Date: Thu, 25 Jun 2009 23:47:12 -0400
From: Andi <SissyAndi@Safe-mail.net>
Subject: Andi's Adventures - Part 22 (TG-High School)

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.
All Stories are the property of the Author.  Any feedback would be greatly
appreciated. Thanks.

Authors Note: The following story is part of the ongoing saga of Andi, a 15
year old, cross dresser who is 5'9" 130 pounds, long blonde hair and blues
eyes.

While it is my hope that each chapter will be entertaining as a stand alone
story, I suggest that all new readers go back and read the "Andy And The
Team" series, as well as previous entries in the Andi's Adventures Series.
They contains a lot of back ground information that will help explain each
story.

Andi's Adventures - Part 22

I had recovered from the Halloween party at the frat house.  It was Monday
afternoon when I got a call from Marcus, who I thought was my boyfriend.
he had been at the beach all weekend and he was calling to ask if I wanted
to come over.  He had something he wanted to talk to me about.

On my way over to his house I was hoping we would do more than talk.  I
wore a simple black dress that came just to below my knee.  I was wearing a
gray bra and panties set and a pair of two inch flats.  I know Marcus liked
my hair back in a pony tail but I was wearing it down today.  I was wearing
my favorite shade of red lipstick.

In the past, if I did not have a ride, Marcus would always pick me up.
Today he did not offer to come and get me and I ended up taking the bus.  I
hated taking public transportation, the bus was crowded and I had to stand
and try to keep my balance while holding onto an overhead bar.

There was this older overweight white guy standing behind me. He took every
opportunity to rub up against me.  At one point I was wedge between him and
another passenger and I could feel his hard cock pressed against my butt.

I felt his hot breath on the back of my neck and tried to move up but was
unable to.  I felt something as he reached between us trying to adjust his
hard cock.  He also took the chance to squeeze my ass making me jump.

Finally it was my stop and I had squeeze through the crowd to get off the
bus.  I was glad to be free as I walked the short distant to Marcus's
house.  I found him in the garage working on his motorcycle.  He was
wearing a pair of lose fitting shorts and a thin T-shirt.  His 6' tall
muscular frame always made my mouth water and just thinking about his 10
and 1/2 inch cock always made my mouth water.

When he seen me he stopped what he was doing.  He took me into his arms and
kissed my forehead.  I tried to kiss his lips but he pulled away and told
me to come inside so we could talk.  I had a real bad feeling in the pit of
my stomach.

I followed him into the house and he asked if I wanted anything to drink.
I told him no thanks and waited on the couch while Marcus went and got
himself a cold beer.  Instead of sitting beside me on the couch, Marcus sat
down in the recliner.

I wanted to ask him what was going on so bad but made myself wait until
Marcus said something first.  He looked me up and down as he took big
swallows of his beer.  Then he just cam out with it.  He said he thought it
was time to end things between us.

I was shocked because this came out of nowhere.  I immediately started
crying.  Asking him why. He told me it was nothing I did or did not do.  He
just thought it was time for a change.  He said he enjoyed what we had but
he had decided to go back with his ex-wife.

I beg him not to break up with me.  I mean I literally got on my knees in
front of him and begged him not to end things.  He said he had made up his
mind and that was that.  At this point I was desperate.  While I was on my
knees I reached out and cupped his cock through his shorts.

He pushed my hand away and told me to stop.  I again begged him not to do
this as I tried to free his cock from his shorts.  He did not fight me but
just watched as I tried to work his shorts down his legs.  He stopped me
again and told me that maybe I should leave.  I was mad and I was heart
broken.

I don't know why but I looked at him pleadingly and asked him if I could
suck him just one more time.  It was humiliating having to beg him to let
me suck him but I wanted and needed it one last time.  I was also hoping
that maybe If UI did a good enough job I might could change his mind.

He finally shook his head yes and raised his hips allowing me to slide his
shorts off exposing his semi hard cock.  I took the shaft in my hand and
started licking the head.  I wanted to give the best blow job ever, I
wanted Marcus to realize what he was giving up.

I took my time and bathe his balls with my tongue.  I lick the soft
sensitive place between his balls and his ass. I was working my hand up and
down as I smothered his thighs with soft kisses and long licks.  I took the
head into my mouth and sucked it hard.  By now he was rock hard and I
wanted to show him I could take it all.  I started working my mouth up and
down slowly taking more and more into my mouth each time.

After a long time and a good deal of effort I felt his coarse pubic hair
tickling my nose.  I had taken the entire length of his cock into my mouth
and throat.  I pulled back letting all but the head out of my lips then I
would plunge my head back down engulfing his cock again.

I was fighting my gag reflex each time I went down on his cock but I was
determined to make him have an incredible orgasm.  I squeezed and fondled
his balls as I sucked his cock.  Marcus was breathing hard and occasionally
moaning. When his cock throbbed and grew even bigger I knew he was about to
cum.

I pulled back a little so I could still breath and swallow at the same
time.  When Marcus came he flooded my mouth with a sea of cum.  I still
swallowed most of it but some did drip form the corner of my lips and run
down my chin.  When the flow of cum subsided I pulled my mouth off of
Marcus's cock.

I started licking around the base and his crotch licking up what cum was
left.  Marcus pushed me away.  I again begged him to please do not do this.
He said it was time for me to leave.  He ordered me To leave now.  I was
stumbling as i ran from his house with tears flowing down my face.

I got on the bus and seen everyone staring at me.  I was crying, my mascara
was running and I realized when I got home I had spots of dried cum on my
face.  When I got to the house I went looking for Mom but she was out with
her girlfriend so I went to my room and cried myself to sleep.
______________________________________________________________________________

I cried for a week, I would not even get out of bed in the morning.  Mom
called Ian, my private teacher, and told him I was sick and needed to be
out a few days.  My mom seen the miserable shape I was in and tried to
console me.  My friend Jamie called me and tried to console me He told me
he wanted to be there for me.

Finally my best friend Cindy came to visit me.  Cindy is Asian, 5' 3" tall.
Really slim, gorgeous eyes and short black hair.  When she arrived she was
wearing a short red skirt and a red tank top with spaghetti straps.  She is
also a girl like me, one born male but living the life of a female.

Cindy let me cry on her shoulder.  After a long period of telling me it
would be alright She decided to take another approach.  She told me to get
my lazy ass out of bed.  Enough was enough it was time to try and put it
behind me.  She went into the bathroom and filled the tub with hot water.
She added some scented bubble bath and came back to get me.

While she was in the bathroom I crawled back into bed and covered my head.
When Cindy came back she acted pissed.  She yanked the cover off of my bed.
Then she took my arm and pulled me to my feet.  I told her to leave me
alone.  She continued to guide me toward the tub.

Cindy kept talking to me the whole time, telling me it would get better but
I had to at least make an effort.  She even started unbuttoning my silk
pajama top.  She slide my top off my shoulders and then told me to take my
pajama shorts off.

I finally showed some life when I slide them down and off.  Cindy pushed me
to the tub.  I got in and let the warm water cover my body.  Cindy sat on
the edge of the tub, continued to talk to me, and watched me take my bath.
When I had washed my body she offered to wash my hair.

It felt good to be pampered.  I loved Cindy with all my heart.  She seemed
to know just what I needed.  After I had soaked in the tub until the water
was cold.  I stood up and as I got out of the tub, I pulled Cindy close and
hugged her tight getting her all wet.  After the hug Cindy wrapped me in a
big fluffy towel drying me off.

She led me back to the bed and set me on the edge, she sat down beside me
and took me into her arms, hugged me close and told me everything would be
ok.  Then she kissed me lightly on the lips.  Then she kissed me more
passionately.  As we kissed I felt her hand on my thigh caressing it.

Cindy broke the kiss and leaned her head down sucking my right nipple into
her mouth.  I let out a low moan as she went from one nipple to the other.
She worked her hand up to my "clit" and starts squeezing it.  After some
time of this I become hard and Cindy pushed me onto my back.  She bent down
and starts kissing my clit and swirling her tongue around it.

Cindy took my small limp cock into her mouth and sucks it gently.  As she
sucked my clit she worked her hand under me and slowly starts working one,
then two fingers in and out of my butt.

I was so depressed I had not even thought about sex and had not cum in
almost a week.  Cindy was good at what she was doing.  She had my clit rock
hard in not time.

Cindy was sucking my clit and fingering my butt and she had me moaning and
shaking from the pleasure.  before long my whole body tensed up and I went
into spasms as I came so hard I momentarily passed out.

When I regained consciousness Cindy was laying beside of me holding me
tightly in her arms kissing me again telling me everything will be alright.
I drifted off to a blissful sleep feeling better than I had since Marcus
dumped me.  Sometime in the evening Cindy slipped out of bed without
disturbing me.  I found the note when I woke up, Cindy wrote that she loved
me and I would be ok in time.
	__________________________________________________________

I had resumed my studies with Ian, I still did not feel like venturing out
of the house though.  Ian had talked his Aunt into letting us use the pool
house for my tutoring.  It was private and we were not disturbed by the
maid, visitors or anyone else.  he even had a desk set up like you would
see in a real classroom.

Cindy would call every day to check on me and to encourage me to get out
there and have fun.  She kept telling me to find someone new, it did not
have to be a serious relationship.  If nothing else just find an anonymous
cock and have incredible sex.

I did not know about finding someone new or anonymous, but I was missing
the sex part of my life.  That is when an idea formed in my head.  Ian had
not said anything about what happened Halloween weekend and he has not made
advances to me, he had been strictly professional ever since.

I decided that was going to change today.  I showed up at the pool house
dressed in a sweater and jeans and we got to work.  After about an hour or
so Ian said we should take a break.  I agreed.

Ian was 5' 11", has short brown hair, dark eyes, he was in decent shape,
not muscular but not flabby.  He also had a beard that made him look older,
like a college professor.  I figured he was a good choice to get back in
action.

I grabbed my book bag and excused myself.  I went to the bathroom to get
ready for Ian's surprise.  I stripped off my sweater and jeans.  Underneath
I was wearing a plain withe cotton bra and basic white cotton panties.

I laid out my new outfit and started getting dressed.  First I slipped on a
thin white almost see through blouse.  I left the top three buttons undone
and rolled up the sleeves.

Next came a red and black plaid skirt that was so short that if I reached
up or bent over I would be exposing my panties.  I reached in my bag and
got out the white knee socks.  Then I slipped my black patent leather shoes
back onto my feet.

I took some rubber bands and put my hair up into pigtails.  I made sure to
put on a heavy coat of dark red lipstick.  When I looked in the mirror,
staring back at me was a slut with the classic naughty catholic school girl
look.

I peeked out of the bathroom door and seen that Ian had his back turned to
me so I tiptoed back into the room.  In my best little girl voice I said
"Mr. Rhodes can you give me some special help after class?"

He spun around and saw me standing there.  His eyes got big and his mouth
hung open, but I have to hand it to him, he recovered quickly.

"Well Ms. Andi I think I can help you out, you seem to need a lot of
direction."

I smiled at him and he took me into his arms and started kissing me, I felt
him exploring my mouth with his tongue so I started sucking on it.  I felt
hi right hand squeezing my breasts through my clothes.

Ian broke the kiss and told me I had been a very bad girl.  I giggled but
stopped suddenly when he spun me around and bent me over his desk.  He had
one hand on the small of my back pinning me down.  The other hand was
pushing up my short skirt and rubbing my ass.  He pulled my panties down to
my knees.

I let out a yelp when the first blow hit my ass.  he had an old wooden
ruler that he was spanking me with.  He smacked my ass with that ruler over
and over as he kept telling me what a bad, bad girl I had been.  The
spanking stopped when Ian leaned in and started kissing and licking my
butt.  I felt him spread my ass cheeks and push his tongue into my butt.
He licked deep then started swirling his tongue around rimming me.

it felt incredible and I wiggled my ass.  When Ian removed his tongue I
looked back over my shoulder and seen that he was undressing.  I started to
stand up and he ordered me not to move.  When he was completely undressed,
Ian told me to turn around.  He had sat in his chair and was stroking his
cock.

Ian said "You are such a naughty cum slut, get on your knees and show me
just how much you loved cock."

I got on my knees. before I could do anything, Ian reached out and force my
mouth down onto his hard cock. He was not gentle and I gagged.  That did
not even cause him to slow down.  Ian had one hand on each side of my head
and was forcing my lips up and down his cock.

Ian must have been really turned on by using my mouth because he came hard
without warning.  I tried to swallow as much as I could before Ian finished
cumming, he pulled out letting two or three strands of cum hit me in the
face.  Ian let go of my head and leaned back in his chair.  I went to wipe
his cum from my face but he stopped me.  He told me to start over and give
him a proper blow job.

I took his cock in my hand and started licking his cock.  I licked and
sucked on his balls.  I went back to sucking his cock.  I would work my
mouth up and down taking his entire length in my mouth.  Before I could get
him off again Ian pushed me away.  He stood up and turned around.

He reached back and spread his ass cheeks.  Ok slut eat my ass like I did
yours.  I was reluctant but I pushed my tongue into his ass.  He ordered me
to lick deeper.  I stuck my tongue deep into his ass. It was a musky, tangy
taste, not as bad as I thought it would be.

I started to tongue fuck his ass, swirling my tongue around and round
rimming his ass.  Ian kept pushing his butt back to me trying to feel my
tongue even deeper in ass.  Ian turned around and pulled me up by the
pigtails.  He pushed me back onto the desk and grabbed me by the thighs
lifting my legs into the air.

Ian lined his cock up with my ass and drove his hard cock deep into me.
Good thing he had licked my ass and I had sucked his cock earlier or he
would have forced his cock into me without lube.  It hurt enough as it was.
Well it hurt at first, soon it was feeling so good.

Ian let go of my legs and reached down ripping open my blouse.  He pushed
up my bra and started slapping my small breasts as he fucked me.  He
repeatedly slapped my breasts then started pinching my nipples.  Soon he
was slamming his cock into my ass and twisting my nipples.

I felt an intense pleasure build inside of me and I could not stop it if I
had wanted to.  I came and I came hard. Ian pumped his hard cock in and out
of me and continued to abuse my nipples.

He drove his cock deep and held it there, He leaned down and started
sucking my right nipple.  Then he switched and sucked on my left nipple.

He bite down on the nipple sending a searing pain through my left breast.
I was hard again.  Ian reached between us and started stroking my small
cock.

Since I had started on hormone therapy I had not been able to cum more than
once, even when I was with Marcus.  I had already cum once and Ian had me
on the verge of a second orgasm.  Ian squeezed the head milking the pre cum
from my small cock.  He took my pre cum and rubbed it onto my nipples then
he licked my nipples clean.

When my second orgasm hit me I got very light headed.  Ian caught what
little cum came out and pushed his fingers into my mouth where I sucked his
fingers hungrily.

Ian resumed fucking me.  He rammed his cock into me hard, fast and rough.
He had already made me cum twice, now he was only interested in his own
pleasure.  He was sweating and breathing hard.  I felt Ian drive his cock
deep, his cock started to throb and there was an explosion in my ass as he
filled me with hot cum.  He collapse on top of me and gave me a deep hungry
kiss.

We were both covered in sweat and cum.  As Ian rolled off of me he laughed,
kissed me again and said that what I did was worth a B at least.  I
playfully slapped him on the arm and said I thought I deserved an A.  We
both started having giggling fits as we continued to kiss.  Ian got dressed
and I went back to the bathroom to clean up.

My blouse was torn and several buttons was missing and my little red and
plaid skirt was ruined as it was covered in cum from both of us.  Oh well
clothes can be replaced and it was definitely worth it.  I was already
starting to forget about Marcus.

		 _________________________________________

More to come, especially if I continue to get positive feedback.