This story is adult fantasy and may not be reposted without 
express permission from the author.  This story is intended 
for mature adult readers.  While this story is based on 
real events the names have been changed to protect the 
guilty.  Any other resemblance to actual events, people, or 
locations is just a happy coincidence.  If you don’t want 
to be “subjected” to explicit material, you are under the 
legal age, or it is illegal for you to look at this material 
for some other reason, then please do not read further.  
But, if you are of age and consenting in all ways, then by 
all means read on and enjoy some dirty fun.

Jenny: The Begining
by Greg stevenson

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When I pulled up to the high school I had an idea that it 
was not going to be your normal day. I had no idea that 
it would end with me introducing one of my favorite 
students to the art of love. (Mf, 1st, cons)
----------------------------------------------------------

When I pulled up to the high school knew that it was not 
going to be just be another day on the job.  As the computer 
consultant for our large municipal school district, part of 
my job is to go around to different schools and make sure 
things are running smoothly.  I don’t mind too much since 
it gets me out of the office.  As an extra service I have 
students at each school who do an internship with me for 
extra credit.  They are usually interested in computers 
and most also work in the computer labs at the school.

This high school (I can’t say the name because I want to 
keep my job) had one of my favorite students.  Jenny was 
smart, funny and cute in a bookish sort of way.  She had 
been working with me for the past two years, and there 
wasn’t much that she couldn’t do on her own.  This year we 
had gotten pretty friendly, more friendly than I get with 
most of my students.  Lately we had been text-ing and 
IM-ing every day, sometimes about computers, but more and 
more about personal things – movies, music, her plans for 
college, that kind of thing.  The last couple of sessions 
had been getting into dicey ground of relationships.  I 
even told her about my divorce and she told me about guys 
she had dated.  It was the kind of thing I would never 
talk about with another student, but Jenny wasn’t just 
any student

School was ending for the day, and after checking in with 
the office I made my way to the lab where one of the PCs 
was supposed to be acting up.  Kids were still milling 
around the hall and I couldn’t help but admire the hot 
girls in half shirts and tight pants.  When I was in 
school parents wouldn’t dream of letting their daughters 
dress like that.  Now there was very little left to the 
imagination.

Finally I made it to the lab without getting too hard 
and got to work.  The lab was closed so I had the room 
to myself as I ran a few diagnostics and started to look 
for the problem.  I was looking at lines of code when the 
door opened and in came Jenny.  Our eyes met immediately 
and she walked back to where I was sitting.

Jenny was what some people would call a pixy at only 4’9’ 
and built to scale.  The first time I saw her she I 
thought she was a well developed freshman instead of a 
junior.  Over the last two years she has continued to 
developed nicely and started to dress to show off.  Now 
her curves were still not totally developed, but she had 
it where it counts.

I could tell Jenny had taken pains to make herself up that 
day.  She was in a green velvet skirt that fell around mid 
calf, but had a slit on one side that ran almost all the 
way up showing a lot of leg.  To go with it she wore a 
white button down shirt tied at her waist with a green 
v-neck half shirt underneath.  Normally she has her black 
hair up in a ponytail, but today it was down around her 
face.  She made a show of turning around and bending over 
to put down her backpack and I relished the sight of her 
tight ass through her skirt.  She then turned around and 
made small talk while slowly taking off her over shirt 
and draping it on the chair.  Now she just had a thin white 
half shirt over her perky breasts that were almost visible 
through the flimsy material.

“You look nice today.”  I said.

“Thanks.  I remembered you said that you liked this skirt.”

“Okay.” I said trying to clear my head and be professional. 
“I’ve run a couple of diagnostics, but haven’t been able 
to find anything wrong with this unit.  Why don’t you show 
me the problem.” I stood up to give her my seat at the 
keyboard.  If I wanted to maintain any kind of dignity it 
was a bad move because now I was looking down her shirt at 
her exposed breasts.  It also didn’t help that the slit in 
her skirt opened up to expose almost all of her leg.  The 
best I could do was stand behind her so she couldn’t see 
my growing hard on.

We had left the overhead lights off so the room was getting 
dim and we were lit mainly by the glow of the computer 
screen.  I was leaning over her shoulder watching what she 
was doing, and I couldn’t help myself as I sniffed the baby 
fresh clean sent of her skin and hair.  She noticed and 
leaned her neck against my face.  Before I could stop myself 
I kissed her below her ear and was rewarded by shivers 
running through her.  “What am I doing?” I asked rhetorically 
as I pulled back.

“Oh, Mr. Stevenson, don’t stop.” She pleaded.

“No, you are a student and I could get fired. Not to mention 
that I’m nearly twice your age.”

“So what if I’m only eighteen.  That is old enough to do what 
I want with who I want.” She said turning around to face me.  
She was beet red and I could tell that it embarrassed her to 
say this out loud, but now that she started it all came 
spilling out.  “All these girls I know have been having sex 
to make boys like them for years, but not me.  Now I have a 
man that I like and I want and who I can tell wants me.” She 
said looking at the obvious bulge in my pants.  “Why shouldn’t 
we do it?  I’ve waited long enough.  I don’t want to wait until 
I graduate.”

“Is that why you called me here on a fake service call?”

I didn’t think it was possible, but Jenny turned a shade redder 
as she confessed, ”Yeah Mr. S.  But please don’t get mad!  It’s 
just that every night I touch myself wishing it was you I had 
inside me instead of my fingers.  You won’t get in trouble 
because no one will know.  But, I want you to be the first man 
to have me.”

Now I was stunned.  I couldn’t believe that she had never been 
with another guy before.  More importantly I wondered why me?  
I knew from our conversations her home life was good, so she was 
not just acting out.  And she had dated at school and probably 
could get her choice of the guys.  But she was choosing me to be 
her first.

As I looked into her green eyes and seeing how vulnerable she 
felt having put her self out like that the last of my resolve 
broke down and I pulled her to me and kissed her.  Her body 
melted into mine and she held onto me.  I broke the kiss and 
said, “Close out of this system and let’s go.  If we are going 
to do this let’s go somewhere and do it right.”  She quickly 
shut things down, but it was all I could do not to touch her as 
she got her stuff together and we walked down the hall.

We decided to not make the hour drive over to my place and 
instead I checked in to a nearby hotel while she waited in the 
car.  I gave her a room key and told her to go upstairs and 
wait for me while I ran to get a few things.

I was back at the hotel in ten minutes.  When I let myself into 
the room I had a moment of panic when I didn’t see her, but then 
I heard the shower.  By the time the water shut off I was ready 
in more way that one.  After awhile I went and knocked on the 
bathroom door and asked, “You about done in there?”

“Yep.” She said opening the door while she was drying her ebony 
hair.  “Oh, Mr. Stevenson, it’s so pretty!”  Jenny said as she 
came out and saw the candles and flowers I had put around the 
room.  She had a towel wrapped around her slim torso and her skin 
had a rosy hue from the hot water.  I knew then that I had never 
wanted a woman more than I wanted her.  But she was clinging to 
the bathroom doorway and I could tell she was nervous.

I hugged her and kissed her on both cheeks and then her nose and 
finally her full lips before saying, “Listen Jenny, we don’t have 
to do anything you don’t want to.  At any time you can say stop, 
and we will stop.”

“Okay.”  She said looking a little calmer.

“You relax and I’ll be right back.”  I said going to the bathroom.  
My shower was one of record time.  Thankfully I had shaved late 
that day, so my five o’clock shadow was not going to be a factor.  
When I came out Jenny was sitting at the desk in one of the hotel 
bathrobes sipping some of the water I had purchased for us.

I had put back on my pants and briefs, but had left everything 
else off.  Now I was glad I had used the extra time after my wife 
left me to work out.  Instead of looking soft and old I had 
defined muscles and a flat stomach.  From the look Jenny gave me 
she approved.
 
Jenny stood up to meet me and we kissed again, getting more and 
more passionate by the second.  Finally I picked her up and threw 
her over my shoulder in a fireman’s carry.  She was laughing and 
screaming and kicking her feet while I carried her over to the 
bed and threw her down.  Her eyes were sparkling and she was very 
relaxed so I figured it was a good time for the unveiling.  I 
opened her bathrobe and she was laid bare before me.

Her body was everything I imagined it would be.  She had the 
last remains of baby fat clinging to her belly that made it swell 
just a little.  Her breasts were probably small, but looked 
larger on her tiny frame had large silver dollar sized nipples 
and road high with the perkiness of youth.  But my eye was 
captured by her pussy that had been trimmed close to show her 
thick lips.  Normally I like a woman to be shaved, but with 
Jenny’s small body it would have made me feel like I was robbing 
the cradle even more than I was already.

Once my eyes had feasted, it was my mouth’s turn.  I made a game 
of kissing every inch of her body.  Upon closer inspection her 
arms were covered with downy black hair, but she had obviously 
shaved everything else today.  I couldn’t even feel stubble as I 
ran my tongue over her legs.  She fed my passion with a mix of 
girlish giggles and womanly moans as my lips and tongue explored 
her skin.  She willingly opened herself to me revealing sensitive 
spots that excited her more.  When I found out how sensitive her 
breasts were I spent a long time licking, stroking, and even 
gently biting them. But in the end my sampling of her body brought 
me up in-between her spread thighs tasting her honey for the 
first time.

Jenny was incredibly wet and her folds spread like butter under 
my tongue and fingers revealing a large clit protruding from its 
hood.  I took my time working my way to that nub, caressing 
everywhere but there first.  I finally took her nub in my mouth 
and gently played my tongue over it and was rewarded with a cry 
and thrusting of her little hips against my mouth.

Once I had her writhing beneath me I moved my hand up to explore 
her opening.  She lifted her hips to meet my fingers as I 
slipped first one then two into her tight love canal.  The only 
way I was able to get them in that narrow passage was that she 
was wetter than any woman I had ever been with.  I found the 
rough patch that was her G spot and worked it over while 
sucking on her clit. Almost instantaneously she cried out in 
an intense climax.  As she shuddered through what seemed like 
one after another cum I marveled at the way her tight cunny 
sucked on my fingers like a little mouth.  I couldn’t wait to 
get my cock in there, and apparently neither could she.

Jenny was pulling on my head now and saying again and again, 
“Please.  Please fuck me.”  I reluctantly pulled my fingers 
out of her and stood up to finish undressing.  When my cock 
sprang into view she sat up to take a closer look.  I was 
worried that she might be intimidated by the size of my cock 
because, not only is it about eight inches long, it is thick 
and has a large mushroom head that caps its length.  Jenny 
stroked the rigid shaft lightly, her small hand barely fitting 
around the girth, but didn’t seem afraid.  I was looking forward 
to introducing her to the art of sucking cock, but now was not 
the time.  I took a condom out of the pack I bought and showed 
her how to put it on me, rolling it down the length of my shaft.

I pushed her back down on the bed.  Before climbing back 
in-between her legs I had her lift her hips and put a pillow 
under her little bottom. I then returned to licking and stroking 
her sex, even dipping down to rim her puckered brown eye with 
my index finger.  When she seemed right on the edge I moved up 
onto my knees spreading her legs wide.  I started to feed my 
cock into her hole as I stroked her clit with my thumb.  It was 
an incredibly tight fit, but her slick walls opened before my 
invading shaft to take more until I could feel her hymen.  
Jenny had her eyes closed and her head back.  Her chest was 
heaving with each breath as I pulled back and then pushed in to 
the hilt breaking though her final barrier.  She screamed in pain 
and for a moment I thought it was too much for her, but she locked 
her ankles behind me to hold me inside her.  I continued to stroke 
her clit and soon started rocking slowly in and out.  Before long 
she was urging me to go faster and then I felt her cumming on my 
cock as I slid in and out of her quivering slit.  The walls of her 
tight cunny clutched and caressed me in a sensation that was so 
intense that I came on the spot as I buried myself deep inside her.

Afterwards we rested and talked while holding each other.  She 
called her mom and told her she was staying at a friend’s house.  
We spent the rest of the night fucking and playing and I felt like 
I was a teenager again.

There are plenty of stories I could tell you about how we got 
together on a regular basis after that and explored almost 
everything a man and a woman can do together, and who knows maybe 
I will some day.

Jenny  always tells me how glad she was that I was her first and 
that I taught her so much.  But in the end she left for college 
in Colorado last summer.  And from some of the emails that she’s 
been sending me I can tell you she has been putting her education 
to good use.

© 2006, Greg Stevenson

This story is adult fantasy through and through and may not be 
reposted without express permission from the author.  The author 
(me) does not condone the described behavior in real life.  
Unprotected sex outside of a monogamous relationship is about as 
smart as assisting a blind carpenter – you are going to get hurt, 
maybe not this time, but some time down the line.  Condoms are 
cheaper than healthcare.  So keep a cap on your jimmy and if any 
guy tells you to “trust me baby” tell him you were not born 
yesterday.  Stay safe.  Stay healthy.  And keep reading.