Date: Tue, 08 Mar 2011 23:17:18 +0000
From: tom <amias09@fastmail.fm>
Subject: Brief Encounters Chap 70

Brief Encounters - the ever continuing saga... eekkk!

First the mandatory warnings and disclaimers - basically don't read this if
the naughty sexual exploits of young teenage schoolboys do not appeal. The
characters depicted are fictional and not intentionally based upon any one
person... although, if you do suddenly find yourself in the middle of the
story just think how lucky you are!

This is ostensibly a work of fiction, albeit with a few memories from my
own school days plus some of the many invariably unspoken fantasies which I
and my "best friends" would only ever rarely admit or allude to when we
were at that very special, trusting and certainly innocent age.

Today, it's very hard to imagine what it was like without the internet to
immediately help conjure up fantasies based on images, webcams, stories or
chat. Our sex lives were entirely dependant upon a very fervent imagination
and thus being able to create our own fantasies usually based on friends
and what we saw happening beneath the desk or in the changing rooms! I make
no excuses for the fact that underwear features prominently in this story,
because quite frankly it did, it was a very visible and tangible connection
between us and our ever developing fascination with sex! It's important to
remember that other than the very rare sexual extrovert, we never dared
mention the subject because we were just too embarrassed and nobody
understood what was happening to us anyway!

You might call it a story about the age of discovery - usually in bed - or
if you shared a bedroom with a brother, then discovery would be in the
bathroom!

Do note, at the time of writing the story itself is not finished and for
better or worse, it has now turned into a work of some length but I will
regularly post updates and there are more than enough pages written to keep
it going! Nifty require a text file so if the formatting or punctuation go
slightly up the creek you now know why! And, also during the writing for
various reason I have had to change character names, so I hope for
continuity they are now correct!

Finally, I hope you enjoy it and please, please do let me have any comments
or suggestions and for some of you I it might even jog a memory or two,
three if you are lucky... I would be intrigued to learn!

Tom email: amias09@fastmail.fm

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As ever comments and suggestions welcome :=)

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Chapter 70 – Roundhead or Cavalier


Unaware of what was being planned in his honour, Martin had gone to one of
the quieter boys toilets to prepare himself for what was to come after
school. Putting a dollop of the cheap liquid soap from the dispenser onto a
piece of the equally cheap medicated toilet paper he locked himself in the
cleanest of the cubicles. Having been up for most of the day the
magnificent erection hidden in his trousers had been regularly leaving
precum in his briefs which in turn been absorbed by his grey trousers
resulting in a darker patch by the fly. Rather shocked to see how
noticeable it was, but unable to do anything about it he undid the clasp
and zip allowing the trousers to fall to his knees. That in turn released
the pressure on his cock, which immediately formed a tent in the precum
soaked cotton of his Y-fronts. Pulling at the waistband he stretched it
over his cock and underneath his balls and with some difficulty resisted
touching the head which was peeping out from his foreskin and weeping
precum.

However, it wasn't the wetness of his briefs or trousers which immediately
concerned him. Despite all his carnal desires and fantasies he had been
worried at the thought of having Art's boyhood thrust up him, only to be
followed by Nigel's larger member. Knowing his bum desperately needed
loosening up before the fun really started he had remembered to bring to
school what he thought would be the ideal toy to make him relax. Slipping
his hand into the inner blazer pocket he grasped a smooth, cylindrical
piece of wood about two inches long and nearly an inch in diameter. A small
hole bored all the way through it allowed a short length of string to be
attached. Originally part of his childhood skittle set Martin had cleverly
adapted it to become his very own anal toy! Although he had never inserted
it for more than a few minutes at a time he was sure that if he could keep
it in throughout the last lesson until he reached the shed his sphincter
would be more than ready for a major invasion!

Burdened with bag and blazer he found himself somewhat constricted in the
small cubicle, however he managed to bend over to massage the slimy liquid
soap all around his bumhole. If that was exciting in itself, pushing his
index finger in up to the knuckle to lubricate his passage prior to
inserting the toy nearly caused him to ejaculate. After remaining
motionless for a several seconds he continued by generously coating the
wooden cylinder with soap soon and soon had it slipping past his sphincter
and into the warm passage beyond. Although yet again he had to wait for the
mounting feeling of ejaculation to subside before even being able to pull
his briefs and trousers back up. Now he was really was excited. Fresh blobs
of precum were continually forming which mixed with the excess soapy goo
between his legs was beginning to slide down the string in a sort of
reverse capillary action! With the inside of his briefs now very soggy
there was no doubt it was going to be a very, very messy end to the
afternoon.

As the lesson bell died away he left the toilet and started to walk, albeit
awkwardly through the crush of boys in the corridor towards the history
classroom. Throughout the short walk he kept his head down desperately
hoping that his drooling erection and wet trousers hidden behind the bag
were nowhere as visible as they felt. Alarmingly, it wasn't long before the
wooden toy began to make it's presence felt and push firmly on his
prostate. Slowing down as he approached the classroom for fear that he were
going to ejaculate in the corridor every step became a test of his will
power and he was thoroughly beginning to regret ever having had the idea.

"Oi, Mart! Over here, I'm sitting here today."

"Wot?" Martin looked around to see Art grinning and sitting in the back row
at the desk that he normally occupied with Richard.

"Oh no!" he said under his breath, knowing that to sit next to Art would
all but guarantee him cumming his trousers long before the lesson was
over. Slowly he made his way over to the desk to be greeted by Art's
smiling face and a dreadful feeling that Art was mentally undressing him
then and there.

Invariably, Mr Woods the history teacher was late so the room had become
rather noisy and chaotic with many pupils milling about. Nigel who had
dumped his bag on the floor was hovering and about to sit next to Richard
in the adjacent row.

"We swopped just for today." he said looking across at Martin and winked
when he saw the bag clutched in front of him. "Looks like you're up for
it!"

Knowing only too well that the amount of precum in his briefs was now
making them stick to his stomach, Martin blushed and looked at the desk as
he very carefully sat down next to Art before lowering his bag to the
floor.

"You got one as well then? That a trick of the light or are yer trousers a
bit wet?" said Art grinning and openly pushing his own bulge into the
underside of the desk. "I've had this all day thinking about you and your
bum! Hope I can hold on till later, but now yer here d'you know I might cum
in me pants!"

"Same here!" stuttered Martin. Not quite prepared for that graphic
description of Art's desire to use him as a sex object, from blushing he
went to full blown red in the face. Prepared he may not have been, but
flattered he genuinely was.

"Wot you, you'll cum in yer pants as well? Why, it ain't `cause you been
thinking about me is it?" asked Art, equally delighted that Martin had been
thinking of him.

"Sshhhh... fuckin' hell! Yes! But don't tell the whole fucking class!"
hissed Martin frantically looking round to see if anybody had heard.

"Keep yer pants on!" as Art giggled at his own joke he noticed that Martin
squirming about on the chair. "Why you doing that, you got something stuck
in yer bum"

"Yes, I did it for you!" Martin pulled a face.

He certainly hadn't intended admitting to it, but there was no disguising
the fact something was amiss since the hard wooden chair had added
considerably to the pressure on his prostate. Just how he was going to last
out for the entire lesson sat there next to Art he had no idea. To cap it
all, he could feel that inside his trousers all was not well, the string
seemed to be getting tighter and pulling on the wooden toy. Somehow it must
have become entrapped in his underpants when he sat down.

"For me?" Art was genuinely touched. Hesitantly touched Martin's leg. "Wot
is it?"

"If you must know," whispered Martin now red with embarrassment, "it was to
get me ass ready for you!"

"Cor! For me!" Art was speechless.

"Yes."

"And then you ain't shit yerself or nothing like that?" asked Art in his
typically naive way.

"No! Oh fuck, don't you listen! I done it for you." still obviously very
embarrassed Martin finally smiled. Having now decided that wearing cummy
underwear was exciting, he was however adamant that a clean bum was
sacrosanct!

"Oh sorry, didn't mean it like that. So you wot?" Art didn't quite know how
to respond so smiling as only he could he asked. "So... uumm... wot is
it... can I help? Put a finger up maybe?"

"Piss off!"

With Richard occupied sorting out his books, Nigel was watching and doing
his best to listen having guessed that something had already gone wrong. He
watched closely as Martin, who appeared thoroughly embarrassed about
something nervously looked around the room and then whispered again very
quietly into Art's ear.

Under strict instructions to only reply by whisper, Art turned and looked
wide eyed at Martin. "You wot, you've really put some wooden thing up yer
ass to get it stretched ready for me? For me, wot for me? I wasn't sure if
you'd meant it."

Martin looked at the desk and nodded. His shame was complete, he couldn't
look Art in the face. Under the bizarre circumstances the end of the
afternoon was turning out to be as incredibly embarrassing as it was
erotic.

"You little dirty toad!" Art's reply was emphasised by again forcing his
erection into the underside of the desk. This time he almost lifted it off
the floor and in the process squeezed more precum into his already badly
stained black briefs. Then he grabbed hold of Martin's leg again and
squeezed it hard.

Touched by Art's reaction and assuming it to be a very positive reply
Martin swallowed hard then turned again to whisper in Art's ear. "Then you
ain't put off or nothing?"

"No, why? You done that for me? I put things up my ass as well!" Art
grinned and again slipped a hand on Martin's leg under the desk, so what if
he had to lick Nigel's bum! Martin felt himself wilting at the touch. What
was it about Art that gave him such a magnetic personality, certainly not
the copious acne spots!

With such a favourable response Martin decided that under cover of the
noise in the classroom to continue and really say what was on his mind, he
leant over again.

"I know this ain't the time to say it, but I got to.. I been thinking a lot
and... I gotta say it.. I likes boys and I.. I want you.. there!" he looked
at Art. "Oh fuck!"

"You can fuckin' have me anytime!" Art smiled yet again and squeezed the
leg for a third time. "But... you know, you gotta share me with Nige!"

Closing his eyes Martin didn't reply, he was too busy willing himself not
to ejaculate.

Having seen the physical contact between them, the prospect of Art having
to lick his bum didn't help Nigel stem the flow of precum into his
underpants. Quite the opposite! He stared across at Martin as various
scenarios involving the three of them in the shed ran wildly through his
brain. There was certainly something about the diminutive Martin which made
him very, very attractive sexually. Was it the fact he almost looked like a
second year boy? Was it his gentle demeanour? Was it because he had no
brothers of father? What a turn on it would be to have him dressed up in
grey shorts with matching vest and briefs, then be stripped. Could he be
persuaded?

"Quiet! I said quiet, now sit down."

It was the late Mr Woods. Even after years of teaching his punctuality
hadn't really improved unlike his repartee and own brand of discipline,
both honed to perfection and generally accepted as fair by his students. He
considered timetabling the fourth form for last lesson of the day with
history was not the best of ideas as usually the boys had lost all
remaining concentration during the preceding break. Games were in his
opinion the only option for the last of the afternoon lessons.

"Quiet."

Clutching an armful of frayed exercise books he dropped them onto the desk
and turned to survey the class wondering if that afternoon they might
actually get some work done.

"When d'you put it up then?" whispered Art being far more interested in
Martin's predicament than the current topic of the English Civil War.

"In break just now, in the bog by the French room."

"Well wot is it? How you gonna get it out?" asked Art nibbling on the nail
of his favourite anal digit as the subject took hold. "Can I help?"

"It's got a bit string hanging between me legs!" replied Martin
hesitantly. Knowing that now having started telling Art, like it or not he
was going to have to give him every slimy detail!

"Like pulling on a bog chain!" Art stifled a giggle whist Martin looked
very embarrassed yet again.

"Weldon, are you going to bother to join us today or not?"

Art sat bolt upright and saw a finger pointing directly at him.

"Sorry.. sorry Sir.. I was..."

"We know you were, you always are."

That innocent comment brought some hoots of laughter from those that knew
Art better than most.

"Class quiet." Mr Woods looked back at Art. "And we also know it's the end
of the afternoon so please try and stay with us, just this once."

"Yes Sir. I'll try Sir."

Excited at the panoply of disgusting practices that could unfold if
something on piece of string were also shoved up him, Art started to feel a
little frivolous. Even whilst smiling politely back at Mr Woods he managed
to squeeze Martin's once more which immediately started him fidgeting on
his seat again.

"Sykes, is there something wrong with your seat?"

"No.. no Sir." stammered Martin feeling that all eyes were on
him. Particularly Nigel's.

"So, Sykes I'd better ask at this point if you are going to join us today
with your friend Weldon or have you other study plans?"

"Yes.. well... with you of course Sir." muttered Martin desperately
fighting off ejaculation as he felt Art's hand slowly heading up the bulge
and the zip.

"Good. Because judging from the work most of you put in after the last
lesson you can forget all about a GCE. I'm sure that will really please
your parents."

That brought a chorus of groans and a few inaudible comments, but did give
Martin time to forceably push Art's hand away, although no sooner had it
been removed than it was back! The thought of the string hanging from
Martin's his bum had really taken hold and excited Art to the point where
he had almost detached himself from the class. Not that far off ejaculating
himself he was absolutely determined to grope Martin properly and to do it
in class would only add to the excitement!

"So, it's back to Oliver Cromwell and the civil war."

Looking around the class Mr woods turned to the blackboard and started to
wipe it, then picking up some chalk started to write.

"Now, I want you to set out a timeline.. something like this and then we
can.."

"But Sir."

"What is it?" he said in a resigned voice without turning.

"You've got our books Sir." said Harry. "We can't write."

"Oh yes, I'd forgotten and I'm afraid I have. And they certainly prove that
none of you can write!"

That met with more groans as Mr Woods turned around to see might be paying
attention. His gaze again fell on Martin who looked to be slumped well
under the desk, although in fact trying to escape Art's escalating and very
amorous advances.

"Sykes, I thought you were going to stay with us? Now wake up!"

Thinking that Martin was normally quite attentive, it was only then that he
noticed instead of sitting by the docile Richard that Martin was now sat
next to Art. The mystery was explained.

"Sykes." He patted the pile of books. "You can do something useful, come up
here and collect this lot you so you can give them all back."

Martin wasn't sure if he had heard that. He had to move!

"Sykes, did you hear me?"

He had heard it and having never been made anything remotely like an
example of in class before was rather shocked.

Art meanwhile, had all but retreated into his other world. One hand deep in
his trouser pocket to rub the head of his cock, his other hand continuing
to launch forays towards Martin wet trousers beneath the desk. Very worried
at being singled out and still trying to muster his thoughts Martin pulled
himself up in his chair.

"Ah Sykes, so you are with us. Good." said Mr Turner seeing him start to
move and assuming he was going to get up. He returned to address the
class. "Now that we have your books on their way back, I want you all to
follow what I'm putting here on the board."

Fending off Art's wayward groping had turned into a full time job which
meant Martin was still not on his feet by the time Mr Woods looked over
again.

"Sykes! For the last time wake up...  or do I mention the D word?"

This time the voice sounded as though it meant business. Shaken, certainly
stirred and in fear of a detention Martin's instant reaction was to jump to
his feet. That simple action was enough to put sufficient tension on the
string which was still caught somewhere in his trousers and pull it
taut. With the toy pulled hard against his prostate it only took the added
movement of turning to move from the desk to tug it forceably through his
sphincter to rest, warm and slippery in his briefs.

Having been erect all day, having suffered Art's well meaning attention and
now having invigorated his prostate Martin could do nothing to impede the
ejaculation, nevertheless he could try to delay collecting the
books. Typically though, Art had a sixth sense where sex was concerned and
almost at the very moment when Martin had detonated his prostate he felt a
hand pushing between his legs. Art's light touch was all it took, Martin
shuddered but managed to remain standing to stare transfixed towards the
front of the class whilst his cock jerked violently and discharged its hot
sticky load into his briefs.

Nigel had been watching the events like a hawk and by now, like Art also
had one hand strategically positioned inside his pocket. Both he and Art
had always found it an incredible turn on to act as a voyeurs, particularly
to watch other boys playing with themselves through their pockets. Part of
that obsessive fetish with underwear was also to guess who was wearing what
underwear or what could be hidden inside some grey school trousers. The
thrill was in the imagination and deduction, the merest sighting of a
waistband or outline of elastic was all it took to send them in sexual
orbit. Nigel once summed it all up by remarking to Art that seeing a naked
boy with a hard on was one thing, but to see him with a hard on in some cum
stained underpants raised the level of sexual excitement to near orgasmic!

So for the two of them to have Martin standing so close in class and have
an orgasm in his trousers was a truly erotic sight, made all the more
exciting since they both knew what was hidden in the grey school
trousers. Nigel could see the top part of Art's arm rapidly moving and
rightly assumed that Art was masturbating and unable to resist also began
to vigorously rub his cock through his pocket in unison. Art had heightened
his own excitement by allowing his cock to escape from the side of his
briefs so it was now only separated from his hand by the thin and slippery
lining of his pocket.

With Martin seemingly rooted to the spot Art raised the stakes yet again by
pushing his hand further up between Martin's legs aiming to prod and poke
through his trousers to his bumhole, to some extent he succeeded although
not quite as planned. On encountering the wooden toy trapped in Martin's
briefs he tried to push it back up but only managed to wedge it together
with and Martin's briefs and trousers firmly in his crack!

"Sykes are you coming? Don't just stand there, it's you last warning!"
snapped Mr Woods looking once more towards Martin before returning to the
blackboard chalk in hand. "Boys, ignore Sykes! Now, your attention please
and follow this it's going to be part of your homework."

"Yes Sir." Martin moved somewhat jerkily towards the aisle.

It all seemed to have taken an age, but in truth it was all over in less
than a minute. His cock twitching with his underpants full of cum, a piece
of wood rammed up his crack and under threat of a detention, it was an
understatement to say the day had not turned out at all as he had
envisaged! He glanced sideways to see Art, wriggling on the chair with his
bulging trousers pushed hard into the underside of the desk and undoubtedly
in the throes of cumming.

The only good point was that the class's attention had been returned to the
blackboard and Martin, apprehensive of Mr Woods' reaction if he delayed
further walked in a robotic fashion towards the front. Thinking that at
least there was no danger of him cumming as he walked, he still kept his
legs pressed together for fear of the toy falling down a trouser
leg. Pulling his blazer across seemed to disguise his immediate predicament
or at least so he thought.

By the time he reached the front desk there had been some muttering which
he took to mean that other boys had noticed something was wrong. Afraid to
look down to see the actual state that his trousers were in, he rightly
assumed that not only would they be obscenely tenting, but could well have
a wet spot as well. It was a another spot-on guess!

"Sykes, are you are alright?" asked Mr Woods looking at him quizzically as
he reached the desk. Martin wasn't usually like this, normally being one of
his best students. It had to be Weldon's influence.

"Yes Sir." replied Martin well aware that not only was he looking rather
flushed, but that after taking the few steps could definitely feel
something wet slithering down between his legs.

Being so short had one positive advantage, standing close to the edge of
the desk with his blazer buttoned up just about hid the front of his
trousers from view! Quickly gathering up the pile of exercise books to
provide even more cover he placed them in front and shuffling through them
managed to sort out his own along with Art, Richard and Nigel's so that at
least when he returned to his seat he would still have some camouflage!

Holding the books strategically in front he walked rather awkwardly around
the class handing them back and praying that the toy didn't suddenly drop
down a trouser leg! As expected once the trip around the room progressed it
began to provoke some giggles and funny looks although by now he had
convinced himself that the boys probably just thought he was trying to hide
an erection. All seemed to go well, well that was until with only a few
books left to distribute he reached Ian's desk, situated in a single row
adjacent to the wall. Ian, who having experienced Art's irresistible charms
first hand was already excited have guess that Art must be involved. Ian
had noted that Richard changed places with Martin and from that rightly
concluded that Art had an ulterior motive and anticipated that Martin had
probably cum in his trousers.

With Mr Woods occupied and scratching away at the blackboard, Ian looked up
as Martin stopped by the side of his desk and looked through the remaining
books.

"So he made you cum in yer pants then?" Ian whispered. Leaning back the
tent in his own trousers was unmistakable.

Martin didn't need to answer, just knowing he had been caught had already
made him blush. Ian quickly checked that no-one could see and unable to
resist reached out gently pushing Martin's hand and the books to one
side. The darker wet patch which appeared to be encircling an ominous lump
was in stark contrast to the light grey material of his trousers.

"Oh fuck!" Martin said under his breath when he looked down and saw it for
the first time.

"Looks like you already have!" Ian grinned. "Go and sit down before old
Woody spots you, I wanna see this again at the end."

Having correctly presumed that Art had now cum in his trousers, Nigel had
followed Martin's progress around the room like a true voyeur. Stroking his
own cock under the desk had naturally attracted Richard's attention who was
also now rather boldly playing with himself through his pocket as well,
although unaware of Martin's predicament. However, Nigel having caught
sight of Martin's trousers and seen his panicky reaction with Ian had
decided to save him from further embarrassment, even if it meant some
discomfort for himself.

"Sir... I was wondering if..."

"If what?"

Mr Woods looked around and saw a hand in the air. With Nigel's timely
intervention Martin saw the opportunity to escape and retreated red faced
to the safety of his own desk as fast as he could.

"Oh, Blake, you? What?"

"If... well if.. was it better to be.. well, uumm.. to be a roundhead or a
cavalier?"

From those that knew the difference there were some hoots of laughter, but
for those that didn't they looked at each other wondering whatever could be
so funny.

"An interesting thought." replied Mr Woods, having no intention of being
caught out on that old question. "I think that as we have studying this
topic for the last couple of weeks that you really ought to know the
differences yourself by now."

"Uumm... I `spose.." Nigel's mind went blank, he had hoped for a more
expansive answer. Nevertheless, it had given Martin just about enough time
to return to his desk where Art was expectantly waiting and wondering what
to do with his pocket full of hot spunk.

"So since you raise the question," continued Mr Woods, "which would you
have liked to have been?"

"Me?" Nigel slowly sat upright and looked aghast.

In the meantime Richard, who having discovered that he had finally
jettisoned some of his inhibitions thanks to the episode in the toilet
earlier, had been blatantly rubbing himself through his pocket. However,
over excited with his new found freedom he had gone too far, far too
quickly and just ejaculated in his briefs. Being a double first, in
ejaculating both in class and in his underpants his immediate reaction was
to proudly inform Nigel of his achievement and made a grab for his hand
under the desk.

"Yes Blake, you. A roundhead or cavalier? Since you ask the question what
is the fundamental difference?" Mr Woods smiled disarmingly, he had to make
the point that two could play the game.

Despite staring at the blackboard neither Richard nor Nigel were interested
in history! With Nigel managing to look straight Richard grabbed his hand
and pushed it down the front of his trousers into the hot squishy mess that
was his underpants. In the nicest possible way it seemed to be only fair to
repay Nigel in kind after what had happened earlier in the toilet.

"A cavalier.." replied Nigel rather weakly, pressing his legs firmly
together in a vain attempt to stop the ejaculation he knew was about to
start.

"With a big helmet, we all know that!" called out a voice from the other
side of the classroom which brought further stifled laughter.

"That's enough. The jokes over." Mr Woods turned to Nigel. "Blake, you can
let me have the answer in essay form along with your next lot of homework."

"Yes Sir." Nigel, under the circumstances was only too pleased to have got
off so lightly. Richard grinned and pushed the hand further into the spunk
that filled his briefs.

"Right class, now let's crack on, back to the board." said Mr woods turning
back to the class. "Follow this and follow it well, remember it's going to
be part of your homework and also the start of a small project."

With Mr Woods engrossed writing on the blackboard Martin turned to look at
Nigel who was still obviously very embarrassed, catching his eye he winked.


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Chapter 71 to follow