Punishing His Ward (31 page)

"Oh stop!" she cried out,
rather frightened.  Whatever was pushing insistently inside of
her was incredibly hard, and pushing back against it did nothing to
dissuade its entry into her backside.  "What are you
doing?"

Bad enough that he'd
teased her into a quivery, wet mess of lustful need, now he was
doing something completely unnatural that did nothing to quench the
craving between her thighs.  Cynthia's breasts rubbed against
the covers, her nipples throbbing as they were rubbed, while she
tried to squirm away from the Earl's hard hand on her back.
 He held her easily in place as the thing entering her bottom
nudged deeper. 

The tight ring of muscle
stretched, and whenever she tried to push it out, it only burned
worse and continued its path inwards.  

"Just relax," the Earl
said, almost soothingly.  "It will make this easier.  And
if you're going to be constantly disobedient enough to earn more
than a spanking, you'd best get used to this.  Anytime you're
naughty enough to merit being birched or strapped, I'm going to
follow it by punishing you inside this sweet little arse as
well."

Cynthia moaned as the thing seated
itself snugly within her.  For the first time in her life she
felt embarrassed by something a man was doing to her... and yet not
even that stymied the flow of wetness from her quim.  It just
excited her more that he was doing something so perverse, so
unnatural, so... so... dirty to her and she couldn't do anything
about it.

Then the thing began to
move, withdrawing and pushing back in again, the same way his
finger had moved in and out of her pussy earlier.  It felt
strange as it withdrew, and uncomfortable as it re-seated, and yet
it wasn't entirely bad.  There was something exciting about
feeling it moving back there, the sense of fullness every time it
was pushed in and the way her back passage burned as it was
violated.  Cynthia tried to relax, knowing that she couldn’t
get away anyway as his hand pressed down on her.

Just as it was starting to feel almost
good, as her hips were lifting up to meet the downward stroke, the
Earl pulled it from her completely.  

"Oh please," she said, the
words spilling out before she could stop them as she lifted her
hips.  

She heard him laugh and
she moaned with embarrassment, glad that she couldn't see his face.
 "This isn't for your pleasure, minx, remember?"

Something hard and cold pressed against
her lubricated channel and pushed in.  Cynthia gasped as she
was stretched wider.  It felt like the same thing he'd been
using before, but bigger and not yet heated by her body, which made
it feel even more uncomfortable as it was pushed into her slightly
stretched hole.  She writhed, trying to escape the
uncomfortable stretching, the muscles surrounding that area
beginning to burn all over again.

It went deep inside of her, deeper than
the first one, and stretched her so much wider.  Cynthia
groaned and twisted under the Earl's hand, impaled on the hard
rubber that was probing her body.  But she'd learned a bit
from the first one and she forced her muscles to relax, making it
easier for the thing to enter her and sink deep, without any extra
burning.

But when he began to move it back and
forth inside of her, she couldn't help but clench as the intense
sensations washed through her, and her spasming hole made the
probing burn even more.  Cynthia moaned and squirmed, the
unaccustomed sensations confusing her.

“Please… more slowly… oh… please stop…”
she begged, shuddering and squirming.

“Shh, you can take this,” he said. “I’m
going to stretch this sweet little arsehole and get it ready for
me.” She didn’t understand what he was saying, his words didn’t
make sense, but she did know that the Earl seemed to delight in her
begging and her useless attempts to squirm away.  She didn't
know why she didn't just reach back to stop him; perhaps fear that
he might tie up her hands again and then she truly would be
helpless against this assault on her privates.  Just the idea
made her body spasm again, but she wasn’t willing to admit
it.

As before, just as she was beginning to
take the invasion more easily, the Earl set the thing aside and she
found a third one striving to gain entrance into her tight hole.
 Cynthia cried out as it pushed past the protesting ring of
muscle, her poor burning hole between her poor burning buns was
becoming more than she could take, especially the way her body
confused pain with pleasure.

She desperately needed to climax, the
need growing with every violation, and yet there was no relief in
sight from either her desperate erotic craving or the torture that
the Earl was inflicting on her backside.  First he'd made her
outsides burn, and now, as promised, her insides were burning just
as much.  The sensations were even more intense this third
time around, she could feel every inch of the awful intruder as it
nosed further into her body than she would have thought possible.
 

"Oh please!" she cried out again,
begging him to stop.  And yet, she didn't know what she would
do if he did.  Part of her didn’t want him to.

There was no need to worry, the Earl
was completely unmoved by her pleas as far as she could tell,
firmly driving the hard rubber between her cheeks.  Her poor
hole was beginning to feel quite sore from the stretch and the
friction, her backside was fuller than it had ever been before.
 Cynthia gripped the sheets, her toes curling as the strangest
sensation went through her in a rippling spasm; it wasn't quite
pleasure, but it definitely wasn't pain either.  It left her
breathless and panting, her quim clenching eagerly. In some ways it
almost felt like when she rubbed herself to a climax, but it was
different from that too.

The thick rubber prod withdrew and
Cynthia moaned, in both relief and disappointment. Her entire body
slumped over the bed as she panted.  She felt horribly empty,
and yet also hopeful that the strange torment was over.

"There's one much, which is even
larger, but I don't see the need for that one," the Earl said,
shifting so that he was standing directly behind her.  Even
though she couldn't see him, she could feel his movement and the
heat of his body as it came closer to her beaten bottom.
 Cynthia started to nod her agreement, deciding that she was
relieved the ordeal was over, and then she shuddered as something
new poked her newly stretched rear entrance.

It was hot and thick, softer than the
things he'd been putting inside of her, and yet rigidly hard.
 When both of this hands grasped her hips, Cynthia realized it
was his cock - he was putting his cock into her arse!  Thicker
than the prods he'd been using, hotter in temperature, and so much
more frighteningly intimate, Cynthia shuddered and moaned as the
long shaft sank deeper and deeper.

If she'd thought she felt full before,
it was nothing compared to now. 

When his body pressed against her hot,
battered cheeks, flames ignited across the sensitive surface of her
skin, even as her hole clenched tightly around him.  He
groaned and twitched inside of her, rocking hard against her bottom
and causing her to writhe for all new reasons.  Of all the
outcomes she might have expected when she'd dared to enter his room
this evening, none of this had crossed her mind.  

She felt him lean forward, bending over
her, as one of his hands slipped around her hip and down to the
front of her mound, the pads of his fingers pressing knowingly
against her pleasure nub.  The little swollen bud sparked to
life, eagerly.  The Earl shifted his hips, withdrawing
slightly and then pushing back in; the same way he'd worked her
tight hole with the hard prods, but somehow this felt completely
different. 

Despite the flare of fiery pain in her
bottom as his body pressed against the beaten surface, Cynthia
found herself rocking back against him, encouraged by the circular
rubbing of his fingers over her clit.  The wetness of her
pussy was coating his fingers and it felt so delicious to be so
very full in her backside while he played with her little pleasure
nubbin.  Delicious and yet also as though lightening was
striking through her with every short hard thrust of his cock into
her fundament. 

This wasn't the marriage act; it was
something depraved, something meant to punish but which also
pleasured, a way of enforcing his dominance over her.  Cynthia
hadn't asked for this, wouldn't have wanted it if she'd been given
a choice, felt rather embarrassed by her ardent response to it, and
yet the Earl was forcing her to pleasure anyway, even as he ravaged
her most intimate area. 

And it felt wonderful.

Terrible.

Life altering.

Cynthia cried out, her back arching
upwards as the Earl's fingers rubbed out an intense orgasm from
her.  The pleasure felt doubly intense for the amount of pain
it had to overcome, making her feel almost floaty as the rapture
trembled through her limbs.  It was a strange climax,
involving her rear channel as much as any other part of her body,
which made the pleasure feel much fuller, much more rounded and
complete, like she was being fully satisfied for the first
time.

Almost.  The channel of her
womanhood still felt empty, but it didn't diminish her ecstasy at
all. She was wild with it, her body trembling and spasming, riding
his fingers for all she was worth.

Then the Earl's fingers pulled away,
his body did as well, and Cynthia was suddenly being pounded into
his bed with long, forceful strokes. Now that she’d gotten her
pleasure, the Earl was taking his.  Both of his hands gripped
her hips, and now that he was no longer hunched over her body, the
Earl was able to withdraw much more of his cock before slamming it
back into her.  She shrieked at the intense sensations,
especially as his body slapped against her reddened buttocks, as if
spanking her all over again.

Something smacked into her wet pussy
lips with every thrust, her flesh jiggling, her abused hole
protesting; and yet the pleasure went on and on.  It was as if
she couldn't stop cumming now that she had started, no matter what
he did to her.  Cynthia bucked beneath him, clenching and
twisting in her passion. Pressing her mouth against the bed, she
screamed his name as she felt her entire body begin to curl, from
her toes, to her arching back, to her gripping fingers.

******

Bloody hell... 

His fiancés' tight arsehole was like a
bloody vise... and the vision of his slick cock disappearing
between those beautifully reddened cheeks only inflamed Wesley
further.  He was going to fill her backside with his seed in
an embarrassingly short amount of time.  Having wrung
Cynthia's reluctant pleasure from her sopping wetness, he felt no
compunction about taking his own, as roughly as he
desired. 

Although it did seem as though she was
still enjoying herself anyway.

Wesley lost himself in the intimate,
depraved act, and his fiancés' wanton response to it.  Her
hot, tight hole was gripping him over and over again, the flesh of
her welted bottom jiggling and rippling every time he slapped
against it.  As her moans and whimpers filled his ears, he
reveled in his choice for bride.  If this was any indication
of what their love life would be like, it would be no hardship to
cleave to his wife and no other.

Gripping her hips even more tightly, he
shouted something... he didn't even know what... and nearly felt
his knees buckle as his cock began to throb inside of her.  He
covered her body with his own, burying himself as deeply in her ass
as he could, shuddering as she clenched his cock and milked the
seed from his balls straight into her dark channel.  Every jet
of cum into her backside had him jerking and rocking against her
hot buttocks until he lay, spent, atop her, lazy with sensual
satisfaction.

Eventually her soft whimpers and small
movements recalled him to himself.

"Are you alright, sweetheart?" he
asked, softly into her ear, concerned that he’d perhaps become too
rough at the end.  While it had been perfection for him, he
didn’t want to scare her off from such relations and now that he
was more in control of himself he worried that he’d pushed her too
far.

Cynthia shuddered beneath him,
clenching again and Wesley moaned as he rocked against her.
 The spasms made his sensitive cock jerk and he pulled away,
gasping.  The air felt cool against his groin, no longer
nestled in the warmth of her body.  Her face was turned to the
side, but he could see enough of her expression to realize that she
was in a bit of a daze - unsurprising considering everything he'd
just put her through.  

Not that she hadn't deserved
it.

Quickly cleaning himself off with a
cloth, he then cleaned the seed which was beginning to leak from
the tiny crinkled hole, which had tightened back to its original
proportions, and her thighs of her juices.  To his
satisfaction, he saw that her little rosebud anus was quite pink
but otherwise quite unscathed.  The dilators had done their
work very well in preparing her for his cock.  

Donning his own dressing gown, Wesley
dressed Cynthia back in her wrapper, handling her like a life-size
doll.  She smiled up at him, rather dreamily, and then
shivered.  When he pulled her up into his arms, she snuggled
right into him with her head on his shoulder.  Sighing rather
regretfully, as he would have preferred to keep her with him for
the rest of the night (a rather surprising sentiment, but at least
he knew Hugh and Edwin were the same way so he wasn’t alone),
Wesley opened his door, made sure no one was in the hall, and began
carrying his burden back to her own room.