The Challenge

A story by a new author caught his eye.  The story detailed how a wife
cheated on her husband who was away for a long time.  It was fairly
erotic but felt rushed, as if the details were too taboo to write
about.  It wasn't the story that caught his eye so much as the profile
picture.  A simple click on the author's profile offered him a glimpse
of her sexy body, modestly covering her breasts.  It was her eyes that
really struck Jake, though.  She had on no make-up and her light brown
eyes dazzled the screen with a sensual glow that was more erotic than
her story.  Taking a chance he emailed her to tell her he liked her
story but was more impressed by her picture.  She had on a wedding ring
but a compliment does not mean anything.  Jake knew you had to start
somewhere and though it was probably a long shot, a compliment could
get him some action. 

Bing.  New mail.  It was from her.  Ashley had replied back to thank him
for his interest in her story and picture and asked what else he would
like to see.  Maybe she was just flirting, maybe she was serious.  He
replied that a woman's pussy was the most beautiful thing especially
since he loved pleasing a woman orally.  If a nice looking pussy was
accompanied by a nice pair of nipples, it was like heaven.  Though he
was already at work, he hoped the day would become interesting. 

Waiting all day for a response, work seemed to slow down time and
working overtime did not help.  No time to check emails at work.  He
could not wait to check his computer when hegot back home but nothing.
After a quick dinner, Jake fell asleep watching TV.  He woke up in the
middle of the night to pee and decided to check his email. There was a
new message and it was amazing.  The pictures were of the smoothest
labia he had ever seen, slightly spread to show the clitoral hood but
not the inner folds.  The next pictures were of the most perfect
nipples, raised and round, sweet and red against the milky white skin
of her breasts.  Jake was glad he had  peed first because he became
instantly hard.  The message that accompanied the pictures was very
simple "Now you have seen mine, you need to show me yours." 

So there he was at 3 am with a really good hard on.  He hadn't played
"show me yours, I'll show you mine" in a very long time.  A few clicks
of his digital camera and his cock was throbbing.  He had started
stroking himself during the photo session and got some great pictures
of pre-cum oozing from the head of his throbbing cock.  Jake decided to
wait until later that to send them, just to make her wait a bit.  He
fell asleep in front of the computer staring at her gorgeous pussy,
imagining his tongue running all over it, imagining what she would
taste like.  He woke up several hours later, still hard and throbbing.
After sending her some pictures, he continued the photo session  and
started using slow, deliberate strokes relieved the pressure that had
built up in his balls throughout the night.  Spewing his milky white
cum over his hand, finally satisfied with the photos, he realized he
had lost track of time. 

Jake was almost late for work but managed to squeeze in a quick shower
and bite to eat.  After what seemed like an eternity, lunch time
finally came and there was a message from Ashley.  "Enjoyed your pics
and hope to see more as well as more of you.  The challenge is to take
pics of you or any part of you in places that define who you are....at
work, favorite club, etc.  Here is me at work"  It was a very simple
picture, she was sitting in a chair with her skirt pulled up, no
panties, and her finger tip on the tip of her clit.  "thinking of you"
was the caption.  He could only see a little of the background of her
office but it appeared that someone in an ill fitting suit was right
behind her, his back towards her.  If he only knew.  "I accept your
challenge but do not have my camera with me now.  I will not
disappoint.." 

And so it began, picture for picture, an exchange of erotic shots.  It
was not always easy for him to  get a naked cock shot to send to her
but she managed to forward Jake more and more pictures of her nipples
and pussy.  After several weeks of exchanging images,  a picture caught
his attention.  It looked like a statue in a park near his apartment.
Some Civil War hero pointing to something.  In this pic, he was
pointing right at her pussy.  She had somehow managed to climb on the
statue and get a photo with a marble finger in her slit.  There was
only one course of action for him to take. 

The next night, he found the statue in the park.  Just before dusk, the
park is fairly deserted.  Jake climbed on the statue and placed his
cock inches from where her pussy was just a day or so ago.  He sent her
the photo saying, "I am not stalking you but I know we live in the same
city.  Would love to meet you, just for coffee.  The next step is yours
to take."  Jake was excited with anticipation and  nervously awaited
her response. 

"I also would like to meet you but am afraid that I would not be able to
control myself.  Your cock is magnificent compared to my husbands.  I
don't want to cheat on him." 

"I did not ask you to a hotel or anything.  Just a public place, a
little coffee.  I have seen your pussy all over my city and would just
love to match your smile and eyes to the images I have seen." 

"I do love my husband and I would never want to hurt him.  If it is just
coffee, I will meet you.  But nothing more than just a little coffee." 

"I promise you, I will be the perfect gentleman.  I will not take
advantage of you.  My cock will stay in my pants.  I just want to hear
your voice." 

The arrangements were made for Friday, 3 days from now.  Her husband
would be gone on a business trip and so she would not have to sneak
away while he was home.  No pictures were exchanged in those 3 days and
as much as he wanted to whack off to all her previous pictures, he
didn't. If the night ended up the way Jake had hoped, he would fill her
completely with cum.  Friday couldn't come soon enough and neither
could Jake. 

At last, Friday arrived and he  had a reserved a table at an outdoor
café.  Jake arrived a little early to make sure he not only got a good
table but also to watch her arrive.  She was on time and unbelievably
sexy.  2 inch black heels, black pencil skirt which hugged her thighs
and hips like a second skin, a tailor made white blouse with no
sleeves, unbuttoned to show just a glimmer of cleavage without
appearing sluttish.  Her auburn hair was in loose waves just past her
shoulders.  As she sat down, her nervous look melted into a warm smile
and with her perfume, Jake was aroused and erect. 

They drank coffee for hours, talking about themselves, their jobs, their
backgrounds.  It was as if they were old friends catching up on things.
 She sadly told him she had to get going home but really enjoyed
meeting him and hoped they could do so again.  Jake paid the bill as
she went to use the restrooms but they were out of order. (A benefit of
arriving early and tipping the busboy)  She said she really had to go
badly and didn't think she would make it across town in a cab.  He told
her my apartment was just across the street and she could use his
washroom and then he could call her a cab.  Initially hesitant, her
bladder won the debate and they headed up to his apartment. 

He  ushered her inside his 5th floor apartment and showed her the way to
the restroom.  While she was in there, Jake opened a bottle of wine and
stepped out onto his balcony with 2 glasses.  He had to play this just
right or he would miss the opportunity to eat her pussy and to fuck her
madly.  Initially she was resistant to the wine but he said it would be
nice to watch the sunset and relax for a few minutes.  He told her he
really enjoyed her company and just wanted a few more minutes.  Despite
her protests of just meeting for coffee , she finally accepted the
offer of the wine and the view from his balcony.  The city was a flurry
of activity, the sun slowly setting behind the ominous buildings
illuminated  with a  rainbow of lights.  They slowly sipped the wine in
silent appreciation. 

"It's breathtaking," she whispered. 

"It is indeed," he  replied but not referring to the city but to her
beauty. 

She shivered a bit.  He  stepped behind her and wrapped his arms around
her waist, holding her close, "Here, let me warm you up."  They  were
still for a few more moments when he ever so lightly kissed the side of
her neck.  The mixture of her perfume and hair and the city at dusk was
too much for Jake to control myself any longer.  She responded with a
slight moan and so he kissed her neck again, this time a little longer.
 Another moan.  He brought one of his hands to her breast and to his
delight he  could feel her unrestrained nipple straining against the
fabric of her blouse.  The lacey material of her shirt did little to
hide her naked nipple.  Jake became more aroused knowing that she was
not wearing a bra.  He gently massaged her breast and nipple eliciting
more moans of pleasure and desire. 

"Wait...please.  I am married.  I want to try to be faithful, " she
moaned 

By now he was sporting a huge hard on.  Jake stopped kissing her neck
and lowered his hands so they were just around her waist again.  His
mouth was next to her ear.  As he push his bulging cock into her ass he
began to whisper into her ear, "I will only do what you ask me to do.
I want to lick that fabulous pussy.  I want to make you cum again and
again with my mouth.  I want my tongue to feel your sweet essence as
you cum.  I want to lick your nipples and suck on them.  I want to
squeeze and pinch your nipples as my tongue licks your clit."  All the
while, Jake kept my hands around her waist squeezing her a little
tighter so he could nuzzle his throbbing shaft against her ass.  "I
told you I would not take my cock out of my pants but I can still give
your more pleasure than you ever dreamed could happen."  She moaned
again and began to gyrate her ass against his cock.    Jake slowly
worked his hands up her blouse to the top button and began to slowly
open her blouse.  He gently began to massage her breast being careful
to not touch the nipple just yet.  She turned her face towards him and
they began to kiss.  Their tongues swirled into each others mouth, and
he began to rub her breasts a little harder and rolled her nipples
between his fingers.  They were swollen and throbbing and as Jake
pinched them, she groaned into his mouth and pushed her ass harder into
his crotch. 

He continued to massage her breasts and nipples with one hand and slowly
moved the other to the small of her back.  He found the zipper to her
skirt and lowered it gently.  In one movement, Jake grabbed the sides
of her skirt with both  hands and at first wiggled it past her hips
then knelt down behind her as he lowered her skirt to the floor.  He
eased her feet over the skirt and spread her legs, her magnificent ass
was just above  eye level and he could see her pussy lips bulging
defiantly against the small whisp of her black thong.  Starting with
her calves, Jake ran his hands up one of her legs and down the other.
With each pass, he spread her legs a little further until she had to
lean forward a little and grasp the railing of the balcony.  This
forced her pussy to be right at  eye level.  Gently, Jake reached up
between her legs to her stomach and caressed her smooth skin as he
approached her thong.  He lightly allowed his fingers to just barely
skim over the fabric which was now damp.  Grabbing her hips with his
hands, he moved his face towards her body and began to lick her labia
through her throng.  She grasped the rail harder and had to bend her
knees slightly as she yelled "Oh gooodddddddd!!!  Please....don't...
stop!" 

But he did.  Jake moved his face away from her and stood up.  The bulge
in his pants was throbbing against and he nestled it into her ass.  He
leaned over her back and began to rub and roll and pinch her nipples.
As he did this, he pulled her back into a standing position and slid
his hand towards her wet slit.  Through the fabric, Jake began to
massage her clit.  She reached down and pushed his hand harder onto her
clit and moaned "OOOHHH...I'm cuming ....ooohhhh.....ahhhh!"  She
leaned into him as it seemed her legs could not hold her weight anymore
and she shuddered for several seconds as his fingers were treated to a
flow of her sweet nectar.   Jake whispered in her ear that they should
move into the bedroom and she could only just nod in agreement. 

He laid her down on the bed with her legs dangling off the side.  Jake
began to kiss her calves and slowly move his way towards her pussy.
The aroma of her musky fluids was overwhelming and his cock throbbed
even harder against the fabric of his pants.  He began to lick her
labia through her thong and inserted his tongue into her slit as far as
the lace would allow.  She groaned, "Fuck me right now... I need your
cock in me..."  Jake grabbed her thong and pulled it off her soaking
pussy.  Her outer lips were puffed out, her inner lips were spread
revealing her moist, throbbing hole.  He delved into her folds as deep
as his tongue could go and was treated with another orgasm, a torrent
of her sweet juices now coating his chin and face.  Jake continued to
lick her lips and her vault and occasionally would lick around her
clit.  She got closer and closer to firing off again but each time he
would pull pack a little.  After several times of doing this he sucked
her clit into his mouth and began flicking it furiously with his
tongue.  She wrapped her legs around his head and squeezed him tighter
into her pussy.  Her backed was arched, she had her arms stretched to
the side clutching the bed sheets.  Her moans became louder and louder
until she could make no sounds anymore and he felt her legs loosen.
Jake stepped back a little and watched her shudder a few more times.
Her chest and face were flushed, she was glistening from sweat and her
breathing was little more than panting. 

As she recovered, she whispered, "I want you to fuck me now.  I want you
to stick your cock in me and fuck me hard." 

"I can't.  I promised you I wouldn't take my cock out of my pants.  I
wouldn't want to break my promise." 

She sat bolt upright and dove for his crotch.  Her hands trembling from
rushing and from her post orgasm bliss, she fumbled with his belt but
eventually undid his belt and zipper and pulled his pants to his
ankles.  Jake's cock strained against his boxers which were very damp
from precum.  She pulled off the boxers, freeing the throbbing shaft
which bobbed up and down slightly right in front of her face. 

"I need to feel your cock in me," she purred as she started stroking my
shaft. 

"For the record, I didn't take my cock out, you did," he replied as she
started to lick his shaft and take his head into her mouth.  As good as
it felt, Jake pulled her head back and stood her up.  He did not want
to lose control of her. 

"Listen, if you really want this, you must do everything I tell you.
There is no way to say no.  I will give you orgasms like you have never
had before but you must let me do everything I want to do to you." 

As she stroked his cock, she nodded her head.  "Anything you want is
yours, I just want your cock inside me."  Jake knew he had her. 

"Lay down on your back on the bed with your head hanging off slightly,"
he commanded her and she replied.  "Now open your mouth and suck me
like you've can't get enough." 

She open her mouth and began to suck the head of his cock.  Between the
precum and her saliva, it wasn't long before his entire shaft was
glistening.  She would just take in the head and suck it and swirl her
tongue around the tip while stroking him with her hand.  Then she would
take the whole shaft in, sometimes gagging a little and having small
tears form in her eyes.  But she would continue to take him in further
and further until his balls were slapping her across her face.  As she
continued to work his cock, Jake reached down and started to pinch her
nipples which increased her sucking motion.  He started to thrust into
her mouth and ram his shaft completely into her mouth.  The whole
while, she kept sucking and licking   He reached down to her still
soaking pussy and started to finger her.  She started to moan and groan
and he knew she was close to orgasm again.  She reached around his
waist and grabbed his ass with both hands, pulling him even closer to
her.  As Jake felt her velvety folds start to contract and her hips
started to writhe beneath his fingers, he thrust in and out of her
mouth.  His balls started to tighten up and he erupted in her mouth.
Wave after wave of cum jetted from his cock.  Initially she gagged a
little but kept sucking and swallowing every drop  he gave her.  She
was coming down from her orgasm and lay there still quivering a little
but smiling in complete satisfaction. 

Jake moved around to the other side of the bed, grabbed her ankles, and
pulled her towards him so her pussy was at the edge of the bed.  He
still needed a little recovery time.  Jake pulled a vibrator (a
souvenir left over from a previous girlfriend) from his night stand and
started teasing her pussy with it.  Barely touching the opening of her
swollen cunt, then running it up and down her labia, then teasing
circles around her clit.  She was going crazy and kept begging for him
to stick it in her.  He obliged and put it in her pussy nudging the
g-spot.  She started becoming very wet again and his shaft started to
spring back to life.  Jake buzzed her clit for a few minutes then
plunged the vibrator back into her pussy.  It was dripping wet.  As he
rubbed the head of his cock against the opening of her pussy, she
started to thrust a little towards him.  He only just had the tip of
his head in her when he took the vibrator and rubbed it against her
asshole.  "No, not there, even my husband has not fucked my ass," she
protested. 

"Remember, you must do everything I tell you... It was your choice."
Jake pulled back a little leaving her both holes throbbing, waiting.
After a few seconds, he rolled his thumb in circles over and around her
clit.  "Yes, yes, yes... do whatever you want." 

Jake stuck the head of his cock back into her pussy and the vibrator at
the rim of her ass.  He continued to rub her clit and she tried to
thrust her pussy at him, but he kept backing off a little.  Finally, he
put his rock hard cock all the into her vault with one long hard
thrust.  She came instantly, her hips were writhing, she was biting her
lip and moaning "Oh god, Oh god, it feels so good!"  As she started to
come down a little, he thrust the vibrator in her ass as far as it
would go.  He could feel its movement through the thin wall of her
stretched out cunt.  She came even harder this time, her hips were
lifted off the bed, her legs wrapped so tightly around his body he
could barely breathe.  "OOOOHHHHHHH FUUUUUUUCCCCKK!
OOOOOOOOOHHHHHHHHHHH GAAAAAAAAAAWWWWWWDDDDDDDDD!"  Jake just stood
there balls deep in her pussy as she squeezed his cock with all her
might.  He pulled the vibrator out, letting her come down a little.
She relaxed her legs a bit and then he started thrusting into her. 

The first few thrusts were hard and deep as she rode out the rest of her
orgasm.  As she relaxed a little, he started to thrust only an inch or
to for a few thrusts and then drive all the way into her a few times.
Jake kept changing the  rhythm and pacing and her pussy just kept
squeezing his cock.  He grabbed her inner thighs with his palms and
pushed them as wide as they could go while starting to massage her clit
with his finger tips.  It was time to fuck her good.  Jake increased
his speed and hardness of his thrusts.  He was pumping her as deep as
his cock could go.  Thrust, groan, thrust, moan, thrust "Oh, Oh, Oh."
His balls were slapping her ass.  Slap, thrust, slap, thrust, groan.
She started to contract again amid a torrent of her own juices.  He
just grabbed her by her hips and jack-hammered into her as fast as he
could.  With one final deep thrust, he unleashed jet after jet of hot
cum into her pussy and she responded by wrapping her legs around him
again and just moaning until he had shot his entire load. 

His cock  started to soften inside her and he slowly withdrew.  Jake's
dick was dripping from the mixture of his cum and her juices.  "Sit up
and clean me up with your mouth," he ordered her.  Slowly she sat up
and began to gently lick his balls and  shaft.  She cleaned all the
juices off his cock and then it started to recover.  It grew slowly in
her mouth as she continued to suck him.  In no time, she had him rock
hard and ready for more. 

"Roll over with your legs off the bed," he ordered her.  She complied
and was on her stomach with her ass and pussy facing him.  He started
to work his fingers into her pussy again.  Jake grabbed her hips and
started to thrust his cock into her pussy, easily sliding it in all the
way.  He grabbed some lube and started to work first one finger then 2
fingers into her perfect puckered rose.  One hand in her pussy, one
hand in her ass and she started moaning again.  He stopped and started
lubing up his throbbing erection and placed the head just at the
opening of her bum.  Jake just pushed the head through her outer ring
and she felt so tight.  She winced only slightly as he pushed a little
further.  After getting about half way in, he started to take slow
short  strokes and pump in and out of her.  She turned her head towards
him.  There were small tears welling up in her eyes but she begged, "
Fuck my ass.  That feels so good.  Take my ass and make me come."
Jake started to take longer strokes in and out of her ass.  She kept
her face turned toward him and was looking directly into his eyes.
Every time he buried his shaft completely into her, her eyes closed for
a moment and she took a big sigh breathe.  "Oh that feels so
good....faster....harder....shove your cock in my ass."  He followed
her instructions and started pumping furiously.  The whole time she
kept her gaze on him but now she started to bite her lower lip as her
breathes became faster.  She started to moan and Jake knew she was
close.  She looked him right in his eyes and begged, "Oooohhhh fuckkk,
I'm coming.  Come in me NOW."  And for the third time in as many holes,
Jake unleashed a flood, his cock was pumping more than he thought it
could, more than it should at this point in the night.  Still inside
her but growing soft, he collapsed onto her back. 

She whispered, "That was so intense, I've never cum like that before." 

"When do you want to do that again?" Jake asked. 

"I  wish it could be many more times but I feel guilty enough as it is.
I really do love my husband.  He's a good man and I am really confused
now.  That was unbelievable sex  but I just couldn't hurt my husband.
He would be devastated to find out I cheated on him." 

He pulled of her ass and walked over to the dresser.  A video camera
that had recorded the whole evening was still going.  Jake grabbed the
camera and focused in on her pussy, still red and throbbing and her ass
which had some cum oozing from it.  "Hey, do me a favor and turn
towards me," he asked as he zoomed in on her face.  As she turned, he
said, "Now smile nice for the camera." 

"You bastard!  Give me that camera!" she screamed as she jumped off the
bed towards him. 

As Jake held the camera out of her reach, he giggled as she tried to
jump to grab it, her tits bouncing up and down.  "Just calm down.  I
will not show this tape to anyone but I thought you might be reluctant
to join me again.  You were so tight and felt so good, I want you,   I
need to be with you again.  No strings attached, just a good fuck or
two when your husband is away.  This tape is my insurance policy that I
will be able to get in your wet pussy and hot ass again.  If you can
honestly tell me that was not one of your best fucks ever, the tape is
yours but I think you enjoyed it as much as I did. " 

Jake watched her eyes lower to the ground and her shoulders droop a
little as she thought about his "deal".  She thought of her husband,
his small cock and quick uneventful fucks.  He was kind to her, treated
her like a lady, was handy around the house, a great cook but not well
endowed and not skilled in bed.  She thought of Jake's cock in her
mouth, her pussy, her ass, she felt like she couldn't get enough of it
because it all felt so good.  "I've made a decision.  That was indeed
one of the best fucks I've had.  I do love my husband so if you ever
tell him or let him know, I will cut your balls off and stuff them down
your throat.  It can only be when he is out of town.  It needs to be
discreet." 

Jake nodded  in acceptance and took her cheeks in his hands.  "You were
amazing and I don't want to ruin that.  You have my word, I will never
tell your husband, " he whispered to her as he kissed her tenderly on
the lips.  Exhausted as he was, he was thrilled to have a new fuck
partner.  He guided her towards the wall and as he continued to kiss
her, grabbed her under the thighs and lifting her up, quickly found her
wet slit and slammed his now erect cock into her.  He was slow and
steady with his thrusts as he thought about how great she was to fuck.
She was feeling his cock slowly gliding in and out of her and how great
it felt, could feel herself tightening up her vault.  She hoped her
husband would never find out.  If she only knew what Jake knew about
her husband......

• Jolene spends the night with Steve
• Wifes awakening