Date: Fri, 25 Sep 2009 14:55:23 -0700 (PDT)
From: Jimmy Thompson <soxandboxersboy@yahoo.com>
Subject: babysitting a show off

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

(If you like my story feel free to e-mail me and say hi!)

"Let's play a game," said Jack to Bobby, the boy he was babysitting.

"O.K.!" said Bobby eagerly. He loved it when Jack babysat him and loved the
games they played together.

The pair were sitting in a restaurant, the kind for kids with games and a
video arcade. "Anytime I say so, you have to take off whatever item of
clothing I tell you," Jack was saying to Bobby, "then you have to do with
it whatever I tell you to, no matter who is around or who sees you."

"O.K.!" said Bobby again, eagerly anticipating the fun they would have. He
knew Jack liked the games too, because whenever they played he got a boner
in his pants.

"Great!" said Jack. "Do you see that table over there where the dad is
sitting with his son?" Bobby looked and nodded, and Jack continued,
"Good. So what you have to do is to go to the restroom, then on the way
back as you walk past their table, step out of your shoes and kick them
under the table."

Bobby grinned and quickly left the table, heading for the restroom. On the
way back he walked next to the table with the father and son, and Bobby
paused. He pulled his socked feet out of his shoes and kicked the sneakers
under the table. He walked back to the table in his socks.

Jack watched as the dad at the other table looked surprised, then smiled.
His son looked at the shoes under their table and giggled. "Good job," said
Jack, "let's go play some video games." He and Bobby walked over to the
arcade, the boy padding along in his socks. He ran to a video game and
began to play.

Jack stood right behind Bobby, so close that as the boy moved around, he
was rubbing against Jack's hard-on that was tenting his pants. After a bit
he leaned down and said to Bobby, "Now it's time to take off your shirt. Go
throw is in the waste can over there."

Bobby did as he was told, pulling off his t-shirt and tossing it away. He
began to play a different video game. Jack noticed that a couple of the
dads in the area were paying attention to the boy.

A few minutes later Bobby told Jack that he had to pee, so Jack said,
"O.K., go ahead to the restroom, but when you come back, make sure you
don't have your shorts on -- leave them behind." Bobby grinned and ran off.
A few minutes later he returned, now wearing only his cartoon briefs and
socks. Jack felt his boner twitch when he saw the boy walking around in his
underwear. He saw that a few of the dads noticed, too.

Bobby went to another video game and began to play, bouncing up and down in
just his socks and undies. Once again Jack got right up behind him so that
the boy was rubbing his boner as he hopped around. He looked around and saw
that one of the dads was doing the same, standing against his son's back to
the boy rubbed against him. Jack and the father smiled at each other.

Bobby continued to play for a while, all the time rubbing against Jack.
Soon he knew he would lose control. The next thing Jack knew, with Bobby
still pressing against his erection, his dick exploded, shooting creamy cum
into his snug briefs. Jack closed his eyes and enjoyed the feeling of
cumming in his pants as the boy played. Once the last few drops oozed out,
Jack told Bobby it was time to leave. He took the boy's hand and led him
out still just in his underwear and socks.

The pair walked home like that. Bobby was not at all embarrassed to be
walking around in his underwear. In fact he seemed to like it. Soon Jack
was hard again and noticed that Bobby had a boner too.

About two blocks from the boy's house, Jack paused and told Bobby to take
off the rest of his clothes. Bobby smiled and pulled off his socks and,
finally, his underpants. Bobby just left everything on the ground, and the
pair continued walking home, the boy now naked.

Jack stuffed his hand into his pocket into which he had already cut a
hole. He massaged his cock as he looked at Bobby walking home naked with a
boner. They walked slowly and Jack worked his dick fast. As they reached
the front door of Bobby's house, Jack let out a grunt as he exploded for
the second time, filling his already wet underpants with more cum.

Inside the house Jack got Bobby dressed again just in time for his father
to arrive home.

The next time Jack babysat Bobby, he took him to the movies. Once the
lights dimmed and the movie began, Jack slipped off his shoes. He slid his
socked feet over to Bobby, sitting next to him, until his feet came in
contact with the boy's shoes. Jack used his socked feet to pop Bobby's
shoes off, and he heard the boy let out a sigh. As Jack began rubbed his
socked feet all over the boy's, he could have sworn Bobby was almost
purring.

Jack reached over and unbuttoned the boy's shirt, rubbing his chest as he
did so. Bobby leaned closer, moaning with pleasure. After Jack pulled the
boy's shirt off, his hands moved down to undo Bobby's pants. He gave them a
yank, and Bobby was down to his briefs and socks. Jack noticed that he had
garnered some attention; a man had moved to the row behind them and was
leaning forward, watching.

"Can I sit in your lap?" whispered Bobby to his babysitter. Jack smiled and
nodded, and the underwear-clad boy climbed in his lap. The boy squirmed,
rubbing against Jack's boner. The man behind them was clearly enjoying the
show. He was leaning farther forward, and Jack was sure he was
masturbating.

Jack reached down and unzipped his own pants. In a moment his hard cock
sprang free through the fly of his boxers. He could now feel the material
of Bobby's briefs as the boy rubbed his butt into his lap. The friction of
his dick felt good against the cotton of Bobby's underpants, and he could
feel his cock twitching and pre-cum oozing out.

It didn't take long before Jack lost control; he let out a grunt as his
dick shot a load of cum. Bobby continued to rub against him as he felt his
undies get wet from Jack's load. The more he rubbed, the wetter his
underwear got. Soon Jack had shot all of his cum all over the boy's briefs,
and Bobby relaxed. The boy soon fell asleep in Jack's arms, and the two
stayed that way for the rest of the movie.

One night during the week Bobby's father called Jack in desperate need of a
babysitter. Jack explained that he had to go to the library to study, and
Bobby's father suggested his son go with and do his own homework. Jack
agreed and walked to Bobby's house to pick him up.

Once at the library, the pair sat at a study table. It was a college
library and a number of older boys sat at the other tables. Both Jack and
Bobby were still wearing their school uniforms which consisted of dress
pants, polo shirts, and dress socks and shoes. Jack wasted no time in
kicking off his loafers, then reaching out to find Bobby's feet. Jack used
his socked feet to pull Bobby's loafers off and kick them away. Bobby
grinned as Jack rubbed his socked feet all over the boy's.

Jack soon noticed a couple of students nearby began to watch. Jack slid his
foot up Bobby's legs until it came to rest in the boy's lap. As his socked
foot rubbed against Bobby's lap, Jack felt the boy become erect. He
continued to massage him as Bobby closed his eyes and let out a subtle moan
of pleasure.

After a few minutes, Bobby reached down and unzipped his own pants. Then
Jack was able to slid his socked foot into the fly, coming into contact
with the fabric of the boy's underpants. Jack used his foot to pop the
button off Bobby's pants so that his uniform trousers were wide open. The
boy still had his eyes closed as he enjoyed the feeling of Jack caressing
his boner through his underwear.

Jack looked over and noticed one of the college boys who had been watching
was now staring at them as he masturbated himself through his
pants. Suddenly Jack felt something in his own lap and looked down to see
Bobby's foot clad in a dress sock rubbing against him. Bobby had never done
this before, but Jack certainly liked it. He looked over again and decided
that the college boy must be enjoying it too, as he had unzipped his pants
and pulled his cock out into the open. Jack was surprised he was openly
jacking in the library.

Jack reached down and opened up his own pants, exposing his bright red
underpants. Now Bobby was rubbing his socked feet against Jack's underwear,
and he loved the feeling. When Jack looked at Bobby, he saw that the boy
was now looking at the college student nearby openly masturbating. Bobby
grinned and, the next thing Jack knew, the boy had pulled down his pants
and underwear. Jack now felt his foot rubbing against Bobby's naked dick.

Jack decided to follow suit, and he reached down and pulled out his own
hard cock. Now all three had their dicks out and were enjoying themselves,
the college student still jacking and Bobby and Jack still rubbing each
other's boners with their socked feet.

Bobby came first, exploding all over Jack's foot. He could feel his socked
foot get wet as the boy lost his load. This made Jack cum, and he too
creamed all over Bobby's sock. Both of them looked over as the college boy
came, shooting his jizz all over the library floor.

"You're the best babysitter!" said Bobby to Jack with a grin on his face.