Taking Annie for cuckold sex

Once back with her guests, Annie floated through the crowd like an
angel. Except for Annie’s mother and Sherri, all the remaining guests
were men, chosen by Annie herself. They stared hungrily at her body,
barely concealed by the nearly obscene, white bridal outfit. With the
long train now discarded, you could see how the back plunged well
beyond the dimples of her firm ass, baring her entire back and upper
ass-cheeks. Fleshy crescents of her large breasts spilled outward along
the open sides like enticing ripe fruit waiting to be eaten. She was
aware of every second of their attention, and of every man’s hopeful
fantasy that he would get a chance to stick his cock in her. And she
was loving it.

But she had seen to it that you were well taken care of. She delivered
you to Shayla, holding you by the hand, then placing your hand in
Shayla’s strong grasp.

“Take care of my little cuckold for me, won’t you?” she asked.

Cuckold Sessions
Shayla’s eyes widened, her imagination working overtime, planning your
time with her over the next two weeks. She was a head taller than you.
Her muscular arms and broad shoulders made you feel so small, so weak,
so helpless to disobey even the most perverse orders she might give
you.

“You’re mine now,” Shayla announced as she stared fiercely into your
eyes. “Aren’t you?”

“Yes,” you answered. “I’m yours, Mistress.”

“Mmmm – I just love the sound of that word – ‘Mistress’,” Annie cooed.
“What will you do with him? Can you really turn him into a little
girl?”

“I’ve broken much better men than this one,” Shayla bragged. “Besides,
thanks to you, he’s halfway there already.”

Shayla pulled you closer, brutally grasping your crotch in her hand. “I
think I’ll call you ‘Jeffina’. You like that name don’t you?”

“Y-yesss,” you gasped.

“My goodness, Jeffina, I don’t feel anything at all between your legs.
If you don’t have a cock, you must be a girl – a girl in a man’s tux.
Is that what you are? A weak little girl?”

“Y-yesss,” you gasped again.

“See how easy it is?” Shayla told Annie. “He’ll be prancing around your
house in no time, more than eager to be your maid. That makes you wet,
doesn’t it?”

“Oh God, Shayla – it’s just so, so – well, yes, in fact, I’m dripping
just thinking about it. So, Jeffina,” Annie asked you, grinning
wickedly, “do you really want to be a little girl?”

You answered with fear and shame – “Yes, Mistress.”

“With a pussy, tits, and everything?” Annie added.

“Yes, Mistress.”

Annie simply glowed. “Then she’s all yours, Shayla. As for me, I need
some attention from some real men. You understand, don’t you Jeffina,
just between us girls, how I need some real cock on my wedding day?”

“Yes, Mistress,” you answered again. “Anything to make you happy, to
please you.”

For hours Shayla kept you in tow, always sure you were nearby when
Annie played with her guests. You looked on as Annie teased them all,
one by one, softly fondling their erections through their pants as she
flirted shamelessly. She kissed each of the young boys from across the
street, sucking lewdly at their open mouths as she pressed her body
against them. This time when she took them in private, you weren’t
invited. Shamelessly, she led the three of them to her bedroom, closed
the door, and took their impatient cocks inside her. Nothing was spared
– her pussy, her ass, her mouth – and when she had milked every
ounce of sperm from each of them, it was your turn to clean her,
licking and sucking their sticky fluids from her sweaty body as Shayla
looked on, directing your every move.

Afterwards, Shayla escorted you to every man Annie had bedded in the
short four hours, ordering you to thank them. You were amazed at their
numbers – every co-worker in your office had used her body, if for only
a few minutes. As used to the humiliation as you thought you had
become, it was hard to get the words out to guest after guest.

“Thank you for fucking Annie. She’d love to have sex with you again,
any time you want,” you would repeat to each of them as Shayla looked
on. How they leered at you when they answered, each one promising to
use her body as often as possible. Each man’s knowing grin drove home
the bitter truth, again and again – that Annie would gladly fuck any of
them, take their cocks and cum inside her, and orgasm under them, over
and over, each man playing with her willing, luscious body in any
manner he wished. You pictured each of them with Annie, stroking and
licking her supple neck, mauling her ample breasts and sensitive
nipples, each huge, throbbing cock sliding into her, stretching her,
pounding her, flooding her with so many flavors of sperm. In your mind,
her cries were always the same, always terrifyingly wild and hungry,
orgasm after shattering orgasm. With all those men. With everyone.
Except you.

As evening approached, I presented special admission tickets to the
guests, tickets that would give them entry to The Gold Club, an upscale
strip club in the midst of the flashing neon of the busiest downtown
nightclubs and theaters. The face of the ticket was enough to promise
every man the time of his life. I made sure of that. A glossy picture
of Annie graced each one, a close-up of her face giving her sexiest
pout, her outrageously enhanced naked breasts jutting forward along the
bottom of the photo. Just below the picture, in her own handwriting, it
read, “Strip me, do me, yes, I mean YOU!” I’d wager most men would keep
the ticket to remember their special night with your wife.

Annie and I took a waiting limo to the club as the others piled into
their cars to follow. I invited the neighbor boys to ride with us –
there was plenty of room, and they eagerly scrambled inside, sampling
the wet bar across from us as Annie settled in beside me. As they
sipped the twelve-year-old scotch and cognac, Annie opened their pants,
one by one, and milked their cocks with her sweet mouth. If only you
could have seen her – coaxing the semen from them with her delicate
hands and full lips as they spurted into her waiting mouth, swallowing
huge quantities of their young, virile sperm, savoring it more than the
expensive liquor the boys so enjoyed. At times I would reach under her
dress, tracing her cunt with my fingers, feeling the rush of her juices
as she serviced them. As each boy was about to cum, I took her little
clit between my fingers and stroked it gently, timing my speed and
pressure so that she came the instant they did. If only you could have
heard her muffled little moans each time one of the boys came in her
mouth. If only you could have felt her thighs tighten about my hand as
I delivered each welcome orgasm. Afterwards, she collapsed back on the
seat beside me while the boys stroked and caressed her recovering
body. They seemed to never tire of fondling her breasts, belly, and
legs, and she seemed to never tire of their attention.

You rode with Shayla in her newly purchased Porsche. She made you
unfasten your pants and play with yourself as she drove recklessly
through streets and alleys that led in a roundabout route to the club.

“I can see why you want to be a girl,” she said sarcastically. “How
could you ever have married Annie in the first place? Didn’t you have
any consideration for her needs as a woman? How did you ever think you
would satisfy her with a tiny thing like that?”

You looked down at your lap in shame as you answered. “I – I guess I
didn’t know how small I was – that is, until I saw Parker’s – um,
penis.”

Shayla shook her head in disbelief. “You mean to tell me that Annie
never told you how tiny, how disappointing your dick was? Never?”

“She – um, well, not really,” you said quietly, still looking down at
your flaccid prick. “Not before Parker.”

“Couldn’t you tell?” Shayla blurted. “When you fucked her? That she was
faking it every time?”

How those words, the realization that Shayla was right, must have
wounded you. Your own wife never really made love to you, never really
had a single orgasm as she lay naked under you. She merely endured your
feeble attempts to fuck her like a real man should.

“I – I didn’t know,” you admitted. “She was so quiet when we did it, so
quiet – until – well, until I watched her with Parker. I guess I knew
then – she screamed and moaned with him, he was so big – when she told
him how good he was, how he stretched her and filled her cunt, then I
guess I knew.”

“Awww, poor boy,” Shayla joked. “It’s time you learned that some men
just aren’t born to be real men. Some men are better at serving than
leading – or fucking. You know that now, don’t you?”

“Yes, Mistress.”

“And we can both see how worthless your tiny little penis is, can’t we?
Even when you play with yourself, it’s useless, so limp and pathetic.
You really have no use for it anymore, do you Jeffina?”

“N-no, I guess not, Mistress,” you answered reluctantly.

Shayla pulled over and squealed to a gut-wrenching stop in front of the
club.

“Stay close to me tonight, do as I say, and I’ll see to it you get your
wish.”

She led you into the club on a leash attached to a dog collar buckled
tightly around your neck, your zipper down, your genitals still fully
exposed. “Better to let everyone know,” she said as you followed her
through the door, “why Annie needs a real man. You couldn’t give her a
more fitting wedding gift.”

As the club filled with our guests, Shayla led you onto the stage and
sat you in a chair at one end, then tied your leash to one of its metal
legs. Just before leaving you on display, she reached into your open
fly and tugged on your balls and prick, making sure they fell obscenely
from the opening, exposed in the bright stage lights.

The club was closed to the public for our reception, but I made sure a
dozen of Annie’s stripper friends were working to keep all our guests
happy. One by one, the girls took the stage and stripped for your
friends and coworkers, always spending some time in front of your
chair, flicking and pulling your tiny dick. But even with all their
attention, it stayed limp and shrunken, just as Annie had taught you.
How satisfying it was to see that your fear of both Annie and I kept
your erection at bay, the useless little nub hanging from your open fly
like a deflated child’s balloon. Everyone in your office had wondered
about you and Annie, about how she could visit Eric so often for those
“private meetings”, and about how you could stand by and allow it to go
on. As they laughed hysterically at your lifeless penis, now they
understood.

Annie had the time of her life. After a few more drinks, she grew tired
of the full-length wedding dress, so she unfastened and removed the
lower half, leaving her in a breathtaking white lace crotchless
bodystocking. She wandered about the club flirting, giving one man
after another lewd lapdances, rubbing her bare pussy against their legs
and crotches. When she caught your best friend, Carl, watching the
stripper on stage while she squirmed in his lap, not to be outdone, she
pulled the sides of her top between her breasts, baring them, then
pushed them into his face as they bounced and quivered, gasping out
loud as he sucked on her distended nipples. But you wouldn’t need your
best friend anymore. Shayla would be your best friend for some time to
come.

Finally, it was Annie’s turn to dance. Once on stage, she posed and
strutted like a pro. After teasing the crowd into a frenzy, she
approached you, still tied to your chair just a few feet away.
There was fire in her eyes as she bent to look into your face. She
intended to make a point.

In one single, swift motion, she ripped the lacy material from her
body, throwing it into the screaming crowd. Standing naked before you
in the bright lights, she lowered her face close to yours once again,
shook her tits at you, and laughed. She took your limp prick in her
hand and rolled it between her fingers, then pulled it toward her,
stretching it to its limit like a short rubber band.

“I need a man!” she screamed at you over the deafening music. “A man
with a big, juicy cock! Are you a man with a big juicy cock?”

You squirmed as she stretched your little prick tighter, then, cringing
with humiliation, shook your head no. The crowd roared with laughter.

“You want me to find a man with a big juicy cock, don’t you?” she
shouted.

Red with shame, you nodded a yes.

“Which one? Who should I pick? Or maybe I should ask for volunteers,”
Annie continued as she looked into the crowd, grinning. Every man in
the club was on his feet, hands in the air, eyes glued to Annie’s
naked pussy, screaming, “Me! Me! I’ll do it! I’ll fuck you!”

When you didn’t answer, too frightened and weak to respond before your
friends and coworkers, Annie answered for you.

“What’s that?” she shrieked. “You want them all to fuck me? Here and
now?”

Knowing you had no choice with Shayla looking on from beside the stage,
you nodded another yes.

Within seconds the stage was filled with men, all on their backs, lined
shoulder to shoulder, their pants tented with throbbing erections.
Annie gave you one last wicked grin. “This is for all the times I let
you put your baby dick in me, all the times I suffered under you
while you pumped away, trying to cum, all the times I cringed when I
felt your pathetic sperm soak my pussy, wishing, no, screaming inside
to be fucked by a real man!”

One by one, Annie opened every fly in every pair of pants on stage. I
saw your eyes wandering over them, trying to count their numbers. So
many cocks – twenty?, no, closer to thirty – each one freed by Annie’s
own hand, each one standing erect, jerking and dancing in the stage
lights.

Then, one by one, she squatted over each of them, taking one cock at a
time inside her for a few quick strokes, then moved on to the next.
Within the first fifteen minutes, she had taken all of them, thirty
hard, impatient cocks of your friends, neighbors, and coworkers. Now
they all glistened with her juices, jerking in the air, throbbing for
more. She began again, this time lingering on each cock longer,
milking it with her cunt, until she heard the man under her begin to
groan. Again she moved on to the next willing guest, milking him to
within seconds of his orgasm before moving on. When she finished her
second round, thirty cocks remained standing, soaked with a thick layer
of pre-cum and pussy juice, the guests now moaning, begging her to fuck
them again, to make them cum. She went to you again, her face
inches from yours, seething with lust.

“Now you’re going to watch thirty men cum inside me! Thirty doses of
sperm inside my belly! I want you to hear this over and over in your
head each time one of those beautiful cocks erupts inside me – every
man here, all thirty of them, will give me more pleasure in the few
seconds he cums in me than you have during our entire marriage. In
fact, each time here, on this stage tonight, will be 1,000 times
more satisfying than your little prick could ever hope to be. Watch
closely. See if you can count how many times I cum. I hope you enjoy
it!”

With that, she went to them, working furiously on the first man, a meek
accountant in the cubicle next to you at work. She ran her hands over
his pale, hairless chest as she squatted on his cock, begging him for
his cum, begging him to show you how a real man fucks a woman. Seconds
later his hips began to buck under her, then the long, relieving groan
that signaled his orgasm. Still impaled on his cock, she turned to look
at you, the sweat dripping from her breasts and nipples. She mouthed
the words slowly, so you could read her lips from your chair.

“Better than you.”

You watched her fuck all of them. Some came right away, but others,
like Eric, held out longer, enjoying watching the pleasure his thick
cock gave her, her pussy clamped over it like a vise until she gasped
and moaned with her own orgasm. Only then did he cum, long and hard,
his semen flowing out of her like a gushing fountain. This time there
was no mistaking her quiet message to you.

“MUCH better than you.”

The last in line were the three neighbor boys from across the street.
They had each taken Annie in your bed earlier that day, and had a long,
loving blowjob from her in the limo. Annie looked exhausted by the
time she got to them. Her blonde hair lay in wet tangles, pasted to her
face and back. She was soaked from her flat belly and ass to her toes,
covered with a thick, wet, shining layer of cum, sweat, and pussy
juice. She panted heavily as she lowered her cunt over the first boy’s
perpetually hard cock. She worked on him for twenty minutes, using
every trick she knew to get him off. When she tired, he thrust
his cock up into her harder, jolting her glistening body, until she
collapsed onto him, screaming while her ass tightened in uncontrollable
convulsions, a river of cum flowing from her grasping cunt onto the
stage.

She took the second boy much like the first. When her legs began to
give out from squatting over him, her long firm thighs shaking from
exertion, he pulled her down on top of him, working his cock into her
from underneath, her limp body shuddering as his relentless piston
plunged into her, stroke, after stroke, after stroke.

How different she must have looked to you now – once your sweet
innocent wife, mother of your children, a shy, playful girl who long
ago promised to love, honor, and obey. Now you sat only a few feet from
her in a dog collar and leash, watching the young, firm body that once
belonged to you and you alone as she ravenously coaxed the cum from
thirty men, taking it all inside her, so thirsty for cock that no
man was off-limits, not your friends, relatives, nor co-workers. The
coyness, the little smile she gave you when you surprised her from
behind and cupped her breast in your hand, the gentle sigh she gave up
when you kissed her neck just below her ear – all that was Annie to
you, now gone, replaced with a fearless woman, obsessed with the
newfound physical gratification that a man with a thick, always hard,
impossibly large cock could give her. And now the most painful blow had
landed, sinking into your flesh and mind, a truth that seemed
unstoppable, inevitable – that the coy smile, those full lips, that
slender, eager body, had never been yours to begin with. You had begun
to accept it weeks ago, with my help, then with Annie’s. Slowly, the
unmistakable evidence had begun to assert itself, to enter your world,
then subtly change it – to our world, a world where I had everything
Annie needed, and Annie craved everything you lacked in a man. Below
the surface of your Annie lay my Annie, a harlot of unquenched hunger,
hibernating, quietly waiting for the day when she could rip through the
skin of the quiet, patient, wife-who-serves, to escape as the whore-of-
whores, whose hunger for sex without limits with legions of men can be
appeased, and vengeance for her captivity in your world savored. She
was never really yours. Just ask her.

She saved the third boy for last. His cock was incredibly huge,
rivaling my own. She crawled to him on her hands and knees, her eyes
glassy, the spent muscles of her arms and legs shaking with tremors,
her lean body slick with semen and sweat. Her cunt yawned open as she
crawled, twitching with regular spasms, expelling small globs of thick
semen that fell in long strings along her inner thighs and finally to
the stage floor.

The crowd was now hushed, both excited and astounded by the sight of
her. The stage lights dimmed to a deep blue, the music quieted, now an
earthy tenor sax oozing a sweltering jazz ballad.

When she finally reached the boy, she was dazed and drooling, her eyes
locked on his enormous cock. With every once of energy she could
summon, she straddled him, took his fleshy monster in her small hand,
and guided it inside her, sinking slowly over it, moaning obscenely as
inch after inch disappeared inside her.

She rode him slowly, gasping each time she sank to the bottom of him
where his cock flared even wider, stretching her cunt to its limit.
After only a few minutes, she collapsed onto him, unable to support her
own weight any longer. Her wet belly and breasts made a slapping sound
when she landed on him, the thick coating of sticky liquid gluing their
bodies together as she lay panting on top of him. Now delirious and
totally exhausted, unable to move, she began to whisper in the boy’s
ear. As she recovered a bit, the whispers became gasps, loud enough for
everyone to hear.

“Please – fuck me. Fuck – my cunt. Make me – cum. Please, I need – to
cum. Show them. Show them all. Show my – wimp husband – how – a – real
– man – fucks. Oh, please – I – love – your – cock. So big. So
beautiful. I – need – you. Please – fuck – me!”

Her pleading stopped when the boy put his mouth over hers, kissed her
deeply, then put her on her back, rolling on top of her. She moaned
loudly when he slid the full ten inches of his cock inside her, then
whimpered when he withdrew, as though she was afraid the thick pole of
flesh might not return. As he began to feed her cunt with long, even
strokes, she looked up at you again, now determined to serve up her
final humiliation, to flaunt your submission to everyone on the club.

“Watch him fuck me,” she told you. “Watch his big, beautiful cock fill
my pussy. Even as a boy, he’s more of a man than you ever were. You
never made me cum, you know that, don’t you, Jeffrey?”

Before all those men, as you watched a mere teenager satisfy your wife
like you never could, you swallowed what little pride you had left, and
nodded yes. “I’m sorry, Annie,” you cried. “I’m sorry I couldn’t satisfy
you. I’m sorry I couldn’t be a man for you.”

She just laughed at you. “You’re sorry all right, Jeffrey. So damn
sorry you couldn’t fuck me like a man. But you can make it up to me,
Jeffrey. Beg him to fuck me harder. Beg, so everyone can hear you’re
finally giving me some real cock. Beg! Now!”

With tears streaming down your face, you complied. “Fuck her harder,”
you croaked through your tears. The boy increased the speed of his
strokes, now excited by your public defeat. “Fuck her harder!” you
repeated, knowing Shayla and I watched your every move from the side of
the stage. Now the boy slammed into her, stabbing at her, impaling her
with everything he had. “Fuck her harder!” you said again, this time
shouting, overcome with rage and grief. Annie’s body shuddered with
each pounding lunge, her breasts thrown violently upwards, as though
they might be torn from her chest. Her face was still turned toward
you, but she was delirious, her eyes looking through you, unable to
focus, her mind now totally engulfed with her hunger for another
orgasm.

The boy knew what she wanted from him, and he was determined to make
her cum in front of you. Like a tireless machine, he fucked her
relentlessly, without a moment’s rest, her body jolted like a small,
lifeless rag doll.

Then you saw it – her eyes suddenly widened, her mouth opened, forming
a wide, silent “O”. Her moan was low and guttural at first, then slowly
rose in pitch as the orgasm washed over her. Now she was oblivious to
you or the boy as she screamed and thrashed, pinned to the stage by his
huge cock. His mission accomplished, the boy released a torrent of
sperm into her belly. You watched silently while they came, clutching
each others bodies, their animal grunts and groans now louder and more
erotic than the sultry music.

You would always remember that moment, the vacant, stunned look on her
face when the final stroke of the boy’s cock plunged her into a dark
world that existed only for Annie, a tear in the fabric of time that
took her from our world and delivered her to a private retreat where
nothing could touch her except the sustained onslaught of pleasure
that held her suspended in a final crushing orgasm, delivered by thirty
men.

After that, it was probably all a blur to you – the boy pulling out
of her, standing over her quivering body, cheered by the crowd with
what little strength they had left – then the quiet, as our guests
filtered out of the club, ignoring Annie completely as she lay wet
and exhausted on the stage – the darkness as the lights were shut
down, until only a single spotlight remained, its narrow, blue beam
falling directly on Annie, her moist, heaving breasts and belly so
beautiful in the ghostly circle of light.

Shayla pulled you from the stage by your leash and dragged you across
the club to the door. You followed her, your head lowered in shame and
defeat, half walking, half staggering from the night-long, humiliating
ordeal.

At the door, you stopped and looked back at the stage one final time,
as though trying to convince yourself that today had been just a bad
dream. What you saw was proof enough that the day was only too real. I
lay on top of Annie, my cock deeply buried in her well-used cunt. She
clutched me tightly, struggling to pull me close, her arms and legs
still slippery with your friends’ semen.

Her fragile, velvety voice was the only sound in the empty club.

“Cum in me. I want your sperm in me. I want it in my belly every minute
of every day. I wish this was your baby inside me – I want your baby so
badly, so many of your beautiful, perfect babies. My husband – my love
– my man.”

As Shayla dragged you out the door, as I fucked Annie with slow, deep
strokes and she begged again for my seed, you heard me promise to give
your sweet Annie everything she asked for, and more.

One Reply to “Taking Annie for cuckold sex”

  1. I fucked many a men but not in front of hubby. When hubby and I were having sex, all he wanted was details. The more details I gave him, the harder he fucked me. Love it.

Leave a Reply

Your email address will not be published. Required fields are marked *