Subject: Teasing While Tutoring
Story Codes: mF nosex exhib
Diary Date: July 12, 2006
Author: Kelly <pghpa_girl@yahoo.com>
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!!!WARNING!!!!
This file contains sexually explicit material which may include graphic
depictions of underage, nonconsensual and unprotected sex as well as
incest, adultery, sodomy and bestiality. It is distributed on a website
clearly identified as "For Adults Only". Possession by a minor is
strictly forbidden. If you are not legally empowered to be in possession
of such material, do not read it and delete it immediately.
This work is copyrighted 2016 to the author. It may be posted to non-
commercial "free" sites, or in the "free" area of commercial sites so
long as no changes are made to the content and the Author information is
retained. Any other use of this work is by written permission of the
Author only.
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Summary
=======
One of the things I'd been looking forward to this summer was finally
doing some tutoring instead of babysitting. It should come as no
surprise that a few of my students were interested in a lot more than
just their textbooks. Nathan was only fourteen but still plenty old
enough to have some fun with.
Warning: If you're looking for a ton of sex, sorry. This is about a kid
I tutored and there are certain lines not even I will cross.
Table of Contents
=================
Chapter 1 – Fantasies and Tutoring
Chapter 2 – My First Session With Nathan
Chapter 3 – Keeping Nathan’s Attention
Chapter 4 – Raising the Stakes
Chapter 5 – Fantasizing About Nathan
Chapter 6 – How Far Should I Go?
Chapter 1 – Fantasies and Tutoring
==================================
One of the key things I try to make sure that everyone understands about
me is that when it comes to my fantasies, there are no limits. Really,
why shouldn't I be able to fantasize about anything I want – no matter
how taboo, illegal, unethical, or immoral? After all, it's not like I'm
actually DOING anything. For me, the key is separating fantasy from
reality. Unfortunately, this is not something everyone seems to be able
to do which is what leads to many of the horrific sex crimes we read
about every day. Even so, what does that have to do with me?
For example, besides the "usual" fantasies I'm sure most girls have, I've
dreamed about sex with various animals, public sex, prostitution, and sex
with kids. Now before you start think badly of me or wondering what kind
of kinky or perverted girl I am, PLEASE remember that just because I
fantasize about something does NOT mean I would EVER even consider doing
it. For instance, there is no way I would ever abuse a child. There is
no rationalization for such a crime – none, period, case closed. Given
that, what's the harm in some naughty day dreams when I masturbate?
All that said, one of those fantasies that stays well locked inside of
me, yet provides plenty of masturbation incentives, is to be sexually
involved in one way or another with some of the kids I have baby-sat and
tutored. I'm not ashamed in the least to admit that there have been more
than a few times when I've come home practically dripping from what I'd
been imagining might happen when I was with them. There have even been a
few cases where I couldn't wait and so I masturbated BEFORE I left for
home. In ALL cases, that the kids knew nothing about anything I was
thinking or doing with myself.
To be honest, just because I would never actually DO some of the things I
fantasize about doesn't mean I'm some sort of saint. For instance, I
don't see any harm in flirting or teasing anyone of any age just so long
as it's appropriate for the person I'm flirting with.
For example, I might flash some pussy to a guy my age or older but I
would NEVER allow a an underage person (boy or girl) to see my pussy
other than maybe in a public shower or someplace similar where it's
acceptable – and even then NOT in a sexual context. What does it hurt to
let a young boy think he's sneaking a peek down my blouse or up my skirt
(assuming I'm wearing panties)? He gets to go home thinking he saw
something I didn't know he did and if he ends up masturbating as he
dreams about me, so what? It's not like I'm letting him touch me or
anything improper like that.
Unfortunately, as I mentioned earlier there are a lot of sick people who
can't differentiate between reality and fantasy which is why society has
banned certain things. Looking at the big picture, I have to agree such
bans although they are a pain in the neck for people in a situation like
mine where no harm is being done. Frankly, I hate it when people lump me
and my father into the same category as the freaks and perverts you see
on the Internet! Even so, I would never support legalizing incest no
more than I would support legalizing drugs.
Enough of my soap box (as I'm sure you're thinking by now!)...
Most of the kids I tutor are in middle school, making them generally in
the twelve to fourteen age group. It's an interesting age and I can
still remember what it was like growing up, learning about myself as my
body transformed from that of a little naïve girl to a young slutty
teenager. As parts of me began to change and react differently, my
thoughts about boys changed dramatically, to say the least. They were
still jerks and idiots most of the time, but now they were jerks and
idiots with cocks for me to enjoy!
From a scholastic perspective, girls are the easiest to work with
provided you ignore "the attitude" that most of them acquire around this
age. Even though I'm only twenty one, I'm still "old" by their standards
and thus they assume that I can't possibly understand what it's like to
be them. There have been more than a few times when I felt I was filling
the role of a counselor more than a tutor, like when a boyfriend wasn't
working out or a BFF problem arose. In one case I even had to explain
her period to one girl since her mom didn't seem to think it was
"appropriate" to discuss such things with her daughter!
When it comes to the boys... well that's a different subject entirely.
Around that age is when they finally start to realize that girls are not
just strange creatures to tease and avoid but actually something new and
wonderful. Only problem is, they don't have a clue yet as to how to deal
with the these changes and thus act they like bowling balls hitting the
pins, bouncing from one to another, knocking over everything in their
way. Eventually they grow up (although my mom claims they ever do!) but
at the age I deal with it's a never- ending battle of wills – and
hormones.
One good thing about the younger boys is that all a fourteen year-old has
to see is a "female" and his hormones take over like a dog hot on the
trail. Young boys don't know the meaning of the word "subtle". When it
comes to their sex drive, they have two modes – on or off with nothing in
between. It's amazing how fast they can get an erection and at the same
time, how innocent they seem about it, not even trying to hide it most of
the time.
Chapter 2 – My First Session With Nathan
========================================
A perfect example what I was saying about boys is Nathan, a thirteen
year-old boy I tutor in math. His parents are pretty well-off to say the
least, as are the parents if most of the kids I tutor. When I first told
them my rates I almost wilted, expecting an explosive response as to how
outrageous I was being. Well, talk about worrying over nothing; I guess
$35 an hour is pocket change for these people.
Overall, Nathan is nothing unusual, just your typical young boy.
Although not an athletic star, he enjoys sports, video games, and just
about anything NOT connected to school. Not surprisingly, his grades
tend to reflect his lack of commitment - which is where I come in.
When I showed up for his first tutoring session I was dressed relatively
conservatively - jeans and a loose white blouse. As I wanted to look
professional for his parents, I even wore a white bra underneath! I DID
draw the line at panties but they wouldn't have been weren't visible
anyway with the jeans. Knee-high hose and dress heels went on my feet
and I had my hair pulled back into a single tight ponytail. Some of my
friends who tutored had warned me about some of the pitfalls of showing
up looking like a slutty high school girl as apparently it wasn't the way
to impress the parents on your first day. I figured that once I got to
know them, then I would adjust my attire if necessary and it proved to be
appropriate.
When I rang the doorbell, Nathan's father answered and introduced
himself. I tried to keep a straight face as he instinctively did what
most guys do when I first meet them – give me the once over. Well,
hopefully he was pleased with what he saw. As conservative as I tried to
be, it wasn't like I was dressed like a nun. The jeans were just tight
enough to show off my ass without being painted on. My blouse was
buttoned appropriately but not to my neck. It was the right size for me
(or at least "right" as defined by the store guides), although maybe a
little on the small side which helped to show off my boobs just a little
bit. My bra felt uncomfortable (God I HATE them) but without it my
nipples would have been poking through and a much as it would have been
fun to see his reaction, I didn't think it was appropriate on our first
time meeting one another.
Nathan's dad invited me in and as I stepped inside and got a look around,
it was all I could do not to stare at the interior furnishings. When I
said they were well-off, that was obviously more than a bit of an
understatement. The furniture was immaculate and I doubted all paintings
on the wall were just reproductions. He led me through the house without
saying a word and then up a staircase to a door about midway down a long
hallway.
"We set up a study room for you to use when you're here," he explained,
"Nathan will be in shortly. Make yourself at home."
I stepped into the room and looked around. I heard him hesitate at the
door for a second and then his footsteps disappeared down the hall. No
doubt he took a good look at my ass before he left but that was OK with
me. Really, what's the point in dressing to show off your ass if nobody
looks at it?
Looking around, I was impressed. The room as set up like a miniature
school room. There was a desk for the "student" and a larger one for the
"teacher". An new Apple computer sat on a table to one side and a nearby
bookshelf was filled with various books and computer programs. There was
a white board, various supplies and even a video camera although I wasn't
sure what I was suppose to do with THAT. I smiled to myself as I thought
that maybe daddy had some ideas about making a "naughty schoolgirl"
video.
My thoughts may have gone further in the gutter had not the door opened
again and in returned the father with young Nathan in tow. Nathan
certainly didn't look too thrilled about the situation but then he saw me
and for just an instant, the frown on his face softened but then quickly
returned as he continued his protests.
"Come on Dad, I can't believe you're making me do this. It's summer!"
"Dammit, I told you to behave yourself," his dad hissed at him under his
breath as if he was trying to keep me from hearing.
It was clear enough for anyone in the room to hear but I pretended I
didn't hear anything and stood up to greet Nathan. Introductions were
made, we shook hands, and then dad made his exit.
During the first tutoring session with a new kid, I try to spend most of
the time getting to know the kid rather than trying to get any real
instruction accomplished. The whole point of having a tutor is to
individualize the instruction and in order to do that, I need to know
more about the individual.
Soon I learned that Nathan was an only child (not a surprise) and both of
his parents worked (again, not a surprise). Apparently dad had an office
over the garage (it held three cars it's not like the office was a
closet) where he ran some form of accounting business. Mom worked as
some kind of manager at some expensive clothing store at the mall and was
generally gone most of the day, leaving Nathan on his own most of the
time.
It's surprising what kids will tell you once they start talking and
before the hour was up, I knew about his parents marital issues (nothing
unusual so far as I was concerned but Nathan seemed to be bothered by a
few things), his friends at school (all boys), his sports (from the lack
of trophies and such I figured he sucked at them), and more. From the
way he kept glancing furtively at my boobs, I was tempted to ask him if
he was going to jerk off dreaming about them after I left but of course,
I never would have asked such a direct question.
The hour went by quickly and when I left for the day I stopped by his
dad's office to say goodbye (and collect my money – cash only please).
Glancing up from a pile of paperwork, he lowered his reading glasses down
his nose and looked at me over them.
"Everything go OK?"
It was almost like he was surprised that I had survived the hour intact.
My curiosity must have showed because he grinned at me and leaned back in
his chair.
"Well, it's just that the last two girls bolted before the first hour was
up," he shared with me, "Nathan can be a bit of a pain sometimes."
It seemed odd to me because overall, the kid had been quite nice to me.
Certainly I'd had other boys who were REALLY pains in the ass so it was
surprising to hear this about Nathan. Then he looked at me again, this
time with more of a leer than a smile.
"Nathan is fine, really," I responded, "Besides, I think I do pretty well
with most kids."
"Well, pardon me for being blunt but with Nathan it may have more to do
with... shall we say your 'assets', than anything else. And I must say,
yours are considerable better than those of his previous tutors."
Well, even though I knew immediately what he was referring to and it
pleased me to hear it, I still pretended to be a bit embarrassed and put
my hand to my mouth.
"Oh, I didn't mean to offend you," he hurriedly said. "I really meant it
as a compliment. Besides, can't say I blame him."
He was just flirting a little bit, that was obvious. I've learned to
tell when a guy is flirting just to be a bit "naughty" as compared to
trying to see if he could get anywhere without committing himself. My
quick assessment was that this guy was just enjoying himself and I felt
no inkling whatsoever that he held any "promise" for the future. Of
course I was a little disappointed as he was quite a god looking guy, but
better to know up front so I wouldn't waste time just to find out later
he was just a tease.
"Well, in that case I'll just have to try harder to keep his attention in
the future," I teased him back, enjoying the little repartee.
He just smiled and handing me my cash and went back to work as I said
goodbye and went home. As I drove home I wondered what Nathan would do
next time if I left the bra at home? Somehow I didn't think his dad
would mind either.
Later that night at dinner I was telling my parents about my day and when
it came to my new tutoring job I finally got my dad's interest away from
the daily newspaper.
"You know, I think I met this guy once; he does taxes for some of the
guys at the office. Must do pretty well for himself. Is the house as
good on the inside as it looks from the outside?"
I described the house and both parents just shook their heads. When I
mentioned my parting conversation, my dad grinned at me.
"So, anything going to happen there you think?"
I sadly shook my head and explained how I felt about it. My dad just
chuckled.
"Oh well, too bad I guess. You can't expect every guy to cheat on his
wife," my dad consoled me. Then he grinned and teased me saying, "I bet
your tutoring rate would have gone up considerably!"
"Dad!" I protested, pretending to be shocked at the implication he was
making.
My mom just sat there quietly, a slight grin on her face as she listed to
the two of us teasing each other. It was always interesting to see how
differently my parents could view the same situation. My dad was
thinking about me doing the father whereas my mother was obviously coming
at the situation from a different angle.
"So are you going to tease the poor boy some more next time?" she asked.
"Oh I guess," I answered, then paused before continuing by saying, "He IS
kinda cute and besides, his dad certainly seemed to think it helped keep
his attention."
"So I assume that's ALL you're going to do, just tease?"
"Mom!" I whined, "You don't have to treat me like a teenager you know. I
know better."
My mother was the moral compass of the family, apparently making it
almost a crusade of hers to keep my dad and me on course. She knew about
most of the things I'd done with a few younger boys before; but even
then, none of those had been as young as Nathan, even when I was that
young. Personally, I didn't see why she would think I needed to be
constantly reminded to behave myself. As much as I loved my mom,
sometimes she could be a bit overbearing.
Chapter 3 – Keeping Nathan’s Attention
======================================
The next time I was scheduled to tutor Nathan, I dressed in almost the
same outfit but with a few subtle changes. Of course, the first thing to
go was the white bra. However, rather than doing away with it entirely,
I thought I would raise the ante a bit by switching to a lacey black
version that was cut considerably lower than the standard white one I'd
worn the last time. You could see it outlined through the white blouse
which in some ways I think made it more sexy than not wearing one at all,
especially when it came to stimulating a young boy's imagination. The
blouse I chose this time was a size smaller as well, which helped to show
off my bust line better and forced me to leave two more buttons undone,
letting my cleavage show this time, especially if I leaned over just a
little bit.
As I gathered my things and prepared to leave, my mom caught just a
glimpse of me as I walked by the kitchen and called for me to let her see
how I looked.
"Hmmmmmm, not bad," she mused, "A bit showy but not TOO slutty. So tell
me, is all this for the boy or his dad?"
"Mom!" I protested once again, "I thought I'd told you the dad wasn't
interested."
"Hey, I was just hoping for your sake so don't get all up tight," she
sighed as she rolled her eyes at my response. OK, maybe I overreacted a
little bit but she knew better.
We kissed briefly and then I was off. Soon I arrived at the house, or
should I say mansion. Nathan's dad again answered the door and again, he
gave me the once-over but this time I noticed it took a little longer.
"Nice. I guess from the looks of things you took my hint," he said with
just a hint of a smile.
"Well, I'll do anything if it helps me keep your son’s attention," I
replied softly, "And I DO mean anything."
"Ummmmm, you ARE tutoring him in MATH, right?" he teased, not taking the
bait. Oh well, it was worth another shot, even if he WAS remarkably
loyal to his wife. I chose just to nod in response then and he stepped
back to let me in as he continued. "OK, just checking."
Nathan was waiting for me this time in the classroom and when I walked in
alone, his eyes involuntarily widened and again, they fixated on my
boobs. I probably could have walked with no jeans on at all and he would
have stared at my boobs!
It was all business so far as I was concerned for the next hour although
I couldn't help but notice Nathan's attention continued to be more on me
than his text books. I never made any mention of it, though, and acted
as if I had no idea where his interest really lay. There were a few
times when I would move in closer to him until my boobs rubbed up against
his arm. As I was taller than him, I could look down and see his
attention shift to my open blouse and bra clearly visible underneath. It
was hard to ignore the hard-on he was sporting for almost the entire
session but somehow I managed!
On my way out, Nathan's dad had my cash and as he handed it to me, he
shook his head slightly.
"I have to tell you that this morning the first time Nathan has ever told
me that he was looking forward to his tutoring session. Looks like we
finally found a girl who knows how to grab his attention."
Although that was all he said, a glance at my boobs and then a slight
grin was enough to tell me that he knew what was drawing his son's
attention to me, not to mention his own.
Chapter 4 – Raising the Stakes
==============================
Now that I had been there twice and gotten the same "message" both times,
I decided the next week to crank it up yet another notch. This time the
bra stayed home entirely and instead of wearing a blouse, I chose a tight
cream colored tank top that clung to me like saran-wrap. It was too
short to tuck in and unless I continuously tugged at it, it rode up and
exposed a few inches or so of my tanned midriff. My jeans had been
replaced with a tighter pair that rode further down my hips hugging my
ass tighter and showing off the curves better.
The results, not surprisingly, were exactly as I had hoped for. My
nipples were already hard by the time I got to the house, poking out
through my tank top like little missiles as I anticipated the response I
would be getting from the two of them. The jeans must have helped
because for the first time, Nathan showed some interest in my ass which
was encouraging. It was all I could do not to say anything a few times
during our session when his attention went totally off track as he
literally stared at my boobs.
Although I can't say how much math he was absorbing, his father didn't
seem to have any issues when he paid me. In fact, he just dropped
another "hint" as I started to leave.
"How in the world can you bear to wear those jeans in this hot weather?"
he mused, "I thought most girls wore shorts when its gets so hot
outside?"
I just shrugged but I definitely took the hint. The next two week I
shifted from jeans, to a longer pair of white shorts, and then finally to
a pair of cutoffs that left little to the imagination. In the process I
learned that Nathan was much more of a leg "man" when I exposed some skin
than he had been with the jeans covering them up. The little perv seemed
torn between my legs and boobs, which were barely hidden from his view by
the tube top I was wearing.
Regardless of how I dressed, throughout it all my behavior with Nathan
was TOTALLY professional regarding how I acted around him and talked to
him. I NEVER mentioned anything about the way I was dressed nor did I
even make so much as an innuendo that could have been interpreted the
wrong way. Anyone listening to a recording of my tutoring sessions would
have just as likely assumed I was wearing a granny dress buttoned to my
neck and hanging to the floor as wearing a slutty pair of cutoffs and
paper thin tube top.
As my attire grew sluttier, Nathan's dad stopped dropping blatant hints,
apparently satisfied I had taken to heart what he'd said before and was
pleased with the results. I DID notice an increase in my salary as
instead of $35 an hour I was now getting twice that! Needless to say, my
dad was certainly impressed by my entrepreneurial spirit!
It was mid-July by now and when I left the last time, Nathan's dad
explained that the next session would be our last as the family would be
taking the rest of the summer off to travel somewhere in Europe.
Although he had mentioned something about it before, I still felt a
little deflated as even though I wasn't getting laid or anything, it was
fun teasing Nathan each week, getting a little more naughty even if I was
being "professional" in my job.
Chapter 5 – Fantasizing About Nathan
====================================
The final day arrived and as I tried to decide what to wear (or not to),
my thoughts began to wander as they often did, but this time I couldn't
help but think of how things would go with Nathan if I allowed them to
happen. I was sure his father wouldn't have said anything, no matter
what we did, and Nathan being fourteen and horny wasn't certainly
wouldn't protest.
After a quick shower I was back in my room standing in front of my
mirror. Just like every girl when she looks in the mirror, I couldn't
help but critique my nude body. How had I looked in this same mirror
back when I was Nathan's age? Things had certainly changed since then –
most for the better I would say, but there were a few things that could
have stayed around.
Face it, I'm seven years older than I was back in the summer when I lost
my virginity. Sometimes it seems like it was twice that yet again, there
were days it was like yesterday. I remember how excited I was the day I
got dressed to meet Steve, knowing it was likely to be the last time I
looked in the mirror and saw a virgin. My boobs were barely out of my
training bra and my legs may have been ridiculously skinny but at the
time I felt incredibly sexy and grown up.
Seven years later, I was starting to think about working out and my boobs
were almost to the point where a bra might be a sensible thing to wear,
if not the most desirable. Back then I remember being so proud of the
new fuzzy hair that was finally covering my virgin pussy. Now I just
frowned at my shaven crotch as I realized I hadn't shaven in two days and
if I didn't do it soon, I'd be breaking out again in a rash when I
eventually did.
What must it be like for a woman my mom's age or so when she looks in the
mirror? At least my boobs were still perky enough I could get away
without a bra most of the time (for now at least). My upper arms weren't
sagging and my stomach was pretty flat. Like always, I loved my ass and
there still wasn't any flab or cellulite back there to worry about.
Overall, I guess, I was content with the girl looking back at me in the
mirror. My only regret was that I couldn't carry off the "teenager" look
any more, unlike my cousin Kristi who still looked sixteen or seventeen
at age twenty. The only reason that concerns me is that I think it
turned guys on more when they knew I was a teenager. For some reason,
telling a guy I'm twenty one just doesn't seem to be as naughty as back
when I said I was eighteen. Even so, I'm not about to lie about my age –
not yet at least.
"Staring in the mirror again?"
I turned to see my mom smiling at me from the bedroom door.
"Yeah, I have to get going soon."
"Tutoring Nathan again today?"
"Yeah, last time too. They're heading for Europe tomorrow."
My mom entered the room and stood behind me. I felt her hands on my bare
shoulders as she rubbed them gently.
"Well, don't you think you've teased the poor boy enough this summer?"
"Mom, you know I haven't done anything bad!"
Indeed, other than wearing some clothes that were a LITTLE provocative
but by no means shameful, I hadn't done anything untoward with Nathan.
Oh sure I didn't stop him from staring at me and looking at my shorts or
between my legs, but I never let him so much as rub against me nor did he
ever see anything more than he would have seen in a Sears catalog.
Especially important, I'd never so much as laid a hand on him, not even
in encouragement. When it comes to my professional life, I take my
responsibilities seriously and the last thing I need is a reputation for
being a slutty tutor when I eventually apply for a teaching position
(even if I was).
"Well, I'm not trying to say you've been BAD. It's just that I see from
the outfit you've got laid out that you're not exactly meeting the school
district dress code."
She was referring to the skirt and blouse I had spread out on my bed.
The skirt was made of denim and was tight around the hips with about a
two inch pleated section on the bottom. It covered my ass, at least when
I was standing up. The light-blue blouse was rather sheer and probably
at least one size too small for my measurements. The black thong I'd
chosen covered my pussy but that was about it as the back side was not
much more than some strings to hold it on me. There wasn't a bra but
that I hadn't worn to their house one in weeks now and besides, I doubt
she even noticed as I normally never wore one anyway.
"Hey, isn't that the outfit your dad bought you?"
I nodded as indeed it was. My dad loved to buy clothes for me and as a
man, he knew what turned him. He would bring them home and give them to
me and then I would pose for him afterwards. He had loved this outfit
and so far, the only time I'd worn it was for him.
"Don't get me wrong, Kelly, I don't mind you wearing it for him; but
don't you think it's a little over the top for public consumption?"
"Oh Mom, I'm not fourteen anymore," I huffed. Maybe not, but I could
certainly whine like one still! It was the first thing to come to my
head, undoubtedly from having thought so much about being fourteen again
before she'd come in my room.
"Exactly," my mom said softly, not reacting to the aggressive tone of my
response. "It was easier to get away with things back then, people just
thought it was 'cute'. Now you're an adult and frankly, you look like a
street walking whore in that outfit. That's OK for your dad to see you
in but are you really sure you want to wear it today?"
I felt myself stiffen at her words. Wow, she usually wasn't quite so
direct with me and calling me a whore was NOT typical at all. Maybe she
was right, was I going too far?
"Well, it's up to you I guess," she said wistfully as she turned to
leave, "You know how I feel about it."
After she had left, I looked back in the mirror again. Was she right?
Of course, my mom almost always was. But was it really so bad to look
like a whore when you're intent is to tease someone? That's like saying
it's bad to dress like a ghost if you want to scare someone. In the end,
what she said actually confirmed my decision. Poor Nathan was going to
get an eyeful today. He wouldn't have a tutor this time, he'd be getting
a whore! God, I could only imagine how hard he'd be jerking off when I'd
left. Who knows, maybe his dad would be as well. After all, it
certainly had given my dad some incentive!
The image of cute little Nathan holding his hard young cock, jerking off
in the privacy of his bathroom with his eyes closed as he dreamed of all
the naughty things he wanted to do with his slutty tutor, caused my pussy
to twinge just a bit. A glance over at the clock by my bed showed that I
had plenty of time before I had to leave for my appointment. Plenty of
time, at least, for taking care of myself. So I quickly walked over to
my bed and moved my outfit over to the side. Laying on my back with my
head on my pillow, I spread my legs apart and reached down to cup my
pussy with my hand. Mmmmmmm, I was already damp and warm!
At first I didn't do anything but rub my entire crotch with my hand
flattened out. My eyes were closed as I imaged Nathan sitting at his
school desk while I sat nude on top of my desk, rubbing my pussy just as
I was doing now. In my dream he was staring at my crotch, his mouth open
just a bit as his tongue kept wetting his dry lips. He squirmed in his
seat as his dick grew and hardened, growing uncomfortable in the confines
of his jeans as he got an erection watching me play with myself right in
front of him.
"Watch me play with myself…watch me make myself cum, Nathan," I whispered
to myself, dreaming he could hear me. I could see his flushed face in my
mind as he slowly realized his most naughty dreams were about to come
true.
"Do you want to see my finger in me?" I asked my imaginary on-looker. Of
course he said yes and I plunged my middle finger into my wet pussy as my
other fingers rubbed along my pussy lips.
"You know, my finger feels good but your cock would feel SO much better
in me Nathan," I moaned to my empty room. My dream voyeur dropped his
pants and started stroking his stiff fourteen year old cock slowly with
his hand as he watched me masturbate.
Nathan hesitated as he had never having fucked a girl before, so I
encouraged him and told him not to worry. I whispered to him that he had
a great looking dick and told him how much I loved it seeing it got hard
all those times when I was teaching him. Indeed, THAT wasn't merely a
fantasy of mine. The poor kid DID seem to have perpetual erection
throughout our tutoring sessions. As horny as he obviously was, why he
never came and wet his pants was a mystery to me.
I pulled my finger out and pretended to reach out for his hard young
dick, as stiff as a steel rod, waiting impatiently to enter its first
pussy. It felt warm and stiff in my hand, the pulse of his rapid
heartbeat throbbing against my fingers.
"Fuck me Nathan, oh God fuck me," I groaned as I slowly inserted my
middle finger in me again, pretending in my mind that it was Nathan's
young hard dick instead. I imagine the look on his face as he felt a
real pussy consume and surround his cock for the first time, feeling the
wetness and warmth of a woman's hungry cunt for the first time in his
life. God I wanted to bad to be his first! If he suddenly appeared at
my bedroom door at this moment I don't know if I could have held myself
back.
"Make me cum Nathan, that's it, you can do it!"
Actually, my dream was moving more to coincide with where my body
physically was at the moment than anything else. Indeed, I could feel my
orgasm beginning to build deep in the pit of my stomach. As it began to
spread out to my entire body, it started as a light tingle and then
slowly grew, like the sun rising at dawn.
"Oh god, fuck me Nathan!" I cried out as I plunged another finger into me
while I used my other hand to rub my clit. The room seemed to darken and
withdraw, leaving me alone in some form of a sexual universe where it was
just me, my starving pussy and his imaginary cock as "Nathan" fucked me
with everything his young cock could give me.
"OH MY GOD, I'M CUMMING!" I groaned loudly, feeling my pussy gush out
over my fingers, wishing it was his cock in me instead, covering his dick
and balls with my pussy cum.
My hips bounced on the bed as I imagined bucking up against him, trying
to draw every ounce of gooey cum from his erupting dick into my empty
pussy, not letting a single drop escape. It seemed my orgasm would never
end - not that I wanted it to, but eventually it started to die down. I
tried to open my eyes but I couldn't find the energy as I collapsed on my
bed, my swollen pussy throbbing with a pulse like the drumbeat of a hard
rock album.
I must have laid there like that for ten or fifteen minutes, just
savoring the lingering sensations in my pussy and the general glow that
seemed to surround me. My only regret was that Nathan's cock wasn't
really in me.
"Hey Kelly, you going today or what?" my mom called up the stairs.
I turned to look at my alarm clock and gasped. Damn, I had about twenty
minutes to get to their house or else I would be late and I had NEVER
been late, not even once, to a tutoring appointment. My little
"exercise" had taken a lot longer than I'd thought!
Trying not to panic, I ran to the bathroom where I tried to straightened
out my hair and dab on some makeup. One thing I certainly didn't need
was blush! There was no time for a shower, I would just have to smell
the way I did. A splash of perfume would have to do for covering up the
majority of it and besides, I doubted that Nathan would even recognize
the lingering odor of my pussy after sex anyway, although his dad
certainly might if he got close enough.
Fortunately, it didn't take long to dress as it wasn't like there was a
lot to put on. Actually, my heels took the longest as the straps were a
pain in the neck the way they wrapped around my ankles before being
buckled in. A few last second brushes through my hair and I was ready
with minutes to spare!
I had to pass by the kitchen to get to the stairs leading to the basement
and garage so there was no avoiding my mom. She saw me as I hurried by
but to her credit, she didn't say a word although the tightening of her
jaw said volumes. No sense in stirring up trouble so I didn't say
anything more but rather grabbed my purse, kissed her goodbye on the
cheek, and then headed to my car and quickly drove over to their house.
Chapter 6 – How Far Should I Go?
================================
Nathan's family lived in a quiet neighborhood and in the past, I'd never
even seen anyone out and about. This time, as luck would have it, an
elderly woman was out working on her flowers next door. When I pulled up
in a hurry I must have gotten her attention as when I stepped out of my
car, there was no doubt from the look on her face that she was watching
me. My first thought was that it was too bad someone wasn't taping the
scene as her expression was priceless. I could have probably been nude
and not seen such a look of intense revulsion and disgust God, talk
about being up-tight! She turned her head away but I could see her
muttering and lord only knew what the local gossip would be before long.
Oh well, it wasn't my family that lived here!
As always, Nathan's dad answered the door. In all the time I had been
tutoring him this summer, I had never once seen his mom as she always
seemed to be working when my days were scheduled. Hmmm, was that just a
coincidence? I was always on time so he must have been waiting for me
because as I reached for the doorbell the door opened before I could ring
it.
"Hey Kelly, nice to see you again," he said politely.
The way he was looking at me, though, was anything BUT polite. Gee whiz,
talk about undressing someone with your eyes! He had me stripped and
spread eagle on the bed in seconds judging from the look on his face as
he took in my outfit.
"My, I see we've come a long way since that first lesson, haven't we?" he
said softly, not even bothering to divert his eyes as he normally did.
"True, but I don't think that you mind, or do you?" I asked coyly.
He chuckled and finally looked at me above my neck. "Oh no, I wouldn't
want you to get the impression I don't like it!"
"Well, I guess I'd better get to my lesson with Nathan then," I said as I
turned to go up the stairs.
Normally at this point our little banter would end and he would head to
his office while I made my way to the stairs leading to where the school
room was. Well, not today. I could practically feel his eyes boring
into me as I made my way across the room. It wasn't like I was hurrying,
either. Indeed, I made sure he got a good eyeful and as I went up the
stairs, my skirt rode up and I pretended not to notice. With the skimpy
thong I was wearing, from the back I may as well have been wearing
nothing and for the first time, he got an eyeful of my all but bare ass.
Given all the effort I was making, I certainly hoped he was enjoying the
view! Not for the first time I felt frustration over his loyalty to his
wife. On the one hand I respected him for it but selfishly, I hoped that
he was at least thinking a few naughty thoughts today, even if he didn't
act on them.
Once I got to the top of the stairs and started down the hallway, I
pulled my skirt back down and took a deep breath as I approached the room
where I knew Nathan was waiting impatiently for me. Although I'd worn
some pretty skimpy shorts before that showed off most of my legs and even
a good portion of my ass, I'd never worn a skirt and so this would be the
first time he got to actually see between my legs and my behind.
My pussy still hadn't completely calmed down from my little masturbating
session less than an hour ago and I felt it begin to tingle again as I
remembered the naughty things I'd imagined doing with the fourteen year-
old boy waiting for me just a few more feet down the hall. What would he
say if he know what I'd done? Did he have any idea of how badly I wanted
him?
When I finally entered the room, Nathan wasn't as disciplined as his
father and he couldn't hide the surprise he felt seeing me in such a
slutty outfit. His jaw literally dropped and his eyes opened so wide I
thought they might pop out. Other than maybe peeking in on some poor
girl at a friend's house, I doubt he'd ever seen a real girl exposing
quite so much without being in a naughty bikini. The thought suddenly
crossed my mind that if he was so impressed NOW, imagine how he would
look had I worn one of my sluttier bikinis, maybe the one that barely
covered much of anything!
"Hey Nathan, how are you doing today?" I greeted him, trying to break the
ice as it seemed suddenly the chatterbox didn't have a word to say.
"OK," was all he could utter. His silence was almost comical and I had
to bite my tongue to keep from breaking out laughing. At the same time,
I felt incredibly sexy seeing how much I was turning on this poor boy.
God, imagine if he was just a few years older and I wasn't so restricted
on what I could do with him. Wow, then he would REALLY have something to
get hard about.
Speaking of hard, I smiled as I looked between his legs and saw that his
dick must have reacting almost immediately to me. Maybe he had been hard
already just anticipating my arrival? Nathan saw the direction of my
eyes and he covered himself up, obviously a little embarrassed that I had
noticed his "condition". Naturally, I pretended not to notice and set my
books down on the desk.
Regardless of what I may have dreamed about on my bed a little while
earlier, and regardless of how incredibly horny I was feeling at this
moment, and regardless of how much I wanted to fuck this kid SO badly, I
also knew without a trace of doubt it wasn't going to happen. If there
is one good thing about having a lot of sex, it enables you to resist
situations where it's NOT right (although I have to admit that I can't
say that 100% accuracy given my past results).
Today, however, I knew Nathan was NOT going to fuck me, no matter how
much both of us might want it. In a way, it was almost good to have this
established up front as it freed me to be even more seductive and teasing
with him. I didn't have to fear rushing into anything as I knew when it
was all said and done, his yummy cock would still be in his pants and my
pussy wouldn't be filled with his warm cum.
Regardless of how horny I was, I remained totally professional during his
lesson. Well, at least what I SAID was professional. We talked about
math but I made sure when I sat on my desk that he got more than a few
lessons that weren't in the text book. After all, visual aids are all a
part of teaching, aren't they? Throughout the lesson, I acted like a
total klutz, dropping things all the time such that I had to bend over to
retrieve them. Of course, they always seemed to drop in such a way my
ass was up in the air facing Nathan when I leaned over for them. Of
course, he didn't seem to mind!
Normally I would sit behind the teacher's desk or in the extra student
desk next to his when I taught him. Today, I sat on top of the teacher's
desk, letting my legs hang off the front edge. Sometimes I would cross
my legs to hide my crotch although that just lifted my skirt up over my
ass. The desk was a bit cold on my bare bottom but it was worth it to
see the look in his eyes as they gazed at my naked ass. At other times I
would leave them uncrossed and I have to confess I wasn't very lady-like
at those times, "forgetting" to keep my legs together the way my mom
taught me which let him get a great few of my barely hidden pussy. My
thong was so tight it would bunch up and pull between my pussy lips, not
leaving much material to cover me to the point where it was pretty
useless so far as hiding anything. Again, Nathan didn't complain so I
didn't worry about it.
One thing to remember is that teasing and flirting isn't just for the
guy's benefit, it's fun for the girl as well – and I had a LOT of fun
that day. When I was finally ready to leave, for the first time I hugged
Nathan to say goodbye. Other than a perfunctory handshake, it was the
first time I'd allowed Nathan to touch me in all of our sessions. My
firm boobs pressed up against him and he quickly tried to take advantage
of the situation as his hands grabbed my ass. They stayed on top of my
skirt but I was impressed by the little perv! That was all I was going
to allow, though, so I left the room with a smile on both our faces.
Seeing his stiff dick trying to burst through his jeans, somehow I had
the distinct impression Nathan would be using the bathroom pretty
quickly!
As always, Nathan's dad was downstairs waiting for me as usual. He
handed me a single bill and my eyes widened as I realized it was a
hundred dollar bill! Nice tip!
"Kelly, you've been the best tutor we've ever had," he said in
explanation, "And I don't mean just for Nathan."
He grinned at me and for just a moment I wondered what might have
happened if I made a move but I actually respected the guy too much to do
that now. After a summer of flirting and teasing he'd never made an
overt move towards me, something not many men can say. I had a feeling
he wouldn't respond and the last thing I wanted to leave things in an
uncomfortable situation. Besides, maybe he would hire me next summer!
The neighbor lady was gone when I came out although I could have sworn a
curtain moved in the house next door but I couldn't be sure. Oh well,
let her have her gossip for the day!
When I got home my mom was watching TV in the family room as my dad
hadn't gotten back from work yet. I went over to her and gave her a hug
and a kiss. She still had a bit of a stern look on her face, though.
"I STILL can't believe you wore that out in public," she huffed.
"Don't worry mom," I assured her, "Nothing happened, I just teased the
poor kid to death."
"Well, wait until your dad gets home," she sighed, "I can just imagine
what HE will say."
I grinned as I knew exactly what my dad would say! He wouldn't give a
hoot about Nathan and his dad. All my dad would want is for me to dress
in that outfit again for him and I knew where it would lead from there!
I leaned over to kiss my mom again. Her lips felt soft and warm as our
tongues met and for a moment I was about to climb in her LazyBoy with her
but I needed a shower BAD so after a couple of minutes we reluctantly
split apart and I hurried up to my bedroom.
Back in my room I looked at the clock and realized my dad would be home
before too much longer. Well, no sense in changing yet as I may as well
get a full day's use out of his outfit. I didn't think he would mind
seeing me wearing it and at least I knew I wouldn't be just teasing him
either! Oh well, so much for the shower! I laid in bed and pulled my
thong to the side. Mmmmmmm, I was going to be ready when my dad got
home!
THE END