Pegged By My Filthy Girlfriend (3 page)

She aggressively banged my asshole with her
fingers for another ten seconds, then let them slip out.

I let out an involuntary groan as they
exited.

“
Oh, don’t worry baby,” she
says, taking my groan as one of disappointment. “I’m going to
replace them in just one second. Just let me lube up this fat cock
of mine and then we’ll be ready to go.”

I turn my head back to see her squirt a good
amount of lube onto the tip of the cock and then work it around
with her hand. I must admit to feeling anticipation along with the
trepidation. I’m excited as well as terrified.

Taylor finishes up working the dildo with
the lube and looks at me as I’m watching her. “Are you ready for
this?” she asks, smiling widely.

“
Hell no,” I say. “But
let’s do it anyway.”

“
That’s the spirit,” Taylor
replies, grabbing her cock and guiding the tip of it towards my
asshole.

I take a deep breath and let it out slowly
as the tip of her dildo touches my sphincter. And then a low
mewling groan escapes my throat as the tip of it pushes into my
anus.

“
Jesus fucking Christ,” I
moan as Taylor forces her cock inside my asshole. My head is facing
forward now and my eyes are staring at the carpet.

“
Come on, baby,” Taylor
says. I can tell from the sound of her voice that she’s smiling.
“You can take it. I know you can. You’re a big boy.”

I grunt in assent as she begins to slowly
work the dildo, pushing it deeper inside my asshole for a moment
before relaxing for a beat and then pushing again.

“
Relax and take it like a
man,” Taylor says, working her hips a little more quickly now.
“This is just the beginning. I’m barely even inside of you
yet.”

I try to relax but it’s difficult. There is
pleasure there, but it’s mostly hidden behind the discomfort, which
is growing larger and larger as Taylor works her cock deeper and
deeper inside of me.

My groans are growing louder and more
animated but Taylor doesn’t let up, working the dildo ever deeper
inside of me.

“
That’s it, that’s it,” she
says. “My cock looks so fucking good moving in and out of your
asshole.” Her hands grab ahold of my asscheeks and she pushes them
apart, opening me up even more to her, allowing her to penetrate me
even more deeply. It feels like the entire dildo is up my ass now,
even though I suspect not even half of it is in there
yet.

Taylor lets out a whoop of joy and pumps my
asshole deeper than ever. I let out a shocked little yelp followed
my a low moan.

“
Oh, poor baby,” Taylor
says. “Is it getting a little too deep for you?”

I nod my head, unable to speak.

“
Well, let’s see if I can
help you out a bit,” Taylor says.

She releases my asscheeks and runs one of
her hands down to my cock and starts jerking me off while
continuing to fuck my ass.

“
There, is that better?”
she asks.

“
Yes,” I manage to
groan.

“
What?” she says. “I
couldn’t hear you.”

“
Yes,” I say louder. The
pleasure of her working my cock alleviates some of the discomfort
of the dildo in my asshole but not all of it. But I have to admit,
now that my asshole is getting more and more used to the cock
inside it, the discomfort is lessening and the excitement is
increasing.

“
Tell me that you love it,”
Taylor says, fucking me more aggressively now. She knows that by
working my cock relaxes me, thus opening my asshole up even more,
allowing her to fuck me harder. It’s a nice little feedback loop.
“Tell me how much you love it when I fuck your asshole.”

“
I love it,” I
say.

Taylor slaps me on the ass with her free
hand. “Louder,” she says.

“
I fucking love it!” I
scream.

“
That’s better,” Taylor
says, her enjoyment showing in her every word. “But it’s still not
good enough. Talk to me, baby. Tell me how much you love having my
cock on your ass.”

“
I love it having your cock
in my ass!” I say. “I love how it feels when you fuck my ass with
that giant cock of yours.”

“
Yes, yes, yes!” Taylor
says. She releases my cock and slaps my ass with both hands a few
times. “That’s what I love to hear! It turns me on to hear you talk
to me like that. Keep it going, baby. Keep talking to me. I’m not
going to stop fucking your ass until you cum, and I’m not going to
let you cum until I cum. And since I’m not going to cum until you
make me happy, you’d better make me happy!”

Since I want to cum badly and I also
wouldn’t mind getting Taylor’s huge dildo out of my asshole, I
decide to go all out trying to make her happy.

“
Fuck my ass with your huge
cock,” I say. “Hammer me with it! Stretch my fucking asshole
out!”

“
That’s what I’m talking
about,” Taylor says, her face glowing with pleasure as she fucks me
harder than ever. She keeps slapping away at my asscheeks with both
hands. “Keep it going, baby. Keep talking and I’ll let you
cum!”

Grunting and groaning loudly now, I scream.
“Fuck that ass, fuck that tight little asshole! Hammer me with your
cock! Break me in fucking half!”

“
Yes, YES, YES!” Taylor
screams back at me. “Give me more, baby! More! You’re making my
pussy so fucking wet! I love hearing you talk dirty!”

Tears are leaking out of my eyes and my ass
is on fire but my cock is rock-hard. It feels as though it’s going
to burst through my skin. Despite the pain, on some level, I’m
obviously enjoying myself. But that doesn’t mean I don’t want it
over with already. So I turn it up as notch.

No longer screaming, but begging in my most
pleading voice, I turn back to look at her and say, “Please give it
to me. Give it to me like never before. Slam my fucking asshole
with your cock. Give it to me. I need it, I need it, baby, I need
it so bad!”

This last part is what puts Taylor over the
edge. She slips her hand between her legs and furiously rubs away
at her clit while continuing to fuck my asshole, deeper and more
aggressively than ever. She’s banging away on my asshole so
intensely that I can barely breath, let alone talk anymore. So I
face forward once again and drop my head towards the floor, biting
down on a scream.

“
Fuck, FUCK, FUCK!” Taylor
groans, letting out a scream of her own as a monstrous orgasm flows
through her. She shakes and shimmies and holds her cock deep inside
my asshole until the orgasm passes through her. “Goddammit that
feels so fucking good!” she says, pausing to catch her breath.
“Great job, baby. I haven’t cum that hard in years!”

Her cock is planted so far in my ass I can’t
even reply.

“
I suppose you’re ready to
cum now too,” Taylor says. I can hear the joy in her
voice.

I nod my head.

“
What?” she says, taunting
me right up until the end. “I can’t hear you.”

“
Yes please,” I manage to
say.

Taylor laughs. “Okay,” she says. “I suppose
we can finish you off once and for all.”

And with that she goes back to fucking my
ass. Shortly after starting up again, she grabs ahold of my cock
and pulls back on it, so it’s pointing straight down at the ground.
I let out a groan of pleasure as she starts jerking off my swollen
cock.

“
But I’m not going to stop
fucking your ass until you’re finished,” Taylor says. “I want you
to cum with my cock up your ass.”

That’s fine with me. Based on how hard I
came the night before with her finger in my asshole, I can only
imagine how much harder I’m going to cum with a cock in there.

And luckily, I’m so excited that it doesn’t
take long at all. Between Taylor jerking me off and fucking my
asshole less aggressively now that she’s already cum, it doesn’t
take more than half a minute before I’m ready to blow.

“
Holy shit,” I groan as I
creep right up to the edge of orgasm. “I’m gonna fucking
explode!”

“
Do it, baby,” Taylor says.
“I want to see how big your load is!”

“
Holy shit,” I say again as
my body tenses up in the final seconds before cumming. “Holy shit,
holy fucking shit!”

And with that, I release, my whole body
spasming as my cock explodes, sending stream after stream after
stream of cum out of me. Taylor continues jerking me of and fucking
my ass until my cock is completely dry, then, thankfully, she
slides the dildo out of my asshole.

I immediately collapse to the carpet, right
atop my huge puddle of cum, but I don’t care in the least. I’m
spent far beyond normal. Eventually I roll over onto my back and
stare at the ceiling, trying in vain to ignore the throbbing pain
in my asshole.

Taylor flops down next to me and lays her
head on my chest. She’s still wearing the strap-on and the dildo is
lying on my stomach.

“
So,” Taylor says, smiling
at me. “Was it everything you were expecting?”

“
And then some,” I say in
an exaggerated moan.

She laughs. “It
wasn’t
that
bad,
was it?”

“
That depends,” I
reply.

“
On what?”

“
On if my response has any
bearing on whether or not we’re ever going to do this
again.”

“
Oh, don’t worry, honey,
we’re going to do this again no matter how you respond,” Taylor
says. “So you might as well tell the truth.”

“
It was . . . interesting,”
I say. “Far more intense than I was expecting.”

“
Is that a good thing or a
bad thing?” she asks.

“
Both,” I reply. “It was
uncomfortable and degrading and fucked-up in more ways than one but
it was exciting and crazy and perverted and incredible too. Not
something I’m going to want to do all the time, but certainly
something I’d do again.”

Taylor claps her hands and giggles like a
little girl. “Oh, I’m so glad you didn’t hate it,” she says.
“Because, as you can probably tell, I liked it quite a bit.”

“
I know you did,” I say.
“And I’m glad it made you happy.”

“
More than happy,” she
says. “Ecstatic. It was so much fucking fun. And because you were
such a good sport, tomorrow night I’m going to let you do whatever
you want to me.”

“
Whatever I
want?”

Taylor nodded emphatically. “Anything goes.
Absolutely anything.”

“
Anything, huh? Anything at
all?”

“
That’s right,” she says.
“Under one condition.”

“
What’s that?”

Taylor flashes me a nasty little smile. “You
make me pay for what I did to you tonight.”

“
Really?” I ask, already
getting excited just thinking about it.

“
Yep,” she says. “Tomorrow
night I’m going to be your little fucktoy. So bring you’re A-game
baby, because I’m expecting to get punished quite a bit for
tonight. Deal?”

“
Oh, I think that can be
arranged,” I say, pulling her head towards me and planting a kiss
on her lips. “Now, if you don’t mind, I need to get some ice. My
ass is sore as hell.”

#####

COMING SOON

Punishing My Filthy Girlfriend: My Filthy
Girlfriend – Volume Three

ALSO BY JT HOLLAND

MY FILTHY GIRLFRIEND

Volume One: My Filthy Girlfriend

THE PORNSTAR NEXT DOOR

Volume One: The Pornstar Next Door

Volume Two: My Pornstar Girlfriend

THE SEXUAL EDUCATION OF ALEX T. FOXX

Day One: Dream Come True

Day Two: Taking Charge

THE ADVENTURES OF A DIRTY LITTLE SLUT

A Collection of Volumes 1-4

A Collection of Volumes 5-8

INDIVIDUAL VOLUMES

Volume One – Hammered From Behind

Volume Two – Filthy First Date

Volume Three – Manhandled

Volume Four – Turning The Tables

Volume Five – Forcing The Issue

Volume Six – A Good Solid Pounding

Volume Seven – Slammed By A Stranger

Volume Eight – In The Mood For Anal

CONFESSIONS OF AN ESCORT ADDICT

All Ten Volumes

A Collection of Volumes 1-5

A Collection of Volumes 6-10

INDIVIDUAL VOLUMES

Volume One – The Girl is in Charge

Volume Two – My Little Plaything

Volume Three – Two Girls for Every Guy

Volume Four – The Slut of My Dreams

Volume Five – A Nasty Little Spinner

Volume Six – Anal Whore

Volume Seven – Dirty Little Cowgirl

Volume Eight – Breaking The Girl

Volume Nine – High Class Ass

Volume Ten – Back in the Saddle

THE COUGAR CHRONICLES

Volume One: The Cougar in 26B

HOLIDAY HOOK-UP

Volume One – Banging In The New Year

Volume Two – Getting Laid on Valentines
Day

FILTH AND LUSTING IN LAS VEGAS

A Collection of the First Three Sessions

INDIVIDUAL VOLUMES

Session One – Wet and Wicked

Session Two – Filthy Requests

Session Three – Late Night Lust

STAND-ALONE STORIES

Pounding The Ex

COMPILATIONS

Up All Night

Time For Smut

A Whole Lotta Smut

Women In Control

Power and Control: Four Tales of
Domination