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Date with Mother(1)
TJ Ryder
http://www.sissytrain.com/
"Did you hear what Phyllis is doing to her new hubby?" the
attractive housewife said to her neighbor over the fence.
Tammy Sue rolled her eyes as she put her clothes basket down
and turned to hear the latest gossip from the neighborhood's
biggest gossipmonger, Gladys.
"What's she doing now, then?"
Gladys looked around to see if anyone was hearing this which
Tammy thought absurd since she told everyone everything anyway!
"Mary saw her taking Tom into the adolescent girls section
at Schwabbs the other day!"
"Mmmmm, so what?"
"So what? Well listen to this then! Later that afternoon
she saw Phyllis walking across the street with someone,
but not with Tom, she was with some teenage girl!"
Tammy felt her heart thump a little when she heard that.
Did Phyllis actually get her hubby in girls' clothes? she
wondered.
"Well, it could be anyone, maybe some friend you know!"
"Oh no, the girl had dark red hair, just like Tom's!"
Tammy frowned, Tom had very distinctive reddish brown hair.
"And," Gladys laughed, "he was having trouble walking in heels!"
Tammy smiled at that. "Well, good for Phyllis. Tom didn't
make much of a male in the first place!"
"Those are the best ones to feminise, honey! I am so jealous!
My husband Phil would be an absolutely ghastly woman. You know
dear, now that your'e divorced, you should look for a nice sweet
boy you can rule the roost with instead of another asshole!"
"Hear we go again," Tammy said.
"No, really, your'e so attractive you can get anyone you
want, and why should you have to put up with someone telling you
what to do? Someone who helps around the house, waits on you
hand and foot like Tom is no doubt doing right now, and you can do
anything you want to with him!"
Tammy sighed, "that part does sound kind of nice!"
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A hundred miles away at Gardbrook School a young man also
sighed with a combination of desire and frustration. Timmy
was fairly typical of the boys sent to Gardbrook, a fetish friendly
boys academy that specialized in the selection, cultivation and
education of 'special' boys.
Sitting on his bunk in the two person room, he wondered as
he looked at his closet what he should wear tonight for the Friday
night date and dance.
A knock on the door and one of his friends, Peter/Petra came in.
"Still here, Timmy?"
"Yeah, Mom's running a little late!"
"Well you know, summer's finally here. We should get together
sometime!"
Timmy smiled. "I'd like that. Are you going to the dance at
The Club tonight?"
"I don't know, you know I don't make the decisions!"
Timmy ruefully smiled, "any more than I do!"
"Come one, you got your mother to a Drive in! That's something
I could never get mine to do!"
"Oh," he laughed, "that was a little different though! And I'm
pretty sure that was my last date like that!"
"Like what?" The smallish thin feminine boy sat on the other bunk
and picked up a magazine. Timmy frowned, thinking of that himself.
So physically like Peter, and in many ways so emotionally similar,
but his relationwhip with his mom in many ways so different!
Maybe half the boys at Gardbrook still had close relationships
with their moms, and many of them probably would for a long time,
but when he first was accepted at the school here, there was a period
when he tried to be in both worlds, with his friends from the
old school and neighborhood.
Janet Spellman was a fairly tall, voluptuous woman in her late thirties,
and while quite dominant was also very caring about her son who so
much reminded her ever year more of his father, now divorced.
She could only go out with a smaller and more submissive male, and while
the marriage didn't last, she could not have been more satisfied with
her children. A daughter much like her, and a boy much like Harold.
But, she bit her lip as she drove to Gardbrook to pick her son up and
take him home for summer, was she doing the right thing?
Those questions were always in her mind, even when Harold and she
argued about it. Sooner or later, Timmy would grow up, and was
she interfering too much or was she helping him become the person he
really wanted to be? And she hadn't seen Timmy for a week, and
that itself was a very difficult weaning process in the beginning also.
"When did it really begin?" Timmy wondered, idly stroking his
erect penis in his pink bikini panties, having no male underwear at all.
"What are you thinking of?" smiled Peter.
"Oh, for one thing I don't know what to wear!"
"You mean what to go as, boy or girl?"
"Well yeah!"
"Go neutral then!"
Timmy snorted, "Your idea of neutral is a faggot! Mother hates
that look and I'd be spanked at least. Not the best start for summer
vacation!
"Not faggot, just indeterminate. Listen, if you want to get on
her good side do what I do. I slip on a dog collar!"
"Well, your'e her slave!"
"Youv'e worn a dog collar back from dates with your mother!"
"That was different!" But was it?
After his father left and he entered his teens, his mom and sis
were more dominant, but also he became a much bigger part of their
lives, an essential part.
For one thing his buxom mother still breastfed him, although he
couldn't sit in her lap any more. She enjoyed it, and he did to,
although maybe he needed it was more accurate! Inducing lactation
in his younger sister, also well endowed and quite dominant, allowed
her to provide his nutritional needs to a point also. Every Friday
night he was spanked, by both if Sally didn't have a date.
Of course mom didn't have a date, and neither did he! She was his date!
She was also dressing him more and more, and wearing her used panties
was the first accessory. That was another difficulty in going to
Gardbrook, so many emotional obstacles to overcome. Wearing his own
hand washed panties instead of taking them off his mother. Having to
go days without any sexual relief even though he wasn't required to
wear a chastity belt any longer.
An event like the first day of summer after his first year
at Gardbrook made him think of other big days in his life, or
actually, he and his mother's life because she still dominated his
thoughts.
Seven months ago he came home from school, tossed his books
on the bed and went down to the kitchen to get something to eat.
His voluptuous mother in a low cut blouse turned from preparing
something on the counter and smiled. Standing in only two inch
heels she was still taller than his 5'5" height, and his slim
but athletic 125 lbs was lighter than her own in shape 134.
"Just a second honey," she smiled. He stood there waiting
and his erection had to be arranged so it moved upward in his
sheer panties, the only clothes he was permitted to wear around
the house.
"How's my boy today?" she smiled, turning now, and pressing
her big breasts through her blouse at his bare chest, they
kissed.
Groaning at the warmth and fragrance and feel of her body
against his, putting his hands on her hips to pull her closer,
he had to tilt his head up to press his lips on hers.
"Have you eaten anything you shouldn't have?" she smiled,
and probed his mouth with her tongue, enjoying the shivers and
shuddering and the throbbing pole against her belly. His tongue
danced with hers inside his mouth, but he wasn't permitted to
tongue her mouth without permission. Tonguing his mouth was
a little game she played when his only diet was from her big fruitful
breasts but now she knew he had a regular lunch at school like all
the kids. Breaking the embrace with a soft peck of affection,
leaving him red faced and panting. Her nipples were hard and
her pussy creamy but she didn't want him to know that, yet!
"So dear, any news I should know about from school?"
Sighing, licking his lips as she turned her beauteous backside
in a sheer short skirt to him as she continued preparing dinner.
"Um, well, I made the lacrosse team!"
"Very good!"
"Oh, and this coming Friday? Are we doing anything, you know,
special?"
"Like what? Would you like to do something?"
"Well, I was thinking that lots of times we go to a movie?"
"Is there something you want to see?" she said, stirring a pot.
"Well, actually, the gang is going to Regency's Drive-In this friday!
And then theyr'e getting together at Arnold's afterwards!" Arnold's was a local
malt shop popular with teenagers.
She rolled her eyes at the idea and sighed. "And I suppose you want to go?"
"Well, there's going to be dancing at Arnold's, kind of a record hop!"
"Really," she teased, "do you have a girl you want to invite?"
"Please don't do that!"
She turned sideways still stirring her pot.
"I told you you can go with other girls, honey!"
His face fell and she patted his cheek. "All right fine, that's for
another time! Do I know any of these kids?"
"Well, lots of them I think. Billy from the old neighborhood, Lisa,
Frank, I know you remember him! He's the captain of the Lacrosse team now!"
"Really, I never would have thought he was athletic; so I guess this
is a kind of important school function then!"
"Well,....I mean if you had other plans it's okay...!"
"How many others are still going with their moms?"
"Oh, well,.." he thought, "well Frank is for sure, and Tommy, and I'm
pretty sure a couple others!"
"I just don't want to be the oldest woman there around a bunch of
cute teenage girls!"
"(Sigh) You'll be the most beautiful one there!"
She turned and smiled, "thank you honey. All right, but wait, Friday
Night is our time for your spankings, and other things!"
"Yeah I know, but wev'e had to do that on other times before!"
"I suppose," she said, pursing her lips, "Sally will be disappointed
but I can tell her she can have her fun on Saturday night!"
"Great, so its a date?"
"Yes!"
"Great! Um, and now, um...!" He was anxious to nurse on her fullsome
breasts for a while like he did every day when he came home from school,
usually followed by her sitting on his face and cumming, and sometimes
a long slow blowjob that she dragged out and swallowed, making them
feel like they were getting all their nourishment from each other's bodies!
His mother was used to at least two orgasms per day, usually on his tongue
but sometimes on his cock, his genitals oversized by all the pumping hormones
her breasts had put into his system. A quick worship session and feeding and
cum after school! But not just now!
"Dear, I have to spend about twenty minutes getting dinner ready so why
don't you freshen me up, and you can kiss and lick my shoes while your'e
waiting so impatiently!"
He breathed, "Thank you mother!" as he dropped to his knees behind
her shapely buttocks. He immediately buried his face in her firm butt
crack through the sheer material, feeling that she was wearing bikini
panties, making her sigh.
Reaching up with his hands to the waistband of her short skirt, he
asked "May I..."
"Yes, but just the back, I don't want to cum until later!"
"Yes mother!"
Slipping down her short skirt and panties, he first kissed each plump
perfect cheek, and she moved her legs a little apart, and bent forward
a bit as she still stirred her pot, presenting her beautiful backside!
"Mmmmfffff!" his tongue ran up her buttcrack, kissing and licking,
and paused at her rosette anus he knew so well.
"OOOOHHHH, my boy is so horney today" she laughed as she felt his
worshipping tongue enter. She allowed him to do that for several minutes
and then straightened up making him groan in frustration.
"Now, slip my panties and skirt back on and then just lick and kiss
my shoes!"
Still licking his lips at the taste of his beloved mother, his penis
leaking precum into her used panties, he groaned, and soon he
was bend all the over, trying to lick every inch of her high heeled
shoes.
"Oh, by the way, what's playing at the Drive-In?"
"Mmmm, kiss, um! Um, I think it's Beach Blanket Bingo!"
Groaning, she winced. "Just great!" she sighed.
Continued in complete illustrated story at Sissytrain.com/
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