Date: Tue, 7 Dec 2010 00:35:57 +1300
From: dougc28@gmail.com
Subject: Douggie

My name is Douglas, but my friends call me Doug or Douggie. I live with my
mum. My dad ran out on her when I was still a baby. As soon as I was five
and went to school my mum started working, but we never had much money, and
my mum still hasn't even got a car.

Once I got to be about ten, my mum would sometimes get my grandmother to
come around and look after me while she went out for the evening, usually
on a Saturday. One night when I was about twelve I woke when I heard my mum
get home, and I heard my grandmother leave a few minutes later. I dozed
off, but woke again when I heard voices. One of them was my mother's, but
the other sounded like a man. After a few minutes I got out of bed and went
to my bedroom door. The voices were coming from the lounge. I could hear
grunting and heard my mother moan like she had hurt herself. I crept down
the hall and looked into the lounge. My mother was kneeling on the settee
and there was a man behind her pushing his thing into her. It was big and
red and shining. They were both grunting and my mother moaned again. Her
big tits were hanging down and swinging each time the man pushed his thing
into her. She began moaning more and the man bent over her and reached
under her to grab her tits, and then they both moaned and the man stopped
moving and rested on my mum's back. I crept back down the hall to my
bedroom. My thing was all stiff and tingling. I had woken up a few times in
the morning to find it stiff, but it had never tingled before. I put my
hand in my pyjamas and touched my thing. It felt good to touch it, and I
sort of rubbed it. The tingling feeling grew stronger, and then suddenly I
felt a kind of shock go through me and wet stuff came out of my thing and
wet my pyjamas. I cleaned it up with a hankie and got back into bed. My
thing was still stiff and I was still excited from seeing my mum with the
man, but after a long while of lying in the dark and listening, I went back
to sleep.

I began hanging around some of the older boys at school. They all reckoned
that they had been with girls and fucked them, which I figured was what my
mum and the man were doing. They called their things cocks, and fucking
meant putting your cock in a girl's cunt and moving it in and out until
your cum spurted into them. From then on I used to try to stay awake when
my mum went out, and wait to see if she came home with a man. A few times
in the next couple of years I was awake when she came home with the same
man, and I watched them fucking on the settee in the lounge. They didn't
always do it the same as they had the first time I saw them. Sometimes the
man got between my mum's legs as she lay on her back, and sometimes he lay
down and she got over him and sat on his cock. Another time she stood up
and bent over the arm of the settee while he stood behind her and put his
cock in her that way. On other times I saw her put his cock in her mouth,
and a couple of times I saw him put his face between her legs, and I
guessed he was licking her cunt. I always went to bed and rubbed my stiff
cock after watching them, but I made sure that the wet stuff, which the
boys at school called cum, went in a hankie.

 I knew the man my mum bought home was married, because I once heard my
grandmother arguing with my mum about it, saying that she should be ashamed
of herself and should find another man.

A lot of my friends at school had skateboards, and I used to go to the
skate park after school to watch them. I asked for a skateboard for my
fourteenth birthday, but my mum couldn't afford to buy one. However she
gave me money for my birthday, and so did my grandmother and my aunt and
uncle, and I was able to buy a used board from a friend who had just got a
new one for his birthday. It was a bit knocked around but it meant I could
skate with the others instead of just watching. One of the older boys at
the park was about sixteen; he was red-headed with freckles, and he had a
new board and was always able to buy new trucks or wheels, and he always
had new caps and things. He always had money to spend on snacks and drinks,
and one day I heard him boasting about how he got the money from men. I
used to listen to him and wondered what he meant about getting money from
men. One day I waited back until everyone had left except Stevie, the older
boy with all the money, and I asked him what he meant about getting money
from men. He laughed and said it was easy; he said there were men out there
called pervs who would pay to spend time with boys. He told me that I was
good-looking and could make a lot of money from the pervs. I asked him what
he had to do, and he offered to show me. I agreed and we went down the road
to a public toilet. Stevie pushed me into a cubicle and locked the door
behind us and told me to show him my cock. I pushed my shorts and
underpants down. I was already getting stiff and I got stiffer when Stevie
rubbed it. He asked if had ever sucked a cock, and I told him I hadn't but
I had seen my mother do it. He wanted to know about it, and as I told him
he pushed his jeans down and began to rub his cock. It was much longer than
mine and thicker too, and it was curved like a banana. I had no hair around
my cock, but he had a thin bush of red hair around his cock and on his
balls. He said that I had better suck his cock for practice with the men,
and I got on my knees and he pushed his cock between my lips. It was hot
and smooth, and felt hard but sort of silky and soft at the same time. He
told me to use my tongue and to suck, and he began pushing it in and out of
my mouth.

After a few minutes Stevie began grunting, like my mum and her man friend
did, and he grabbed the side of my head and his cum squirted into my
mouth. Stevie was telling me I had to swallow it, which was a bit yucky as
it was sticky and was sticking to my teeth. When he took his cock out of my
mouth it was red and shiny just like mum's man friend. He pulled his jeans
up and told me that pervs would pay plenty for me to do that to them. I
asked if that was all I had to do, and he said some pervs like to stick
their cocks in boys. I asked what that was like, and he said it was okay
after the first time. He asked if I wanted to earn some money, and when I
said I did he asked when. I told him as soon as possible, as I wanted a new
board. He told me to be at the park the next afternoon after school and he
would see if he could arrange something.

The next day I left school to go to the park feeling excited and nervous
all at once, like butterflies in my stomach. Stevie arrived at the park a
bit later on and asked if I wanted to earn some money that afternoon. I
agreed, and we left the park and skated across town until we came to a
house set back from the road, with a big garden with lots of trees. We
walked up the path and propped our boards in the porch and Stevie knocked
on the door. A man came to the door; he was tall and had a big belly. He
said hello to us and invited us in and we followed him into his lounge. He
asked if we wanted a Coke, and went to the kitchen and came back with two
bottles. I took a drink while he told me that Stevie had told him about me,
and that I wanted to earn some money. I agreed that I did, and he said that
he would pay me well if I was any good. He told me to undress so that he
could have a good look at me, and when I had done it he undid his belt and
his fly and lifted up in his chair and pulled his pants down and kicked
them off, and told me to go over to him. He fondled my cock and balls, and
I could feel myself getting really stiff. He bent forward and sucked my
cock for a couple of minutes, and then told me to suck him.

I got on my knees between his legs. He was only half stiff, and his cock
looked like a big fat white slug lying in the thick hair that covered his
big belly and grew all over his balls and most of his cock. I had somehow
thought that his cock would look like Stevie's, but it didn't. I reached
for it and held it up. It felt hot in my hand. I leant forward and put the
end of it in my mouth and began to suck it, playing with the man's heavy
balls when he told me to. The cock in my mouth tasted strong, and it began
to grow thicker and stiffer and push into my mouth. I had to open my mouth
wider to suck it as it grew bigger. A sort of oily, salty stuff was leaking
from his cock and my mouth was full of spit. The man told me to let my spit
run down his cock, and when it was good and wet he told me to rub him with
one hand. I rubbed him and sucked him and after a few minutes he put his
hand on the back of my head to hold me in place and his cock began to gush
thick, strong tasting cum. I tried to swallow but I thought I was going to
choke and pulled away, and some of the man's cum went on my cheek before it
just pumped out of his cock in little spurts. He seemed disappointed, and
said if I wanted to earn some real money I would have to swallow his
cum. He said if I wanted to earn some real money to come back with Stevie
the next day, and then he picked up his pants and took five dollars from
his wallet and gave it to me.

On the way back into town Stevie told me that I had done okay for a first
time, but if I swallowed I would get more money. He also said that the same
man would pay plenty to stick his cock in me. I wondered what it would feel
like, and if it would hurt the first time, like Stevie said it would. I
couldn't imagine a cock as big as the man had going into me. I had felt my
bottom and it seemed too small for a cock that size. I said so to Stevie,
and he said he had done it with the man, and he said the man would pay more
for my first time.

The next day Stevie was waiting when I went to the skate park, and asked if
I wanted to go back to the man's place. I agreed and we skated there. This
time the man was dressed in a robe when he opened the door, and when he
stepped aside to let us in the robe swung to the side and his stiff cock
poked out. We went through to the lounge and Stevie and I undressed and the
man took off his robe. He sat down and pulled me close to him. I was
already stiff and he sucked me for a few minutes, and then told me to suck
him. His cock seemed even bigger and hotter than it had the day before, and
I had to open my mouth really wide. I got his cock good and wet and then
began to rub it as I sucked it like I had before. The man began grunting
and held my head, telling me to slow down and stop sucking, and just to
play with his balls and lick his cock. He told Stevie to get me ready, and
passed him a little plastic bottle that had been on the floor beside the
man's chair. I felt Stevie's fingers in my bum crack, rubbing something
slippery around my bottom. Then the man told me to start sucking him again,
and Stevie took his fingers away from my bottom and I felt something hard
pushing at my bottom hole. It hurt, but the man was holding my head down on
his cock, and I couldn't pull away. There was a sudden sharp pain in my
bottom that made me jump and I felt something push up into my bottom. It
kind of hurt, but not too much, and I heard Stevie tell the man he was
in. I thought it was Stevie's finger, but when I reached back with one hand
I could feel his cock in me. It wasn't too bad, and when he started moving
in and out it kind of burned, but it was okay.

I kept sucking the man and Stevie kept moving his cock in and out and then
Stevie pushed real hard into me and I felt his cock sort of twitching. He
pulled out and told the man he had finished. I could feel something
trickling down my leg from my bottom. The man let go of my head and got out
of the chair and told me to lean on the chair where he had been sitting. He
got behind me and got me to lift each knee up so that he could put a
cushion under them. I felt him playing with my bottom, pushing a finger up
into me, and then he took his finger away. I felt something hot and blunt
pressing hard against my bottom hole. It seemed impossibly big, and I tried
to pull away but he put a hand under my hips and pulled me back. I knew it
was his cock pressed into my bottom, and I knew it wasn't going to be able
to go into me, but he pushed even harder and I gave a yelp as my bottom
opened up and his big cock pushed into me. It hurt really bad, not like
when Stevie did it, and I was sort of crying and asking him to stop. He
began stroking my back, telling me it would be alright if I relaxed. I took
some deep breaths and tried to relax and the pain in my bottom eased a
bit. Stevie came back into the room. He climbed onto the chair and lowered
himself in front of me, telling me had washed his cock and to suck him. He
was sort of half stiff and he grabbed his cock and waved it at me, and I
opened my mouth and began to suck him. The man behind me stated to move
again, pushing his cock further into me. It began to hurt real bad when he
began to move, but it wasn't as bad as when he first started. Stevie's cock
was getting stiff and I was rubbing it the way the man had told me to rub
his. The man kept pushing his cock into me and it was still hurting real
bad; and then I felt his big belly press against me and guessed he was all
the way in. My bottom felt really stretched and sort of full. He began sort
of jiggling his cock in my bottom and then it began to move in and out a
bit. It still hurt a lot and was sort of burning as it went in and out
and. The man was huffing and puffing and his cock began moving in and out
even more. It was still hurting and I hardly noticed when Stevie spurted in
my mouth but I swallowed it. The man's big belly was banging into my bottom
each time he pushed into me, and suddenly he grabbed my hips and pulled me
back into him and I felt his cock swelling and then something hot filled my
bottom.

The man gave a big sigh and kept holding me tight. I could feel his cock
shrinking inside me and then my bottom sort of pushed it out. The man let
go of me and I slumped onto the chair. My bottom felt wet and cold, and it
was sort of throbbing. The man left the room. Stevie had got out of the
chair after I had sucked him and he came back into the room with a wet
facecloth and a towel for me to clean up with. He said I had done really
good. After I had wiped myself I felt my bottom hole. It felt kind of
pushed out and it hurt when I pressed it. Stevie told me that it would
still hurt a bit that night but that tomorrow it would be fine. The man
came back into the room and gave Stevie ten dollars and me twenty dollars.
It was the most money I had ever had, except for when I bought my old skate
board a few weeks earlier. On the way home Stevie told me that the man knew
other pervs who would pay to have me suck them and let them stick their
cocks in me. I told him that I didn't know if I wanted to do that again,
but he said that the first time was always the worst, and it got better
after that.


That's all for now.