Prologue:
My mom and I have always been close – much closer then
any other mother/daughter relationship I’ve ever known.
And this is not just my opinion: a lot of people have
said the same… I guess it probably has a lot to do with
how young mom was when she got pregnant and gave birth to
me, still just a child herself in many ways, though she
had to grow up real fast after that.
Still… mom’s not the only girl to have a child when
she’s sixteen, and yet I’m pretty positive that most of
those other girls’ relationships with their daughters are
nowhere near as strong, or as close, as the bond that mom
and I share. Luckily, nobody knows exactly how close mom
and I really are.
PART 1: “The Talk.”
It all started on my thirteenth birthday. After a hectic
birthday party, mom and I were lazing around in the
living room, where the huge mess left over from the party
still needed to be cleaned up.
However, we were both so worn out from the party, and the
birthday week proceeding it, that we flat-out refused to
do anything that would take even the slightest bit of
effort, so cleaning up the rubble would just have to wait
until tomorrow. Even watching TV seemed too much of a
hassle since neither of us wanted to dig through the
mountains of confetti, present wrappings, pulled-down
decorations, dirty plates and glasses, and empty pizza
boxes to find the remote.
For some reason, mom decided this would be the perfect
time to have the “talk” with me. Sort of like the perfect
ending to a perfect day – or maybe she was just bored out
of her mind and couldn’t think of anything else to do.
Mom opened a bottle of wine and, in honor of my birthday,
poured me a glass as well; then calmly described – in
detail – the workings of the male and female reproductive
organs.
The sex talk started out rather awkward but after getting
the technical stuff out of the way, she began telling me
the basics about sex between a boy and a girl, which is
where things got interesting.
She first explained to me what kind of birth control
devices were the most effective and made me promise that
as soon as I even considered having sex with a boy to
give her a heads-up so she could get me on the pill, and
also to ALWAYS make a boy wear a condom, even if I’m
already on the pill. She then told me where her super
secret hiding place is in which she’d hidden her
“emergency” stash of condoms, in case I needed them in
the near future.
Poor mom… I didn’t have the heart to tell her that I’d
known about her “super secret” hiding place for a long
time already. It’s the hollow inside of the large yellow
plastic duck I used to bathe with when I was little that
she’d hidden in the bathroom, underneath the sink.
After the birth control speech, I asked mom how to be a
good, or at the very least, a decent lover. So she
started describing some of the sexual positions most men
she’s been with preferred and the ones she herself really
liked, but then figured it would be easier to just show
me some of the best sex positions instead of describing
them, and got out the Kama-Sutra.
Leafing through the book, mom pointed out the most
“interesting” illustrations and narrated them in a really
funny way while I giggled like a little schoolgirl (which
I was at that time). We spend at least two hours going
through the book before switching over to another (but no
less interesting) topic: masturbation.
Mom had a bit more trouble explaining the finer points of
masturbation to me then she had with explaining about sex
(mostly because this time she didn’t have an illustrated
book to help her along) but she taught me the basics,
like, where to find the clit and what to do with it; and
how to find my G-spot, that sort of thing. She then
basically told me that getting the hang of masturbating
is mostly a trial and error thing: different people like
different things and the way to get good at it is to
practice a lot — and the same thing goes for sex.
We talked a little more after that, but since it was
getting late we soon decided to call it a night.
After kissing mom goodnight, I went to my room and was
already halfway undressed when I heard a knock on my
bedroom door.
“Come in!” I shouted.
The door opened and mom stuck her head through the
opening, smiling at me standing there in my underwear.
“Hi, honey, I’ve got you something that might come in
“handy” tonight – or any other night,” she added as an
afterthought.
Trying to put on an innocent face (and failing
miserably), mom handed me a bottle of hand lotion
accompanied with a cheerful, “Enjoy!”
I silently accepted the lotion and stared at it. I could
feel my face flush from embarrassment, which was pretty
silly considering the kinda conversation I just had.
Looking up, I met mom’s eyes and shot her a smirk.
“Thanks, mom!” I said in my most chipper voice.
“‘Night, sweetie.” She winked at me and turned to leave.
She was almost out the door when she suddenly looked back
and gave me one of her infamous impish looks. “Oh… and
Rory? Let me know if you need a hand.”
I made a face at her and she walked away laughing.
I stood there silently for a while, holding the lotion…
then shrugged. Putting the bottle of lotion on the
nightstand, I quickly removed my underwear, threw them in
my dirty clothesbasket, and slid my naked body under the
covers.
For a long time, I stared at the hand lotion on my
dresser. Then tossed and turned for a while. Then stared
at the bottle of lotion some more. After about half an
hour of this, I finally figured: what the hell! Tossing
back the covers, I grabbed the lotion and squirted some
on my hand. Putting the bottle back on the nightstand, I
rubbed my hands together and placed one hand on my boobs
and slid the other one down to my pussy.
And just like that, I took my first steps into the
wonderful world of masturbation – beginning my youthful
experimentations by stroking my lotion-covered fingers
back and forth across my boobies and hairless little
slit. I shivered with delight at the tingly sensations
that my hesitant fingers managed to extract.
My pink nipples soon became hard, standing proudly erect
like two little soldiers. Becoming a bit more daring, I
took the stiff knobs between my thumb and forefinger and
alternately tweaked and pinched them. The heady
combination of pain & pleasure that shot through my
titties brought a moan of delight from my lips.
While using my left hand to play with my boobs, I stroked
my right hand down my belly to my moist pussy and rubbed
my index finger back and forth between my labia lips.
Another shiver of delight went through me.
I didn’t think this could possibly get any better, but
then I suddenly remembered mom telling me about my clit:
how it’s the most sensitive part of a woman’s genitalia,
and often considered to be her “pleasure button”.
So, naturally, I started looking for it…
My exploring fingers soon encountered a stiff little
button near the top of my slit hidden beneath a tiny hood
of pink pussy flesh. When I gave the taut little knob an
experimental pinch, something that felt like an electric
shock went through my body, making me buck wildly on the
bed…
I felt pretty sure that I’d just found my clit.
Breathing heavily, I returned my hand to my pussy and
lightly tickled my fingers across my mons, making sure to
avoid my sensitive clit for a while.
This felt really nice, so I softly petted my pussy for a
couple of minutes more before tentatively stroking a
finger across my stiff, red clit… The sensations coming
from my pleasure button made me squirm, but in a good
way.
I happily continued playing with my little clit while my
other hand massaged my boobs and tweaked my rock-hard
nipples. I was really getting into it now!
Remembering mom’s masturbation instructions, I closed my
eyes and imagined a cute boy playing with my naked body,
instead of myself… First it was a boy from my class
that I had a crush on, then a cute young TV actor…
These images were getting me pretty hot, but it didn’t
seem enough to reach that incredible feeling – an orgasm
– that mom told me about.
Mom… For some reason I couldn’t stop thinking about
her, even though I was right in the middle of doing
something that REALLY shouldn’t make me think about my
mother – no matter how close we are.
But nevertheless her image kept popping up inside my
mind. I found myself thinking about how incredibly close
we are, about the wonderful birthday week she’d arranged
for me, and – naturally – about the very arousing sex
lesson she’d given me tonight…
Thinking back to mom explaining to me the best way to
play with my pussy, and describing her favourite sexual
positions, turned me on more then all the cute
classmates/actors/singers put together! Then, I suddenly
recalled mom’s “innocent” offer to “lend me a hand”…
Before I knew it, I was fantasizing about mom touching my
secret places: playing with my tiny titties and my bald
little pussy while whispering lewd instructions into my
ear, as she gave me what was to be the first of many
practical lessons in the art of sex.
*
“Spread your legs for mommy, sweetie… That’s it! That’s
my good little girl!” mom said approvingly as I pulled my
legs back to my shoulders and spread them as far as I
could get them. “Now let’s see how many fingers I can fit
inside your virgin cunt…”
A single digit slipped inside my tiny slit without too
much effort and started sliding in and out – spreading my
juices around and preparing me for the second finger,
which joined the first one less then a minute later.
“That’s two fingers already, Rory,” mom proudly
exclaimed, “you’re doing great!”
The two fingers moved around inside my tight pussy,
expertly prodding and probing the pink flesh, while her
thumb teasingly rubbed my clit. Moaning happily, I
pressed my pussy against mom’s soft hand, getting more of
her fingers inside me.
She smiled at me in a way that indicated both amusement
and lust. “You really like this, don’t ya, honey? You
love your mommy’s fingers fucking your teenaged twat!”
she said excitedly. “Just look at yourself: lying there
naked and sweaty, with your feet folded behind your neck,
flashing your wide-open wet box at your mommy and humping
her fingers! … God, Rory!! I never knew you’re such a
horny, little slut!!”
While her thumb almost continuously stroked my clit, mom
got a fast finger-fucking rhythm going with her two
fingers – making me shake on the bed and mewl with
pleasure as I felt what must be an orgasm approaching…
I never had one, so I wasn’t sure, but what else could
this amazing feeling be?
“Ohhhh!! I am, mommy!” I called back aroused. “I’m such a
horny little slut! YOUR horny little slut!! I’ll do
whatever you want, momma!”
Mom stroked my hair and we shared a loving smile. “I know
you will, sweetie. You’re such a well-mannered, obedient
girl, Lorelai Leigh Gilmore,” she told me tenderly. “Now
lets see you play with your tiny titties while I finger-
fuck you to your first orgasm.”
Obediently, I moved my hands to my boobs and started
rubbing and kneading the firm flesh while occasionally
pinching my hard nips.
“Oh, Yeah!!” Mom whistled appreciatively. “You go, girl!
… Damn! I so love watching you play with yourself… we
should do this more often!”
Winking at me, she gave my ass a friendly slap with her
free hand.
SMACK!!
“Now let’s find out if we can’t fit a third finger in
there,” she said thoughtfully while staring at my slit.
“Mom!” I groaned in protest as a third finger was added
into my already stretched pussy.
“Don’t worry, baby,” mom cooed reassuringly while driving
her three digits deeper inside my narrow love tunnel.
“Your little cunt is juiced up nicely, and now that two
of my fingers have just cleared the way, you should be
able to handle a third finger easily.”
I grunted as mom’s three fingers were fully inserted into
my pussy.
“See! That wasn’t so hard, now was it?” mom triumphantly
told me.
Okay, so they went in – but I can’t say it was easy!
“Won’t be long now before your tight little pussy is
ready for mommy’s big black 9-inch dildo,” she said
conversationally while moving her fingers back and forth.
Before that statement could fully sink in, I let out
another grunt as mom pulled her fingers almost all the
way out, and then pushed them back in again… She slowly
repeated this a couple of times, and pretty soon she was
cheerfully finger-fucking me again while humming a happy
tune.
As mom’s fingers worked their magic in my pussy and my
own fingers played with my boobs, the discomfort of my
stretched cunny was soon forgotten. In fact, nothing much
mattered right now except for the wonderful sensations
coursing through my body.
Panting with lust, I roughly pulled and twisted my hard
nipples while enthusiastically pushing my pussy against
mom’s probing fingers. The combined sensations coming
from my pussy and tits made me dizzy with lust… I
started riding her hand faster, trying to get more of her
fingers inside me as I felt my very first orgasm building
up inside me.
“That’s it, sweetie!” mom panted excitedly. “No need to
be shy! You’re almost there! Just keep on humping your
little twat onto mommy’s fingers while you give those
cute titties a good workout!”
Mom’s enthusiastic encouragements brought me over the
edge. Bucking wildly on the bed, I came for the very
first time.
*
Lying quietly on my bed with my eyes closed, I panted
slightly as I recovered from my first ever orgasm…
Thinking hard, I tried to put the sensations I felt
during my orgasm into words, but all I could think was:
Wow! No wonder sex is so popular.
On my thirteenth birthday, I’d already read a truckload
of books, and plenty of those books dealt with sex. While
reading about it, I usually found myself thinking that
the importance of sex is being way over exaggerated in
these stories… Why would any sane person ruin their
life for half an hour of pleasure? Okay, I know that I
had my mother as a living example that it could actually
happen, but still…
Well, now it suddenly made a whole lot more sense. If
it’s THIS good on my own, how great could it be with a
real-life partner? For example, someone like… mom!
Opening my eyes, I quickly looked around. For a brief,
crazy moment, I hoped that my fantasy might have been
real… it certainly FELT pretty real! But instead of
seeing mom smiling down at me, I found myself staring at
a dark, empty room… Glancing down at my naked body, I
saw my right hand cupping my pussy and my left hand lying
near my breasts.
A sigh of disappointment inadvertently escaped me. Which
was totally crazy, I know. It’s twisted enough that I
couldn’t get off until I used my own mother as
masturbation material, but then to hope that she actually
diddled my slit for
real?!
Ugh!! I should probably get my head examined.
After using the bathroom to freshen up a bit, I got back
into bed and tried to get some sleep. Despite being worn-
out from the busy day and my first orgasm, I just
couldn’t get to sleep. No matter how hard I tried to
think of ANYTHING else: schoolwork, books I’ve read, even
baseball! nothing seemed to work… numerous perverted,
pornographic fantasies starring mom and me kept popping
up in my mind. Images of her playing with my pussy and
the other way around; both of us totally naked doing a
69; draped naked across the back of the couch while mom
fucked me from behind with a strap-on dildo as we watched
a home video on TV that showed us having sex.
It just went on and on, each new fantasy more perverted
than the one before, and with each new fantasy I became
more aroused… Despite my best efforts to keep my hands
beneath my pillow and go to sleep, my hands kept sliding
down to my pussy and tits, and before I knew it I was
playing with myself again.
Oh damn!! Mom should’ve warned me how addictive this is!
By the time I finally fell to sleep, it was already
getting light outside.