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K R I S T E N' S C O L L E C T I O N
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Dorothy's Story, Or We're Not in Kansas Anymore - 8
by James (jamesmc6243@yahoo.com)
***
This 14 part story is based on fact, the events really
did happen. Dorothy – her real name – and I – James,
had an affair that lasted almost seven years. During
that time she became a very willing, a very active,
and a very imaginative participant. (MMF, exh, voy,
inc, oral, anal, ws, bi)
***
Author's Note: If you would like to email me:
jamesmc6243@yahoo.com.
***
PART 8: The Saturday Afternoon
That Friday night was kind of a lonely one for
Dorothy. Her daughter, Kathy, was participating in a
basketball tournament out of town. Kathy and Jack,
Dorothy's husband, left at noon on Friday and would
not be home until sometime on Sunday – their exact
arrival time would depend on how well Kathy's team did
in the tournament.
Gregory, her son, had made plans to spend Friday with
some friends and would be home late Saturday morning.
So Dorothy was in for a quiet Friday night. Oh, she
had some plans that including pleasuring herself
several times with some of the new sex toys she had
acquired but on the whole it would be a quiet evening
for her. Saturday and Sunday would be anything but
quiet if her plans for Gregory worked out as she
intended.
She rose early Saturday morning, ate some breakfast
and worked on getting the house cleaned. She was
finishing her work when Gregory called to tell her he
would be home right around lunch time. This gave her
enough time to take a shower and dress in a sexy
negligee as her surprise for Gregory. She also has
time to prepare two separate emails for Gregory.
The first included three pictures: One of her being
fucked in the ass, the next was also of her being
fucked in the ass but by a different guy, and the
third was of her being sandwiched – one cock in her
cunt and the other in her asshole. The second email
was a little more difficult.
In the second one she would finally be revealing who
the two men were. Gregory had already guessed that one
of the men was his dad and in this he was correct. As
far as she knew he had no idea who the second man was.
So the second email would contain three pictures as
well. In a certain sense Gregory had already seen
these pictures. When James had taken the photos he had
made sure that in some only her face was revealed but
not the faces of the men having sex with her. In some
of the others, the faces of all the participants were
revealed.
Dorothy knew her son was anxious and excited about the
prospects Saturday night held for him, but she wasn't
at all sure how he would react to the revelation of
the mystery man. In the first photo, she was kneeling
between two men while she had the heads of their cocks
in her mouth. One of the men was Jack, Gregory's dad
and the other was Bert, Gregory's grandfather. In the
second photo, she was bent over at the waist with her
husband's cock in her mouth while Bert was standing
behind her and, while it wasn't apparent in the photo,
his cock was in her pussy. The third and final photo
was of the three of them – Jack was on his back with
his cock in her cunt and Bert was kneeling behind her
with his dick in her asshole.
Dorothy knew that revealing the identities of the two
men would tip the scales one way or the other –
Gregory would want to fuck her brains out or he would
go nuts and not want to have anything to do with her.
She did know she had to find out one way or the other
and, in her mind at least, she was pretty certain that
before the day was out, her own son would be fucking
her. So until she was sure of his reactions, she
decided to cover the negligee and she put a longish
cotton robe to cover herself completely.
She was in the kitchen when Gregory walked in the back
door. She went to him and gave him a hug and told him
she was glad he was home. As she hugged him she
pressed her tits against his chest. She then stood
back, "So, have you been enjoying the picture show I
have been sending you?"
He blushed and grinned, "Yeah mom, I have really
enjoyed the pictures."
"Well, silly boy, there are two more emails waiting
for you."
As he turned to go to the computer room she took his
arm, "But, before you go look at them, I'd like us to
have a talk, okay?"
"Awww, mom," Gregory replied, "I already promised and
swore to both you and dad that I wouldn't say anything
or show them to anyone else, okay?"
She continued to hold his arm and pulled him towards a
kitchen chair. "I know that, but please sit down and
let's talk," she commanded him. Somewhat reluctantly
the boy sat down and watched as his mom freshened her
coffee and asked him if he wanted anything to which he
replied "No thank you, mom." She sat down opposite
him, took a deep breath and began talking.
"First," she started, "you have two emails and each of
them has three pictures. When I let you, I want to you
go open the first one, look at the pictures and then
come talk with me. Then I will let you go look at the
second on, okay?" He nodded his assent.
She smiled at him, "I'll bet you and your buddies
talked about sex last night, didn't you?"
Gregory got a somewhat exasperated look on his face
but finally admitted that yes, sex had been discussed.
"Your dad recalled having similar kinds of
conversations when he was your age. Do you know what
he said about them," she asked? Her son shook his
head.
"He said that most of the information he got out of
talking with his friends was wrong. For example, he
learned that is was a fact that women 'loved a big
cock' and that all men had to do for a woman was to
put a cock in her cunt and she would cum. All of that
was BS. Trust me when I tell you that I know that from
experience and your dad is in the process of
relearning all he knew about sex. So, he and I decided
it would be better for you to learn the right way to
please a woman. How does that sound to you?"
Gregory sat quietly for several minutes thinking. He
was more than a little mixed up, after all the stuff
his mom had just mentioned were identical to some
parts of the conversations he and his friends had had.
He also wasn't sure what she meant when she said his
dad was relearning about sex. And what did she mean it
would be better for him to learn the right way? He
finally looked at her, "Mom, would you be shocked if I
told you that what dad learned about sex was almost
exactly what I have heard from my friends?"
"Honey no, I wouldn't be shocked, in fact I would be
shocked if you had learned anything else. So that
brings us to the crux of the matter, how do you learn
the right way to pleasure a woman?" Gregory looked at
her still confused and shrugged his shoulders.
"What I mean is how do you learn how to caress a
woman's tits, how to feel her cunt, where her pleasure
points are, how to fuck her so that she does cum,
stuff like that?"
She reached across the table and took his hands in
hers, "The best way I can think of is for you to learn
from someone who is experienced in sexual matters, is
willing to teach you and is available to you whenever
you need or want some training." She was quiet for a
moment and then said, "And, in my mind and your dad's
mind, that someone should be me!"
Gregory rocked back in his chair, stunned by what he
thought he had just heard. "Wait a minute mom, are you
saying you are going to teach me about sex?"
Dorothy nodded her head but said nothing.
"How are you going to do that stuff since I am your
son?"
"Well, sweetie let's just says that mom's and sons
have been fucking one another for eons, I guess if we
do it, we will just join a long line of such people."
She stared intently into her son's eyes, "What I am
saying," she said in a very husky voice, "is that I am
willing to let you touch me, kiss me, taste me, and
fuck me in any way you want. My mouth, my cunt, my
tits and my ass will be available to you whenever you
want with a couple of restrictions. The question is,
how do you feel about it?"
Again, Gregory was having trouble comprehending what
his mom was saying, "But, mom, ah, gee, I mean yeah I
think I understand."
Dorothy shook her head, "Tell me what you think I
said."
He gripped her hands, "I think what you said was that
you are going to teach me about sex by us actually
having sex, am I right?"
She withdrew her hands, patted his hands and stood up,
"That is exactly what I said. So from your reaction do
I take it that you would be a willing pupil?"
Gregory, still a little confused, nodded his head and
muttered, "Yes, I would be your willing pupil."
"Good, your dad and I were hoping you would answer
that way."
She looked down at her son as she walked around to his
side of the table so she was standing next to him.
"Okay, now, you have seen a number of photos of me
naked and in very sexually compromising positions and
you have even seen bits of me with your own eyes. So
far, however, you have not seen me completely naked or
at least with so little on that I might as well be
naked."
With that, she undid the belt on her bathrobe and let
it fall to the floor. She stood in front of her son
wearing nothing but a very sheer black negligee and a
pair of thong black panties. She smiled to herself as
her son stared intently at her virtually naked body.
She slowly turned around so he could see her ass. As
she faced him again she cupped her tits and said, "If
you don't like what I am wearing, I could put on
something different. Shall I go change, it is up to
you?"
Gregory almost violently shook his head "no".
She decided to slow things down a bit, after all she
could see that his cock was straining to break free of
his pants, "How about some lunch?" Gregory was still
unable to speak and merely nodded his head. He watched
her nearly naked ass jiggle slightly as she walked to
the stove.
Dorothy grinned to herself and could feel her pussy
getting wetter by the second. She then turned back to
face him and suggested that he go open his email.
Gregory jumped up from his chair anticipating the
types of pictures he would see but had no real idea
what was in store for him. He did as she had asked and
only opened the first one. When he saw his mom with a
cock in her asshole first by one guy, he guessed it
was his dad, and then another guy's cock in her
asshole he was really turned on. But, when he saw two
cocks in her, one in her ass and one in her cunt at
the same time, he almost blew his load all over his
keyboard. He walked back to the kitchen and stood in
the doorway.
"Bet you never thought that a woman could have two
cocks in her at the same time did you," she smiled? He
shook his head "no".
She giggled, "Well, sometimes she can take three at
once." She saw the look of confusion on her son's
face, she turned to face away from him and pointed to
her ass, "One in her asshole," she turned and faced
him while pointing to her cunt, "and one in her cunt,"
and then she pointed at her mouth, "and one in her
mouth, see three at once."
Her son stood with an unbelieving expression on his
face. "Trust me, I have done it and it can be a lot of
fun. Now, are you still curious about who the mystery
man is?"
Gregory nodded. "Okay," she said, "go open your second
email."
Poor Gregory's eyes almost popped out of his head when
he opened his second email of the day. He saw his mom
sucking his dad's cock and his grandfather's dick at
the same time. "So," he thought to himself, "she is
fucking grandpa as well, wow, how kinky is that?" Then
he realized it might be kinkier when she was fucked by
her son. The second showed his dad fucking her in the
mouth while his grandpa was fucking her from behind.
The last one had his dad's cock in her cunt and his
grandfather's cock in her asshole. He reached down and
stroked his own cock through his pants as he flipped
back and forth between the photos. He didn't hear his
mom walk into the room and was startled when she said,
"Kind of interesting pictures aren't they?"
As he turned to look at her his eyes were level with
her tits and he could plainly see that her nipples
were hard and pressing against the negligee's
material. He nodded his head, gulped and then decided
to press on. "Can I ask a couple of questions?"
She nodded and sat down in a chair right next to him.
"Did you really let Grandpa Bert fuck you?" She smiled
and nodded.
"And did he and dad both fuck you at the same time?"
She again nodded.
"Did you like it?"
She chuckled, "Honey, you have no idea how much I
liked it, I liked it so much in fact that we are going
to do it again soon."
He looked back at the picture on his computer monitor,
"How many times have you fucked Grandpa Bert?"
Dorothy decided to have a little fun, "You mean how
many times did I fuck him that night or how many
nights he has had a chance to fuck me?"
Gregory look back at her but before he could say
anything she continued, "That was the first time I
have ever fucked and/or sucked Bert. But that night,
between your dad, Bert and James I have to tell you I
had a sore mouth, a sore cunt and a sore asshole to
say nothing about my titties." She reached to take one
of Gregory's hands in hers and then slowly pressed it
against one of her breasts, "But I don't have any
soreness right now, well, at least not yet!"
She felt his hand slowly squeeze her tit and she
continued, "What I am trying to say again is that I
want to feel your hands on my tits, my ass and in my
cunt and I most definitely want to feel your cock in
my mouth, my ass and my cunt, I plan to fuck your
brains out this weekend, is that clear enough?"
Gregory continued massaging his mother's tit and
nodded.
"Good," she said, "but we need to eat something so we
have the energy to do all of that stuff. Come on, I
made some hotdogs." The two of them walked into the
kitchen and he sat down as she put the food on the
table.
As she bent over to put the food on the table she
said, "The thing about these thong panties is that
they do ride up my hiney. Gregory, could you do me a
favor since my hands are full and untie them for me?"
His hands were shaking as he reached under her
negligee and fumbled with the strings of her panties.
He finally managed to undo them enough that all
Dorothy had to do was spread her legs slightly and
they fluttered to the floor. She turned to face him
and to show him her pussy. As Gregory stared at it she
said, "I like it shaved, dad likes it shaved, James
likes it shaved, how about you?"
Gregory stared up at his mom, "Oh, I like it shaved, I
really do, but I have never seen it before when it
wasn't shaved."
"So, does this mean I am going to have to let my pussy
hair grow just so you can decide?"
Gregory grinned up at his mom, "Nah, I have seen
enough pictures of women with hairy cunts, I think I
will just love to look at yours without hair."
She turned back to the stove and told him, "We are
having hotdogs for lunch and I pulled out a couple of
steaks for dinner. How many hotdogs would you like?"
Gregory told her two would be plenty. She fixed his
dogs and then began to fix one for herself. "Damn,"
she said, "I just got some mustard on my nightie,
damn, damn." She placed her plate on the table and
then lifted the bottom of her negligee and pulled it
over her head. Gregory had just taken a bite of his
lunch and suddenly there was his mom completely naked
in front of him, less than 2 feet from him in fact.
His eyes flicked back and forth between his mom's tits
and her cunt. His cock had been hard but now, if it
was possible, it got even harder. Then she turned and
bent over to retrieve her nightie and he had a close
up view of her asshole. She straightened up and turned
back to face him as she hung the nightie over the back
of a chair.
He looked up at her face when she smiled down at him
and said, "Well, I couldn't very well eat my lunch
with mustard on my clothes now could I?" As he
continued to stare at his naked mother he shook his
head "no." He did notice that she had not put her
hotdog on a bun and also that she had put a banana on
her plate. She sat down across from him.
She watched as he continued to stare at her tits. She
looked down and tweaked each nipple. The eroticism of
the moment had made her pussy so wet she knew she was
going to leave some fluids on the chair. She picked up
the hotdog with her fingers. She stared at it for a
moment and then lowered her head and sucked it into
her mouth. She took about four inches into her mouth
and then pulled it slowly back out. The entire time
she stared at him and knew that he was very turned on
by what she was doing.
"I love to suck on things shaped like this; you know
bananas and hot dogs, that kind of thing. I have even
been told I am pretty good at it." With that she held
the hotdog in one hand and then licked its entire
length with the tip of her tongue. She continued to
stare at her son as he intently watched what his
mother was doing. Then she wrapped her lips around the
hotdog and slowly sucked almost the entire thing into
her mouth.
"Mmmm," she murmured, "I love doing this but I also
like bigger things in my mouth." She reached for the
banana, slowly and sensuously peeled it, laid the peel
on her plate and repeated the licking and sucking
motions for him. "Yeah, that is more like it." At that
point, she put the banana down and put her hotdog on a
bun with some mustard and made a big production of
sliding it in and out of her mouth as she ate it.
"Mom," he said, "does dad really know we are going to
be doing these things?" She nodded.
"Honey, your dad and I talked and just the idea of you
fucking me made his cock so hard that he had to fuck
my brains out, so yeah, he knows."
Gregory looked at her, "What about Grandpa Bert?"
Dorothy shook her head, "No," she said, "Bert doesn't
know about my plans for you, at least he doesn't know
about them yet!"
Gregory gulped as he swallowed some soda, "Does that
mean you might tell him?" His mom nodded.
"Well, Grandpa Bert made a couple of comments about
you and me fucking the night those pictures were
taken. From the way he acted when he was fucking me, I
think your Grandpa would really like to know and I am
sure he wants to watch you fuck me, yeah he would
enjoy that."
Gregory wasn't sure how she would react to his next
question but decided to plunge ahead and ask. "You
said you would answer any of my questions, right?" She
nodded but said nothing.
"You mentioned someone named 'James' who is he," her
son asked.
"First off, you have to know that your dad and I love
each other very, very much. I would no sooner think of
going with someone else than I would not having you as
my son. But, daddy and I have finally figured out that
I have a very high sex drive, I mean I love sex, sex
in all its forms. But, I have never had a chance to
explore them until James came along. James is a friend
of mine who I have been seeing for a few months. He
has been teaching me things about sex that I kind of
knew about but had never really tried before." Her son
merely nodded his head so she continued.
"He has really opened my eyes to a lot of sexual
activities and, to be honest, I am loving every minute
of it. He has me do things that I would never have
considered doing before."
Gregory looked at her, "So dad knows about you and
James?"
She nodded.
"And he knows you have been doing things?" Again she
nodded.
"Like what kinds of things," her son asked.
She smiled as she replied, "Oh, things like flashing
truck drivers, showing my pussy and ass to strangers,
posing for sexy pictures – by the way you can thank
him for the pictures you have seen lately – and, even
for approaching you about sex." Gregory couldn't help
but continue to stare at her tits, "I guess you have
let James fuck you, right?"
"Honey," she said, "James has fucked me in the mouth,
between my tits, in my cunt and up my ass many times.
Daddy and I have agreed that I am James' sex slave; I
do anything and everything he wants me to do. For
reasons I don't really understand, I want, I mean
really WANT to do things James makes me do. If James
wanted me to fuck a group of men, I would, without
hesitation, take off my panties, lay on my back and
let one guy after another fuck me."
"How does dad feel about that," her son wanted to
know?
She slowly replied, "It really turns your dad on to
know that other men have fucked me and, as you can see
from the pictures, he really likes watching me fuck
other guys." Gregory took another bite of his hotdog.
"Can I ask some more questions," he wanted to know?
Dorothy thought to herself, "In for a penny, in for a
pound" and nodded yes.
It was apparent from the look on his face that Gregory
was carefully forming his next question, "I have seen
Grandpa Jack staring really hard at Kathy sometimes,
is he, you know, doing anything with her?"
"No, your dad and I have talked about Kathy and for
the moment at least she is not involved and unless she
has guessed about some things, she doesn't know
anything for sure."
"Wow, I think I would like to watch Kathy having sex."
She grinned at her son, "And maybe you even having
some sex with her?"
He blushed while he nodded his head.
"Mmmmm, this could get interesting. I think I would
like to watch you and Kathy fucking. But hey, I am
sitting here completely naked and yet you still have
your clothes on, that is not fair, do you think?"
Gregory stared at his mom for a moment and then stood
up. He peeled his t-shirt over his head and Dorothy
saw his smooth chest. There was the hint of chest hair
around his nipples but he probably wouldn't have a
thick rug of hair on his chest as he aged. She saw
that his nipples were hard as two little diamonds and
as much as she wanted to touch and taste them, she
restrained herself.
Gregory slipped his pants down over his hips and
stood in front of her in his underwear. His cock was
straining against the material and she could see a
fairly large wet spot near the tip of his cock. He
slowly put his thumbs in the waistband and then began
to pull them down. He had to pull the waist band out
to get it over his cock and then he stepped out of
them, revealing himself entirely to his mom.
She stared intently at his cock and then looked up at
him, "You have a good size cock, a little thick and
what, about 7 inches long?"
He grinned at her and replied, "Honestly mom, I have
never measured it."
She chuckled, "Well, let's get that taken care of
right now." She stood up, walked over to one of the
drawers and withdrew a 12 inch ruler. She walked back
to her son, sat down and then, ever so gently, wrapped
one hand around his cock, and then pressed the ruler
against his balls. As she looked down at the ruler,
"Yep," she said, "I was right, you are just a little
over 7 inches." His cock was hot in her hand and
another droplet of fluid oozed out of the tip.
She put the ruler down, still holding his cock and
looked up at him. "Now you are going to get your first
lesson." She leaned slightly forward, pulled his cock
down slightly and used the tip of her tongue to taste
his precum. "Oh my," she whispered in a husky voice,
"I love the taste of your cock."
She then licked the entire length from his balls to
the tip. She felt him quiver as she did that and she
sensed that he might cum very quickly. Again she
looked up at him, "You are probably going to shoot
your load pretty fast but don't worry about it, as you
gain experience and learn control, you should be able
to hold out for quite some time."
With that, she leaned forward and sucked the head of
his dick into her mouth. She held her lips so that
just the head of his dick was in her mouth and she
used her tongue to lick the entire head. As she looked
up, she saw that Gregory's head was back, that his
breathing was coming faster, and it was obvious that
he liked what she was doing. She refocused on his cock
and then slowly sucked its length into her mouth. She
got his entire cock into her mouth and throat so that
her nose was tickled by his pubic hair.
Dorothy slowly backed away letting his dick slip from
her mouth entirely. "That is what is called being deep
throated, getting the entire length of your cock into
my mouth," as she slowly stroked his dick. "There are
women who don't like to suck cock at all and there are
others, like your mom, who love to suck dick and even
others, again like your mom, who love to deep throat a
man's dick. Does it feel good?" She saw him nod his
head and realized that he was on the verge of cumming
so she again took his cock into her mouth. She bobbed
her head up and down his cock and in just a couple of
seconds she felt the first pulse of her son's orgasm.
Only the head of his dick was in her mouth as he shot
his first stream of cum. She stroked her son's cock
helping him cum more and more. Dorothy held as much of
his cum in her mouth as possible and felt his cum
pulses slowing. When she was sure he was finished, she
knew she had a large amount of cum to swallow. She
tilted her head back and, as he looked down at her,
she opened her mouth so he could see his cum. She then
swallowed and swallowed again.
She smacked her lips, "Here is lesson two, there are
women who don't suck cock, some who will suck cock but
don't like the taste of cum and there are others, like
your mom, who love the taste of cum and will swallow
it all." As she finished speaking she leaned forward
and licked his cock all over. After he had cum his
cock had been softening but with his mom's
ministrations, he was getting hard all over again.
"Ah," his mom murmured, "the recovery power of youth,
I love it."
She slowly stroked his cock and then said, "You know
you can take a break if you want or, maybe you would
like some more lessons." Gregory leaned down, cupped
his mom's tits and replied, "More lessons, please,
more lessons."
Dorothy stood up, wiggled her finger at him, and
walked out of the kitchen and up the stairs to her and
Jack's bedroom. Gregory was walking behind her and, as
the ascended the stairs he caught glimpses of her
pussy and asshole. As he walked he kept thinking to
himself, "I am going to fuck my mom, I am going to
fuck my mom, I am going to fuck my mom!" With each
step his cock kept getting harder and harder.
As they reached the top of the stairs Dorothy turned,
"I gather that you really like looking at my ass,
huh?" Without missing a beat Gregory replied, "And
your pussy to mom, and your pussy!"
She giggled to herself feeling extra naughty for
flashing her own son. But she was also thinking to
herself, "I am going to fuck my son, I am going to
fuck my son, I am going to fuck my son!" They walked
into the bedroom and she told Gregory to lie down on
the bed on his back. She got on the bed beside him
resting on her side and elbow.
"Now," she said, "your lessons begin in seriousness.
Too many guys think that all the have to do to please
a woman is slide their cocks into her cunt, pound away
for a few moments, shoot their cum inside her, and
then roll off and go to sleep. It isn't anything like
that at all. A woman needs to be prepared, she needs
to be romanced, and she needs to be ready before she
fucks. There are a number of ways to get a woman ready
and we will start with simple kissing." She leaned
forward, her breasts rubbing against Gregory's arm,
and kissed him lightly on the lips. She moved back a
bit and then leaned again to kiss him.
This time she lingered and used the tip of her tongue
to trace the outline of his lips. She again leaned
back, "Those were just opening kisses. Have you ever
French kissed a girl?"
Her son shook his head "no" and said, "At least not
that I know of."
"You've never stuck your tongue in a girl's mouth or
had one stick her tongue in yours?"
He smiled at her, "Oh that, yeah, I have done that, I
just didn't know it had a name."
She leaned down to him and pressed her lips against
his. He opened his mouth slightly as he felt her
tongue pressing on his lips. As he opened wider he
felt her tongue touch the tip of his own tongue and he
responded by moving his tongue against his mom's. As
they continued to kiss, the young man became more and
more aware of how sensuous and erotic "French kissing"
could be. After a very long kiss, she broke it off and
leaned up.
"Honey," she murmured, "you are a very good student,
you kiss very well and virtually any woman I know
would like to be kissed by you."
"Moving on with your lessons another thing most women
love is to have their tits sucked and played with. I
am going to show you how to do it by kissing and
sucking your nipples. Again, there are some men who
like that and others who don't but I hope you do."
Before she could continue Gregory asked, "Does dad or
Grandpa Bert like having their tits sucked?"
She found herself almost laughing, "First off, only
women have tits, men have chests and secondly, your
dad loves having his nipples sucked but Grandpa
doesn't seem to enjoy it all that much." With that she
leaned over and slowly kissed one of her son's
nipples.
As she was starting to lick and suck it, she felt his
hand on her breast. "No I want you to concentrate on
what I am doing to you so you get a very good idea of
what it feels like for a woman, so no playing with my
boobs, at least not yet."
Gregory moved his hand down alongside his body as he
watched his mom lower her head and resume sucking on
his nipples. She moved her head back and forth between
his nipples, sucking them, licking them and holding
them in her mouth. After several minutes of
ministering to him she stopped, looked down at him and
said "I am going to bite your nipples, not hard silly,
just kind of firmly because some women like that and
some don't"
"Do you like that done to your nipples, mom?"
As she took one of his nipples in her mouth she nodded
her head. Gregory felt her teeth gently but firmly
gnawing on first one nipple and then the other and, as
before, experienced the erotic nature of what his mom
was doing to him.
She stopped, "Now this next lesson is kind of an OJT
lesson, you don't have a pussy and you need to learn
your way around one. Lean up on your side, okay?" She
lay on her back and took one of his hands and guided
it down to the top of her cunt.
"Now, just use your middle finger for a minute." He
extended his middle finger and she moved his hand so
that his finger rubbed her pussy lips. "Those are my
pussy lips, you can feel how soft they are and you
need to understand that they conceal two very
important parts of a woman's body."
She guided his hand and felt his finger part her
pussy, when she felt the tip on her clitoris she
stopped him. "Can you feel that bump?" He nodded and
she continued, "That is my clitoris or as some people
call it my clit, my love button, or my little dick. It
is very, very sensitive so you want to be gentle but
if you rub it correctly," as she spoke he began moving
the tip of his finger over her clit, "oh god yes, just
like that, oh that feels sooooo good." She stopped
speaking and just let him rub her clit.
In a couple of minutes she felt an orgasm building
inside her and decided to just go with it. "Oh honey,"
she whispered, "you are making mommy cum, oh yes,
don't stop, god it feels wonderful, yes, yes, I am
cumming!" She felt her pussy starting to leak fluids,
her cunt muscles clenched and unclenched, her asshole
kept tightening up and the loosening up, and she could
not help herself as she began to pinch and pull on her
own nipples. The orgasm finally washed over her and
left her breathless and with a slight sheen of sweat
on her body.
"Are you okay, mom?"
She lifted her head and kissed him on the lips,
"Sweetie, I am sooooo okay, that was wonderful. The
only thing that could have made it more wonderful is
if you had sucked on my tits, but you are still
learning, so next time, finger fuck my cunt and suck
my tits at the same time." She wasn't sure she was
ready for another orgasm so soon but she knew that his
training had to continue.
"Okay," she guided his hand back to her clit, "now
move your finger down a bit and press it into my cunt
until you feel a hole." He did as she had instructed
him and suddenly felt his finger slip inside his mom's
body clear up to his knuckles.
"Oh god," she whispered again, "you have found my
vagina, oh wow that feels sooooo good. That is one of
the holes your dick will be enjoying and it is also
the place that you came out of my body when you were
born. You can move your finger back and forth, up and
down, Oh yes, just like that, all you want. Now, let
your thumb rub against my clit at the same time, god,
yes, you are doing it, just like that, oh yes! You are
now finger fucking your mom and you are doing it so
very well, please don't stop."
Gregory kept moving his finger in and out of his mom's
pussy, making sure to rub her clit with his thumb.
After several moments Dorothy said, "Please, suck on
my tits and put another finger into my pussy."
He leaned over, sucked one of her nipples and then
used his index finger and was amazed at how easily she
took it.
A couple more minutes passed and she said, "Honey, use
your third finger and start fucking me hard!"
Gregory did as she asked and was soon pounding his
fingers in and out of his mom's cunt. He was sucking
hard on her tit and worried that he might hurt her.
When she started cumming again and he could feel her
pussy muscles really squeezing his fingers, she pulled
his head hard on her tit.
She moaned, "God, this is so good, I love what you are
doing to me, I'm cumming, I'm cumming!" With that she
pulled hard on the sheets on the bed and let the
orgasm flow over her.
Gregory waited until she seemed to have calmed down
somewhat before he pulled his hand away from her
pussy. He looked down at her, "Mom, did it hurt to
have three fingers inside you?"
She shook her head "no" and said, "Soon, I will see if
I can get your whole hand into my cunt, it is called
'being fisted' and I have only had it done once."
"You mean you want me to put my whole hand in your
cunt?"
She nodded, smiled and then said, "And when it is in
you can try to wiggle your fingers around, mmmmmmmm!"
Gregory rolled over and lay on his back trying to
grasp all that had happened so far.
"After that little session, I need to take a shower,
are you up for one," she inquired?
He was a little perplexed but then she clarified her
question, "I mean, do you want to take a shower with
me?"
He grinned, "You probably don't know this but I have
watched you shower a couple of times."
She grinned back at him, "No, I didn't KNOW you had
but I did suspect that you had peeked at me several
times." They both got up and walked into the shower.
She turned the water on, got the temperature just
right and then turned to face him. "I have to pee,
would you like to watch?"
He figured what the heck, and nodded his head. She
suggested that he kneel down, she reached between her
legs and pulled her pussy lips apart, and watched his
face as she began to pee.
"Wow mom that is sooooo cool!"
When her pee had stopped she said, "Do you have to
pee?"
He grinned, "Yeah, I have to pee too!"
She knelt in front of him, grasped his cock and looked
up at him. "Mom, it might be kind of hard to pee with
you holding my cock, you know?" She told him to just
relax and think about pissing. He finally started and,
at first, she aimed his piss down between them but
then she slowly raised his cock as he watched in
amazement and directed the stream onto her tits.
Then he was astonished as she directed the stream into
her mouth. As he was pissing she was looking up at him
with a huge grin on her face. When her mouth was full,
she pursed her lips and directed a stream of his own
piss all over his crotch. Then she leaned forward and
sucked his piss soaked cock into her mouth.
"Mmmmm," she said, "I have known a couple of gals who
liked golden showers but I only recently discovered
that I like getting a golden shower. Your dad, your
grandpa and James all pissed on me and I found I
really like it. So it's another lesson for you, some
women like golden showers and some don't. I sure I
like it and I think you liked it so I guess we will
have to try it again sometime, won't we?"
Her son grinned at her and nodded his head. After he
stopped pissing, she leaned forward and sucked his
cock for a brief moment. "Another lesson for you, some
women love to suck a cock after a piss but most women
don't…" Her son finished the sentence for her, "…but
you like it, right mom?" She nodded as she giggled and
sucked some more.
"Mom, how did you get the idea to try a golden
shower?"
She looked at him, "I was ordered to do it by James.
Remember I told you I do anything he wants me to do?"
Her son nodded. "Well, that Friday your grandpa was
here, he was fucking me in the ass and then daddy
started eating my pussy. It was so wonderful I didn't
stop it but I should have. You see, James had told me
I could do anything they wanted to me but I couldn't
let them do something to me at the same time, you know
like dp me. Anyway, they did and I came but then I
remembered. So when James got here, I told him and he
made me swallow several mouthfuls of piss – some from
him, some from dad and some from your grandpa."
"You actually swallowed piss?"
She nodded her head, "And I think I am getting to like
the taste. Not something I want to do every day but
once in a while, yeah, I'll do it!"
Her soon looked a little sheepish, "Would you piss on
me someday mom?"
"With pleasure, my dear, with pleasure!"
With that, she stood up, took a wash cloth and
proceeded to wash her son's body paying particular
attention to his cock and ass. When she was finished
she let him get under the shower and handed the cloth
to him, "My turn!"
As he washed his mom's body, she told him to make sure
he washed her tits, cunt and asshole very well which
he was, of course, more than willing to do. Dorothy
turned around so he could wash her back and pushed her
ass out at him. He washed her back and the cheeks of
her ass with the wash cloth. Then she felt his finger
trace the crack of her ass and stop on her asshole.
"Why don't you stick your finger in my ass? Before you
do, here is another lesson. A woman's pussy and a
man's cock generate lubrication to make fucking
easier. Assholes don't have any natural lubrication so
you have to use something else. In this case, just
make sure there is plenty of soap on your finger
before you push it in."
Gregory soaped his finger and then she felt him
pressing it into her asshole. "Mmmmm," she whispered
in a husky voice, "I love having that done, and I
really like nice hard things inside my ass. I bet you
would like to stick your cock in there wouldn't you?"
"Oh god mom, can I, please can I," her son whispered
back.
She paused for a moment and, as much as she wanted him
to fuck her in the ass she decided not to let him do
it at this moment. "Later, honey, I promise you before
the night is out you are going to be pounding your
cock in my asshole, but not right now, we have some
other lessons to finish first."
She could hear the disappointment in his voice when he
replied, "Okay mom." He withdrew his finger and they
both rinsed off then they got out of the shower, dried
off and got back on the bed.
In the bed, she turned and lay on her side resting her
head on her hand. With her other hand she reached down
and slowly began fondling his semi-hard cock. "You
know, I have used my mouth on your cock and I think it
is time you returned the favor. I want to show you how
to eat pussy." His cock twitched as she rolled over to
lie on her back.
As she spread her legs she said, "Okay, for the
moment, kneel between my legs." Her son positioned
himself so he was between his mother's legs and stared
with rapt attention at her shaved pussy. "Now just use
one finger and rub between my cunt lips, oh, yes, just
like that. Can you feel my clit?" He nodded.
"That is what you want to pay close attention to when
eating a woman's pussy. Now, slip your finger into my
vagina." He did as she said and she moaned softly.
"When you are eating me, use your tongue on my clit
and slide your tongue it into my vagina kind of like
you are tongue fucking me, which is what you are going
to be doing." Gregory leaned forward but found the
position was awkward.
"Honey it is better if you lay down when a woman is on
her back." He moved back a little and lay on his
stomach. Of course his hardon got in the way and he
had to straighten it out. "See, sometimes your own
cock can be a pain, huh," she laughingly asked him. He
finally got comfortable and tentatively licked his
mom's pussy.
He started out slowly because he wasn't sure if he
would like the taste of his mother's cunt. He slipped
his tongue between her pussy lips and felt the tip rub
her clit.
"Oh yes that's it. Use your tongue on mommy's clit,
ooooh, yes, oh god, I love the tongue fucking you are
doing, don't stop."
Gregory was soon comfortable with the taste of his mom
and began experimenting, moving his tongue side to
side, then up and down, and he even tried to move it
in a circle. It seemed that no matter what he did,
including slipping two fingers into her vagina, she
loved it. Dorothy kept up a running commentary and
encouraged him to do whatever he wanted.
"My cunt is there for you, try whatever you like,
trust me, I will love it." At one point she told him
to hold a second and she lifted her legs, put her arms
behind her knees and spread her cunt wide. "Now, you
have even more access to my pussy," she said as her
son moved forward and went back to licking her cunt.
"Oh god, now, put your lips around my clit and suck it
like you would a little lollipop, oh yes, yes, yes god
that feels so good."
As Gregory sucked on her clit he decided to see what
he could get away with. Using his left hand he slipped
his index finger into her vagina, stroked it in and
out of her a couple of times and then pulled it out,
found her asshole with the tip and slowly pushed his
finger inside her.
"Oh you wicked, wicked boy," she said through clenched
teeth, "I should have known you would try that."
He lifted his head from her pussy, "Should I stop?"
In a mock angry voice she said, "If you stop eating my
cunt and finger fucking my asshole you will be in a
world of trouble young man, get back to the business
at hand!"
She watched her son lower his head and felt his mouth
on her pussy. He continued to finger her asshole and
she knew the combination of sensations would bring her
to orgasm soon. "Do you know what 'going 69' is," she
asked.
He replied with "Mmmm uh" but didn't lift his mouth
from her pussy where he was forcing his tongue in and
out of her vagina. "We'll have to try that later, you
think?" He again replied with "Mmmm uh!"
The image of her son laying on his back and she
straddling his face with her pussy while sucking his
cock finally pushed her over the edge, "God, I am
cumming, oh yes, don't stop, suck my clit, finger my
asshole, oh please Gregory, don't stop!"
For his part, Gregory continued his assault on his
mother's nether regions and kind of enjoyed the way
her thighs squeezed his head as her orgasm engulfed
her. She told him to lay down beside her so she could
recover from her very intense orgasm.
When she finally got her breath back she said, "You
are a very good student and I am here to tell you that
you will make a lot of women happy. The more you
pleasure them the more they will be willing to do
with, to and for you." She reached over the stroke his
chest, "Of course, you will want to practice a lot,
won't you?"
He grinned at his mother, "Mom, I think I am going to
need to practice four or five or six times as day!"
She recoiled in mock shock, "You mean you are going to
want to fuck and suck that much, what are we going to
do about my poor pussy, tits and asshole if you use
them so much?" He leaned up on an elbow and then right
before he took one of her nipples into his mouth he
said, "I am sure we will figure out something, won't
we?"
She chuckled and lay her head back as he sucked on
first one nipple and then the other. She felt his hand
slide down her stomach and soon found her pussy. She
spread her legs slightly when she felt his fingers
between her pussy lips. She was enjoying the
sensuousness when the damn phone rang.
"Don't stop but don't make any noise unless I tell you
it is okay," she said to her son. Dorothy reached for
the phone and found that it was Jack calling.
"Hey you," her husband said, "everything going okay?"
Dorothy turned on the speaker phone and replied, "It
is going more than okay, your son is a fantastic
student."
"Really, then he is a chip off the old block cause I
am learning things too," her husband replied. Then he
asked, "Has he fucked you yet?"
"Not yet but he has gotten a blow job, he has lessons
in kissing, titty sucking, finger fucking both my
pussy and my asshole, how to eat a woman's cunt, and
he is such a good student I have had five or six
orgasms already. His next lesson is going to be about
fucking."
"Hey pal, how are you enjoying your time with your
mom?"
"Dad, it is fantastic, god, I am having a ball!"
"Well, I guess you are going to get to 'ball' your mom
real soon, huh?"
Dorothy interrupted, "Unless I am mistaken, he is
going to have his hard cock in my cunt and, well maybe
he won't want to fuck me in the ass, huh?"
Gregory grinned, grabbed his dick, "Mom, I want to
fuck you every way I can!"
Dorothy laughed, "Just like your dad, god honey, I was
you were here to watch."
"Hun I WISH I was there to watch or at least somewhere
where I could drag my cock out and jack off. You are
making me sooooo hot."
She giggled, "Do you want me to stop talking about
what we are doing?"
"Lord no," he replied, "I would love to hear all the
details but don't have time. Kathy's team won their
game and they will be in the finals, so what time we
will be getting home is still up in the air."
"Well, why don't you call right when you leave and
that will give us a couple of hours lead time. Can I
ask a question?"
"Sure fire away."
"Have you thought about how we are going to involve
Kathy in all of this?" Gregory who had been sucking
his mom's tits was startled by the question but the
idea of having his sister involved started a fire in
his cock.
"No, not really, I want to be involved of course, but
I think it is also important that you be there to help
her along, we will have to talk about it and kind of
plan things out. I take it that Gregory knows or
strongly suspects Kathy may become a participant."
Gregory spoke up, "Yeah dad I'd love to fuck Kathy and
watch you fuck her, that would be great!"
Jack could hear the smile in Dorothy's voice, "Well,
there is your answer."
She could hear him laugh, "Oh shit," he said, "I've
got to go, talk with you later tonight." Before he
could hang up she said, "Make it really late, after 10
or 11 okay?" Her husband acknowledged her request and
they both hung up their phones.
"See," she said to her son, "your dad knows what we
are doing and he approves of my course of instructions
for you!" She smiled down at her son as he grinned at
her holding her nipple between his lips and flicking
his tongue over it.
"Are you hard," she asked?
He let go of her nipple, raised himself to his knees
and grasped his very hard cock, "Mmmmm," he said
jokingly, "am I hard," he looked down at his own cock
then back at his mom, "yep, I am hard, why?"
"Well I think it is time for your next lesson. Well,
how does fucking your mom in her pussy sound?"
"Sounds great! What do I do?"
"Okay, then, kneel between my legs again." Gregory
moved on the bed so that he was kneeling between her
spread legs and could see that her cunt was wide open.
"Almost everything we have done so far was what you
should do before you try to fuck a woman. I mean, even
the blow job I gave you made me wet but you can't
always count on a woman being willing to suck you off.
So, the kissing, the attention to my tits, fingering
my pussy, and eating me were the things you should do
before you go sticking your cock in some gal's pussy.
Now, let's presume you and I have been making out for
quite a time and you have gotten my panties off and
you can tell that my cunt is wet and I am ready to
have your cock in me."
She reached forward and wrapped her fingers around his
hard dick. As she pulled him slowly forward and down
he had to move his hands near her sides to support
himself. Once the head of his cock was right at her
pussy, she moved his dick up and down, parting her
pussy lips and rubbing the head over her clit. She did
this because she enjoyed the feelings but also to make
sure he understood all of the sensations. She raised
her hips slightly and moved the head of his cock to
her vagina.
"Okay, now, push it in, but do it slowly, yeah, just
like that! Oh god, that feels sooooo good, I love your
hard dick in my pussy, ever since James suggested that
I let you fuck me I have been thinking about this
moment. Honey you are doing great, you might cum
really quickly and that is okay, like with the blow
job, you will get better at it and last much, much
longer." Her son had pushed his cock all of the way
inside her and she felt his balls rub against her ass
cheeks.
Gregory couldn't believe how wet and hot and slippery
his mom's cunt was and the actual act of fucking her
came quite naturally to him. He just seemed to know
that he had to push his cock in and out of her or at
least that is what his body told him to do.
Dorothy had pulled him down on top of her and his
chest was mashed against her tits. He had
unintentionally assumed a position where his cock was
rubbing against his mom's clit heightening her sexual
pleasure that much more. He slowly fucked her for
several minutes and she managed to get him to suck on
her tits. Almost unconsciously she lifted her legs and
wrapped them around Gregory's waist. He moved his
hands until they were cupping the cheeks of her ass.
As he slid his fingers up and down her ass crack he
felt the moisture from her cunt. Without any real
thought about it, he began to press a finger into his
mom's asshole.
"Oh, god, yes, finger my asshole while you fuck my
cunt, fuck me, fuck me, fuck me."
Gregory managed to get most of his index finger into
her asshole. He could feel his own cock sliding back
and forth in her vagina and he wondered what it would
be like to have a finger in his own asshole.
"Mom," he whispered in her ear, "I have always loved
you and I will always love you but I have to tell you
that I love you even more right this minute. I love
the feeling of your cunt on my cock, my finger in your
asshole, your tits on my chest, oh it makes me love
you soooo much." She hugged her son even closer to her
and then as if by magic both of them started to cum.
He drove his cock hard into her pussy, driving like a
piston into her, and he jammed his finger even deeper
into her asshole. She could feel his cock driving into
her and felt her pussy muscles tightening around it,
almost like she was trying to pull him all of the way
inside her. She felt his balls slapping her ass like
they were trying to hammer his finger into her even
more deeply. Suddenly he lunged down on her and she
knew he was cumming and that pushed her over the edge.
Her own orgasm exploded in and around her body, her
mind saw fireworks and the heat of his cum seemed to
boil up inside her. The two of them stayed locked
together until her leg muscles couldn't take it
anymore and she had to put them down.
She watched as her son rolled off of her and lay on
his back, his cock glistening with the mix of her
fluids and is own cum. His breathing was fast but,
like hers, was slowing down. She moved so that her
feet were close to her butt and then, as he watched,
she dipped two fingers into her pussy and scooped out
his cum. She brought the cum to her lips and then
slowly licked her fingers clean. After she had sucked
them, she smiled at him and said, "Someday, you might
want to try eating my pussy after you have filled it
with your cum!"
He was taken aback at the suggestion and asked, "Has
dad done that?" She nodded her head and said, "And so
has Grandpa Bert and James." Her son thought to
himself, "Well, if they can do it there is no reason I
can't." With that he reached between him mom's legs,
dipped his finger into her pussy and felt the wetness.
He tasted himself and his mom and decided it was not
all that bad.
"Are you as sleepy as I am," she asked? She looked at
the clock and saw it was 3:00 the afternoon.
"Yeah," he replied, "I think I could use a little
nap."
"There is a light blanket in the chest," she said as
she pointed to a chest at the foot of the bed, "why
don't you get it and cover us up?"
She watched as he got up, seemingly not the least
disturbed to be naked in front of her. He got the
blanket, spread it out and covered her. He crawled
under the blanket and she pulled his arm behind her
head and she cuddled with him. As he held his mom he
could feel her breasts against his side and honestly
hoped he would get another hard on. She lay next to
her son thinking to herself, "Am I a wicked woman or
what, here I have sucked his cock, let him eat my
pussy, felt his finger in my asshole, he has pissed on
me and he has filled my cunt with his cum. Yeah, I
might be wicked but I am loving every minute of it and
I am sure all of his girlfriends and his wife will
have me to thank for teaching him how to please a
woman." She then remembered a comment Louise had made,
"I wonder if his wife will be willing to join us?"
The thoughts of her plans for the rest of the night
were swirling around in her mind as she drifted off to
sleep. For his part, right before he fell asleep,
Gregory was also thinking about what all had happened
and he had to admit that he was one lucky guy.
Dorothy's Story continues in Part 9 – The Saturday
Evening
* * * * * * * * * * * * * * * * * * * * * * * * * * * *
It's okay to *READ* stories about unprotected sex with
others outside a monogamous relationship. But it isn't
okay to *HAVE* unprotected sex with people other than
a trusted partner. 4-million people around the world
contract HIV every year. You only have one body per
lifetime, so take good care of it!
* * * * * * * * * * * * * * * * * * * * * * * * * * * *
Kristen's collection - Directory 76