Date: Sun, 21 Aug 2022 21:12:12 -0400 (EDT)
From: ShortStories@PlayTime69.e4ward.com
Subject: The Neighborhood Gigolo

	This story is 100% fiction and is for mature readers only. If you
are under 18 please leave now. Please note that all my stories are written
for enjoyment only and not intended to give anyone ideas on what to do,
what to try, or who to do things with. The actions taken in my stories
should stay in your mind only and not expanded to real life situations.

	This story is a fantasy involving an older teenage boy and a young
boy. You can see a list of all my stories on the authors page under the
author, Playtime69. All comments are appreciated and can be emailed to
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	This story's main idea and information came from one of my
readers. I took their information and worked it into the story you see
here. I hope you enjoy this story about a young boy learning about male sex
fun from an older teenage boy.



                                The Neighborhood Gigolo

                                    by: Playtime69


	"Mom, are you still going to be gone Thursday night?" I asked
during breakfast Monday morning.

	"Yes, Andy. I have a work related meeting every Thursday night this
month. Why do you ask?" My mother wondered.

	"Well I was talking to some of the guys and they told me of a
babysitter they had that is really fun. I was wondering if you might could
get him to sit with me instead of Mrs. Henley? His name is Todd." I
questioned.

	"I do not know. Who told you about Todd? And how old is he?" Mom
began asking.

	I told her he was 19 years old and about the other guys I knew of
that had used Todd. They were all my friends and between nine and twelve
years old. I told her how pleased they were all that Todd was their
babysitter and how much fun they all had. What I did not tell her was that
Todd was a great sex instructor and was teaching the boys about sex and
even let them practice on him. Mom told me she knew some of the boys and
their mothers and would check it out. I headed off to school with nothing
on my mind but having fun Thursday night.

	That night Mom told me that she had checked Todd out and he seemed
to be safe. All the mothers that Mom talked to were happy with him, so she
gave him a call and was able to get him and was even cheaper than his
normal babysitter.

	Thursday night came and with butterflies in my stomach I waited in
my room for Todd to arrive. I had just finished my homework when the
doorbell rang. I heard Mom answer the door. I looked down the hall to see
Todd as Mom showed him around and told him where things were and the
basics. I could see why all the guys liked him so much. He was tall,
well-built, and very handsome. He had dark hair and blue eyes with a
winning smile. As soon as I saw him my heart went thump in his chest and my
little penis went BOING! I was even a little afraid as to what was going to
happen. Not having a male around the house because my Dad left us many
years ago, made it hard to learn about sex and how to do things. I knew my
friends all did stuff but I was too afraid to ask them for help, especially
when it came to experimenting.

	"Andy. I am leaving. You be a good boy and do as Todd tells you."
Mom yelled out. She then told Todd, "Andy is a little shy. I am sure he
will be out in a few minutes. Oh, there is money on the counter to order
pizza with. You two can have pizza and a movie before bath and bed time."

	I heard the front door close and I knew it was time to put my
secrete plan into action. I had decided to see if what my friends told me
was true. The first thing I did was to take off all my clothes but my
underwear, making sure I had my Spiderman ones on. I then pranced around
letting Todd get a good look at both the front and back of my body.

	I was pretty cute if you ask me. I was not fat and I was not
skinny. I guess I was just a normal boy with normal sexual urges. The other
boys were all telling about how big they were so one time when my little
penis got really hard I measured it and found it to be about 3.5" long but
really thin.

	At first Todd and I just talked about school and stuff until I
finally got brave enough to sit on Todd's lap. I bounced on his knee and
even bent over to let Todd get a good look at my ass. I wiggled it around a
little trying to get him started but nothing seemed to work. Todd just
smiled at me like nothing was going to happen. I finally figured that
either the rumors were not true or that Todd wasn't interested in me. I
felt a little depressed and foolish so I just sat in my chair that was on
the opposite side of the room. Todd had ordered the pizza and when it came
we began to eat and watch the movie I had picked out. When the movie was
over and the pizza was taken care of I was told to take a bath. That was
not my favorite thing to do but I was told to do what Todd told me to do so
I headed off to the bathroom.

	Todd followed me into the room and started running the water. I
stood there waiting for the tub to fill when Todd asked, "Do you use bubble
bath or just water?"

	"Just water, thank you." I replied.

	When the water was ready I dropped my Spiderman underwear, letting
my cute hairless pecker pop out in clear site.

	I am not sure if Todd knew he had done it or he allowed it to slip
on purpose but I saw him taking a good long look at my hairless cock and
balls soon followed by a low moan.

	"Could it be that all he needed to do was see me naked?" I wondered
to myself.

	I stepped into the tub and sat down. The warm water felt good but
then the unexpected happened. Todd knelt beside the tub and grabbed a
washcloth. He wet the cloth and rubbed it over the bar of soap. He then
began to wash my back. Wow, did it feel good. Not just to have someone wash
my back but to have this gorgeous guy do it was the ultimate. I leaned
forward to see how far down he would go. He rubbed me all the way to my
butt crack then stopped. He then took hold of my right arm and lathered it
up. My left arm was next followed by my chest and belly. Not sure why but
he paid particular attention to my nipples and belly button what was all
very exciting.

	Todd then rinsed out the cloth and with just a touch of soap he
said, "Let's do your face next. Hold your breath."

	I did as requested and he scrubbed my face clean then rinsed it
off.

	"You want me to wash your hair?" Todd asked.

	Wanting him to spend as much time as possible playing with my naked
body I replied, "Please. I would like that."

	Todd then wet my hair with the water from the washcloth and applied
some shampoo. Using his finger tips he rubbed it in and lathered my head
up. He then spun me around so the faucet was to my back. He had me lean
back and then started the water again rinsing out the shampoo from my
hair. With me clean from the waist up he spun me back around.

	"Now for the bottom half." Todd explained.

	With all the soap used and the shampoo bubbles the water was pretty
cloudy and he could not see that my little dicky had grown to its full 3.5"
length, so when I stood up so did my penis. It proudly stuck out in front
with my hairless balls tightly tucked underneath. I sure did not try to
hide it much less make it go down. I was proud of my cock and wanted Todd
to look at it all he wanted.

	"Looks like we have a guest visiting." Todd mentioned as he stared
at my dick. "And a nice sized one at that." He added.

	"Thanks." I giggled like a little girl.

	I do not know if it was my young hairless dick or my cute giggle
but something caused Todd to change. He took the washcloth and soap and
cleaned my legs then my butt. Taking his finger and soap he went after my
butthole making sure my crack and just inside my hole was clean. I really
enjoyed him working his finger just inside my hole. He never got his finger
all the way inside but I could tell he really wanted to. Last, Todd cleaned
my cock and balls and making sure it was clean all the way underneath to my
butthole before he stopped. He then rinsed off all the soap from my butt,
cock, and balls before he helped me out of the tub. He let the water out of
the tub as he dried me off. I had been taking a bath on my own for a year
or so but never in my whole 9 year old life had I enjoyed one like this
ever before. If it were up to me I would let him bathe me every night if he
wanted.

	With me being dry and a towel wrapped around my small body, Todd
stood up. It was then I found out that he enjoyed my bath as much as I
did. Not only did he have a bulge in the front of his shorts he also had a
big wet spot there too. Later I found out that the wet spot was from
pre-cum because he had got so excited from giving me a bath.

	Not wanting things to die, pun intended, I pulled him down as I
stretched up, giving him a nice kiss on the lips. Todd tilted his head and
pressed hard back. We kissed a few seconds when I felt his mouth open a
touch. Next thing I knew his tongue was pressing at my lips. I parted my
lips allowing him full entrance to my mouth. We both quietly moaned as we
each probed the other's mouth with our tongue. It was my first ever French
kiss and one I will never forget. I allowed the towel to drop as we wrapped
our arms around each other's body.

	I do not know how long we stayed in that position but eventually I
felt Todd pick me up like a baby, cradled in his arms. He carried me off to
my bedroom and gently laid me on the bed. My heart must have been pounding
at the speed of lightning as I anticipated what Todd's next move was going
to be.

	I laid there with my hard rod sticking straight up in the air. My
eyes glued on Todd's face as I tried to figure out what he was going to do
to me and what he wanted me to do to him. I watched his eyes as they moved
to my crotch area. He licked his lips like he had just found the perfect
desert to his pizza dinner.

	"Can I?" Todd quietly begged.

	"Ummm...Hmmm..." I moaned.

	He lowered his head and as he got close to my package he opened his
mouth. "He is going to put it in his mouth." I thought to myself. Sure
enough the next thing I knew was my entire shaft and set of balls were
inside his warm mouth. I let out a low moan to let him know I agreed with
what he was doing. The next thing I knew he was sucking my dick like a
straw. My balls were now out of his mouth but were being toyed with by his
loving fingers. He sucked as he slide his mouth up and down on my rigid
shaft, making sure the head never escaped his tender embrace. There was a
funny feeling I was getting. I had never felt it before and was wondering
why. It was a good feeling and one that got better and stronger the longer
Todd sucked on my cock. The hand that had been playing with my balls was
now underneath my butt. His little finger was teasing my butthole as he
continued to make love to my dick. The one spare hand he had was moved to
my chest where he began to play with and pinch each of my nipples. I found
the sensation to be different but pleasurable.

	The good feeling I was having was getting stronger. The harder and
faster he sucked my cock the better I felt. I do not know what came over me
but I found I needed more. I needed it faster. I needed it harder. I really
needed my dick further in his mouth. I began to hump his face as he fucked
my crotch area. I really did not know what I was doing so I was trying all
different movements. When I found one that felt better I did it more and
faster until I needed even more to which I repositioned my body as I tried
to get a better feeling. Eventually I was moaning and groaning as my body
flailed around from side to side.

	"Uhhh...Uhhh...Mmmm...Ohhh...Mmmm...Grrr...Fuuu..." I
uncontrollably sounded off.

	Todd did his best to keep me restrained but I was all over the
place as I tried to keep the best feeling of my life going. All of a sudden
my I felt my balls tighten and my shaft enlarge. I had hit the high point
of my pleasure trip, I thought. Todd, knowing more than I did, knew I was
having my first ever orgasm and knew just what to do to make it even
better. It was at that moment he shoved his little finger up my ass sending
me into orgasmic heaven.

	I froze. The new sensation of having a finger up my butthole along
with a hard climaxing orgasm was just too much. My body arched upward and
did not return until the hard orgasm subsided. I finally returned to normal
and opened my eyes. Todd was staring right at me making sure I was ok.

	"Did you like your first orgasm?" Todd whispered.

	"Yessssss. Very much so." I moaned.

	Looking at the bulge in his crotch I asked, "Can I see?"

	He stood up and lowered his shorts and underwear letting his 7"
thin member spring out right at me. It was covered with a brown fur like
hair that covered just the balls, pubic mound, and the base of the
shaft. There was no hair on his chest and little at the tops of his legs. I
could tell it had not been trimmed or shaved that way. It was just the
natural look that made me want to touch it.

	"Cannn...Cannn...Can I touch it?" I pleaded.

	He moved in close and without a word he pushed forward so that I
could easily reach out and grab it. I gently took hold and began to pet it
and play with it like it was a cute furry puppy.

	"Mmmmm. You have a nice touch. It feels really good. Just keep
doing that. Right there. Play with the head. Mmmmmm. Oh Fuck! Yeah. Play
with my balls. Yes...Yes...Yes...Stroke it. Oh fucking yeah." His moans
changed over to a frantic search for release.

	I guess I was doing it right because he never took charge. He would
tell me where to touch, what to play with, how to squeeze, and eventually
what to do to make him cum.

	"Lick it! Lick the pre-cum. Oh fuck! Perfect. Lick the tip and
underside. Fuck. Fuck. Fuck. Mmmmmm. More. Lick it again. Squeeze my
balls. Yes. Lick me again. Tug on the shaft. Stroke me. Lick me." Todd
continued moaning as his body began to shake.

	"I am about to cum. Can I cum in your mouth?" He begged.

	Giggling I replied, "Please. If that will make you feel good."

	"Lick the tip and your lips then let the head slowly side into your
mouth. Just be careful and do not bite it." Todd requested as he pushed
further towards my face.

	I licked the tip, which sent shivered over his body. I then licked
my lips as he watched me get ready to insert his cock into my mouth. With
his dick gently laying on my lips I opened my mouth and slowly let it
enter. I let it bounce around like I did Todd's tongue as we French kissed
earlier. Soon I took my tongue and began to tease his dick head causing
Todd to loudly moan.

	"Suck me. Suck my fucking dick, Baby." Todd demanded.

	Doing as told I began to suck him like he had sucked me. I let him
slide in and out just a bit but he was too big for him to fuck my face like
I had done to his. Soon his balls tightened up and his shaft
enlarged. Figuring he was getting close I sucked harder and squeezed his
balls some more.

	That was all it took before Todd yelled out, "I am cumming get
ready."

	I had no idea what to expect. My orgasm had been dry and I had
never seen another guy cum before so I really had no clue of what was going
to happen. With a loud grunt, Todd began blasting stream after stream after
stream of cum into my mouth. The first rope caught me by surprise and
before I knew what was going on it had already dripped down my throat. The
second had little chance of going anywhere but down to my stomach also. The
third, fourth, and fifth streams splashed inside my mouth. I swallowed as
much as I could making sure I got to taste each rope before allowing it to
go down. He was squirting too much too fast for me to keep caught up and
soon I began to choke. Todd noticed what was going on and since the
majority of his orgasm was over he pulled his cock from my lips and let the
remaining cum land on my face.

	Todd, without saying a word, lowered his head to mine and licked
all of his cum from my face and lips before he planted a gentle loving kiss
on my mouth. We kissed a bit before he eventually pulled back. He left the
room to get the washcloth to clean me up so there would be no evidence. He
then cleaned up his dick and got dressed. He gave me one more kiss to my
bald little penis before having me get dressed for bed.

	"Your mom will be home soon so get to sleep as fast as you
can. Maybe we can do this again sometime." Todd whispered as he gave me one
last kiss on the lips.

	I was asleep in an instant not knowing anything until Mom was
waking me up the next morning. She asked me how things went to which I told
her that once I got to know him he was great.

	"Good, because I have asked him to watch you each Thursday for the
rest of the month. I hope that is ok with you." Mom explained.

	Not wanting to overplay my hand, I told her that would be
fine. Inside, though, I was doing summersaults for joy. I could not believe
I was going to have my own personal babysitter (Lover).

	Over the next several weeks Todd found he not only enjoyed having
sex with me and teaching me all new ways of enjoyment but he found he also
liked me for who I was. He had fallen for me as hard as I had fallen for
him. Soon he had quite all his other babysitting jobs because it just got
too hard on our relationship. He got a regular job but kept babysitting me
until I could be left alone at age 13. There were times that Mom had to be
out of town so Todd was asked to spend the night. This was even better as I
loved waking up in his arms.

	Mom did eventually find out before I turned 18 but by then it was
too late and seeing how happy I was she was not going to cause trouble. She
would allow Todd to spend the night once in a while but only as a act of
kindness and love.

	As time went by we became more open with our relationship and at
age 18 I moved in with him. We are still together to this day. I never did
wonder what it would be like to be with a girl or even another guy since
Todd took care of all my needs and I did the same to him.

                                          The End