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Helen's Anal Craving
by Sexaddikt (sexaddikt@hotmail.com)

***

Thirty year old Helen has had a long-held desire for 
anal sex. When, one day she meets up with an old friend 
from her college days, she sees an opportunity to make 
her anal fantasies come true. (MF, anal, rom)

***

Helen had recently turned thirty and reaching this age 
had somewhat depressed her. She wasn't lonely as such - 
she was a popular and successful teacher with plenty of 
friends and a good social life. However she had never 
really been happy with her sex life, and her 
frustration had by now grown considerably.

She had been through several relationships, and even 
one or two flings, but none had satisfied her. Part of 
the problem was that, though not unattractive, she was 
not physically glamorous. Her short blonde hair had 
always made her rather tomboyish in appearance, and 
only in recent years had she swapped her glasses for 
contact lenses. 

These features had always rather overshadowed the fact 
that she had a very good body, and combined with her 
quiet, shy personality, meant that the men with whom 
she tended to become intimate were work associates. And 
though they were pleasant, her work associates were 
sexually rather dull.

She longed to have raw, intense sexual experiences, but 
this had never seemed remotely possible with any of her 
partners thus far, and she was too shy and self-
conscious to go actively seeking such things. She also 
knew that most normal women would have been happy with 
the sex life on offer from her previous boyfriends. But 
Helen was not sure that she was "normal".

For as her adult life had developed, Helen had become 
aware of a deep and dark craving within her. Though she 
enjoyed regular intercourse and both giving and 
receiving oral sex, she had developed a longing - 
almost a need - for anal sex. 

At first she had tried to dismiss it as a phase she was 
going through. But then she had begun to finger her 
anus in the bath and in bed, and revelled in the 
sensations this produced. She had even plucked up the 
courage to buy an anal vibrator, and by now she was 
amazed that it still worked with the amount of usage 
she had given it. 

However the physical sensations of having her anus 
stimulated were only part of her longing to be 
"buggered" (how she loved that word!) It was the mere 
idea of being possessed by a man in that way, of being 
so totally debased, that really made her shiver with 
delight. She had enjoyed a good, clean upbringing, yet 
the very fact that she so wanted to experience such a 
depraved and dirty form of sex only turned her on more.

She had eventually succumbed to temptation and ordered 
some videos from Holland exclusively dedicated to anal 
sex. She watched in amazement as she saw cocks sliding 
deep into tight bottoms, and would masturbate furiously 
and repeatedly as she imagined this happening to her. 
She took to joining porn websites, though only those 
with a large library dedicated to anal intercourse. 

She even sought out the most extreme anal scenes. The 
rougher and harder the anal sex the more she enjoyed 
watching it, and she loved to hear the girls beg for it 
the way she wanted to. She also longed to do what she 
saw so many porn actresses do, which was to suck a cock 
that had just come out of her arse.

She began to look at each man she knew in a different 
way, asking herself silent questions about them. "Would 
he give me anal sex if I asked him?" she would say to 
herself. "Or would he be appalled by the idea?" As she 
conversed with attractive men she imagined herself 
whispering to them something like, "Can I be your anal 
slut?" or "Would you like to fuck me hard up the arse?" 
and would suddenly blush in the midst of conversation, 
much to the bemusement of the men she was talking with.

However Helen's fantasy remained just that - a fantasy. 
She simply didn't know how to go about turning it into 
reality, yet her secret desire just wouldn't go away.

One day, Helen was checking a school reunion internet 
site with which she was registered. She had never 
bothered to meet up with any of her old acquaintances 
from school and university, but she sometimes found it 
interesting to see familiar names and faces and read 
what they were getting up to. Today however she saw a 
newly registered name that made her feel differently.

Shawn was a friend from her university days of about 
ten years ago. In fact he was more than just a friend, 
as the two has kissed many times, and Helen had even 
let him fondle her breasts (usually when she had been a 
little drunk!) Then a very nervous virgin, she had 
never allowed him to go any further with her, and they 
had lost touch soon after graduation, much to Helen's 
eternal regret.

Seeing Shawn's name on the screen, she recalled more 
strongly than ever their dalliances. She had always 
enjoyed his flirting and persistent advances - he was a 
very attractive guy - and secretly a part of her wanted 
to surrender to them completely. He had always spoken 
openly of being very energetic and adventurous when it 
came to sex, and had made it plain that if Helen wanted 
to try anything, he would gladly oblige. 

If only Helen had known then what she knew now. She 
knew that if she were in the same position now she 
would let him fuck her. More to the point she would ask 
him to fuck her up the arse, and in doing so feel very 
confident that he would happily oblige.

As Helen pondered this she noticed that Shawn had 
described himself as single. The thought that this was 
a golden opportunity was inescapable. His email address 
was right there. What had she got to lose?

Before she could talk herself out of it Helen quickly 
wrote him an email, telling him a little about what 
she'd done since they had last seen each other, and 
asking if he would like to meet up for a drink. 
Pointedly she remarked that she was single, lived 
alone, and had missed him. 

No sooner has she hit the 'send' button than she was 
having second thoughts. What if he laughed at her, or 
told her he had no interest in seeing her? Yet at the 
same time she was excited, and she had trouble sleeping 
that night as she imagined what might happen.

As soon as she came home from work the next day she 
checked her email and her heart began to race as a 
reply from Shawn hit her inbox. She opened it 
breathlessly, and was relieved and thrilled to read 
that he would love to meet up with her, and had 
enclosed his telephone number.

His voice sounded exactly as she remembered it when she 
ran she rang him. He seemed genuinely pleased to hear 
from here, and Helen found herself blushing when he 
began to flirt with her just like he used to. He lived 
in London and she just outside the city so it was easy 
for them to meet. They arranged to have a drink the 
coming Saturday in a quiet pub she knew not far from 
her flat.

When they met up at the pub they embraced as old 
friends do. Helen found him even more attractive than 
she had remembered him - more rugged and mature. They 
were soon chatting away happily, Shawn as usual never 
missing the opportunity to make suggestive comments 
here and there, gently tapping Helen's knee with his 
fingers as he did so.

They hours passed by quickly, and suddenly it was 
closing time. They had both by now become very slightly 
drunk, and giggled together as the bar staff urged them 
to leave. 

There was a brief moment of awkwardness before Helen 
grasped the nettle.

"Would you like to come back to my place for a coffee?" 
she asked, fully aware that when you ask a guy back to 
your place for a coffee at not far off midnight he is 
going to expect more than coffee.

"Sure, that sounds like, um, an interesting idea," 
replied Shawn, and his smile reassured her.

They linked arms as they walked back to Helen's flat, 
and even some light rain did doing nothing to dampen 
their spirits.

After giving him a brief tour of her flat Helen poured 
them another couple of drinks and they sat down 
together on the sofa. They began chatting away again, 
but this time the conversation was quieter, gentler. 

At what both knew to be the right moment they kissed, 
Helen's tongue snaking into Shawn's mouth. As they 
continued to kiss, Shawn gently stroked her hip. 
Impatiently, Helen grabbed his hand and slid it beneath 
her top up to her breasts. He cupped her right breast 
in his hand and squeezed, and though their lips 
remained in contact she moaned softly.

Helen was more turned on than she had been in a long 
time, and she felt as though she was losing control of 
herself. She pulled away the arm that was around him, 
and unbuttoned her jeans. Then she grabbed the hand 
that was massaging her breast and pulled it down to her 
crotch, pushing it beneath the denim and against her 
now very moist panties.

This time their lips did part and Shawn looked at her 
quizzically. He remembered as well as she did how at 
university she had repeatedly never let his hand or any 
other part of him get below waist-level. Now here she 
was actually pushing his hand beneath her jeans!

The look of pure lust Helen gave him told Shawn 
everything he needed to know. They kissed again, even 
more passionately and urgently than before, and Helen's 
breathing became deeper as she felt his fingers start 
to rub her soaking wet sex through the thin silk of her 
panties. He then pushed aside the material with his 
middle finger and gently slid it inside her, and Helen 
disengaged her lips from his, tossed her head back and 
groaned.

Now overcome with desire Helen withdrew his finger and 
began to yank off their clothes. Shawn responded with 
equal urgency after literally almost tearing off their 
garments they very quickly found themselves naked. They 
were now both standing, and they stopped to admire each 
other's nakedness for the first time. Helen had often 
wondered about the size of Shawn's endowment and she 
now observed that it was slightly above medium length 
but unusually thick.

Almost instinctively she dropped to her knees and took 
it into her mouth, slurping and sucking greedily. He 
gripped her head with both his hands as she bobbed back 
and forth on his hard, thick member. Helen was now 
quite literally dripping wet, so excited was she. 

She finally withdrew him from her mouth, and he 
reluctantly let go off her head. She rose to her feet 
and dragged him to the bedroom. When they got there it 
was his turn to take control, pushing her back onto the 
bed, spreading her legs, and putting his face to her 
hot wet pussy. His tongue slid inside her and again 
Helen released a deep groan of ecstasy. He flipped 
between licking inside her and letting his tongue dance 
over her clitoris, a combination that sent her wild.

"Yesssssssss!" she gasped. "Don't stop!"

When he finally did stop it was because both of them 
knew it was time for them to fuck. Helen remained on 
her back as Shawn mounted her, sliding his cock firmly 
into her sopping wet pussy.

"Ohhhhh yesss!" she hissed. "Fuck me! Fuck me!"

Shawn proceeded to do just that, pushing his hard cock 
in and out of her with regular strokes, and raining 
kisses down upon her face, neck, and shoulders as he 
did so.

Helen's pleasure was immense, but even now she felt her 
secret longing starting to build up within her. Even as 
Shawn's cock gave her pleasure in one orifice, she 
could not help but imagine it giving her a greater, 
almost unimaginable pleasure in another. It was like an 
itch - an itch that she needed to scratch.

Shawn somehow sensed that Helen wanted something more 
than just vanilla sex, and though his cock remained 
firmly inside her, he looked searchingly into her eyes,

"What do you want me to do baby?" he asked. "What do 
you like?"

Helen writhed beneath him, the physical pleasure she 
was feeling conflicting with the confusion in her head.

"Just tell me," breathed Shawn. "You needn't be 
embarrassed. I'm unshockable."

Helen realised at that moment that if she hesitated she 
would never bring herself to tell him. The only thing 
to do was to just say it, not think about saying it.

She looked him straight into the eyes and said, "I want 
you to give me anal sex."

For a moment his reaction was one of surprise, and she 
immediately feared he would mock her, or find such an 
idea disgusting. Instead his familiar grin reappeared, 
along with a distinct glint in his eye.

"You're in luck baby," he murmured. "I love anal."

For a moment she thought he was just humouring her, but 
the urgent look in his eyes as he repositioned himself 
assured her that he was deadly serious. Her heart began 
to race with breathless anticipation - something for 
which she had waited so long was finally about to 
happen.

"Turn over, and get on your hands and knees" he ordered 
her.

Helen turned onto her front in breathless excitement. 
She was about to tell him that there was lubricant in 
the bedside drawer when she felt his hands part her 
buttocks and his hot breath upon her. Was he really 
going to do what she thought he was going to do?

Sure enough she felt his wet tongue press against her 
rosebud, and she moaned in delight. He pushed his 
tongue hard against her sphincter and the tip slid 
inside. He withdrew slightly then pushed it back inside 
harder and than before.

"Ohhh!" gasped Helen. "Oh my god!"

As he tongue-fucked her arse, holding her cheeks apart 
with one hand, his other hand rose to her wet sex, and 
he slid a forefinger inside her. Helen almost went 
through the roof, her head sinking into the pillow with 
a squeal of delight.

After exploring her anus with his tongue for several 
minutes Shawn pulled his face back. His finger slipped 
from her vagina and travelled upwards. He pressed the 
tip against her rosebud and it now gave way easily, his 
finger sliding smoothly up her tight arse, which was 
now well lubricated by both his saliva and her cunt-
juice.

"Ohhh fuck, yess!" she moaned, at an almost unbearable 
state of arousal as his finger jammed back and forth 
inside her bottom. 

Finally his finger slipped out, and Helen sighed at the 
sudden emptiness she felt there. But she knew it would 
not be empty for long. 

She looked over her shoulder to see Shawn slowly 
lowering himself down over her prone buttocks. Then she 
felt his cock press against her anus. She knew that it 
would enter more easily if she relaxed, but her 
excitement was so intense that she simply could not 
relax. He pressed harder and harder until finally her 
arsehole opened up and his cockhead pushed past the 
sphincter and inside. Incredible sensations flowed 
through Helen's body as she felt Shawn's thick member 
invade her aching back passage.

"Jesus, yesss!" was all Helen could say as Shawn 
gripped her hips and pushed his cock firmly up her 
slick arsehole. Helen was in heaven - the sensations of 
mild pain and deep pleasure were even more intensely 
wonderful than she had hoped. 

When almost the entire length of his cock was inside 
Shawn paused, thinking she might need a few moments to 
get used to it. Helen realised this, and looked over 
her shoulder to put him straight.

"Don't be gentle with me!" she moaned insistently. "I 
want it hard! Fuck my arse as hard as you can!"

For a moment Shawn was a little taken aback. Was this 
really the shy, tomboyish girl he had known at 
university? Was it really the Helen he had known then 
who was demanding that he fuck her up the arse as hard 
as he could? Either he was dreaming or it was, and 
Shawn was delighted to oblige. He also had not failed 
to notice Helen's penchant for dirty talk, and rightly 
suspected that she would appreciate some dirty talk 
from him.

"You want hard up the arse do you?" he sneered. "You 
want me to give you a good hard buggering?"

A thrill shot through Helen as she heard his words. 
"YES!" she screamed. "YES, THAT'S WHAT I WANT! USE ME 
LIKE A SLUT AND FUCK ME UP THE ARSE!"

Shawn pulled back until only the head of his cock was 
inside her, grabbed her hips firmer than before, then 
rammed the whole length of it hard up her rectum.

Helen screamed again, this time in total and utter 
pleasure, as an orgasm hit her.

Shawn repeated the stroke, then again, and again, until 
he had built up a rhythm. Soon he was pounding her 
tight arse, his balls slapping hard against her against 
her with each thrust.

Helen was now in the throes of such deep ecstasy that 
she could barely utter a sound, bar a slight whimper 
with each thrust of Shawn's cock inside her arse. Her 
head swayed violently from side to side and tears 
rolled down her cheeks as one orgasm after another 
rippled through her body. 

Sweat rolling down his body as he fucked her, Shawn 
showed no signs of letting up.

"You like that, slut?" he said through clenched teeth. 
"You like me ramming my cock up your shitter?"

"Yesss!" wailed Helen. "I love it! Bugger me! Bugger me 
senseless!"

Thus encouraged, Shawn redoubled his efforts, one of 
his hands now gripping her shoulder to give himself 
more leverage. He now began to sodomize her with his 
entire body weight, drilling his cock so viciously hard 
up her tight backside that she was almost lifted off 
the bed with each stroke.

"OHHHHHHHHHH!" yelled Helen, struggling now to retain 
consciousness as her bliss reached new heights. The 
physical sensations combined with her long-felt desire 
to be possessed in this way were almost proving too 
much for her.

Suddenly Shawn withdrew, and Helen momentarily thought 
he must be about to ejaculate. But in fact all he 
wanted to was change positions. He unceremoniously 
flipped Helen over onto her back, pushed her legs back 
against her, and positioned his cock once more against 
her anus. Despite the severe fucking it had already 
received, her arsehole again did not give way easily. 
But again Shawn was not to be denied, and he pushed his 
hard, sweaty cock against the puckered hole until it 
surrendered.

"Oh my god!" moaned Helen, as she felt his cock slide 
up her arse once more. He pressed down upon her, 
pushing her legs flat against her so that her ankles 
were against his shoulders. Her arsehole was 
unbelievably tight around his cock in this position, 
and he needed all his willpower to stop himself 
cumming. Slowly he started to slide it back and forth 
inside her.

"You still want it hard up your arse you filthy little 
slut?" he grinned.

"Yes!" she said gruffly, staring up at him. "Fuck my 
shitter hard! I'm a dirty little whore who loves having 
the shit fucked out of her arsehole!"

Helen could hardly believe she was saying such things, 
but Shawn certainly believed her as he starting pumping 
his cock back and forth. He gripped the headboard of 
the bed with one hand and bounced up and down on top of 
her, the bedsprings creaking noisily as he pounded her 
tight rectum.

Sweat pouring off of their bodies, the brutal buggering 
continued relentlessly for at least a further twenty 
minutes. But the wonderful slick tightness of Helen's 
arsehole was proving difficult for Shawn to handle, and 
he knew that his own orgasm was approaching.

"I'm gonna cum!" he gasped as he continued to ream her 
arse.

Helen snapped her head back over her shoulder, anxious 
for this perfect fuck to end in the perfect way. "In my 
mouth!" she breathed huskily "Cum in my mouth!"

Shawn slid his now slimy cock out of Helen's reddened, 
distended arsehole, and she spun round, still on her 
knees. She took his cock into her mouth, revelling in 
the taste of her own arse upon it, and began to bob her 
head back and forth, moaning in lust.

Shawn groaned as his own orgasm hit him, and the first 
wad of cum rifled into Helen's mouth. No sooner had she 
eagerly swallowed the first load than a second spurted 
hard against the back of her mouth. She swallowed again 
and again until he was finally spent. She released his 
cock from her mouth and kissed it softly before he 
collapsed beside her.

They lay together, exhausted but satisfied. As they lay 
in happy silence Helen felt as if she was in a dream 
world. Her most sordid fantasies had finally come true, 
with the promise of more to come.

After ten minutes of silence Shawn seemed to guess what 
she had been thinking. "Anytime you want your arse 
fucked baby," he said, "you just let me know."

Helen sighed in happiness. "Anytime?" she enquired with 
a laugh. "How about morning, noon, and night every day? 
Starting now...!"

THE END

* * * * * * * * * * * * * * * * * * * * * * * * * * * *
It's okay to *READ* stories about unprotected sex with
others outside a monogamous relationship. But it isn't
okay to *HAVE* unprotected sex with people other than
a trusted partner. You only have one body per lifetime,
so take good care of it!
* * * * * * * * * * * * * * * * * * * * * * * * * * * *
Kristen's collection - Directory 36