OBSESSED WITH ESCORTS: VOLUME TWO
THE ESCORT SESSIONS: VOLUMES 6-11
Copyright 2017 by Alex Hunter
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TABLE OF CONTENTS
ESCORT SESSIONS: VOLUME SIX
ESCORT SESSIONS: VOLUME SEVEN
ESCORT SESSIONS: VOLUME EIGHT
ESCORT SESSIONS: VOLUME NINE
ESCORT SESSIONS: VOLUME TEN
ESCORT SESSIONS: VOLUME ELEVEN
ESCORT SESSIONS: VOLUME SIX
I’m lying on the bed in my hotel room
outside of San Francisco, drinking a Jack and Coke and catching up on
baseball games on the television when there’s a knock at my door. I
amble over and look out the peephole. I always like to check out what
I’m getting before letting them in the room, just to build
anticipation. So I look out and see two women, just as I ordered. One
has long brown hair. She’s standing up. The other has long blonde
hair. She’s kneeling on all fours.
Usually I like take a nice, long, look
before letting them in the room. But not tonight. I’ve seen enough.
I scramble to open the door and beckon them to come inside, lest
someone walk by and see them in the hall like that.
Once the door opens I see that the
brunette is holding a leash that’s connected to choker collar on
the blonde’s neck. Like a dog. The brunette walks in the room
first. She gives a tug on the leash and the blonde follows, crawling
on her hands and knees, her back arched and ass sticking up in the
air. I quickly shut the door behind them.
I ask them their names so I can keep them
straight in my own head.
“I’m Misty,” the brunette says.
“And my pet here is named Tanya.”
I could already feel a stirring in my
pants; I’d just ordered two women, nothing more specific than that.
But I like what they’ve sent me. A lot. I had a feeling this was
going to be a very interesting night.
Both women are incredibly hot but in
vastly different ways.
Misty is slutty but elegant, the sharp
lines of her face framed by her long hair and accentuated by her
pouty lips and a heavy dose of black mascara around her eyes. She’s
dressed in all black, from blouse to skirt to stockings to heels. Her
body is thin and rock hard, toned but not muscular, from her arms to
her washboard stomach to her firm legs and ass. She stands almost as
tall as me in her 4-inch heels and holds herself like the world begs
at her feet. Which is undoubtedly does.
Tanya is her exact opposite. Cute and
young with an innocent smile and big, blue eyes, she’s wearing a
white button-down blouse and an ultra-short, red and black plaid
skirt that doesn’t leave much to the imagination. She’s thin but
her body is softer, not as sharply-lined but still very shapely.
Misty bends down and unclips the leash.
“Go over to the bed and start playing with yourself,” she says to
Tanya turns and heads towards the bed,
still on her hands and knees. Her ass is sticking up in the air and
her short skirt gives me a full view of her round, perfect ass, which
is obscured only by the black dental floss g-string.
Misty takes my hand and leads me to the
couch while Tanya climbs up onto the bed. Misty sits me down, heads
over to the table, pours us both a glass of wine, then comes over and
sits next to me. She hands me one of the glasses.
I turn my eyes to the bed, where Tanya
has started going to work on herself. She is sitting up, facing us,
her legs curled beneath her, one hand rubbing her pretty little
shaved pussy while she fondles her exposed breast with the other. Her
head is arched back and her eyes are closed. She’s lost in herself.
Misty is watching Tanya but her hand is
on top of my crotch, gently rubbing my cock beneath the robe.
“Faster,” Misty says.
Tanya obliges, rubbing her pussy with
“Now finger yourself,” Misty says as
her thumb caresses the tip of my cock.
Tanya sticks two fingers in her pussy.
She lets out a little moan as they slide in.
“Faster,” Misty says.
Tanya’s fingers start moving more
rapidly. In and out, in and out, in and out. Her moans become louder,
“Another one,” Misty says.
Tanya sticks another finger inside
herself. She gasps as her fingers fill up her pussy.
“Now fuck yourself some more,” Misty
Tanya’s fingers work her way in and out
of her pussy, from her fingertips to her knuckles, slowly at
first, then picking up speed. Slapping sounds carry across the room
she’s so wet. Her groans increase with the intensity of her
“Harder,” Misty says. She’s still
watching Tanya intently but now her hand has slipped under my
bathrobe and wrapped itself around my cock.
Tanya does as she’s told, yelping now
with every thrust.
“Now taste yourself,” Misty says.
Tanya pulls her fingers out of her pussy
and slides them into her mouth, engulfing them.
“That’s so fucking hot,” Misty
says. She drains the rest of her wine and sets the glass on the
table, then slips off the couch and onto her knees. Facing me, she
pulls her shirt over her head, revealing large, beautiful tits. She
spreads my legs apart then slides in between them, her head right at
my crotch, her mouth mere inches from my dick. She unties the belt
holding my bathrobe closed and pulls it off. Then she opens the
bathrobe, revealing my rock-hard cock.
Misty grabs my cock and starts to stroke
it. Over her shoulder, she says to Tanya, “Keep fucking yourself
until I tell you to stop.”
Tanya does as she is told without a word,
her hand diving back into her pussy with reckless abandon.
Misty leans forward and takes the tip of
my cock in her mouth while she strokes my shaft. I lean back and
enjoy the view, flickering my eyes from one girl to the other, one
stroking and sucking my cock, the other writhing on the bed, fucking
herself with her fingers. Life is good.
And it gets even better as Misty takes my
cock deeper in her mouth. Moving up and down with her lips while her
hand still works my shaft. And then my cock disappears as she
deep-throats me with ease. She holds it there, my cock being
constricted in her tight throat, tongue flicking out and licking my
balls as she continues to hold it, hold it, hold it, then gags and
slides it back out.
Misty gets up a little higher on her
knees and lets an ocean’s worth of saliva slide out of her mouth
and onto my cock as she jerks me off. The saliva coats my cock, makes
it glisten as she continues moving her hand up and down my shaft. She
dives back in with her mouth, taking the tip of my cock between her
lips and sucking it off. She pops it out a few seconds later and
sticks out her tongue and slaps it with my cock.
“You taste so fucking good,” Misty
says as she goes back to work on my cock.
On the bed, Tanya now has both tits
hanging out of her shirt. They are glorious specimens, perfectly
proportioned, especially perky. They bounce naturally as she
continues to fuck herself, her fingers deep inside her pussy, moving
quickly in and out, in and out, stretching out her snatch, her moans
growing more intense, her entire body moving in time with her
thrusts. She sees me watching and smiles and pulls her fingers out
and sticks them in her mouth. With her other hand she slaps at her
pussy, once, twice, three times, her body convulsing slightly with
Misty slides my cock out of her mouth and
turns her head towards Tanya. “Stop playing with yourself and get
Tanya pulls her fingers out of her pussy
and climbs off the bed.
“Get on your knees,” Misty says.
Tanya does as she’s ordered.
“Now crawl,” Misty says.
Tanya begins to crawl over towards us.
Her back is arched and her ass is sticking up in the air. Misty sees
me watching Tanya.
“You like that, don’t you?” Misty
“Yeah,” I managed to say through a
Misty laughs and continues to jerk me off
as Tanya arrives.
Now I have two gorgeous, scantily-clad
sluts between my legs. I think it can’t get any better than this.
And then it does. Tanya and Misty start kissing inches away from my
cock, which by now feels like it’s going to burst out of its seams.
They make out for a few seconds, getting
into it, tongues deep in each others throat, grabbing each others
tits, and then Tanya is moving down Misty’s body, kissing her neck,
then sucking on one of her nipples. Misty grabs Tanya’s fingers—the
ones she had in her pussy a minute ago—and sticks them in her
mouth, sucking the juices clean. With her free hand she grabs my cock
and starts stroking it. Then she moves on from her friend and again
sticks my cock with her mouth.
Communicating via some primal methodology
beyond speech, Tanya detaches from Misty’s tits and slides in
closer to me, running her finger up my leg as she moves. She cups her
hand around my balls and fondles them as Misty continues sucking my
Then Tanya arches her back further and
takes one of my balls in her mouth, sucking on it, gently at first,
then with more force, rattling it around in her mouth, popping it in
and out, then switching balls and giving it the same treatment. Misty
slides up onto the couch so she’s sitting next to me, giving them
each more room to work. She digs down deeper on my cock, moving
quickly up and down, her lips creating a tight seal, as Tanya works
both of my balls into her mouth. The pressure is growing as each girl
works her own brand of magic. I try to relax but the sensations are
too powerful, too wonderful.
I look down and see nothing but the back
of Misty’s head. She has completely engulfed my cock. I look at the
mirror across the room and can see the back of Tanya’s head in the
reflection. She’s completely engulfed my balls. I imagine their
lips are touching in the middle.
“Oh. My. God.” I say. I take a deep
breath, let it out as slowly as I can.
Misty slides my cock out of her mouth,
spits on it, jerks it some more. Tanya is still going to town on my
I feel guilty, like I should be returning
the favor, so I reach over and start rubbing the Misty’s pussy
through her panties. She immediately starts soaking through them. She
bites on her bottom lip, starts to moan, then leans over and sticks
her tongue down my throat while still stroking my cock. I slide my
fingers inside her panties and start working on her pussy proper,
rubbing up and down on her swollen lips. She breathes harder and
starts moving against my fingers. She’s soaking wet. She leans back
a bit, changing the angle, allowing my fingers to easily slide into
her pussy. I hold them there, rigid, while she gently bounces up and
down on them, harder and harder, her hand moving faster and faster on
my cock, her breath growing more ragged, until finally she stops and
lets out a shuddering breath. She slips off of my fingers, grabs
them, and sticks them in her mouth, sucking her juices off of them
one by one.
When she’s finished tasting herself she
grabs a handful of Tanya’s hair and pulls her head up.
“Sit on his cock,” Misty says.
Tanya giggles and looks up at me and
smiles. Her eyes are huge as she wraps her hand around the bottom of
my shaft and wiggles her way up. She straddles me and strokes my cock
while her pussy hovers directly above it. Still firmly grasping my
shaft, she sticks the tip of my cock against her pussy lips and rubs
them against each other for a moment before finally sliding my dick
into her. She starts to bounce on my dick, moving up and down slowly
but rhythmically, her shaved pussy tight but soaking wet, her tits
jiggling. She leans into me and sticks her titties in my face. I grab
them, start working the nipples, then stick one of them in my mouth
and start to suck. She moans in pleasure and starts riding me even
harder, her hands grasping the back of the couch to add leverage.
Misty stands up on the couch and pushes
my head deeper into the cushions, then tilts it back so I’m looking
up at the ceiling. Then she throws one legs over me and straddles me
and sits on my face, all but smothering me. She grinds against my
face, allowing me just enough air to breath, her juicy wetness
drenching me. I stick me tongue out and she rides it with her pussy,
moaning the whole time, grinding harder and harder against me while
Tanya rides my cock like a Bronco, bouncing on it faster and faster.
Tanya’s high-pitched yelps as she slams against me combined with
Misty’s deeper, more guttural growls of pleasure create a cacophony
of pleasure that excites me even further, pushing me closer to
climax, which at this point is mere seconds away.
Misty seems to sense how close I am, as
she slides off my face. “Not yet you don’t,” she says as she
climbs off the couch. “You don’t get to cum until after you
Misty grabs Tanya by the hair and pulls
her off my cock.
“My turn,” Misty says. She throws
Tanya aside and climbs astride me, impaling herself on my cock.
Misty’s pussy is glorious; not as tight
as Tanya’s but even more wet. She works my cock slowly, moving up
and down with well-practiced assurance. She sits atop me like a
conquering hero, staring down at me, her face serious, all business,
her brown hair spilling over her eyes, her bottom lip between her
teeth. With her hands on my chest for leverage, she grinds on my
cock, owning me, using me for her own pleasure. Which is perfectly
fine by me.
“Grab my tits,” she says.
I obey, one hand on each. They are the
perfect size, a little more than a handful, firm and perky.
“Squeeze them,” she says.
Again I obey.
“Harder,” she says. “Like you mean
I squeeze as hard as I can, her nipples
between my fingers. Still bouncing on my cock, she moans and starts
to shake. I squeeze harder. She bounces some more than slams down
into me one last time and then sits there with my cock deep inside
her, shuddering and moaning and breathing deeply and shuddering some
more as I squeeze her tits even tighter, and then she closes her eyes
and arches back and lets out one more deep groan and a final orgasmic
shudder and then takes a moment to catch her breath. She slides off
me, stands up, grabs my cock with her hand, and pulls me off the
Tanya is on her hands and knees on the
bed, waiting for me, her ass sticking up and facing me.
Misty leads me to Tanya like a horse to
water, her hand still wrapped around my cock. And then I’m my
thighs are up against the edge of the bed. I’m standing over Tanya,
staring down at her perfect, willing, waiting body, my rock hard cock
poised mere centimeters from her glistening pussy. Tanya has turned
her head to look at me. She’s biting her bottom lip, watching me,
waiting to get fucked.
Misty drops to her knees and takes my
cock in her mouth, bobbing on the tip a couple times while jerking my
shaft, getting my cock all wet and slippery and hard. She releases my
cock and spins around and starts licking Tanya’s pussy, eliciting a
moan of pleasure from her lips. Then Misty moves aside, leaving the
way open for me.
I slide my cock into Tanya’s dripping
wet pussy. She gasps and moves her ass back against me, pushing my
cock in deeper, holds it there for a moment, and shudders just a bit.
With my hands gripping her ass cheeks, I
start to work her pussy, moving slowly in and out of her, giving her
my entire cock, from the tip of the head to the back of shaft. Misty
has stood up and taken a position behind me, rubbing up against my
back, her left arm wrapped around me, her hand caressing my pectoral
“Harder,” Misty whispers in my ear,
her voice seductive and nasty. “Fuck her harder.”
I start working it faster and faster,
until her ass is slamming up against me and she’s groaning with
“Spread her ass,” Misty says. “I
want to see her gape.”
I do as instructed, spreading Tanya’s
cheeks apart, widening her pussy.
Tanya is completely into it; her palms
are flat on the bed and her elbows locked, her back arched, her head
thrown back in ecstasy her hair lying on her back, beckoning me. I
reach out and grab a handful of her hair.
“That’s right,” Misty says, her
voice getting nastier with every word. “Now yank it back.”
I do as I’m told.
Tanya yelps and starts to moan louder as
her back arches even further. The leverage is great now and I’m
pounding her pussy deeper than ever before, her tight ass bouncing
against me with increased rapidity and pressure, her moans growing
ever faster and more intense.
“That’s right,” Misty says. “Fuck
her. Harder. Punish her. Make her your bitch.”
Her words turn me on even more and I
crank back on Tanya’s hair, nearly yanking back off the bed, but
still I pound away, slamming into her pussy, going deeper, deeper,
deeper as Misty continues to egg me on, practically shouting at me
“Fuck her harder,” Misty says. “She
can take it.” With every thrust she says it again.
And then I can’t take it anymore and I
say, “Oh shit, I’m gonna cum.”
“Cum on her,” Misty says. “All over
And with Misty egging me on I’m pulling
my cock out of Tanya’s pussy and she turns her head and looks at me
and smiles and I can’t take it anymore and I spasm and feel a great
release of tension and then my seed is squirting all over her back,
once, twice, three times, long arching streams reaching her neck.
And then I’m shuddering. jerking the
last few drops out of my cock, milking it, while Misty comes around
and makes her way onto the bed and starts lapping up the small pools
of milky liquid that have gathered in the hollows of Tanya’s back.
I shake my head and watch as Misty collect all my cum in her mouth.
She flips Tanya on her back and climbs until her face is above
Tanya’s and lets the sperm drip from her mouth into Tanya’s
waiting mouth. Then Misty they switch positions and Tanya returns the
favor, letting the sperm drip back into Misty’s mouth and then they
kiss, sharing my cum between them. It ends up in Tanya’s mouth and
she looks at me and smiles and swallows it down.
Misty and Tanya giggle and I shake my
head, disgusted a little bit but turned on too, then sigh and head
over to the couch to pour a couple glasses of wine for the girls. I
hand them the wine and head into the bathroom to rinse my face with
water. By the time I get out the girls have downed their wine and
started collecting their clothes. I grab my wallet, drop a thousand
dollars on the table near the door and bid them goodbye.
No hassles, no weirdness, no bullshit.
Just sex. Straight up. Just the way I like it. Escorts. Don’t leave
home without them.
ESCORT SESSIONS: VOLUME SEVEN
There’s a knock on my door. I take a
deep breath and walk over to it and open it up, eschewing the
peephole. I want to be surprised. And I am. In a good way.
The woman at the door is far more
beautiful than I could have ever hoped for, standing just a few
inches shorter than me with a slim, athletic body beneath her tight
raincoat. Her long black hair is pulled back, showing off the perfect
lines of her face. Narrow chin, high cheeks, big brown eyes, small
nose, and thick, dick-sucking lips lined with dark maroon lipstick.
Her skin is incredibly tan, golden brown, hinting at some exotic
She holds out her hand, palm down. I take
it and kiss the top of it, then lead her into the room.
I close the door behind us and by the
time I turn around she’s already undone her raincoat and dropped it
to the floor.
She’s wearing a tight, lacy black
lingerie top that ends just below her perfectly proportioned, large
but not too-large tits. She’s got a black bikini bottom and black
lace stockings on her incredibly toned, muscular legs. She spins in
place, showing off a tight, absolutely ridiculous ass and revealing
little bows on the back of her stockings. She undoes a clip in her
hair, letting it fall down her back, almost all the way to her waist.
Still facing away from me, showing off
her ass, she turns her upper body and looks back at me.
“Do you like what you see?” she asks,
her voice laced with the remains of an unfamiliar accent that
confirms her exotic origins. Her smile is wide and appears genuine.
“Very much,” I say, stumbling even to
get a simple sentence out. She’s so ridiculously gorgeous it’s
throwing me off.
I’m used to getting a certain kind of
woman, namely one with a specific flaw. Cute with only a so-so body,
or an insane body with a decent face, or perfect except for jacked up
teeth, something like that. But not this girl. She is just flat-out
gorgeous, like a movie star, only with a slightly slutty edge.
Perfect face, perfect body, perfect attitude, and just waiting to get
fucked by me. It’s almost too much to handle.
“I like what I see too,” she says,
stepping towards me. She grabs ahold of my arm, squeezes my bicep.
“You have very big muscles,” she says. “Let’s see about the
most important one.”
My heart is pounding as she runs her hand
down my chest, over my shirt and jeans, coming to stop right at my
crotch. She runs her hand over my jeans and starts rubbing the
outside of my already rock-hard cock.
“So far, so good,” she says. “Do
you mind if I take a closer look?”
“Not at all,” I say, trying (and
failing) to control my breathing.
She unzips my fly and reaches in and
pulls my cock out. “Oh my,” she says under her breath, her smile
growing even wider. With her hand still wrapped around my shaft she
says, “You have a very beautiful cock.”
Despite having done this sort of thing
many times, I can’t help but blush. For some reason getting a
compliment from her (even though it’s one I paid for) excites and
“Thanks,” I say sheepishly.
She laughs. “What’s the matter? Is
this your first time with someone like me?”
“Not even close,” I say.
“Then what is it? Are you just shy?”
“Not normally,” I say, laughing
nervously under my breath. “But right now? Yeah. A little.”
“That’s okay,” she says. “You
just relax and let me do the work. And when you’re feeling up to
it, you can take over.”
“Sounds good to me,” I say, barely
able to get the words out, highly doubting that I’ll ever feel up
to taking control. Not over her.
With her hand still wrapped around my
cock, she leads me over to the couch. Then she spins me around and
gives me a little push, dropping me onto the cushions.
She reaches down and undoes my belt then
pulls my jeans off. She drops down onto the floor, spreads my legs,
and crawls in closer to me until her head is right in front of my
A thin sound escapes from my throat as
she wraps her lips around the tip of my cock. She sucks on the head
for a few seconds before pulling her mouth off with a pop. Then she
starts working my cock over, never staying in one spot for more than
a couple seconds, running her tongue down the length of the shaft,
caressing my balls, sucking on them for a short time, then licking
the tip, all while looking up at me, her big brown eyes locked onto
“You want me to suck it?” she says.
I nod, unable to trust my mouth to form
even the simplest of words.
She smiles again then takes my cock in
her mouth and starts moving her lips up and down the shaft,
hands-free, making it disappear with ease, her eyes still looking up
at mine. Her hair is thrown back, allowing me a perfect view of her
beautiful face as she sucks my cock.
And she sucks it like a pro, constantly
varying the pace and the pressure and the depth to keep things fresh
and keep the sensation heightened.
She takes my cock all the way down her
throat and holds it for a few seconds, then pulls off, leaving it
glistening with her saliva. She takes a couple of deep breaths, still
smiling up at me, her hand now jerking me off, moving quickly along
my slippery shaft.
After catching her breath she slips my
cock back into her mouth and moves it in conjunction with her hand,
sucking and jerking me off at the same time, her mouth making
slurping and gurgling sounds as she goes to town on my cock. Her free
hand runs down my thigh then comes underneath my balls and curls
around my sack, caressing and jiggling my balls while she continues
to suck my cock.
She pulls her mouth off my cock and slips
her head further down beneath my legs. Her eyes still locked on mine,
she takes my balls in her mouth, suckling and gurgling them, first
one at a time, then both together, her hand continuing to jerk me off
the whole time.
It feels so good I can hardly contain
myself. I close my eyes and take a deep breath in an attempt to
regain control. I’m a visual person and I’m hoping that by not
watching her suck my cock it’ll keep me from getting too excited.
It actually works, at least for a short time. But then her tongue
bypasses my balls and ventures even lower.
I shudder and mutter a low obscenity the
moment her tongue makes contact with my asshole.
“I take it you like that?” she asks,
looking up at me from behind my balls, a little smile plastered on
“I fucking love it,” I say.
“Do you want me to do it some more?”
She laughs and then goes back to work on
my asshole, licking it like a kitten lapping up milk, moving slowly
from back to front while she continues jerking me off with her free
She suddenly shoves my legs even further
back, pushing my knees towards my chest, giving her easier access to
my asshole. She gathers up some saliva and spits on my asshole, then
starts attacking it more aggressively with her tongue, putting more
pressure on my sphincter, then sliding the rigid tip of it inside of
“Holy fuck,” I mutter, my fists
curled up into balls in an attempt to counteract my excitement. I’m
breathing hard by now, barely able to keep myself under control as
she continues tonguing my asshole with reckless abandon. I’m
perilously close to cumming but it just feels so damn good that I
don’t want to tell her to stop.
I turn my gaze to the ceiling and try to
count the little holes to distract myself just enough to stay on the
edge without going over it. But my attention is thrust downward with
the onset of a new sensation.
She has gone back to sucking my cock but
there’s still pressure in my asshole. I realize with a start that
she’s slipped one of her fingers in there and is sliding it in and
out of my asshole while she blows me.
It feels incredible. Unlike anything I’ve
ever experienced. The pressure and the mixture of slight pain and
intense pleasure in my rectum combined with the pure bliss of her
mouth moving up and down on my cock is quickly pushing me over the
edge. It’s all I can do to keep from exploding right there, all
over her face and into her mouth.
With a deep sense of reluctance I crawl
away from her, back into the couch, forcing her finger out of my
asshole and her mouth off my cock.
“What’s the matter?” she asks, a
look of confusion on her face. “You don’t like that?”
“Actually I like it too much,” I say.
“Any more of it and I’m going to be finished way too soon.”
“Ahhh, I understand,” she says,
smiling. “You need a little break, right? A chance to gather
“Okay, you just sit back and relax.
I’ll give you a little show.”
So I do, leaning back on the couch as she
drops onto the floor, her back to the carpet.
She slips her panties off and spreads her
legs wide so her wet, shaved pussy is staring me right in the face,
then slides her hand down her stomach, stopping at the top of her
With two fingers she starts rubbing her
clit, moving slowly in a circular motion, staring directly at me the
entire time. With her free hand she’s fondling her breast,
squeezing and pinching her nipple.
Her fingers start moving faster against
her clit and her breath is coming harder and harder now. She bites
down on her bottom lip and makes soft but intense groaning sounds
under her breath. She slips her fingers inside her pussy and starts
banging herself, her juices making a sloshing, sucking sound as her
fingers fly in and out of her pussy.
My dick is still standing straight up and
it’s all I can do to keep my hands off it. I desperately want to
jerk off as she plays with herself but I’m trying to exhibit a
little self-control. But soon I realize it’s pointless.
She slips a third finger inside her pussy
and I just can’t hold out any longer. My hand goes down to my cock
and I start stroking it, slowly and gently, not wanting to increase
my excitement too much further. After all, this is supposed to be
when I’m cooling down a bit in preparation for what’s to come
next. But she’s just so hot and sexy and obviously into what she’s
doing that I can’t help myself.
By now, she’s working
herself with both hands, one with four fingers inside her pussy,
slamming in and out, while the other rubs at her clit. It’s obvious
from her face that she’s close to cumming but she still makes
relatively little noise.
She increases the intensity until it’s
about to boil over, then suddenly tenses up, her eyes wide, her neck
straining as she reaches orgasm. She lets out a little gasp and her
body shakes and shimmies a couple of times before falling still.
Smiling, she pulls her fingers from her
pussy and brings them up to her mouth, where she proceeds to suck
them dry of her pussy juices.
“Did you like the show?” she says
once her fingers are clean. Her eyes are locked on mine, her smile as
genuine as ever.
“Very much,” I say.
“Are you ready for me to sit on your
Matching her smile, I nod.
She stands up from the floor and saunters
over towards me. She climbs atop me, one leg on each side of my body,
and lowers her pussy onto my stiff cock. It slides in easily, having
been expertly warmed up already.
I utter a soft groan as she takes my cock
all the way inside her, engulfing it, her pussy warm and wet and
She works her pussy muscles, expanding
and contracting them, altering the pressure on my cock without moving
up and down against it.
“Holy fuck,” I say softly, doing
everything in my power to keep from cumming immediately. I’m
holding my breath, afraid to let it out for fear that it’ll be all
the excuse my body need to release.
Smiling, obviously enjoying the control
she has over me, she leans over and sticks her tongue down my throat.
This does nothing to relieve the
pressure; if anything, it ramps things up even further. For some
reason I’ve always been turned on just as much if not more from
kissing as from fucking, and when both are happening simultaneously
it’s all but unbearable. Making out while fucking a girl is often
the final thing that puts me over the edge. And that’s almost the
case here. But her lips feel so good I don’t want to pull off. So I
just tighten my reins a little tighter and try to hold on.
Luckily she breaks off the kiss right
before it’s going to be a problem for me. Then she leans her body
back and starts bouncing on my cock, slowly at first, working the
entire thing from tip to shaft inside her pussy. Taking it right to
the edge of popping out before slamming it back down.
Paradoxically, this relieves some of the
pressure I’m feeling. I’ve always had an easier time not cumming
when the fucking is fast and aggressive as opposed to slow and
intimate. I’m not sure why but it holds true here too.
She slams her body into me harder and
harder, riding my cock like crazy, her tits bouncing in my face, her
hands pressing down on my chest while she stares directly at me. It’s
perfect; I’m thoroughly excited but in no immediate danger of
With my cock still planted deep in her
pussy, she spins around so she’s riding me reverse cowgirl, her
body turned slightly sideways towards me, one foot flat up on the
couch, outside of my leg, and the other on the ground, inside of
She’s riding me faster and faster, the
new position allowing her to slam her body down onto mine with more
force than ever before. But still I want more.
Her body is turned towards me just enough
that her right tit is bouncing directly in front of my face, tempting
me, taunting me. I crane my neck forward and start sucking on her
rock-hard nipple while she rides my cock.
She moans and starts riding me even more
aggressively, her body now slamming down on top of mine hard enough
to make me flinch. But I like the pain so I bite down on her nipple
so she’ll ride me even harder.
She obliges, uttering something in her
native language under her breath and shaking her head from
side-to-side and slamming down onto me with everything she has, our
bodies coming together with an audible smack at the bottom of every
Despite the intensity that we’re going
at it, she remains mostly quiet, which is fine by me. And actually
it’s a bit of a relief considering how most of the escorts I’ve
been with scream as loud as possible, perhaps thinking that’s what
men want to hear. Which is correct, most of the time. But not always.
Sometimes quiet intensity is preferable, especially when the girl is
gorgeous and talented, like this one obviously is. She doesn’t need
to scream to prove she’s having a good time. Her actions do it for
her. And more effectively, I might add.
In fact, she’s so effective that I’m
having trouble loosening up and letting things go. I feel like I’m
back in high school and it’s one of my first times; I’m still
slightly embarrassed by her beauty and even feeling a bit unworthy,
even though I’ve paid her for her time. She’s so gorgeous it’s
really kind of intimidating. I feel like a kid again, making it
almost impossible for me take control.
She does her best to counteract this by
taking the lead, but this just makes things even more pronounced,
making me feel even more out of my league. It’s far easier to
pummel a girl into submission when you see them as lesser than you, a
view which most escorts are all too ready to enforce by their looks
and outfits and attitudes. But a woman like this, so beautiful and
sophisticated and sure of herself makes it almost impossible for me
to get comfortable. I want to take control and fuck her like I fuck
all the other escorts, but there’s something deep down inside me
that isn’t allowing me to do so.
Luckily for me she seems to be used to
having this kind of effect on men, so she has no trouble continuing
to take the lead.
She climbs up and off my cock, spins
around, and positions herself on her hands and knees on the couch.
Her perfect ass is sticking up, just waiting for me to take her from
I clamber to my feet and position myself
with one leg on the couch and one on the floor, giving me the perfect
leverage to take advantage of her.
I slip my cock into her, taking her
doggy-style. I move slowly against her at first, wanting to savor the
first few moments of penetration from this, my favorite angle, but it
isn’t long before I’m slamming my cock in and out of her pussy. I
just can’t help myself.
Our bodies slam together, my cock going
balls deep inside her pussy, the outline of her spine showing against
her tanned skin.
I adjust my position so my hands are just
above her hips, pushing her mid-section down to bring her ass up,
slightly altering the angle of penetration and allowing me deeper
Her ass is bouncing right in front of my
face as I fuck her from behind, mesmerizing me with its jiggly
movements, tempting me, taunting me with its perfection. I can’t
let it go untouched. It’s just too inviting.
I slide my hands down and grab ahold of
her asscheeks and spread them wide, revealing her tiny pink little
asshole. It’s staring me right in the face, slightly open but not
gaping, beckoning me, just begging to get played with. And based on
her foray into my nether regions earlier in the evening, I’m
guessing she’s up for some anal play, and possibly even a whole lot
more. Time to find out for sure.
Normally when I hire an escort I just
take what I want from her; that’s kind of the point. I know they
are going to give it up willingly so there’s no apprehension on my
part. But tonight I just can’t get over my (relative) shyness and
take what I want. I have to make sure that she wants it too. So I
take things slowly, gathering up some saliva before spitting on her
asshole and start working it with my thumb. She lets out a little
gasp of pleasure and her entire body starts to shimmy, her breath
coming more quickly now.
Based on her reaction to my playing with
her asshole she seems to like it, so I take things a step further,
rubbing the outside of her sphincter for a little bit, varying the
pressure to keep her guessing, continuing to fuck her from behind all
Then I venture a little deeper, pressing
my thumb in the center of her asshole, not quite hard enough to
penetrate it but right on the edge.
She starts bucking harder against me, her
ass slamming into my hips. It’s as if she’s trying to force my
thumb into her ass. She obviously wants it in there, so I oblige,
sliding it in to the first knuckle and start working it around. She
utters a deep, shuddering moan and her body shakes.
Taking her excitement as a good sign, I
slip my thumb deeper into her asshole and continue fucking her,
picking up speed, inspired by her increased gyrations. I pound her a
few more times then pause to catch my breath, keeping my cock in her
pussy and my thumb planted firmly in her ass.
She turns her upper body so she’s
looking back at me. Her eyes lock onto mine. They are shining with
“You like my ass, don’t you?” she
“I love it,” I reply.
“You want to stick your cock in there,
“Very much so,” I say.
“Then what are you waiting for?” she
It’s a good question. One I don’t
have an answer for. So without saying another word, I pull back a
little, slipping my cock from her pussy, then lift my hips just a
little bit and stick my rock-hard cock into her gaping asshole. It
slides in easily, with very little resistance.
I go to work fucking her asshole, moving
slowly against her in long, rhythmic strokes, giving her my entire
cock, from tip to base.
“That’s it, baby,” she says, her
accent slightly more pronounced. “Fuck my tight little ass with
that beautiful cock of yours.”
Her voice is like an aphrodisiac; just
hearing it gets me more excited. Almost too excited, really, keeping
me from turning the aggression up too much. Normally I go at it
pretty rough but tonight things are different. This girl is so hot,
so exotic, and so high-class that I’m having trouble totally laying
into her. I’m fucking her gently, or at least as gently as possible
considering my cock is in her ass right now. It just doesn’t seem
right to be fucking her any other way.
Seeming to sense my reluctance, she
starts taking more control, backing her ass into me with more and
more force, until eventually she’s slamming back into me, her ass
bouncing off my hips, my balls slapping up against her pussy as my
cock goes balls deep into her asshole.
“You like that?” she says, turning
her upper body so she’s looking back at me. “You like it when I
work your cock with my ass?”
Unable to speak, I can only nod. She
smiles and starts backing her ass into me even more aggressively.
Then she tilts her head back, arching her spine and sending her silky
black hair spilling over her back.
Is she trying to tell me something?
Giving me an opportunity to take control without explicit saying so?
I think she is. So I gather up a handful of her hair and take the
lead, shifting my legs to give myself a little more leverage before I
start hammering away at her asshole.
“That’s right,” she says, breathing
more deeply now. “Pull my hair and fuck me like you mean it.”
Inspired by her talking, I start giving
it to her harder, my hips slamming against her ass, causing it to
ripple with every thrust. I wrap my hand tighter around her hair and
give it a good tug, arching her back even further and allowing me
deeper access to her asshole.
“There you go,” she says, her voice
still low and seductive and intense. “Give it to me, baby. Right
there. Right fucking there.”
And so I do, turning her body so I’m
standing now, my cock still planted firmly in her ass. I reach down
and push on her shoulders, forcing her face into the cushions of the
couch. I hold it there, pressing down on the side of her head while I
pummel her ass, my body slamming against hers, my cock disappearing
all the way inside her.
She grabs ahold of her asscheeks with her
hands and spreads them wide, stretching her asshole, allowing me
deeper access. Seeing her this into it excites me further and I
hammer away at her ass with everything I have, right at the edge now
and not caring. Thousands of years of evolutionary instincts have
taken over; I’m no longer concerned with prolonging the session,
all I want to do is propagate my seed.
“Holy fucking shit I’m gonna cum,”
She immediately pulls off my cock and
spins around and drops to the floor, her mouth right in front of my
cock. She takes my cock in her hand and jerks me off while her mouth
sucks me off, heedless of the fact that it was just in her ass.
She doesn’t have to work it for long
before I’m at the point of no return. My legs tighten up and my
body tenses for a moment, then releases.
She pulls my cock from her mouth but
continues jerking me off as the cum rockets out of my cock, spraying
all over face and tits and neck, covering her body with milky
whiteness while she stares directly into my eyes.
She continues working my cock with her
hand, squeezing out every last vestige of cum before finally letting
go. She drops my cock and starts to laugh. Her face is a mess,
completely covered with my sperm, like she’d dunked her face in a
bowl of milk.
“Pretty damn impressive,” she says,
“Thanks,” I say, as embarrassed as
She climbs to her feet and heads towards
The session ends as all they all do, with
her cleaning up real quick and then leaving without much fanfare.
This is one of the things I love about escorts, the lack of any
emotional awkwardness afterwards. It’s done, time to move on. But
today it’s bothering me more than usual. It’s as though I want
something more, something meaningful. I feel empty without it.
Oh well, I guess I’ll just have to
order up another girl tomorrow to take care of my sorrow.
ESCORT SESSIONS: VOLUME EIGHT
Tonight I’m doing something different.
Well, sort of. I set up an evening with Roxy Steele, a pornstar who
escorts on the side. Although I’ve never been with her before, I
feel like I know her well, having jerked off to way too many of her
movies over the past few years.
Normally I don’t set up sessions with
pornstars, mostly because they use their notoriety as an excuse to
charge three times the average going rate. But I figured what the
hell. Roxy is one of the most popular pornstars in the world, and
from what I understand—not to mention what I’ve seen on screen—an
My stomach is full of butterflies as I
wait in my hotel room, working on my eighth beer of the evening.
Normally, a session with an escort doesn’t make me nervous at all,
but the fact that I was going to spend the evening with a pornstar
instead of a normal escort had given me a good case of the nerves.
I’m reasonably certain it won’t
affect my performance, but I’m sure it will mess with my
personality a bit. Even with all the beers I’ve already finished,
I’m still feeling a bit on the shy side. Although I doubt it will
matter at all. Roxy is known for being a heavy talker, plus she’s
undoubtedly used to being men who are a bit star-struck, so I’m
sure she won’t care that I’m most likely going to keep my mouth
closed all night.
There’s a knock on the door. I pound
the last of my beer, take a deep breath, and head over towards it.
After taking another deep breath, I open the door.
Standing there, in the flesh, is Roxy. I
take her in with my eyes all at once, staring at her for what seems
like an hour but is really only a second.
When I called I asked that she come over
dressed normally instead of all decked out in a typical pornstar
outfit and she’s obliged, wearing a pink and white striped
short-sleeve sweater that exposes a little strip of tanned skin at
the bottom of her washboard stomach, a pair of blue jeans and heeled
sandals. Her long blonde hair covers half her gorgeous face and her
makeup is relatively subtle, compared to some of the getups I’d
seen her wearing in the movies.
Her big, blue eyes were ringed with just
a little eyeliner, she has a stud in the side of her nose, and subtle
lipstick that matches her sweater. Her tits are small and perky but
her legs are long and toned. She’s a beauty to behold, one of the
most fuckable girls I’ve laid my eyes on in some time.
My breath catches in my throat and my
heart starts to pound. Not just because she’s so freaking hot
(although she is) but because it’s actually happening. It’s
amazing how much of a difference it makes when the girl standing out
there waiting to come in and fuck me is a pornstar instead of a
normal escort. It really shouldn’t matter, after all the principle
is exactly the same, but it does. A lot.
“Do you mind if I come in?”
Roxy says, taking my shyness in stride,
just as I figured she would.
“Of course not,” I manage to say. I
stand aside and she walks by me. I peek at her ass as she walks by.
It’s as tight as it always appears to be onscreen. I close the door
and turn to face her.
She’s standing there, staring at me
with an expectant look on her face. It takes me a moment but I
eventually figure out what she wants. I dig into my pocket and pull
out a wad of cash and hand it to her.
She gives me a little nod of thanks, then
counts it and slips it into her purse. “You seem a little nervous,”
she says. “Is this your first time doing something like this?”
“No,” I say. “But it’s been a
“Just relax,” she says, dropping her
purse on the coffee table. “I’ll take care of everything.”
She steps towards me and leans in and
kisses me. I kiss her back, opening up my lips to accept her tongue.
As we explore each other’s mouths, her hands drop down to my waist.
She deftly undoes my belt and the top button of my pants, followed by
As I take a deep breath to keep myself
under control, she drops to her knees, pulling my pants and boxers
down as she goes.
With my pants down around my ankles, I
watch Roxy as she grabs a hold of my cock and holds it up against my
stomach and runs her tongue lightly over my balls. Smiling, she looks
up at me.
“You like that don’t you,” she
says. “You like it when I lick your balls.”
Smiling up at me, she goes back to work
on my balls, taking them in her mouth and bouncing them around with
her tongue while her hand moves up and down on my cock, gently
jerking me off.
Eventually she releases my balls and lets
go of my cock, allowing it to hang naturally, or as natural as a
rock-hard cock can hang. It’s sticking straight out, parallel to
“You’ve got a very nice-looking
cock,” she says. “Do you mind if I take it in my mouth?”
I shake my head.
“Yeah, I didn’t think you would,”
Roxy opens her mouth and wraps her lips
around the tip of my cock. With her hand gripping the base, she sucks
on the head for a few seconds. She pulls her mouth off my cock,
gathers up some saliva and spits on it. Her eyes still looking up at
me, maintaining eye contact the entire time, she jerks me off,
working the saliva in.
“Do you like how my lips feel around
your cock?” she asks.
I nod again.
She laughs. “You don’t talk much do
I shake my head.
Her mouth turns up in a little
half-smile. “Feeling a little shy, are we?”
“That’s okay,” she says, still
working my cock with her hand. “I’m used to it. Besides, I’ll
talk more than enough for the both of us. Unless you don’t like
that sort of thing, of course.”
“No, I like it,” I say.
“Good,” Roxy says. “Because my
mouth has a mind of it’s own.” She pops it open, her lips
creating a big O. She slips my cock into her mouth, taking it almost
all the way down before sliding it back out. “See what I mean,”
she says once my cock is clear of her lips. “I just can’t seem to
keep it closed.”
Smiling, I laugh softly and shake my
“Oh wow,” she says. “You do
you have a personality after all.”
I raise my hand and bring my forefinger
and thumb close together. “A little one,” I say.
Roxy laughs. “That’s okay,” she
says. “The size of your personality isn’t what’s important
right now. The size of your cock is. And it’s
certainly not a little one.”
She takes my cock in her mouth again and
starts bobbing her head forward and back, taking it three quarters of
the way down every time, sucking me off at a good, solid, medium
pace, her hand working in unison with her mouth.
She slides her knees back a little bit,
until she’s in the traditional doggy-style position, giving me a
much better view of her ass.
While she continues working my cock, I
bend over and grab ahold of one of her ass cheeks and give it a
squeeze. It’s soft at the surface but hard just underneath, big and
shapely and extremely well-maintained.
Roxy pulls my cock out of her mouth just
long enough to say, “You like my ass, don’t you.”
It’s not a question, not really, but I
nod in reply anyway.
“Well then, let’s give you a better
look.” She quickly slips out of her jeans and tosses them over by
her purse, then climbs back into the same position as earlier; on her
hands and knees, my cock in her mouth, her ass sticking up in the
air. Now she’s wearing only a red g-string that barely covers her
holes and leaves the rest of her round, bubbly ass exposed.
It’s such a perfect ass that I can’t
help myself. I reach back and give it a little smack.
She lets out a yet little yelp of
surprise followed by a moan of pleasure.
Taking this as a good sign, I switched my
hand over to her other ass cheek and give it a smack also.
Roxy reacts the same way, punctuating her
enjoyment by going after my cock with a little more urgency.
Enjoying the way things are going, I
smack her ass again, a little bit harder this time. She ups the
energy even more. So I smack her again, and again, and again, trading
off ass cheeks, my slaps getting a little more intense every time, my
cock growing harder and harder inside her mouth as she continues
matching my aggression.
Once both her ass cheeks are good and
red, I stand up straight once again and look down to watch her suck
She sees me watching and gives me a wink
then rises up a little higher. Putting her hands on my thighs for
balance she pushes her head forward, taking my entire cock in her
mouth, and holding it there, deep in her throat.
“Holy fuck,” I moan under my breath
as she deepthroats me for a good five seconds before pulling her head
“Do you like that?” she asks after
catching her breath. “Do you like it when I swallow your entire
cock and hold it deep in my throat?”
“Do you want me to do it again?”
“Yes please,” I say.
“Oooohhhh, you actually spoke,” she
says. “You must really
Laughing softly, she wraps her lips
around my cock and again deepthroats me, this time maintaining eye
contact the entire time.
I put my hands on the back of her head
and force my cock even further down her throat, until her nose is
pressing up against my skin and her bottom lip is touching my
Roxy gags and coughs and tries to back
away but I don’t let her, holding her head in place with my hands
for another couple seconds before finally letting her go. Her head
flies back and she gasps for air.
Once she’s caught her breath, she
gathers up a bunch in saliva and spits it on my cock and starts
working it in with her hand. Looking up at me, her eyes filled with
excitement and her lips turned up in a big smile, she says, “You
like taking charge, do you?”