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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 - 7
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 7: The Picture Show
During the Saturday night sex session with Dorothy,
Jack, Bert and I we had taken a whole host of sexually
explicit pictures. She had pulled me aside at one
point and asked what I thought about sending her son,
Gregory, some of the pictures. I knew at that point
that she was wide open to any kind of suggestion
involving sex.
She told me she did not yet want Bert aware of her
plans to share pictures with Gregory, although her
father-in-law probably already had a pretty good idea
that mom and son would soon be fucking. I told her she
was to talk it over with her husband, Jack, so he
would be playing a more active role in getting Gregory
involved in what would be incestuous activities.
I further suggested that they start with just one
picture, a sexy one but not one of her in any kind of
sexual action, and then, depending on Gregory's
reaction they could send him a couple more pictures,
each time getting more and more explicit.
Dorothy then said, "So, I have your permission to show
my son sexy pictures of myself?"
I nodded to her and said, "That is how it should be,
always in matters of sex, get my approval before you
do something."
She then kissed me and said, "Just the thought of
Gregory seeing me nude makes my pussy all the wetter."
At that point, we went back and joined the other two
men and the evening continued with more photos and
more sex. I left for home around 1:00 AM and assumed,
correctly as it turned out, that Dorothy would get
herself fucked several more times.
Bert left around noon on Sunday morning after they had
all agreed that the previous events would have to be
repeated soon and more often. After he departed,
Dorothy and Jack discussed sending the sexy pictures
to Gregory. We had loaded all of the photos on the
hard drive of her computer and then double pass word
protected them just to ensure that no one else had
access to them. As they were looking at the pictures,
Jack had a hard-on and Dorothy was slowly stroking his
cock.
They finally decided on which pictures to send to
Gregory and in what order. Dorothy again found her
pussy sopping wet with the realization that her own
son would soon be seeing her nude and, she fervently
hoped, in a variety of very compromising sexual poses.
The first picture was sensuous more than sexual. It
showed Dorothy, completely naked, sitting on the side
of the hot tub. Her legs were crossed and one could
just see the beginning furrow of her pussy. She was
leaning back on her hands and had her tits thrust out.
Her nipples were hard and clearly visible and she was
smiling at the camera. Dorothy opened her email
account so she and Jack could compose the initial
message for Gregory and then attached the picture to
the message. She did not, however, hit the send
button.
She and Jack had agreed that it was vital for them to
be sure Gregory was in a situation where he would be
the only one who would see the message and picture.
The only way to be sure of that was to wait for him to
come home and then send the email. They had also
discussed the contents of the message that Gregory
would read before actually seeing the photo of his
mom. They agreed to keep Gregory unaware for the
moment that Jack knew all of what was happening.
The message they were going to send had "Dottie" in
the subject line and said:
Gregory:
This message is from mom, make sure you do what it
tells you to do.
DO NOT OPEN THE ATTACHMENT TO THIS MESSAGE UNTIL YOU
HAVE READ THE PARAGRAPHS BELOW. IF YOU DO, TRUST ME,
THERE WILL NEVER AGAIN BE ANY MESSAGES LIKE THIS ONE.
You are about to look at a photograph of me and I want
you to fully understand and appreciate the
implications. If the picture I have sent you is ever
seen by anyone other than you and I, it could and
would get me into a world of trouble. By trouble I
want you to understand that I could be arrested, I
could lose custody of you and Kathy, and I could be
forced never to have any contact with you in the
future. I hope you fully appreciate that. I needed to
say this even though I know deep down I can trust you.
I want you to understand how serious the trouble could
be for me if you don't do exactly as I tell you.
I am the only one you can discuss the picture with at
all. Well, I may give you permission to discuss it
with others but as of right now, you cannot and will
not discuss it with anyone but me.
Having said all that, I want to promise you this. If
you like the picture and I am sure you will like it,
and if you promise me you will never show it to anyone
else, there will be more pictures for you to look at.
I am building quite a collection of them so I will
have all kinds to share with you.
Now, in the subject line you will see "Dottie." You
know how much I hate that name and no one ever calls
me that. So, if you ever see an email with "Dottie" in
the subject line you know you cannot open that message
except when you are alone and absolutely sure no one
else will see it. Obviously, never open a "Dottie" at
school or any place else except here at home. And
always make sure you are alone and none of your
buddies is hanging around. If they are hanging around,
wait until they leave to open the email. The message
won't go away and besides, the anticipation should be
good for you.
I can't tell you how excited I am that you will be
looking at a picture of me. After you have looked at
it, please come downstairs so we can talk about it.
Okay, now you can open the attachment.
Love, mom.
Jack and Dorothy had to wait only about 45 minutes
before Gregory arrived at home. Jack needed to leave
in just a few moments to pick up Kathy and he had told
Dorothy he would take Kathy to lunch so she would have
at least a little quiet time to talk with Gregory.
As Gregory walked into the house, Dorothy went into
the computer room and hit the "send" button which
emailed her message to Gregory then went back to the
kitchen. Her son walked into the kitchen and he and
his dad talked briefly about Gregory's game on
Saturday. Shortly after that, Jack left.
Dorothy got Gregory a cold soda and handed it to
Gregory, "I think you need to go check your email. If
there is an email from a "Dottie" you will probably
want to open it."
Gregory was a little puzzled but did as his mother
asked. Dorothy said it was one of the longest 15
minutes she had ever spent in her life waiting on
Gregory to return after reading the message and seeing
her nude photo. She busied herself with cleaning up an
already immaculate kitchen. When she heard his
footsteps on the stairs she braced herself since she
still didn't know how Gregory would react to seeing a
nude photo of his mom. She poured herself some coffee
and was sitting at the kitchen table when her son
walked into the room.
She was purposely not wearing anything sexy. She had
on an old sweat shirt, no bra of course, and cargo
type shorts, no panties of course. Her clothes did
nothing to emphasize her sexiness nor did they reveal
anything to Gregory.
When he walked into the kitchen she looked up at him,
"Would you like something, a soda or a sandwich?" When
she looked at him directly Gregory was staring hard at
his mom. When he didn't reply, she said, "Well, can I
get you something?"
He shook his head 'no' but still didn't say anything.
She took her coffee and sat down at the table.
"Come here sit down so we can talk, okay?"
He slowly walked to the table and sat down.
"So what do you have to say?"
He stared at her, trying hard not to look at her
chest, "Gosh, mom, I don't know what to say."
She smiled at him, "Yeah, I can understand that so
let's start with this, did you like the picture?"
He grinned a huge grin and said, "Yeah, it's
terrific."
She continued to smile, "Well, do you think I am
sexy?"
Gregory nodded his head vigorously.
"Am I even sexier than some of those women in your
girlie magazines?"
"Gads mom, you are really, really sexy."
She placed her hand on top of one of his hands and
said, "Thank you sweetie that is one of the nicest
things a mom can hear. So do you think I have nice
tits?"
Gregory was quite flustered at that moment: here he
was talking with his own mom about her tits, how
strange was that, he thought to himself? "Yeah, mom,
you have great breasts."
"Honey when we are alone you can use the sexy words
like tits, pussy, ass and cunt, even, okay?"
He nodded his understanding.
"So, again, do you think your old mom has nice tits?"
"Mom you're not old and yes, definitely yes, you have
nice tits!" Gregory hadn't been sure how he would or
should react to his mom but, being a young man, he
really didn't have any control over his cock, which he
felt getting hard in his pants. He thought to himself,
"Seeing a nude picture of your own mom is weird but
getting a hard on while talking to her was even
weirder."
She held his hand for a moment, "You understand what I
said about never, ever showing any of my pictures to
anyone else without my permission, right?"
Her son looked at her, "Mom, I swear I will never,
never show them to anyone else, I swear it."
"Good I know I can trust you and now you can be sure
that you will get to see other pictures, okay?"
"Mom will you be sending me anymore pictures today?"
Dorothy was quiet, "Probably not, you and I need a
little time to adjust to things so for the moment that
is the only one you will have, okay?"
Gregory smiled, "Sure mom, I understand, but can I ask
a couple of questions?"
Dorothy nodded her head as she took a sip of coffee.
"Can I ask what the other pictures will be like or
about?"
Dorothy had anticipated this kind of question and had
a ready reply, "Well, I will tell you some will be
more explicit and revealing, others I will be wearing
sexy clothes and things, and even others will show me
doing things."
Gregory felt his cock getting even harder and
straining to break free of his pants. "What do you
mean by explicit?"
"Well, how about I send you one with my legs spread
wide so you can see my entire cunt, it's shaved you
know, and send another of me from behind bent over so
you can see my asshole. Then you will have seen all
four of the most important parts of a woman."
"Huh four parts?"
"Yes, silly you'll see her tits, her mouth, her
asshole and her cunt."
Gregory's cock strained even harder. As much as the
conversation was turning Dorothy on, she had vowed not
to do anything sexual with Gregory until the next
weekend.
"Who took the picture or pictures?"
Dorothy was quiet for a moment, she wasn't sure that
he should know that she was fucking other men and had
posed for nude pictures for them. In the end she
decided to go ahead, "Well, some were taken by your
dad and some were taken by a friend of ours."
She watched his reaction as it registered that his mom
had been naked in front of another man and that his
dad had been present.
"Wow," was all he could say.
At that point a car pulled into their driveway and she
knew Jack and Kathy were home. "Now," she said, "one
more time, don't discuss anything we have talked about
with anyone, including your sister, okay?" Gregory
nodded as he got up from the table and headed to his
room.
Jack and Kathy walked in to the kitchen, when Dorothy
smiled and nodded at Jack he knew that his son had
looked at the nude picture of his mom and the two of
them had talked about it.
Kathy hugged her mom and said, "It's off to my
bedroom, I have a report due tomorrow that I have to
finish, what time is dinner?"
Dorothy looked over her daughter's shoulder and saw
that her husband was staring hard at Kathy's butt.
"Let's plan for about 5 or so, okay?" She released her
daughter who scooted up the stairs. They heard the
door to her room close and knew they could talk.
"So," he asked, "how did it go?"
Dorothy walked up to him and hugged him hard. "From
the sight of his hard on, I would say it went very,
very well. He can't wait to get more pictures, more
explicit pictures I might add."
Jack grinned at her and said, "Maybe one with your
legs spread wide and your cunt wide open?"
She kiddingly punched him in the chest all the while
nodding her head. "I need to say something, so let's
sit down and you listen. I saw you just now staring at
Kathy's ass and I am okay with that, just don't be too
obvious. First, let's get things working with Gregory,
get him into the swing of things and then, I promise
we will work on bringing Kathy into the activities.
Promise me you won't try anything with her until we
have both agreed the time is right, okay?"
Jack could see his wife's concern, "Sweetie, I promise
I won't try anything with her until we agree it is
okay to go ahead, but can I at least try to peek at
her?"
Dorothy grinned in reply and nodded her head 'yes'.
"She does have a very perky ass and I think her tits
are going to be just the right size. So, go ahead and
try to peek at her but for god's sake, don't get
caught."
Jack grinned at his wife, "So are you going to not get
caught peeking at her too?"
"Was I that obvious looking at her?" she asked.
He nodded and smiled at her. "If either of us gets a
good look, we tell the other, right?"
She nodded and then he said, "You got it boss, but
let's talk about Gregory, what was his reaction."
Dorothy replied, "He was so turned on I don't doubt
that he is in his bedroom right now with the picture
on his monitor jerking off."
Jack laughed out loud, "Yeah, dad was right."
Dorothy was a little puzzled, "Right, right about
what?"
"Remember when dad said that a young man would only
wonder about where to stick his dick and he wouldn't
even know he was fucking his own mom?"
Dorothy remembered Bert making that comment when he
and Jack were fucking her pussy and ass at the same
time the previous night. "Are you still turned on by
the idea of our son fucking his mother?"
Jack nodded his head vigorously, "For reasons I can't
clearly explain or I don't clearly understand, the
image of him fucking you is a tremendous turn on, even
now I am getting hard thinking about it." Dorothy
reached down and rubbed his cock through his pants.
She got serious, "Before we have him come down, let's
talk about this weekend. You and Kathy are leaving
sometime Friday afternoon won't be back until sometime
Sunday. I have talked with James and he agrees that
this would be the weekend to begin Gregory's
education. Do you agree?"
Jack nodded with a picture in his mind's eye of
Gregory fucking Dorothy.
"Just so we are one the same sheet of music, you know
that I am going to let him fuck me, I am going to suck
his cock, he is going to have the chance to fuck me in
the ass, and I am sure there are some other activities
we will enjoy. I just want to know that you are okay
with that."
Jack took his wife's hands in his, "Sweetie, the only
problem I have is that I won't be here to watch you
two together, so go ahead and fuck his brains out,
have fun and don't worry about me, okay?"
She leaned forward and kissed her husband, "That is
one of the reasons that I love you so much. But now I
have to tell you something."
"What?"
She was quiet and then whispered, "I have had the same
thoughts of you and Kathy, I want to watch you fuck
her and, if she is willing, I want to teach her how to
please a man and a woman as well. I can only say I
hope she likes having her pussy eaten by another
woman, even if the woman is her mom!"
Jack's cock was hard and he could feel it making a
damp spot in his pants.
"Now we have the next sets of pictures picked out but
I have a question."
Jack looked at her.
"Do you think I could get away with flashing him a
bit, you know, letting him see some tits, pussy and
ass, I mean like now?"
"Sure it would be fun and to be truthful, I would get
a kick out of it. But that means he will have to know
that I know and that I am okay with what is going on."
Dorothy was quiet for a moment, "Okay give me a couple
of minutes to change and then as I walk by his room,
I'll tell him we want to talk with him."
She got up from the table and went up to her bedroom.
She dressed in a short skirt, not too short but short
enough for her to be able to pull the hem up and flash
her son and husband and put on a simple blouse several
buttons of which she left undone so her guys could
look down and see her tits. She started to put on her
white heels but thought that might be too obvious to
Kathy and settled instead on a pair of low heels.
As she walked by Gregory's door she knocked, "Honey,
can you come downstairs for a couple of minutes
please?"
"Sure mom, give me a couple of minutes and I'll be
right down."
Dorothy walked downstairs as Jack was getting a beer
out of the fridge. "He'll be right down, I'd wager he
was jacking off to my picture," she said as she lifted
the hem of her skirt flashing her pussy at her
husband.
"Does your beer need a quick sweetening?" He grinned
at her, walked over to her as she spread her legs and
he inserted the neck of the bottle into her pussy.
"Mmmmm," he said, "I can't think of a better way to
enjoy beer."
"Since Kathy's bedroom is at the front of the house,
what do you say we have our talk near the hot tub?"
Dorothy nodded her agreement and they walked outside
just as Gregory was coming down the stairs.
"Come out here and join us." Gregory got a soda from
the refrigerator, popped it open and looked
expectantly at his folks. His dad motioned him
outside.
The three of them walked outside and sat down. Jack
smiled at Gregory, "So, pal," he started, "your mom
tells me you think she has nice tits!"
Poor Gregory was taken aback at the blunt beginning of
the conversation. Dorothy saw his confusion and said,
"Remember I said you could only talk about what is
going on with people I say it is okay to talk with?
Well, your dad is one of those who know what is going
on."
Gregory looked at his dad and decided to plunge ahead,
"Yes, dad, I think mom has nice tits."
Jack grinned at his son, "So, do I pal, so do I. But I
also like her ass and her cunt. You haven't really
seen either of those yet, but I am sure when you do
you will agree with me on that." Gregory nodded to his
dad.
"Now I want to emphasize what your mom said about not
letting anyone else in on our secret. It has to remain
a secret. If anyone found out your mom and I, and yes
I was in on the decision to send you the pictures,
sent you nudes of her, we could go to jail. Do you
fully understand that?"
Gregory felt a little angry and snapped, "Dad, I told
mom I would not, repeat not, show those pictures to
anyone else nor would I talk about it with anyone
else. Geez!"
Jack clearly understood his son's reaction, "Okay pal,
but you have to realize that I had to hear you say it
too. It is not that I don't trust you, but I wanted
you to say it to my face and you have so we are good
to go."
Gregory looked contrite, "Dad, mom, I am sorry I
snapped and just so there is no question, I swear I
will not show any pictures of you to anyone else, I
will not discuss anything with anyone else, and I will
do as you tell me to do, okay?"
Jack glanced at Dorothy and she nodded. "Now, you have
seen her tits but can you honestly say you haven't
really seen your mom's ass or her cunt?"
Gregory was quiet and his dad said, "One of the things
we have always and will always demand from you is
honesty. Now, have you ever seen your mom's ass or
cunt?"
Gregory looked at his parents, "Only when I have spied
on her in the bathroom and then it was just for a
split second, but honestly that is all."
Jack smiled at his son and said, "See, with honesty
comes reward. Go in the house and make sure your
sister is in her room, in fact, ask her if she would
like a soda or something." Gregory bounced up from his
chair and ran into the house, they could hear him
yelling up the stair to his sister.
Jack looked at Dorothy, "At least I'll get to be here
the first time he sees your pussy and ass up close,
okay?"
For Dorothy things were moving a little faster than
she had anticipated and she wasn't sure what James'
reaction would be but decided that it would be okay
for Gregory to look at her.
"Okay but no, and I mean NO, touching. I have plans
for this weekend, he can look but he cannot touch! You
may even have to control me, my pussy is so wet right
now I may not think straight."
Jack nodded his agreement as Gregory arrived back at
the table.
"She is in her room and I quote, 'doesn't want to be
disturbed until dinner', unquote."
Dorothy smiled at him as she stood up. "Now, before we
go any farther, there is one condition we have not
discussed and that would be your grades. Just like
with you wanting to play sports, if your grades slip
below a B anything that may be going on will stop
until you get your grades back up. Do you understand?"
Gregory looked at his parents, "Yes, I understand but
you have to know that I know how important my grades
are so I'll do whatever I need to do to keep them up."
Jack and Dorothy smiled at him and she said, "Good,
that is what we wanted to hear. Now your father and I
have agreed, you can look but you cannot and will not
touch me, okay?" Gregory nodded with a silly grin on
his face.
She reached behind her back and undid the button and
zipper on the skirt. She opened them and let her skirt
float to the ground. Her cunt was less than a foot
from Gregory's face and he was staring so hard she
thought he just might bore a hole through her body.
So, she turned around and bent over at the waist. She
reached around behind herself and pulled the cheeks of
her ass apart revealing her asshole to her son.
"Oh, mom," their son moaned, "you are so sexy, I love
looking at you."
Dorothy sat down and for a brief moment spread her
legs so that her son could look at her pussy. She then
reached down, picked up her skirt, and put it back on.
"Now, over the course of the next week or so, I will
try to flash you so you can see more of my cunt, my
ass and my tits. I'll leave the bathroom door open to
give you more opportunity but you have to make sure
that Kathy is nowhere around when you do and remember,
no touching! Just tell me one thing, do you really
like looking at me?"
Jack and Dorothy watched as their son nodded his head
vigorously, "Oh mom, I love looking at you, I mean I
really love looking at you."
Jack and Dorothy looked at each other, smiled and then
smiled at their son. "Good," his dad said, "because
you are going to have plenty of opportunity to look."
Gregory couldn't believe what was happening to him,
his mom had sent him a naked picture that his dad knew
about, his dad had asked if he liked his mom's tits,
he had just looked at her cunt and asshole up close
and they had both told him he would be seeing more of
his mom naked.
He had been jacking off when his mom called him out of
his room and he knew he was going to go back up and
finish the job only now he would have more than a
computer picture in his mind because he had seen the
real thing up close. He had a ton of questions but
didn't get a chance to ask them as his mom got up and
went into the kitchen to prepare dinner.
They all managed to get through the rest of Sunday
without any real issues. After dinner Kathy went to
her room to continue working on her report so Jack,
Dorothy and Gregory watched television. At almost
every opportunity his mom was flashing Gregory –
spreading her legs, bending over and pulling up her
skirt, unbuttoning and opening her blouse, and doing
just about anything so her son could see her near
nakedness. Gregory decided that he had to go to his
room kind of early and, as he left the room, his dad
said, "Son, don't stare too hard at your mom's
picture, you might wear it out!"
Gregory grinned at his dad and tried to hide his hard-
on.
When Jack and Dorothy went to bed after the news, she
insisted that he fuck her in the ass. She came and
then, when they were lying in each other's arms she
said, "I love having your cock in my ass, just
absolutely love it." He kissed her and shortly
thereafter both of them fell asleep.
Monday morning was the usual hectic scramble. Fixing
breakfast and lunches, getting dressed, taking
hamburger out of the freezer for dinner, all her
normal activities prevented Dorothy from flashing her
son. Jack left for work and shortly afterwards, she
and the kids piled into the car. Kathy got in the back
and Jack rode shotgun.
As she was driving, Dorothy was able to see that Kathy
was concentrating on her report making last minute
changes. She looked over at her son, smiled and then
pulled her skirt up above her waist. Gregory tried to
keep his eyes from popping out of his head as he
stared at his mom's cunt.
He said, "Mom, I have practice this afternoon, can you
pick me up at school?"
"Sure honey," she replied, "Kathy will you be okay
taking the bus home?"
"Yeah mom or I'll get a ride with someone."
They arrived at school, Kathy told her mom she loved
her and then bolted out of the car so Gregory had a
moment alone with his mom.
"Mom that was really sexy showing me your cunt while
you were driving."
She smiled at him, "It made me feel very sexy doing
it."
"Umm," her son stammered, "will I get an email from
Dottie today?"
She leaned across the car's console, tweaked his chin
and said, "Yes, you sure will, but not until we get
home, okay?" He grinned, nodded and then hopped out of
the car, "Love you mom!"
As she had promised, Dorothy picked Gregory up after
his basketball practice. He told her that Kathy had
told him she would get a ride home with one of her
friends. During the drive home, Dorothy unbuttoned her
blouse and pulled it back so her son could see her
tits.
"Mmmmm you have beautiful tits mom!"
She laughed, "Is it because they are beautiful or is
it because they are the first tits you have ever seen
naked?"
Gregory smiled at his mother, "Both mom, both!"
As they pulled into the driveway, she re-buttoned her
blouse and they walked to the house. "Give me a couple
of minutes to get that email prepared for you, okay?"
"Sure mom I'll be in my room waiting."
Once inside the house, she went to her computer,
pulled up the two pictures for Gregory, attached them
and wrote "Dottie" in the subject line, then hit the
send button. She was pleasantly surprised to discover
that the mere act of sending her son pictures of
herself was exciting enough to cause her pussy to
become warm and wet. As she walked by the stairs
Gregory was standing at the top and she nodded to him.
He immediately went into his room, made sure his door
was closed.
When he opened his email, the first picture he saw was
of his mom outside in the back yard. She was wearing a
very short skirt and, when he looked closely, a see
through blouse. He could clearly see her nipples under
the material. His mom was squatting down, kind of
sitting on her heels and her legs were spread wide
open.
He could see that she had no pussy hair and remembered
she shaved her pussy. He stood up, unbuttoned his
pants, slipped them down and sat back down. As he
started to stroke his hard cock, he opened the second
picture. In this one his mom was completely naked. She
was leaning over the edge of the hot tub and her ass
was fully exposed.
He was able to see part of her pussy and thought he
could see her asshole. He manipulated the pictures
until he had the three he had gotten thus far on his
screen at the same time. Gregory wrapped his hand
around his cock, picked up a tissue and, while he
stared intently at the monitor, he stroked his cock
until he came into the tissue. He looked at the screen
for a while longer soaking up the details of his
mother's body.
It wasn't long before she called to him and his sister
to come down to eat. He had hoped to watch some
television after dinner and had hopes that his mother
would flash him as she had done on Sunday night but he
also had a ton of homework. So for him, there was no
television and no flashing.
When he went to sleep on Monday night, he made sure
her pictures were not on his computer screen. As he
lay in bed beating his meat, he wondered what kind of
pictures he would get the next day. He fell asleep
before he shot his load.
On Tuesday morning Kathy beat him to the car and she
rode shotgun so his mom didn't have a chance to flash
him. He had a game that night and his dad went to the
game and they rode home together.
Jack asked him if he liked the pictures he was getting
and Gregory replied, "I can't wait to see what kind I
get today."
Jack laughed, "Trust me, you are going to like them."
When they walked into the house, Dorothy was in the
kitchen fixing dinner. Gregory walked up to her and
gave her a hug, "I hope that kind of touching is
okay," he kidded her.
She turned to face him and hugged him back, pressing
her tits against his chest. "Yes," she said, "that
kind of touching is expected, encouraged and
demanded." And, as if she was reading his mind, she
said, "Dottie sent you another email." He pecked her
cheek and bolted from the kitchen much to the delight
of his parents.
He booted his computer and opened his email. In the
first picture she was again naked and he noticed what
looked like a pony tail hanging from her ass. He had
no idea what a butt plug was and so the picture, while
sexy, confused him. The second picture was of her
sitting in a lawn chair with one of her legs draped
over the arm of the chair. She was holding what looked
like a rubber dick between her legs and he realized
she had at least a couple of inches of it in her
pussy.
He had heard talk of dildos and now knew what they
looked like and how they were used. He flipped back to
the first picture and try as he might, he couldn't
make sense of the pony tail. At that point, he closed
his email and went downstairs. As he passed his
sister's room he heard her talking on the phone. His
mom and dad were in the kitchen and he went and sat
down.
"Well," his mom asked, "did you like the pictures?"
He grinned at her and his dad and nodded his head.
"Did you see anything odd or unusual?"
He nodded, "In the first one, it looked like you had a
pony tail or something."
She turned her back to him, lifted her skirt and said,
"Like this one?" She was standing in front of him with
her pony tail in her ass.
"Yeah, just like that one."
Jack chuckled, "That, my son is a butt plug. You slip
it into a woman's asshole to give her pleasure. This
one has the braids on it so it looks like a horse's
tail."
Jack stood up, walked to his wife who bent over, and
he slowly pulled the pony tail out of her asshole.
Gregory was looking at his first butt plug and
realized that his mom had had the end of it completely
in her ass.
"Gosh mom doesn't that hurt?"
She laughed, "No sweetie, it feels really good but
before we get interrupted by Kathy, you had better put
that away." Jack rolled it up and slipped it into his
pocket.
Gregory had managed to get most of his homework done
while at school so he only had some math to complete
before he was able to go down and watch television.
Unfortunately, Kathy had also gotten her homework done
and so there was no opportunity for his mom to flash
him. At bedtime, he went to his room, opened his
email, looked at the five pictures he had gotten so
far and went to bed. He did manage to jack off and
filled a tissue with his spunk.
There was no chance for him to talk to his mom on the
way to school, they were running late and Kathy kept
chattering. He caught a ride home with a friend and
got home before his mom. He checked his email and was
disappointed there was nothing from "Dottie." He was
smart and went to his room and got his homework done
before dinner. He even offered to help his mom clean
up after dinner. Kathy had gone to her room and was
working on another project so his mom had several
opportunities to flash her tits, ass and pussy at him.
Once the kitchen was clean, she went to the computer
room and returned a couple of minutes later. "Dottie
sent you another email," she announced to him.
The words were no sooner out of her mouth than he was
gone to his room. When he opened his email "Dottie"
had sent him three pictures. The first picture was of
her on her back with what looked like a bluish
squarish thing in her ass and about four inches of a
dildo in her pussy. Again, he really had no idea what
he was looking at and knew he would ask her what they
were. In the second, his mom was on her knees, naked
and she had a man's cock in her mouth.
He couldn't see who the man was and decided to move on
to the third picture. His mom was sucking a cock and,
at first he thought it was a duplicate of the second
picture. But as he looked at it more closely he
thought he saw something different but he couldn't be
sure. He was so engrossed in the picture that the soft
knocking on his door startled him. He quickly cleared
his screen and then went to the door to find his mom
was standing there.
"Can I come in?"
He nodded, she walked in and softly closed the door
behind her.
"Well any questions?"
He nodded, went to his computer and re-opened his
email. Pointing to the bluish thing in her ass, he
asked, "What is that?"
Dorothy reached into her house coat and pulled out a
blue object that looked a little like the pony tail
butt plug thing he had seen. "This, my dear is another
kind of butt plug. You slide it into a woman's asshole
and this part (this was the squarish thing he had
seen) keeps it from going all the way inside." The
butt plug was about five and a half inches tall, not
counting the base, and kind of looked like a Christmas
tree. He guessed it was about two and a half inches in
diameter at the widest.
"That fits inside your asshole?"
She nodded, "If you put some lubrication on it and if
the woman is ready for it, it will slide right in."
"And this," as she pulled the dildo out of the other
pocket of her house coat, "is a dildo, a rubber cock,
something to take the place of a real cock."
"Wow," was all her son could say, "I hope I get to see
you use them."
"You will, honey, you will," she replied.
He then opened both of the cock sucking pictures. "Are
these of you and dad?"
She pointed to the second picture and said, "That is
your dad."
"But," he stammered, "who is this?"
She smiled at him, "It is another man, you will learn
who in a few days, but for now it is a secret."
He sat down in his chair, "Does dad know you were
sucking some other guy's cock?"
She almost laughed out loud, "You can't see him but he
is sitting right about there watching as I gave the
other guy a blow job."
Gregory was quiet for a moment or two and then
surprised her, "Are you guys like swingers or swappers
or something like that?"
His mom shook her head "no" and then said, "Well, let
me put it this way, we are becoming swingers, how is
that?" About that time they heard Kathy leave her room
and go to the bathroom.
"We'll talk more, night, night," slipped from his
room. His hand might be a poor substitute for a hot,
wet pussy but on this night, it was the best that
Gregory had.
Again on Thursday, he had to wait until after dinner
to get to his email. And again, there were three more
pictures. The first showed her kneeling between two
men as she was holding and licking their cocks. Try as
he might, Gregory can't tell who the men are. And
again, the next two pictures seemed to be duplicates.
The photo was taken of her laying on the picnic table
in the back yard. The photographer was standing at her
head, so Gregory could see her face and he could also
see that some guy had his cock in his mom's cunt. The
next one showed the same kind of detail but was from a
slightly different angle and Gregory could just see
another man's legs at the edge of the picture. He
wanted to question his mom about who the men were but
there was no opportunity to get her alone. Friday
morning was quite a bit different.
Kathy's friend Karen called early and asked if Kathy
wanted to ride in to school with her. Of course Kathy
agreed much to Gregory pleasure.
On the ride to school Dorothy pulled her skirt above
her waist so her son could look at her pussy. He asked
his mom about the pictures.
"Well one of them is your dad and the other is the
mystery man."
Gregory looked at her, "I could see some other guy's
legs in one of the pictures, is that dad watching you
and the other guy fuck?"
She smiled and nodded. "Honey, your dad gets really
turned on when he watches another man fuck me and, to
be honest, it really turns me on to know that what I
am doing turns him on. You have to understand, your
dad and I love, I mean really love each other, but
both of us have realized that we like all kinds of
sex. And I will tell you one other thing, he can't
wait to watch you fucking me."
Gregory's cock had been hard while he was looking at
his mom's cunt but it almost burst from his slacks at
the idea that he was actually going to get to fuck his
own mother.
"You have to think about the picture, where you can
see another man's legs, I mean really think about
it...anything odd?"
Gregory shook his head no.
"You can see one man fucking me, right?" Gregory
nodded. "And you can see the legs of another man,
right?" He again nodded. "Well, who do you think was
taking the picture?"
Gregory thought about it a minute, "Mom, you were
naked and fucking and there were three men there?"
She grinned and nodded to him. "You'll get a full
explanation this weekend, okay? But just think, your
mom was naked and having sex and three men, count 'em,
three men were watching or doing!"
"Now, one more thing," she said, "tonight you are
going to be over at Mike's house, right?" He nodded.
"Okay then you will have two emails waiting for you
when you get home on Saturday. What time do you think
you will come home?"
"I'm not sure but probably around lunch time."
"Well I guess it will be a quiet night for me then,
you remember that your dad and sister are going to her
tournament, right?"
He nodded, "If you want, I'll cancel my plans..."
"No, no, let's just keep things the way they are.
Besides, it will give me more time to prepare for
tomorrow night, okay?"
He smiled and wondered to himself what she meant by
"...prepare..." They arrived at school, he told her he
loved her and went into school. Dorothy drove to work
and knew that her pussy was almost soaked by the
thoughts of what she had planned for Saturday night.
Dorothy's Story continues in Part 8 – The Saturday
Afternoon
* * * * * * * * * * * * * * * * * * * * * * * * * * * *
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