Message-ID: <23072asstr$952240207@assm.asstr.org>
X-Original-Message-ID: <20000304193413.78322.qmail@hotmail.com>
From: "Merv Saylor" <mervsaylor@hotmail.com>
Subject: {ASSM} My Best Friend's Mother (Femdom, humiliation)
Date: Sun, 5 Mar 2000 02:10:07 -0500
Path: assm.asstr.org!not-for-mail
Approved: <assm@asstr.org>
Newsgroups: alt.sex.stories.moderated,alt.sex.stories
Followup-To: alt.sex.stories.d
X-Archived-At: <URL:http://assm.asstr.org/Year2000/23072>
X-Moderator-Contact: ASSTR ASSM moderation <story-admin@asstr.org>
X-Story-Submission: <story-submit@asstr.org>
X-Moderator-ID: apuleius, dennyw
Here is an edited complete version of the story I posted in Dec and Jan. I
appreciate any comments or criticisms about the story and how it could be
improved. Any thoughts on where the characters could go from here or if the
story should be continued at all would be nice. As always I would
appreciate receiving stories of a similar theme.
______________________________________________________
Get Your Private, Free Email at http://www.hotmail.com
<1st attachment, "My Best Friend's Mother (1).txt" begin>
I couldn't wait for the weekend to get here. My best friend invited me to
go along on a camping trip with their family. It would be Steve and I
together with his parents. His mother's name was Pam. She had light brown
hair, a slender, athletic body and a very pretty face. She was a nice lady
and easy to get along with. I was looking forward to the camping trip. It
was going to be a backpacking trip and we would be gone for three nights.
The day before we left, I was over at their house when she asked me if I had
room in my pack for her to put a couple of things. My pack wasn't very full
so I told her that it was no problem. She surprised me by handing me three
pairs of her underwear and asking me to put them in my pack. I was too
embarrassed to say anything so I quickly took them and put them in my pack.
All day long I couldn't help but think about her asking me to carry her
panties. When I got home that night, I immediately unpacked them and laid
them out on the bed. I then carefully inspected each pair. Two pairs were
white and the third was pink. The white ones were trimmed in lace while the
pink pair had small roses printed on them. I was fascinated with them! I
had fantasized about what Pam would look like without any clothes on several
occasions. To have such an intimate item of hers was incredible. It didn't
take long before I just had to take off my clothes and begin to masturbate.
I came in just a couple of minutes holding a pair of her panties to my face.
The next day we left on our trip. The evening was uneventful until it got
time for bed. Everyone rolled out their sleeping bags and I went ahead and
got into mine and took off my pants inside of the bag.
I looked over at Pam. She had laid her sleeping bag down between me and
her husband. She then stood up and took off her pants. I couldn't believe
what I was seeing. I had seen her in a swimsuit before, but here she was
standing next to me in just her panties and a shirt. She folded her pants
and as she turned to get into her sleeping bag she caught me staring at her.
I quickly looked away but it was too late, she had definitely caught me
looking at her. She hesitated for a moment looking at me and then she got
into her bag. I rolled over and went to sleep with the vision of what I had
just seen locked in my head.
The next morning Pam stayed in her bag while the rest of us got up and
going. Steve's dad told me to get a fire started while he and Steve went to
gather some more firewood and water for breakfast. I was working on getting
the fire going when Pam spoke to me.
"Will you be a dear and bring a clean pair of underwear to me?"
"Sure," I said. I then went to my pack and quickly pulled out the pink
pair and handed them to her. She was still in her sleeping bag.
"Hold on just a second," she said.
With that she began wiggling around inside her bag. After a moment she
pulled out the pair that she had been wearing and handed them to me.
"Will you put these back in your pack for me?"
I did as I was asked and tried not to act embarrassed. I couldn't help but
look as she stood up and put on her pants. This time I didn't think she saw
me looking.
The rest of the trip was just like this. Each night she would take off her
pants and I would get to see her in her underwear. Each morning I would be
asked to get her a clean pair of panties from my pack and would replace them
with a dirty pair.
When I got home from the trip I couldn't stop thinking about what I had
seen. One night the phone rang and I answered it. Pam was on the line and
she asked if I had a minute to talk.
"Sure," I said.
"Well," she began. "I've been thinking about our camping trip and
something has been bothering me. Each night you were obviously watching me
get undressed and staring at me. I thought that your behavior was rude and
inconsiderate. It was embarrassing to me to have you leering at me each
night. I have been thinking about what I should do. The first thing that I
thought was that I should simply tell your parents and let them handle it,
then I thought that maybe you would prefer that I deal directly with you."
I thought I was going to die. I felt sick to my stomach and I didn't know
what to say. Finally she spoke again, "so you tell me, would you rather I
tell your parents or would you prefer to handle it directly with me."
I finally spoke, "I would prefer to handle it directly with you."
"Good," she said, "I want you here at 9:00 a.m. tomorrow. You will do
exactly as I say, and there will be no arguments or whining. Do you
understand?"
"Yes," I replied.
"I expect you to take your punishment like a man, is that clear?"
"Yes," I said.
"Good, I'll see you tomorrow at nine." She then hung up the phone.
I arrived at her house right at 9:00 a.m. Pam answered the door with a
smile. "Hi, come on in." I stepped inside and she closed the door behind
me.
I turned around and looked at her. She was wearing a light cotton dress
that came to about halfway up her thighs. She looked like she had just
showered and dressed as her hair was still damp. "I'm glad you decided to
come and handle this just between us," she said, "that is what you want,
isn't it?"
I nodded and continued looking at her. She looked beautiful as she stood
there in the bright colored dress.
"Let's go in here," she said as she pointed to the living room. I followed
her in there looking at her tanned legs disappearing under the hem of her
dress. She sat down on the couch and crossed her legs. I tried not to look
at her legs as I stood there in front of her. It was difficult because the
dress was short and I could see most of her thighs.
"I want to confirm our deal. You will follow my instructions to the
letter. If you do not do so then our deal is off. I will then call your
parents tell them what happened and let them deal with you. Do you still
want me to handle it directly with you?"
"Yes." I replied.
"Okay, then lets get started. Do you realize how it felt to have you
staring at me every night when I got ready to go to bed?"
I didn't know what she wanted me to say so I just shook my head. As I did
this, she uncrossed her legs. Try as I might I couldn't help but look at
her legs as she did this.
"Well I'll tell you that it makes you feel self-conscious. Even now you're
still trying to look up my dress."
I could feel myself turning red as I looked at her.
"I think the best thing to start with is to give you a taste of your own
medicine. The whole camping trip you were very careful not to ever undress
in front of me. I don't think it's fair that you got to see me standing
there in my underwear and I never got to see you. Do you think that's
fair?"
I looked at her. "You want to see me in my underwear?"
She smiled at me. "Not exactly, I want you to be able to see exactly how I
felt. So I think that you should wear exactly what I was wearing."
I was a little confused and asked what she meant. She smiled and held out
her hand. As she opened her hand, I could see that she was holding a pair
of the panties that she had worn on the trip.
"I want you to put these on. That way you will be dressed exactly like I
was when you were looking at me."
She handed me the panties. They were white, bikini style panties trimmed
in lace. I was at a loss for words.
"You don't have to change in front of me, if you would rather, you can go
in the bathroom and change. Now remember our deal."
I couldn't believe what she was asking. Without saying anything, I turned
and headed to the bathroom. Once there I looked at the panties. There was
no doubt that these were one of the pair she had worn on the trip. I put
them on the counter and slowly undressed. As I pulled the panties up my
legs, I became conscious of the fact that my cock was getting hard. There
was no way that I was going to hide my excitement from Pam. I covered
myself as much as the panties allowed and returned to the living room.
She smiled at me and said, "well now, don't those look nice."
She got up and slowly walked around me. I could feel my cock getting
harder and harder as she looked at me standing there in her panties. When
she got back to where she was standing in front of me she reached out and
began tugging on the waistband trying to adjust the fit. By this time my
cock was hard as a rock and I was afraid the head of it was going to poke
out the top of her panties.
"It looks like these are just a little small for you." She said. She then
reached out with her finger and slowly ran it up the underside of my cock.
I flinched a little when she touched me.
"What's the matter," she said with a smile? "I'm not going to hurt you."
Again she then took her finger and ran it up my cock, all the time looking
me in the eye. I was afraid that I was going to come right then and there
but she then stepped back and looked at me. After she did this, she sat
back down on the couch.
"So tell me did you like looking at me on the camping trip?"
I nodded.
"Do you like to look at women in their underwear or was I the first one
that you saw?"
"You were the first."
"Do you look up dresses when you get the chance?"
"Yes," I said.
"I bet that you wish you could look up my dress now, don't you." She said.
She moved her legs slightly apart.
I didn't say anything.
"If you would like to, all you have to do is ask." She was sitting there
in front of me. Her legs were tanned and beautiful. She was smiled,
looking at me just waiting for me to do something.
"Can I?" I asked.
"Can you what?" she teased.
"Can I look up your dress?"
"Sure," she said. "Kneel down." With that she spread her legs while
easing forward on the couch. I then got my first clear shot under her
dress. I could see the soft pink panties that she was wearing. Her tanned
legs were beautiful but it was impossible not to stare at her panty-covered
crotch. The shiny fabric looked great against the tan color of her legs.
"How's that?" she asked. She then pulled back the hem of her dress and
looked down at me.
I was captivated by the moment. This was a woman that I had fantasized
about often and here she was sitting directly in front of me with her legs
spread watching me look up her dress. With her legs parted I could see the
cloth stretched tight across her crotch. I could see a few of her pubic
hairs poking out under the edge of the crotch. Those hairs looked soft and
gave a little hint of the treasure that lay beneath. I didn't know what I
was supposed to do at this time so I simply knelt there and stared. As I
did this, she slowly reached forward and grabbed my head and pulled me
closer to her. She didn't stop until my nose was rubbing against her
crotch. My breath was short and hot as my nose rubbed against her. I could
smell a sweet musky odor and her crotch was damp. After a moment she pushed
my head back.
"Did you get a good look?" She asked.
"Yeah" was all I could think of to say. I was still self conscious about
how I looked there in her panties which a giant hard on.
She then looked down at my cock. She was smiling as she reached out and
rubbed it through the panties. "I bet you would like to see a little more,
am I right?"
I squirmed under her touch and once again simply nodded.
"Well I suppose that I could let you see some more, but I think that I
should get something out of it also, don't you think that is fair?"
I nodded my head.
"Well, if I'm going to let you see some more I think you need to do
something special for me." I didn't say anything because I did want to see
some more of her.
"Tell me, do you know how to French kiss?" She asked.
Once again I just nodded. I was becoming more and more afraid that I was
going to come if she didn't quit rubbing my cock. After I nodded, she stood
up and reached up under her dress. She then pulled down her panties and
stepped out of them. She then turned them inside out and held them to my
face.
"Show me how you do it."
I hesitated for a moment. Then I realized that she wanted me to lick the
crotch of her panties. She brought them closer to my face as I reached out
with my tongue. I could taste her on the panties. It wasn't like anything
I had tasted before and I found myself getting even harder as I licked. I
continued licking the cotton crotch as she smiled and maintained eye contact
with me. She then pulled them away and smiled.
"Very good, a woman loves a man that knows how to please her. As part of
your punishment you are going to learn how to please me. Now we are going
to continue with your lessons. I'm going to give you a chance to French me.
Would you like that?"
I nodded my head.
"Okay, I want you to lie down on the floor."
I quickly laid down, glad that she was no longer rubbing my cock because I
knew I was close to coming.
"Before I let you French my special spot, I want you to practice a little.
If you do it right then I will let you lick me somewhere special."
With that she swung her leg over my head and chest. She knelt down,
facing toward my feet and gathered her dress up around her waist. Without
her panties I could see her ass and a bit of her muff. She then leaned
forward, looked over her shoulder and said, "I want you to start with my
little hole."
I was looking up at her as she leaned forward and could clearly see her
pussy and her asshole as they came into view. I couldn't believe what I was
seeing. I had never seen a woman naked before and here was a woman that I
had fantasized about for a couple of years now with her panties off and only
inches from my face. Her muff was thick and a light brown color. Her pubic
hair looked soft and swirled around the lips of her pussy. The lips of her
pussy were visible and I could see the bright pink color of her clit. I
looked up from there and saw her asshole. There were tiny hairs surrounding
it as her cheeks were stretched wide apart. The wrinkled little hole was
enticing me towards it. I was captivated by the intimate sight set out
before my eyes.
As she bent forward, she eased back toward my face. I hesitated briefly
before I reached out tentatively with my tongue. The tip of my tongue
touched her asshole lightly. She looked back at me, "come on don't be shy.
I want you to French me really good there. Remember, if you do a good job
I'll let you French my other spot. You need to learn how to please a woman
and this will be your first lesson."
With that she again moved back toward my face. This time I raised my head
to meet her. I reached out once again with my tongue. This time I didn't
hesitate. I ran my tongue all around her ass and then began trying to push
my tongue up inside her ass. I could fell her began to move as I worked.
Her ass moved and pressed back against my tongue. I could hear her began to
breathe more heavily and she began moaning softly. I didn't know what
exactly I was supposed to do so I just kept licking her all over. I would
work around the little rosebud for awhile and then I would go back to trying
to force my tongue up inside her.
"That's it, you're doing fine, oh yeah, keep going, don't stop."
With this encouragement I kept going. I swirled my tongue all around her
hole and then I began trying to push it up inside of her. Her hole became
slick with my saliva and I could feel my tongue slipping inside. I couldn't
get completely past the rubbery ring but I could tell that she was liking it
by the way she kept pushing back against my face. At the same time I was
squirming because of the condition of my cock. It was rock hard and the tip
had poked out the top of the panties I was still wearing. I wanted to come
so bad, yet I knew better than to stop what I was doing.
After a few minutes, she raised up from my face. I just laid there looking
up at her asshole and her pussy which was glistening with her juices. She
turned her head and looked over her shoulder at me.
"You did very well," she said. "Are you ready to try my special spot?"
I quickly nodded my head and she adjusted her position once again. This
time she moved her pussy down towards my waiting mouth. I immediately stuck
my tongue out and licked the length of her pussy. I was shocked at how wet
she was. I then began trying to stick my tongue up inside her as far as I
could. She continued to grind herself back on my face. My nose was pressed
against her asshole and I was struggling a little just trying to breathe. I
didn't want to stop licking her and it was obvious that she did not want me
to stop either. I found that I liked the taste of her juices and as I
licked she began to tell me where to concentrate.
"Oh yeah, right there," she said as I began working her clit with my
tongue. With her coaching I began concentrating on her clit. I licked and
sucked on it as she rocked back and forth on my face. Her juices were
rapidly spreading over my face as she got wetter and her movements more
rapid. I was trying to keep licking and at the same time swallow her taste.
My hips were straining as my cock wanted some relief also.
I could hear her breath getting shorter and shorter while her movements
became more rapid. Suddenly she began pressing back even harder against my
face. All of her muscles became rigid and I was struggling to breathe.
She must have come for over a minute. She then relaxed and then raised off
my face. She sat back up on the couch and looked at me.
"That was very good for the first time. We will work on that in future."
I sat up. I looked down at myself. My cock was hard and there was a wet
spot on her panties. She was looking down at me,
"Stand up," she said.
I stood up and she looked at me from top to bottom. Her eyes settled on my
cock which was straining against the silky fabric of her panties.
"Come over here," she said.
As I approached and stood before her she reached out with her finger and
ran it up the underside of my hardon.
"It looks to me like you need some help here. Tell me, when you were
watching me undress on our camping trip, did it make you horny?"
"Yes," was all I could say.
"When you get horny, and you get hard like this what do you do?"
"I don't know," I said. I could feel myself blushing at the question.
"Oh, I think you do," she said. "Tell me what you do when you get like
this."
All the time she was talking she kept running her finger up my cock and
over my balls. She could tell that I didn't want to answer her question.
She looked me in the eye, "do you masturbate?"
"Sometimes," I said feeling myself blushing.
"Wait here."
She left me standing there as she went to the bathroom. When she returned
she was carrying a bottle of baby oil. She sat back down on the couch.
"Hold out your hand," She commanded.
She then poured some of the oil into my hand. She then put the bottle down
and reached over and slowly pulled the panties down my legs. My cock
sprung straight out as I stood there.
"I want to watch," she said.
I didn't understand what she wanted at first and then it hit me! She
wanted to watch me masturbate. I just stood there not saying anything.
"Come on, remember our deal. You agreed to follow my instructions, and now
I want to watch you masturbate."
As she looked at me I began stroking my cock. It was hard as a rock and my
oily hand slipped over it easily.
"Slow down, sweetie," she said. "There's no need to be in a big hurry."
With that I slowed down. In a way it was embarrassing to have her sitting
there watching me, yet at the same time it turned me on even more. She was
watching me intently as I stood there before her. It was obvious that she
was enjoying the show.
As she was looking at me she spoke, "there are so many things that I will
show you in our sessions. If you follow instructions properly I will let
you masturbate at the end of each session."
She then reached out and stopped my hand. "Hold on for just a second."
She then rubbed some of the baby oil on her hands and began playing with my
balls. After just a moment she reached further back and found my asshole.
Without saying anything she slowly slipped her finger up inside of me. She
then began to move her finger around inside of me. My cock was twitching as
she did this.
"Go ahead and start again." She said working her finger.
She was watching me as she moved her finger in and out and around inside of
me. She then began to push her finger deeper inside of me. Even though I
was embarrassed to have her touching me there I had to admit that it felt
good. She was watching for my reaction as she moved her finger around.
"There is a spot up here...., let me see if I can find it..," she said.
Well she must have hit it because all of a sudden I began to come without
warning. As I began spurting she held the panties that I had been wearing
up to catch my come. She kept her finger in place and it felt like I was
going to come forever. Finally it was over. She pulled her finger out and
sat back.
"Well, I think that is enough for today." She said. "Why don't you go and
get a clean pair of panties for me from my bedroom, the second drawer down
on the right side of the dresser."
I went into her room and quickly found her underwear drawer. I glanced at
the drawer and was amazed at all of the different colors and styles of
panties. I quickly selected a pair and returned to her in the living room.
"Help me put them on." She said as she raised one of her legs.
I knelt down and as she put a hand on my shoulder, I held them out for her.
I pulled them up her legs and watched her muff disappear into the silky
fabric. I stepped back still conscious of the fact that I was standing
there naked in front of her. She looked at me and smiled.
"You may go get dressed now. I hope you have learned something today. I
want to see you one week from today at the same time for your next session,
all right?"
I nodded and went into the bathroom and changed back into my clothes. When
I came out she was sitting back on the couch. She waved good bye as I
walked out the door.
<1st attachment end>
<2nd attachment, "My Best Friend's Mother (2).txt" begin>
My Best Friend's Mother
Chapter 2
I could hardly wait until it was time for my next session. I masturbated
every night thinking about what had happened and what I hoped would happen
the next time. I arrived at her house about five minutes early. I could
already feel my cock getting hard as I rang the doorbell. Pam answered the
door with a smile on her face.
"Right on time." She said as she stepped back from the door.
I stepped inside and stopped short. Seated in the living room drinking a
cup of coffee was Pam's neighbor. This lady's name was Toni and she was
about the same age as Pam. She lived next door and had a swimming pool.
She was attractive and my friend and I sometimes peeked over the fence to
look at her while she was sunbathing. She was about the same age as Pam and
looked great in a swimsuit.
Pam spoke up, "you know Toni don't you?"
"Yes." I replied.
"Sure, we've met." Toni said as she looked at me. She continued, "well it
looks like you two have business, so I think I better get home."
"Is there somewhere you have to be right now," Pam asked. "Because if you
have time you are welcome to stay."
My eyes got big and I couldn't believe what I was hearing. I didn't know
what was in store for the day but given what had happened the last time I
really didn't want anyone else to see me doing whatever Pam had in mind.
"Well I don't have to be anywhere this morning. What's going on?" Toni
asked.
Pam looked at me and then spoke, "Well he has a little problem with respect
for women. When we went camping two weeks ago all he did was stare at me
when I undressed for bed each night. It was inappropriate and now he is
being punished and hopefully learning to have a little respect for women."
Toni looked at me. I could feel myself blushing.
"Well, I guess I could stay." Toni said.
"Great!" Pam turned to me and continued, "go into the bedroom and get
changed. I have
laid out a couple of things for you to chose from on the bed. Go ahead and
pick one and then come back out here."
I didn't say anything and headed into the bedroom. There laying on the bed
were two pairs of panties and a pair of pantyhose. One pair of panties were
powder blue with see-through lace on the front. The other pair was a pink
thong with lace trim.
"Only pick one." Pam called from the living room.
I knew that I had to hurry. I didn't want to put on the thong and I was
reluctant to try putting on the pantyhose so I chose the blue ones with the
lace front. Once again my cock was beginning to get hard as I pulled them
up my legs. I was extremely conscious of the fact that my cock was clearly
visible through the lace as I stepped back into the living room.
"Come over here and let us see." Pam said.
I stepped over in front of them and stood there. Both of the ladies' eyes
were focused on my cock as it continued to grow. There was nothing I could
do to stop it. Pam got up and walked around me while Toni sat there looking
at me standing there. Finally Toni spoke.
"What's this?" She asked.
"I think that this helps him understand what I felt like when he was
staring at me in my underwear." Pam replied. "Hopefully he will learn
something from all this."
Toni pointed at my cock and said,
"Is this all that you have him do, ... just wear your panties. I say this
because it doesn't look like it's much of a punishment to him. It looks to
me like he is enjoying it."
Pam smiled, "Oh no, there is much more to his punishment. He will do
whatever I ask him to do. For instance, I am having him learn how to
pleasure a woman. Here I'll give you a little example." Pam turned to me,
"Kneel down."
I did as I was told and knelt down in front of Toni. She was wearing a
summer type dress that covered her knees.
"Toni, hold your dress up for him. Let him show you what he worked on last
week."
Toni lifted her hem and I could see up her dress. I moved forward and her
legs parted. She inched forward on the couch so that her crotch was
accessible. She was wearing white cotton panties with small roses printed
on them. I moved up to her crotch and begin to lick her through the
panties. It took just a moment for her panties to begin to get wet from her
juices and my tongue. She begin to squirm a little as I pressed my tongue
as hard as I could where I thought her clit would be. I could hear her moan
a little and then she spoke to Pam.
"This is pretty good, how is he on the real thing?"
"Let's go into the bedroom and you can see for yourself." Pam replied.
With that we went to Pam's bedroom. Once in there Pam turned to Toni and
said,
"Let me ask you something Toni, have you ever had your ass licked?"
Toni smiled and looked at both Pam and I, "Never."
"Why don't you lay down on the bed and I'll have him give you a treat."
Pam then turned to me and said, "take off her panties and get started."
Toni had laid down on her stomach with her head resting on her arms. I
pulled her dress up above her waist. I had to pause a moment at the sight
of her ass covered by her bikini panties. As I mentioned, I had previously
spied on her while she was sunbathing and while her ass was a little bigger
than Pam's it was still shapely and looked great. I put my fingers in the
waistband of her panties and begin to pull them down. As I did this she
raised her hips slightly to make it easier. The panties slid off easily and
I moved back toward her ass. She spread her legs as I moved up and I got my
first look at her pussy. Her hair was thick and dark. I couldn't see her
asshole so I put my hands on the cheeks of her ass and spread them. Her
pubic hair continued up and swirled around her asshole. She raised her hips
once again to meet my face as I moved down with my tongue. I reached out
with my tongue and touched her puckered hole. I could hear a moan come from
her as I started to ream her with my tongue. I continued my work and I
could tell by the way she was beginning to move that she was enjoying it.
She arched her hips up further to give me better access at her little hole.
All of a sudden I felt Pam's hand on the back of my legs. I didn't turn
around or stop what I was doing but I could feel her hand move up to start
caressing my ass and balls. The panties that I was wearing did not
completely cover my balls and one of them was hanging out the side. My cock
was hard as a rock and got even hard when she slipped her middle finger into
my ass. I could tell that she had some lubricant on her finger because it
slipped in so easily. Her finger was distracting me and I was afraid that I
might come right there. I tried to concentrate on Toni's ass and not think
about anything else.
I circled and teased her little rosebud briefly before I began to zero in
with my tongue. I tried to force my tongue in as far as I could but her
hole was tight. She kept moving her hips and pushing back against my tongue
and face to help me. As her butt became slick with my saliva I was able to
work my tongue a bit into her tight little hole. Her movements and the feel
of her ass cheeks in my hands only inspired me to work harder. At the same
time my cock was telling the story of how much I was enjoying licking her.
Pretty soon Toni laid back down and swung her leg over my head as she
turned over on her back. Her legs were spread and her moist pussy was right
there in front of me. Pam pulled her finger out of my ass and, nodding at
Toni's crotch told me to go ahead. I started right in on her pussy. I was
shocked at how wet it was. Once again I found I liked the taste as I
alternated between sticking my tongue up inside her and working on her clit
as Pam had taught me the week before. After a minute or so she reached out
and took hold of my head in her hands and directed me to her clit. I
stayed there while her hips moved up and down with my tongue. I didn't know
what Pam was doing and there was no way that I could turn around and look
because of how tightly Toni was holding my head.
Toni's movements became more frantic and I knew that she was about to come.
I could hear her moaning and she wrapped her legs around my upper back in
an effort to pull my head even tighter against her pussy. All of a sudden
she began to come. She held herself still and I could feel the waves of her
orgasm go through her body. She wouldn't let me move until she had
finished. She let go of my head and I raised up.
"God, that was great Pam!" She said looking over at her friend.
Pam was standing there smiling. She then reached down and picked up her
friend's panties and used them to wipe some of the pussy juice from my face.
She then reached down and massaged my cock through the panties. I
squirmed a little under her touch. She knew what she was doing and enjoyed
my discomfort. After a moment she reached out and pulled the panties down
my legs. My cock sprung straight out and was hard as a rock. I looked at
both of the ladies and they were obviously amused by my state of excitement.
Pam stepped back and smiled. "We'll have to do something about that in a
moment, but first, I think I'll have you take care of me."
With that she unbuttoned the pair of jeans that she was wearing and pulled
them down her legs. She was wearing a pair of simple white cotton bikini
panties. She stepped out of the jeans and said, "you can take off my
panties and start with my ass."
With that she turned around. I reached out and slipped my fingers into the
waistband of the panties and pulled them down her legs. Her ass was not
tanned like her legs but it looked as good as it had the week before. I
waited a moment expecting her to lay down on the bed and when I realized
that she was waiting for me to start I reached out and begin licking the
crack of her ass. I then grabbed her cheeks and spread them so that I could
reach her asshole with my tongue. It was a little difficult to get to her
asshole while she was standing there. I did the best I could and after a
moment she moved over to the bed and laid down. This gave me a better
angle. I was kneeling on the bed behind her with my face buried in her ass
and my ass sticking up in the air.
I was running my tongue around her hole and trying to stick my tongue up
inside her. I could feel some movement on the bed and I knew that Toni was
moving around and watching us. All of a sudden I could feel Toni's hands
reaching between my legs and rubbing my balls and cock. About this time Pam
began to roll over. I raised up and let her move over. She spread her legs
and raised her knees up so that I had clear access to her pussy. I moved
down and slowly ran my tongue from the bottom of her pussy to the top of her
clit. Once again I was amazed at how wet this woman would get. Her salty
taste excited me and I didn't need any encouragement to keep going. I kept
licking and occasionally pulled her clit into my lips with a sucking motion.
Her hips began moving faster and I could tell from her moaning that she was
getting close. I kept concentrating on her clit and all of a sudden she
grabbed my head and pulled it tight against her cunt. At the same time she
did this she raised up in kind of a half sit up and every muscle in her body
was rock hard as she came.
She released my head and laid back. I stood back and took that opportunity
to look at her laying there on the bed. She still had her shirt on but she
was still laying there with her legs spread. Her muff was wet and dark. I
could see the pink lips of her pussy and they looked a little swollen from
my work. She then sat back up and looked at me. I was still standing there
with my cock hard but beginning to droop just a little bit.
Pam looked at me and said, "now be a dear and go and get a clean pair of
panties for me."
I moved to her dresser and once again opened the drawer that held her
lingerie. I quickly selected a pair of white bikini panties and took them
over to her. She stood up and held one foot off the floor. As I had done
the week before I helped her on with her panties and pulled them up over her
hips.
She then sat back down on the bed and motioned me to come over to her. I
stood in front of her and she reached out and stroked my cock a couple of
times. I was still totally nude standing in front of both of these ladies.
My cock had returned to a rock hard state. Pam patted her lap and told me
to lay down. I was a little unsure of what was going to happen as I laid
down with my ass sticking up. I could feel her soft legs and with my hard
cock against them it was difficult to get comfortable. Pam had her hand
resting on the small of my back as she spoke.
"Toni, remember I told you about the spot in men that they love you to
touch?"
"You mean when you stick your finger up their ass?" Toni replied.
"Yeah, here I'll show you where it is. Hand me that K-Y on the night
stand."
Toni then handed her a white tube. Pam unscrewed the top and held it out
to Toni.
"Here put some of this on his asshole."
I didn't say anything. I just laid there as I felt Toni's finger began to
smear the jelly around my asshole and start to probe it with her finger.
The K-Y jelly was a little cold but her finger slid in smoothly.
"Now run your finger up and feel down towards his balls."
I could feel her finger go deeper inside of me and began to feel around.
Once again the invasion was pleasurable but I was still pretty
self-conscious about being touched in that place. I was squirming on Pam's
lap as Toni's finger continued to probe. It wasn't too long before she
found my prostrate gland and I jumped just a little and a bit of fluid
leaked out of the end of my cock.
"There!" Pam said.
"Oh, I feel it now." Toni said.
"Men really like to have you finger that spot, especially when they come."
Pam said.
She kept rubbing me there and I couldn't help but squirm. I wanted to come
but for some reason I didn't. The feeling was incredible but just wasn't
quite enough to get me off. After a little bit more she stopped and pulled
her finger out.
"Here stand up." Pam said to me patting me lightly on the back.
I stood up with my cock sticking straight out. Pam reached out and put her
hand around my cock.
"Well, you've been good today so I think we'll do something about this."
I was ready for some relief. I didn't know what she had in mind but I knew
that I wanted to come. She gave my cock a couple of long slow strokes and
then looked up at me.
"Go get the baby oil from the bathroom."
I quickly left and found the oil on the counter in the bathroom. As I
returned I saw that Pam had put her jeans back on and was buttoning them up.
I was disappointed that I could no longer see her sitting there in her
panties. Toni was standing there and while her panties were laying on the
floor her dress did not permit any sight of her charms. I stood there
totally naked in front of them.
"You may masturbate." Pam said.
I hesitated. I must have looked a little disappointed because Toni asked
what was wrong.
"Nothing." I replied.
Toni smiled. "I would really like to see you masturbate if that's okay.
I've never seen a man masturbate and that would be a real treat for me."
I poured some oil into my hand and began to stroke my member. Toni was
looking at me as she sat down on the bed. "Here, I'll give you some help."
As I continued to stroke she began pulling up the hem of her dress. Pretty
soon I could see her pussy once again.
My eyes were drawn to her crotch as I stood there masturbating in front of
these two ladies. I was careful not to go too fast as I wanted to make it
last as long as possible. Toni slowly spread her knees and while leaning
back on her elbows, put her feet up on the bed. This gave me a clear view
of her cunt. Her pubic hair swirled around her lips and the pink clit I had
just had in my mouth stood out against her dark pubic hair. With this I
began getting close to coming and began beating faster. All of a sudden I
began to come. At this moment Pam reached over with the pair of panties
that I had been wearing previously. I spurted into those panties as she
held them. The orgasm was so intense that I closed my eyes. When I
finished coming I opened my eyes and saw the two ladies smiling at me.
Finally Pam spoke.
"Well, it looked like you enjoyed yourself. Why don't you take these
panties and go wash them out in the bathroom sink."
With this she handed me the pair of panties and I turned and went into the
bathroom. I stood there in front of the sink and washed my come off the
lace. I then returned them to Pam. She took them and put them in the
laundry hamper in the bedroom. I was still a little self conscious because
I was still naked while they were now dressed. Once again Pam spoke,
"Why don't you help Toni get dressed and then you may get dressed."
Toni smiled and held out the panties that she had been wearing. I took
them and, kneeling down in front of her held them out for her. She stepped
into them one foot at a time and I pulled them up her legs. She held her
dress up as I moved them up and over her muff. As soon as I had done this I
stood and began dressing. Both of the ladies stood there and watched as I
put on my underwear and finished dressing.
"Okay, that is enough for today. I'll see you next Saturday at the same
time." Pam said.
I nodded and left the house. That night I masturbated again.
<2nd attachment end>
<3rd attachment, "My Best Friend's Mom (3).txt" begin>
CHAPTER THREE
The next Saturday I arrived just a couple minutes late. Pam opened the
door before I had a chance to knock. She looked angry. "I expect you to be
on time when we have an appointment."
"I'm sorry," I apologized, "I was hung up in traffic."
"Well, that's no excuse. When I tell you to be here at a certain time I
expect you here at that time. You either need to leave earlier or make some
other arrangements to make sure that you do not keep me waiting. Do you
understand?"
I nodded my head. I was a little surprised by how upset she seemed to be
over just a couple of minutes. I really didn't think it was that big of
deal. I stepped inside the house and didn't say anything further.
"Get undressed," she said as she walked out of the room. I watched her as
she walked away. She was wearing a pair of red shorts with a sleeveless
summer blouse. Her ass looked as good as ever as she went into the kitchen.
I began undressing leaving my t-shirt and shorts on the floor beside where
I stood. She returned from the kitchen with a glass of ice tea in her hand
just as I was pulling my undershorts down. I stepped out of them, "I wasn't
planning on being late, you know,.."
"I told you that I didn't want to hear your excuses. I get so tired of
people making excuses for things that are within their control. I was going
to give you a bit of a treat today, but now that is going to have to wait
for another time. I'm tempted to just cancel today, is that what you would
like?"
I stood there, naked and confused. I had lost the hardon I had when I
undressed and I certainly didn't want to cancel the session, "No, I don't
want to cancel. I'm sorry I was late, it won't happen again, ..... I
promise."
She hesitated a moment and then softened just a little. "Okay, we won't
cancel, but I think there should be some repercussions for you tardiness.
Go to my bedroom, I want you to get the panties that I was wearing this
morning while I was working in the yard. You'll find them in the laundry
hamper."
My cock began to stir as I went to her room. The hamper was in the corner
behind the door and I could see her clothes in the bottom of it. She had
been wearing shorts and as I searched I found a pair of thong panties
wrapped up inside of the shorts. They were a simple pink cotton pair. I
pulled them free and took them back out to Pam in the front room. They were
a bit damp, I assumed that since it was a nice day some of the dampness was
due to perspiration. I quickly returned to the living room where Pam was
waiting. I held the panties out to her and at the same time noticed that
my dick was beginning to harden once again. She took them from me and then
turned them inside out.
"Open your mouth."
Given her mood today I knew better than to question her, I simply did as I
was told and opened my mouth. She proceeded to carefully wad the panties up
so that the crotch was on the outside of the small ball of fabric. She then
pushed them into my mouth. I could smell her musky fragrance as the panties
passed under my nose and into my waiting mouth. The smell was by now
familiar and it had its usual effect on my cock. She had placed them in my
mouth in such a way that the crotch was on my tongue. The taste of her was
faint at first and then began to grow stronger as my saliva begin gathering
in my mouth. Her juices that had been left on the panties began mixing with
my saliva and filled my mouth as I struggled to swallow. I had to adjust to
them filling my mouth and still be able to breathe, but I knew better than
to complain.
"As your punishment for being late, you can hold those there for the five
minutes that you were late and for an additional five minutes for arguing
with me earlier. Agreed?"
I couldn't speak so I just nodded my head in agreement.
"Good, I'm going to set the timer for 10 minutes." She went into the
kitchen and returned with the timer which she set for exactly 10 minutes.
The ticking sound dominated the otherwise quiet room.
I stood there naked with a hardon and her panties stuffed in my mouth not
saying or doing a thing, just listening for the minutes to tick off. She
was still fully clothed and smiling at my discomfort. She sat down in a
chair, crossed her legs and slipped her ice tea as she watched me. The
panties in my mouth were getting wetter and ticking seemed louder. I
struggled to swallow with the ball of cloth in my mouth.
"I had planned on teaching you how to use your hands to please a woman but
now I think I'm going to save that for another day, however I will give you
a small treat today and let you undress me."
With this she stood up with her hands at her sides. I hesitated only a
moment before I reached out and started to unbutton her blouse. Even if I
had been able to speak I wouldn't have said anything. While I had seen some
of her most intimate parts I had not yet seen her breasts or seen her
totally nude. I could tell she knew what I was thinking by the way that she
was smiling at me.
"You'd like to see my breasts wouldn't you?"
I stopped momentarily and nodded. Her blouse was completely unbuttoned and
her bra was now visible as the blouse fell open. The white color stood out
against her tanned stomach and upper chest. I had seen her in a bikini
before but somehow this was different. I could see her nipples through the
sheer fabric holding her breasts. I didn't want to say or do anything that
might make her change her mind. I took hold of the blouse and slipped it
off her shoulders and placed in on the chair near us. I then reached up to
the clasp on the bra located between her breasts. It took a moment for me
to see how it worked and then suddenly her bra opened!
Once again I peeled it over her shoulders and put it on the chair. I
wanted to reach out and touch them, they looked so beautiful. They were
small but to me they looked perfect. They were white where her swimsuit
covered them and her nipples were a smooth brown with the tips jutted out
towards me. I couldn't take my eyes off of them.
"It's too bad you were late, like I said I had planned on you using your
hands today, but since you were late you are going to have to wait. Maybe I
let you use your mouth, we'll see."
With that my hands went to her shorts. I unbuttoned the snap and slid the
zipper down. A pair of pink satin panties with a white lace front came into
view. As I knelt down on one knee to slide her shorts down her legs I heard
the timer go off. As she stepped out of her shorts she reached down to my
mouth and took her panties.
"Here," she said handing them to me. "Go put these next to the sink in the
bathroom. You can wash them later."
She reached down and picked up her shorts, blouse and bra and followed me
out of the room. As I stepped into the bathroom she kept going to her
bedroom. I put the panties on the counter and went into her room. The
taste of her panties was still fresh in my mouth. She was standing there
beside the bed. I couldn't have imagined a more perfect body. Her pale
color of her breasts stood out against her tanned, flat stomach. Her chest
rising and falling with each breath she took. Her panties rested on her
hips with the waistband dipping in the front towards the mound that was
visible under the lace. I stepped towards her and slipped my fingers under
the elastic waistband. The feel of her skin was electrifying, I pulled the
panties down slowly in an attempt to prolong the moment for me. Her pubic
hair came into view and then the crotch of her panties pulled away from
where her legs met. Even though I had viewed this part of her before it was
still like I was seeing it for the first time. The hair looked soft and
comforting as it swirled against her pubic bone and the lips of her pussy.
She looked wet and I could see a spot of dampness on her panties as I pulled
them to her ankles and she stepped out of them.
She stepped aside and motioned to the bed, "you may start with my ass.
That is where you will always start unless I tell you differently,
understood?" I nodded and laid down on my back. She climbed on the bed and
swung her leg over my head while facing my feet. She put her hands on the
bed beside me and moved back to my face. I didn't need any instruction on
this phase. I knew what she liked and I reached up and took hold of her
cheeks spreading them slightly to allow me better access to her tiny
rosebud. As my tongue began swirling around it, teasing and wetting it at
the same time I closed my eyes. I couldn't help it, I enjoyed servicing and
pleasuring her in any way that I could. It was strange but she had made me
feel privileged to be allowed to lick her asshole. She had turned me into
an obedient and skillful toy for her to use as she pleased.
My tongue began working directly on her tight hole as it became slick with
my saliva. I pushed as she moved back against my face. I could feel the
hole open a little but I could never get my tongue very far up past the
tight ring. As I worked harder and harder to please her I would strain my
hips upwards. My cock was hard and I could feel the pre cum dripping onto
my stomach. I wanted her to touch it so bad but I knew if she did I would
probably come instantly. I tried to concentrate on the job that I was doing
with the hope that maybe she would make me come later.
She was never able to come just by my licking her asshole but there was no
question that this was something she enjoyed a lot. She would moan and move
her ass in ways that I could tell that I was doing it properly. She let me
continue licking her for several minutes before I felt her raise up. I
opened my eyes as she was swinging her leg out and over my head. She then
laid on her back with her head on the pillows. As I turned to face her she
slowly spread her legs and raised her knees up to where her feet were flat
on the bed. I noticed her breasts flattening out a little as my eyes found
their way between her legs. I didn't have to be told what was next as I
moved between them.
I cupped her ass in my hands and moved in with my tongue. To say that she
was wet would be an understatement. The musky smell and slightly salty
taste had become something I loved and looked forward to. I started at the
bottom of her pussy and carried my tongue between her lips savoring the
smell and taste until I reached her clit. Her moans and the movements of
her hips were all the encouragement that I needed. I concentrated mostly on
her clit, I would tease it with my tongue and suck it in between my lips.
Her juices and taste gathered in my mouth and I felt a warm glow as I
swallowed. I knew that it would not take long to make her come. Her hips
began moving faster and her breath became shorter. I found her getting
wetter and myself getting more excited myself as she got closer to her goal.
She raised up almost completely off the bed when she finally came. Even
though I kept my mouth on her while she was coming I could see her muscles
strain and flex. Her stomach muscles stood out and her eyes were closed,
the sight was even more incredible than seeing her completely naked for the
first time.
She collapsed back on the bed as I stayed nestled between her legs lightly
licking and kissing her pussy. She was relaxed and was enjoying the glow.
After a moment she reached down and took my head in her hands and raised my
head.
"That was great," she said quietly, "as a reward, you may come up here and
play with my breasts. You may even use your hands."
I moved along side of her and gently cupped one of her breasts, almost like
I was afraid that I might damage them if I handled them too roughly. As I
moved my hand over them the nipple began to harden under my touch. I began
to lightly pinch the nipple as I looked over her entire body. She truly was
a beautiful woman. I leaned down and gently kissed her nipple and drew it
into my mouth feeling the little nub with with both my lips and my tongue.
"Ummm, that feels nice," she mummered.
I continued with my efforts, alternating between the two breasts. Once
again I could see her hips begin to move slightly up and down. Her legs
fell apart as I saw her reach down between them. I held my breath as I saw
her middle finger slip between her lips and then up over clit. She then
brought her finger up to her nipple and rubbed her juices on the hard little
nub. I immediately switched to that nipple with my mouth. Her hand went
back to her muff and once again her middle finger lightly caressed her clit.
Her eyes were closed as she spoke once again,
"Let me have your tongue one more time."
I shifted my position around so that I was facing her feet and traced my
tongue down from her breasts, across her belly to her soft triangle of hair.
I moved through the soft fur to her clit. As I began working her clit
with my tongue I felt her hand reach up between my legs. She was caressing
my cock, then my balls and occasionally running her fingers up the crack of
my ass and teasing my asshole. This time her caresses were different, she
wasn't try to tease me or make me come, it was like she was concentrating on
the pleasure I was giving her with my tongue and she just wanted to feel my
body.
I tried to be gentle with her clit, allowing her to build slowly to her
climax. She was incredibly wet and relaxed as she allowed her legs to fall
open to me. I licked, nibbled and teased her clit at the same time slowing
down if she appeared to be building too fast. Her taste filled my mouth as
I swirled her juices over my tongue and concentrated on pleasing her.
Her hands continued lightly caressing me and making sure that I was staying
hard. She opened her legs further and I could tell she was getting closer.
I glanced up at her and saw that her eyes were closed and her hips were
moving up to meet my tongue. As I sucked her clit between my lips she would
raise her ass off the bed and hold it there for the moment before her clit
slid past my lips. I followed her back down to the bed with my tongue never
losing contact. I moved down further and pushed my tongue inside of her as
far as I could get. There was no turning back for her at this point and she
began to come as I pulled my tongue out of her slit and went back to her
clit. Once again she began almost doing sit ups as she gasped for breath.
As the waves passed I continued to lightly caress her clit with my tongue.
I raised up when I knew she was done.
She was laying there with a smile on her face. She reached down and
grabbed her panties from the floor and gently wiped her juices from around
my mouth and face. I didn't say anything, instead I chose to just look at
her face. She was obviously comfortable with her body and being nude in
front of me. She then reached into the night stand and took out her bottle
of baby oil. I knew what was coming next as she told me to lay down.
As I laid on my back she poured some oil in her hand and massaged it onto
my rigid cock. She then took my hand and placed it on my cock. "Go ahead."
She said. I began stroking myself as I looked at her watching me. She had
her legs folded under her as she knelt there on the bed. I couldn't see her
pussy, just a little bit of her muff, but I could see her breasts moving as
she breathed.
"You were very good today," she said; "you are learning well." She looked
down at my hand moving, "would you like me to play with your ass?" Even
though I was laying there masturbating in front of her, I couldn't help but
be a little embarrassed by the directness of her question. As she was
waiting for my reply she reached out and began rubbing my balls with her
oiled covered hand. "Would you?" She asked again. As I nodded my head I
spread my legs a little and raised my knees to give her better access. Her
hand moved down, past the sensitive spot between my sack and my asshole.
She ran her finger around my hole and teased me by barely pushing her finger
in and then taking it away. Finally she pushed passed the tight ring with
her finger and kept going as far as she could. She would then start to pull
her finger out and push it back in continually moving it around inside of
me. She knew that I would not last long as the pace of my strokes picked
up. As I started to come she pushed her finger as far inside of me as she
could go. I felt my ass clamping down around her invading finger as my cock
started spurting. I thought I would never stop coming but of course I did.
As I laid back, she slowly pulled her finger out. She then reached over and
handed me her panties.
"Here, you can use these to clean up."
She watched as I wiped my come off of me with her panties. When I finished
she told me to go wash them and the other pair in the bathroom sink. As I
was washing them I looked back into the bedroom and could see her relaxing
on bed. She was not making any move to get dressed as I came back with the
panties. She took them from me and put them in hamper.
"Will you please pick out another pair for me?"
I moved to the now familiar drawer and opened it. This time I took a
moment to look at the various ones before I selected a powder blue pair of
bikini panties with small hearts on them. She stood as I knelt before her
and once again helped her get dressed. After she had finished dressing she
told me that I could get dressed. I didn't hurry as I pulled on my clothes,
in a way I knew I was trying to prolong my time with her.
She looked at me, "don't start to fall in love. This isn't about love and
never will be. Do you understand?"
I nodded my head and assured her that there was no problem. She smiled and
then spoke,
"I'm not going to be here next weekend."
I knew this already. Steve had told me that his family was going to the
beach next week. I had been secretly hoping that they would ask me to go
with them. "I know." I replied.
"I think that it is important that you continue with your lessons. Since
I'm not going to be here I have arranged for Toni to meet with you. You are
to be at her house at 10:00 am next Saturday. You will obey her completely,
do you understand?"
I couldn't believe my luck! "Of course, I'll be there on time and there
won't be any problem, I promise."
"Okay, you'll see her next weekend and then I want you to contact me some
time after next weekend and will see about scheduling another session with
you and I. Remember you are to obey her just as you would obey me."
I stepped out the door into the bright sunshine, I paused briefly wondering
how I would be able to wait for next Saturday.
<3rd attachment end>
<4th attachment, "My Best Friend's Mother (4).txt" begin>
CHAPTER 4
I arrived at Toni's house as instructed at 10:00 am. Even though I knew
that Pam was not home I found myself looking over at her house as I walked
to Toni's front door. I was a little apprehensive about meeting with Toni
alone. I did not know what lay in store and I was nervous. I took a deep
breath and rang the doorbell.
She answered with a bright smile on her face. "Come on in."
I stepped inside and looked around. This was the first time that I had
been in her house. It was nicely furnished and the living room was
immaculate. She was wearing a short tight skirt with a tee shirt tied in a
knot above her waist. She was not wearing any nylons and her legs were
tanned; a result of her sunbathing by her pool. She walked over and sat
down in a chair.
"How are you today?" She asked.
"Fine." I replied.
"Pam didn't tell me to do anything specific this week. She said that I
could just do whatever I wanted and that she was sure that you would follow
my instructions. I have been thinking all week about what I should have you
do, but I also thought that maybe I should ask you if there anything
specific that you would like to do today?"
I shook my head. I was still nervous about being there with her. By now I
pretty much knew what to expect with Pam, but with Toni I was unsure. She
had always been pleasant when I had been around her, but I hadn't seen or
talked with her since that one session with Pam.
"Okay, we might as well get started. You understand that the same rules
apply with me as they do with Pam don't you?"
"Yes." I replied.
"You are to obey me and follow my instructions. In the event you do not I
will simply report your disobedience to Pam and let her handle it. I don't
want to get into an argument or hassle. Is that understood?"
I nodded my assent.
She looked at me a moment before speaking. "Take off your clothes." I
could see her smiling as I obeyed her first command without hesitation.
As I began undressing she stood and slowly walked around me. I removed my
t-shirt and then both of my shoes and sox. She was standing in front of me
when I unbuttoned my shorts and began pulling them down. I was down to just
my underwear. She didn't say a thing. She was just looking at me and I
slipped by thumbs in the waistband and pulled them down. I was nervous as I
stood there. My cock was only semi-erect at this point and I was getting
more self conscious with her standing there looking at it. Once again she
walked around me looking me up and down without saying a word. When she got
back to standing in front of me, she stopped.
"I don't think I'll have you wear any panties today. I know that Pam
usually does something like that but I think that I will have you stay just
like this today."
With that she reached out and took my cock in her hand. Her hand was warm
and immediately my cock began to grow. She squeezed it and stroked it a
little. It felt great and I was hoping that she would not stop.
"I am going to continue working with you today on how to satisfy and please
a woman. Someday these things that you are taught will come in handy.
Lets go to my room."
Still holding my cock she led me down the hallway to her room. It was
difficult to walk beside her while she was holding me like that but it was
obvious that she was going to lead me that way. When we got to her room,
she told me to lay on the bed. I did as I was told and laid down with my
cock sticking straight up towards my stomach. On the nightstand she had a
bottle of baby oil which she picked up and poured some into her hand. She
reached out and once again grabbed my cock and began stroking it she spoke.
Her tone was businesslike as she watched my cock stiff and glistening with
oil sliding beneath her grip.
"Pam says that you are still a virgin. Is that true?"
. I nodded my head. Even though I had turned eighteen about four months
ago, I had never gone all the way.
"Some day when you have intercourse you will need to last long enough so
that your partner can have an orgasm. Sometimes men come too soon and their
partner isn't satisfied. I thought we would work on teaching you to last
longer. Now I want you to concentrate on not coming."
All of the time that she was speaking she kept rubbing and stroking my
cock. My hips began to move almost involuntarily as the feel of her hand
stroking me was incredible. I could feel myself getting closer and closer
to coming. As she was doing this she began to climb on the bed beside me to
get a better angle as she continued caressing me. Because of the tight fit,
her skirt began to ride up on her legs. I caught a glimpse of her panties
as she adjusted her position. They looked like they were white but I
couldn't tell anything else about them. I was trying to think about
something other than how good my cock felt but that was becoming
increasingly difficult. She was looking at my cock and watching how close I
was getting. The motion of my hips got faster and faster and I knew that I
was about to come. Somehow she also knew I was about to come as all of a
sudden she stopped rubbing me and pinched the head of my cock. Not enough
that it was painful but enough to stop me from coming. The effect was
immediate. I was no longer on the verge of coming and my cock was now going
down.
She kept pinching the head of my cock as she waited for the moment to pass.
She then let go of me and got off the bed. I was still laying there and
even though I was no longer on the verge of coming I was still charged up.
I was looking at her as she stood beside the bed.
"I can see that I shouldn't have worn this today," she said as she reached
behind her and unzipped her skirt. I didn't say a word and just laid there
and watched as she slipped it over her hips, down her legs and stepped out
of it.
There she was standing there in front of me wearing only her panties and a
tee-shirt. I had been right. They were white cotton with a solid front.
Initially I was disappointed that I couldn't see her pubic hair through them
but as she picked up her skirt and walked over to put it on the dresser I
saw that she was wearing a thong. I couldn't do anything other than stare
at her ass as she walked. The waistband was high on her hips and the sight
of the narrow strip of cloth disappearing into the crack of her ass
immediately made my cock start to grow again.
She turned around and came back over to the bed. She looked at my cock and
saw that it was starting to get hard again and noticed that some pre-cum was
leaking from the tip.
"Looks like we are ready to start again." She said as she poured a little
more oil in her hand and began gently pulling on my cock once again. My
cock responded immediately and began growing hard once again. Part of it
due to her touch and part due to the sight of her kneeling on the bed beside
me wearing the thong. She followed the same pattern as before, as soon as
she thought that I was getting close she would apply pressure to the tip of
my cock and stop me. She would not let go until she was sure that I was not
going to come.
After she did this the second time she stopped to let me rest. She was
kneeling on the bed beside me. "I know that this is a little hard for you,
but it will help you later in life. As Pam said, you need to learn how to
please a woman and this is something that both you and the women you are
with will appreciate. Do you understand?"
"Yes," I replied. I didn't know what else to say. Although I certainly
wanted to come, her hand stroking me felt wonderful and part of me didn't
want that to stop. I didn't know where this session would end but I was
enjoying the fact that she was touching me.
"Good. Let's go again. This time I'll give you a little treat." With
this she swung one leg over my chest facing my feet so that she was
straddling my chest. She reached out and once again began slowly caressing
my cock back up to attention. I didn't really pay attention to that because
I was staring at the sight right before my eyes. Her cheeks were spread and
the strip of cloth was stretched tight. The strip covered her pussy and
barely covered her asshole. It could see wisps of pubic hair sticking out
around the edges and the little hairs that I knew from past experience
surrounded her tight little rosebud.
As she was stroking me, I felt her move back a little. I knew what she
wanted. I raised my head and reached out with my tongue. I began with the
part covering her pussy but from the way she adjusted her position it was
obvious that she wanted me to start with her ass. I moved my tongue up to
the narrow piece of material and began to lick and put pressure on her
asshole through her panties. She responded immediately and slowed down her
massaging of my cock. As she pressed further back against my tongue, I
continued licking her. My tongue began working its way under the elastic
edge of her panties and although I could not see it I could feel her tight
little hole with the tip of my tongue. My saliva began to make her little
hole slick and I began trying to work the tip of my tongue past the tight
little ring with the combination of my saliva and the juice from her pussy.
In no time at all the crotch of her panties were starting to get wet and I
could smell the musky odor of her pussy.
All this time she kept a slow, steady rhythm going on my cock. My hips
would start to move and always, just before I would come, she would stop me.
After a moment she would start up once again. This was all going on while
she was sitting on my face and tongue. She really enjoyed having me probe
her ass with my tongue. Her sweet little hole was slick and I kept working
it with my tongue. This wasn't easy with what she was doing to me. I could
feel my balls aching from getting so close and not being able to come. I
was hoping that she would eventually let me have some relief.
After about ten minutes of me licking her and her bringing me close she
stopped. She got off the bed and pulled off her panties. I didn't even try
to look anywhere but at her muff. It was flattened from the panties but I
could see the swollen lips of her pussy beneath. I could also see her clit
which was pink and slick with her moisture. I knew what was next.
"Now you can work on this part." She said.
She got back on the bed swinging her leg over my head only this time she
was facing the other way. Her knees were on either side of my head and I
was looking up her front. She peeled her tee shirt off and I could see the
bra she was wearing and her flat stomach. Then she moved forward and
lowered her pussy to my face. I didn't hesitate and began by sticking my
tongue as far as I could up her pussy. She was so wet and hot I couldn't
believe it. Her juices coated my tongue and flowed down my throat as I
quickly swallowed. She was immediately swaying and grinding herself against
my face. I switched to her clit and her moaning and grinding movements told
me that it would not take long. My cock was rock hard again but she wasn't
touching it and I knew that I shouldn't be either. I just kept working her
with my tongue. Even though I was still relatively new to the world of
eating pussy, my previous sessions were beginning to provide me with some
skills that she was now enjoying. I was alternating between licking her and
sucking her clit in between my lips.
The juice from her pussy was spreading over my face and chin as I stabbed
at her clit with my tongue. One last lick from the bottom of her slit up
between her lips to her clit brought her over the edge. She had her hands
out in front of her and was leaning against the wall when all of her muscles
went rock hard.
"Oh God!" She breathed. "I can't stop."
She pushed down even harder on my face and all I could do was to hold my
tongue against her clit and try to breathe. Her coming so hard and long
excited me even more. My cock was so hard that it almost hurt. It was all
I could do not to reach down and immediately began jerking myself off till I
came. Eventually she raised up and as she swung her leg over me I stared up
at her pussy. It was slick and wet but the sight was incredible. The lips
of her pussy were slightly parted and the inside was shiny with her juices
and my saliva.
She sat on the bed beside me and took a deep breath.
"I needed that." She said. "You are learning that part of your lessons
well."
She looked down at my cock which was once again rigid and sticking up.
Without saying anything she reached out and took hold of it. She then
gently began massaging it once again. It was slick with oil and her hand
flowed easily up and down. She smiled and looked at it and then turned to
me.
"I think maybe we've worked long enough on your lesson today. I bet you
would like to go ahead and come, wouldn't you?"
I nodded my head while at the same time my hips were moving under the
sensation of her touch. She stopped stoking me momentarily and reached down
and massaged my balls.
"It feels like these are nice and full. I think it's time to let you
come."
With that she grabbed hold of my cock once again and began slowly stoking
me once again. I had thought that she would make me masturbate for her and
I was pleasantly surprised that she was continuing with her hand. She
looked down at my cock and at up at me, "does that feel good?"
I nodded once again and I knew that I was getting close. More than
anything I didn't want her to stop. She knew that I was trying to hold back
and she picked up the speed of her stroke.
"It's alright, "she said looking at me. "Go ahead and come, enjoy it."
That was about all the encouragement that I needed. My hips began to buck
and I could feel the eruption start in my balls and then rip through my
cock. On the first spurt she quit stroking and just held the base of my
cock tightly in her hand. Wave after wave went through my entire body and I
didn't think that I would ever stop coming. My eyes were clenched shut and
I could barely hear her telling me to keep coming. Finally I stopped
spurting and my body fell limp back down on the bed.
I opened my eyes and was embarrassed with the intensity of my orgasm. She
was smiling gently and still holding my cock. I didn't know what I was
supposed to do next so I just laid there. Finally she spoke, "why don't we
go into the bathroom and clean up and then come back here."
I looked down and saw that I was covered in come and so was her hand. I
got up and followed her into the bathroom. Once there she turned on the tub
and felt the water I couldn't help but look at her long legs and ass as she
bent over the tub. Once it got warm, she told me to stand in the tub. I
got in and she took a washcloth and gently washed the cum off me. Her touch
was gentle and soft. I closed my eyes as she bathed me. She let me enjoy
it for a moment and then told me to dry off. I got out of the tub and dried
myself while she watched with a smile.
"Now why don't you go pick out a fresh pair of panties for me."
Even though I didn't know which drawer to look in for her underwear it
didn't take me long to find the right drawer. I opened it and looked
inside. The drawer was full of different styles and colors of panties.
"Pick something sexy and pretty." She said. She had followed me back to
the bedroom.
I looked at a couple of pairs before I decided on thong. It was lime green
and completely sheer in front. As with Pam I knelt down and held them out
for her. As I pulled them up into place, I could see her pubic hair pressed
smooth against the material. I was a little disappointed to know that my
session with her was coming to an end. She put on her skirt and then turned
to me as she slipped her tee-shirt over her head and shoulders.
"I enjoyed doing this today and I hope you did also."
"I did too." I replied. She then walked to the living room and picked up
my clothes. She handed them to me.
"Go ahead and get dressed." She said.
I proceeded to get dressed while she put her skirt back on. I didn't know
what to say so I was quiet while I waited to further instructions. I didn't
know if I was to see her again or when.
"I'll talk to Pam later and see what she has in mind for you. Someone will
let you know."
I nodded and left hoping that there would be another sessions with her in
my future.
<4th attachment end>
<5th attachment, "My Best Friend's Mother (5).txt" begin>
CHAPTER 5
The sessions continued on close to a weekly basis for the next month.
There were certain rules that I was always required to follow. First of all
I would be given the day and time for each session. Secondly I was to
arrive on time and I have showered immediately prior to coming over to her
house. Pam always showered before I arrived and insisted that I do the
same.
Almost all of the sessions were with Pam, although I did have one other
with Toni on a weekend when Pam was not available. That session with Toni
had been much like my other one with her, I would go down on her and ream
her while she worked with my stamina by masturbating me until I got close to
coming and then stopping. I had to admit I liked the sessions with Toni
because in the end she would make me come with her hand. Toni was more into
the pleasure of the session and seemed less concerned about control and I
enjoyed the difference between the two ladies.
I had learned a lot in my sessions with these ladies. I had been taught
how to give them pleasure with my tongue. I had been taught how to bring
them to climax slowly. I would try to prolong the pleasure for them as long
as possible. Both ladies always had me start with their ass and after
bathing and teasing their little hole I would move on to pleasuring their
pussy and clit. I had become and expert at making them come. Pam seemed to
prefer more direct contact and attention to her clit while Toni loved me to
stick my tongue as far as I could get it inside of her when she began to
come. Pam had taught me how to make a woman come with my hand. She had me
watch her touch herself and then I practiced under her instruction. With a
little practice I became accomplished at gently stroking and rubbing her
clit until she could no longer hold back and would come with her thighs
trapping my hand against her crotch. I never got over how hard she would
come when I masturbated with my hand. The image of her face, eyes closed
and almost not breathing was something that always amazed me.
As I mentioned, Pam loved the control. She enjoyed embarrassing and
humiliating me, depending on her mood. Sometimes I would be made to wear
her panties while she chastised me, other times I would be made to put on
thigh high stockings or pantyhose and model for her. One time she had me
strip and get up on her kitchen table on my hands and knees while she
"inspected" my entire body, poking and prodding all the time. I was used to
sniffing and licking her panties while she watched with amusement, I would
follow her commands without hesitation as I truly wanted to please her.
Each session would end with her watching me masturbate.
The end of the summer was here and I was due to leave for college the next
weekend so I suspected when I arrived at Pam's house that this might be my
last session with her. I rang the doorbell and was greeted by her wearing a
new dress. As usual it was a loose fitting summer dress and ended a couple
of inches above her knees.
"Come on in," she said stepping back from the door. I brushed past her and
notice a hint of the perfume that she was wearing. I stopped in the middle
of the room and waited for further instructions.
"Don't you leave for college next week"?
I nodded my head, "next Saturday."
"Well then, it looks like this might be our last session for awhile."
I didn't want them to end but I was going away to college. "I'll be coming
home on some weekends." I replied hopefully. She smiled knowingly and
reached out and touched my cheek. "Well lets wait and see, who knows, maybe
I'll come and visit you at college some weekend."
I felt better, at least there was some hope that this whole thing wouldn't
end entirely.
"Well, there's one more thing that I would like to have you learn before
you go off to college."
"Sure, anything." I replied.
"Good, lets go get in the car."
We drove to a shopping mall a few miles away. As we drove there Pam
explained to me that women loved to have men buy them lingerie and that it
was important that I be able to go into a store and purchase some. I felt a
knot of dread in my stomach but at the same time I was excited. I was just
hoping that we would not run into anyone we knew.
We arrived at the mall and she parked her car. She then handed me twenty
dollars. "Here's some money, I would like you to go into the mall and buy
some new panties for me. I want you to buy some from the Victoria's Secret
store and I want you to buy some at one of the other stores. Buy as many
pairs as you can and I want you to buy something sexy. Who knows, maybe
I'll model them for you."
I took the money and entered the mall and headed first to Victoria's
Secret. Fortunately it was early and none of the stores were crowded. I
entered the store and quickly went about selecting my purchase. I chose a
thong that was on sale for $10.00. It was a deep rich purple and had a lace
front. I was already imagining how her pubic hair would look pressed
against the lace. I was also wondering in the back of my mind whether I
would be wearing these later that day. Although it was a little embarrassing
having the salesgirl ring up my purchase, I survived.
I next went to the department store, conscious of the Victoria's Secret bag
that I had in hand. I found the lingerie section on the second floor and
proceeded to find the display rack of panties. As I was looking a middle
aged lady asked if she could help me. I told her I was buying a present for
my girlfriend and kept looking. She seemed amused by my discomfort and
began asking questions about what style and color my girlfriend liked. As
she did this she would hold up various pairs for me and tell me how much
each pair cost. I found three pairs that were on sale for $9.99 and
selected those. All were string bikini style and were sheer in both the
front and back. One pair was a bright lime green, one pink (her favorite
color) and the other pair was white.
The saleslady folded each pair in tissue paper and put them in a bag for
me. I thanked her for her help and left the store. I found Pam window
shopping and told her that I had completed my shopping. We then left the
mall and headed back to her house.
When we arrived back at her house she told me to strip. I did as
instructed and folded my clothes neatly put them on a nearby chair. My cock
was rising with anticipation as she asked me to show her the panties that I
had bought. As I pulled each pair out I would hold them up for her
inspection and comments. She would make me tell what I found sexy about
each pair before going on to the next one.
She then told me to pick out a pair for her to put on. I selected the
purple thong without hesitation. She then reached up under her skirt and
pulled off the pair of panties that she had been wearing. She smiled and
then proceeded to hang them on my now stiff cock. She then stepped into the
new pair and pulled them up into place. Without saying another word she
slowly raised her dress to her waist so that I could see them on her.
Slowly turning I was captivated by the strip of cloth that disappeared
between the cheeks of her ass. My cock was twitching with anticipation and
I could feel the pre-cum beginning to leak out the tip.
She then pulled the dress off over her head and removed her bra. She took
the panties from my cock and stepped around behind me. She stood very close
behind me and I could feel her breasts brush against my back. She held the
panties up to my face as she whispered in my ear, "would you like to lick my
panties?" I nodded and she turned them inside out and held the crotch to my
mouth. I licked her juices from the cotton panel as she continued
whispering in my ear about how she was going to let me lick her ass and then
make her come with my tongue. My cock just got harder and harder with
anticipation. Her breath felt hot on my neck and ear and I could tell she
was getting turned on watching me lick her panties.
Finally she told me to lay on the floor. I stretched out on my back and
looked up at her as she pulled the new pair of panties down her legs and
stepped out of them. She then straddled me with her feet just under my arms
facing my feet. Then instead of kneeling down she simply squatted over my
face. The cheeks of her ass were spread further and tighter in this
position and I had easy access to her little rosebud. I reached out with my
tongue and went to work without having to be told what to do. I teased and
circled her asshole and tried to push my tongue up inside the tight little
ring. As I was doing this she would tease me by dragging the thong lightly
over my cock. As stupid as it might sound I was really concentrating on
doing the best job I could licking her ass. I knew this was something that
she enjoyed and I was trying not to disappoint her. She let me continue
longer than usual, perhaps because she knew I wouldn't be doing this again
for awhile.
After a few minutes her legs must have tired because she stood up and had
me follow her to her bedroom. My gazed never left her ass as she walked in
front of me. She then laid down on her back and spread her legs. I didn't
need to be told what to do next. The lips of her pussy were slightly parted
as I lowered myself down between her legs. I reached out with my tongue and
drew it the entire length of her wet slit starting at the bottom and ending
with her clit. Once again I licked, sucked and nibbled trying not to
disappoint her. She reached down and held my head as she encouraged my
efforts. It wasn't long before she came and as she did I found myself
closing my eyes as I felt her contractions and swirled her juices around my
mouth savoring the flavor.
After she finished she got up and told me to lay on my back and put my arms
over my head. I began to get nervous as she tied each one to the bedposts.
I knew that she would never hurt me but not being able to move my arms made
me uncomfortable. She told me to relax and reached for the phone. She
spoke softly into the phone asking if someone could come over. I wasn't
surprised to hear the front door open and shut and see Toni enter the
bedroom.
"So this is his last weekend before college?" She asked. Pam nodded and
looked at me, "we're going to give you a treat but first I think you need to
take care of Toni. I'll be back in a couple of minutes." With that she
left the room and Toni stripped out of the jeans she was wearing and
quickly pulled down her panties. She then straddled my face and I once
again started with her tiny little asshole before she directed me to her
pussy. She came once very quickly but I could tell she wanted more as she
stayed on my face. I made her come a second time despite the awkwardness of
having my arms tied to the bedposts.
I still didn't understand why my arms were tied as Pam rejoined us. In her
hand she was carrying black silk scarf. She blindfolded me with the cloth
as she spoke.
"You have learned your lessons well. I believe you now know how to give
pleasure to a woman with your mouth, your tongue and hands. I also believe
you are more respectful of women and the power they hold." I didn't say
anything as I listened to her speak. "There is one other way that you can
give pleasure to a woman," she paused briefly, "and that is with your cock."
I had to remember to breathe as I listened to her, was it really going to
come true? Was I going to get to fuck her? I felt a hand massaging my
balls and my cock as she continued.
"The problem is that Toni and I would like to give you a reward but we want
to make sure that you don't have anything that you can hold over us. I'm
married and even though Toni isn't, it would still be extremely embarrassing
for her if something like that every came out."
"I won't tell anyone." I promised. I couldn't see either of them as I
looked into the blackness of the scarf. "Please, I haven't told anyone
about our sessions so far."
"Our sessions are different." Pam said. "What we are now talking about is
you actually fucking a woman old enough to be your mother. That is the
reason we are tying your arms and blindfolding you. One of us is going to
fuck you, but you won't be able to see who. That way you'll never know
which one of us it was and won't be able to tell anyone. Now I want you to
lay there and enjoy this. I'm going to put headphones over your ears so you
won't be able to hear anything either. Are these conditions acceptable?"
"Yes." I was surprised that my voice was squeaking.
I felt the headphones go over my ears with soft music playing in them. I
then felt the bed move and someone straddle me. A hand grasped my cock as I
felt the weight of one of them began to come down on me. I felt the tip of
my cock brush soft pubic hair and warm wetness as it was guided to the
entrance. There was a brief moment of hesitation before I thrust up to meet
whoever it was lowering themselves down on my rigid cock.
I can't describe the feeling of having my cock inside of a woman for the
first time. It was warm and wet and gave me a strange feeling of security.
I wanted to reach out and touch whoever I was inside of but they had
anticipated that and no doubt that was the reason the had tied my hands. I
tried to figure out which lady it was as she moved up and down and around on
my cock but I couldn't tell. She would lean forward and I could tell she
was grinding her clit against my pelvis. I could feel a hand massaging my
balls and I was pretty sure whoever wasn't fucking me was doing that but I
couldn't tell who it was.
I began to meet her movements with thrusts of my own. I got a little
carried away once and my cock popped out. It was quickly put back in place
and I continued enjoying the warm slippery sensation as I slid in and out of
her. It seemed that she was getting wetter and wetter as we went. Despite
the training by Toni I could only last about three or four minutes before I
felt the come welling up inside my balls. Whoever it was knew I was close
and quickened her efforts. A hand gently cupped and kneaded my balls as I
exploded into her. It seemed like I came forever as I fell back exhausted.
I felt the woman get off of me and I noticed the air felt cool on cock.
The headphones were removed and I could her Pam speaking, "as soon as we're
dressed we'll take off your blindfold. I could hear the rustle of their
clothing as they dressed and I could feel the wetness on my cock. After a
moment I felt hands on my head as Toni removed the blindfold. I blinked as
my eyes adjusted to the light in the room. I glanced down at my cock as Pam
untied my arms, it was laying limp on my stomach but was glistening with
juices of one of these beautiful women.
"You may get dressed now," Pam said as my arms were free.
They watched with a smile as I went into the living and put on my clothes.
"I hope you have a good time at college," Toni said.
"We'll still see you around when you come home," Pam added, "and like I
said, maybe someday we'll come see you at school."
I left the house that day no longer a virgin. As much as I thought about
it I was never sure which lady had took my cherry. I was disappointed the
summer was over but I felt in my heart that the sessions I had come to love
were not over entirely. As I drove away I reached down inside my pants and
felt my cock slick with their juices. I held that finger to my nose
savoring the aroma as I drove home that day.
NOTE- As I stated previously, I appreciate comments and criticisms. If
there is interest I have thought about continuing the story forward to cover
my college years, and the evolution of my being dominated by women with a
mild humiliation theme. Please let me know if there is interest. As
always, I would enjoy receiving stories of a similar theme or nature.
Thank-you
<5th attachment end>
----- ASSM Moderation System Notice------
Notice: This post has been modified from its original
format. The post was sent as an email attachment and
has been converted by ASSTR ASSM moderation software.
----- ASSM Moderation System Notice------
--
Pursuant to the Berne Convention, this work is copyright with all rights
reserved by its author unless explicitly indicated.
+---------------------------------------------------------------------------+
| alt.sex.stories.moderated ----- send stories to: <story-submit@asstr.org> |
| FAQ: <http://assm.asstr.org/faq.html> Moderator: <story-admin@asstr.org> |
+---------------------------------------------------------------------------+
|Archive: <http://assm.asstr.org> Hosted by Alt.Sex.Stories Text Repository |
|<http://www.asstr.org>, an entity supported entirely by donations. |
+---------------------------------------------------------------------------+