—except for the selfish
part, of course—but pretty much the same issues cropped up.”
Here Adriana paused. They had reached the
bathroom. She pulled open the door to the double-headed shower and
turned the water on to get it heated up. Then she closed the door and
turned back towards Troy and resumed talking.
“So she continued moving on, trying out
all sorts of different men, different ages, different nationalities,
from all different walks of life, but came away from the experience
vastly disappointed. Sure, there were the occasional men that knew
what they were doing, but for the most part she realized that men, as
a whole, were really shitty in the sack. So one day she came to a
decision. Whenever she came across a young man with potential she
would take it upon herself to make sure he realized that potential.
She would teach him everything she knew, starting from the ground up,
molding him into a man that could satisfy a woman’s every need, so
that hopefully there would be fewer young girls like herself who came
away disappointed in the quality of men.”
“So you’re a humanitarian,” Troy
“That’s right,” Adriana said,
grabbing a couple of towels from the linen closet. “I’m just
trying to make the world a better place. One young man at a time.”
“Are you ever tempted to keep one of
these men for yourself after your job’s done?”
“Tempted? Yes,” she said. “But I’ve
never done it.”
“Because that would be selfish of me,”
she said as she set the towels on the counter near the shower. “My
purpose is to teach young men how to excel in bed and then set them
free to put their newfound knowledge to use. Spread the joy, so to
speak. To keep them for myself would be to deny other women the
pleasure of being with them. Besides, I love the teaching part. Don’t
get me wrong, I enjoy tasting the fruits of my labor once my job is
finished, but the part I love the most is taking the raw material and
molding it in something wondrous.”
“So that’s where this is going to end
up? With me being a stud in the sack?”
“Oh, you’ll be much more than just a
stud,” Adriana said. “You’ll be a god. Capable of pleasing a
woman in ways she didn’t even know were possible.”
Adriana opened the shower door and
climbed in. Troy followed. She made her way to one of the shower
heads. He took the other. The water was piping hot. It felt great on
“You really think you can pull it off
with me?” Troy said, turning towards Adriana, letting the water
cascade over his back.
“I haven’t failed yet,” Adriana
said, smiling over her shoulder at him. “And to be perfectly
honest, you’re pretty far along already. I have a feeling you’re
going to be one of my easier students.”
“Really?” Troy said. “There
are people worse than I am when you get ahold of them?”
“Much worse,” Adriana said. She had
turned towards him and was soaping herself up, paying extra attention
to her pussy, getting it nice and clean. “You’ve got most of the
basic skills down already. You lack refinement, sure, but that can be
taught pretty easily. It just take practice. And you have the most
important things. A great body. A nice cock. But more importantly you
have the right attitude. You’re respectful, considerate, and
overall a nice guy, which is essential.”
She tossed the soap over to him. He
caught it and started rubbing the bar over his body. He was reluctant
to wash her smell off him but figured it was only temporary.
“Plus you seem like you genuinely want
to learn,” Adriana continued while rinsing the soap of her body.
“With most of the kids these days, you’re lucky if you find
someone that has one
of those attributes. But you have all three. Which means you’re way
ahead of the game already.”
Troy was smiling; he couldn’t help it.
His home life had been pretty rough and compliments were hard to come
by. Being praised by such a gorgeous, accomplished, incredible woman
made him feel pretty damn good inside. The outside was feeling pretty
good too as he watched her rinse the soap off her skin.
“Don’t get too proud of yourself,”
Adriana said. “You still have quite a bit of work to do.”
“Well, for starters you need to become
more confident in bed. More forceful. Stop feeling your way around so
much, waiting to see how I’m going to react before doing something.
Just do what you want. For the most part, women like a man who knows
what he wants and then takes it. Hesitant men are boring.”
“So more confidence and less
hesitation,” Troy said. He set the soap down and started rinsing it
off his body. “I think I handle that. What else is there?”
“We definitely need to work on your
stamina,” Adriana said. “What happened earlier was a perfect
example; don’t get me wrong, it’s admirable that eating my pussy
got you almost excited enough to cum while you were doing it, but it
also cut short was came afterwards.”
“Yeah, that was pretty pathetic.”
“I wouldn’t go that far,” she said,
turning off the water and leaving the shower. “In a weird way it’s
actually pretty impressive. But I definitely need to teach you how to
control yourself better.”
Troy turned off his water and followed
Adriana out of the shower. She tossed him a towel. They both started
to dry themselves off.
“And how exactly do you do that?” he
“Oh, there’s a few different ways.
We’ll try some of them out at a later date. One of these days we’ll
spend the whole afternoon on it. I’ll set up a little gauntlet that
tests your self-control.”
“Sounds like fun.”
“It will be,” she said.
“What else do I need to work on?”
“Well, eventually we need to get you to
be a whole lot more adventurous, but that comes in steps. One thing
at a time, then build upon it, taking things a little further, then a
little further. That’ll come in time, though. You can’t rush that
“Just overall refinement, more than
anything. But again, that comes with repetition. Just like anything
else, the best way to get better in bed is by practice, practice, and
“I think I can handle that.”
“So you say now,” Adriana said as she
hung her towel on the rack to dry. “But we’ll see, my young
friend. We’ll see.”
Troy tossed his towel onto the counter
defiantly. A little smirk played on his face. “You don’t believe
“I believe you think
you can handle it,” she said, matching his grin with one of her
own. Challenging him. Daring him. Taunting him. “But when push
comes to shove, and you’re trying to get it up again after cumming
four times already that day, we’ll see if you really can
“Four times? That’s it?”
Smiling wider now, Adriana said, “Big
talk from a man who’s only come twice so far.”
“The key phrase being so far,” Troy
“What are you saying? That you’re
ready to go again?”
“Fine by me,” Adriana said. “But
this time, I want you to take more control. Be more forceful.”
“That’s not good enough. You need to
just step up and do it.”
“I don’t know if I can.”
“Come on,” Adriana said. “Don’t
be afraid to talk about it. The only way to make progress is to have
open communication about what the issues are. Otherwise they stay
hidden and don’t get addressed. And that’s how things fester.”
“It’s just . . .” Troy trailed off,
not sure how to put it into words without sounding cruel.
“Spit it out,” Adriana said. “Don’t
“Fine. But you have to promise not to
take this the wrong way.”
She held her hand up, palm out. “I
Troy took a deep breath, let it out
slowly. He didn’t know how to say what was on his mind so he took
Adriana’s advice and just spit it out. “I’m kind of
“By me specifically? Or women in
“Not all women. But women like you.”
“Like me in what way?”
“Older than me. Bold. Gorgeous. You
know, women like you, what few of them there are.”
Adriana smiled. “Well, first of all,
thank you for the compliments. Second: Of course you’re
intimidated; in case you hadn’t figured it out yet, that’s just
the way I am. Bold and brash and beautiful. Which men aren’t used
“I know, and I get that,” Troy said.
“And I’m grateful for the way you are, because if you were just a
typical woman I wouldn’t be here right now. Your boldness is the
reason I’ve had so much fun over the last couple of days. But that
doesn’t change the fact that it makes you intimidating too. And
it’s hard to take control over someone who intimidates you.”
“Fair enough,” Adriana said. “So
if, for example, I was a quiet, petite, little 18-year old blonde who
fawned at your feet you’d have no problem taking control over me?”
Troy laughed and shook his head.
“What’s so funny?”
“Nothing. I’m just trying to imagine
you as a petite blonde, that’s all.”
“How’s it working for you?”
“Not so well. I like you as you are.”
“But if I was a little blonde about
your age . . .”
“Then I wouldn’t foresee any issues,”
“That’s good to know,” she said.
Troy tilted his head slightly. He
recognized the look on Adriana’s face. Something was working behind
those beautiful eyes of hers. “Why?”
“No reason,” she said. “Just
He didn’t buy it but didn’t press her
on it either.
“What about if we had a few drinks?”
Adriana asked. “Would that help make me less intimidating?”
“If I was drunk enough I’d probably
be able to get over my fear,” he said. “But that’s kind of a
cop-out, isn’t it?”
“A little bit,” she said. “But not
really. It’s a start, a little step. Something to build on. So what
do you say?”
“You want to try it right now?”
“Sure,” Adriana said. “Why not?
I’ve got a fully stocked bar just over there. Let’s start
drinking and see what happens.”
Troy pretended to think about it for a
moment, when in reality the decision had already been made in his
head. “Sure,” he said. “Let’s give it a shot.”
“Great. Then follow me.” Adriana
grabbed his hand and led him over to the bar next to the TV.
Once there, she pulled out a bottle of
Jack Daniels and a couple of shot glasses. “They key is to get
drunk enough to erase your inhibitions but not too drunk that you
don’t remember what happened the next day,” she said as she
filled the little glasses with the amber liquid. “Otherwise it
defeats the purpose.”
“Then why are we drinking Jack?
Shouldn’t we start off with something a little more mellow?”
“It’s just a couple shots to get us
jump-started,” she said, handing him one of the glasses. “Bottoms
Adriana shot the Jack back with a little
flick of her head. Troy did the same, grimacing slightly as it went
down. They both set the glasses down on the counter.
Smiling, Adriana filled them up again.
“One more and then we’ll slow things down,” she said.
Troy took a deep breath and nodded. This
time, he shot the Jack first and Adriana followed. The second one
went down a little easier. He set the glass down and so did Adriana.
“Do you like your wine red or white?”
“Red, I guess. I don’t drink it very
“Then cab it is,” Adriana said,
pulling a bottle of the rack. “This is Silver Oak. Pretty good
stuff. It should go down pretty easy.”
Adriana pulled a couple of wine glasses
and an opener from behind the bar and got to work on the bottle. Troy
could already feel the Jack starting to work it’s way into his
system, loosening him up just a hair. It felt good.
Adriana poured the wine and handed him a
glass and the rest of the bottle and they made their way back over to
the couch and sat. She grabbed a remote and turned the TV on, found a
sitcom in syndication. They both relaxed and drank their wine and
watched the show, their occasional laughter punctuated by sips from
their respective glasses.
An hour later they had just finished
their second bottle of wine. Troy was feeling good and drunk; not
quite wasted, but pretty close. With Adriana it was hard to tell.
She’d drank just as much as he had, but despite her being little
more than half his size she didn’t seem like the alcohol was
affecting her as much.
“How are you feeling?” she asked.
“Pretty fucking good,” Troy replied,
a goofy smile on his face. “How about you?”
“Not bad,” Adriana said, smiling back
at him. “Not bad at all.”
“So what do you say, should we get this
train a rollin’ again?”
“Come make your move whenever you’re
Troy set his empty glass on the coffee
table and stood up. He wobbled for a moment before catching his
“You okay there?” Adriana asked.
“I’m fine,” he lied. “Just fine
He walked over towards Adriana and stood
over her, waiting, looking at her and then down at his cock. It
wasn’t quite hard, not yet, but it was getting there.
“What do you want?” Adriana said,
Smiling, he said, “You know what I
“Tell me. I want to hear you say it.”
Still a little embarrassed even with the
alcohol in his system, Troy said, “I want you to suck my cock.”
“Like you mean it,” Adriana said, her
face completely serious.
“I want you to suck my cock,” he
said, more forcefully this time. But it was fake bravado; even though
he was quite drunk he still couldn’t completely let go. There was
just something inside him that fought too hard against being forceful
with a woman, especially once as elegant and attractive as Adriana.
“I still don’t believe you,” she
He took a deep breath and closed his eyes
to steel his nerves a little. When he opened them, his smile was
gone. It was time to get down to business and stop fucking around.
“Get over here and suck my fucking cock.”
you go,” Adriana said, flashing him a filthy smile. “That’s the
Troy I’ve been looking for. Let’s see if you can keep it up.”
“Stop talking and get on your knees,”
Troy said, getting into it now. After all, it was what Adriana
wanted. She’d been pushing him in this direction all day long.
“Yes, sir,” Adriana said and did as
she was told. On her knees before him, her head at the same level as
his cock (which had grown considerably harder during the proceedings)
she looked up at him. With eyes as wide as a puppy-dog’s, she said,
“Take my cock in your hand.”
“Now open your mouth,” he said.
“Now stick my cock in your mouth.”
Smiling wickedly, she did that too.
Troy didn’t have to tell her what to do
next. Adriana took care of it herself, going to work on his cock,
sucking and licking it and jerking him off and fondling his balls
while looking up at him the whole time.
“You like that?” she asked, pulling
his cock from her mouth and slapping it against the side of her
cheek. “You like how I suck your cock?”
“I love it,” he said.
“What else do you want me to do with
it?” Adriana asked, sucking on the tip for a moment before popping
it back out of her mouth. “Do you want me to deepthroat it?”
Troy nodded, his alcohol-enhanced
forwardness having disappeared as soon as she raised the stakes.
“That’s not good enough,” she said,
her hand still working his cock while she looked up at him.
“Deepthroat my cock,” Troy said.
Adriana tilted her head slightly but she
didn’t say anything. She didn’t have to. Her eyes told Troy
everything he needed to know.
“Take my fucking cock all the way down
your throat,” he said, adding a little attitude into it this time.
Adriana flashed him a pleased look then
she took his cock in her mouth and started to go down on it, pushing
it further and further into her mouth until it completely
“Holy fuck,” Troy said, looking down
at Adriana as she deepthroated him. Her nose was almost touching his
stomach and her eyes were open and turned up towards him.
She held his cock in her throat for a
good five seconds before slowly pulling off, revealing the length of
his cock inch by inch. She took a deep breath and smiled up at him.
Her eyes shone with excitement.
“Wow,” he said, laughing softly.
“I take it you liked that?” Adriana
said while she jerked him off, her hand flying over his cock thanks
to the copious amounts of saliva she’d generated while
“You could say that.”
“Do you want me to do it again?”
“Fine by me,” she said. “But first
you need to do something for me.”
“Anything,” Troy said. “Just name
“I want you to fuck my face. Do you
think you can handle that?”
Smiling wickedly, Troy nodded.
“Do a good enough job and I’ll
deepthroat you again.”
“Sounds like a win-win,” Troy said as
he grabbed the back of Adriana’s head and guided his cock into her
Holding her head in place with his hands,
he proceeded to fuck her face, pumping his hips forward at a rhythmic
pace, giving her just about half of his cock with every thrust. He
was holding back a little, the emotional side of him still unable to
fully commit, even though the rational side of him knew that this was
exactly was Adriana wanted.
And she let him know that, pushing him
back just enough to say, “You’re gonna have to do better than
that,” in a sing-song, taunting voice.
Even though Troy knew she was just trying
to get under his skin that didn’t make him immune to it. A little
flare of anger rose up through his body and he clung to it, using it
to give her what she was asking for.
“Better, huh?” he said, sliding one
hand up towards the top of her head and grasping her hair in a firm
grip. “Like this?” he asked, and when she opened her mouth to
answer he slammed his cock into it.
The move caught Adriana off guard,
forcing her to gag, but it didn’t seem to upset her. In fact, she
was smiling as best she could with his cock in her mouth and her eyes
were dancing. She was enjoying this, perhaps more than anything else
they’d done so far that day.
“Is this what you want?” Troy said as
he pumped her throat, leaning forward just a bit to get his cock
deeper inside her mouth. “Is this good enough for you?”
Adriana couldn’t answer. At least not
in words. But the gagging and coughing and slurping sounds coming
from her mouth told Troy what he wanted to hear.
“That’s right,” he said as he
continued hammering his cock in and out of her mouth, giving her the
whole thing, from tip to base. He was feeding off the situation,
finally fully comfortable with what was going on. Adriana was just
another girl, nothing special, nobody to be scared of. “Take my
cock, you fucking slut. Take it all the way down—”
He slammed his cock into her mouth, all
the way down her throat, and this time he held it there. He could
feel her throat constricting, cutting off the circulation to his
He put pressure on the back of her head,
pushing her further towards him, pressing her nose into his stomach.
He continued pushing on her head even as
she started to gag, not letting her move, keeping her from breathing.
He held Adriana there for another couple
of seconds before finally letting her go. Her head flew back and she
gasped for breath, coughing and gagging. Tears were leaking from the
corners of her eyes and lines of mascara were running down her cheeks
but she was all smiles.
“Not bad,” she said once she’d
caught her breath. “Not bad at all.”
But Troy wasn’t in the mood for any
more of her compliments. Now that his blood was up and his
inhibitions had been melted away by the alcohol, he wanted to keep
things moving along. He wanted to give Adriana what she craved, what
she’d been begging for. And the only way to do that was to keep the
“I’m only getting started,” Troy
said. He grabbed Adriana by the shoulders and spun her around and
pushed her onto the couch. “Up on your knees,” he said, lifting
her hips up so he could fuck her while standing. “There you go.
She was kneeling, doggy-style, her hands
grabbing onto the back of the couch, her legs forming a perfect L,
her ass sticking up in the air, hovering directly in front of his
Adriana turned her upper body so she was
looking back at him. She was smirking proudly, obviously satisfied
with how she’d manipulated the situation. Troy decided he’d wipe
that smile off her pretty little face.
Stepping up to her, Troy inserted his
cock into the magical triangle right beneath Adriana’s perky little
asshole. It went in without any resistance, as though her pussy was
filled with warm oil. She gasped softly.
He bit down on his lip and took a deep
breath to stifle the sensation. Then he started to fuck her from
behind, his cock slamming into her right from the get-go. He was too
far wound up to take things slow. Her little charade of getting him
to take control had him excited beyond belief. Even as drunk as he
was, Troy knew that he didn’t have very long before he spilled his
seed. Adriana just felt too damn good. Especially from behind.
Troy pummeled away at Adriana, her tight
ass slamming up against his hips, his balls slapping the underside of
her pussy with every thrust. Her back was arched, making her
shoulders blades and spine visible beneath her tanned skin, which for
some reason turned him on like there was no tomorrow.
Adriana turned her head back towards
Troy, watching him as he fucked her. Troy caught her eye and they
considered each other for a moment, each with filthy little grins on
“You like that, don’t you,” Adriana
said. “Fucking me from behind, pounding my tight little pussy with
the huge cock of yours while you’re staring down at my ass.”
Troy didn’t reply, instead choosing to
answer her by grabbing her hips and slamming his cock into her even
“There you go,” Adriana said, her
breath growing more shallow by the moment. “Just like that. Fuck me
like you mean it. Like I deserve to be fucked.”
All Adriana’s talking just fired up
Troy even more. He pressed down on the small of her back, and leaned
forward a little bit, changing the angle of penetration, giving him
more leverage and ultimately more depth. Holding Adriana in position,
he hammered away at her.
Her breathing started to take on a
rhythmic quality, coming in time with his thrusts and punctuated by
wordless yelps of pleasure. Adriana was normally a talker instead of
a grunter, so the shift towards more animalistic sounds made Troy
feel like he was doing something right. This gave him more
confidence, which sent him looking for some other way to escalate the
Adriana had shifted so that she was once
again facing forward, her face no longer turned to look back towards
Troy. This had caused her hair to spill down her back. It was right
in front of Troy, taunting him, teasing him, just begging to get
pulled. So he obliged, grabbing a handful of it and giving it a quick
Adriana yelped in surprise and delight as
her head snapped back.
Getting more comfortable with the
situation by the second, Troy took the initiative, talking to Adriana
instead of waiting for her to speak up.
“Oh, you like that, do you?” he said,
his voice mimicking Adriana’s tone from earlier. “You like it
when I pull your hair?”
“What?” he said, mocking her. “I
can’t hear you.”