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Subject: {ASSM} "Dressing Up Josh" (F/m, inc cons, mom/son, crossdress, sex)
Date: Sat, 13 Dec 2003 04:10:08 -0500
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(Originally posted 1999/04/11)


(The following story is a work of fiction, meaning that it is the
imagination of the author and any resemblance to actual persons
or events is purely wishful thinking on your behalf.)


"Dressing Up Josh"
(story codes--F/m, inc, con, cross dress)

by under666taker



"Josh! Josh, honey, I'm home! Are you here, son?" Diane Adams
called out as she walked in the front door with her armful of
packages.

Struggling, she managed to kick the front door closed with her
foot and walk out to the dining room table where she let the
numerous boxes and bags tumble onto the wood table. It had been a
long afternoon but it had been well worth it, she thought to
herself, remembering now what lie in the odd assortment of mall-
bought merchandise on the table. A smile crossed her full red
lips and her pink tongue swept across them, wetting them, making
them glisten.

"Josh?" she yelled out again, listening for any telltale sounds
that her son was even at home.

It wouldn't do any good to her plans if Josh wasn't even home!
she thought to herself. She walked over to the bottom of the
stairs and yelled up the steps again.

"Josh? Are you up there, honey? Come on down here! Mommy's bought
you a nice present! I think you'll like it! Josh!"

Upstairs in his bedroom, sixteen-year-old Josh Adams was lying on
his bed in his white under- shorts with his hand beneath them
stroking his stiffening cock. He was looking at a magazine which
had a pictorial of a woman dressed in a garter belt and nylon
stockings with no panties on! Her pussy was dark-haired and you
could see her labia all swollen and red, inflamed with
excitement. Just like his cock was getting! The woman's breasts
were large and jutting out over top of a red and black corset.
Her nipples were hard and as big as pencil erasers.

As Josh stared at the model's face he suddenly realized that she
looked almost like his own mother! Except for the dark hair, the
model could have been his mother! His mom was a sexy-looking
blonde, 36 years old, with nice large tits and a pair of the
sexiest legs that Josh had ever seen on an older woman, much less
his mother! Added to this fact was that his mom also liked to
wear nylons and garter belts and not the traditional panty- hose
other women wore. And he also knew that his mom wore corsets,
too, because he had seen several of them one time when he went
snooping through her closets and drawers when she was out of the
house. That was also when he found her supply of nylon stockings!
He loved the feel of the silken hosiery on his flesh.

Now, as he gazed at the nyloned model in the magazine he was
holding he pictured his mother standing in front of him in her
corset, nylons and high heels. His teenaged cock grew harder
under his stroking hand and he was just starting a good pumping
rhythm when he heard his mother yell up the stairs for him to
come down. Shit! Not now! Damn!

Josh slipped his hand out of his undershorts and tucked the
magazine back underneath his mattress for later. He sat on the
side of the bed and tried to mentally will his erection to go
down. He certainly coudn't go down to see what his mom wanted
sporting an erection, now, could he? He smiled at the rhetoric of
his statement. He got up and decided to slip on a pair of his
loose, baggy sweatpants and a t-shirt. His erection wouldn't be
as noticed in those pants.

"I'll be right down. mom!" Josh yelled, starting to pull his
sweatpants on.

Downstairs, Diane Adams busied herself removing items from the
bags she had bought. She checked to make sure that each item was
ready to be given in the proper order to her son. While waiting
for Josh to come downstairs, Diane thought about her life since
the divorce. She had gotten custody of Josh three years ago. They
had been on their own ever since. Diane had not gone out with any
men nor had sex in those three years, either. She masturbated a
lot; a whole lot! It wasn' that she was fat or ugly; hell, she
was a knockout! 36 years old, shoulder length curly blonde hair,
gorgeous face, 40D breasts and legs to die for! It wasn't that at
all! She just didn't seem to find men her own age (or older) that
attractive. She didn't know what she was looking for, she
guessed, until the day she had found a pair of her nylons in her
son's Josh's wastecan! They were all rolled up in a ball and were
covered by something sticky. She immediately knew what had
occurred. Her son had jerked off over her nylons! Did he love the
feel of the silky hosiery on his skin as she did? Did he like to
see his mother in her nylons and heels? For as long as she could
remember, Diane had always liked to wear garter belts and nylons.
She hated pantyhose! She felt so much sexier in her thigh-high
hose. And she also liked to wear those old-fashioned corsets,
too.

Not that her sexy figure and body needed it, however; she just
loved the way it made her already big tits plump out even more!
It was on that day that Diane Adams began planning the seduction
of her son. She had a surprise for him today! A very nice
surprise! She had dressed up extremely sexy for this day; for her
son! She wore a black short dress with a pleated bottom, black
nylons with a red garter belt and a red corset. Black high-heeled
pumps completed her outfit.

She smiled again as her fingers caressed the first item that she
had bought for her son. She crossed her nyloned legs and swung
her foot in the air. It was time.

"Hey, mom, how was your shopping trip?" Josh asked his mother as
he walked into the dining room. He saw all the boxes and packages
on the table and added,

"I guess it went okay, huh?" and he laughed.

"I just bought a few items, Mr. Smartypants!" she said, teasing
him. "Now come and sit down on the sofa. I've got some nice
things for you!"

Josh reluctantly made his way past his mother and into the living
room. As he passed her by, he noticed that with her legs crossed
like they were, he could see that her already-short skirt rode
way up her thighs and that he could see the tops of her nylons
and the red frilly garters that held them up. Images of the
magazine model entered his mind and his cock jumped inside his
sweatpants. Great! Just when his cock had finally softened, it
was getting hard again! He had to think of something else!

He plopped down onto the sofa and his mom got up from her chair
and followed him in carrying some bags with her. She sat down on
the sofa with him, but at the other end. She kept her knees
together, but Josh couldn't help but look at his mom's black
nyloned shaely legs right near him. He looked upat his mother
wondering what she had bought for him.

"Okay, Josh, first let me say that I realize that it wasn't very
easy these last three years for you being without a father. I'm
sorry for that. But we've been all right together, haven't we,
Josh?"

"Sure, mom, we've been great!" Josh said.

"Good! I'm glad you feel that way! Now, I've got something here
for you that I just happen to know that you're gonna love! And
they're just for you! I hope you like them!"

Diane handed Josh the first bag. He took it and without looking
inside he reached his hand in and pulled out a giftwrapped box.

"Mom, what is this? It isn't my birthday, you know!"

"I know, honey, just open it!" Diane said.

Josh removed the box lid and set it aside. Tissue paper covered
something hidden. He unwrapped the paper and revealed a neatly-
folded pair of tan silky nylons! Josh's face just about turned
red and he was close to confusion when his mother said,

"I want to dress you up, Josh! I want to make you my little girl!
I know you love mommy's nylons! Don't you, Josh? Don't you love
my nylons? Now you can have your own pair! And wait, there's
more!"

Diane handed her son another bag and Josh pulled out another box
and inside it was a brown garter belt with beige frilly garters.
In another box was a pair of black low-heeled pumps in his size!
He didn't know what to think of all this.

"Uh, um, thanks...thanks, mom! Uh, I..." Josh stammered.

"Let's try them on, shall we?" she said, interrupting his
thoughts, what few he had.

Diane moved closer to her son now on the sofa. "Come on, son,
stand up! Take off those sweat pants! C'mon!"

Josh stood up, obeying his mother's every word. Somehow things
were happening too fast, and Josh couldn't stop them. He wasn't
sure that he wanted to, either. Maybe if he let his mom dress him
up like she wanted to, maybe she'd take off her dress and he'd be
able to see her in her underclothes. So he pushed down his
sweatpants, thankful that his cock was flaccid at the moment. He
kicked them off of his feet and stood there in his t-shirt and
undershorts. His mom unfolded the tan nylons and rolled them out.
She held them up for her son to see. She looked down at Josh's
feet and said,

"Off with your socks, too, son!"

Josh stripped off his white socks and his mom bent down holding
one of the tan nylons in her hands. Leaning on his mother's
shoulder Josh steadied himself while his mom slowly slipped on
the nylon garment onto his bare foot. Then she gently rolled the
nylon up his leg, smoothing it out as she went. Being blonde,
Josh's legs were covered with fine blonde hairs and it looked
like his legs were hairless, even moreso covered by the tan
nylon. Then his mom slipped on the other nylon, rolling that one
up his leg as well. The feel of the silken hosiery on Josh's bare
legs felt incredible to him! The nylons felt like a protective
covering to his skin.

He looked down at his feet to see them covered by the tan
hosiery. His toes looked gauzy through the diaphonous material.
His mother then brought out the garter belt and garters. She
expertly slipped the garter belt around his waist, and then
attached the garters to each stocking on each leg, front and
back, holding the nylons in place. Diane sat back and admired her
son so far.

"Take off your t-shirt, Josh, it distracts from the overall
look!" she said to him.

Josh removed his t-shirt and now stood there in his undershorts
and tan nylons with garter belt!

"I've got something else for you, too, honey! Here, just for your
dress-up!"

Diane pulled out a pair of brown silken panties in a French cut.

"Here, son, put these on for mommy!"

"Aw, mom, they're panties! Must I?"

"Josh, they'll look stunning on you, believe me! You'll love the
feel of them on your body! Try it, honey!"

Josh sighed and went to slip the panties onto his feet but his
mom stopped him, saying,

"Take off your undershorts, son, they'll fit you better!"

"Uh, okay, but...um, could you turn around while I, um..."

"All right, Mr. Modesty!" Diane agreed, and she turned her back
while Josh removed his white undershorts and slipped on the brown
pair of silken panties. As he slipped the garment in place over
his cock and balls an intense feeling overcame him! The tightness
of the panties combined with the feel of the nylons on his legs
caused innumerable pleasurable sensations to course through his
teenaged body.

"Can I look yet, Josh?" Diane asked.

"Yes, mom, you can look!"

Diane turned around and looked at her son. He was so cute
looking, all dressed up like he was. She centered her gaze upon
her son's silky panty-covered crotch where she could easily see
the outline of his teenaged cock and balls.

"One more piece of the outfit!" Diane said, setting the pair of
black pumps down on the floor next to her son's nyloned feet.
Josh lifted his one foot up and eased it into the pump, wiggling
his foot until it slipped inside the leather casing. Then he
slipped on the other shoe, finally standing before his mother
dressed in pumps, nylons and garter belt!

"You look so pretty, Josh!" his mom commented. "Maybe we can be
twins? Woud you like that, Josh, honey? My little girl? Hmmmm?"

At that, Josh stared dumbly as his mother reached behind her and
unzipped her short black dress. He watched as she shrugged the
garment off of her shoulders, letting the dress fall from her
upper body down to the floor. She lifted each of her feet up and
bent and picked her dress up, tossing it onto the sofa behind
her.

Josh coud only stare at his mother, standing there in front of
him wearing a red corset, black nylons and a red and black garter
belt! Just like the model in the magazine! He couldn"t believe
it! This was too good to be true! He had to be dreaming! Maybe he
had jerked off earlier and had fallen asleep. Yeah, that was it!
But what his mom said next made him realize that this was
actually happening.

"Since you've got your shirt off, I'll have to follow suit, won't
I?"

His mom turned her back to him and said,

"Josh, honey, would you undo my stays for me please?"

Josh figured out that she meant the series of clasps in the back
of her corset so he reached out and began undoing each one. When
he was done, his mother turned around again and shrugged the red
constraining garment from her body. Josh saw his mother's breasts
in a very sheer black brassiere. He could see her nipples through
the flimsy bra material.

Diane tossed the garment on top of her dress. She saw her son
staring openly at her tits. She glanced down at his pantied
crotch. Her son's cock was getting hard! She saw it twitch
beneath the silken panty material. Diane reached behind her back
and unsnapped the clasp of her brassiere.

"Still not quite like you!" she said, and Josh watched amazedly
as his mother slipped off her black bra and tossed it on top of
her pile of clothes on the sofa.

His mom's breasts were gorgeous! Large, round and firm, tipped
with hardened eraser-like pegs! Josh felt his cock hardening
underneath the French cut panties he was wearing.

"I think that you like your mother's tits, don't you, son?" she
asked him, looking right at his crotch at the slowly-stiffening
member underneath the panties.

"What? Huh?" Josh stumbled on his words, her words breaking
through his mental fog.

He looked down at his crotch and saw that his cock was indeed
growing erect, even in the confines of the tight silken drawers
he had on.

"Isn't he kind off cooped up inside there?" his mom was asking
him now. "Maybe we should let him out and get some air!"

At that, Diane reached down and cupped her son's crotch in her
hand and softly squeezed it. She could feel the heat from her
son's cock through the panties. Josh stood there frozen while his
mom fondled his erect cock through his panties. He just kept
staring at her breasts which were pointed right at him. Suddenly,
those same breasts were no longer in his line of view because his
mom had gotten down on her knees in front of him and was slipping
her hands inside the elastic waistband of the panties he was
wearing and starting to slide them down.

"Mom, what are you..." he started to say, but was silenced when
his erection poked out into his mother's face.

"Ooh, Josh, honey, I never knew you had gotten so big! And look
how hard you are!"

Diane stared at her son's teenaged cock bobbing up and down in
front of her face. She licked her lips and reached out her hand
and grasped her son's cock by the root, holding it steady.

Josh was just about to say something else when he felt his
cockhead being engulfed by something warm and wet. He looked down
to see his mom slipping her lips over his cock, and starting to
suck him off, right there in the living room! Josh trembled and
teetered unsteadily on the low-heeled pumps he was wearing.

"Mom! Mom! Maybe I'd better sit down ! I'm gonna fall in these
heels!"

Diane withdrew her mouth from his cock and Josh turned around and
st down on the sofa, spreading his legs and allowing his mom to
kneel in between them. Diane pulled the brown satin panties off
of her son's nyloned legs, taking them off over his black pumps.
She then ran her hands up his tan nylons, feeling the smooth
hosiery. She leaned in between his legs and again held steady his
swaying cock. Again she took his cockhead into her mouth, running
her tongue over his glans. Josh was nearly beside himself at
having his mother suck his cock! This was the stuff of his
fantasies!!!

Josh could feel his mother's breasts bounce against his thighs as
she bobbed her blonde- haired head up and down in his lap. While
she held his cock steady with one hand, she used her other hand
to stroke his nyloned legs. Josh could feel his balls start to
tighten up! He was gonna shoot his load soon! He was gonna come
like he never came before!!!

"Mom? Mom?" Josh managed to say weakly,

"Mom, I think I'm gonna...um, I think I'm...uh, I'm gonna come,
mom, shit, I'm gonna come! Aaaahhhh, dammit, here I come, mom,
look out!"

And Josh's cock exploded into his mother's mouth, and he fully
expected her to let his cock slip from between her lips--but she
didn't, and he shot his load right into her mouth!

"Unngghh! Aaaahhh! Ooommfff!" Josh moaned as his balls emptied
their teenaged load! Only when he was done coming did his mother
release his cock, and the once-rigid member began to slowly
deflate.

Diane got up and sat down on the sofa next to her son. Not a word
was spoken. She cradled her son's head on her shoulder while he
rested from his orgasm. She stroked his blonde hair and cooed
softly to him. She wanted to be fucked by her son and thereby
needed his young cock hard again. She knew that at his age that
would be no problem! He just needed a little encouragement, is
all!

Diane pressed Josh's face into her tits. Josh's lips found one of
his mother's nipples and latched onto it, sucking it greedily. As
her son nursed her tit, she gently stroked his neck. She raised
his head up then and kissed him on the lips. She reached for her
own black panties and pulled them down and whisked them off of
her legs. Josh was looking down at his mother's naked snatch. It
was covered by thick blonde hairs, giving it a nice shape. Diane
spread her black nyloned legs apart so that her son could better
see her pussy.

"Why don't you feel it, Josh, honey? It won't bite! Just be
gentle, not so rough, okay?"

Josh slowly reached his hand over and held it above his mother's
crotch. Slowly he lowered his hand until he was touching her
curly blonde pubic hairs.

"Lower, Josh, it's all right! You can touch mommy! Go on,
darling!"

Josh finally touched his mom's pussy! He began by stroking softly
her outer labia. He traced his fingers over her mons veneris and
was amazed when his mother's pussy started opening up like a
flower as he stimulated the surrounding tissue. Her inner labia
became engorged with blood and as his fingers felt their way
around their first-ever pussy his hand must have bumped something
sensitive on his mom because she suddenly inhaled sharply! That
was when Josh finally saw his mother's citoris at the top of her
slit.

Josh knew all the parts of a girl's vagina. He had made sure he
knew it all for when he would finally make it with a girl. Well,
here he was, making it with his own mother! He gingerly began
rubbing the pea-shaped object, making his mother moan and groan
and move about on the sofa.

"Ooh, Josh, honey, that feels nice! So nice! Ahh, that's it!
That's it! Right there, Josh!"

As Josh fingered his mother's pussy, he felt his mom's hand
caressing his tan nyloned leg again. She moved her hand closer
and closer to his cock until she was once again stroking it.

What a sight the two of them probably made! Mother and son, both
blondes, dressed in nylons, garter belts and heels, masturbating
one another.

Josh's cock started growing hard again. While he was fingering
his mother's pussy. he was using his other hand to caress her
black nyloned legs. Soon, his cock was fully erect and jutting
upwards, ready to go!

His mom got up from the sofa and straddled him. She helped
position his erection right below her pussy hole. Josh held his
cock steady as his mom lowered herself onto his rigid pole. As
his cock entered her tunnel, the enveloping warmthness was a
surprise to him. It felt absolutely incredible! No other feeling
like it in the world, he thought! His mom started moving up and
down on his lap, making his cock slide in and out of her pussy.
Josh looked at his mom's bouncing breasts and reached out and
cupped each one, holding onto them.

Diane's nyloned legs were rubbing against her son's nyloned legs
and the feeling only added to her pleasure of her son's hard cock
pistoning in and out of her pussy. She could feel her orgasms
spasming through her body as she came again and again!

"Oh, Josh, baby, son, you're fucking me so fine! Ugghh, I'm
coming! I'm coming! Are you ready to come, Josh, are you?"

"Yeah, mom, Jesus, your pussy's so tight! Aggghhh! Shit, I'm
gonna come again! Oooohhh, dammit!!! Oh God, here it comes, mom!
Shit! I don't wanna come inside you! Mom!"

"It's all right, honey, I can't get pregnant any more! Come!
Shoot your load into my hot pussy! Come for mommy, Josh!"

At those words Josh's cock exploded inside his mother's pussy.
his sperm shooting up into her infertile womb. Spurt after spurt
erupted inside her as his balls emptied themselves again! As his
ejaculation was dying down, his mom kissed him on the lips,
shoving her tongue into his mouth. He kissed her back, squeezing
her breasts as he did. The two incestuous lovers lay in each
other's arms, resting. Josh's cock still was inside his mother's
pussy. They kissed again and Josh said matter-of-factly,

"When are you going to go shopping again, mom?"

They both laughed and held each other tightly.


                                                    the end



All comments welcomed. All criticisms taken to heart. All flames
will be buried six feet under so... ..........Rest In Peace!
      under666taker
                             

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