Date: Sat, 8 May 2010 05:52:13 -0700 (PDT)
From: Jimmy Thompson <soxandboxersboy@yahoo.com>
Subject: babysitting a show-off - 6

Babysitting a Show-Off - 6
by Jimmy Thompson
soxandboxersboy@yahoo.com

Bobby was sitting in school thinking about how Jack would be babysitting
him for the weekend, and he was feeling excited. He had a boner, and he
slipped his hand into his pocket to feel it. He rubbed himself a bit, then
felt a tiny hole in his pocket. He pushed his hand further, and there was a
ripping sound as the hole opened up more. This made some of the boys around
Bobby notice, but he kept pushing his hand in further as the pocket
continued to rip open.

A few boys now noticed the tearing sound and were turning to look as Bobby
thrust his hand further into his pocket, ripping it open
completely. Finally he was able to rub his boner through his underpants now
that his pocket was ripped open. He began to stroke faster as he thought
about his babysitter, Jack.

Several of the boys were now watching Bobby as he masturbated in class. He
had kicked off his shoes and slid down in his seat. From the way his hand
was moving furiously inside his pocket, the boys knew he was jacking
off. One of the boys next to him now had a boner too and was discretely
rubbing himself too.

The boys' teacher, Mr. Robinson, noticed Bobby masturbating under his
desk. This was nothing new as Bobby did this frequently in
class. Mr. Robinson also knew the boy was probably thinking about his
babysitter, as Jack was all the boy could talk about. He didn't mind,
though, as he enjoyed watching Bobby go at it in class. When he did, he
prompted some of the other boys to do it too. Mr. Robinson often showed
films in class because he knew a few boys would end up jacking off in the
dark.

In fact Mr. Robinson decided this was a good time for a movie, and he
always kept a few dvd's at school in case he wanted to put one in. In just
a few minutes he had a movie playing and the lights out, and he took a
place in the back so he could stand and watch the fun.

Encouraged by having the lights out, Bobby decided to forego rubbing
through his pocket. He pulled out his hand, popped the button on his pants,
then undid the zipper. It was loud enough that the boys around him heard,
as did the teacher. They all watched as the boy's tightie whities came into
view. Bobby lifted himself a bit up off of his seat and slid his pants
down. They fell to his ankles, and with no shoes on, slid all the way off
onto the floor. So Bobby sat in his shirt, underpants and socks, his boner
tenting his briefs.

Now several of the boys were watching him and rubbing themselves, and
Mr. Robinson too had slipped his hand into his pocket. Bobby was stretched
out and rubbing himself faster through his underwear. After a few minutes,
he slid the elastic waistband down so that his boner popped out, and he
began rubbing the head. Then finally he slid his underpants down and was
openly jacking off under his desk.

The boys around him were all watching, many of them rubbing themselves. To
Mr. Robinson's delight, two of them had also undone their pants. One boy
was rubbing himself through his Spongebob underwear, the other had pulled
his boner out of his pants. The teacher's hand was now on the outside of
his trousers, rubbing and caressing his hard cock through the material as
he watched the show.

Mr. Robinson noticed that most of the boys had kicked off their shoes, so
he slipped his off too. He stepped out of his loafers and pushed them
aside, feeling the floor through his socks. Now the boys closest to the
teacher noticed what he was doing, and they also took off their shoes and
began to msturbate under their desks.

Now at least half of the boys in the class as well as the teacher were all
jacking off. Those who weren't were watching the ones who were, and no one
was paying any attention to the film.

Soon Bobby started to moan as he felt himself building to an orgasm. His
groaning made most of the boys around him and his teacher watch him as he
wiggled around in his chair. Soon his grunting became louder as he was
about to spew, and then suddenly his cum shot out of his hard cock, landing
all over his uniform shirt. Bobby kept pumping his dick as sperm shot all
over himself.

Watching Bobby cum all over himself made the rest of the boys lose control,
and most of them started shooting too. Several quietly filled their
underpants with semen, while the few boys who had unzipped themselves were
spurting jizz all over their uniforms. A few boys were still watching their
teacher as a wet spot spread across the front of his trousers from cumming
inside his pants.

Just then the bell rang, and the boys scrambled to zip them selves up or
adjust their boners in their pants while Bobby pulled his clothes back on.

That evening Jack ordered a pizza for dinner and gave Bobby the money to
greet the delivery driver at the door. When the doorbell rang, Bobby ran to
the door wearing his favorite Spiderman underpants. He opened the door to
find a handsome young delivery guy standing there.

"Hey little guy," said the driver, "you look casual."

Bobby looked down and pretended to be embarrassed. He reached down to cover
himself, saying, "I forgot I was in my underwear." Reaching down only
emphasized that he had a boner in his briefs.

"That's OK little guy," said the driver. "I have seen plenty of guys in
underwear. I don't mind."

"Gosh, I'm so embarrassed getting caught in my underwear like this," said
Bobby, his hand still just barely rubbing up against his hard-on.

The driver noticed and said, "If it makes you feel better, I can show you
my underwear too."

"Really? You would?" said Bobby, now obviously excited and rubbing his
boner a bit more.

"Sure," said the driver, putting down the pizza and undoing his jeans. The
slid down, revealing a pair of red and white briefs.

"Those are nice!" said Bobby, excited and rubbing himself harder.

"Thanks," said the driver as he rubbed his own hard-on through the
material. The next thing he knew, Bobby had gotten down on his knees,
pulled his briefs down, and taken his cock into his mouth.

The driver looked around, realizing they were on the front porch and anyone
driving or walking past could see. But as he enjoyed the feeling of the
boy's mouth and tongue exploring his dick, he forgot about the risk.

A few minutes later the driver looked over as a an older boy appeared at
the door. Jack had come to watch the two. He was also in his underwear, a
pair of black briefs, and rubbing his hard-on as he watched Bobby sucking
on the delivery driver's dick.

Now all three could be seen by anyone passing by. The driver noticed that
one of the neighbors was walking his dog, taking his time as he passed by
the front of the house.

Jack recognized the man as Bobby's next-door-neighbor, a man who often
watched them from his house through the window in Bobby's bedroom. In fact
Jack and Bobby often put on shows for the man in Bobby's room.

The driver didn't know if it was because of the boy or being out in the
open or being watched, but he had gotten so excited that it only took him a
few minutes to reach orgasm. He moaned softly as Bobby continued to suck on
his cock, then the man grunted and spewed his cum into the boy's mouth.

When Bobby had sucked him dry, the driver seemed to realize where he was
and quickly pulled up his jeans and ran to his car. "No charge for the
pizza!" he yelled at the boys as he got into his car and drove off.

The boys took their free pizza inside, but they didn't eat it right
away. Jack wanted to help Bobby finish what he had started on the porch.

The next day Bobby got dressed in the outfit Jack had asked him to wear: a
button-up shirt, tan pants that were very thin and almost see-through, and
a jock strap. Jack was happy to see that the younger boy's pants were so
thin he could see Bobby's jock showing right through, including the pouch
in the front and the straps in the back as well as his buttocks. Jack
immediately got a hard-on when he saw the boy.

Jack took Bobby to the mall where they walked around for a while. Jack
noticed that many of the men shopping were paying attention to Bobby,
especially noticing his visible jockstrap and naked buttocks. Eventually
they went into a restroom where a number of young men followed them in.

Bobby went to the sink so he could comb his hair and wash his hands. As he
was standing there, Jack came up behind him and put his arms around the
boy, rubbing his chest. Bobby leaned back against his babysitter and could
feel Jack's boner pressing between his buttocks. Jack pressed forward,
pushing the boy over toward the sink. He began humping Bobby, pressing his
erect cock harder against the boy's butt.

As Jack continued to carress the boy's chest, he grabbed a hold of Bobby's
shirt and ripped it open. The buttons all flew off and landed all over the
sink and the floor. Jack continued to pull on the shirt, ripping and
tearing it, finally pulling it off the boy and dropping it on the
floor. Now all of the young men who were in the restroom were watching the
two, and one of them picked up the shift off the floor to give it a sniff.

Bobby gasped when Jack ripped his shirt off, then moaned with pleasure as
his babysitter pressed against him. He could feel Jack's hard-on pushing
closer between his butt cheeks. Bobby looked in the mirror and was excited
to be able to watch his older friend behind him.

Both Bobby and Jack noticed when they looked in the mirror that now all of
the men in the restroom were watching, several of them masturbating as they
watched. Jack's hands slid down from Bobby's chest to rub his boner through
his thin trousers.

Jack reached down and opened up his pants, let them slide down, and pushed
down his underwear. He continued rubbing his hard cock against the soft
material of Bobby's trousers. He was leaking precum which was leaving wet
spots on the back of the boy's pants. The harder he pressed his dick
against Bobby, the more the boy groaned with pleasure. The boys watched
each other in the mirror and also watched the men around them jacking off
as they watched the show.

Jack reached down and found a few loose threads on the seam that ran up the
back of Bobby's pants. He was able to get his fingers in, making a small
hole. Jack got a hold of Bobby's trousers and pulled, ripping the back wide
open and exposing the boy's buttocks. Bobby gasped and moaned when he felt
his trousers torn wide open and his rear exposed.

As the men around them moved in closer to watch as Jack slid his hard cock
between the soft skin of Bobby's buttocks. Bobby moaned as he felt the
pressure, then relaxed as his friend began pumping him. The boy was so
excited, he frantically tried to undo the front of his trousers so he could
masturbate, but he kept fumbling. So Jack reached around him, took a hold
of the top of his pants, and ripped them open, exposing his jock
strap. Jack then slid his hand into the pouch to massage Bobby's cock as he
continued pressing his own hard cock between the boy's buttocks.

The sounds of ripping cloth had attracted the interest of more young men
who were crowding around the boys to watch them. Two of the men began
pulling on Bobby's torn trousers, ripping them even more, until they were
pulled off of the boy in two pieces. Another young man bent down and began
pulling on Bobby's shoes, so the boy lifted up his feet one by one to let
the man slip the shoes off. Now Bobby was wearing only a jock strap and
socks.

Jack pumped his cock harder and faster between the boy's buttocks while at
the same time jacked the boy's cock faster, pushing down the pouch of the
jock. The boy was moaning with pleasure, pushing his bottom closer to his
friend.

The boys came at the same time. As Jack kept pumping, shooting his cum
between Bobby's buttocks, Bobby let out a loud groan and shot jizz all over
the sink and the mirror. All of the men were watching, some of the moaning
too, and most of them shooting their cum. Some of it landed on the floor,
and some of it landed on the boys.

Almost instantly after the boys and the men watching had all lost their
loads, the restroom cleared out. Jack pulled his pants up, then looked
around for Bobby's clothes. "Sorry about your clothes," he said to his
young friend. "I got carried away and ripped them. Now I guess those guys
stole what was left of them."

"That's OK," said Bobby, hugging his friend, "It was worth it. That was my
dream come true."

Jack led Bobby out of the restroom, holding his hand, the boy dressed only
in a jock strap and socks. There were lots of stares and laughs, but Bobby
didn't mind as long as he was with his favorite babysitter.