Date: Mon, 20 Apr 2015 14:26:29 +0000
From: Bruce Demosthenes <sourceskid@hotmail.com>
Subject: Can I fuck you? 2

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****

I guess I said after prep because that is the first free time.  During prep
Alec would be in a classroom since he was only in grade 10 (9 and 10 do
their homework in a classroom supervised, the older grades do it in their
rooms).

But after prep I am never free.  There are students who come to my room who
need to use my phone to call home, there are those who come for advice or
help with their homework.

So shortly after 8 there was a line in front of my door of students.

In the middle of the line was Alec.

I had no idea what he was thinking.  Yes I had said he could fuck me after
prep but did he expect to do it with students waiting?  Fucking was not
like borrowing my phone.

I slowly worked my way through the students ahead of Alec.  It was
excruciating, not because I was eagerly waiting to get fucked by Alec
(though part of me really wanted this to happen) but because I had no idea
how this could happen with boys waiting to see me in line after Alec.

Finally, it was Alec's turn as the boy before him, my having helped him
with a difficult math problem, left my room.  Alec entered, closed the door
and came and sat next to my desk.

"Alec, we can't do this now," I said.  "There are students waiting."

The look of disappointment on his young face broke my heart.

"I could suck you off quickly," I offered, even though that was a stupid
idea with students right outside my door waiting.

"I want to fuck you," whined Alec, "you promised!!!".

I forgot how prone to temper tantrums 14 year olds can be.  Alec's whining
might actually be heard outside my door.

"Shhhh, keep your voice down," I said sternly, which immediately made Alec
shut up and sit very quiet and still in his chair.  In spite of what we
were talking about I was still the master and he was the student.

"Sorry sir," he said very sheepishly.

"Look Alec, when I have dealt with all the students and done my rounds, you
can come back," I offered.

"How will I know when that is," he said in a very stressed childish voice.
"And my bedtime is at 10pm."

"Look, I will come to your room as the very last one on my rounds.  After I
leave, wait five minutes and then tell your roommates you have to use the
washroom and then come to my room," I suggested.

Smiling from ear to ear and bouncing with excitement Alec left my room.
His excitement was infectious and I found it difficult to concentrate as I
met with the remaining students in line.

As I made my rounds, I found myself thinking only about Alec and his uncut
cock which I had sucked the day before.  Even when I stuck my head in the
shower and reminded students from the lower grade that it was their bedtime
shortly I could only think of Alec.

Just before 10, which is the bedtime of the grade 9 and 10s, I finished
going door to door with Alec's room and stuck my head in the door and said
"lights out" to him and his roommates.

I then went back to my room.

Five minutes to the second I hear a timid knock on my door.  Opening it
Alec slides in wearing his PJs.

Locking the door I lead him through the living room to my bedroom where no
student has ever been.

Without saying a word he dashes for the bed and jumps on it, making it
impossible to forget that he is just a 14 year old kid and that what we are
about to do is so seriously fucked up.

Kid or not, he was clearly horny, his cock jutting out his PJ bottoms.  He
looked so adorable, his blond short hair, in flannel pyjamas, his small
boyish frame.

Kneeling on my bed with a big grin on his face, Alec began to unbutton his
PJ top.

Following his lead, standing at the foot of the bed I removed my shirts,
then my socks and then began to remove my pants.

Alec had his PJs off and was now kneeling on the bed in just his white
briefs.  When I stepped out of my pants he said the first words since he
arrived "let me" before I could remove my boxers.

I climbed up on the bed and knelt next to him in just my boxers.

Alec reached out with his little hand and played with the hair on my chest
before taking both hands and grabbing the waistband of my boxers and
pushing them down, freeing my hard 5.5" cut cock.

Taking my cock in his hand and said "aside from you being circumsized, you
aren't much bigger than me."

He was right.  He was already at age 14 around 5" and I was just a bit
longer though probably 1/3 thicker than him.

"You will need to take my briefs off sir," Alec said with a big smile "I
cant fuck you with them on" and, as if to make a point about what was going
to be happening he let go of my cock and put his arms around me and
squeezed my ass with both hands.

Alec continued to squeeze both my ass cheeks as I pushed his briefs down,
freeing that gorgeous uncut cock, the head entirely covered in foreskin.

My hand wrapped around it.  I was not as big as mine but it was impressive
for his age.  And I didn't want anything bigger in my ass for my first
time.

What was I thinking?  I was basically naked in my bed with a student
holding his cock and him playing with my ass justifying my letting an
underage boy fuck me on the grounds that I was a virgin and I didn't want
to take too big a cock my first time.

Since it was already lights out and Alec had told his roommates he was just
going to the washroom we really didn't have much time.

I pulled my boxers the rest of the way off and Alec did the same with his
briefs.

I didn't have any lube, having not really planned for this (and not fully
accepted it was going to happen), but I did have baby oil in my nightstand.
Baby oil.  That seemed strangely appropriate.  I was about to have a boy,
closer to being a baby than an adult, put his cock in my ass.

Suddenly my guilt at how inappropriate this was took over and I decided to
put an end to it.

Sensing I was about to back out Alec took the baby oil out of my hand and
pushed me, gently but insisting, down on all fours.

He then proceeded to squeeze oil into my butt cheeks and onto his cock.

I watched him pull the foreskin back and get the head all wet with oil and
then slide in behind me.

I could feel the head press against my hole as Alec put his oily hands on
my hips and gently shoved in.

While only a boy sized 5" it still hurt as it entered me.

As he slid all the way in he gripped my hips tight and began right away to
fuck me.

It hurt like hell, his pounding me hard right from the start, and I thought
about asking him to stop.  Strangely I didn't want to show weakness in
front of this student so I kept my discomfort to myself.

Alec was really going to town on my ass.  The sound of his skin hitting
mine echoed around my room.  I hoped like hell no one was nearby and could
hear.

Suddenly Alec tensed and I knew he was starting to unload in my ass.

He just stayed like that, kneeling behind me with his cock all the way in
my ass, gripping my hips as his cum was deposited 5" up inside me.

Once he was finished cumming, he pulled his cock out of my ass and said
"thank you sir, that was awesome."

I didn't know what to say.

Alec reached for his briefs, put them on, and gathered up his PJs and was
gone with me still on my hands and knees naked on my bed.

I rolled onto my back.

For a first experience that was painful but now that he was not inside of
my anymore I missed his cock and my own cock belied the pleasure I must
have been experiencing along side the pain.

As I stroked my own cock reliving what had just happened I fingered my hole
which was tender and leaking his cum.

I brought my fingers to my mouth and tasted my ass, the oil and his cum and
just as I did I shot a massive load all over myself.

I wondered if Alec would be willing to fuck me again because now that he
had taken my cherry I desperately wanted to have a cock in my ass again.
And not just any cock.  I wanted Alec's uncut cock not just in my ass but
in my mouth.

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