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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