Date: Sun, 27 Oct 2013 12:41:50 -0400
From: Jack Sone <jacksonetoo@gmail.com>
Subject: Chaperone Becomes a Bitch Installment 1

Chaperone Becomes a Bitch
by Jack Sone

I was chaperoning again since I didn't have anything else to do over break
and the band director was one of my friends on staff.  I knew most of the
kids in the band and they were good kids, so I agreed to help out.  Most of
the chaperones were responsible for 16 kids or 4 rooms of 4 at the hotel.
 There were two extra seniors who had a room all to themselves and those
got assigned to me too, since I had experience chaperoning band trips.

Every night, the chaperones would go room to room and check on the student
rooms, just to make sure they were all there.  The boys would be getting
ready for bed in various states of dress and joking about sharing a bed
with another. It was a turn on for a 48 year old guy like myself who
appreciates the young male body.  The kids ranged from 14 - 18 and each
room was a cesspool of hormones and sexual tension.  These kids were used
to jerking off at least once a day and as the trip went on, their need to
release would grow to the point you could smell it.

On the third night, I made my rounds as usual.  Joking with the students
and reminding them what time they needed to get up for the next day's
performance.  I got to the room of 2 seniors last as it was at the end of
the hall right next to the stairwell.  It was about 15 minutes past curfew
and no one answered the door.  I knew better than to think they had already
fallen asleep.  These two were best friends and were rumored to have fucked
half the girls in the band.  Evan was 18, 5'8" and about 140 pounds of lean
muscle.  He wasn't a large guy, but he was muscular.  His dirty blond curly
hair was always a mess which added to his charm.  His best friend, David
was a little taller and a bit skinnier than Evan.  His light brown skin was
probably from his dad, who he didn't know, but was obviously Latino or
Black because his mom (who was a well known pain in the ass at
parent/teacher conferences) was blond, blue eyed and as white as you could
get.

I used my key to the room to unlock it and checked to see if they were
inside.  It was a typical hotel room.  Two double beds, dresser with a
mirror, and a tv.  Strewn about were bags of snacks, drinks, and clothes.
 It was messy, but nothing out of the ordinary.  I don't know who they
belonged to, but there were a pair of boxers on the floor next to the far
bed.  I looked around at the door to make sure it was closed and picked
them up.  Putting them up tight on my face I inhaled deeply at the smell of
boy musk.  These had obviously been worn a while and the odor was strong
enough to give me a semi.  I wanted to stay and have my way with those
shorts, but figured I better go let the band director know that two of the
students were missing.  I dropped the shorts and turned around to find Evan
and David standing in the doorway watching me.

It was no use to deny anything.  I had been caught red-faced and with a
semi hard on sniffing their underwear.  What do you say in that situation?

I was impressed with my quick thinking.  I cleared my throat and said in
my most authoritative voice, "Boys!  You're late!  You know you have to be
in the room at 11.  That doesn't mean 11:15.  I'm going to have to report
this."

They didn't respond.  They just stood there looking at me.  Still trying to
come across as a tough guy, I added,  "Where were you anyway?"

Evan broke first and smiled in a knowing, kind of controlling way.  "Where
were we Mr. Jones?  Don't worry about it.  We had some things to do down in
the lobby."  At that, David slapped his buddy on the shoulder and said, "We
would have been a lot longer if those girls had given us what we need."
 They both laughed.  "Looks like we were looking for the same thing, huh
Mr. Jones?"

"What?  No, we're not Evan.  The fact is you guys are late.  I don't care
what you were doing.  I still have to report it."

"No you're not." Said Evan.  He seemed angry.  The smile had left his face.
 "Don't pretend we just didn't catch you sniffing David's dirty underwear
you sick fuck.  One word by us and you're fired or maybe worse."

"What?!?" I replied as incredulously as I could.  I was just picking up
some things.   You can't keep your room so messy.  It's a fire hazard.  I
should report you for that too."

"Mr. Jones.  Nice try.  But we know what we saw.  Show him the picture
David."

Damn, I thought to myself.  They had taken a picture.  I couldn't get out
of this.  Well, technically, I hadn't done anything illegal.  I would
probably lose my job, but no jail time for sniffing underwear.  David
showed me the picture on his phone.  My head dropped.  I was nailed.
 Caught.  Nothing I could do.

Evan walked toward me and lifted my chin and looked directly in my eyes.
 His eyes were calm.  He stared deep into me and said, "Don't worry Jack."
 Him using my first name caused me to shudder.  "We can work this out.
 See, David and I were just about to score some pussy when this damn curfew
fucked it up.  Those girls are long gone, but we still got needs.  You know
what I'm saying?"

"Look boys..." I started to say but was interrupted by a slap across the
face.
 Evan brought my gaze back to meet his.  "Men.  We're not `boys' Jack.
 We're men.  Say it."

I wasn't sure what to do.   What the fuck was happening?  I just wanted to
get the hell out of there.  I'm not a big guy, about the same height as
Evan, maybe an inch taller and about the same weight, just not much muscle.
 I started to move around Evan, but he was stronger.  Small, but wily.  He
grabbed my arms and moved me back.  "Say it," he repeated with more force.
 David came up to his side.

It was two against one and they had the proof.  "Men," I muttered.  "You're
both men."

"That's right princess," said David.  "Now you know your place."  Suddenly
a side of David was showing that I had never seen before.  Both of these
boys (MEN, I mean) were not who I thought they were.  "Men have needs,"
continued David while Evan still had a tight hold on my arms.

Evan released one arm and grabbed his package and laughed, "My need is
right here Jackie boy."

"Look guys.  I understand you have needs, but I can't do this."  This was
getting weird.  And hot.  My semi had deflated but I felt my dick getting
hard as I pleaded.  Their eyes told me they didn't really care though.
 They were cold.  Evan put his hands on my shoulders and forced me to my
knees.

David got the his underwear from the floor and threw them at me.  "Finish
the job faggot."

They both laughed.  I felt like crying, but all the time my dick was
getting harder which was pretty obvious in my sweats.  I pushed the dirty
boxers into my face and inhaled deeply.  They smelled like teen sweat and
spunk mixed with some piss.  I think I even closed my eyes, but was brought
back to reality with the sound of David's zipper and him saying, "Here's
some fresh underwear teach."  He unzipped and stepped to my face.  Putting
his hand on the back of my head, he pulled me in deep to his underwear.  My
nose was just under his balls.  It was damp.  It smelled amazing.  I
groaned.

Evan laughed and said, "Look boy, we have pictures.  You're going to get us
off.  But face it.  You want it, don't you.  Your little faggot cock is
hard and you're getting off smelling my man's spunk.  This might be the
best school trip ever teach."

David was hard as rock.  "Get them off teach.  You deserve some man dick."
 I went to pull his boxers down, but he slapped my hands away.  "Teeth."  I
looked up to see his dark eyes and saw commitment.  These boys were going
to use me like a bitch.  I used my teeth and clumsily pulled his boxers
away.  His hard cock sprang up and slapped me in the face eliciting
laughter from them both.

"He looks good with a cock in his face don't he Dave?  Looks natural, like
that's what he is meant to do."  Evan looked down at me and spit in my
face.  "Some men are meant to fuck," he growled.  "And some are meant to
get fucked."

David grabbed my ears and started face fucking me with a dick that had more
in common with his black father than his white mother.  It had to be 8" and
looked even bigger on his skinny body.  His pubic hair was jet black and
course and curly.  My nose was shoved in tight while he held his cock in
buried in my throat.  My chocking didn't seem to concern them.  He would
let me off just to push back in again. Meanwhile, Evan had striped naked
and pulled my shirt over my head.  He lifted me up and threw me on the bed
which gave David a chance to get naked.

I was on my back with two naked and hard as rock teenage boys in front of
me ready to use me like a bitch... as THEIR bitch.  Truth is, it's a dream
come true, but when you're being forced, you have an innate desire to get
out and escape.  It wasn't smart but I tried to make a break for it.  I
still had my sweats on and they were naked.  If I could just get out maybe
this would all go away.

Wrong move.  This guys had muscle and two against one is bad odds anyway.
 They grabbed me and threw me back down on the bed.  I had no chance.  Evan
was pissed now.  He straddled my chest and started slapping my face calling
me a fucking loser and faggot.  His knees held down my arms and I was
defenseless.  "You are ours bitch.  Now I'm not holding back.  I was going
to break you in easy like I did to that little freshman clarinet player.
 But you are getting it full force now you faggot."  While he was slapping
me, his hard dick bouncing on my chest, David pulled off my sweats.
 Exposed to them for the first time, my raging hard on left no doubt that
they were dealing with a fag.

My dick paled to both of theirs at a little over 5".  David especially
thought it was funny and toyed with it like a joystick while Evan slid up
and put his sweaty balls in my mouth.  "Clean them off good, boy.   Smell
those teen balls."  I did my best to get to his ball sack under a jungle of
hair.

David was pushing my legs up to expose my hole.  "Look what we got here,"
he said.  "Evan," he asked, "men have assholes.  They use them to shit.
What do you got here?"

"Well," Evan replied, "this ain't no man.  We got us a little bitch boy."

"Right." Said David.  "This ain't no man, so what's he got?"

They had started talking in a redneck southern accent.  These guys were
having way too much fun. Evan, still with his balls in my mouth said "I
imagine that there is a little pussy then.  Is that what you got Jackie
boy?  You got yourself a pussy back there?  He punctuated each word by
slapping his cock head on my check.

Evan got up and joined David.  Each held one leg in the air and exposed my
hole to them.  They each slapped my check hard.  As it pinked up, they
would toy with the hole with their finger.  Each rubbing up my crack and
pushing in a little.  Adding their spit, the fingers started exploring
deeper and deeper.  Evan put my leg on his shoulder and fingered my asshole
with one finger and stuck his other fingers in my mouth.  "What a bitch,"
he muttered to no one.  David was jerking off his huge dick literally
drooling over my hole.  "I gotta get in that Evan.  I can't wait."

Centering himself between my legs, David drooled spit onto his 8" cock.
 Evan moved back up and sat on my face offering his asshole to my tongue.
 David put his cock head at my hole and slowly pushed in.  I started
squirming and whining so Evan sat down completely covering my mouth and
nose with his ass.  I felt David inch in slowly.  So damn slow.  He'd pull
out 1/2 inch and move in 1".  Slowly.  While I felt my hole resist the
invasion, Evan continued to squirm around on my face, allowing me to breath
and then smother me with his weight.  I tried to remember to relax.  Push
out like you're taking a shit, I thought to myself.  I figured if it was
going to happen, I should try to make it as pain free as possible.  David
continued his slow invasion while Evan seemed to dance on my floor of a
face.  When my tongue wasn't in his hole, he'd slap my stomach.  I was in
pain everywhere.  It seemed like forever, but I finally felt David's pubes
hit my ass.  He was huge.  I don't think I had ever taken anything that
big!  Yes, I had experimented in college.  But that was a long time ago.
 And, I was willing.  This was a different experience entirely.

Evan, who was the more impatient of the two said to David, "Fuck him dude.
 Fuck that pussy."  David pulled out slowly.  I had just started to think
to myself at least he's gentle when he shoved in all the way, long dicking
me in one thrust.

He pulled all the way out and then all the way in.  I heard him say, "Damn,
this is one tight pussy.  I'm glad we lost those girls dude.  You're going
to love this."  David increased his onslaught on my ass with long fast
strokes of his massive black dick.  The only thing that kept me from
screaming was the ass on top of my face and Evan's dance to impale my
tongue deeper in his hole.

I'm not sure how long this went on.  There were smells and sounds that
enveloped my world.  I was brought back to reality when Evan got up and
said, "My turn man.  Let me have some."  David pulled out and Evan turned
me over on my hands and knees and mounted me from behind.  He was a bull.
No finesse like David.  He just rammed his cock up and started fucking.  He
was smaller though so it didn't really hurt.  My dick was still hard and I
involuntarily reached for it and started jerking off.

"Dude," said David.  "We got ourselves a little whore here.  How can you be
hard with a dick up your ass?"

David offered me his dick.  I sucked it greedily while Evan fucked me from
behind.  Spitroasted turned into every imaginable position over the next
hour or so.  Each fucked me multiple times and unloaded two loads of cum
each into me.

They wouldn't let me go until I jerked off for them while they took
pictures.  I was theirs.  "You belong to us now bitch" was how Evan put it.
 David added that it would be nice to have a set of holes to use whenever
they wanted and they didn't even need to leave school to do it.

I limped back to my hotel room wondering how far this would go.  I found
out the next night...