Date: Wed, 24 Jan 2007 13:17:46 -0800 (PST)
From: Chick Grope <gropechick@yahoo.com>
Subject: Penetration

I could feel the tip of his penis caressing my boi-hole. He had lubed me
with some kind of oil - baby oil maybe - so that he slid easily up and
down over my hole. It was SOOOOO sensitive. I was already getting a
stiffy just feeling him against me that way. He was holding his cock in
his hand and moving it back and forth like a paintbrush. Each time the
tip of his velvety cockhead touched my pucker, he seemed to press a
little harder. I had never been fucked before, but I knew I would open
easily for him. I WANTED him inside me. Listening to the other boys, I
had got more and more excited when I realised that it would be MY turn
soon. OK, I wasn't his first. Everyone knew that Mr Hamilton had fucked
his way through generations of schoolboys. We just accepted it. Most
boys, of course, didn't want to do stuff like this, but I sure did. Ever
since that time in the annexe when he had made me bend over a chair, my
pants round my knees, I wanted to know what it would be like. He had gone
about me being naughty, and all the time his hands were all over my butt
and even sliding briefly between my legs to cup my bundle in his warm
hand. God, it felt good! And now, here I was again, bent over, exposed,
feeling the caress of his hard cock pressing ever more insistently
between my cheeks. DO IT, I screamed to myself.
His free hand slipped round to fondle my penis.
"I love it when you get a stiffy, Jack," he whispered hoarsely. "Are you
excited?"
"Yes, sir," I managed to grunt.
"Why are you excited, Jack?" His voice was strained, like he had
difficulty breathing.
"Because you are making me excited, sir," I responded.
"How? Tell me, Jack. How am I making you excited?"
"Rubbing your....cock....against me like that, sir."
"Do you like it? Do you really really like it, Jack?"
"Oh yessss!"
He stopped the up and down movement then, and brought the tip of his
lovely cockhead to rest against my boi-pussy. I was so lubed now, I felt
it push into me, a millimetre or two, no more, but I knew my hole had
yielded to him.
"Does that feel good, Jack?"
"Mmmmm!"
"Would you like me to push further into you, Jack?"
This was it. The other boys had told me it would hurt but the pain was
worth it.
"If you want to, sir."
"No, Jack, if it's if YOU want me to."
I was silent.
"Say it!"
"I want you to, sir," my voice scarcely above a whisper.
"What do you want me to do, Jack? You must TELL me!"
"I want you to put your cock inside me, sir."

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****************

I love fucking young boys. Sorry, but that's how it is. My wife knows my
tastes and doesn't interfere. She even lets me bring boys home sometimes.
My name is Douglas Hamilton and I am the Art Teacher at our local boys'
school. Over the years, I have had so many opportunities, so many boy
lovers, and now, bent over naked before me was my latest little darling,
Jack A.... I can't explain how, but I have an instinct for which boys
will cooperate. Not many, you understand. Maybe one in fifteen or so, but
that is enough to keep me in sex-partners. Best of all, every year brings
me a new batch.
And now, here is this delicious virgin boy, TELLING me that he wants me
to put my cock inside him! Just hearing him say those words has made me
throb to a hardness that you wouldn't believe. I hold my cock lovingly.
Can a man experience anything more wonderful than the feeling of his own
cock, vein-rippled and throbbing in his fist? I am almost trembling in
anticipation of the boy's tight sphincter gripping the shaft of my cock.
I need to penetrate him now. No more timewasting.
"Take a deep breath, dear boy, and hold it till I tell you to breathe
out."
"Why, sir?"
"Just do it!"
The darling boy breathes in deeply and holds his breath.
"Let it out now!" I command.
As he releases his breath, I make my first thrust into him while he is
still relaxed. Immediately, of course, he lets out a yelp of pain and
pushes down as it trying to expel me. But it is too late. I have breached
his defences. The rim of my "helmet" is already past the tight ring of
his sphincter. I am in. He cannot expel me. God, how I LOVE this moment!
"It's all right, Jack dear," I whisper soothingly, "Just relax. I won't
push further into you until you are ready."
I reach round again. The poor child has momentarily lost his erection,
but I know from experience that he will be up and stiff again once I
start to work my magic on him.
"Don't worry, dear boy, it's only for a moment, and then you will be hard
again, even harder than before."
"Yes, sir," he says weakly. How I adore obedient boys!
"Tell me what you are feeling, Jack."
The boy is silent for a moment.
"It's, erm, sorry, sir, it's like I had a big poop inside me and needed
to go."
Goodness, can you imagine, a thirteen-year-old boy still using baby
language?! Poop, indeed.
"That's right, Jack. That's exactly how it feels, but it's all right.
Now, think that instead of trying to push it out, like you would normally
do, you try to SUCK it INSIDE you. Do you think you could do that?"
"I'll try, sir."
"Good boy! That's the spirit. Now, I will hold still, and you try to SUCK
me into you."
Of course he couldn't do it, but it's just a matter of getting the right
psychology. Believe me, I have educated generations of young boys in the
art of taking a cock.
"Now, Jack, take another deep breath and hold it. This time, I am going
to push a little further into you. It feels SOOO good having my cock
inside you, dear boy."
This time, when he exhaled, I thrust quite hard, feeling his tight little
sphincter yield as my cock pushed two-thirds of the way into him.
He yelped in pain again.
"Shhh, it's all right, darling, I will hold completely still now, I
promise."
The boy was impaled on my cock, and I knew that I was very very close to
my goal, that moment when he would feel the velvet head of my glans
caressing his prostate. that moment which makes this the best kind of
lovemaking that any man - or boy - can ever experience. It is true that I
am married - mostly for form's sake - but, tell me, what pleasure is
there in fucking a woman when the world is full of pretty fuckable boys?
And so we held our position, breathing deeply, not moving, the boy held
tightly on my cock, I trying to control my impulse to pump into him.

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*******************

It hurt. The other boys didn't tell me that it would hurt this much. His
cock felt as big as a telegraph pole. I wanted to scream, but I didn't.
The first bit was the worst when I breathed out and he pushed into me. I
thought he had torn me wide open. And then we were still and that made it
better. Then, another thrust into me, deeper and deeper, and I thought I
would faint. And then we were still again. He reached around and started
to caress my penis, you know, like he was jacking me off, only ever so
gently. Well, you know, you only have to touch me there and I have a
raging stiffy in no time. My mother still like to bath me, and it's
cringeworthy. She soaps me there and I get stiff and I go red and she
says it's all right don't worry Jack mommy doesn't mind at all and she
keep soaping me and I try to think of something else so I won't spurt.
Anyway, Mr Hamilton really knows how to caress, because I am stiff again
in no time.
"Mmmm, Jack, I LOVE your sweet penis. I love how you get stiff. What a
clever boy you are! Tell me, have you masturbated, you know, the way I
showed you how to?"
"Yes, sir,"
"Alone or with other boys?"
"Both, sir."
"Mmmm, that's good, Jack. I am very proud of you!"
I couldn't understand why he was talking. He had his cock deep inside me,
he was as hard as a rock and so was I. From what the other boys had told
me, this was the moment to start fucking, whatever that was.
I needn't have worried. My teacher started to work his cock gently back
and forth inside me, each forward thrust taking him deeper into me, until
I knew I had taken him all. I felt proud. I had a man's cock ALL THE WAY
inside me! How many boys of my age could boast of that?!
It felt nice, well, it felt all right, nothing special, just something
huge filling me, but I just loved knowing that my teacher was pleased
with me. More than that, of all the boys in my class, he wanted to fuck
ME. Well me and Pete Howard and John Brewer and John Usher, but still,
four out of twenty-eight made us special.
Shit!!!!!!!!!!!!!!!!!!!!!!!!!!!!! Suddenly, he thrust really hard and I
felt him sink into me right up to the hilt. I let out a yelp. And just as
suddenly, he withdrew till his cock was almost out of me, just his
cockhead still in me. And then back again, until he built up a rhythmic
pumping, back and forth like he was trying to drive his cock deeper and
deeper into me. He was breathing heavily, grunting with the exertion. So
this was fucking. I liked it. I started to lift and push against him,
trying to match my rhythm to his.
"Jack, you are wonderful! Don't stop!"
Just as suddenly, I became aware of an amazing sensation deep inside me.
Every time the head of his cock - that wonderful velvet helmet - sank
deep inside me, it gave me a thrill that I can't explain. It was like he
was caressing me from the inside. My own cock jerked and throbbed and
pulsated, stabbing the air. Thank God Mr Hamilton was still holding it.
"Are you ready to cum, Jack?" he whispered.
I nodded, I couldn't speak.
"Me too, dear boy."
He exploded inside me, just at the moment when I began to spurt sticky
cum from my cock.

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Busy day, dear?" Mrs Hamilton enquired as her husband sank into his
armchair with a deep sigh.
"The usual ups an downs, dear," he grunted.
She shrugged. They had a good life, a good house, and she had a nice
circle of lady friends to satisfy her every need. What did she care if he
buggered little boys?
"Here's a nice cup of tea for you, dear."

Busy day, dear?" Jack's mother enquired as he plonked himself carefully
down on a kitchen chair, aware of how sore his anus was after the fuck
session with his Art Teacher.
"The usual, mum." he grunted.
She shrugged. What did she know about pubescent boys. Bathtime had
confirmed to her that he was now capable of erection and ejaculation -
something she quite enjoyed in a furtive way - but he didn't seem to be
interested in girls yet. Maybe he was one of those boys who preferred
boys. Well, that was all right. Like father, like son, as they say.
"Here's a nice cup of tea for you, dear."

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This story is based on fact, with some dramatisation to make it readable.
Comments to gropechick@yahoo.com