Date: Mon, 15 Jun 2015 12:30:34 -0700
From: Jitters William <jitters2012@gmail.com>
Subject: Sixteen and Babysitting my Neighbors

D O N A T E        D O N A T E       D O N A T E

Remember Nifty is only here because of donations from the readers


I have added some stuff to this to make it "better", but for the most part
this is what I remember happening back in 1986



I had only turned 16 just a few months before. It was New Years Eve 1986
when this takes place. But before I begin a little background on how we got
there.

Our neighbors had lived there for a few years. They were in their 30's and
had two kids, a son Billy and a daughter Ellen. Billy was about 2 maybe 3
years younger than me and his sister was about 5 years younger than me.

Just after my 16th (November) I was asked if I could babysit Billy and
Ellen. They said it would be from around 7at night until 3 or 4 in the
morning.  It was Friday night and I had nothing to do.  So I said sure. I
was told they really did not need a babysitter, but felt better having
someone at the house that could drive in case of an emergency.

At a few minutes before seven I walked next door.  Billy and Ellen were
watching tv and their parents were running out the door.  They left us with
money for pizza and said they could stay up till 2am if they wanted.

I sat down and watched tv until one of them said they were hungry. We
ordered pizza and while we waited they went and showered and put on their
Pjs.  I had never really been in their house before so I wandered around
and checked things out. I strolls down the hallway and as I walked by the
first bathroom door, it was wide open amd Billy had just got out of the
shower.  He had his left foot on the toilet and was drying off. I just
stopped and stared. He was so thin and his dick was really thin and longer
than mine, but he had no hair at all.  When he looked up I asked if it was
okay if I showered after him. He turned and faced me and said, jump in I am
just drying off. I said I would be right back.  I went to the livingroom
and grabbed my pjs.  As I walked back to the bathroom I saw that Ellens
bathroom door was open, so I wandered down to it to take a peek.  I thought
it was empty because there was no water running, but as I walked in I
realized that Ellen was laying in the tub washing her hair.  Her eyes were
closed and she was laying there all naked.

Now as a 16 year old boy my cock got hard just thinking about a naked girl
and here was one in the flesh. She had just started getting here titties
and her pussy was still smooth as my shaved nuts were. My cock went hard
instantly. I turned around and headed to the other bathroom.  Now I was in
my swim trunks from sitting in our jacuzzi that day (It was a warm day but
not quite hot enough to swim) My cock stuck straight out and it wasnt until
I walked in and Billy was drying off still and stared right at my dick that
I became all embarassed.  He did not say anything about my boner, he just
set his towel on the sink and showed me how to adjust the temp for the
shower. When he turned to get by me his cock rubbed my leg and I looked
down to see it was also getting hard like mine.  Now I showered at school
all the time, but NEVER did any of the guys have hard ons. I dropped my
shorts and jumped in. I pulled the shower curtain and all I could think
about was jacking off. I looked out to see if you could see through the
curtain and figured the little bit he might be able to see did not really
matter, I was sure he played with his cock too.  I reached down and just
touching my cock it pulsed and throbbed.  I was so hard, it felt thicker
and longer than its normal 4 ½ inches.  I was slowly circling my cock
head and pulling down my shaft. I was about to explode when I heard Ellen
ask Billy if I would be out of the shower by the time the pizza showed
up. Just hearing her voice I came really hard. I actually moaned a little
and Ellen asked are you done.  I could feel my face turn red with
embarassment, I did not know if she meant had I cum or was I done
showering.  I said yes, I was about to get out. I pulled the curtain back a
little and watched them wander out and down the hall.  I jumped out and
closed the door while I dried off.  I threw on my flannel pj shorts that my
mom sewed me and a t-shirt.

When I got to the living room billy was laying on the carpet with pillows
proping his head up against the loveseat. He had no shirt on and was in a
pair of white cotton boxers.  Ellen was sitting on the loveseat in some
lacey panties and a t shirt.  I started to sit on the floor when the pizza
showed up.  We ate and them all decided to watch a movie.

Billy had layed back down on the carpet with a pillow. This left either
next to him on the floor or sitting on the loveseat with ellen.  I opted to
sit on the floor next to him. Ellen went and picked out a movie and put it
on. As she came back she plopped down straddling Billy and was kinda
tickling him. He laughed and told her to stop. She kept up, but at the same
time she was rocking back and forth. I sat there and watched her grind her
pussy into his cock. Just watching this made my dick get hard again.  She
laughed and hugged her brother then stood up and jumped on the seat behind
me.  Now the only light in the room was from the tv, but looking over I
could see that his cock was swelling up, not quite hard, but it was making
a little tent.  Looking down, mine was rock hard and if I had been laying
down I would have been seriously tenting my pjs. But thank god it was dar
and I was in more of a sitting position. Unless you stood infront of me, my
hard on was pretty well hidden.

It was then that my night became entertaining, I dont remember the movie,
but about 40 minutes into it Billy had fallen asleep and I was on the verge
myself.  Then Ellen said her calf was cramping and asked if I could massage
it, she said he brother normally does but she did not want to wake him.
She offered to massage my shoulders if I did her leg.  Before I could
answer she had scooted forward on the loveseat and wrapped her legs around
me, dropping her feet right onto my cock and balls.  Then she started
rubbing my shoulders and I thought, hey this is a fair trade. I asked wich
leg and she said her left one.  As I grabbed her left foot her right heal
slid down my little shaft and came to rest on my balls. Just that little
movement and I could feel my cock twitch and start to thicken.  So I moved
around a little thinking it would cause her foot too move away.  But
instead, the next thing I knew her right foot was literally resting on my
shaft and cock head. Then I noticed that when I squeezed her calf muscle
and slid my hands onto her left foot she would curl her right toes and
basiclly stroke my cock. With each muscle rub, her toes stroked me one more
time.  After a few minutes my cock was so hard and throbbing against her
right foot there was NO WAY she did not know I had a hard on.  My cock was
throbbing so bad and was in a bad position, I needed to adjust it. Just as
I was about to say something she asked if I would rub her other leg. I let
go and she placed it with her right foot and then slowly ran her toes down
the length of my hard cock.

I reached down and picked up both feet with one hand and adjusted my cock
so it was pointing up and to the right. I set her left foot down off of my
cock and started rubbing her right foot. It took about 3 minutes and her
foot was against my balls between my legs. She said she felt better and
wanted to know if I wanted her to stop massaging my shoulders.  I was so
caught up in her foot stroking me that I did not realize she was rubbing my
shoulders. I said sure. It felt good. With that I let her foot go and
dangle to my right side. She immeadately repositioned herself and stuck her
feet back in my crotch. At first she just rested them there. But I was so
hard and anytime my cock twitched she would lightly rub my shaft or balls
lightly.  She said her hands were tired and stopped rubbing my shoulders,
but did not move and kept her feet on my cock

I had started to watch the movie again and had scooted down a few inches,
when I did this it opened up my crotch completely. She placed her right
foot against my cock and wiggled her toes. She did not say anything. Just
slowly massaged my cock with her foot.  I had to pee really bad. So I said
so. She lifted her legs and I went and took a leak.  Of course with a
raging hard on this took a few minutes.  When I came back she was on the
edge of the couch legs spread so I could sit right back were I was. As I
got down on the floor I looked and her panties were deep in here little
pussy and looked wett. I kinda laid down and she told me to scoot up. When
I did my pjs slid below my butt. Before I could pull them up she had put
her feet in my lap. I just laid my head back and when she started stroking
my cock with her feet again I reached down and lifted her feet up and
pulled my pjs down and placed her feet on each side of my cock. I did not
have to say anything. I could feel her lean over me, I assume to watch as
she jacked me off with her feet.  I started thrusting up and down and the
only thing she said was, your getting my feet wett. With that, I came all
over her toes. She just kept rubbing all the cum all over my cock and
balls. Slowly I stopped her feet from moving and she pulled them up onto
the couch. Neither of us said anything. I pulled up my pjs and we fell
asleep watching tv.  We were woken up in the morning, their parents had
come home and just let us all sleep.  At breakfast they asked if I would be
willing to babysit on New Years Eve for 2 nights.  With my cock still wett
and sticky from cum I did not hesitate to say yes.

It was the longest 6 weeks of my life.  I had jacked off at least twice a
day thinking about what had happended.

New Years had finially cum around. I wandered next door at around
5pm. Their mom and dad were still getting dressed.  They said that I could
sleep in their bed if I wanted or could crash on the couch. What ever I
wanted.  They gave me $100 to buy fast food for the two days and they were
off.  I had done nothing but think about Ellen getting me off for weeks.  I
had even gone to the thrift store and bought some really thin and baggy
cotton shorts.  If I put them on and walked around they literally would
fall off if I did not pull them up every 8 or 10 steps.  They were a light
gray and so worn that even baggy they showed everthing I didnt have :) It
was cold out so I turned up the heater really high, so I would have and
excuse to wear nothing but the shorts.

My cock was half hard all day and I had gone in the bathroom and jacked off
twice in three hours. We had eaten dinner and were sitting around when
Billy said he was gonna shower.  He got up and left the livingroom.  I had
never been alone with Ellen before and was suddenly really nervous.  She
asked if I wanted to see her room. I said sure, as we walked down the hall
Billy was laying in the tub, door wide open, cock and balls all exposed,
reading a car magazine.  She looked in, said hi, and then said Billy is
starting to get hair on his weenie. If you ask him he will show you.  Then
she asked if I had hair on my weenie. I said I grow some but I shave it
off, I like it smooth.  She said maybe later after I shower I could show
her, I said maybe.  My heart started racing and my cock started getting
hard again!!

Her room was painted pink and really clean. She said that now that she is
11 she is really trying to keep her room neat. It was everything had its
place.  On a chair was a pair of gym shorts that looked too big for her,
she said they were Billys, I asked did he get naked in her, she laughed and
said no, he goes to high school now and they are the wrong color for gym
class, so he game them to her.  I asked if they fit, she said that they
almost fit, but they fall down really easy. I said I had a pair just like
that and that I use them mine pjs, maybe she should sleep in them.  She
said that was a good idea, and grabbed them and said she would put them on
after her bath.  She grabbed my hand and let the way out. Billy was drying
off as we walked by and said the shower was open for me. I said thanks and
went to the living room to get my shorts.  I waited a few minutes after
Ellen went to take her bath and then headed to take a shower.  I could hear
her shut off the tub water and started thinking of reasons to go in and ask
her a question so I could see her naked.  I decide I would ask for a clean
wash cloth. I walked in and there were here tiny titties and tight little
pussy, I just stared and then she said, take a picture it will last longer,
I turned red and asked for a wash cloth. She stood up and walked over to
the cabinet next to me, opened it and handed one to me.  She smiled and
asked if I needed her to wash me too.  Jokingly I said sure cum in when
your done.  I left and got through the shower, I had just pulled on my
loose shorts when she came in and asked why I did not wait for her. I
laughed and said I was kidding. She said okay and stood there waiting for
me. When we walked out she said, see I did what you said, im using the
shorts as pjs.  I reached over to her belly and pulled the waist to see how
loose they were, they were as loose as mine and just like me she had no
underwear on. I could see her pussy. She reached over and pulled mine out
and looked at my dick and said yours are as loose as mine. She then asked
if I could put her on my shoulders. She was about 4'4" and maybe weighed 60
lbs. I grabbed her and plopped her on my shoulders. When we got to the
livingroom I had to put her down. She leaned forward and told me to lower
her slowly. I was only in my shorts which had dropped down to where entire
pubic mound was exposed, if it wernt for my cock being half hard, my pants
would have fallen to the flooor.

As she leaned over upside down, her middrift shirt dropped to her chin
exposing her little titties to my face.  To keep her from falling I grabbed
her hips and lifted her. She grabbed my legs and started to pull herself
down. I lifted her up which slid her shorts down a little and put her face
just below my belly button. She leaned forward and gave me a rasberry on my
pubic mound. I felt my cock twitch and used my finger to lower her shorts a
little and gave her a rasberry on her mound right at the top of her pussy
slit.  She said that tingled and felt funny then licked me from my belly
button to the base of my cock, which was still covered my my shorts and
getting really hard.  So I licked her from her belly button down into her
pussy slit. Then I tried to tongue her pussy, but she pulled herself to the
ground. We both pulled up our shorts and sat down to watch tv.  Billy was
laying in his same spot as the last time I babysat.


I sat on the loveseat and wondered if I should sit on the floor.  On the tv
was some movie about skiing and every few minutes there was some sort of
nudity. I looked down and saw that Billy had a raging hard on.  His white
boxers his nothing. When Ellen came back from the kitchen she straddled
Billy again and offered him a drink. Then he grabbed it and asked what was
in it. As she told him it was Dr Pepper and that stuff that their dad
drank, she rocked back and forth dry humping him. After a few drinks he
handed it back to her and kinda thrust a few times, then grabbed her hips
and stopped her from rocking.  She sat there for a minute, then stood up
and sat on the couch next to me.  Billys cock was still swollen and he had
a huge cum spot on the front of his boxers. I just sat there
stunned. Neither of them said anything about her grinding on him till he
came.


I was ready to cum myself and slid down onto the floor hoping she would do
the same for me. Nothing happened. Slowly my cock got soft and as soon as I
had finially given up, Billy got up and went to the kitchen and made us all
drinks.  He came back and stood over me, when he handed me mine he had
squated over me to reach down. When he leaned forward to give his sister a
drink he sat down on my crotch. Right on my cock head and started talking
aboout what was in the drink and that we would all have a good buzz.

I looked down and his cock head was poking out of his boxers and there was
a glob of cum right on the tip. I had never really looked at a guys dick
before, but now I wanted to see and touch it. I felt my cock twitch with
the thought and he ground his butt into my cock which made it throbb even
more. I chuggged the drink and set the glass down on the end table. As I
did he moved again and it felt like someone stoking me. I closed my eyes
and tried to think of something else, I did not want my cock to get
hard. It did not work, as soon as I closed my eyes and he felt my cock
throbb he started rocking back and forth.  I wanted him to stop because I
did not want him to think I was gay, but it felt so good, I just imagined
it was Ellen. He really started grinding on me and he pulled my hand up and
placed it on his cock. I opened my eyes, he was hard and dripping old cum
and pre cum all over my stomach. I grabbed his cock and stroked him as he
ground his ass into my hard cock. He moaned and I felt him squirt his cum
onto my chest, neck and chin.  It pulsed 6 or 7 times, I ran my finger
through it and tasted it. Hot and salty, just like mine.  He slowed his
thrust and I pumped upward a few times and came hard myself.  I had totally
forgoten that Ellen was sitting there.  No one said anything for about an
hour. Then Billy said he was tired and was gonna go to bed. He said that he
had a king size bed and I could sleep on the other side if I did not want
to sleep on the living room floor.  I guess he did not know I was allowed
to sleep in his parents bed, but I was now hoping he would make me cum
again. So I said yeah ill be there in a few minutes.

Ellen asked if I would tuck her in and I said sure. I told her I would be
right in but needed to pee first. After cleaning up I wandered in and she
was under the covers with the blanket under her arms. I notice she had
taken off her shirt, and then I noticed that her shorts were on the floor
too. She was smack dab in the middle of the bed and I tucked her feet, and
then had to get onto the bed to tuck her at the sides. First I did the
furthest side then I lifted the blanket to smooth it and to see if she was
naked. Yep, I had cum 10 minutes ago and my cock got hard instantly. As I
tucked her I could feel myseft getting so horny. She asked if I could
massage her leg and slid it out and lifted her knee.

I grabbed her calf and as I massaged up to her knee she lowered her leg and
kinda spread it. The blanket covered her pussy and part of her thigh. When
I massaged a little above her knee I asked if her whole leg needed
massaging. She said yes the big muscle on the inside was sore on both legs
and she lifted her left knee and spread her legs. This lifted the blanket
and exposed both thighs and her bald pussy. I slid my right knee toward the
middle of the bed between her legs and started massaging her right thigh. I
would slide my hand toward her pussy, stopping at the heat but not touching
the lips and pulling both hands back toward her knee. Each time this would
pull her lips apart and I could watch the wettness seperate like spit on
your lips. It was really was in her room and she pulled the blanket off her
and laid there spread eagle but naked.  I put a hand on each knee and
spread her really wide until her lips opened and I could look into her
hole. Its was bright reddish pink and wett like it had cum in it.

I ran my hands down to her lips and pulled them apart, when I did she slid
her foot to my cock and said take off your shorts..  I slide them off in
half a second and laid down so she could use her hand of hopefully her
mouth.  I started to rub her pussy lips and she started stroking my
cock. If felt so good. I was 16 and this was the first time a girl had
touched my cock without clothes on. I slide a finger into her pussy and she
moaned out loud. She got so wett I thought she came, it gushed out. I
managed to use two fingers and she started thrusting forward, I dont know
why but I leaned down and licked her pussy, as soon as I did she clamped
herlegs on my head and shuttered. She opened her legs and released me. I
wanted to fuck her so I slid up between her legs and rubbed my cock on her
pussy, she said no, I want to see you squirt on me. I grabbed me little
cock and stroked myself till I shot onto her belly. While she smeared it
around I said I better get to your brothers room and I grabbed my shorts
and left.

I stopped at the bathroom and cleaned up. Then headed to bed.  Billy was in
bed covered in a blanket. I crawled into bed and when I lifted the blanket
he was also naked.  So I slid my shorts off and climbed under.

I don't know what time it was but a few hours later Ellen came in and said
she had a nightmare and wanted to know if she could sleep in the bed with
us, I was half asleep, I scooted over to Billy and lifted the covers and
she slid in.  we allwoke up as the sun came up and lit the room.  My head
was on Ellens chest and my hand was resting on her pussy.  Billys morning
wood was between my but cheeks and he woke me up stroking my morning wood
while he tried his best to unload in my ass.  I laid there for about 10
minutes, Ellen was still asleep so I rolled onto my back forcing Billy onto
his and leaned over and started sucking on his cock. I dont know what made
me do it, I just wanted to taste it. His cock was really thin, like the
tickness of a jumbo crayon. But it was longer than mine, A good 5 ½ or
6" long.  It would hit the back of my throat if I pushed down far. Mine was
and still is only about 4 ½ " and the thickness of a broom stick. Billy
started rubbing a finger at my ass, I tingled all over, his sister was
still sleeping and I asked if he wanted to put his dick in my ass.  I
started to lay face down, but some how I ended up on my side with him
straddling my leg pushing his dick into my butt. After a few pushes and
some spit it slid in.  It was so thin, it hurt a little but felt so good at
the same time. Billy was pumping really hard and I had closed my eyes, he
thrust in and came. I opened my eyes and Ellen was rubbing her pussy and
watching us.

I was so embarassed, but she reached over and started stroking me, he
pulled out and we were both laying on our backs.  She was rubbing my cock
and said that feels good.  Then she said your weenie is thicker than his I
bet it hurts more. She rolled over onto me and sat on my cock, she was
rocking back and forth and I could feel the slimyness and I kept trying to
get her to slide a little further down so it would go in. then billy
reached over and started aiming my cock at her opening and telling her what
to do. She slid back and I felt him lift my cock and pop in it went in. as
she slid down onto it, I could not believe it, it was so moist and hot. In
15 minutes I had been fucked in the ass and now I had pussy wrapped around
my tiny cock. Three thrust and I came harder than I ever had in my life. I
stopped her from moving and she moaned more!!!  I pulled out and laid down,
billy slid up and started fucking Ellen.  He said lick her pussy. I leaned
down and started to lick here pussy slit. His cock sliding in and out, it
took about 40 secounds and they both moaned and we all colaspsed on the
bed.  Ellen said we should all take a bath in their parents jacuzzi tub.
As we got up to take a bath she asked if she could sleep in the bed with us
the next night

YES was all I could say.

The next night is a whole other story.

If you liked this or are interested in trading crotch shots or just want to
see my little cock, feel free to email Jitters2012@gmail.com

Thanks for Reading