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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