An inexperienced girl tries anal sex with an older man

At only a couple of months short of nineteen Kerry was
no virgin, but she was only too aware that she couldn’t
yet really class herself as sexually experienced either.
Her occasional contact with porn had told her that she
still had a lot to learn and a lot to experience, and
although some of the things she had come across she
doubted that she would ever want to try, there were also
things that just thinking about doing gave her a thrill.

Her difficulty was that Ben, her boyfriend and so far
her only lover, had yet to realise that there was more
to sex than just sticking it and moving it about until
he shot his load, and there was little hope of him
wanting to try anything even slightly different. His one
concession to sexual exploration was to let her go down
and suck him off. Not that it ever occurred to him to
reciprocate. Why, she grumbled to herself, were men so
slow to mature in the bedroom? She was rapidly coming to
the conclusion that an older man would be a better
lover, and a much better tutor.

Someone like Nathan would do nicely, she told herself,
contemplating her next door neighbour, who was in his
mid-thirties and therefore nearly twice her age. Okay,
he was tall and skinny and his hair was already
receding, but he had an air of confidence about him that
attracted her. She was sure he wouldn’t leave her bored
and frustrated.

The silly thing was that he had hit on her several times
in a half-hearted kind of way without realising how
tempted she had been and how it had only been teenage
insecurity that had prevented her from responding. But
how could he know that if he pushed just that little bit
more his flirting would have paid off? She swore to
herself that one day he would make light-hearted
advances once again and she would surprise him by saying
‘yes’.

Then one afternoon, when these thoughts were still fresh
in her mind, he called to her over the dividing fence.

‘Joan’s going out tonight, I wondered if you fancied
coming round and keeping me company?’

It wasn’t the most imaginative of chat-up lines and it
caught her by surprise, and so at first she
automatically shrugged his approach off, giving him the
usual disdainful roll of her eyes and turning her back.
But then, even as she turned away, she was thinking that
maybe, just maybe, this was the day to do as she had
promised herself and let him seduce her. It wasn’t as if
she had anything else lined up, and either it would give
her an evening to remember or it would have called his
bluff and he’d leave her alone in the future. Yes, she
decided impulsively, she would take him up on it and be
damned with the consequences. She turned back to accept
his invitation, but having received the expected rebuff
he was already moving away. Never mind, she could call
around anyway and surprise him, knowing that if he
really wanted her, he wouldn’t mind.

She dressed with care, a tee-shirt top with no bra, a
short white tennis skirt, and tiny white cotton panties
– she’d read somewhere that men liked the innocence of
white cotton panties. She let her hair loose into a
honey blonde cascade that tumbled over her shoulders,
applied what she considered to be just the right amount
of make-up to make her seem sophisticated, then gave
herself a quick spray of her mother’s perfume, and she
was ready.

She stood before his door, fighting the urge to turn
around and run. A deep breath and then she gathered her
courage and rang the bell, pausing only to give her
nipples a quick tweak to make them stand out. The door
opened and it was too late to chicken out.

Nathan’s expression was one of total shock that quickly
faded into lustful delight. He opened the door wider and
bowed her in with a mock flourish.

‘Welcome. I’m glad you could make it.’

She didn’t reply in case her voice squeaked, but instead
she just walked on through into his living room with her
heart pounding. All she had to do now was to make sure
he knew why she had changed her mind.

‘Coffee, or something else to drink perhaps?’

She shook her head and took another deep breath. ‘That’s
not what I’ve come round for.’

She was surprised at herself for being able to state
things so brazenly, but at least it was out now.

‘Then what have you come round for?’ His lowered voice
told her that he already knew the answer to that
question; he just wanted her to verify his belief.

Again she didn’t answer with words, this time because
she didn’t know what words to use. Instead she walked
boldly across and took his hand, placing it firmly on
her right breast, instinctively choosing the one that
was furthest from her thumping heart.

‘Does that answer your question?’

It was his turn not to answer verbally. There was a
moment’s hesitation while he digested her words, and
then one hand went around her and pulled her to him
while the other squeezed firmly on her breast. She
tilted her head back and smiled nervously up at him, her
arms going around his back in confirmation of her
meaning. He looked down, smiling in his turn before
lowering his mouth to hers in a long and passionate
kiss, his fingers playing with her rapidly swelling
nipple. She felt her body melt as natural arousal began
to take over.

She wriggled herself against him, murmuring soft
encouragement while he squeezed and moulded her breast,
playing with her flesh through the thin top and pinching
her nipple. His kiss became more fervent and his tongue
began to probe her mouth, and her own tongue answered,
each one probing and exploring in a way she had not
experienced before. She was becoming more and more
turned on and her feelings were already getting out of
control.

She had envisaged leading him on, keeping control of
what they did, but her body was betraying her, turning
it around and making her his plaything. It was so
exciting it was scary. She pulled her mouth free of his
for a moment.

‘Yes.’ She told him flatly. If she was going to
surrender to him, she would at least do that in her own
way.

He stared at her in momentary confusion.

She giggled with confused embarrassment. ‘Anything you
want with me, it’ll be yes.’

‘You mean that?’ He asked, finally understanding her
capitulation but wondering how far it really went.

‘Yes.’ She nodded resolutely. ‘Anything and everything.’

‘If you’re sure.’

He pulled her back to him, closing his mouth over hers
once again, kissing her as fiercely as before, his
fingers tweaking her nipple once more through her top
before his hand moved down, looking for the bottom of
her tee-shirt. She knew immediately what he wanted to do
and released her embrace, stepping back and raising her
arms over her head as a signal for him to continue.

The material of her tee-shirt rubbed against her breasts
and the hem caught on her nipples as it passed, causing
her to jerk and gasp from pleasure and making him smile
as he carried on, pulling it over her head and tossing
it carelessly to one side before gripping her by the
shoulders and gazing down at her appreciatively.

‘Ben’s a lucky young man.’ He told her, his eyes fixed
on her pert little breasts.

‘So are you tonighth’ she countered, seizing a chance to
exert control by reaching for the fastening of her skirt
and letting it fall to the floor.

‘I guess I am,’ he agreed, grinning hugely and letting
his eyes roam down her body. ‘You look nice in white.’
He didn’t add the word panties, it wasn’t necessary.

For a few moments they just stood there, he just
luxuriating in the sight of the young body before him,
and she feeling both excited and embarrassed under his
gaze.

‘Shall we go upstairs?’

She answered with an eager nod.

He followed her and she could feel him ogling her nearly
naked form as she ascended the stairs a couple of steps
in front of him. Far from feeling uncomfortable, now it
gave her a quiet thrill to be looked at and wanted, and
she deliberately moved slowly to give him time to stare.

She stood at the top of the stairs, unsure which way to
turn in this unfamiliar house and waiting for Nathan go
ahead. But instead of leading her he placed his hands on
her shoulders from behind and walked her through into
the bedroom, guiding her to stand facing a full length
dressing mirror, seeing herself with him gazing at her
reflection over her shoulder.

For a few seconds they both just stood silently looking
into the mirror, Nathan with his hands on Kerry’s
shoulders and she with hers hanging by her side, a tiny
smile of satisfaction on her face. It was really getting
to be nice to be stared at by a man with such need, such
hunger, in his eyes. She felt excitement and contentment
in equal measure at knowing that this older man wanted
her.

Suddenly his hands moved, sliding from her shoulders
down her arms on their way around to the front to cup
her breasts, squeezing them gently but firmly before
rolling her nipples between fingers and thumbs. A tiny
animal sound came from the back of her throat and she
leaned back against him, her hands swinging back to hold
on to his hips. In response he bent his head forwards
and kissed her exposed neck, adding to her pleasure and
increasing her arousal. Her hands explored behind her as
if of their own accord, instinctively moving to find his
crotch and stroke his erection through his jeans.

‘That’s nice,’ he whispered into her ear.

She smiled at the mirror and nodded, her fingers
searching for the toggle to his zip, listening to a
sharp intake of breath when she found it and pulled,
sliding it down. It was not straightforward, fumbling
behind her and trying to find the way into his fly,
trying to burrow a way to the rock hard cock she had
been stroking, but she succeeded, feeling the hot shaft
on her palm and the tip against her fingers. She eased
it out, bending and pulling it through the layers of
clothing, hearing him gasp, maybe from pain, maybe from
pleasure, maybe a bit of both. But then she had it out
in the open behind her and she pushed herself back on
it, using the flat of her palm to press it against her
bottom over her panties.

Nathan moaned softly and squeezed her breasts harder,
making her groan with pleasure. Then he nipped at her
neck with his teeth, gripping her nipples hard between
his fingertips and pulling them, extending them until
they slipped from his fingers making her wince and gasp
as they jumped back. It was something Ben had never done
and it turned her on even more.

She felt a sudden urge to return the pleasure, but she
only knew one way for sure. She twisted from his grip,
turning sideways and dropping to her knees to take the
head of his cock between her lips, her tongue instantly
at work on its tip.

She could see Nathan’s reflection from the side of her
eye and saw how his body language betrayed that she had
caught him by surprise again. She also saw how quickly
he recovered, turning to face her squarely again, then
placing his feet apart and his hands on her head,
moaning softly in appreciation and allowing her to lap
and suck on him.

Although she didn’t know why it should, Kerry had
expected an older man’s cock to feel different in her
mouth, but the only variations she noticed were that he
was bigger than her boyfriend and that his hands rested
more lightly on her head than Ben’s, who was always
trying to push her harder onto his shaft. She was glad
of the easier approach, because now she found that she
could do it how she always wanted to, gently licking his
tip, swirling her tongue around the head of his cock,
taking him deeper and then pulling back, doing all the
things that were not possible with Ben, who simply
wanted to fuck her mouth.

As she worked she watched the mirror and listened to
Nathan’s reactions, noting in her head what she was
doing that caused the most intense reaction and the
loudest and heaviest moans, and learned what was liked
and what did very little for him. He liked her fingers
around the base of his cock, stroking him in opposite
time to her mouth, he loved her tongue sweeping gently
around the head, and he liked everything slow and
amorous rather than hard and rapid. She didn’t mind, it
made a change to have a man who didn’t just want her to
make him cum as quickly as possible.

Soon she had him groaning deeply, his fingers entwining
themselves in her hair and his hips moving just a little
in answer to her mouth. She smiled inside, happy that
she was learning how to do things properly, how to
really pleasure a man. This was one reason why she had
wanted a more mature partner, and it was working, helped
by the fact that she could see in the mirror what she
was doing.

It was working very well too, for it wasn’t long before
his head was tilted back, his fingers were entwining
themselves in her hair, his hips were twitching and he
began to make tight little gasping noises. She thought
she recognised the signs, feeling proud knowing that he
was going to come soon and she was the reason.

She wasn’t mistaken, for it seemed that within seconds
he had jerked forward with quick little gasp and the
first spurt of his cum flooded into her mouth. Even
though she was anticipating it, the sudden gush of fluid
caught her unexpectedly and her head jerked to a stop
until her lips closed around the head of his cock and
she began to swallow. The thought went through her mind
that he would think her young and na�ve if she couldn’t
keep him coming and so, even as she fought to swallow
the first load, her fingers closed around his shaft and
rubbed frantically, wanking him into her mouth as if
that was what she had intended all along.

She’d never done that with Ben; but then she’d never
needed to. He’d simply fucked her mouth and unloaded
without thinking about how she was taking it. But Nathan
was different, she realised that he couldn’t stop
himself coming even if he wanted to, but at least he
made no attempt to ram himself down her throat. Instead,
she noticed gratefully, he relaxed his grip on her head
so that she could draw back if she needed to. In the
event she didn’t need to and she welcomed every last
drop into her mouth, swallowing it all, smiling inside
with pride and pleasure all the time at was she saw as
her success. Even when his spurts had died away and his
cock began to soften in her mouth she still licked and
sucked at it, enjoying her task and hoping that he was
too.

‘Fuck, that was good.’ He gasped finally, gently
withdrawing from her mouth and looking down with a worn
out smile.

She smiled back. ‘It was for me too. I like doing that.’
It was true; she did like doing it – with him.

She climbed to her feet and stood back, looking at him
uncertainly, wondering what to do now. Nathan looked her
up and down, making her feel vaguely embarrassed even
after what they had just done, and then nodded coming to
a decision.

‘Take them off,’ he instructed, pointing at her panties.
‘It’s your turn.’

She did as she was told, kicking them away and
speculating how it was going to be her turn when she was
certain that he wouldn’t be hard enough to fuck her for
a while yet. But he was also undressing, casting his
clothes onto the floor behind him, so he obviously
intended something.

‘Sit on the edge of the bed.’

Again she did as he asked.

‘Lie back.’

She obeyed, still wondering. His cock, now that he was
also naked, hung limply in front of him, little use for
anything as yet. He knelt between her knees, pushing her
legs open. She gazed self-consciously at the ceiling,
knowing without looking that he was staring at her pussy
and feeling an embarrassed pride that he would want to.
He shuffled closer, pushing her legs even wider. She
expected to feel his fingers seeking her entrance,
looking for a way into her, but instead in her
peripheral vision she saw his head move forward and she
felt his warm breath on her pussy before his mouth
closed over her clitoris.

She almost jerked away, and perhaps would have done if
his hands hadn’t hooked themselves around her thighs,
keeping her open and holding her still. Nobody,
absolutely nobody, had ever kissed her down there before
and she wasn’t sure what to make of it. It wasn’t that
she didn’t want it, she did, desperately, but it was so
unexpected, so new to her, and so far out of her comfort
zone, that she felt herself tense involuntarily. He
lifted his face and looked up at her.

‘Don’t you want me to do that?’ He asked.

‘Yes!’ She gasped. ‘Yes please. I just didn’t know you
were going to do it.’

‘You did say yes to anything.’ He reminded her.

‘And I mean it. Really I do,’ she assured him. ‘Ignore
me; I’m just not used to things like that.’

He looked at her for a moment and smiled, nodding, and
then he put his palms under her thighs to push them up
and back, folding her legs and exposing her to him
completely.

This time she was expecting to feel his mouth on her
pussy, and this time, even though her heart was trying
to hammer its way out of her chest, she was able to let
go and enjoy the new experience.

It was wonderful. His lips were placed directly over her
clit, sucking at it gently, drawing it from its hood so
that the tip of his tongue could flick across it and set
off a quick surge of pleasure. She let out a gasp and
her hips jerked, but then it happened again, and again,
and again, and she couldn’t keep up, the separate
sensations merged into one continuous moan and a lift of
her pelvis. She wanted more and more, and she looked at
him plaintively when he finally pulled his mouth away.

He looked up and gave her a little reassuring smile
before turning his attention back to her pussy, but now
instead of kissing her there he used his thumbs to brush
back her curly brown hair from the sides of her slit and
then to hold her labia open, leaving her to hold her own
legs wide. Left unsupported her legs wanted to drop into
a more natural position, but she hooked her hands under
her own thighs, pulling them right back, holding them
wide apart to give him free access to her cleft, knowing
that he was now seeing more of her than anyone else ever
had, including Ben. It was an exhilarating thought that
had her heart pounding again.

This time, when he lowered his mouth to her once more,
he didn’t concentrate on her clit, but instead he used
the flat of his tongue to sweep all along her slit, up
and down, from her vagina to her clitoris and back,
making her squirm with pleasure. At first the movements
were long and deliberate, his tongue pressed firmly
against her all the way along her held open pussy, but
slowly they changed so that he was licking her more
quickly, more lightly, the tip of his tongue coming into
play, probing her vagina and then brushing lightly
between her labia to flick at her clit when he reached
the upper end. She had never thought that oral sex could
be so beautiful, so exciting, and she could soon feel an
orgasm developing, a long intense build up that she
could already tell would make her climax protracted and
powerful.

Now, instead of wriggling, she found herself jerking
forward in answer to the jolts of sensation that his
tongue was giving her, her motion pushing her up against
his tongue, intensifying the feeling even more.

She lay back, trembling with pleasure, so aroused she
was almost out of control, just waiting for her orgasm
to detonate inside her. Then his tongue tip caught her
clitoris perfectly, making her cry out in ecstasy and
thrust up with her pelvis. His tongue, already going
down to explore her vagina when she moved, overshot and
went skating over her perineum to find itself in the
little hollow of her anus.

Her eyes shot wide open in surprise and she tried to
pull herself away, not because she didn’t like the
feeling, because she did – very much, but for the reason
that she was sure Nathan would find it distasteful and
unpleasant. But to her astonishment, instead of
recoiling in shock and horror, Nathan gripped her hips
and held her tight while his tongue deliberately circled
her rear entrance, leaving her the option of accepting
his attention there or actively forcing him away. There
was little she could do, and besides, she wanted this
new pleasure, this new and in her young eyes rather
kinky pleasure, to continue. She lay there, groaning and
gasping, wild-eyed and with her fingers digging deeply
into the back of her thighs as she pulled her legs right
back as far as they would go, and just let it happen.

His tongue now started to travel the full length of her
slit, probing and licking each hole in turn and then
brushing across her clit before returning to her anus to
begin again. Her orgasm, delayed by what had happened,
grew again, just as strongly as before if not more so,
and it was becoming imminent. Nathan seemed to realise,
for he licked her harder, faster, probing more deeply
into her two holes. She gave little cries of alarm and
excitement as his tongue pushed against her sphincter as
if to enter, wanting him to succeed but worried that he
might. But then she felt her sphincter giving way just a
little and she involuntarily jerked away with fright.

He pushed forward, finding her anus once more and
stabbing at her with his rolled tongue, trying to enter.
But her orgasm chose just that moment to arrive and she
was swept away on waves of pleasure, unable to control
the jolting and shuddering of her body, unable to stay
still so that he could find his target again. He gave
up, contenting himself for the moment with returning to
lick her slit from top to bottom, intensifying and
prolonging her orgasm by doing so.

By the time it was over she was lying back, trembling
from head to foot, her chest heaving and her mouth
hanging open in wonder. He pulled back a little and
stared up her body, grinning at her as she let her legs
drop back and pursed her lips to blow a silent whistle
of amazement. She looked at him with an expression of
both guilt and happiness.

‘I’m sorry, I didn’t mean for that to happen….’ Her
voice trailed away as she tried to explain.

‘I know.’ He assured her. ‘But you liked it anyway,
didn’t you?’

She nodded mutely, unable to admit it out loud.

‘And so did I.’

With those few words he dismissed her qualms, and as he
spoke he climbed to his feet and wheeled the dressing
mirror around to the side of the bed, climbing on and
gazing into it to check its position.

‘C’mon. Let’s lie together.’ He patted the bed between
himself and the mirror.

She knew they would be able to see themselves in the
mirror, that’s why he had moved it, and what would have
previously been a cause of embarrassment now seemed
positively exciting. He would be looking at her twice,
once in reality and once in the reflection he would see
beyond her.

She scooted backwards up the bed to lie level with him,
still not sure if she could believe his enjoyment of
what they had just done. But she noticed that his cock
was erect again, so at least it hadn’t put him off, and
maybe he really had liked doing it.

He held out his arms to her and pulled her close,
pressing their naked bodies together and running his
hands slowly along the length of her back. She tilted
her head up for a kiss, forgetting until their tongues
were dancing together exactly where that tongue had
recently been. But she couldn’t taste anything not nice
and so she just shrugged mentally and enjoyed their
embrace. If he didn’t mind, why should she?

After a few minutes he brushed her hair from her face
and then, kissing her lightly, he gently pushed her onto
her back, glancing into the mirror as his hand went to
her breast, cupping and squeezing her soft flesh before
moving on, skittering over her belly and making her skin
flutter until he found her pubic mound and his
fingertips began to explore her slit. She moaned and
wriggled deeper into his embrace, letting him do it,
wanting him to touch her. He turned slightly to play
more easily in her slit and at the same time to take her
nipple between his lips, licking and sucking it and
flicking at it with his tongue. She groaned at the
sensation and parted her legs wider, encouraging him to
do as he wished, hoping that he would fuck her, although
she realised it might still be a little while before he
was able.

Even though full sex seemed to be a vain hope for the
moment, he was more than content to kiss and nibble her
breasts and play gently with her clit, and she was more
than content to let him. The way he stroked and rubbed
her little button was sending wonderful surges of
pleasure ripping out in concentric rings like waves on a
pond. It seemed as if he was intent on demonstrating to
her that a man could do far more for a woman without
actually fucking her than she ever expected.

She spread herself wider still, raising her knees to
make her pussy more available, urging him to play with
her more intensively, needing his fingers to find and
explore her wet and slippery vagina. She didn’t have the
nerve to ask him directly, but a finger or two inside
her would keep her going until he was hard enough again
to fuck her properly. She looked towards the mirror,
seeing her reflection as if a strange girl lay there
with her legs wide apart, waiting to be fucked. My god,
she thought to herself, surprised at how brazen she was
capable of feeling with Nathan.

Perhaps he understood, at least in part, because his
abruptly fingertips left her clit and began to explore
the rest of her pussy, running along the inside of her
labia, touching her so lightly that it seemed all the
more exciting because she could hardly feel him. Up and
down he went, stroking and caressing her, until, without
any warning, his first two fingers found her entrance
and plunged deep into her vagina. She clutched him hard
and cried out with surprised delight, her own fingers
digging into his shoulder, her hips automatically
pushing up to meet him and envelop his fingers as he
finger fucked her. She pressed his head firmly against
her breast with one hand while she clung to his shoulder
the other, trying as hard as she could to convey her
approval of what he was doing. At first he had the other
two fingers bent over to glide up along her pussy every
time he pushed into her, but then he moved and, without
taking his mouth from her breast, he shuffled just a
little further down the bed and uncurled his fingers so
that they pointed downwards. She caught her breath,
because now they were passing over her perineum, getting
dangerously close to where his tongue had been before.

Was he thinking of doing with his finger what he had
done with his tongue? She wasn’t sure, but he was
certainly getting closer and closer and if he was she
wouldn’t stop him. She was nervous, frightened even, of
the prospect him playing with her there, but she’d
promised herself to try new things and what he had done
before had been far nicer than she would have expected.
Now, every time his fingertips slid over her perineum,
her grip on his shoulder tightened in anxious
anticipation. Would this time be it she wondered each
time, but each time it wasn’t.

But then, just as she had come to the conclusion that he
wasn’t thinking of doing anything remotely that kinky
and realised that she was strangely disappointed, his
fingertip found her anus and, without halting his
regular thrusts into her vagina, he began to circle,
very gently but deliberately stroking around her
entrance. She gripped him harder again, holding herself
almost rigidly tense, wondering what he intended to do
next, aware that wetness from her pussy had trickled
down and made all things possible. She wanted him to go
further, she knew she did, but at the same time she was
scared of it being unpleasant and so she just conveyed
her unease with her vice like grip and silently let him
continue.

He was beginning to press against her and she murmured
unintelligibly in expectation, keen now that he should
do it, wanting to try having his fingers in both holes.
She felt his finger wriggle at her entrance, seeking a
way in, and she pushed back onto it just a little bit,
just enough for his finger, lubricated by her pussy
juices, to enter. Not far in, just as far as the first
knuckle, but a definite penetration. She gasped as he
went in, both of then suddenly freezing, holding still
until each was sure the other was happy with what was
happening.

‘Yes.’ She told him, voicing a certainty she hadn’t felt
only a few moments before.

‘Yes?’ He queried, lifting his head from her breast and
looking at her for confirmation.

‘I said “yes to anything” before, remember?’

‘So you did.’ His finger slid right in, pushed in slow
stages in time with his finger thrusts into her vagina.
‘All right?’

‘It’s good.’ She told him truthfully, a look of
wonderment lighting up her face and her anxious grip
relaxing again. She surprised herself by finding that
she genuinely wanted his finger in her rectum and liked
the feeling of it inside her as deeply as it would go.

With his little finger curled out of the way, Nathan
soon set up a steady stroke, thrusting into both holes,
filling them with two fingers in one and one in the
other so that she could actually feel them pressing
together through the thin dividing walls. She had never
felt anything quite so erotic, so thrilling and so
daring, and so damn arousing. She looked at him, wild-
eyed and beaming with excitement, holding onto him as
his rhythm increased until his fingers were going into
her hard and fast and right up to the hilt. It didn’t
take long before she felt the effect he was having on
her.

‘Oh god, I think I’m going to cum again.’ She told him,
surprised at the possibility of two orgasms so close
together.

Nathan didn’t answer; he simply increased his pace once
more, slamming into her with all the speed he could
muster, maintaining the tempo until her back arched and
lifted from the bed and her muscles spasmed, a series of
guttural groans her only sound as a short but violent
climax ripped through her.

As he sensed her orgasm fading and her grip on his
shoulder began to relax, Nathan slowed his rhythm,
letting his fingers move more slowly and less forcefully
until they finally came to a halt and he slipped them
from inside her. She gazed up at him now in awe, her
face red and sweating and her mouth hanging open as she
gasped for breath. He smiled silently down at her until
she finally licked her lips, closed her mouth and
swallowed and then smiled back at him.

‘Was that nice.’ He asked, semi-rhetorically.

‘Was it ever?’ She answered breathlessly.

‘Can you go again?’

‘I don’t think I could stand that again for a while.’

‘Want to try something better?’

She looked at him curiously, not understanding what he
might mean. She shrugged and shook her head to show her
bewilderment.

‘Have you ever been fucked there?’ His eyes flicked down
to indicate where he meant.

She felt herself shiver as understanding hit her. ‘No,
never.’

‘Want to try?’

She glanced down, seeing that his hard on had returned,
as big and as shiny as ever.

‘Will it hurt?’

By using “will” instead of “would” she had already
unwittingly told him what she wanted, and Nathan picked
up on it.

‘Not if we’re careful.’

The size scared her even though she knew in her heart
that there could only really be one answer to his
suggestion. Still she prevaricated with herself, lying
there silently fighting to come up with the honest
reply. Eventually she said the word that she knew she
had to, even though it frightened her to death.

‘Okay.’

‘Go on your hands and knees then.’ He told her.

He waited until she had done as he had asked before
leaning over and opening a drawer in the bedside
cabinet. She peered sideways to try and make out what he
was after, seeing what looked like a number of adult
toys of various kinds. She wasn’t familiar with such
things and she just hoped he wasn’t thinking of using
any of them on her. He removed what looked like a
relatively harmless tube of medication and slid the
drawer closed, turning back to smile at her anxious
face.

‘Lube.’ he explained, showing her the tube more clearly.
‘Joan uses it.’

He didn’t say what it was used for and Kerry was left
with her own ideas. Nevertheless, she thought, it was
kind of reassuring that he was considering her comfort.
She never thought that he might equally be considering
his own.

He moved to kneel behind her and she turned her head to
watch his cock nodding and waving in the mirror as he
moved into place, looking to have taken on a life of its
own. She shivered again, nervous and excited in equal
measure.

‘Fold your arms so that your bum sticks up.’ He
instructed.

She felt very, very vulnerable positioned like that, her
bottom raised high and exposed, but she wanted it to
happen and if this is what she had to do, then she
would. She buried her face in the duvet to hide from the
indignity of it and waited.

‘Arrgh!’

The sudden cold made her jump with surprise before she
realised it was just the first touch of lube coated
fingers on her anus.

‘Sorry,’ she gasped. ‘I wasn’t expecting it, that’s
all.’

She heard him chuckle softly as his fingertips circled
her anus.

The gel felt cool now rather than cold, slippery in a
lovely, silky smooth way. He was spreading it gently
around her entrance, making it possible for her to be
penetrated without discomfort, fingertips dipping into
her briefly as he prepared her for what was to come. The
sensations were quietly enjoyable and she felt
reassured, even if she could feel herself still
trembling slightly, although she thought that maybe that
was just pure arousal now.

She sensed him move more closely into place, edging
nearer her, ready to do it. This was the moment. She
hadn’t expected this to happen when she had accepted his
indifferent invitation to call round, and she wondered
for a moment if she should back away. Did she really
want kinky sex with an older man, her neighbour, her
married neighbour? She knelt ready, knowing that the
answer was yes, she did. She was prepared to experiment,
to try new things, kinky things, and that meant finding
a partner who knew what to do and was willing to do it,
and in the context of her having the usual youthful and
inexperienced circle of friends, that meant Nathan.

His fingers pulled at her cheeks, separating them,
pulling the open, and she felt the cold tip of his
lubricated cock touch her bottom just above her
entrance.

‘Sure?’ he asked.

‘Yes.’ She turned her head to the side where she could
see his rigid cock, shiny with lube, lined up to enter
her, and then she closed her eyes and rested her cheek
on her folded arms, waiting submissively for him to
begin.

The end of his cock nudged against her and she stiffened
automatically.

‘Relax, sweetheart.’ He told her softly.

The unexpected use of an endearment helped her to let
go, reassuring her and allowing her to do as he asked.
Then he pushed gently but firmly against her, not
forcing his way in but just persuading her slippery
sphincter to admit him. She felt it happen, she felt
herself stretch open and the head of his cock slide into
her. It was a strange and not altogether comfortable
feeling, but it didn’t hurt, not in the slightest. He
paused to let her get used to it and she opened her eyes
and smiled a little smile of triumph into her arms,
happy at her adventure and counting it as an
achievement.

He waited for what seemed like ages and then, just as
she was about to tell him to go on, he pushed further
in, his cock sliding deeper into her rectum. The feeling
of his cock inside her tight rectal passage was
wonderful. She hadn’t expected the sensation of being
stretched to feel so nice, so exciting. She wondered
what she had been worried about, this was fabulous.

‘Oh yes, that’s good. Do it. Push it right in, all the
way. Fuck me there.’

She muttered the words into her arms, startled by what
she wanted to say and too shy to say it out loud. But he
acted just as if he had heard her, pushing forward until
his front was pressed up against her bottom, his cock
buried full length inside her. She pressed herself back
against him, wanting even more. The toe she had wanted
to dip had turned into a need to dive headlong in the
deep end.

‘Is that okay?’ He asked, anxious not to hurt her.

‘Oh god, yes.’ This time she lifted her head and spoke
clearly, voicing her increasing need. ‘Don’t stop,
whatever you do, don’t stop.’

He responded by slowly thrusting in and out, not yet
fucking her hard but still setting up an insistent
rhythm.

‘Harder, Nathan, do it harder.’

She was shocking herself. It was as if doing something
different had released some kind of slut in her. Now he
could thrust deep into her, harder and faster, fucking
her without worrying if she was enjoying it, because he
knew by her words that she was. She felt him adjust his
grip on her hips, letting him pull her hard against him
with every thrust. Her body was reacting with the tiny
beginnings of an orgasm, the kind that she knew would be
slow to arrive but that would leave her wrecked in its
wake. God, but she was glad she’d risked calling round
when she did. She parted her knees a little, setting
herself more firmly so that he could do it harder still.

‘Okay?’ He asked her again as he plunged into her,
misunderstanding her movement, his voice breathless with
effort and arousal.

‘Yes.’ She gasped. ‘Stop asking, keep going. I’ll tell
you if it isn’t.’

The feeling of his long hard cock sliding in and out of
her rectum was divine, an awareness of a sexy fullness
coupled with the sensation of her sphincter being pulled
back and forth as his shaft slid through it. She looked
sideways into the mirror, seeing her kneeling form,
bottom high and head low, and watching his cock sink
into her body, wet and shiny, and very, very solid.
She’d never experienced anything like it and all she
wanted now was for it to last long enough for her to
climax and then, and only then, to watch him empty his
balls deep into her bowels.

Her only concern was that he might come before she did
and, although she wanted desperately to feel him come
inside her, she didn’t want to be left high and dry if
he beat her to it, not while she was being fucked in
this gloriously kinky way. He was putting all he had
into fucking her now, ramming himself hard forward and
dragging her back and forth by the hips in time to his
thrusts. She gasped at the force of his fucking,
watching them both in the mirror and loving every moment
of the sexiest thing she had ever done. Inside her the
budding orgasm was growing, a tiny point of heat that
was becoming broader and hotter, growing perhaps more
slowly than if it had been normal sex, but growing
steadily all the time. It was just a case of who would
get there first.

Then suddenly, as if it had crept up on her unawares,
her orgasm arrived, the intense and hot feeling
blossoming out and tearing through her body, flooding
her nerves with incredible sensations. She came like the
proverbial train, screwing her eyes shut and uttering
sharp little gasps each time his cock plunged into her,
trying her hardest to hold herself still for him, but
with her hooked fingers scrabbling at the duvet and her
mouth contorted in passion. It was the strongest, most
overwhelming climax she had ever had, wave after wave of
pleasure rushing through her as if it would never end.

It did end of course, the surges of pleasure gradually
dwindling until she was spent, trembling and sweaty, but
with Nathan holding her up by the hips and still into
pounding her. Part of her wanted him to stop, to give up
and let her subside into a post-orgasmic heap, but the
rest wanted to feel him come inside her and bathe her
bowels with his cum, and that was the strongest part.
She knelt before him, head down, her cheek rubbing on
the duvet where she had gathered in into her hands, and
just let him have her, trying to recover from her climax
and get her breath back while he still fucked her. She
knew he wouldn’t last long and she so wanted him to come
inside her that it was worth it.

‘I’m coming.’

She wasn’t sure if she felt relief or disappointment.
She still wanted to feel him inside that forbidden hole,
the naughtiness of it still exciting her, but she was
beginning to feel a little sore there now that she had
climaxed.

Suddenly he gripped her hips and slammed himself
forward, burying his cock as far into her rectum as he
could go, and then groaned loudly as it twitched and
jerked, the first spurt of his cum bursting into her.
She looked into the mirror, wanting to see him shooting
into her, but he was holding her so tight against him
that she could no longer see anything of his shaft, just
his sinewy body pressed tight against her, his back
arching and his head thrown back, his eyes squeezed shut
this time and his teeth bared in a rictus grin. As she
watched he rammed himself at her several times, trying
to penetrate even deeper as each time he shot another
spurt way up inside her.

Eventually it was over for him too and he collapsed back
onto his haunches, releasing her hips so abruptly that
she fell forwards onto the bed. She rolled onto her
side, and looked at him, kneeling there, his head
hanging, mouth open, his chest heaving and his legs
trembling.

He licked his lips and swallowed, looking up at her and
smiling. ‘Christ that was good.’

Then it was as if he suddenly remembered that she had
been an anal virgin and his face took on a look of
concern. ‘Are you all right? I mean, was it okay for
you? I didn’t hurt you, did I? Did you enjoy it?’

The disjointed questions spilled from his lips in such a
torrent that she couldn’t help but smile as she replied.
‘It was lovely.’ She assured him. ‘You made me come,
didn’t you?’

He nodded slowly. ‘Yes I did, didn’t I?’

‘And you didn’t even fuck me properly.’ She giggled as
she alluded to their kinky intercourse.

‘I will next time.’ He told her. ‘Next time, I promise.’

She felt her heart leap. There was to be a next time. So
she had been good enough for him to want her again. She
had found herself a teacher, an older man who could
tutor her in bed, to show her how to enjoy sex properly,
and how to enjoy it adventurously. She couldn’t wait.

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