Date: Sat, 9 Nov 2013 20:03:40 -0500
From: Jack Sone <jacksonetoo@gmail.com>
Subject: Chaperone Becomes a Bitch Chapter 4

Chaperone Becomes a Bitch Chapter 4
by Jack Sone


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This installment of Chaperone Becomes a Bitch is rooted in real life
experiences as opposed to fantasy.  Thank you to Sir who inspired these
events.

...After they left, David's cum drying on my face, I jacked off my biggest
load in a decade smelling Josh's cum on the sheets and the feel of Evan's
ravaging of my ass.

At least it was over tomorrow.  We'd get on the bus.  Head back to town.
Life would return to normal.  Right?

Chapter 4

The bus ride back home was uneventful.  We returned to the school,
unpacked, and cleaned out the busses.  I was exhausted and headed home
ready to catch up on my sleep and was ready to just be by myself for a
change.  I poured myself a drink and fired up the computer and surfed the
web.  After about 15 minutes or so, I received a private message on
facebook.  It was from Evan.

"Hello bitch.  I'm a little surprised you didn't thank me for helping you
find your true self.  No matter.  You'll have time to thank me properly
soon.  Your life has changed and as time goes on, you will appreciate this
change.  I am going to help you realize your true potential in service to
superior men like myself.  It is important that you understand your place
and purpose in life.  To start, I'm going to have you follow a simple
direction.  This is a simple, but important test. I require these three
tasks to be completed before midnight tonight.  Make a new gmail account
with a name that accurately describes your position in life.  Shave all
body hair below the head.  You may leave your arms as they are... for now.
Using your new gmail account, send five pictures showing your hairless
armpits, ass (spread cheeks), ball sack, pubic area, and legs to
SirMasterEvan@gmail.com.

Your compliance and servitude to me are required.  I have more pictures
like the attached."

He attached a picture of me sucking Josh's dick.  I wasn't exactly sure how
old Josh was, but he was under 18.  I was forced to suck him off, but I'm
sure that wouldn't hold up.  I was fucked.

I felt my face get flushed.  My heart rate sped up.  I was scared, but my
first thought was that I was glad he hadn't used my work email.  I also
thought he wrote well in his message.  Always the teacher, I guess.  I
tried desperately to think of a way out of this.  Do I move to Canada?  Let
it all come out and tell them I was raped and blackmailed into this?  I
didn't know.  I wasn't thinking too clearly and it was already 10:30.  I
wasn't sure how long it takes to shave your body, but if I had to do it, I
didn't want to be late.  I didn't want Evan mad at me.  He wouldn't
hesitate to ruin my life.

I came to terms with the fact that the best thing to do was to follow his
directions to the letter.  I headed to the bathroom to get started.

I'm not a hairy guy, but I do have a normal to light amount of hair.  There
wasn't too much on my chest and thank god I had none on my back.  I sat on
the edge of the tub and got started.  It wasn't too hard, except for
shaving my ass.  That isn't an easy thing to do.  But, I got it all done in
about an hour.  I had about 30 minutes to meet Evan's deadline.  I still
had to take the pictures, set up an email account, and get them sent.  I
was starting to get nervous.

He wanted me to set up an account that "describes my position in life."  He
was fucking with me.  He wanted me to come up with a name that said to him
that I knew I was his little fuck toy.  His bitch.  I was his property to
do with what he wanted, when he wanted, and how he wanted.  It made me feel
like shit.  If I didn't accurately describe our `relationship,' he might
use it as a reason to send out those pictures.  I tried to out think him.
I tried to come up with something that would meet his needs, but would seem
innocent to anyone else.  I couldn't come up with anything.  I didn't have
time to think.  My mind was swimming with worry and time was running out
fast.

I tried several that were unavailable.  I had 15 minutes left.
SirMasterEvansToy@gmail.com.  It worked.  No one already had that name.
Set up account.  Prove I'm human.  Yes!  I agree to the fucking terms and
conditions!  I finally had it set up and quickly took pictures.  Legs were
easy, so were my balls, pubes (lack of pubes), and armpits.  Taking a
picture of my hairless asshole was more difficult and it took several
tries.  But, I finally got it and logged into my new gmail account and sent
the pictures.  It was 11:56.  Four minutes to spare.

I felt something odd.  I was proud? Maybe?  I don't know.  I was happy I
had met the deadline and hoped it pleased Evan.  Why the fuck would I care
about Evan being pleased?  Was I happy that I had escaped the threat of
exposure?  I don't think so.  I think it was the pleasure I felt because I
had met Evan's demands.  I hoped it made him happy.  Maybe he was right
about what I was.

12:01am.  SirMasterEvan sent an email:

"Bitch.  You have done well in your tasks. You see yourself as my toy, huh?
Ha.  Well, we will play some games.  When you shower, piss, or wipe your
ass after taking a shit, you will be reminded of what you are.  You are a
bitch and I am your superior.  I made you shave your hair and you followed
my directions. It better represents your purpose in life.  Real men like me
have hair.  You are not a real man, so you have none.  Although I am 17 and
you are old, I own you.  You belong to me now.  Keep yourself shaved
closely.  You may apply lotion if your newly shaved skin is irritated.
That shows you how kind I am.  You are welcome.  I will visit you tomorrow
at your place.  I haven't blown a load for about 24 hours now and I will
require a good solid fuck tomorrow afternoon.  Tomorrow morning, you will
clean your apartment and launder your sheets.  Then, you will go shopping
for new underwear.  I want you to buy three pairs at panties.  You may go
anywhere you like.  Do not wear underwear and go to a mall on the other
side of town, if you want.  Buy one pair of black lace panties, one string
bikini style, and another of your choice.  While at the mall, go into the
bathroom and put on whichever pair you like.  Take a picture of yourself in
the mall bathroom wearing your new panties and send me the picture.
555-7727."

I read it three times, just to make sure I understood.  Evan seemed
different and not so mean in this email.  Sure, he was making me do things.
Just expecting that I was going to further demean myself for his amusement.
As his... `toy.'  Weird thing was I wanted to do it.  Was I truly becoming
a bitch?  Maybe he didn't need the threat of blackmail at all.

The next morning, I cleaned my small apartment very well.  It didn't take
long.  I'm pretty neat.  I used extra fabric softener on my sheets.

I drove to a mall about 30 miles away.  I developed a story to tell the
clerk.  I was looking for some underwear for my girlfriend to give her on
our upcoming vacation.  I wanted something sexy for her.  I wondered how
much panties cost.  Probably more than the 3/$10 packages I bought at
Wal-Mart.  I wondered why they called them panties.  My mind wandered to
the impending fuck I was going to get from Evan that afternoon and I boned
up on the drive.  With no underwear, my hard cock stretched my jeans.  I
tried to think of something else so I wouldn't walk into the mall hard.

When I got to the mall, I stopped by JC Penny and bought a shirt so I'd
have a bag to put my panties in that didn't advertise that I had a bag of
women's panties.  I headed to the Victoria's Secret and rushed through my
fake girlfriend story to the 20 something sales clerk.  She showed me some
different panties and asked what size my girlfriend was.  I wasn't prepared
for that.  I told her my girlfriend was about her size and smiled at her.
I looked around quickly and picked out a black lace pair, and a blue thong.
For the one of my choice, I picked a beige lace pair with a little red
flower on the front.  They were see through - lacy, I guess.  I paid over
$30 and headed out the door putting my Victoria's Secret bag inside my JC
Penny bag.

I had already scoped out where the bathroom was and looked around to make
sure no one was watching me.  I felt like I had a big sign over my head
that said, "EVAN'S BITCH."  No one was watching and there was no one in the
bathroom.  I headed to the handicap stall and pretended to be taking a
shit.  I sat on the toilet and pulled my jeans off and put on the lacy
beige pair that I chose.  I hoped he would like them.  I got excited and
boned up again.  So the selfie showed me in the beige panties with a hard
dick.  I didn't want to be hard, but I couldn't control it and I didn't
want to stay in the bathroom any longer than I had to.  I left and returned
to my car where I sent the picture to the number Evan had given me.

I got an immediate response from Evan.  "LOL, bitch.  I'm going to keep you
in those panties.  I'll be at your place at 5."

"Keep me in those panties?"  What the fuck!  He was keeping me in those
panties?  Why did that excite me so much.  I didn't want to do anything but
wear those panties if that's what he wanted.  I drove home with the biggest
boner since I was 17 myself.

When I got home, it was 4:00.  I threw my new JC Penny shirt in the closet
and put the two pairs of panties I wasn't wearing on my dresser.  I sat
down and pondered over the next hour until I heard someone turning the door
knob and trying to get into my apartment.