Date: Thu, 1 Aug 2013 23:11:39 -0700 (PDT)
From: danny story <danny.story@yahoo.com>
Subject: My Roommates Underwear 5

Chris loved fucking Danny.  He jerked off thinking about it regularly, in
bed and in the shower, in the restroom between classes, etc.  His dick was
pretty much always hard whether he was fantasizing about the last girl he
saw walking by or he was thinking about Danny's tight ass.  But lately, a
new fantasy had been creeping into Chris's mind.  When he had first started
fucking Danny, Danny didn't seem to like it much at all. But, after the
first few times, Danny had started to get into it more and had moaned and
gotten rock hard while Chris was fucking him.

Chris had tried pretty much everything imaginable with a girl.  And now he
had done quite a few things with a guy, but there was one thing he hadn't
tried yet... and that was getting fucked.  The thought of trying it was
making him get hard more and more often.

The easiest way to try out this new fantasy of his would be just to ask Pat
to fuck him, but somehow that didn't seem right.  And besides, Pat had
never shown much interest in doing anything with Chris when he and Danny
had been together.  And anyway, Pat and Danny had been pretty much MIA over
the last few weeks.  They both had seemed to have been avoiding Chris and
even each other.  So, Chris needed to figure out another alternative.

Fortunately, it didn't take Chris long to put together a plan.  Chris was
currently serving as the pledge master at his fraternity.  As per his usual
personality, he treated the pledges like complete crap whenever he could
and enjoyed doing so a great deal.  And it turns out, that may play to his
advantage.  None of the pledges were that particularly intimidating, with
the exception of Derek.  Derek had come to College to be a tight end on the
football team.  But, his freshman year he had hurt his knee and that was
the end of his football career.  He subsequently pledged the fraternity.
Derek was about 6'4'' and muscular as shit.  Chris was very confident that
he could pretty much beat the crap out of almost every guy he knew, but he
wouldn't ever want to test that theory with Derek. That made Derek the
perfect co-conspirator for Chris' plan.

But, the first part of the plan required Chris to figure out which pledges
to get involved.  And in order for him to decide that, he needed to see
what they were working with.  There were 14 pledges and he knew right off
the bat that three of them would not be participating in what he was
planning because they were not remotely attractive. That left 11 of them he
needed to check out.

Chris started the plan by demanded all 14 come over to his house on a
Friday night he knew that none of his roommates would be around.  He told
them they were coming to a pledge event called "fuck all the other
fraternities."  Once they all arrived, he made sure they all had enough
alcohol to get them relaxed.  Then he told them what the purpose of the
night was.  One by one, they were going to go into his bedroom and jerk off
until they jizzed all over a t-shirt of one of the other fraternities on
campus.  Granted, that did seem a bit odd, but it wasn't like he was asking
them to get naked and jerk off together or see each other's dicks.  So,
after a few more drinks, they started the process and Chris sent the first
pledge into his bedroom to complete the deed.  Once the pledge was
finished, he was to throw the soiled t-shirt into the clothes hamper in his
bedroom and come out and keep drinking with the rest of them.

Waiting for 14 pledges to go up to his bedroom and finish jerking off took
a lot longer than he anticipated, but he wasn't really in much of a hurry.
He was enjoying hanging out, drinking and shooting the shit with the rest
of the guys.  After the last pledge had finished and blown his load over
the last t-shirt, Chris told them all to get the fuck out and go back to
their rooms.  It was at that point, that the fun really began.

What the pledges hadn't realized, is that Chris had put a hidden camera in
his room and had recorded the whole night's activities.  So, once all the
pledges had left, he made himself a strong drink and went upstairs to
review the recording.  Unexpectedly, just watching the tape had been a huge
turn on in itself.  But, the real purpose of doing this was to evaluate
each of the pledges.  In order to finalize his plan, he wanted to see which
pledges were worthy enough of taking part.  And by worthy enough, he meant
he wanted to find out which pledges had dicks big enough to make him
interested in having them fuck him.

Now, just by watching a video of them jerking off, he really couldn't tell
the exact size of any of them, but he could get a pretty good feel of which
ones were too short and which ones were too thin for him to be interested
in.  When he had first thought of this plan, he figured once he got to this
point, he would probably be able to narrow the group down to 3-4 guys.
But, it turned out that his fraternity was much better at picking new
members than he though.  There were three pledges that didn't look to be
that long, but had cocks as thick as beer cans.  Two other pledges looked
to be have average width, but looked to have at least 8+ inches.  Another
pledge looked like he had close to 9 inches and was also pretty damn thick
and then last, as he had planned, was Derek.  Chris wasn't sure that
Derek's cock would match the rest of him, but he was extremely happy that
it did.  When Derek first showed up on the cam and pulled his underwear
down,
 his soft dick hung down to his mid thigh.  As he started jerking it, it
just got bigger and bigger.  He couldn't be sure from the video, but it
looked to be over 10 inches and was the thickest cock of the bunch.  When
Derek exploded onto the t-shirt in the video, Chris exploded all over
himself.  He checked out the video to see which shirt was Derek's and then
went and got it out of the hamper and enjoyed sniffing it for a while.
Long enough to get hard again and cum another time.  He then went to be
thinking about the next part of his plan.

The next morning he called Derek and told him to report to his house.
Derek was physically intimidating, but mentally, he was pretty dull.  He
seemed to just do what he was told.  So, Chris didn't think he would run
into a big problem with recruiting him to help him out with his plan.  Once
Derek got there, Chris fed him a few stiff drinks, which he drank down
without much of a problem.  Once he got the nerve up, he started asking him
some questions.

"Derek, as you know, we have a reputation to uphold in the fraternity.  We
need to make sure that all our pledges can fuck the girls good and long."

Derek just grunted his response, "Sure."

"How do you think we can make sure we got the right pledges?"  Chris asked.

"Don't know, pick out a slut to fuck them all?"  Derek responded.

"Well, you'd think we could do that, but unfortunately, the types of girls
we like to hang out with aren't the type who would fuck an entire pledge
class."  Chris said.

"Hanging out with the wrong bitches then."  Derek mumbled.

"Derek, don't get fucking smart with me."  Chris ordered.  "Now look, it's
my job as the pledge master to make sure we have the right pledges.  And I
need your help."

Chris went on to explain his plan.  Derek listened and didn't seem
surprised or grossed out, or even very interested in it at all.  After
Chris was done explaining what he wanted, Derek simply said "OK" and left
it at that.

Chris let Derek go back to his dorm room and told him he would call him
back later that night.  At about 10pm, Chris called Derek and the other six
pledges he had decided he was interested in and ordered them to report back
to his house.  He didn't give them a theme for the night, just told them to
get their asses over there.

Once they arrived, he again started feeding them alcohol.  The night
started out as being pretty laid back.  But, then Chris brought out two
bottles of tequila.  All during the night, Chris had also been drinking
heavily to get prepared for what was about to happen.  Once the tequila
come out, Chris started peppering the pledges with trivia questions.
Questions about the school, questions about the fraternity and questions
about the fraternity brothers.  All the questions were ridiculously
difficult and Chris didn't expect any of the pledges to be able to answer
any of them.  But, he played it off like they should all know the answers
to each and every question.

Every time a pledge got a question wrong, he made them take a shot of
tequila.  He also berated them for being stupid and a horrible pledge and
swore that none of them would every make it as a brother in his fraternity.
After about 45 minutes of this, and Chris making sure that each of the
pledges had taken several shots of tequila, he turned to Derek and put his
hand on his shoulder, which was the cue they had discussed, and asked him
another impossible question to answer.  When Derek, as expected, responded
with the wrong answer, Chris again started yelling at him for being a piece
of shit.  But, this time, Derek didn't just take the abuse and the shot of
tequila.

Instead, suddenly Derek showed some emotion and stood tall to tower over
Chris and yelled, "Fuck this shit and fuck you, you piece of shit!  I'm not
taking it any more!"  At that, Derek shoved Chris half way across the room
and face down onto the couch.  Chris stumbled more than he meant to and
almost face planted onto the coffee table.  But, he ended up on the couch.
Derek quickly lumbered over and moved Chris so his whole body was on the
couch face down with him on top of him holding his head down.  He then
started looking around at the other pledges.

"Aren't you guys fucking tired of this piece of shit?"

None of the pledges said anything.  None of them even moved.  They all
looked terrified.

"Come on you pussies!  This jackass has been treating us like shit from day
one.  None of the other brothers treat us like this.  He just gets off on
being an ass.  He wants to humiliate us and make us feel like crap.  And
I'm fucking tired of it and you should be too!"

The other pledges started looking around at each other and a few started
nodding in approval.

"Well, I think it's time we show him that we are men and not just a bunch
of bitch as pledges!"

At that, Derek grabbed Chris's pants and forcibly yanked them down so he
was there in just his white tightie whities.

"Damn, this punk as bitch even wears little boy underwear!"  Derek yelled
at the other pledges.  He then grabbed Chris' underwear right in the middle
of his ass crack and torn them open exposing Chris's hairy ass.

"Now, we're going teach this fucker a lessen he won't forget.  Who is going
first?"

The other pledges looked completed confused and a bit afraid.  But, Derek
wasn't about to quit now.  So, he went to the nearest pledge and stood
right in front of him.

"Dave, Chris has treated you like a little bitch for months.  It's time to
return the favor."  As he said this, Derek grabbed Dave's jeans and
unbuttoned them and then pulled them down.  Dave looked shocked to be
standing there in his white boxers.  Derek didn't care.  He then pulled
Dave's boxers down exposing his cock.

Derek then grabbed Dave's cock.  "Dave, take this little pecker and show
him that you're a fucking man".  Derek then shoved Dave so that he fell on
top of Chris.  It was Chris' naked hairy ass right against Dave's semi-hard
cock.

Dave started to push himself up and get off of Chris, but Derek stopped
that by ordering him to stay where he was.  Derek realized he was going to
have to start this off properly.  So, he went around to Chris' face, pulled
out his cock and ordered Chris to open up and start sucking him.

The other pledges were all in shock.  It wasn't clear if they were in shock
over what was happening or at the size of Derek's cock.  But, Chris did
what Derek told him and start attempting to suck on his huge cock.  Chris
kept chocking and gagging on it but Derek didn't care.  He went a little
slow at first, but then just grabbed hold of Chris face and started
pounding his mouth with his cock.  Chris was gagging and crying, but Derek
didn't stop.

Dave was still laying on top of Chris and hadn't started doing anything
yet.  After a few minutes of getting lost in having Chris' mouth on his
cock, Derek looked back up and ordered Dave to join in.

This time, it didn't take much to convince Dave to participate.  Dave
pushed himself up from Chris and exposed his rock hard dick, which was
slender, but about 8 inches.  This time, he didn't look around or pay any
attention to the other pledges.  Instead, he grabbed his cock, and directed
it right into Chris' tight asshole.

Chris was already having a hard enough time dealing with the uncomfort of
having Derek's massive member assaulting his mouth. He had realized that
doing this was probably going to hurt, at least at first, but he was
willing to deal with that.  He was drunk enough that it was going to dull
some of the pain, but when Dave shoved his long cock into his ass, he was
immediately rethinking this entire plan.  But, Derek didn't give his mind
much time to focus on the pain in his ass because he kept fucking his mouth
so hard.  Chris couldn't figure out which to focus on.

Once Dave's dick got all the way in his ass, he didn't take long to follow
Derek's lead and start going hard and fast.  No mercy for Chris.  Dave had
never had his cock in such a tight and warm hole before and he was enjoying
it a great deal.  This wasn't making love to his girlfriend, this was pure,
animal fucking and all he could think of was taking that hole as hard as he
could.

Neither Dave nor Derek were remotely interested at that moment in the other
pledges and Chris wouldn't even begin to think about looking to see what
they were doing as all his holes were being raped.  But, they were all
enjoying the show.  All but one of them had already pulled their pants down
and where jerking their cocks.  Two of them were helping each other out by
jerking each other off.

After a few more minutes of enjoying Chris' mouth, Derek remembered what he
was supposed to be doing and he started looking around the room.  He smiled
by what he saw.  All the guys were certainly having a good time.  But one
of them, still looked nervous as shit and had his pants on.

Derek grabbed Jeremy, who was the nearest pledge next to him and quit his
assault on Chris' mouth so that Jeremy could start enjoying it.  He then
walked over to Steven, the pledge that was looking nervous.  As he did, he
saw Dave pull his dick out of Chris' ass and cum all over his back.  He
laughed at that and then saw Dave get up and Neal quickly take Dave's place
over him and start thrusting hard into Chris' ass.

Derek went up to Steven and asked him what the problem was.  Steven just
stared blankly at Derek and eventually said, "Man, I don't know."

For some reason, that pissed Derek off.  And, a pissed off Derek in general
was not a good thing.  But, a pissed off Derek with a ragging hard on was
definitely not a good thing.

Derek definitely wasn't anticipating doing this, but he grabbed Steven in a
pretty much a bear hug and walked him over to the other couch in the room
and threw him down.  As he was face down on the couch, Derek grabbed under
him to undo his pants and ripped them down around his ankles.  He did the
same to his underwear.  And then hovered over Steven's naked bottom half.
He didn't think, he just stuck three fingers into his mouth, got them wet
and shoved them all into Steven's ass, which was surprisingly hairless.
Steven yelled out, but it didn't bother Derek.  He just started fucking his
ass hard with his fingers and with his arm, he took his forearm and put it
on Steven's shoulder's so he couldn't move.  After a couple minutes of
loosening Steven up with his fingers, he pulled them out, and got all the
way on top of Steven and forced his huge cock right against his hole.  His
fingers had definitely not prepared Steven for what was about to
 happen to him, but Derek didn't care.  He had a hard time at first forcing
his cock into Steven's ass, but once it was in, he used it just like he had
used Chris' mouth.  Steven kept trying to get up and crying and yelling.
Derek called over James and told him to put something into Steven's mouth
to stop him from making noise.  James had no issue complying and
immediately starting fucking Steven's mouth.

Derek looked over and saw that Neal had finished fucking Chris' ass and had
also cum all over his back and Jeremy had switched from fucking Chris'
mouth to fucking his ass.

Chris had gotten over the initial pain of getting fucked much quicker than
he thought it took Danny to get over it.  He was already really enjoying
the pounding he was getting.  Each cock that entered his hole was a little
different.  Some were long, some were thick, but the all felt amazing.  And
each time one of the pledges cam on his back it made his own dick drip a
little more precum onto the couch.  He was even able to be remotely aware
of the other people in the room at this point, mainly because there wasn't
anyone currently fucking his face.  He was pretty surprised that Derek was
fucking one of the other pledges, but it just made the whole scene that
much hotter.

Derek was still pounding Steven, but soon realized that if he kept going,
he was going to cum and he didn't want to do that yet.  So, with a deep
stroke, he thrused the entire girth of his cock into Steven's ass and laid
completely on top of him.  He looked up at James and he immediately stopped
fucking Steven's face and he whispered to Steven, "Are you going to stop
being a little bitch and join in the fun, or do you want me to keep fucking
you?"

Steven could barely talk, but he managed to mutter out that he would join
in.  At that, Derek pulled out of Steven's ass and pulled him up.  He stood
being him and waited for Jeremy to finish fucking Chris.  Once Jeremy had
finished and cum on his back, Derek forced Steven towards Chris' ass and
forced him on top of him.

"No fuck him like I fucked you."  Derek growled.

Steven didn't take long to comply.  It was actually Steven who had the
second biggest dick in the group next to Derek.  And although Chris' hole
was pretty stretched out by the various cocks that had been fucking him,
Steven's hard cock in his ass immediately took his breath away.  Steven
didn't fuck him as hard as the other guys, but the size of his cock was
hard to take.  Chris, for the first time since that first cock had entered
his virgin hole, had to focus on pushing out and accepting Steven's cock
into his ass.

Derek apparently didn't like how slow Steven was fucking Chris, so he
decided to help the process along.  While Steven was sliding his big cock
in and out of Chris' ass, Derek got on top of Steven and thrust his dick
back into Steven's hole.  This way, Derek was able to fuck Steven hard and
thus make Steven fuck Chris hard.

Both Steven and Chris started moaning loudly and squirming in pain.  It
didn't matter to Derek, he just kept plowing Steven.

the other pledges were all either spent from fucking Chris or jerking each
other off.  Derek ignored them.  He focused on Steven's ass and forcing
Steven to pound Chris.

Suddenly, Steven started moaning and squirming more and more and Derek felt
his ass tighten around his cock so tight that it almost made him cum.  Then
Steven went completely limp.

It took Derek a few seconds to realize what had happened, but then he
caught on that Steven had cum inside of Chris' ass.  That made Derek smile.
He pulled up and withdrew his cock from Steven's ass and ordered Steven to
"eat it."

Steven apparently didn't understand the order, so Derek yanked him off of
Chris and then grabbed him by the hair and forced his head directly towards
Chris' asshole.  He then made Steven lick all of his own cum out of Chris'
ass.  After a close to a minute of forcing him to do that, he then forced
him to move up to Chris' back and eat the cum that had been shot there by
all of the other pledges that had fucked Chris.

Once Chris' back was clean of cum, Derek got up and allowed Steven to do
the same.  Derek stood there looking around the room at all the other
pledges.  They all stopped and stared at him.  His dick was still rock hard
and sticking well over 10 inches out.  Steven stumbled over to hide behind
the other pledges.  Derek smiled and said, "We're done here, everyone get
the fuck out."

Chris was completely satisfied and sore as shit.  He had gotten everything
out of the night that he had ever imagined.  He know understood why Danny
seemed to enjoy it when he fucked him.

But, as all the other pledges left, Chris tried to start to get up and he
immediately felt an elbow in the center of his back.

"We're not fucking done yet boy."  He heard as he was forced back down on
the couch.

Chris couldn't help but smile.  But, that smile was quickly erased by the
feeling of Derek's massive cock pushing against his hole.  The first cock
in his ass had hurt, the next several had felt pretty good, Steven's had
hurt again, but Derek's was a whole different story.  He felt like someone
was sticking their forearm up his ass.  He tried to push out to make it
hurt less, but it didn't help.  Nothing helped.  It just fucking hurt.  He
kept waiting for it to get better, but it just wasn't happening.  And Derek
wasn't showing any mercy.  He was fucking him as hard as he could.  Chris
could feel Derek's sweat dripping all over his back and neck.

Chris couldn't imagine anything hurting worse than what this was hurting,
but then Derek abruptly pulled his entire dick out of his ass and that hurt
ten times worse than having his cock fucking him.  Derek grabbed Chris and
forced his whole body around so that he was laying on his back with Derek
on top of him.  Derek then started his assault on his hole again.

Chris was in so much pain that he didn't realize how hard his cock was.  He
definitely didn't' realize that his cock was gushing precum and he didn't
realize, until it happened, that he was cumming all over his own chest and
cumming so hard that he hit his own face with his cum.  But, once he did,
he felt fucking amazing and seeing Chris cum all over himself, pushed Derek
over the edge.  He pulled out of Chris' ass again and jerked off with his
cum also landing all over Chris' chest and face.

Derek moaned and looked down at Chris for a few seconds.  He then leaned
down and started licking the cum off Chris' chest and face.  Once he got a
good mouthful, he pulled Chris' face towards him and kissed him and forced
Chris to take all of the cum in his mouth into his.

Once Chris had swallowed all of his own cum mixed with Derek's cum, he laid
his head back down on the couch.

"Thank's pledge master.  I had fun tonight."  Derek said, then he got
dressed and left.