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From: Dark Knight <hellisonfan@gmail.com>
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Subject: {ASSM} New story
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Date: Fri, 26 Aug 2005 03:10:03 -0400
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Newsgroups: alt.sex.stories.moderated,alt.sex.stories
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LISA GETS AN ADVANCED LESSON (Mf, 1st, cons)
By TheDarkKnight

(The events in this story take place a few months after my first 
Lisa story, GARAGE SALE.  If you have not read that one, it might
 be worth reading it first)
 

Chapter1:  The Question

After my first encounter with the lolita-like Lisa, who had "tricked"
me into giving her a lesson in how to perform oral sex, I had not 
seen or heard from her for about six months.  This was actually quite 
a relief, because after I realized that I had had a sexual relationship 
with an underage girl, I lived in fear that either she would show up 
with some kind of blackmail demand, or even worse, that I would hear 
a knock on my door in the middle of the night and find myself 
under arrest.

Instead, as I said, she seemed to have disappeared, leaving me with 
only some delightful memories.  Then, one day I stopped into the 
neighborhood supermarket on my way home from work, and our paths 
crossed again.  As usual, I just wanted to pick up a few things, race 
through the quick checkout lane, and be on my way. I didn't spend a 
lot of time looking around.  When I got to the checkout lane, I was 
chatting with the cashier, and swiping my credit card when I heard a 
familiar voice say "Paper or plastic?"

And there she was, an inch or two taller than I remembered, and with 
slightly longer hair, but sure enough, there was my sex student Lisa.  
"Do you remember me?" she asked.  

Talk about an unnecessary question.  I could have answered "Sure, I 
taught you how to give a good blowjob," but that didn't seem to be the 
wise thing to do, so I went with the more traditional, "Sure, Lisa, 
how have you been?"

"I'm fine," she replied perkily, as she bagged my purchases.  There 
wasn't much there, just barely enough for two bags.  But she asked 
anyway, "Can I take these out for you?"

I thought she was just asking because it was something the baggers 
were required to ask, so I started to take the bags out of her 
hands as I said "That's all right, I think I can handle this."

But she held onto them, then bent close to me and whispered, "I 
need to talk to you."  

So I let her carry my two little bags out for me, feeling just a 
little foolish.  And I was worried about what she wanted to talk 
about.  Here it comes, I thought, she finally figured out that I 
was a good blackmail target.  But I tried to keep the conversation 
light, hoping for the best. "So, how long have you been working 
here?  I'm here at least once a week, and haven't seen you before."

"Oh, I just started a couple of weeks ago.  I had to wait until I 
turned 16, they won't hire anybody before that."  Great, she just 
turned 16.  That meant that when we met before....well, never mind, 
it wasn't going to help my guilty feelings to dwell on that.  She 
went on, "and I have a boyfriend now."   

I wanted to ask how he liked her oral techniques, just to see how 
good a teacher I had been, but I took a different, more fatherly a
pproach.  "Is he treating you OK?"

"Yeah, I guess so," she said without much enthusiasm.  "He has a car, 
and that's cool, but he is trying to get me to have sex with him, and 
I don't want to yet."  She was still very candid about everything.

"Well, I think that's a wise decision.  Don't let him talk you into 
doing something you don't want to.  I know what teenage boys are like, 
I used to be one," I smiled.

By now we had reached my car, so she finally surrendered the bags, 
and I began to think that our conversation was over.  But, as she had 
done six months before, she said something in her innocent-but-not 
way that stopped me in my tracks.  "Well," she went on, "the problem 
is that I kind of told him that I had already made love to a couple 
of guys.  I thought I had to do that so he would go out with me.  
But actually I haven't.  The only sex experience I have is what we did."

I didn't really know if I should believe that, coming from a cute 16 
year old who had been more than willing to experiment with oral sex 
with a virtual stranger a few months before, but I went with the flow.  
"Okay, so you've got yourself in a pickle.  Is that why you wanted to 
talk?  Do you need some advice?"   Being in the middle of a busy p
arking lot was not really where I would have preferred having this 
conversation, but I took a quick glance around and nobody was getting 
in or out of their cars near us.

"Actually, I want more than just advice," she replied, giving me 
one of those mischievous grins that had got me interested in her 
before.  "I really do want to go all the way with Rich, but I don't 
want him to know I am a virgin, and I don't want to seem too 
inexperienced.  Do you remember what you told me after I sucked you 
off? (damn, this girl could be blunt)   You asked me if there was 
anything else you could help me out with.  Well, now I have something."

I was beginning to sweat now, and not just from the heat of the 
asphalt.  "So, you want me to explain to you how to have sex?" I asked.

"No, silly, I want you to pop my cherry.  I know you can do it a 
lot better than a sweaty-palmed kid could.  And that way, when Rich 
and I do go all the way, I will have some experience."

I took another look around the parking lot, but we were still by 
ourselves.  I was trying to find some way to say no, but I wasn't 
trying real hard. Besides, I would be doing her a favor, introducing 
her to the joys of lovemaking in a kind, gentle, loving manner.  
At least that was the story I was telling my conscience.  

"Well," I started, "I guess I could help you out."  Mr. Nice Guy, 
that's me.  After that, we quickly decided that the best arrangement 
would be for me to pick her up after work on Saturday.  She got off 
around 4, and since both my wife and Lisa's mother worked Saturday 
evenings, that would work out well.  


Chapter Two:  The Answer

I spent plenty of time over the next couple of days deciding how 
to accomplish the task.  I finally came up with what I felt was a 
good approach to deflowering an eager virgin.   I actually did some 
research; I went back and reread "My Life and Loves," Frank Harris' 
autobiography.  If you haven't read it, give it a try.  He was 
quite an accomplished deflowerer of young ladies, some very young.

I knew that I wanted this to be more than just a quick  "it'll hurt 
a little, then you will love it" move, but I also didn't have time 
for a wine and roses dinner, followed by a romantic movie.  So I 
came up with a compromise plan, something between 
Wham-bam-thank-you-ma'am and a lifelong commitment.

Finally Saturday rolled around.  I drove to the shopping center and 
parked at the far end, as we had agreed.  A few minutes later, 
Lisa came up to the car with a big smile on her face.  No 
second-thoughts, apparently.  As I drove back to my house, I asked 
her to stay out of sight, just in case there were any nosy neighbors 
out.  She curled up in the foot well in front of the passenger seat, 
and smiled up at me.  At that moment she looked about 12 or 13, and 
I almost backed out of the arrangement.  

When we got home, I told her that she would probably feel better if 
she took a shower.  That was for my benefit also, of course, but I 
didn't mention that.  I also thought that would be a good way to get 
over the awkwardness of the situation.  I  had laid out some towels, 
and one of my wife's robes in the guest bath, and in a few minutes 
Lisa emerged, looking pink and perky wrapped in the silky robe.  I 
was standing in the bedroom, nervously waiting for her.  I had taken 
off my clothes and put on my robe while she was showering.  I had 
a middle-aged pot belly that I wanted to keep hidden from her as 
long as I could.  She walked up to me, and without saying a word, 
wrapped her arms around me. I returned the hug, and for a while we 
just stood there holding each other.  She had grown a little; before 
the top of her head had come to my chin, now it was right under 
my nose.  And she smelled wonderful.  The shower had been a great idea.

Eventually, she let go, stepped back a little, and untied the belt 
around the robe.  It slid open slightly, and I reached out and slowly 
slid it off her shoulders and onto the floor.  I stood there gazing 
at her; she was turning into quite a fetching creature.  Her smallish 
breasts were beginning to fill out, but you could tell that she would 
probably never need more than a B-cup.  And her tiny, brown nipples 
were already erect, also as I remembered.  Her slit was still mostly 
hidden between her thighs, and was topped by a small triangle of pubic hair.

Neither one of us had said a word since she had come out of the shower, 
but now I said, "God, you are a beautiful young woman".

She giggled, "I'm not a girl now, I'm a woman?"

"You are well on your way, that's for sure." 

I had placed a towel on the bed in preparation, and I patted it.  
She took the hint, and sat down on the towel, with her legs 
dangling over the edge of the bed, facing me.  I went down on my 
knees, and reached out and gently caressed first one breast, then 
the other.  "Do you like that?" I asked.

"Oh, yes," she sighed.  "My boobs are very sensitive."

I took that as a hint, and I replaced my caressing hand with my 
lips.  I sucked one breast into my mouth, and teased the tip with 
my tongue, then repeated the process with her other breast.  I 
continued this for a couple of minutes, then decided it was time 
to move on to the main event.

"Lie down, honey," I whispered.  I think that was the first time I 
had used a term of endearment with Lisa.  She lay back, with her 
legs still dangling off the side of the bed.  I grasped her ankles, 
and slowed raised her legs until her feet were on the bed.  She was 
lying there like a rag doll, letting me do whatever I wanted to 
with her body.  I stood up, put my hands on her knees, and carefully 
pushed them apart, like opening the petals of a flower about to 
burst into bloom.

I started kissing the flesh on the inside of one thigh, starting at 
her raised knee and working my way gradually toward her pussy.  
Before I began paying attention to that area, I traced kisses back 
up her other thigh.  I kept reminding myself to slow down, not only 
for Lisa's benefit, but mine as well.  I was aware that I most likely 
would never find myself in a position like this ever again.  I 
wanted to make it last as long as my patience would hold out.

Now I put my hands under her slender ass, lifted her up slightly 
and slid her forward, until her hips were right on the edge of the 
bed.  She had dropped her legs down again when I repositioned her, 
so I moved her feet back up on the bed.  This brought her delightful 
pussy right in front of my face.   I licked one finger, and rubbed 
it up and down the edge of her lips.  Then I gently pushed it into 
the crack until I  found her clit.  I played with that for a few 
seconds, and for the first time since she had lain down, she 
said something. "That's so good.  I do that to myself sometimes, 
but you are even better!"

"Of course.  It's kind of like tickling yourself, it's always better 
when somebody else does it.  And that way, you don't know what is 
going to happen next."  As I said that, I replaced my finger with 
my tongue.

"Wow," she gasped.  I used my best oral stimulation techniques, 
alternating gentle licks up and down her now revealed inner vaginal 
lips with sucking on her clit, which seemed to make her wriggle.  
A few minutes of this was enough to start her natural lubrication, 
and I could see the mouth of her 'cunny' (as Frank Harris called it) 
opening up a little.

It was showtime.  I stood up and took off my robe, not worried about 
my belly now.  I had a condom ready (that day had been the first 
time in about 20 years I had bought one of those!), and I rolled it 
on.  Lisa was watching as I did that, so I took the time to make a 
point, "Make sure your lovers always use these. Pregnancy, disease, 
you don't...."

"I know, I know," she sighed.  "I've heard it all."

"Hearing and doing are different things, young lady.  If you are 
going to be sexual active, you need to be aware of what is going on.  
Actually, you should carry condoms if you think you might have sex.  
Don't leave it up to the guy.  We're unreliable when it comes to 
lovemaking.  Never trust an erect penis"  She giggled at that silly line.

I now positioned myself between her legs.  "Are you really sure you 
want to do this?" I asked one last time.

"Yeah, for gosh sakes, just do it will you?" she grinned.  

Even though the condom was pre-lubed, I had rubbed a little extra 
K-Y on it, just to make sure, so it was quite slippery.  I moved 
the tip of my prick up and down her slit a few times, imitating 
the actions of my finger and tongue.  I reached down, and felt 
with my finger that she was nicely lubricated, so I pressed the head 
of my shaft into her opening.  As expected I had just barely gotten 
in when I felt some resistance.   I hesitated for a moment, then 
pushed more firmly.  I was hoping that a slow, gentle entrance would 
work, as opposed to a quick thrust, and to my delight the 
obstruction gave way easily as I pushed in.

She had been lying there, with her eyes tightly shut, face all 
scrunched up like she was waiting for a measles shot.  But when her 
hymen gave way, she just sighed "Ohhhh," and opened her eyes.

"Is that it?" she smiled.

"That's the hard part.  Now the fun starts," I told her.  I slowly 
pulled back out until my prick was back where it started, just 
inside her now flushed pussy lips.  Then I pushed in slowly again, 
deeper this time, until I was about halfway in her.  She kind of 
grunted on that stroke, and I wasn't sure if it was from pain or 
pleasure, or both.  But there was no stopping now.  

I kept up the slow in-and-out for a few more strokes, then I just 
had to get into some serious lovemaking.  I was still standing by 
the bed, so I pushed her back so I could lie atop her and do some 
good old-fashioned missionary style fucking.  Now I was deep 
inside her, and moving quickly.  I soon felt myself getting ready 
to come, so I slowed up a bit.  I was not sure if Lisa had had an 
orgasm yet, and I really wanted her first experience to include 
that delight.  I pushed her legs further up, so that I could brace 
myself over her and do some deep thrusting.  I knew that this had 
proven popular with other women in my life.  Sure enough, after a 
minute or so of that style, she got that scrunched up look on her 
face again, and started making noises kind of like "Eeee, Eeee, Eeee." 
(Sorry, that's as close as I can come with words.)   Then she 
opened her eyes, looked up at me and said "OH MY GOD!  That was amazing!" 

I then was able to relax and let myself come with a few more quick 
motions.  And with that much anticipation, and with that lovely young 
lady under me, it was a truely earth-shattering orgasms, like we 
remember from our youth.

I rolled off of her and we just lay there next to each other, 
savoring the moment.  Her eyes were closed again, and she was 
breathing slowly, I almost thought she had fallen asleep.  Then 
she propped herself on one elbow and said "You are still my 
favorite teacher.  That was a lot more fun and a lot less 
uncomfortable than I thought it would be."

I just laid there and smiled.  Mission accomplished.  I was beginning 
to feel a lot more than just lust for this young lady.  And since she 
was 16 and I was, well, almost three times that, I could not allow 
myself to dwell in those emotions.  There was no future in our 
relationship, just some great memories.

In a few minutes, she went back to the bathroom, and took another 
shower.  In the meantime I cleaned up.  There was just a little blood, 
and the towel had caught most of it, so I didn't have a big cleanup 
to do.  After she came out of the shower, we got dressed and I took 
her home.  I dropped her off about a block from her house, just in 
case her mom was home.  As she got out of the car, I reminded her 
again about being careful, and started to give her a speech about 
how love was the important part of making love, but I could see 
she was getting impatient with the lecturing, so I just said goodbye.  

As she was leaving, she turned and, said with that delightful grin 
again, "Maybe I'll give you a call later for some advanced lessons."

She winked and turned and walked away, and I had mixed emotions 
about whether I would take her up on that if she called.

-- 
Pursuant to the Berne Convention, this work is copyright with all rights
reserved by its author unless explicitly indicated.
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