Pegged By My Filthy Girlfriend
much easier taking her
finger. It’s not that I can’t feel it, but there’s not nearly as
much pressure thanks to the foreplay from earlier.
    “ That’s much better,”
Taylor says. “Not nearly as tight. Ready for another?”
    “ Yes,” I say.
     
    And with that, she slips a second finger
inside my asshole.
    “ Holy shit,” I say, taking
a deep breath.
    “ You felt that one, didn’t
you?” Taylor says.
    “ Yeah,” I say, slowing my
breathing down in an attempt to relax.
    “ I’m not surprised,” Taylor
says, her voice still full of joy as she worked her fingers around
in my asshole, getting it more and more loose. “It’s not easy
taking two fingers in your ass, is it?”
    “ No it’s not,” I say. I’m
relaxed enough now that I’m not too uncomfortable. And even with
the discomfort I can still feel a undercurrent of pleasure. Not as
much as when Taylor was playing with my cock but more than when she
had her finger inside me earlier.
    “ And just wait for the coup
de grace,” Taylor says, laughing softly. “Which, I think you’re
about ready for.”
    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

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