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Subject: {ASSM} Billy Ch1
Date: Sat, 13 Sep 2003 22:10:03 -0400
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Billy

Dear reader

This is a story, though true I am taking it to another level, and letting my
mind color in some details that would never see the light of day otherwise,
meaning it would be short, and maybe boring, would not want that now would
we, so sit back and enjoy my tale, and be sure to let me know if you enjoyed
it.


Each week I would see my lady friend, girlfriend if you will, and each week
we would enjoy each other for long periods of time, you see she is married,
and so am I, so you know how that goes, pure sex, and she loves it as much,
and sometimes more then I do, I love eating pussy, she loves that, but I
also love anal sex, and she is not to keen about that, but she gives it to
me, and that is why we get along so well.

I bet you want to start hearing my story, so here goes.
On one such day when I was leaving Jeans house I saw what I thought was a
little blonde haired girl waiting at the elevator, I walked to the door, and
pressed the button, and when I looked down I saw the sweetest looking little
girl, that I had up to that point ever seen before, but to my surprise on
closer inspection it was not a girl, but a young boy, blonde hair blue eyes,
and need I say it sweet red lips, but I have never really been interested in
boys, and not little girls either, but this boy, don't know what it was,
could have been how sweet he looked, or maybe the sadness that I saw in his
eyes, we got into the elevator, and pressed the lobby, got out, and when I
was going out the door he held it open for me, I said thanks, and he said
you are welcome, I then went down the ramp to the street, he was right there
beside me, walking as fast as I was.
Once we reached the street, I saw him stop, and turn to me he said, are you
going down there, pointing toward the park, I said I was not planning to,
why? He looked up at me, and said the boys all make fun of me when I go to
the park to read, I asked why is that, well he said I read while I am there,
and they tease me, say that I am like a little girl, but why would they say
that, he said well I don't do what they do, and they are all so much bigger
then I am. {I have to descried Billy to you so that you have an idea of
where this is going} He stood about 4'10" and could not have weighed more
then 75 pounds, so he was just right for his age, Wrong, you see he was 12,
and he looked to be about 7, or 8.
I am not as big as they are, the girls my age are taller, so they tease me,
well I said I will go down there with you, and you just tell them I am your
brother, or uncle, and maybe they will stop bothering you {I am 6'1" 180
pounds,} He smiled up at me, took my hand, and we walked down to the park,
sat on a bench, and he took his book out of his pocket, just then 2 boys
came over, and started to talk to Billy, he just sat there, then told them
to leave him alone, that his brother would not like it if they kept teasing,
I turned, and looked at the boys, and said hey don't bother my brother, the
said yeah Ok man we get the point.

I sat there for a little while, then being curious I asked Billy his name,
he told me, then he really started to talk, he told me he would come to the
park every day, and then he would get chased, he would always run, and hide
inside the building, and read his book.

I asked him why he just didn't stay at home, he said I don't like to be in
the house alone, and I do like to get out.
It was then that I asked him how old he was, what grade he was in, and what
he liked to do, he told me he was 12, that he was in 7th grade, and that he
liked to play with dolls, that he enjoyed dressing up, and pretending, I
asked him what he pretended, and he said I can't say it, I asked why, he
said you will laugh, I said no, wont laugh at you promise, he said I can't,
I said well maybe next time I am here, I will be back same time next week,
will you be here, he said sure I will.

I walked to my car, got in and drove off. I didn't think to much about Billy
that week, just sort of put him out of my mind, went about my business as
usual, then the following week paid my visit to Jean, fucked her brains out,
listened to her bitch about her ball less husband, and left.
As soon as the door closed behind me, the stairwell door opened, and there
was Billy, surprised the hell out of me, I can tell you that, and then it
all came back to me, said Hi Billy how are you, was waiting for you he said,
and then looked at me, turned to the door that just closed, smiled, and said
that your girlfriend, said no just a friend, he smiled, said nothing, took
my hand pulled me toward the stairs, and we walked down, went into the
courtyard, sat on a bench, and he sat close to me, said, that he didn't
think I was coming, said I visit my friend every week, were you waiting for
me? He said yes, I like you, you make me feel safe, I looked into his eyes,
and I could see that he was telling me the truth, he was smiling, and
leaning in close, his thigh against my own.
As I said, was never really interested in boys, but this boy was something
else, he was pretty, should I say that, oh well.

He started to talk, and ask me what I did for a living, was I married, did I
have children, a real chatter box, I answered all his questions, then I
remembered from the last time we were together, and I asked, what do you
dress up for, and pretend, believe it or not he blushed, I insisted, he said
can't tell you, you would have to see for yourself, I asked how could I do
that, he then told me he lived in the apartment right down the hall from
Jean, that if I wanted to know that I should knock on his door next week,
and he would show me, I agreed, and told him that I would, he asked what
time, said same as today, about 2 PM he said Ok next week, promise, I said
yep promise.

It just happens that when next week rolled around, Jean had to go away, and
I was not going to see her, but I did remember my promise to visit Billy,
and see what he dressed up like, and what he pretended, so I was there, at 2
on the dot, knocked on the door, waited, and then the door opened, and the
most beautiful girl opened the door, I asked is Billy here, he laughed, I am
Billy, I looked again, and it was him, he was dressed in a short skirt,
white blouse, and seemed to have makeup on, but it was just his coloring,
sweet red lips, and the hair was done in such a way that it appeared to be
like a page boy cut, he took my hand took me into the living room, and I sat
on the sofa, he turned around, and asked do you like, I said sure you look
very cute, very pretty, you look just like a girl, and he did.

He went into the kitchen brought me back a cup of coffee, served me, then
sat down next to me, his skirt rode up, and most of his thigh was exposed, I
looked, and could see his underwear, panties I was to learn, he was very
close to me, and to be honest I was getting hard, very hard, don't know why,
but this kid was having an effect on me, and I liked the feel of him this
close, put my hand down on his leg, and felt him move even closer, if that
was possible.
Billy turned looked up at me, and asked do you really think I am pretty, I
said you are, and if I was a little younger I would be in love, was kidding,
or was I, didn't really know at the time, not what I know now, he looked
down, and said very softly I wish that you were, I love you, I reached down
took his chin in my hand and said what did you say, he almost shouted I love
you, but you are a boy, he said I don't feel like a boy, I feel like a girl,
I want to be a girl, want to have a man love me, want to be his girl, and
want to have him love, and protect me.
I asked do you know what you are saying, do you understand what it means to
be a girl, what boys and girls do when they are in love, and have a
relationship? He said I know, I do want that with a man, I want to be just
like a girl, love a man like I have seen my mother do, have a relationship
with him, and treat him the way a woman treats a man, I asked him if he knew
what men and women do, and he said yes they have sex, they go to bed
together, and the man puts his thing inside of the woman, but you are not a
woman I said, I know but I want to be, I want to have a man inside of me,
but you have a thing too I said, I can do what I have seen my mother do, I
can have a man inside of my butt, just like her, surprised is not a word I
use lightly here, I was shocked, I asked him if he had seen his mother with
her boyfriend, and he said that he had hidden in her closet, and had seen
everything, How she had spread her legs, and taken him in her pussy, and how
she had sucked him to completion, heard him moan with pleasure as she had
swallowed his load, how she had laid on her stomach, and spread her cheeks,
and taken his thing in her ass, that it was what he had seen that gave him
the idea that he too could become that for a man, that he wanted to feel a
thing in his ass, I just didn't know what to say, or what to think, here was
a small boy who had all the answers, and many of which I had never even
thought of, or had any idea that it would be such a turn on, and it was, I
was getting very excited, since I loved anal sex, and the very thought of a
woman holding her cheeks open for my hard cock was exciting, and in my minds
eye a boy so small and delicate as Billy holding his cheeks open for me was
over the edge.

I looked into his eyes, and I saw that what he was saying was the truth, and
nothing but, I also wanted to learn more, and took his hand, and placed it
on my own cock, and asked do you like the feel of my cock, he squeezed and
said yes I do, I think that your cock is big, very big, I could not argue
with that, made me feel great, not that my cock is huge, far from it, 6
inches, a little on the thick side, but respectable, as he held my cock, I
put my hand under his skirt, and touched his cock, it was hard, small
compared to mine, and it was wet at the tip, I felt it through his panties,
my fingers moved the skin up, and down through the cloth, and he moaned,
this was not the first cock I had touched, being a boy growing up in a big
city, my friends and I had our own way of dealing with our raging hormones
when growing up, including oral, as well as mutual masturbation. So I was no
stranger to this, he then said I love you again, please kiss me.

Well you could have knocked me over with a feather, this was not what I had
expected to hear, but it was having it's effect on me, my cock was
throbbing, and I could feel the pre come leaking out, my mind was reeling,
and I didn't know what to do, or say, but when your cock starts to think for
you, well lets just say I went a little crazy, held his chin in my hand,
bent down, and kissed him on his lips, I could feel his warm lips, and the
quiver that was in them, I put my arm around him, and brought him closer,
then licked his lips, and pushed them apart with my tongue, his tongue met
mine, and we licked each others, then his mouth opened, and my tongue
slipped in, and I kissed him harder, with more passion, he put his arms
around my neck, got up, an his knees, and pressed against me, I turned, and
took him in my arms, and kissed him with more passion, if that was possible,
got up, picked him up, and carried him to his bedroom, laid him down, and
stood up, looking down at him I saw only how small and sweet he looked, legs
bent at the knee, skirt around his hips, I could see where his penis was
pushing against his panties, they were panties, not like jockey shorts with
an opening, but I saw the bulge there, not very big, but a penis. I slipped
my hand inside his panties, and touched him and he pushed up to meet me,
slid his hands into the waist band, and pulled his panties down, showing me
his little cock, with small balls, and not a hair in sight, as a matter of
fact not a single hair other then the hair on his head this too was
exciting, I have always been attracted to women who shaved their pussy, and
this was really making me horny, and he was only a 12 year old boy, but
there was no turning back, I was hooked, I wanted to do more, wanted to do
everything that he had suggested, but was still torn by what I saw, and what
I knew would happen if I tried, and what I was going to become, a Pervert,
Here I am an adult man with a pre teen boy in his bed with his panties down
to his knees, and I wanted to strip him, and take his little cock into my
mouth, crazy, I don't know, what do you think dear reader?

As I stood there, so torn between what I wanted to do, and what I knew to be
right, I sat down on the bed next to him, and held my head in my hands, and
thought, he got up, and stood in front of me, and asked what is wrong? I
could not say anything, I put my hands on his shoulders, and looked into his
eyes, and told him that I was thinking, that I felt that he was so sweet,
that I wanted to love him, but my heart was torn, that I was an adult, and
you are just a kid, that it would be wrong for me to do what you want, and
still be a man, still be his friend, if I did what he had suggested it would
be very painful for him, and he would hate me, that if I did this, and
anyone ever found out I would go to jail, that I would be a pervert, and he
would never see me again, he looked at me, tears in his eyes, and then he
said I want you to be my friend, I want you to be the man that protects me,
I know that if we do this it will hurt, that you will not hurt me
intentionally, that you will be gentle with me, you will want me to feel as
good as you do, and never force me to do anything that would cause me harm,
and I would never tell anyone what we do, or what we have done I swear on my
life. It was then that my mind was really going nuts, how could a child know
so much about sex, and what he wanted, what he would do, and how could he
know that I was the man to do it with him, and not make it painful or
humiliating for him, when I asked he just said I can tell, I can see it in
your eyes, you are warm, gentle and sweet, and I want you to be my man.

He bent took my belt apart, I know I should have stopped him, but I had no
free will, he pulled down my zipper, reached in, and took my cock out of my
pants, went down on his knees in front of me, and licked the drops of pre
come from the tip, licked up, and down my shaft, and then opened his mouth
and took the head of my cock into his mouth, it was so warm and wet, his
tongue started to lick underneath, and I put my hands on his head, and held
him there, the feelings welling up inside of me were wonderful, I looked
down he looked up into my eyes, and I could see love there, he licked my
cock harder, and my balls tightened, and I said I am going to come, I feel
it rising, he sucked harder, and then I exploded into his mouth, was almost
like peeing, I have never felt like this before, it was so much better then
I had ever felt before, was this because it was a boy, or that it was so
perverted, I did not know, but I didn't ever want to stop, and I know that
it would, and did, and when he took his mouth from my cock, I pulled him up,
into my arms, and kissed him, my tongue going into his mouth tasting my own
come there, I sucked his tongue, and licked his lips, holding him close I
felt his own cock pressed into my chest, I turned, put him down on the bed,
and engulfed his tiny cock in my mouth, and licked his balls with his cock
at the back of my throat, I pulled off, and started to suck the head of his
cock, and in no time I felt him pulse, and spew his sweet come into my
mouth, spurt after spurt it went across my tongue, I held it there, not
swallowing, and I savored it, it tasted so much like my own, with a
sweetness to add to it's flavor, then I swallowed, got up, looked down to
see tear in his eyes, his arms out stretched, and I went to him, held him
close, and kissed him again.

As I lay there next to him, I held him to my chest, and my mind reeled with
what had happened, and what would happen if this was to continue, as I was
thinking he asked me if I liked what we had done, and my answer was a
resounding yes, I loved it, but I said we can't do this anymore, he looked
at me, and asked why?  All I could think of was that this was fantastic, but
so wrong, how was I going to explain to him that sucking a boys cock, or
having a boy suck mine was wrong, he must have know what I was thinking when
he said this is not wrong it is what I want that counts, and no one will
ever know about us I promise, I said to him let me think about this, and
kissed him again, got up, and he did as well, walked me to the door, pulled
me down kissed me, and said I love you.

As I was leaving the building I saw a woman coming in, she looked like
someone I knew, but I kept going smiled as we passed, and got into my car,
and drove home.

That night as I lay next to my wife, my mind went back to the events of the
day, my eyes closed, and all I could see was this little boy, felt him
sucking my cock, and was hard as a rock, was throbbing, and my wife stirred,
I turned, asked are you awake she said yes, want to fool around she nodded,
and I went down between her legs, and started to suck on her bare pussy, all
the time thinking of Billy, and his sweet cock in my mouth, sucking her clit
like it was a little cock, into my mouth, hearing her moan with her
pleasure, knelt between her legs, and reached for the KY next to the bed,
put some on her anus, and my cock, and proceeded to enter her tight ass, she
knew that I liked this and pulled her legs back, my eyes closed, I felt the
head of my cock pop into her, and thought about Billy, I was not fucking my
wife, it was Billy I was fucking, and the feeling was so good, I felt her
legs go back to her chest, and I leaned down kissed her, and went in to my
balls, felt her tighten her holds around my cock, and felt the come boiling
up my shaft, pushed as deep as I could, and spewed my come deep into her,
collapsed onto her breasts, and moaned, she held me close, and whispered
into my ear you must have been very horny, you came so fast, I said yes I
was, have been thinking about your sweet ass all day long, what a lie, it
was Billy I was thinking about, his ass, and how tight it would be around my
hard cock that had gotten me off, I turned over, and fell asleep, and
dreamed of fucking a young boy, and feeling his ass hole around my cock.

For the entire week, all I could think about was Billy, but even when my
thoughts were so exciting and I wanted to fuck this boy, I would realize
what would happen if I was caught, or what it would be like if I were to
cause him harm, pain, and ripped him open if I was to try, was then that the
adult in me won the fight, and I was determined to cut this off, and not do
it again, how wrong I was.

When I got to Jeans house, I went up, and we were going at it like we had
been deprived for years not just a week, I ate her till she pushed me away,
and complained that she was to sensitive, and it was hurting, then I mounted
her, and thrust deep into her pussy, and shot my load, still not satisfied,
I turned her over, licked her ass hole, and then entered her, to the very
root, felt wonderful, but then it hit me, I was thinking about Billy, and I
came in long spurts, deep into her ass, when I pulled out she turned to me,
and as if reading my thoughts, said who were you thinking about, that was
faster then you have ever come before, she must be great in bed to get you
to come that fast, I looked at her, and denied that I was thinking about
anyone but her, but she was right, I was thinking about the boy who lived
down the hall, and his ass, that I knew now was going to be fucked, and it
was going to be mine, and mine alone.

As I was leaving I went to the stairwell, and there was Billy waiting for
me, he was dressed as a boy shorts, and t shirt, he looked up to me, took my
hand and lead me to his door, opened it, and we went inside, as soon as the
door closed he pulled me down, and kissed me, his tongue going into my
mouth, I picked him up, held him close to me, and kissed him back, long and
hard, I could feel his cock pressing into me, and I was getting hard myself,
not from being horny, I had just fucked my girlfriend, but this boy effected
me like this, and I wanted more of him, I wanted him naked, I carried him to
his room, laid him down, and started to remove his clothing, when I had him
naked, I started to take off my pants, he reached up pushed my hands out of
the way, and said I want to do this, he pulled my pants down, along with my
underwear, and my cock sprang straight out, he took the head into his mouth,
and started to suck me, I pushed him back, and he laid down, I took off the
rest of my clothes, and got into bed beside him, took him into my arms
kissed him, and pulled him on top of me, I could feel his cock pressing into
me, and I wanted to please him, pulled him up, and engulfed his cock into my
mouth, sucking on the head, in no time he was coming into my mouth, moaning,
and crying out how much he loved me, and wanted me, I laid him down next to
me, and held him close, I was feeling him sob against me, and I wanted to
please him more, but how, it was then that it hit me, I could do to him what
I did with women.
I pulled him up, turned him so that he was facing my feet, and brought his
nice round butt to my face, opened his cheeks, and saw his sweet rosebud, so
pink, and clean, I held his cheeks open, and pulled him to my mouth, I
licked around his hole, and then started to stick my tongue into him, it
seemed to have a mind of it's own, and opened to my tongue, I could feel his
hole relax, and my tongue went in, not very far, but I felt it pulse with my
probing, I felt it open and close, I could taste him, it was not an
unpleasant taste, it was erotic, it was different, even different from what
I was used to with women, it seemed sweet, and I wanted more, I wanted to
stick my tongue deep into his ass, and eat him just like a woman, I felt
around and his cock was hard, his breathing was coming in gasps, and I felt
him lean down, grasp my cock, and slide his lips over the head, start to
suck the head, and I pulled back, and I could feel my come rising up and
shooting into his warm loving mouth, he sucked harder, and swallowed every
drop, there was not much there, but it was so good, so much better then it
had been that day, or was it just that it was different, I don't really
know, but I wanted this, I wanted to be his man, I had to have this with
him, had to have him on my cock deep inside of him, but how that was the big
question, and I had to find a way, and soon it was driving me, and I knew
that I would have to get him warmed up, before I could even try, this was
going to require planning, and time.

We laid there for about an hour, talking, and kissing, I was feeling so
good, and so was Billy, I could tell he was happy, I held him close, my hand
resting on his ass, my finger sliding into him, he pushing back till it was
as deep as it could go, he seemed to like it, I pulled my finger out, and
tried 2 fingers, they went in without a problem, I told him that he felt
good on my fingers, but my cock was much bigger, and it was longer, he said
I want you to do that I want you to put your cock inside of me, make love to
me, and enjoy me, I said that I want that too, but we need to plan this, and
take our time it will happen, just have to take our time, and get it right,
don't want to hurt you, want you to enjoy it too.

With all that said I got up, dressed, and as I was leaving after kissing him
for a long time, told him that I would be there the day after tomorrow, and
that I would be there at 10 AM and we could spend the day together, asked if
his mom would be at work, he said she would, then he said something that
really took me by surprise, do you think you could like my Mom? I said I don
't know we have never met, he ran back to his room, and brought back a
picture of her, it was the woman I had seen coming in the week before, now I
knew why she looked like someone I knew she was his mom, and she looked, or
should I say he looked just like her, same features, same sweet smile, lips,
and eye color, the hair was different, longer, but they looked so much
alike.
I asked him why do you ask if I like your mom, well he said she is alone
now, and she misses having a boyfriend, and well if you were her boyfriend,
then we could spend a lot of time together.
The wheels really started to turn then, and also started to work on my cock,
this was to good to be true, here was a boy who was not only trying to get
me to fuck him, but also wanted me to fuck his mother, life doesn't get much
better then this, then it really hit me, how was I going to pull this off, I
am married, have a girlfriend living down the hall, and a boy who loves me,
and now he wants me to meet his mom, and maybe fuck her too, shit this was
getting really crazy, what to do, have to think about this, and told him I
would.

I left there, got into my car drove toward home, and stopped at the over
look, got out and walked, sat down on the wall, and thought, about all that
had happened the past few weeks.
Everything that happened did for a reason, or at least that is what I
thought, but what was I going to do, as I said I loved my wife, our little
girls, and I had the best of all worlds, a married girlfriend who gave me
what I needed, which was another piece of ass to play with, guess that is
just me, never happy with one woman, have to have a little on the side,
keeps me fresh, and wanting more, and now I was getting more then I could
have ever dreamed of, not only a girlfriend, but I could have a boy as well,
let me relive my bi sexual side as well, suck a little cock and maybe if I
played it right his sweet ass, now there was something to really get my
blood boiling, it had been many years since I had fucked a boy, or had one
fuck me, did I happen to mention that I like being fucked too, guess that is
why I like anal sex so much, have even thought of asking my wife to fuck me
with a strap on, but never had the nerve to ask, she does slip her finger up
my ass when she is sucking my cock, that is good, and she rims me too, I
love that, oh well guess you want to know what was going on in my head, and
it was a real disaster, what was I going to do with all the women, and Billy

So after giving all this a lot of thought I decided that the worst that
could happen, is jean would find out, and dump me, that is if she caught me
with Joan, That was her name, Billy had told me that and also that she would
be home the next day, and if I came by he would introduce us, and maybe get
things started.

That night I was still torn on what I was going to do, and fell asleep, with
some very weird dreams, along with some warm thoughts about what would
happen the next time I would be with Billy, and what I planed to do.

I called in sick that morning, and went out, told my wife I was going to the
doctor, got in the car, and sped to my friends house, when I got there Billy
was sitting in the courtyard, and when he saw me ran up to me grabbed my
hand and pulled me along with him to his house, when he opened the door Joan
called out, is that you Billy, yes it is he said, I have someone I want you
to meet, as she came into the room I could see what was the same yet what
was different about her, she was not to tall, around 5'0" slim, not skinny,
but thin, warm smile, and her breast were small, no more then 32 A or B I
could see where Billy got his good looks from, here was a very pretty woman,
with the same hair, and eye color, and my cock was making itself known to me
as I took her hand and introduced myself, as Billy's friend, she looked at
me, and asked, where did you meet I told her about the park, and the boys
that were bothering him, she smiled, and asked would you like some coffee, I
said hey it is close to lunch, would you like to go out for a bite, she
agreed, and we went out to a diner in the area, afterwards I drove her home
with Billy in the back seat, I was looking at Joan's legs, they were nice
and shapely, and so white, and I was turned on looking at her, when we got
into the house, Billy said that he needed to go out, would I wait here for
him, I said sure, when Billy went out the door, Joan asked would you like
that coffee now, I said OK only if you will have one with me, she brought me
the coffee into the living room, we sat down on the sofa, and started to
talk, we talked about a few different things, I told her I was married, she
didn't say anything, when I asked why she was still alone, she said that was
the way she liked it, but then I asked don't you miss having a man in your
life, she said I want a man, but not the marriage part, I just need to have
a man who is pleasing, but not clingy, who will come by every now and then
but nothing serious, she said I hope that you will understand, but I want a
married man who goes home and takes care of his wife, and will not screw up
my life, and will love Billy, I am sure that you noticed that he is not what
you would call all boy, he is very much like me even to the point of being a
girl trapped in a boys body, I said yes I have noticed, but thought that he
was sweet, and needed a friend, if she only knew.
I asked her if she liked me being his friend, she said yes, I just hope that
you will continue to be his friend, and help him out when you can, I said I
want that too, but right now I would really like to kiss you, she backed up,
then she came into my arms, and we kissed, then with more passion, I felt
her come against me, and my hand went to her breasts, I felt her nipple, was
hard, and erect, felt great in my fingers, I held her close, and whispered
into her ear, I want to make love to you, she said no you don't you want to
fuck me, I said yes I want to fuck you, now.
I got up took her by the hand, and lead her to her bedroom, as we got in she
started to unbutton my shirt, I pulled down the zipper of her dress, it
dropped around her ankles, and we fell down on the bed, I pulled her on top
of me, and placed her above my cock, she lowered herself down upon me, and
gasped as it hit bottom, she was tight, very tight, and I was in as deep as
I have ever been inside of a woman, and I still had an inch or 2 outside of
her, as she began to rock back and forth, I could feel her pulling me in
deeper, I saw the look on her face change from pain to pleasure, as she
rocked, and then she began to squeeze, and she was coming, and that set me
off I started to come, and it was so sweet, I wanted more, I pulled her off,
and brought her up, told her put your hands on the wall, and took her pussy
into my mouth, felt my come leaking out of her, and sucked her pussy to
another orgasm, and she moved back and collapsed upon me, after a while she
looked up, and asked did you like that, I said, more important did you like
that she smiled, and shook her head up and down and said I loved it, do you
always clean up after yourself, I said only with women who make love like
you do, who know how to fuck a man. And make him like it, she said then I
hope that you are hungry because I love fucking you, and I want more, she
went down, and took my cock into her mouth, and when I was hard again, I
rolled her onto her back, threw a pillow under her ass, and plunged into her
pussy, her legs on my shoulder, and hit bottom, once we got started the pain
left her face replaced with pleasure, and I started to pump my cock into her
in long strokes, in, and out, and then after about 20 minutes, and 2 or 3
come for her later, I emptied my balls into her hot pussy, and went down
between her legs, and sucked out every drop, after a while we got up, went
into the shower, cleaned up, and dressed went back to the living room, and
sat down close, very close, and talked.
She asked me if I had enjoyed myself I said that I had, but did you enjoy
me, she said that she did, and would I come back, I told her I would and
often, we then talked about how good we were together, she asked if I liked
other things, and I said I sure do she asked what, and I told her I liked
having my cock sucked, she licked her lips, and said I can do that, I asked
how about anal sex, she frowned, and said only if you are gentle, I don't
like pain, I said neither do I that I want you to enjoy it, as much as I do,
and I then asked if she liked to have her ass eaten she broke into a broad
grin and pulled me to her, we kissed, and when it broke said you are reading
my mind I love it, do you like it too, which made me smile, she then said we
are so much alike we have the same interests, then I said I want you to
think of me as your man friend, not boyfriend, as your lover, will that make
you happy, she said that it would, and I hope that you can come back soon,
while Billy is away with his father next week, I told her that I would be
there.

As we were talking Billy came in and looked at me, smiled, and winked, Joan
didn't see the exchange, and we continued to chat, after a while I was about
to leave when Billy said I will walk with you to the car, I was very happy
that he brought it up, I went to the door with Joan by my side, turned
kissed her on the lips, and left, with Billy in tow, as we walked down the
stairs, Billy stopped, stood a few steps above me, and we were face to face,
leaned in, and put his arms around my neck put his lips to mine, opened his
mouth for my tongue to enter, and we kissed, broke the kiss, and he asked
me, are you going to be my Moms new friend, I looked, and asked are you
jealous, he said no, that means we will be together more, and you can do to
me, what you did with her, I said you know it will not be easy on you, I am
so much bigger then you, I don't want to hurt you, he said I know that you
don't but I do want you, I want you to fuck me like a girl, I really do, and
I am prepared for you, I love you, I asked but when can we do this, I can't
take to much time off, he said maybe next week, my mom will be going to a
conference on Tuesday, you can come in the morning, we will have all day to
make love, I told him that I would be there, he told me come at 9 we will be
able to be together until 5 PM, I agreed, and then we went to the car, I got
in, and went home with the best feeling I had in a very long time.

When Tuesday arrived, I was ready, or as ready as I could be considering I
was going to be trying to fuck a 12 year old boy in his hot boy pussy, where
even adult women have had problems taking my cock in their ass, but I was
going to try if it killed me.

I got that right at nine, knocked on the door, it opened, and there stood a
vision, Billy dressed in a night gown, not his, it was his moms, but it
seemed to fit him well, I could see the outline of his body, and I could
feel my cock stirring, I took his hand, and we went toward his room, he
turned and opened his mothers door, as we went in, I saw candles, burning,
and the bed was turned down, and a large pillow was in the middle of the
bed, he turned to me, closed the door, and started to undress me, smiling
all the time, when he pulled my shorts down, my cock sprang out in all it's
glory, six hard thick inches, he wrapped his hand around me, and took me
into his mouth, it felt so good, very natural, I feel wonderful feelings
stirring in my balls, my desire to come was great, but I knew what I wanted,
and this was not what I wanted now, what I wanted was his ass, I wanted to
break his cherry, but I wanted to be gentle, I pushed him back, raised him
up, put his ass on the pillow, and spread his legs, worked my way down
between his legs, licked his cock, took it into my mouth, sucked it a bit,
then worked my way down between his legs, pushed them back to his shoulders,
and exposed his pink rosebud to my gaze, and started to rim him, once I had
him wet I pushed my tongue into him, his hole opened, and clamped down on my
tongue, and I kept pushing more into him, tasting his hole, sucking at it,
feeling it pulse on my tongue, I could not wait any longer, I had to have
him, had to try to get my cock inside of him, so I turned him over, took the
KY that I had brought, and squeezed a large amount into his crack, then slid
my finger into him deep, it went right in as far as it could, I took it out,
and put 2, then 3 fingers in, he grunted, when I put in 3, I asked are you
OK he nodded, I moved my fingers, in and out, then I removed them, and
turned him onto his side, facing away from me, lay down behind him, and took
hold of my cock, and guided it to his hole, I held him close, and started to
press the head of my cock to his hole, it would not enter, I pressed harder,
then all of a sudden it popped in, he pulled away, a cry escaped his lips, I
held him close, and asked are you OK? He said yes breathing heavy, are you
sure I asked he said yes, please go slow, I then moved forward slowly,
stopping ever few seconds, and holding him close, it took me about 10
minutes to get halfway in, and then he began to push back, and all at once
my entire cock was inside of this 12 year old boy, he was tight, like a
vise, yet smooth, I could feel every part of him, and I reached around, and
I felt his little cock throbbing in my hand, I asked again, are you OK he
said he was good, I rolled over on top of him, and it was then that I
realized how small he was compared to me, and how good I felt with my entire
cock inside of him, as deep as I have ever been with any one, male or
female, and how wonderful the feeling was, as I started to draw back and
push forward into him going in, and out drawing more and more until I just
came to the head of my cock, and pushed all the way in, I got up supporting
myself with my arms, looked down and saw how obscene it looked with my fat
adult cock in a 12 year olds ass, but at the same time how beautiful the
feelings were, I was where I should be, and this boy was giving me what I
needed, and I was making him happy, loving him like a girl which is what he
wanted to be, and would always want to be, being his lover, and fulfilling
his desire to be a woman, this would be his first, and certainly not his
last, and anytime he would do this with anyone else he would remember this
time as the very best.
I started to move faster inside of him, and I was so close, I wanted to make
this last forever, but I was over the edge, and I knew that now it was my
time, I was coming, long hard spurts of come shooting deep into his bowels
spurt after spurt of long ribbons of pure seamen, and love for this boy who
had given me his virginity, and I wanted so much to have him feel the
pleasure that he gave me, I with drew, and turned him over took his
throbbing cock into my mouth, and sucked until he came with long spurts of
pure sweetness, that I savored, and swallowed, pulled him close to me,
kissed him deeply, and fell asleep in each others arms.

To be continued if you would like, and the feedback is good. So let me know
if you think this story deserves another chapter.

Thank you

-- 
Pursuant to the Berne Convention, this work is copyright with all rights
reserved by its author unless explicitly indicated.
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