Date: Fri, 24 Dec 2010 06:54:06 -0800 (PST)
From: John Smith <fire8743@yahoo.com>
Subject: Climbing the Mountain Ch 2

Climbing the Mountain
By Skybear   fire8743 at yahoo dot com

DISCLAIMER: This story contains descriptions of explicit sexual acts of a
man/boy/girl/lust/love. It contains graphic scenes of sex between an
underage boy and adult male...If this type of content offends you or you
are under the age of 18 do not read it.

Author's Note: This story is the property of the author Skybear. It can be
downloaded for personal reading pleasure or sending to a friend, but cannot
be reposted. If it is illegal to read such material where you live or if
you find the topic undesirable, then please leave now.  If you enjoy the
story, please let me know. Your comments are highly encouraged and
appreciated.  Fire8743 at yahoo dot com

I suggest reading Chapter 1 so you can get the progression from complete
virgin to this point in time

Climbing the Mountain Chapter 2

Don and I spent a lot of time together. He looked straight 8 and my folks
really liked him, actually Dad butchered a cow for him in exchange for
flight lesson so I could be ready to solo on my 16th birthday.  Part of
flying lessons included cross country flying and Don asked if I could fly
to Texas and return the next day on one of his business trips. This would
be my dual cross country flight and since he had to go to a meeting, the
flight would be free for me. Of course I begged to go and off we went.

 The flight to Texas was great and once we were level at 8500 feet Don
unzipped my fly, took out my dick then leaned over and started sucking my
cock. Hell could life get any better? I think that cum was the best I can
remember, the plane was all over the sky and I could not hold altitude or
heading steady. Of course a little later I took his dick and sucked him
until he once again came in my mouth. He must have been an old hand at this
as the plane remained level.

At the hotel we had a great room with a king size play pen. It was awful
that Don's meeting got cancelled after we flew all that way (Can you
imagine that!). However we ordered my first ever room service and a bottle
of wine. We ate, talked airplanes and I drank several glasses of wine. Don
suggested we shower after such a trip. I was surprised when he opened the
shower door and came in with me, this was also a first. We washed each
other and Don took extra care of my asshole, not that I minded and I had no
clue what the reason was. He produced a bulb and nozzle and proceeded to
pump me with water until I had to jump on the pot. Another step up the
mountain. Clean as a whistle & feeling no pain due to the wine.

After the shower I was treated to my first all over massage. Don paid a lot
of attention to my nipples and sucking each ball before turning me on my
belly. My back side was fully massaged with some great smelling oil before
Don parted my ass cheeks and licked my hole. I had never even thought about
that and I jumped at the first touch of his tongue, but it felt good and I
was a fast learner. Don asked if I had ever screwed someone" My reply that
Paul and I had screwed around some, that really made him happy. Don used
lots of oil and went very slowly trying to prolong his newest conquest. All
I knew was it felt very good, being treated this way. Finally I felt him
stroke long and with more vigor until I could feel the slippery result of
his cum. I slid down into the bed with Don still on my back enjoying my
young hole until he flopped out.  We were pretty tired by this time I fell
asleep with him snuggled to my back. I was sound asleep dreaming but as I
woke up in the middle of the night Don was sucking me... wow that was
something, more sex and I let him screw me again before we fell asleep
again.  Showered together in the AM and Don treated me to another enema
which I was beginning to like and sex again followed by room service, big
breakfast, some T-shirts from the shop downstairs for Brent and myself and
a limo ride to the airport. The return flight that afternoon was uneventful
with both of us again being members of mile high sex club with
clusters. That is one entry in my flight log book that has stars in the
remarks section.

Now I had Paul and Don as sex instructors, damm life is good.

Girls were still in the picture but none to be had sexually until I was
almost 17. Got to play with a little tit and stinky finger but that was
about it. In the meantime I was enjoying learning all about gay sex and
spending time at Don's house in town and meeting his friends. Although only
Don engaged in sex with me for a while.

I received my drivers license at age 15 and a pickup truck of my own
(Remember we owned a farm) so it gave me a lot more freedom. One day I
arrived unannounced at Don's place to find his friend Clay and Brent
dressed in girls outfits and makeup. Brent was really embarrassed and
panicked when I saw him dressed, but Don and Clay settled him down. Don
noticed I was wide-eyed and feeling the silky panties by rubbing Brent's
ass and my hard on bulging my jeans. The three of them managed to get me to
try on some silky things. The stockings and panties were a real turn on and
the bunch of us wound up and a pile of arms and legs sucking and fucking
like it was the thing to do. (Big Step) I would arrive at Don's place to
find he had purchased some silky items just for me. Brent and I were on a
somewhat equal level by then.

Another step, and the mountain was getting smaller.

 This went on for a time until I met Anita. She was my age and lived in
town but went to my high school. We hit it off and I took the bait hook
line and sinker(pussy will do that to ya). One Saturday night at the Drive
in movie (I know, I am old) I managed to get her panties off and my dick in
her hole. Up until now she was a virgin but we managed to get through the
evening both enjoying the passing of our virginity, probably more me than
her.  I could not tell her it hurt my first time also...

I thought my education was now complete, little did I know.

I passed my pilot check ride and became a private pilot, and had a goal to
be a fighter pilot in the Air Force. Took college classes in my junior and
senior year of high school and still managed to keep Anita, Paul and Don
happy... Life is really good. Now I look back and think Youth is wasted on
the young.

Senior year of high school, during Mardi Gras, at Don's urging, I dressed
up completely as a female slut and went with Don, Clay and Brent to New
Orleans to the gay bar on bourbon street. Walking down the sidewalk guys
keep hitting on me and playing with my ass, if they only knew! Inside the
bar no one asked for my ID and the guys were trying their best to screw me
or get me to go home with them. Poor Anita had no idea what was going on. I
was really enjoying the best of both worlds. The cross-dressing was a big
turn-on but I was already burning the candle at both ends so it took a back
seat.

Continued: Ch 3 Graduation