Date: Wed, 25 Jul 2012 16:32:01 -0700 (PDT)
From: Tyler Mitchel <soxandboxersboy@yahoo.com>
Subject: Babysitting a Show-Off - 7

Babysitting a Show-Off - 7
by Jimmy Thompson
soxandboxersboy@yahoo.com

(Note: This is an older story I have decided to resurrect. Since it has
been awhile, I am creating new characters but continuing the theme. Please
feel free to contact me if you enjoy it!)

Tyler was excited waiting for his babysitter, Zack, to pick him up. Tyler
always had fun with Zack because he let him do the things he really wanted
to do like showing off and playing with himself. Tyler was really too old
for a babysitter, but his dad was strict and insisted upon it. That was
fine with Tyler as long his dad hired Zack. Tyler heard the doorbell ring
and ran to the top of the stairs. He watched as his dad talked to Zack for
a few minutes, then his dad left for his business dinner and meeting. Once
he was out the door, Tyler ran downstairs and gave Zack a hug.

"Hey there big guy," said Zack, hugging the boy tightly. "I'm taking you
out tonight; are you ready to go?"

"Sure! Cool!" answered Tyler, and the two were on their way.

Soon the pair was seated in one of their favorite restaurants, a burger
place, sitting in a booth in a back corner. Tyler took off his shoes,
kicking them so far they ended up under another table. Kicking off his
shoes always gave him a boner. He stretched out his legs and found that
Zack had taken off his shoes too, and the boys rubbed their socked feet
together under the table.

"How was school today?" asked Zack.

"It was fun, especially when I played with myself in class."

"Tell me about it," said Zack. He always enjoyed hearing about Tyler's
antics.

Tyler began to tell Zack about what he had done in school. Toward the end
of the day he took his shoes off in class. The boys wore uniforms at his
school, and many of the boys liked to take off their dress shoes in
class. Tyler always got excited seeing that, and today he watched as the
boy in front of him unlaced his dress shoes and used his toes to pop his
shoes off. At the same time Tyler wiggled his socked feet out of his
loafers and felt himself getting a boner.

Tyler slid down in his seat a bit and slid his hand into the pocket of his
uniform trousers. He maneuvered his hand until he could rub his boner
through the pocket. As he was feeling himself, he looked over and noticed
another boy doing the same thing. Every so often he caught other boys
playing with themselves in class, and that always made him more excited.

Tyler pulled his hand out of his pocket and slowly and quietly unzipped his
trousers. He reached inside and began rubbing his boner through the fabric
of his briefs. He was getting more excited about doing it in class with
other boys around him who might see.

"Are you playing with yourself now?" asked Zack.

Tyler realized he had been rubbing his boner through his pants as he was
telling Zack his story. He grinned and nodded.

"Why don't you go ahead and unzip your pants now?" asked Zack.

"OK," said Tyler, grinning, "but everyone will see my underwear."  As he
talked he unbuttoned and unzipped his pants. He opened them up, exposing
his briefs.

"That's alright," said Zack, "you look cute in your underwear!  Here, I
will do it too." Zack then reached under the table, undoing his trousers
and opening them up as well, also exposing his briefs.

With both boys rubbing their boners, Tyler continued his story about
playing with himself in class. He realized that the boy sitting next to him
had seen what he was doing and was now watching. Even better, the boy was
now rubbing himself too. As Tyler watched, the boy also unzipped his
uniform trousers and slid his hand inside. He noticed Tyler had his shoes
off and slipped his own off as well to get more comfortable.

The waiter, who happened to be a friend of Zack's, came by the table to
refresh the drinks. Noticing that both Zack and Tyler had their pants open,
he gave his friend a wink and a smile before leaving them alone. The pair
continued to rub themselves as Tyler continued his story.

Tyler and his classmate were watching each other as they played with
themselves, both getting very excited. Though he didn't always do it, Tyler
decided to go further. He slid his hand inside the fly of his briefs, took
a hold of his penis, and manipulated it out through the opening. His boner
sprang straight up, now freed from the confines of his underpants.

The boy next to him let out a quiet little gasp when he saw Tyler's boner
poking out of his trousers. The boy reached in and imitated Tyler, and a
moment later his erection sprang free. The boys watched each other now
openly masturbating in class, each pumping his cock up and down. They were
both excited to be sitting with their erections exposed in class and a bit
nervous about the risk. They were getting more turned on watching each
other jerk off openly.

"I bet it would feel good to jack off right here at the table," said Zack.

Tyler grinned and said, "Yeah, that would be great!"

"OK," said Zack, "I will do it if you do it." Tyler peeked under the table
and watched as Zack slid his underwear down so that his erection sprang
free. Then the boy imitated him, pushing his pants and underpants down to
expose his boner.

As Tyler continued his story, the two sat jacking their cocks at the
table. The waiter, Zack's friend, noticed and kept coming to the table,
smiling at the two as he watched them jerk their exposed cocks. They could
not see that he had unzipped his own pants; his boner was sticking out
behind his apron.

As Tyler was jerking himself, he used his socked feet to explore under the
table. He could feel Zack's shoes, and he gave them a kick so they would
also end up under another table. He was excited knowing Zack could not get
his shoes back on easily.

Tyler continued his story. His classmate and he sat openly masturbating in
class as they watched each other. Tyler thought a couple of other boys had
noticed and were discretely looking, and he did not mind that at all. In
fact it made him more excited.

Soon Tyler the familiar feeling and knew he was going to have an
orgasm. His body twitched, and he struggled not to make any noises out
loud. Then he felt a surge of pleasure as his cum began to shoot out of his
dick. The first stream of cum shot all over the front of his uniform
shirt. He kept pumping his cock as his cum shot all over his uniform. He
was breathing hard but so far had not moaned as he often does when he has
an orgasm. After a few more strokes of his boner, the last drops of semen
oozed out.

Tyler looked over saw that his classmate was about to have an orgasm
too. The boy continued to masturbate his dick as his cum began to spurt
out. The boy leaned forward a bit and managed to shoot most of his cum onto
the floor. Tyler watched as the boy pumped his load right there in
class. After he had shot, the boy used his feet to clean up the cum,
letting the semen soak into his socks.

"Uh oh, I'm gonna cum," said Tyler, perhaps a bit too loud.

"Right here at the table?" asked Zack. Tyler nodded his answer, and Zack
said, "It's alright buddy, let it go. Shoot your load sitting right here."

Having heard what the boy said, the waiter came to the table in time to
watch the show. Tyler let out a grunt of pleasure, then said, "I'm
cumming." For the second time that day, the boy felt an intense orgasm. His
sperm began to shoot out of his hard cock, again spurting all over his
clothes.

"Yeah buddy," said Zack, "That's hot. Shoot your load. Oh man, I'm cumming
too." As he said it, Zack began to shoot cum, also spurting onto his
clothes. Both he and Tyler loved to have cum all over them.

Seeing the two boys shooting was too much for the waiter. He took a quick
glance around to make sure no one was paying attention. Then he slid his
hand under his apron. His dick was still hard and out of his pants. It only
took him a few strokes, and he too was cumming as he stood at Zack and
Tyler's table. His cum left a huge wet spot on the apron. He thanked the
boys for the show and slipped away to return to work.

Zack and Tyler got themselves dressed again and got ready to leave. Zack
realized that their shoes were underneath the table behind them where some
boys were sitting. He had to get up in his socks and go up to the boys,
asking them if he could get their shoes out from under the table. He was
embarrassed, but Tyler knew he probably had another hard-on already and was
turned on asking the boys to get his shoes. Zack picked up and carried both
of their shoes as they walked in their socked feet out to the car.

After the restaurant, Zack took Tyler to the movies as he had promised. The
theater was practically empty, and they had an entire row to
themselves. They sat near the wall to have some privacy.

"Did you have fun at the restaurant?" asked Zack. When Tyler grinned and
nodded, Zack said, "Me too. Would you like to have more fun here?"  Tyler
again smiled and nodded as the lights dimmed and the previews began.

Tyler slid down in his seat and put his feet up on the seat in front of
him. He popped his heels out of his shoes, then let them dangle from his
feet, wiggling them a bit. After a minute his shoes slid off, falling
somewhere in the aisle in front of them. Tyler decided to leave them and
look for them after the movie.

Zack also slipped off his shoes to get comfortable, then slid his arm
around Tyler so they could snuggle. With his other hand he reached over and
unbuttoned and unzipped Tyler's pants. Tyler put his feet down on the floor
so that Zack could slide his pants down and off. Zack then tossed the pants
aside. Next Zack undid his own pants, pulled them down and off, and tossed
them aside too. Now both boys were snuggling together in their briefs.

Zack again had one arm around Tyler. With his other hand, he reached over
to feel Tyler's cock through the fabric of his underpants. Even though he
had already cum twice that day, Tyler's dick was instantly hard again at
the touch of Zack's hand.

Just then an usher, probably about the same age as Zack, walked past and
shined his flashlight onto the boys. "Uh oh," said Tyler, probably a little
too loudly, "We're in our underwear." Zack froze, not sure what the usher
would do. The usher paused for a moment, looking at the boys, then moved
closer, still shining the flashlight on them. He took a good look, then
looked at Zack, smiled and winked at him. The usher walked away and Zack
breathed a sigh of relief.

After a few more minutes of rubbing Tyler's boner, Zack slid down onto the
floor. He pulled down Tyler's underpants, then bent over so his head was in
the boy's lap. Zack took Tyler's hard cock into his mouth and began to
explore it with his mouth and tongue. Tyler let out a moan of pleasure.

Zack sucked Tyler's cock, exploring the head, shaft, and every part of
it. As he did this he had slid his own underwear down to begin jacking
himself. He continued to suck Tyler's dick for several minutes as he
masturbated.

After a bit Tyler noticed that the usher had returned and was standing
nearby, watching. Suddenly Tyler felt a surge of pleasure and knew he was
going to have yet another orgasm. "Oh, I'm gonna cum," he said, and the
usher moved closer.

Zack continued to work the boy's cock with his mouth. He heard Tyler say,
"I'm cumming" as he tasted the salty semen shooting into his mouth. He
swallowed every drop, sucking the boy until he was dry. At the same time
Zack climaxed, shooting his cum all over Tyler's socked feet. Tyler glanced
over to see that the usher was still watching, his hand moving busily
inside his pocket.

After both boys had cum, Zack returned to his seat, again put his arm
around Tyler, and the two sat like that in their underwear through the rest
of the movie. Tyler had never been happier, and he couldn't wait for Zack
to babysit him again.