Date: Wed, 27 Jan 2016 00:22:18 +0000
From: Bruce Demosthenes <sourceskid@hotmail.com>
Subject: First rule of sex club 19

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Now that the possibility of fucking Steven on his own without the boys
finding out was off the table, Brian decided to tell Abbey and the others
that his mother and brother were leaving on Friday so 'sex club' could
start Friday night.  As it was a long weekend, to Brian that meant three
days and nights they could have non-stop sex and the more sex they had the
greater chance of his getting to fuck someone or, at least, get his cock in
the new boy's ass if Randy's plan worked out.

After practice on Thursday, Jessy, Clifford, Brian and Abbey hung back on
the field, still in their football gear, and they motioned for Steven to do
likewise.  Then they walked to the far side of the field away from the
school and sat in a circle.  They might raise suspicion about what they
were up to, but at least they would see any teacher or student coming and
not be overheard.

Steven wasn't yet a member of the club and while the two prefects had
intimated to him what they got up to at 'sex club', he was not yet a
confidant.  Nevertheless, he had to be part of the planning, as he was a
boarder and the planning could prove complicated as it was a long weekend
and they had two important games.  Steven had earned some trust by having
shared a mutual blow job (and ass fingering) with Jessy, though that didn't
guarantee he would follow through, so they were taking a risk.  The two
prefects had discussed it and they felt the need to involve him from the
start outweighed the risk.

One of the things that made this weekend complicated was that three of
them, including the new boy Steven, were boarders and the other two day
boys.

Boarders always try to sign out on long weekends.  Day boys are free of
school rules but have parents who are very involved in their lived.

Most boarders wanted to sign out at weekends, especially in the higher
grades, as the school is largely shut down on the weekends and yet there is
still a curfew so you are stuck on the flats with little to do but watch
television and talk to the other 'inmates'.

While most boarders would prefer to sign out, the challenge is usually
boarders and day students don't socialize.  Each group keeps to itself.  So
most boarders don't have lots of friends who are day students; and those
that have one or two, their parents don't want to take responsibility for a
boarder and no one wants to have a house guest every weekend.  This changes
on long weekends; almost everyone finds someone's house to sign out to and
the parents of day students are more willing to take in a boarder on long
weekends because they know the school is largely shut down and the kids
will be lonely during the break.

After explaining to Steven that they were making plans for the weekend for
'sex club', the new boy threw the first wrench into their plans.  Abbey and
Clifford had assumed he would be staying at the school as he didn't have a
lot of friends.  Turns out his parents were coming in from out of town to
watch the semi-final game (something both Clifford and Abbey saw as
pointless as he was on the second sting and wouldn't likely be playing.
Hell, they were the stars of the team and neither of their parents was
going to be there).

So Steven had signed out and would be staying with his parents at their
hotel, though he thought he could get away during the day and maybe part of
the evening, on at least one of the days, depending on how the game went
and what his parent's plans were.

Jessy pointed out that there was no way his parents would let him go out
the night before a game (something the other boys all found silly as he was
just the towel boy).  So his participation would also be limited,
especially if the team won on Saturday and had to play in the finals on
Monday.

Once Jessy raised the issue of not going out the night before the game,
Abbey then began suggesting that perhaps none of them should get together
on Friday night because of the semi-finals game the next day.

Both the semi-finals and finals were scheduled for that weekend.  As most
of the teams come from public high schools the idea of scheduling the
finals on a long weekend was designed for parents to come to all three
games (the two semi-finals on Saturday, the city-east semi-finals in the
morning and city-west in the afternoon, and the finals on Monday between
the two winning trams).  Parents, players and students across the city
could make a weekend of it and see all three games which were played in the
same stadium.

While long weekends are difficult for boarders, theirs was the only private
school in the city so its voice would never triumph over the public
schools.  Plus, the current headmaster rationalized not trying change the
other principals minds, on the basis that even for boarders it might be
helpful in case their parents wanted to come in from out of town (something
Abbey's and Clifford's hadn't thought was worthwhile and yet Steven's had -
even Brian's mother and brother hadn't though it fit to stick around,
though they all knew they were coping with grief at Brian's father's
passing).

Jessy pointed out the obvious, that without him there for at least one
evening, others would have to bottom.  Plus, even if he was there for most
of the weekend, he didn't want to be the only one bottoming (something he
had pointed out before).  This turn in the conversation was troubling to
Steven.  While he had read the rules and had understood all of the boys had
been fucked, and he would be expected to do likewise if he stayed in the
club, it seemed like Jessy, who was his age, was the one being fucked by
the others.  Had he been recruited to be used by the older boys like his
classmate?  He wasn't sure how he felt about that, or if he even wanted to
be fucked (though he had liked Jessy's finger in his ass).

Clifford had been watching the boy, aware that all this was new to him and
that he had not yet tried being fucked.  Sensing the boy pulling away,
Clifford piped up and said "I don't mind being fucked as often as Jessy,
but I don't want to be fucked the night before the game, as I don't want to
be sore."

This gave Steven, who was doubting whether to drop out of this group, a
number of mixed emotions.  Clifford didn't seem to mind getting fucked,
though his mention of being sore the next day was scary.  Was it only
because he was the star receiver, so his speed running was a consideration
and he wanted to minimize risk, or did you get sore everytime?  It looked
painful in pornos though the actors all seemed to be enjoying it and he had
enjoyed Jessy's finger in his ass..

Whatever the mechanics, how frankly his teammates were talking about having
sex excited Steven.  He had been told what went on at 'sex club' but their
talking about it so matter-of-factly made it suddenly real. He looked at
each of his teammates, sitting in their circle wearing their football gear
all sweaty from practice and suddenly he wanted to see them all naked and
fucking and sucking.  If his cock hadn't been restrained by a jock and his
football pants he would had a noticeably boner.

Steven was excited about having sex with these boys, as he admired them on
so many levels not the least of which was they were all physically hot
being star athletes.  Though he still wasn't sure about this idea of being
fucked, Steven decided he could make his mind up at the last minute as to
whether to go and if he decided not to he could make the excuse he couldn't
get away from his parents.

As he was thinking about chickening out, Brian piped up and said he had
been fucked the night before and even the day of a game.  This took all of
them except for Abbey by surprise.  Abbey had figured out just how intimate
Brian and Randy were.  In fact, he had wondered whether or not, when Brian
was bent over in front him as the centre, hiking him the ball, he might
have had cum in his ass (a bizarre fantasy thought that had occurred to him
when he discovered Randy and Brian had been fuck buddies well before 'sex
club' and had begun thinking about what it would be like to fuck his former
friend).

In spite of Brian's assurances that taking it up the ass before a game
wouldn't be a problem, no one wanted to chance it and they were back to
discussing whether or not they should even get together the night before a
game.

Brian didn't like the idea that they wouldn't get together on possibly two
of the three nights.  The long weekend, with his mother and brother away,
was a great opportunity for some serious sex and he desperately wanted to
try to advance Randy's plan.  He looked at Steven sitting on the grass next
to him in his football uniform looking all wide eyed innocent and little
bit scared and Brian knew he wanted to be inside the younger boy even if it
was only with the new kid sitting on his big cock as Randy had planned.

Brian suggested a compromise.  On Friday night they would get together
(whoever could) at his house.  They would just hang out, naked or in
jockstraps of course, playing pool and video games and anyone staying at
his place could go to sleep at a reasonable hour in one of the beds
upstairs so they got a good night rest.  Their game wasn't until the
afternoon.  Those not staying over could leave whenever they had to.  No
one on the team would get fucked except for him, and he told them that he
was willing to let anyone fuck him because he knew it wasn't a problem
before a game (he even claimed he ran faster after being fucked, but this
was a dig at Clifford, who was a faster runner than Brian on any day but
was chicken to be fucked before the game).  Brian also said he was sure
Randy would be willing to get fucked.

Steven didn't know who this Randy person was, but the idea of seeing Brian,
the team centre, getting fucked was appealing.  Clifford had said he would
get fucked on non-game nights too.  And Jessy had made he clear he got
fucked the most.  Would Abbey get fucked at some point on the weekend too?

This turn in the conversation with his teammates expressing a willingness
to get fucked was reassuring to Steven.  He couldn't wait to see it happen
and could feel his cock uncomfortably straining under his gear.

The thought of seeing his teammates fucking and getting fucked made Steven
completely forget the idea of trying to get out of 'sex club'.  Instead
Steven was thinking about how he would get away from his parents.  Steven
asked for Brian's phone number and address and told the other boys he would
find a way to make it for at least part of the weekend.  This seemed to tip
the conversation over the edge and everyone agreed to Brian's plan and
making this a weekend long event which made a happy conclusion to their
meeting (even if Jessy, as club secretary, felt it necessary to point out
Steven wasn't yet a full member and his vote didn't count).

After they changed from practice Brian phoned Randy to fill him in on the
discussion and the weekend challenges and final plans.  For Randy, this
news mean it would require some new strategizing.  He had planned to
suggest Abbey take Brian's cock by sitting on it, as soon as 'sex club'
met, and to say it in front of Abbey's teammates so he couldn't chicken
out.  Then, when Abbey had taken Brian's cock, as he was confident he would
due to peer pressure, it would set the tone for the rest of the weekend and
by the end he at least imagined they would agree to add the rule that
everyone had to take Brian's cock and open the door to his end game and
that was everyone got to fuck everyone else at least one so he could fuck
each of these high school boys.  That couldn't happen now.

Randy reconsidered his plan.  Brian being fucked might work to his
advantage, especially Brian's offer to be the designated bottom on Friday
(something that surprised him as it seemed like a very generous offer given
how much resistance he had put up to not fucking the others).  Brian taking
it up the ass repeatedly might undo some of the damage Brian had done with
his teammates.

As Steven had returned from the field with a hard-on struggling to get free
from his jock and football pants, the boy took his time removing his gear,
willing it to go down.  No boy wants to have a boner in front of his
teammates or schoolmates in the high school locker room.

All the talk of sex on the field, followed by seeing the boys he was going
to have sex with that weekend in the locker room and showers, meant his
hard-on did not go down.  Before long he found himself with no shirts or
socks but still in his football pants from which he had removed the pads
trying to look busy while he waited for people to get dressed and leave.

Struggling against his horniness Steven could help but think of the fact he
was not going to be able to go on Friday night, and might only be able to
get to go to Brian's once or twice for short periods, depending on his
parents.  He would have blue balls (while he wasn't exactly sure what blue
balls were, he thought he was experiencing them already given how hard his
cock was fighting against his wish that it would get soft).

In spite of the risk of having sex at the school, Steven decided he would
try to convince Jessy to give him another blow job.

With most of the boys having left the locker room, Jessy was watching
Steven who was only wearing his football pants and having the same idea.
He too wouldn't be there on Friday, and the rest was also iffy as it was a
long weekend and his parents would undoubtedly want to do something.  He
was equally keen on taking the risk once again with his classmate, though
he knew he was pressing his luck.

Jessy had already showered and dressed, as he had wanted to head home as
soon as the towels were in the washing machine.  Now that he was
considering going into the towel room with Steven if he was willing, he
couldn't exactly strip back out of his school uniform.  But as he
considered this as an option he realized he was content to just blow Steven
without any reciprocity.  Steven hadn't even considered returning the
favour.  As soon as the last of their teammates left, Steven pushed down
his football pants and jock freeing his cock which was so happy to be
allowed to string to full mast.

Jessy started at the boy's boner.  Any doubt he might be interested in sex
with now put to rest.  Steven wrapped a towel around his waist and went in
the direction of Jessy who was now heading to the towel room with pushing
the basket of towels he had picked up while waiting for everyone to leave.

He didn't need to say anything as both boys were on the same page.  After
closing and locking the door, Jessy dropped to his knees on the towel room
floor.  Steven dropped his towel and before it hit the floor his hard cock
was engulfed by the towel boy's mouth.

Right from the start Jessy's finger (which he had wet before he put his
mouth around Steven's cock) slid into his ass.  This time he wasn't taken
by surprise.  He knew what to expect, and he wanted it.

Jessy proceeded to use his finger to fuck the boy's ass, while alternating
between deep-throating his teammate and working the head with his mouth.

At 'sex club' Jessy had discovered he loved being fucked.  It was hands
down his favourite thing to do.  But here he was on his knees in front of
his classmate and he was loving that too, not just because he was servicing
one of his teammates but because he was servicing Steven in particular.

This boy standing above him he had gone through school with and had checked
out frequently when they changed for gym class (when the entire school
changed for sports after school he found himself drawn to other boys, like
Abbey, boys who were stars, but in his own gym class this was the boy he
had long had a crush on).  He loved looking up at him, standing there naked
towering above him, and he loved having his hard cock in his mouth.

Steven was already 'horny as fuck' from the conversation on the field and
possibilities of this weekend.  The combination of Jessy's cocksucking
skills, and being finger fucked, had him unloading into the boy's mouth in
record time (which was just as well as having sex in the school was a very
dangerous gamble).

As Steven began to cum, Jessy alternated between trying to keep the boy's
cum in his mouth (to savour the favour) and swallowing it down (to make
room for more and so none spilled out of his mouth).  Steven tasted
delicious and boy did this boy cum buckets.  He seemed to keep shooting
more and more cum every time Jessy swallowed..

When the last of Steven's cum had been swallowed by Jessy, the towel boy
got up off the floor.  He had a hard-on that was quite noticeable in his
grey flannel trousers.  He didn't have time to do anything about it.  He
had already stayed late.

And it wasn't as if Steven was offering to help him with it.  Steven
himself had stayed late first because he was worried about having a hard-on
in front of his teammates and then to get blown by Jessy.  He hadn't had a
shower and it was getting close to dinner (arriving late to dinner is a big
thing that would result in some form of punishment).

As Jessy was dressed, even though he was sporting a visible erection in his
slacks, he begrudgingly swallowed the last of his friend's cum and then
said "let me go first."

Checking to see that the locker room was still empty, he returned and said
"clear, go quick" before anyone, especially a teacher, came in, was the
unspoken message.

Steven ran naked from the towel room to the shower, grabbed a fresh towel
from the pile Jessy had put out on a bench near the shower, earlier, on the
way.

Jessy watched him run and couldn't help but check out his ass.  His
classmate had an amazing bubble but and he had just had his finger up it.
While he considered himself a bottom, Jessy decided he wanted at some point
to see what it would be like to fuck his classmate.  His hard-on in his
flannels twitched at the thought.

Realizing if he kept thinking like this he risked cumming in his pants (or
at least generating so much pre-cum it would soak through) and that he
couldn't leave until his erection went done as someone might see him in the
school or on the walk home he quickly closed the towel room door and began
tidying up.

Jessy finished by loading the towels into the washing machine, locked up
the towel room (a room he had originally hated when he had been made towel
boy and now loved) and headed home.

As soon as he got home, Jessy ran up the stairs, his erection having not
entirely gone down, stripped off his school uniform and jacked off on his
bed, imagining what it would be like to put his cock into that bubble butt.
He even sniffed his finger as he wanked, something that surprisingly he
found erotic because of his classmate's smell.  He had never given it much
thought, though he had seen it in pornos, but now he found himself
imagining burying his face in between the two firm round globes of his
classmate's ass, and maybe even rimming his hole.

And then there was the cock that had just been in his mouth, the massive
load from which was fresh on his tongue and warming his belly.  Jessy knew
he wanted Steven to fuck him with that cock.  If he liked sucking on it he
would definitely like it up his ass.  He might even get Steven to blow him
again (while he lacked skills he looked so cute with his lips wrapped
around Jessy's cock).

All these thoughts about different sex acts he would like to do, not with
anyone else at 'sex club', but with Steven, had Jessy turned on and at the
brink of a massive orgasm.

As Jessy found himself starting to cum, of all the things he had pictured
doing with Steven while he stroked his own cock he suddenly imagined
kissing his classmate.  From gentle affectionate kisses, as they held each
other to tongue wrestling as they fucked (he didn't care who was fucking
whom just so long as they were kissing) his mind honed in on kissing his
classmate's sensuous lips.  These new thoughts of kissing added to the
massive load of cum he was shooting all over his own chest and stomach at
the thought of things he would like to do with the other boy.

Jessy came so much he considered taking another shower, but there wasn't
time as he had stayed so late at school.  Dinner was probably ready.

Using a t-shirt he had under his bed for this purpose he cleaned up his cum
and went downstairs.  There was so much of it his t-shirt was soaked (and
he could feel he hadn't gotten it all off his skin).

Over dinner, as his parents asked him about practice and how he thought
they would do in the game, his mind kept straying to 'sex club' (didn't
help he reeked of his own cum so was overly prone to thoughts of sex).
From the beginning Jessy couldn't imagine how lucky he was to be part of
this group.  But much as he looked forward to joining in 'sex club' this
weekend, he found himself mostly thinking of Steven, and the fact he would
be there.

Jessy knew he couldn't kiss him in front of the others (and he had no idea
if Steven would be even willing to kiss him).  He wasn't even sure he would
get the opportunity to do anything with Steven or if his classmate wanted
to do anything with him.  Just as he had been so excited to have sex with
the quarterback, Steven probably was looking forward to have sex with stars
of the team and the school.

Jessy still held out hope that at some point during the weekend the two of
them would get the opportunity to have sex one-on-one.  In his wildest
fantasies he wished they would fuck.  He was undeniably developing feelings
for his classmate.

Was it OK to be having feelings?  He had accepted he was gay and he thought
Steven was coming to terms with his own sexuality.  But being gay in a
boarding school would be the kiss of death and would ruin him and
undoubtedly Steven knew it would ruin him as well.  Would these feelings
get him banned from 'sex club' if the other boys knew?  Would it turn
Steven off?

How, even if Steven had any feelings for him, could they develop a
relationship in an all boys boarding school, him a day boy and the other a
boarder?  Boarders had no freedom and no privacy.  That is why he had been
forced to take the chance of doing something in the towel room, even though
all the teachers had master keys, and the teachers who coached regularly
dropped in to drop off or get a towel or to see what state the room was in,
which was a foolish risk given the consequences of getting caught
(ostracization, suspension or even expulsion).

So that only left 'sex club'.  Jessy wasn't even sure he would get to fool
around with Steven in that setting.  The other boys saw Jessy as the
bottom.  He had seen the way Brian had looked at Steven, like fresh meet
and while Clifford seemed pretty protective of him, he knew that these
older boys had recruited him for themselves (a thought that gave him a pang
of jealousy).

Perhaps, Jessy thought to himself, 'I will have to settle for the fact I
have sucked his cock a couple times and he has sucked mine, and resign
myself that this is really the star player's sex club, and take solace in
the fact I am included and get to watched and get fucked occasionally by my
teammates, just probably not Steven.'  Again he felt pangs of jealousy now
coupled with resentment at the older boys.

Unbeknownst to Jessy, Steven had decided he was going to choose Jessy for
the boy who would fuck him.  Jessy had the smallest cock of his teammates.
Plus he had given him his first blow job and Jessy's had been the first
cock he had sucked.  They were both the same age, sort of friends
(definitely classmates) and were both outsiders as neither was on the first
string with the older boys.  Plus he knew Jessy would be gentle.  He had
liked it when Jessy put his finger in his ass the first time and he had
liked it this time when he used his finger to fuck him.  While he had
fucked him with it, he hadn't been rough, so he was confident Jessy would
go slow when he used his cock.

So Steven decided he would, this weekend, find a way to make it to Brian's
house, no matter what his parents said, and let his classmate and teammate
Jessy take his virginity.

As it was a Thursday evening, the boys had to let the flat master know
their plans for weekend.  Steven's parents had already called the flat
master and said they were coming to town and Steven would be staying at
their hotel.  Abbey decided he didn't want to be rushed to make curfew, or
stuck in the school while others were having fun either, so he filled out a
sign-out form to Brian's house and signed Brian's mother's name.  Clifford
didn't consider signing out, as the idea of forging the form just wouldn't
occur to him and nobody had arranged for their parents to sign him out.

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