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He
stands immediately behind me, arms around my waist. “Breathe, Emma.
Remember I told you I would take your ass when you begged me to,
and I meant it. Only when you beg.” As though reading my thoughts,
he adds, “You will.”
    I peer over my shoulder at him,
relaxing little by little at the reassurance that I still have some
more time to get used to this idea. He rubs my shoulders and my
arms and along my spine, giving me warm shivers that melt me from
the inside, before finally pushing at the back of my neck and
urging me down onto my hands and knees. Confused, I settle on all
fours, on the silky Egyptian cotton sheets. He said he wouldn’t
take me before I begged him, and I believe him. So now
what?
    Again, I watch from over my shoulder
as Jay opens a drawer in his nightstand and brings out a small tube
and a metallic butt plug. I immediately start to whine and tense,
which earns me a slow caress along one cheek of my ass, followed by
a hard smack.
    “I also said I’d push your limits,” he
reminds, as he takes a bit of clear gel from the tube and smears it
along his fingers, working the goo for a few seconds. It’s not
nearly as cold as I’d feared, warmed by his skin, when it touches
my twitchy, nervous little bud. I could almost relax into the
feeling of the slippery lube being massaged around my asshole, and
I close my eyes and focus on calming my breath.
    The tip of the plug nosing into my ass
makes my eyes flare open and wide, and I lean away.
    “No, no,” Jay chastises and grips me
by one shoulder to pull me back and hold me still. The plug has a
cone shape at the end, tapering above a crosspiece a couple of
inches long. The design makes it perfect for wedging open my tight
ring, invading me deeper and deeper, stretching my hole wider and
wider. It didn’t look that big, but every time I’m sure I’ve taken
all of it, there’s a little more, a little more.
    It doesn’t help that Jay is turning it
in little circles that make me want to squirm my hips. He pulls it
out just a bit, wiggles it back in, turns it, wiggles it out. I
give up my brave front and whine and pant, hanging my head and
clawing at the sheets.
    Then it’s inside me. I feel my tender
asshole close over the plug, where it tapers. The sharp, stretching
gives way to a sense of wanting to push out the butt plug while at
the same time wanting to pull it in deeper.
    “Good girl,” Jay coos, his thumb
toying with the crosspiece, making the plug wiggle inside me. As I
whine my protest, his other hand moves between my spread legs to
tickle my flushed pussy lips and then my aching clit. When my
tingling nub twitches at his touch, so does my anus, around the
embedded plug.
    “No,” I keen. No, this is too strange.
No, I don’t…don’t want to like this.
    He draws me back, so that I’m on my
knees, leaning against his chest. His hard-on, pressed between my
ass cheeks, pushes against the plug, while he reaches around with
both hands to play with my needy pussy. “I’m not going to take no
as a no, Emma. It’s something you’re going to need to say a lot
this weekend as you fight yourself over what you really want. If
you truly want me to stop, you have to use the safeword red. Say no
all you want. Beg me to stop if you need to. Tell me you don’t want
this, if it helps. But I will only relent if you use the safeword.
Do you understand?”
    “Yes,” I rasp, horrified by my
realization that I do want to beg and protest and plead with him to
stop. But I don’t want to use the safeword. Because I don’t really
want him to stop, yet.
    “Good,” he breathes into my ear, and
both of his hands go to work ruthlessly prodding and stroking and
pinching at my pussy and my clit. I slide my hands over his and
look down at his wet fingers. Even more than the sight of Jay’s
hands working at my cunt, even more than the feeling of his fingers
exploring and penetrating and toying with me, the sound of his
heavy breathing in my ear inflames