Date: Fri, 2 Oct 2009 15:18:41 -0700 (PDT)
From: Jimmy Thompson <soxandboxersboy@yahoo.com>
Subject: babysitting a show-off-3

Babysitting a Show-Off - 3
by Jimmy Thompson
soxandboxersboy@yahoo.com

Note: Feel free to email me and say hi if you like! Thanks!

Bobby was excited about Halloween. Jack, his babysitter, had agreed to take
him to visit a haunted house. But the fun began the night before, when Jack
took Bobby to the movies to watch a double-feature of monster movies. Lots
of the boys at the movie theater had worn costumers, including Bobby who
was dressed as

As the boys continued to walk forward, Bobby's feet kept sliding out of his
shoes. Jack had leant him a pair of his lace-up dress shoes, and they were
too big for Bobby's feet. Every time the boy took a step, his socked foot
came out of the shoe. Then the shoes started to stick to the floor and
Bobby kept walking out of them, then had to go back to slide his feet back
in. Jack was already hard from watching Bobby's underwear-clad butt showing
through his pants and from seeing him losing his shoes.

When they took seats, Jack asked Bobby about school. "Which costume did you
decide to wear to school today?" Bobby had discussed dressing at Tom Cruise
from Risky Business (after Jack had shown him the clip from the movie where
he dances in his undies) or as a superhero wearing just underpants.

Bobby giggled and said, "I wore my superhero costume with red, white and
blue t-shirt, underpants and socks, and then I put a cape on that I
attached to my shirt. It was fun! I could slide around the hallways in my
socks! And in class I could reach down and play with myself through my
underpants! Some of the boys teased me, but some of them liked it." As
Bobby was telling his story, he was rubbing his boner harder and harder
through his pants.

Jack reached over, grabbed a hold of the already-torn pants, and gave them
a yank. There was a ripping noise as the trousers tore open, exposing the
front of Bobby's underpants. The boy grinned and began to fondle his boner
through the orange briefs. "In the class where we sit at tables, the boy
across from me took off his shoes and had his socked feet in my lap all
through class." As Bobby continued his story he was masturbating
faster. The boy sitting next to him noticed and was staring. "It felt so
good sitting there in class in just my underpants with the boy's feet in my
lap! I made a huge mess in my undies!" He was jacking off faster as the boy
next to him stared.

"Then," continued Bobby, getting more excited, "when I was leaving school,
a boy stepped on my cape. I had fastened it to my shirt, so both the cape
and the shirt ripped off. All the boys laughed, and I left school wearing
nothing but briefs and socks," masturbating faster now.

The boy who was sitting next to Bobby reached over and yanked on his pants,
ripping them even more. Excited, Bobby let out a moan, so the boy continued
to rip his clothes. Soon another boy with him begin pulling on Bobby's
clothing too. This drew attention from other boys around, and within
minutes there was a group of boys ripping off Bobby's clothes. His jacket
was torn to shreds, then his shirt ripped to bits. Finally the boys
attached his trousers, which were torn to pieces in minutes.

Once all of his clothes were torn off, the boys took their seats, each of
them tossing shreds of fabric around the theater. Jack looked down at Bobby
who was sitting in his seat wearing nothing but socks and pair of orange
underpants which were also ripped, but had not been completely torn off.

Jack slid his arm around the boy and pulled him close. His hand slid down
to Bobby's underpants, finding his boner and fondling it through the
underwear as the boy moaned softly. Jack felt Bobby's body tense as he shot
a load of semen into his underpants, then the boy relaxed. The pair sat
just like that, Jack's arm around the boy, all through the rest of the
movie.

The next night Jack took Bobby to visit a haunted house. Again lots of boys
going had worn costumes, and Bobby was no exception. He had dressed as a
mummy, and Jack and he had created the costume together. Jack had wrapped
the boy from head to toe in thin white gauze bandages.  The bandages were
so thin, you could see right through them. Bobby had worn another pair of
Halloween undies underneath Ð this time cute briefs with pictures of bats
all over them. Bobby wore a pair of socks but no shoes. Once he was
completely wrapped in the gauze, he looked almost like he was wearing
nothing, and his underpants were easily seen. Bobby loved it and felt
almost as if he were walking around in public in just underwear and socks.

As they walked to the haunted house, lots of other boys stared at Bobby,
and he got a boner from the attention. Some of the boys snickered, others
made comments, lots just stared, but it all got Bobby hard Ð and Jack, too,
especially walking behind the boy and enjoying the view from there.

The boys got their tickets and entered the haunted house. It was naturally
very dark and the boys stayed close. Jack was so close to Bobby he kept
rubbing his boner against the boy's rear end.

Each time they entered a room of the haunted house, there would be a scene
with a man dressed in costume playing a part. In the first room was a
werewolf; the man jumped out and grabbed Bobby, pretending to bite him; the
boy squealed with delight. Then Jack noticed that the man had pulled on
Bobby's gauze wrappings, causing them to come undone.

The next room looked like a laboratory with a mad scientist. The man in the
costume grabbed Bobby, pretending like he wanted to pull him onto his table
for an experiment. Once again the man pulled on the boy's bandages, pulling
them off even more. This continued as the boys wandered through the haunted
house, and soon Bobby's gauze wrappings had pulled away from his face and
chest so that he was naked from the waist up.

The next-to-the-last room they entered was coincidentally set up to look
like an Egyptian tomb with a mummy. The mummy grabbed a hold of Bobby's
wrappings and pulled, and the boy spun around a few times, giggling. Then
the rest of his bandages fell to his feet, and the boy was wearing only his
underpants and socks.

The last room held a vampire in a coffin. As Bobby entered the room, the
vampire jumped out of the coffin, pulled Bobby close, enveloping him with
his cape, and pretended to bite the boy's neck. Jack noticed this was
taking quite a few minutes, and then realized the vampire's arm was moving
in a repetitive motion. Then Bobby seemed to fall into the vampire and
collapse. When the vampire let go, the boy had a huge grin on his face.

Jack and Bobby exited the house, and Bobby looked down, realizing for the
first time that his bandages were all gone and he was in underwear. He
giggled and pretended to be embarrassed, covering his underpants with his
hands. This of course only drew attention to the cum stain in his briefs.

The pair went to Bobby's house to get his costume ready for
trick-or-treating. Since he could no longer wear his mummy costume, Bobby
decided to use one of his other ideas. He wore a shirt, white briefs and
white socks, playing the part from Risky Business. And then he was able to
talk Jack into dressing the same way! "But I'm not going trick-or-treating,
you are!" protested Jack.

"You can wear a costume too! And then we will match!" said Bobby, excited
and already rubbing himself.

"I can't believe I'm doing this, but alright," said Jack as he kicked off
his shoes and took his jeans. He too was now wearing only a shirt, white
briefs and white socks.

After they had been out for awhile, Jack was happy that he had agreed to
this; it was fun for the two of them to be walking around in underwear
together. At houses where another boy or an older man answered the door,
Bobby would lift up his shirt a bit, showing his underpants and the boner
tenting them. Sometimes he would give it a squeeze or a rub too. So then
whenever Bobby did that, Jack would get up right behind him and lift up his
shirt too, rubbing his briefs-covered boner against the boy. Many of the
guys who answered the doors enjoyed the brief show.

Then as the boys were walking down the street, Bobby pulled his underpants
down, let them slide down his legs to his ankles, then walked out of them,
leaving them behind. "What are you doing?" asked Jack.

"Taking off my underpants, dummy! You should do it too; it feels great!"
Jack was also excited and couldn't resist the urge, so he did the same,
pulling down and stepping out of his white briefs. Now both boys were naked
under their shirts with obvious boners.

They went to the last few houses like this, and Bobby continued to lift up
his shirt to give guys a show. Finally they made it to the last house, a
neighbor of Bobby's who knew the boy well. When the man opened the door,
Bobby yelled "Trick-or-treat!" and lifted up his shirt. As he began to
stroke his boner for the man, Jack lifted up both his shirt and the boy's
so that he could thrust his cock against Bobby, feeling skin against skin.

The two boys stood on the front porch for several minutes as the man smiled
and watched Bobby, legs bent, jacking his boner and Jack, also with knees
bent, pressing hard against the boy. The boys simultaneously let out a loud
grunt and both of the came. Bobby spewed all over the neighbor's porch,
while Jack's jizz dripped down the boy's back, buttocks and legs.

The neighbor gave the boys all of the rest of his candy, and the boys
headed to Bobby's house to finish celebrating Halloween.