Tommy and Hannah

by UpsiteDown



   Babysitting Hannah and Tommy was just a joy.  At five years old, Tommy
was old enough to know better, but young enough to do it again.  Like most
boys his age, he'd discovered his cock a few years before and liked nothing
better than playing with it.  He could even get a little erection that he
loved to show me.  This was made much easier by the fact that Hannah and
Tommy's parents were of the hippie persuasion and felt that in the house,
kids should be allowed to roam free and naked as the day they were born. 

   Being an outsider, their parents had made it clear that I didn't have to
participate if I didn't want to.  I'm sure it wouldn't have been `groovy'
to try to make me do something I didn't want to do.  Not wanting the
neighbors to think of them as odd (too late) they kept the shades drawn on
the first floor so they wouldn't give anyone an accidental eyeful. 

   Perfect. Here was a set of parents that wanted their kids naked, was okay
if I was naked with them, wanted the shades drawn so no one could see, but
didn't suspect a thing.  I thought it was nothing short of a gold mine, as
long as they didn't catch me in the act (or walk in on me with a raging
erection, I reminded myself).

   Tommy's brown hair stood in contrast to his younger sister, Hannah.  The
two year-old had shoulder length blond hair and, because of all the running
around naked at home, was already potty trained.  Like any kid her age,
there were the occasional slip-ups but that mostly happened at night.  She
was an adorable little girl, always smiling and, since she had easy access,
one hand was almost always playing with her little pussy.  She seemed to
know that it felt good, but I'm sure didn't understand how to really
masturbate.

   Over the six or so months I'd been babysitting the pair, all we'd done
was some kissing and touching.  Neither child seemed to have any idea that
it was at all odd for a grown man to kneel in front of a little girl and
sniff her pussy or to have a naked five year-old boy sitting in an adult's
lap facing him while they kissed.  I chalked it up to the parents and
figured it must be some kind of `free love' and `be one with yourself'
philosophy they fed them.  Whatever the case, it was the jackpot of
babysitting jobs for someone like myself.

   When I was over watching them, the three of us did everything together.
Whether it was something as simple as watching TV or going to the bathroom,
all of us did it together.  Whether they knew it or not, these two kids
were giving a lovely show as they went about their play.  Watching their
delicate, perfect (and did I mention naked yet?) bodies was such an erotic
experience by itself, but also getting to touch them was heavenly.  Tommy
really liked to kiss me and I adored getting to feel his little tongue
enter my mouth (I'd taught him that) while I cupped his naked buttcheeks.
Hannah seemed to like having the two of us watch her use the toilet.  She
was pretty small and so needed help to position the ring on the toilet seat
that kept her from falling in.

   The entire family was a family of `huggers'.  Whenever I showed up to
babysit, first the kids' mom and then dad would have to give me a hug. 
Similarly, the kids always wanted to hug me, but that of course I enjoyed.
They also hugged each other quite a bit, although Hannah was only tall
enough to wrap her arms around Tommy's stomach.  Whenever they hugged, the
contact was enough to give little Tommy a hard-on.  His body didn't yet
know why, but it liked being pressed against a nude girl.

   I arrive one evening to perform my babysitting duties and, after the
mandatory hug of mom and dad, set out to make the kids some dinner.  I
wasn't much of a chef, so I usually just opened a can of soup and made them
some grilled cheese sandwiches.  As we sat and ate, Hannah, in classic two
year-old fashion made a random announcement.

   "I saw mommy and daddy hugging in bed!"

   Feigning interest, and not really even processing what she said, I
responded.

   "Oh, did you?  That's nice, Hannah."

   Tommy jumped in.

   "They were hugging and mommy was making funny noises.  She got mad when
she saw us."

   That made me take note.  "Oh, they were hugging while they were lying
down in their bed?"

   "Yeah, and they didn't like it that we'd come in."

   So, my little charges had walked in on mommy and daddy fucking, but they
didn't really realize it.  Here was my opportunity to kick things up a
notch.

   "Well Tommy, what they were doing wasn't really hugging but rather
something people can do to show each other how much they love them.  The
only thing is that you're not allowed to tell anyone else that you did it
or it means you don't really love them."

   Tommy pondered that for a minute, then spoke.

   "Why don't they do that to us?"

   I chuckled.

   "It's not something that grown ups do with kids, because they don't
think the kids would keep it a secret.  As long as you keep it a secret,
you and Hannah can do it fi you want."

   I thought for a second that maybe I was pushing them too quickly and
instantly regretted proposing that Tommy fuck his sister so soon after
they'd heard about it.  However, Tommy almost instantly nodded in
excitement.  My cock started to grow hard as I envisioned getting to not
only watch, but help these two kids fuck.  I turned to Hannah.

   "Hannah, do you want to do what mommy and daddy were doing to show your
brother how much you love him?"

   She looked at Tommy, saw that he was smiling and was excited and nodded
her approval to me as well.

   "Okay, then let's head up to Tommy's room!" I said.

   Leaving the dishes where they were on the table, the two kids ran out of
the kitchen and up the stairs.  I followed, stopping to retrieve a small
bottle of KY I kept in the backpack I always brought over.  When I got
upstairs, Hannah was doing her best to jump on the bed while Tommy stood
watching her and laughing.

   "Okay, okay, calm down you two!" I said with a chuckle.  Since both kids
had been naked from the moment I entered the house, there were no clothes
to take off.  These kids were real time-savers.  Opening the bottle of KY,
I squeezed a little bit onto one hand.  "This stuff is what you need to use
to do it correctly." I explained to them both, extending my hand to let
them see it.  Hannah touched it, and immediately pulled her hand back.

   "It's slippery!" she announced, awestruck at this miraculous substance I
had in my hand.

   "That's right, and we have to put a little bit of it on both of you -
but don't worry, it doesn't hurt.  Who wants to be first?"

   Tommy's hand shot up.

   "Okay bud, let's get you set to go.  Hannah, come stand near the edge of
the bed, you're next in line."

   After I applied a little lube to his tiny shift, I spread what was left
on my fingers in the crack of her little pussy.  She was far too young to
get wet, but that didn't mean a little boy cock couldn't glide in and out
of her body easily.  I directed Tommy to lie down which he did, his cock
proudly pointing skyward.  He could get a pretty good erection for a five
year-old even if it was only about two inches long.

   Now that her child vagina was adequately slippery I helped little Hannah
to stand above Tommy, straddling his waist.  Placing my hands under her
arms I lowered her towards her first cock.  She looked down, watching
Tommy's cock get closer.  When she was almost on top of it, I moved her
hand to Tommy's stomach so that the toddler was supporting herself.  With
one hand I gripped Tommy's peepee giving it one or two tugs and aligned it
with Hannah's young body.  With my other hand I reached between Hannah's
legs and spread her delicate pussy lips, guiding Tommy's child-cock inside.
I gently pushed down on Hannah's shoulders until she settled on Tommy's
hips, his penis fully buried inside her.

   "Okay Hannah, why don't you give Tommy a hug to show him that you love
him?" I whispered to the toddler.  She leaned forward and pressed her bare
breast buds against Tommy's hairless chest.  Doing that exposed her
beautiful virgin asshole sitting directly above Tommy's miniature ballsack.
I leaned toward and sniffed her young anus.  It didn't really smell much
like anything other than baby powder and the gorgeous aroma of a child's
skin.  I gazed at the tight, wrinkly skin of her butthole - until now,
nothing had entered that glorious opening into her tender body.  I applied
a little more lube to my index finger and gingerly pushed the tip into her
waiting rectum.  She tensed a little bit - besides being able to feel it, I
could also see Tommy react as her vaginal muscles clenched around his cock.

   As my finger slid in further, I could feel Tommy's little penis through
her insides.  I let my finger slide in and out of her rectum, both
finger-fucking her asshole as well as massaging Tommy's cock which was
filling her vagina.  I paused to just enjoy the situation.  A five year-old
boy was fucking a two year-old girl while I violated her rectum with my
lustful fingers.

   My cock was now insanely hard, and I just had to get in on this fun.  I
slowly removed the tip of my finger from Hannah's anus, eliciting a shrill
giggle.

   "Hannah, why don't you stand up for a second?" I said.

   "Aww, but it's FUN!" complained Tommy, clearly not happy that the fun
was over.

   "We're not stopping, but one of the rules is that Hannah has to be on
the bottom sometimes too." I explained - Tommy's butt was far too cute to
spend all that time hidden in the bed sheets.

   Hannah dismounted Tommy's hard little cocklette and stood next to him.

   "Okay, now Hannah, you lay down next to Tommy."

   She complied and Tommy sat up.  In a way, I was saddened to look down
and see that lubed up little child pussy all ready for a cock.  I wanted to
be able to fuck her so badly but I was far too big to fit inside that
little vagina.  Soon, I told myself.

   "Hannah, spread your legs out to the side like you're a frog."

   She laid her legs out flat to her sides, her knees bent fully exposing
her freshly-fucked pussy lips.

   "Okay Tommy, now you get on top of her and keep doing that you were
doing before."

   Tommy mounted his sister with eagerness and I watched as his little
penis disappeared inside his sister's body.

   "It'll feel really good if you move in and out a little bit, Tommy - not
so much that you come out of her, but just a little bit."

   Tommy started taking child-size strokes of his first pussy, his hairless
bottom moving up and down in the air.  I undid my belt and stepped out of
my pants and boxer shorts, my hard cock springing free.  It was too large
for little Hannah, but I was pretty sure I could get it inside Tommy's anus
without causing him any pain.  I applied some lube to my cock and spoke.

   "Since you guys are new to this I'll have to help out a little bit by
showing Tommy how much I love him.  It may feel a little strange, but
you'll learn to enjoy it."

   "Okay!" Tommy said breathlessly - he was clearly enjoying his first fuck
and by the smile on Hannah's cute little face so was she.  I rubbed a
little bit more KY into Tommy's tight bottom - he was used to me probing
him with my fingers so he didn't bat an eyelash.  I positioned myself over
top of his bottom and using two fingers I spread his little smooth
asscheeks.  His tight butthole looked so inviting and I lined up my cock
with it.  Like I did when I finger fucked him, I gently pushed and his
trained sphincter opened to let me inside.  For the first time my cock was
penetrating a little boy's warm body.  Tommy gasped at first, but didn't
stop stroking in and out of his sister.  I slowly pushed until I had about
three inches inside him, as much as I dared.

   "Okay Tommy, let me do the pushing just so you know how it's done
correctly."

   Tommy stopped his little thrusts.  I leaned forward, placing my hands on
the mattress on either side of my two lovers, I gently pushed my hips
forward.  Tommy's asshole was tight enough that instead of me going deeper
into him, his body was pushed forward causing his cock to slide inside his
sister's young cunt.  I pulled back, and so did his cock - I was basically
fucking Hannah, just using her brother's cock and five year-old asshole to
do it.  I leaned my head next to Tommy's, kissing him on the neck and
shoulder as I plowed his anus.

   I looked at the scene - my cock several inches inside a young boy's
tight bottom, my motions causing him to fuck his younger sister
no-longer-virgin pussy.  I continued to stroke, knowing that I wouldn't be
lasting long.  As I stroked I felt my balls start to tighten and I hurried
to explain to Tommy was what about to happen.

   "Tommy, you're going to feel something in a second - all it means is
that I love you." I hoped that was good enough, but because my cum was
coming whether he understood it or not.  I straightened back up, gripped
Tommy's hips and gave one more push.  My cum flooded into Tommy's rectum as
I threw my head back and closed my eyes.  I shot wad after wad in what was
the most intense orgasm I'd ever had in my life.  I filled Tommy's bowels
until I was sure it would start to come out his ears.  I finally stopped
cumming and gently let my softening cock fall from his anus.

   I stood breathless before the two kids.

   "Now remember kids, if you tell anyone it means you don't love me.  This
has to stay between the three of us, promise?"

   "We promise!" both kids said in unison.

   "In that case, " I continued, "let's get you kids in the bath and ready
for bed!" 


THE END

Comments?  davidf616@gmx.com