Date: Tue, 19 Aug 2003 10:41:43 EDT
From: WConne5523@aol.com
Subject: Confessions of a Scoutmaster - Chapter 5

This story is a complete fiction. It does not contain actual events or
actions. Any similarity in names or places is purely coincidental. This
story is not intended to portray any one individual inparticular. The
events were created based on various stories told about specific
individuals, but it is not meant to relate actual details.

This story contains situations of a sexual nature between adults and youth
and also youth and youth who are participants in the Boy Scout Program in
the USA. If those types of activities turn you off, I suggest that you not
read this story.  This story is not intended for those readers under 18
years of age.

Confessions of a Scout Master - Chapter 5 - My Boy Scout Years (Part 3)

The second night of this "Gregg's Gang" adventure was about to begin. We
returned from the Drive in and had a snack. It was determined that Brian
and Joey would be using the back bedroom, and I would be sharing
Mr. Gregg's huge king sized bed. I was truly excited. I could not wait for
us to go to bed.

Mr. Gregg and I went into his bedroom. He stripped down to his red briefs
very quickly, and I was just a second or so behind him. My dick was already
beginning to stretch the front of my white cotton fruit of the looms. We
both climbed into bed, and Mr. Gregg switched off the lights.

He laid on his side, facing me, and reached his right arm over my naked
chest and back. His hands was warm, and started to move up and down the
center of my spine. He asked if I was having a good time, which I, of
course was. He also asked me if I was uncomfortable with anything that had
happened over the weekend. I told him that I was really having a good time.

He told me to lay on my stomach so he could give me a full back massage. I
did, and his hands were rubbing deep into the tight muscles of my back. I
started to feel warm and my body was tingling all over.

He started at my shoulders, and started moving his hands down my spine, to
the small of my back, and then over the top of my blue and gold elastic
waistband. He was now kneeding each one of my butt cheeks, and then down to
the back side of my thighs. The feelings were sensational. My body was now
totally relaxed.

He removed his hands from my legs, and started again at my shoulders. This
time his fingers were probing deeper into the skin and muscles of the
back. By the time he reached my briefs, I was already close to shooting a
load without even touching my tingling boy dick. As he reached the bottom
of my briefs, and was working his hands to the inside of my thighs and
under my full scrotum, I told him that I was ready to cum. He told me to go
ahead and do what I needed to do.

My body tensed, and the cum flowed out of my dick in three or four pulses
of boy juice. It covered the inside of my white cotton underpants, and, I
am sure, soaked through to the sheets and mattress of Mr. Gregg's bed.

As my spasms ceased, and my body relaxed, Mr. Gregg turned me over, and
bent down to my cum soaked briefs and started to lick the outside of the
now transparent cotton. His warm tongue was moving up and down my mini hard
dick, and was beginning to tickle penis in ways that I had never
experienced before.

His hand was working its way up through the leg opening, and was now
caressing my balls. I had shot so much cum moments earlier, that my entire
crotch was now awash in sticky white boy juice. Mr. Gregg now lowered the
front of my briefs and went to work on the bulk of my cum on the inside of
the pee slit. His hungry mouth and tongue went after each and every drop
that was clinging to the cotton.

When he had completed his task, he took my cum covered balls into his
mouth, and began to give them the same treatment. His tongue was licking
every drop of my cum into his waiting mouth. Now it was my dick that was
swallowed entirely by the warm moist mouth. His tongue moved up and down,
and then in under my foreskin. As he lapped up every available drop of
juice, he then started on the two or three hairs that were at the base of
my cock. He licked me clean.

He finished his lustful licking by working his tongue up from the base of
my cock to my navel, up my chest and stopped to pay attention to each of my
hardening nipples, and finally, he reached my lips, and started a
passionate kiss with his tongue probing the inside of my mouth. I could
taste my sweet cum on his tongue, and quickly moved my own tongue to tangle
with his.

Mr. Gregg then moved back over to his side of the enormous bed, and laid on
his back. I reached over to his crotch, and grabbed ahold of his fully
erect dick that was held tightly to his body by the red cotton of those
fashion colored briefs. I reached under the waist band, and found his hot
dick head just under the top of his underpants. It was hard as a rock, and
as I moved the top of the briefs out of the way, I could see that his
mushroom was dark and fully engorged. He told me that he was almost ready
to cum, and I bent over his waist and took the 7 inch tool into my mouth.

I moved down the entire shaft, and then back up. My tongue was licking the
underside of his dick as I moved up and down. After about 10 oral strokes,
I kept the tip of his dick in my mouth, and started to lick the crown of
the perfectly circumcized man dick. He had a little loose skin on the
underside of his tip, and my tongue went to work on it. This sent him over
the top.

Three, four, five good shots. Maybe six, I might have lost count. He shot
so much cum that it was dripping out the side of my mouth. I swallowed as
fast as I could, but his balls were very generous with their liquid
offering. As his cock subsided, and the cum was now dribbling out of his
tip, I moved my mouth to the side of his dick, amid the bushy black hair
surrounding his cock and balls, and started to lick up the juice that
evaded my mouth. He was in heaven.

Now we both laid back on the bed, but our night wasn't over.

After a few minutes, Mr. Gregg asked if I was ready to be initiated into
"Gregg's Gang". I was ready for anything!!!

He told me to remove my briefs, and he did the same. We were now both naked
in his bed.

Mr. Gregg got up on his knees, and moved down to the foot of the bed, and
then spread my legs. He was kneeling straight up, and his 6 incher (soft)
was once

again beginning to come to life.

Mr. Gregg asked if I had ever had anyone make love to me, and I wasn't
totally sure of what he was asking, but my mind did flash back to those 2
Staffers at Boy Scout Camp, and what I had imagined they were doing. I told
him that if that meant what I thought it meant, than no one had ever made
love to me.

He told me that he was about to break my cherry, and that I would really
love to have other guys make love to me. He said it may hurt for a while at
first, but that it would be a wonderful experience. He told me that he
would be gentle, and help me to enjoy it.

I was a little scared, especially seeing the size of Mr. G's cock when
fully erect, but I really wanted to be a member of "Gregg's Gang" and
everything I had done so far was a lot of fun. So I told him that it would
be alright.

He reached over to the bed side, and got a tube of gel. He told me that it
was KY Jelly, and that it would help to ease the pain. He squirted some on
his hand, and reached up between my legs, spread them apart, and started to
apply the cold gel between my butt, right down to the pucker. It was cold
when he first applied it.

He then squirted another shot of the KY on his hand, and then applied it to
his fully erect dick. He was ready, and asked if I was ready.

When I told him that I was, he lifted my legs and spread them so he had a
good shot at my butt. He lifted my butt to meet his dick, and moved it
between the two spread cheeks. I was a little uncomfortable in this
position, and I could feel the hot tip of his dick as it probed in and
around my tight hole.

He told me that he was ready to penetrate, and I tensed up for the initial
insertion.  I could feel the tip slide into the taut hole, and he stopped
right there. He waited a moment, and then pushed a little further.

As the hole began to spread, I could feel a little pain and released a
sigh.  He waited another moment, and then pushed a little more. The pain
was more defined, and I let out more than a sigh, more like a
groan. Another momemt or two, and then he moved his dick in a little more.

This time the pain was intense, and I cried out for him to "take it
out". He said, "just a little more."

And I begged him to take it out. Finally, with one last thrust, he moved
the rest of his dick into the ever widening hole. I screamed in pain, and
then I felt his balls slap against the cheeks of my butt. I knew that I now
had him fully inside of my body. He didn't move for a minute or two, and
then he started to pull out. I could feel the tension beginning to subside,
and waited for him to totally outside of my boy pussy.

Of course, that did not happen. As he moved his dick out, I could feel the
tip get close to the edge of the hole. That is when I felt the full force
of his his body as he thrust his throbbing 7 incher all the way back in to
my ass. The pain was almost too much to bear, but just as his dick reached
full thrust in, he was moving it back out again. Back to the tip, and then
another full thrust. Not much pain this time, in fact, this next thrust
seemed to arouse my own prick to attention.

His balls, once again slapped against my butt, and in the same instant, he
was moving himself back out. His thrust were quicker now, and with each
one, the pain grew less and less. The feeling within my own body were
indescribable. My own dick was now at full attention, and precum was
forming on the covered tip.

He seemed to be able to arouse me by constantly rubbing against that
wonderful prostrate gland (I had no idea then what this was, or how it
worked, but I knew that I was totally aroused). His rythym was now
steady. He was fucking me, and I was loving it.

His body was getting tense, and I could feel the extra stiffness in his
dick.  It didn't take long. He told me that he was about to cum in my
ass. He did, and I could feel shot after shot of warm fluid being injected
within my body. It felt warm and

wonderful. Just about the time that he finished shooting his load, my own
dick began to erupt for the second time without the aid or assistance of
anyone or

anything. I was elated.

As we both finished shooting our juices, he laid across my crotch and
rested his head on my stomach. In fact, his chin came down in the pool of
my cum that was resting near my navel. He kept his dick inside me as we
both relished in the after glow of an all male sexual encounter.

We rested for a few minutes, and as his dick fully softened, it popped out
of my ass, and a bit of his hot cum dripped out on to the sheets. We both
now just lay back to enjoy the moment.

It was then that I heard the voices. It was Joey and Brian. They were just
inside the door to the bedroom standing fully naked, and fully erect. I
wonder how long they have been there - oh well, I guess it doesn't really
matter.

Joey asked, "is it my turn, yet?"

Mr. Gregg responded that it was.

Joey was over in a flash, and told me to get up on my hands and knees and
to face the top of the bed. He spread the cheeks of my butt, and within a
minute or two, he pushed his fat cut dick head inside my boy pussy. He was
hot to trot, and wasted no time getting his full 6 inches deep within the
bowels of my body.

His rythym picked up immediately, and he was thrusting in and out like a
true teen in heat. I was more comfortable in this position, and most of the
pain was gone.  Joey was totally into it, his balls were slapping my butt
with a regular beat. I could feel him tense up, and then he let loose
several waves of hot juice into my hungry ass. As his spasms stopped, he
bent over my body, as if to rest after his sexual exertion. He went soft,
almost immediately, and his dick popped out and his juices began to drain
on to the sheets.

Before I could move, Brian was now taking Joey's position. Fortunately for
me, Brian was the smallest of these three, and he was so horny, that he
shot his load within four short strokes. However, he seemed to have shot
the most cum in my ass.  His dick continued to spasm with wave after wave
of jizm which sent warm and fuzzy feeling throughout my own body. His 5
inch cut cock popped out as soon as his

juices were spent. He fell back on the bed, and had such a beautiful smile
on his face, one might think that it was his first time.

No denying it, my ass was sore. But the warmth of having these three
"brothers" share their sexual fruits with me helped me to overcome the
pain.

Mr. Gregg then climbed into bed with me, and started to suck my shrunken
boyhood. I was sexually elated, and for the third time that night, blessed
the inside of his mouth with a small, but sticky spray of cum.

The four of us then slept in the big bed. We were naked, all of our dicks
were covered with cum, my butt was leaking the fruits of their loins all
over, but we all slept together. By morning, we were allsticky and smelled
of cum, but it was a wonderful night and a fantastic welcome as a member of
"Greggs Gang".

We were up early, and had to shower quickly. Mr. Gregg, Brian and Joey had
to get to Mass (you know the Catholics) and, of course, I went along so I
could tell my Mom that I went to church. I don't know if a lot of
confessing went on, but those three all went to communion.

Breakfast was at the diner in town, and then back to the house to clean up.
Mr.  Gregg's room really had the smell of cum when we got back. It was
difficult to believe that we were able to control ourselves, as we cleaned
up and headed home.

School was starting soon, and there were always those last minute shopping
trips.  Don't know about you, but the start of school was always a cue for
my mom to buy me new underwear. Christmas, summer camp, and start of school
were the three key dates in my house. I always knew that mom would be there
to buy my briefs.  As I got older, she still bought me several pairs at
Christmas, always white briefs.

As soon as school started, the Troop also began to meet. There were five or
six new kids this year, and Mr. Gregg asked if I would go on one of the
training weekends.  Unfortunately, both of the weekends that were selected
were already taken by family activities. Would rather go with Mr. Gregg,
but I have to keep peace in the family.

Troop weekends were rather dull, in comparison to the "Gregg's Gang"
weekends, but I always got to sleep in a tent with mostly fellow GG
members. Needless to say, my dick, and sometimes my butt were always in
action. In fact, on one Troop weekend, Joey, Brian and me were in a tent
and I got to repay both of them for their participation in my "Greggs Gang"
initiation. On Friday night, I poked Brian in the butt while Joey watched
and blew Brian. Then on Saturday nite, I shot my load into Joey, while
Brian swallowed Joey's cum. I don't think any of us slept at all that
weekend.

We didn't see that much of Mr. Gregg that Fall, as his job took him out of
town a lot.  His employer was in the process of expanding to the Mid-west,
and he was a key part of the preliminary planning team. By early January,
the bad news came.  Mr.  Gregg would transferring to Chicago as part of the
expansion, and would be resigning from the Troop as a volunteer. This news
was not met with enthusiasm. His actual transfer was immediate, however, he
didn't actually leave the area until late in May.

Mr. Gregg scheduled one more "Greggs Gang" weekend, and all of the members
were invited to attend. There were 30 people up in his cabin that
weekend. There was so much sexual activity that took place, it is hard to
remember who did what to who.

I do remember, that no one wore more than briefs, and some remained naked
for the entire weekend. No one in boxers, but then this was the mid
50's. Briefs were in.

Thre were big dicks, small dicks, fat dicks, skinny dicks, mostly cut
dicks, and a few uncut ones. Big heads, red heads, purple heads, and
covered

heads. Tight balls, loose balls, big balls and small balls. Hairy guys, and
not so hairy guys. To bad Polaroid wasn't popular then, would have made
some great pictures.

Some guys I knew, and most I didn't. Some were currently members of the
Troop, and others had been members. There was never any problem. Everyone
had a great time. Any sexual request was satisfied. For the first time in
my life, I saw three guys engaged in anal sex at the same time. One guy on
his hands and knees on the floor, being attended to by another, who was
sharing his man pussy with someone else who was sharing himself with a
third guy. It was very exciting.

One of the other unuct guys showed me the "docking" maneuver. That's where
you cover your partners dick head (cut or uncut) with your foreskin, and
jerk both dicks at the same time. The goal is to have both reach a climax
at the same time, and contain the juice underneath your foreskin. Did it
twice that weeknd. Totally arousing.

Boy Scouts just didn't seem the same without Mr. Gregg. The summer came,
and I chose not to go to summer camp. After all, I was going into high
school in September.

End of Chapter 5

Chapter 6 - The High School and College Years to follow soon. Please send
your comments and suggestions to WConne5523@aol.com