Date: Fri, 14 Nov 2008 10:06:55 -0500
From: Andi <SissyAndi@Safe-mail.net>
Subject: Andy And The Team Chapter 6 (TG-High School)

Author:SissyAndi (SissyAndi@safe-mail.net)

Disclaimer: SissyAndi stories contain sexually explicit descriptions of
consensual and Non-Consensual sexual activity and are not suitable for
reading by anyone under the age of 18, or anyone offended by reading such
material. These acts include bisexual activity, cross-dressing and other
fetishes and perversions. The characters in these stories are fictional,
but are mostly based on the author's true experiences.  All Stories are the
property of the Author.  Any feedback would be greatly appreciated. Thanks
to all of you that have emailed me so far.

Chapter 6

Brian informed me it was time for bed as he turned off the big screen and
the DVD player.  I had just finished jacking off and eating what little cum
my small penis produced while Brian had taken more pictures of me to add to
his collection of blackmail material.

Brian told me to go up the stairs first, as I started up, I felt his eyes
on my butt.  I was wearing a purple lace teddy with garters and stockings,
2 inch black heels, that I was getting better at walking in as long as I
took small steps.

As we entered Brian's bedroom, he turned and shut the door locking it.  He
walked to the bed and flopped down on it.  I was not sure what he wanted so
I just stood there watching him.

He told me to get on the bed and kneel at his feet..I had no idea what he
was going to do to me.  He started by telling me to kiss his feet.  I
leaned down and kissed each foot and he laughed and told me I could do
better than that.

I was to lick the soles of his feet...then to kiss each toe individually.
God it was humiliating doing this, at least he was not taking pictures of
me as I licked the bottom of his feet the kissed each toe until he was
satisfied.

He was laid back, his head resting on a pillow as he told me to plant
kisses on his calves, his knees, his thighs...all the way up to his cock.
I proceeded to work my way up his muscular legs kissing here and there.

As I was kissing his thighs I hesitated and he said "go ahead, I know you
want to kiss and suck it some more."

Unlike previous times where he had a raging hardon, this time he was still
semi limp.  I kissed the tip and then took the whole cock into my mouth.
As I started sucking I felt it start to grow hard again.

I was sucking on the head while working my hand up and down the shaft.  I
heard Brian start to moan as his cock became fully erect.  He said enough
and pushed me away.

I looked at him confused and he laughed at my expression and said "I know
you like sucking my cock and you will do it a lot in the future, but
tonight, I am going to fuck that tight ass."

My mouth dropped open and I started begging him "NO PLEASE BRIAN, just let
me suck it some more, I can make you feel so good."

I was still pleading with him not to make me do this, when he got off the
bed and started looking in his desk drawer.  He found what he was looking
for and walked back to the bed.  He had retrieved a tube of Vaseline.

"Please Brian don't do this, I am not gay."  He slapped my face and said
that he was not gay either.

"Now get on the bed face down and push that butt up in the air."

I looked at him one last time hoping he would change his mind, but seen it
was a lost cause.  I climbed back on the bed and got on all fours. By this
time I was crying, knowing what was going to happen to me.

I felt his hand caressing my butt.  Then he was unsnapping the crotch of my
teddy.  Brian told me to spread my knees farther apart, causing my butt to
open more.  Brian grabbed some pillows and placed them under my stomach.

Then I felt it.  Brian's finer working into my ass.  I felt the cold lube
as he spread it around my anal opening.  I felt him working a second finger
into me.  Trying to stretch me out.

Brian removed his fingers, then leaned in and whispered in my ear that he
learned from watching porn videos that unless I want it to be incredibly
painful that I should push out as he starts to fuck me.

By now the tears were really running down my cheeks.  NOOOO I screamed as I
felt the tip of Brian's cock pushing against my ass.  "No Brian its to
big."  He laughs and slaps my ass..."shut up and take it whore."

OH God it hurt so much, the pain is incredible.  He continues to
push..OWWWWWWWWWWWWW and then the head of his cock passes through my anal
ring.

"Oh man you are tight" He says as he starts to push farther into me.

"Please stop!!! It hurts to bad" I am whimpering by this point.

"Sorry bitch, but you can't believe how tight you are and how good it
feels."

Finally I feel his pubic hair against my butt, he is finally all the way
in.  We stay this way, as he lets me get use to having him in me.

"I have never fucked a virgin before, you are my first."  He starts pulling
back slowly.

When I feel he is almost all the way out he slams back into me.  He repeats
this several times.  My ass is on fire, I can't believe I am being fucked
by another guy.

In and out he works his cock, starting to increase the pace.  The pain has
decreased but it still hurts really bad.

"Oh man, this is so fucking hot, you are tighter than any girl I have ever
fucked ."

I had my head resting on my forearms, eyes closed, trying to block out the
pain.  By now he was driving his cock hard and deep into my ass.

"Oh man, Oh man" He kept repeating.  "OH SHIT HERE IT CUMS" Brian screams
as he slams his cock deep and holds it there.  I feel his cum shooting into
ass.  He leans over me and whispers, "you are one great fuck you dirty
slut."

Finally as his cock starts to go soft he pulls out of my ass. He takes the
time to slap my ass a few times just for fun.  "Ewww you have cum running
out of your ass....go clean up, but do not take to long"

I crawl off the bed and go the bathroom, I hold the hem of my teddy up as I
set on the commode..I push and feel the cum pouring from my ass and
splashing the water.  I clean up, redo the snaps on the crotch of my teddy,
and go back into the bedroom.

Brian in lying on his back, so relaxed he is all but asleep.  He sees me
and motions me onto the bed.  He turns on his side, pulls me into his arms
with my back to him.  we lay there, he has one hand around my waist as he
presses his cock against my ass.

Soon I hear him snoring.  I lay there thinking about what all that has
happened to me, I cry myself to sleep dreading what I will have to do in
the future.

I feel Brian shaking me, waking me up, sun light is coming through the
window, it is 7:30 in the morning.  He tells me I need to get dressed and
leave before his Dad comes home.

I do not even shower, I put my male clothes on and start out the door, He
follows me down the stairs and tells me thanks for a great fuck. I just
lower my head and keep going.

I get home and head to my room.  I throw myself on my bed and start to cry.
After what seems like hours I pull myself together and get into the shower.
I smell of sweat and dried cum.


More to come, especially if i continue to receive encouraging emails.