Bill Karen George and Connie
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Bill, Karen, George And Connie: Chapter 2 free porn video
This chapter is gratefully dedicated to all those who unselfishly gave encouraging and
constructive comments on chapter 1 of this story.
Bill, Karen, George and Connie: Chapter 2
By Ashley
A coffee clutch, that's what it was. While the cocks were away, the hens would hatch
their schemes together. Although the previous night's activities were incredibly fun,
they opened the door to myriad questions for Karen and Connie...
"Seems we've discovered a deep, dark secret of Bill's," Connie surmised, toying with
the lip of her mug. "I've long suspected Bill was a blowhard, but I'd never have
guessed he'd turn out to literally be a sissy!"
"Yes, indeed," Karen mused. "Too true. Even after you guys left he kept acting very
meek and couldn't even look me in the eye. He just kept looking down at his feet, even
when I had him change out of that teddy -- offered him a pair of my panties to sleep
in. Well, you know, he soaked that teddy, and I really never liked that dress, anyway."
"You should keep him in panties and maybe even dresses, Karen," Connie asserted. "As a
constant reminder of who wears the pants, now."
"But all this time I thought I was married a man," Karen sighed. "Now what? I don't
think I really want to be married to a pantywaist. It just seems so far removed from
reality that a man so much bigger than me can become so weak and obedient. If he ever
rebelled, you know physically, I would never be able to handle him."
"Ever ride a horse, Karen?" Connie asked ponderingly. "A horse is a big, powerful
animal, and yet women many times smaller manage them just fine. Think of it that way."
"But horses need to be broken, first, right?" Karen asked, while a light bulb almost
visibly flickered on over her head. Both women giggled simultaneously at the shared
unspoken thought. "Oh, I guess you already took care of that, huh, Connie?" It was more
of an amused statement than a question.
The two women clinked coffee mugs to celebrate a mutual understanding of their implied
relationship. If Karen was the rider, Connie was certainly the trainer.
"Tell you what you should do," Connie suggested gleefully, "Get a full outfit in his
size. Bra and panties, stockings, dress, shoes, the works! Then we'll take him out for
a drink! If he goes for it, there's no reason you shouldn't have the best of both
worlds... a sissy dedicated to obedience, and another man, a real man to satisfy your
'personal needs'."
Karen hooted at this. "Do you really think he'll go for it?"
"Well, based on last night's performance, I'd say it's your call, Karen," Connie
ventured. "You could probably make poor Bill whinny like a horse, and like it! Hah, but
he won't be a stud! Oh, what a thought, you should name 'HER' Winnie!"
Karen joined in, "Winnie, the sissy pooh!"
With that, the two women giggled and continued to plot in conspiratorial tones borne of
a lifetime of friendship, for the rest of the day.
***
Bill arrived home from work that afternoon to see Karen just tearing a sheet from the
hated list pad. Handing it to Bill, she taunted, "How did you like your first day at
work in panties, sweetie? A little tight on you, I imagine." She grasped Bill's cock
through his pants confidently. "Yes, they still appeal to you, I see." Karen had never
known such power over a man before, and she was relishing the feeling. "That is your
shopping list, sweetie," her hand lingering on his stiffening cock as if to quell any
rebellion before it started. "Now turn right around and go to the grocery-pharmacy and
buy everything on that list. I have a list of my own and I'll meet you back here in one
hour. But first... one more thing. Wait right there."
Karen retrieved and then deftly wrapped a tape measure around Bill's chest while he
meekly raised his arms with his face a question mark. "38," Karen called out to no one
in particular. Sliding the yellow marking tape to Bill's waist, "32, hmmm". And finally
drawing the tape over Bill's hips and ass, she couldn't resist giving his pantied
bottom a little pat. "36. Okay, I've got what I need. Now off with you."
Bill was in a state of shock. Aroused shock, but still that funny feeling was
enveloping him once again. Here was this slip of a girl, all petite and delectable,
ordering him around like it was the most natural thing in the world. But it was Bill
who called the shots during their marriage... that is before last night!
"Oh, that darn Connie! Why did she have to be so overbearing last night?" he asked
himself. "Why did I have to be so weak against her?"
Still, that funny feeling kept working on his resolve, turning it into mush. It made
him take the list and obediently head back to the car, feeling a peculiar combination
of fascination, delight, and foreboding. He was reminded of the feeling he'd had when
he had been afraid at times, this was almost the same feeling. Bill always got THAT
feeling when he was threatened with physical confrontations. This new feeling lived in
the same pit of his stomach, but somehow it went deeper. And it left him dazed. Bill
wasn't sure if he hated it or loved it.
Bill didn't even look at the list until he got to the store. His face was aflame as he
read it:
Hair depilatory - two large (preferably pink) bottles
Super-maxi pads - one large pack
Pink bridal-satin ribbons - two at least one yard long and 1/2 inch wide
Black eyeliner - one pencil
Black mascara - one tube
Eye shadow - one kit in earth tones
Blusher - peach or rose (your choice)
Lipstick - One tube in a dark red color of your choice
Stockings - six pairs (not pantyhose) in black and "Queen Size"
"And sweetie, if you have trouble finding anything, just show this list to a
store clerk."
Bill was again mortified! What could he do? Now thankful for the tight panties that
Karen made him wear to work that day, his cock betrayed him, even to himself that he
liked what was happening. That funny feeling increased in strength. And he decided he
wanted to explore these feelings. To say that Bill was self conscious as he searched
for the items would be an understatement. He felt "looked at", especially while
spending so much time in the cosmetics isle. But the checkout was a particularly
embarrassing event.
The checkout girl smiled an impish smile as she said, "Well, I see SOMEONE is having
fun tonight." She'd said it loud and with that innocent girlish smirk that only girls
are able to use on a man as a weapon.
Bill arrived home just as "the girls" drove up. That darn Connie was with Karen, and
this could not be good. "Have these two arranged yet another infamy for me?" Bill
pondered.
Resigned to the notion, Bill scampered into the house ahead of the two women, who were
clearly bubbling over with enthusiasm. He resolved that if there was ever a time to
fight against them, this would be a good time.
The whole world seemed to close in around him, and still, evade him. Bill's mind was a
blur with thoughts of his losing battle against "the feeling", and he especially hated
how Connie seemed to be manipulating, no orchestrating, his demise in the eyes of his
wife.
Thoughts of "I only have this one chance to stand up like a man" dissolved into
wretched submission when Karen, his petite little wife barked, "Get into the shower,
sissy. And use really hot water!"
The hot water soothed; seemed to melt the primal instinct of "the feeling". Bill's
dream state among the steamy clouds was broken by Karen's order, and it was an order,
to come out. There she was holding the two bottles of depilatory lotion. Karen neither
wasted time nor indicated her growing contempt for Bill's capitulation as she slathered
the de-maleing lotion over Bill's body.
"At least Connie isn't in the bathroom," thought Bill.
In a few minutes, Karen was wiping Bill's manly hair away, off of his legs, chest,
underarms... crotch... with a wet washcloth. As she did so, Bill's legs and torso began
to look a less foolish target for dresses, and a newly recognizable feminine state
began to emerge. Bill, predictably, got a raging hard on.
Karen lightly laughed at this, muttering, "I knew it," as she completely de-haired the
sissy. "Back into the shower with you, sweetie. Then come out and see the pretty
surprises we bought for you!"
A reluctant Bill emerged from the shower and dried off, suddenly to be met by a
grinning Connie! Nowhere to run, Bill could barely accept as true that Connie standing
before his naked, hairless form. He backed into the wall and noticed she was holding
the two pink ribbons he had been made to purchase. With nowhere to run, Connie grasped
his cock and began to milk it, it growing rock hard under her touch. Bill wondered how
he could ever have been mean to such a lovely woman. Just as Bill's cock was ready to
spurt, Connie withdrew her hand, stood back, and as though admiring her handiwork,
sneered evilly.
Bill's cock shrunk rapidly before her withering gaze, but before it could fully
deflate, Connie began to wrap it, lacing the once proud cock into one of the pink
ribbons. This clever entwining started from the ridge below the cock-head and
crisscrossing until the two ends met at the base. There Connie tied a prominent,
pretty, pink bow!
Bill's cock elongated a bit at this ministration, not to mention the sight of a
feminine bow decorating the base of his cock. Given his semi-flaccid state at the
beginning of the capture, it could no longer achieve its true thickness. The cock just
seemed to elongate, almost in acceptance to its now circumference-wise binding. Connie
laughed at this development, and just noosed the tip of Bill's dick with the other pink
ribbon.
"Like noosing and breaking a horse," she chuckled inwardly. But outwardly she said,
"Now come along, sissy. I always knew I could lead man around by his dick, but this is
ridiculous!" as she used the length of the second ribbon as though it were a leash.
Bill had no choice but to follow Connie's lead into the bedroom, where Karen was
waiting with the first of the girl's "gifts", Karen quickly fastened the pink, lace
garter belt around Bill's waist. Before he quite knew what was happening, Connie slid
her leash between Bill's legs and through his butt cheeks, tugging Bill's
preposterously elongated cock behind it, making his cock disappear between his legs.
Then, she quickly tied it to the back of his garter belt.
"Look at yourself!" Karen sniggered, pointing to their full-length mirror.
Bill could hardly believe his eyes. Reflected in the mirror was a smooth, slender,
leggy boy-girl, with a pretty pink bow over her pussy.
"Oooooh!" was all he could get out.
He spread his legs, but it still only looked like a cunt with a pink bow clipped on.
The sight of Bill was turning Bill on, not to mention Connie, and especially Karen.
Karen was thinking about how she'd have no trouble with the wimp from now on, and it
was making her wet.
Before they could all get too into it, though, Karen held up the matching pink lace
bra, offering it in the most commanding way.
"Put your bra on, Winnie!" Karen winked, to Connie at the inside joke.
"Yeah, WINNIE-girl! And then you can put a pair of silky stockings on those sexy legs!
Won't that feeeeel good?" Connie added.
Bill's will to resist anything these two women suggested was now the faintest of
memories. His spine tingled with all the tactile fiber of his being, he was sure he
might be experiencing nirvana. No feeling of surrender was as strong as the moment when
the girls slithered the nylon stockings up his now hairless legs, and attached them to
the dangling, tickling garters. Was it not for the satin ribbons encasing and rendering
useless his "sensitivity", preventing an otherwise inordinate stimulation, Bill would
have cum at this moment.
As it was, he asked, "What are you doing to me?"
Karen piped up first, "Why, I'm making you docile! That's what I'm doing to you. You're
going to put on these panties, now-a finishing touch. Then Connie and I are going to
help you learn all about makeup."
And oh, Bill could hardly wait to get into those panties once Connie held them before
his face. They matched, of course, the bra and garter belt. Pink, excessively frilly,
and with sissy defining rows of ruffles across the ass. Such things a real man wouldn't
be caught dead in. Bill practically leapt into them. The girls giggled. Everything was
going according to plan.
Within 30 minutes, Bill was also lipsticked, eye shadowed, blushed (as if he needed
that), and ready for a final humiliation that Connie had always wanted to force upon a
man.
"Certainly, no woman ever invented high heels. It's only fitting that a man with a cock
tied up in a pink bow should wear such a devious invention, obviously thought up by
some man. Show us, Winnie, how a big strong man walks in a pair of heels."
Karen was delighted with Bill's performance. He Wobbled at first, but was soon prancing
and mincing, holding his knees together like it was the shoes making him do it. Bill
began to act as feminine as he felt, much to the delight of the two girlhood friends.
"Now, Winnie. You must remember to keep you knees together at all times. When you
stand, try to put one knee before the other. That's it! Good girl!" Karen delighted.
"Winnie, try pointing your ankle outward when you turn like that. Turn, yes, that's a
girl!" Connie chuckled. "Hey, remember 'I'm a little teapot, short and stout?'" Connie
sniggered, "Here is my handle, here is my spout? Well, put one hand on your hip and
hold the other wrist high and limp. Yes, that's the way!" They made poor Bill swish and
walk up and down, turn, walk back, all the while in the "I'm a little teapot" pose.
Finally, after an hour the two women were satisfied with Bill's increasingly girlish
gait, "Every girl needs a 'little black dress', Winnie," Karen beamed. "And here is
yours!"
Karen held up a dream dress of girlishness. It was an adorable princess seamed, bias
cut dress, tight across the bust with a square neckline. The proofed short sleeves
reeked girlishness, and sadly for Bill, they highlighted the particular physical
weakness of his slender arms. The skirt, tight enough to emphasize Bill's panty lines,
could have been no longer than 14 inches from waist to hem.
The two devious women had Bill at their mercy now that he was all dressed up and loving
it. Bill was hot and unable to do anything about the obvious fact that they were
breaking him. Connie enjoyed this fact because she disliked Bill as a person. She
tolerated him because he was George's best friend, but he had lately been so mean to
her. As far as Connie was concerned, Bill would deserve everything he got. And she was
just getting started.
Karen LOVED what was happening because she had always been the "passive aggressive"
type. Karen and her stupid chore lists. This was her chance to become openly
aggressive, and she wanted more. Appropriately, it was Karen who now lowered the boom.
"Now, Bill, er, Winnie. You're such a girl, wouldn't you agree? It's time we introduced
you to your new boyfriend," as she withdrew the flesh colored, vein streaked latex
dildo from its shopping bag. "I know you want to cum-so open wide and suck this cock,
girrrrlie!"
Bill was not ready for this. Being dressed as a girl, well he couldn't help liking
that. It felt so good. "The feeling" made him pathetic, but he never considered himself
gay. Sucking a cock, even a fake one, was repulsive. Bill looked about wondering which
direction he would run!
Connie expected Bill's reaction and knew what Bill needed even if Karen didn't. She
snaked her hand behind Bill, softly hiked his dress up, and caressed his throbbing,
ribbon wrapped, panty clad, tucked manhood. Connie messaged the feminized, tucked cock
expertly, making Bill slowly go to his knees. With nothing more than the gentle
stroking of his beribboned cock, Connie had Bill mewing like a kitten.
"Please," Bill gasped.
"Please what, sissy pooh?" Connie teased while stoking his asshole with a hellishly
lingering, gentle finger. "Say pretty please, may I suck my new boyfriend's cock! Say
it, or I'll stop."
Karen patted her former macho man's lipsticked lips with "the new boyfriend". And Bill,
despite his embarrassment, opened his mouth to the ultimate humiliation of having a
cock shoved into it. The "boyfriend" rocked back and forth at his wife's hands. And at
the hands of his wife, Bill cooed like a dove, sucking the awful prick. All the while
Connie stroked his increasingly yearning asshole. Much to the women's amusement,
everyone knew that Bill had cum with a cock in his mouth.
Lauryn
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