Date: Tue, 7 Apr 2020 22:32:15 +0200
From: Zis Guy <trevrep@mail.com>
Subject: Babysitting Tales - Chapter One: The New Neighbors

Foreword: Nifty is amazing, please donate to keep it that way! This story
is fiction and should be enjoyed with that knowledge. The author does not
condone the activities depicted, which involve cross-generational
sexual relationships.

If you should not be reading this for any reason, please do not. I hope
you enjoy my story...

The New Neighbors

When I turned 12 years old, my family started going to the Old Oak
Club every week. Pretty much everyone in our small town did. It was
essentially a golf/tennis club, on a sprawling property with swimming
pools and all that stuff. The place had something for everyone, in fact,
that was it's motto. We had several groups of friends that were developed
there, and lots of fellow members were aware that I was good with the
younger kids. I had a sort of patience that was not typical for a boy my
age, and a friendly demeanor that most younger kids liked. During the
social gatherings at the clubhouse, while the adults held meetings
(mostly drinking and telling stories, but occasionally business was
conducted- or so my parents told me) and the older kids were left to
their own devices (they truly did anything they wanted and could probably
have done with supervision themselves, but that was not my problem), the
youngest ones were sent downstairs for childcare so they didn't get bored
and cause trouble or hurt themselves (the majority of them were actually
better behaved than the older kids, but there were definitely a few well
known troublemakers who could cause some mayhem given the chance), and I
would go down with them as a supervisor. This eventually turned into many
offers for babysitting gigs, and I happily accepted all of them to earn
some pocket money. I quickly made a name for myself, being one of the
only boys doing babysitting in the area. So, parents of young boys found
themselves being begged by their sons to get me on the payroll, so to
speak. Of course I would also babysit girls, but was much more popular
among boys.

That summer, a new person moved to town and asked around for reliable
childcare which led to my phone number being passed along. I took the
opportunity to meet with them and found myself on their doorstep the next
weekend. They were only a few houses down from us, so I rode my bike
there after getting my parents permission.

A tall man answered the door wearing a bathrobe and a smile (I would
quickly find out that was all he was wearing). He introduced himself as
Dave and ushered me inside. A boy quickly ran up to me wearing only
underpants (briefs with ghostbusters on them) saying with a manic speed,
"Hi! I'm Mikey, I'm seven and my dad is 30. He told me your name is
Trevor and you babysit a lot of kids. How old are you?" I told him I was
turning 13 in a few months and he said that was cool. After making small
talk and getting the rules of the house, Dave told us to go play in
Mikey's room while he finished getting ready for his date. As he directed
us, he ruffled his boy's hair and put his hand on my shoulder still
smiling and told me I would have my hands full and hoped I had enough
energy to keep up. It was at this point I noticed his robe was falling
open and I could see his fully naked body.

He was fit, and slightly hairy- but less so than my own dad. His dick,
however, was completely shaved and hanging low and it had me mesmerized.
It looked about the same size as my dads', but he didn't shave down
there. Dave noticed where my eyeline was focused and chuckled, saying
"oops, sorry buddy, he likes being out in the open" and he took his hand
off my shoulder and scratched his balls. Mikey giggled and said that they
both stay naked in the house and he only put underwear on for me. I
replied, "it's cool, I don't mind- you should feel comfortable in your
own house, I used to go nude all the time." Dave said that I was welcome
to be naked anytime I was in their house. At this, Mikey pulled off his
briefs and tossed them at his dad who caught them and looked at both of
us while he brought them to his nose and gave a big sniff, then made a
face and put on little show saying "pewww stinky!" All three of us
laughed and Dave put the undies in the pocket of his robe.

*****
So... I should probably take a moment and quickly explain something. In
actuality, nudity was not a big deal at my house or even in our small
town. We were considered a private community and there was a big stone
wall completely surrounding the border (at school they told us it
measures 20 miles in total and was the first thing built when the town
was established by our founder in the 1801, we were given lots of math
problems related to the wall- apparently it's a source of pride for
everyone because our founder built it by hand... obviously, cuz it was
1801... with the help of 1000 volunteers who came from everywhere to give
back because he was some war hero who was gifted the property in
recognition of his efforts or something- I'm not really into history, but
I enjoy maths so a little stuck with me. The wall encompasses the town
giving it an area of approximately 32 square miles and stands 12 feet
high, I could drone on about the insane amount of stone required for such
a wall but most people- including my classmates- are not as interested in
the mathematical aspects as I am... and once I get going I usually hear
exasperated groans from anyone listening). When the town was established
after completing the wall, the founder wanted to retire in peace and be
allowed to live his life the way he enjoyed, so he wrote a list of bylaws
that had to be accepted by anyone who chose to live here. One of those
was acceptance of the nude form. Actually, when I say "one of those", I
should clarify that I really mean Number One of those... it was the very
first thing stipulated because our founder was a nudist. As soon as the
wall was built and his cabin was finished at the edge of town, he was
never seen wearing clothes ever again. There is a statue of him in front
of his cabin which is now used as our town hall, and the statue is nude.
It's no David or anything, but people say it's pretty accurate in its
depiction (I've seen pictures of the statue of David, his junk is tiny...
our founder had a bigger one- actually it's about the size of Dave's and
my dad's now that I think about it, haha).
HOLY COW, I really went off on a tangent there. Sorry about that. All of
this was to explain that this whole situation was completely acceptable
in our town. Mainstream society eventually seeped into ours and we sort
of assimilated. Nowadays, it's less common to have naked people walking
down Main Street, but it would not be a problem if they did.
Okay, now back to the story.
*****

I looked over and saw the smooth boy in all his glory. His dick was cut
like his daddy (and my own) and it looked long and thin- pretty big for
his age. It actually seemed bigger than mine when soft (maybe not the
thickness, but definitely longer), but mine grew larger when I got hard,
which happened a lot those days. As a matter of fact, I was getting hard
right then. I was wearing basketball shorts and a tshirt and my boxers
allowed my boyhood to poke out the pee hole so it was very obvious I was
sporting wood. Neither Dave nor Mikey said anything, so I assumed it went
unnoticed.

Mikey took me by the hand and pulled me toward the stairs to go up to his
room, I quickly glanced back to see his dad removing his robe and going
in the bathroom. When we reached Mikey's room, he grabbed my loose shorts
and tugged them down until they hit the floor. He laughed and said that I
should be naked too. I said why not and took off my shirt and tugged down
my boxers causing my hardening dick to bounce a little as I stood nude
with the already naked little boy. Mikey said I was cool and that my cock
looked big. I asked where he learned that word, and he said that was what
daddy called his thingy. I said cool and gave my still preteen cock a few
tugs. Mikey just stared directly at my crotch while I tugged at it, and
he absent mindedly fiddled with his own boy prick, which had started to
get hard too. There was something about this boy and his dad that flipped
a switch in my brain, I was smitten. It could've been the fact that I was
on the cusp of puberty and just starting to notice things in a sexual
way, or the fact that this boy had an almost magically hypnotic energy
that pulled you into his world with him, I felt like I would do anything
he said... and I had only known him for half an hour. At this point we
had been standing in silence essentially engaged in
mutual masturbation for what could've been five minutes when Dave walked
into the room. I did not notice him with my back to the door, he was
right behind me and put both hands on my shoulders, startling me out of
my horny stupor.

He felt me jump and said, "I'm glad you're comfortable here with us,
there is no need to be shy. I decided to cancel my date tonight so we
could hang out, and I also called your parents to ask if you could sleep
over- your mother said that would be fine. We have all night now to get
to know each other..." As he finished the last sentence his hands slid
forward to caress my chest and pulled me slightly backward into him. It
felt nice, his hands were strong but soft and he even kind of pinched one
of my nipples- which made me shiver. My back was pressed against his
hairy legs at that point, the top of my head reaching to about his navel,
and I felt his big man cock against my shoulder blades- it seemed to have
grown bigger by the feel of it. His hand traveled down to my tummy and he
gave me a tickle, causing me to giggle and push back against him. This
man was basically a stranger, so was his little boy, and here we were all
naked him with hands all over me and I truly felt completely comfortable-
it was crazy, but my newly forming hormones must have been warping my
brain.

"Why don't we go downstairs to the basement, Mikey can show you the
playroom." Dave said as more of a command than suggestion, and Mikey
agreed and ran past us leading the way. I followed behind, separating
myself from Dave's caresses and leaving my clothes abandoned on Mikey's
bedroom floor. As I passed by him, Dave gave my naked butt a squeeze and
then a light slap and I smiled back at him. I sensed that I would do
anything he told me to do as well, both he and his son had control of me
and I was beginning to realize that I absolutely loved it. It was a
numbness in the front of my brain that swept down my whole body, an
actual physical sensation, that I wanted to feel forever.

When we reached the basement I noticed it was set up in a cool way. There
was a large bathroom in front of you as soon as you reached the landing,
with a big hot tub inside and a smaller stand up shower next to it. As
you turned into the main area, there was a long puffy couch that looked
super comfy sitting against one wall facing a huge tv screen on the
opposite wall. Under the tv was a long entertainment unit housing movies
and video games and I was entranced (having nothing like that in my own
home, video games were not allowed and our tv was much smaller). Mikey
pulled me passed the shrine to television and down to the end of the
basement which was what could only be described as a boy paradise.

Just after the couch there was a big teepee set up (for those unfamiliar,
it is a tent shaped like a cone). Inside I saw what seemed like hundreds
of cuddly toys in all forms and sizes and pillows for sitting. Next to
the teepee was a huge collection of legos which rivaled my own, and mine
was quite impressive- being a favorite hobby. On the other side of boy
corner, as it was about to be known, was a tall bookshelf housing stacks
of games and books. Several bean bag chairs surrounded it. And finally,
next to the book nook was a kid-sized table with a half finished puzzle
in progress. After the brief tour I told Mikey I was jealous of his
awesome boy corner. He replied jumping, "Thanks! That is a really cool
name for it! That's what we're calling this daddy- my boy corner!" Dave
said that sounded great as he plopped down on the end of the couch
nearest the teepee. I then gushed to him over his lego collection,
explaining my keen interest and the piles I had in my room- as well as
the small town I built on the top bunk of the bunk beds in my room
(unused unless I had a friend over, I had my own room) which thrilled
Mikey to no end. He grabbed my leg giving me a baby bear hug saying I was
the coolest babysitter he'd ever had. I was happy we were getting along,
and still excited by the thrill of being naked with these strangers- my
semi hard tween dick was brushing the boy's shoulder as he hugged my leg,
but it did not seem to faze him.

Dave chimed in at that point, "You are the only babysitter he's had other
than his grandmother, and we moved too far away for her to help us
out regularly as she was. Not to diminish the compliment, because I agree
that you are super cool." He smiled and winked at me, I thought I noticed
him glance at my boyhood. I blushed at the nice words and my boy cock
twitched, as it became rock hard- now pointing straight up and tight
against my tummy. It was loving it's newfound freedom. Dave ended the
tour by explaining the basement was the very first thing they set up,
knowing they would want to escape from settling into the new house and
this was very similar to their old basement. While he went on to tell me
about Mikey's mom getting sick and going to heaven a couple years ago,
the little boy crawled up onto his lap with a sad look- earning a warm
cuddle and soft back rub from his Daddy. Dave told me that this was their
boys-only-area and they loved spending time together here and Mikey
especially enjoys and practically lives in his teepee. This perked the
boy right up and he hopped from his lap, using his Daddy's cock as a rope
to maintain his balance. I saw the grip he had on the manly dick and his
fingers couldn't touch due to the thickness. (I say he used it as a rope,
but a more apt description would be a branch- as it was now as stiff as
my own.) When Mikey touched the ground and released his Daddy's cock it
slapped against the man's furry tummy and Dave grunted grinning at me. I
had never seen a grownup boner before, it was huge to my eyes- monstrous
even. All this new stimuli was extremely exciting, and I looked down
at my own stiff member to see it leaking- a small clear drop formed at my
pink tip.

Dave was now openly staring at my leaky dick, and had a permanent grin on
his face. Mikey crawled into the teepee and called for me to join him. I
said I'd be right in, but stayed frozen standing in front of Dave-
letting him look at all of me. I was getting so giggly being naked and
hard in front of this naked and equally hard man. Both of us were clearly
enjoying staring at each other's hard dicks, and it was giving me so many
mixed feelings... obviously feeling naughty and excited, but also nervous
and maybe a little fearful because this was so different than anything I
had ever experienced, however I was clear about one thing- that I did not
want it to end, I could have lived in that moment forever. That numb
feeling in my brain started again.

Dave stood up and walked over to me, now standing about 8 inches away-
which I guessed because his 7 inch Daddy dick was an inch away directly
in front of my face (part of my enjoyment of maths was a decent ability
to estimate distance and lengths, haha). I could smell him, as I watched
his big dick drip a long strand of precum, and his scent was strong. I
was still frozen in place by fear and excitement. His dick jumped in
front of my eyes, and he performed the trick I only recently mastered
myself, where you flex your groin and make your penis dance without
touching it or moving. He performed the trick a few more times
and watched me enjoy it, smiling every time it bounced, I think I
unconsciously licked my lips because they felt dry. I hadn't noticed, but
Mikey was now kneeling at the entrance of the teepee watching this all
take place, as he looked out to see what was keeping me from joining
him. Dave stepped even closer, until the head of his cock touched my
cheek, I looked up at him and saw a knowing smile while he proceeded to
brush it across my face, smearing the dripping precum like paint
and staring directly into my eyes- the leakage trailed across my cheek
and then my lips as he took hold of his shaft and brushed it back and
forth a few times. I had taken hold of my own boyhood and used the bead
of pre that had formed as lube while I slowly stroked and enjoyed the
sensation. I still hadn't noticed Mikey who had crawled closer to us and
was beside me on his knees, fiddling with his small prick- but outside my
field of vision as I made eye contact with his daddy while he continued
to paint my lips with his manly paintbrush. The brain numbness started to
wash over my whole body again as I completely relaxed my muscles, feeling
like I was under a spell or something- I just watched the man who seemed
in control of my body and stroked my sticky preteen dick. Then I became
aware of Mikey's presence, because he wrapped his small hand around my
shaft- breaking my trance as I looked down to see where this new
sensation was coming from. I removed my own hand as a reflex and he
squeezed my stiffness, completely focused on his exploration not even
looking at me until I moaned involuntarily when he rubbed my cockhead. We
made eye contact at that point and smiled at each other, and then he
returned his attention to my most treasured possession. He gave my balls
a feel and lightly squeezed them as well, eliciting another boyish moan
from deep within me. No words had been spoken by anyone for at least ten
minutes at that point.

Dave placed his hand under my chin to pull my gaze back to him as his
naked little boy continued to fondle me in front of him. We were making
eye contact when he broke the silence. "Open your mouth and stick out
your tongue." He was almost whispering but it was still clearly a command
and I eagerly obeyed. He released my chin to grip his shaft once more,
while we made eye contact- me with my mouth open and tongue out and him
with a slight grin. He took his daddy dick and rubbed my soft boy lips
and tongue, giving me a first taste of that salty emission which seemed
to be flowing endlessly now. He stepped even closer and let go of his
cock as it rested on my tongue. He started moving a little back and forth
in a sideways fashion and then pushed it forward into my mouth just
slightly and then pulled back so it was just under my nose. I took a deep
sniff and closed my eyes and let out a sigh, the whole time with my mouth
open a tongue out.

I noticed a warm wet sensation on my own boy prick as Mikey moved on from
exploring with his hands to exploring with his own mouth, licking my
shaft and suckling my balls before taking the whole cock into his throat.
I've measured and I'm four inches when hard, so I definitely made it into
his throat and he didn't even gag at all. He was also very very VERY good
at what he was doing, I had never felt so incredible. Granted this was my
first blow job and with nothing to compare to I could easily say he was
the best, but looking back on it now, I can confirm that this boy was
something special. He used his tongue to flick my young shaft and
squeezed his throat on my head, which just barely made it back there- I
felt his uvula brush my pisshole. I placed my hands on his head to steady
myself, and Dave placed his hands on my own head- one at the back and
lightly gripping my hair and the other brushed my face before he placed
two fingers on my tongue. "Cover your teeth with your lips and try to
suck my fingers without biting them or scraping them at all." This
command was not a whisper and almost a deeper tone. I obeyed. He pushed
in and out slowly about five or six times, using his grip on my head to
guide me as deep as he wanted and then pulled me off completely. Then he
gripped the base of his leaky throbbing manhood and placed it back on my
tongue. I heard the sounds of his boy slobbering on my dick as he
continued to pleasure me in ways I didn't know I could be pleasured... I
moaned again.

"Good boy, now do the same with this cock, be sure to keep your teeth
covered." He immediately pushed forward just a bit and I wrapped my lips
around my first cock. He moved both hands to my head, one on top and the
other at the back of my neck and guided me forward and backward as I
learned to give head. "Suck it in like a popsicle, and used your tongue
to lick while you do. Try to imitate what Mikey is doing to you... There
you go, mmmmmm, your a good cocksucker Trevor- your mouth feels so good
on my daddy dick. I knew I had a better chance to get my cock sucked
tonight if I stayed with you instead of going on that date. Mmmmm, yeah
baby, you're going to be over here a lot, would you like that? You wanna
be my go to cocksucker Trevor?" I responded with an mmmhhmmm as his cock
was in my mouth. He pulled my head back by gripping my hair, not too hard
that it hurt badly but just enough that it stung- and I found that I
liked it- my cock twitched inside Mikey's mouth. Mikey had now placed
both his hands on my butt cheeks and was squeezing them intermittently
try to push me deeper into his throat, he clearly loved what he was
doing.

Dave had one hand pulling my hair so that I would look up at him again
and the other hand stroked his shaft, another strand of precum dangled
from the tip of his cock connected to my lower lip. He wiped my lip with
his stroking hand and returned it to his tasty dick using it as further
lube with all my slobber. "What did you say boy? You want to be my
cocksucker?" I could now speak without my mouth full so I responded, "Yes
I would". Dave continued, "You like this Trevor? Being naked and
controlled? Do you like when I pull your hair?" He yanked my head back
further as he asked the last question. I bit my lower lip and then
responded, "I, I, Yes. I like it" Dave seemed very happy about that
because he chuckled. "You're a naughty boy aren't you Trevor? Just like
my little boy. I seem to be surrounded by little boy cocksuckers. You
want my cock back in your mouth don't you Trevor?" ..."Um, yes please"...
"Such a naughty boy, but so polite. Since you asked nicely, open wide and
watch those teeth" and he guided my head back onto his throbbing daddy
dick. "We're going to see how far down you can take it, okay Trev? Pretty
soon you'll be deep throating me like Mikey" and he slowly pulled my head
forward, not caring about a response from me, until his dickhead touched
the back of my throat and I gagged. "Easy baby boy, relaxxx, breath
through your nose and swallow like you're trying to swallow me down into
that tight little tummy you have... mmmm... doing good baby. You are a
sexy boy Trevor, when I saw that bubble butt you have upstairs with Mikey
I knew I had to have you. I'm going to fuck you pretty soon Trevor,
you're going to have this daddy cock inside you. I'm going to turn that
juicy booty you got into a boy pussy. I can't wait." I could barely
understand what he was saying as I concentrated on not choking. I was
breathing through my nose fine, but his big dick was stretching my
throat and I kept gagging and coughing but Dave only held me tighter,
gripping my hair and pulling me down onto his thick daddy cock. My first
attempt ever at deep throating, my first blow job ever both giving and
receiving, and I had his man sized dick almost entirely swallowed. I was
impressed with myself and clearly Dave was too. "Damn dude, you really
are a natural...just...one...more...inch....uuhhhh mmmm... You did it
baby! Mm that whole daddy dick in your throat. Your a pussy boy now, your
throat pussy feels so good around my cock!"

I felt Mikey's fingers pulling my bum cheeks apart and poking at my hole,
I couldn't take any more stimuli and I gripped his head and thrust
forward while his dad was buried in my throat. I came down the little
boys throat and I heard him moan, clearly not bothered by the roughness.
Dave eased my head back, noticing my thrusts into his son. He got
himself  slowly out of my mouth all the way. He smiled and said, "Very
good boy, you are so good at this. Now let's get you your first taste of
cum. You ready to swallow my load?" I looked at him nervously, still hazy
from my incredible orgasm his son just sucked out of me.

He didn't wait for a response, but grabbed my hair again and pulled me
back onto his dick saying, "Well, ready or not, here I come..."

*****

That is the end of the first chapter in this series... I hope you liked
it. I am very open to feedback and love hearing from like minded people,
so please email me if you want to read more. I can be reached at
trevrep@mail.com and I will respond to all inquiries. I would love to
hear from people with ideas for future chapters, any constructive
criticism or stories of your own.

I envision this series as several connected trilogies- with Trevor's
story being the introduction broken into three parts: The New Neighbors,
Trevor Opens Up, and Word Gets Out. All focusing on Trevor learning he's
a submissive gay boy who likes to be used by anyone who will have him.
The second chapter would directly follow up with this one, involving Dave
and Mikey getting Trevor to spread his beautiful bubble butt and take his
first fucking like a champ, as well as both Dave and Mikey taking on more
dominant roles to teach Trevor that he is a true submissive bottom boy.
The third chapter would then take place after Trevor turns 13 and has
settled into his new role. Possibilities include Trevor babysitting other
families whose Daddies or sons have heard from Dave or Mikey about
Trevor's interests; perhaps Trevor's own family becomes aware of his
activities; perhaps Trevor's teachers or coaches discover his
inclinations on their own and become involved in his development.

After that I see a spinoff of sorts, where we meet other residents of
this small town inside the stone wall. We could learn more about The Old
Oak Club and find out what really goes on there. We could learn more
about this nudist founder and the bylaws that were created. We could just
forget this whole thing... it's really up to you- the readers.

If no one is interested, I won't waste my time or yours. I'm not even
sure if I'm a good writer, haha. Please let me know your opinion. So, in
closing, email me if you want more. Email me if you have suggestions.
Email me if you have something to share. Email me if you have inspiration
for me... I enjoy pix and vids, haha. Just email me, I need encouragement
to continue. I'm so needy, and going mad with cabin fever during this
apocalypse we're experiencing.
Hahahahahaha

Much Love,

Trevor Represents
trevrep@mail.com