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                 K R I S T E N' S    C O L L E C T I O N
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Confessions Of A High School Guidance Counselor - 2
by Netman169 (netman169@yahoo.com)

***

This is a four part saga about a year in the life of 
high school guidance counselor George Quinn. George 
often crosses the line, between personal and 
professional, when counseling his young, female 
students. Part 2 is about how Annie, a fourteen year 
old freshman member of the cheerleading squad, got 
counseled in the art of sex.  (/f-teen, ped, ist, 
oral)

***

PART 2: Annie

The first time I saw Annie, was in the school library. 
It was December, and the basketball season was in just 
starting. Annie was a cheerleader on the Freshman 
squad. On game days, the cheerleaders wore their 
uniforms, which consisted of short, pleated blue 
skirts, white tank tops, white ankle socks and tennis 
shoes.

Annie was fourteen years old. She had long blond hair, 
beautiful blue eyes, and a shapely figure. Although 
she only had small A-cup breasts, they were perfect 
for her size and age.

I was doing some work and she was sitting at the table 
across from me reading. Her skirt was so short, it 
rode up above her thighs, exposing the crotch of her 
panties. Instead of the traditional cheer panties, 
which were made of thick material and were more like 
shorts, the captain of the squad required all the 
girls wear white cotton, French cut, bikini panties 
instead. There had been no dress code at the school, 
since a group of parents protested that the old one 
infringed on their civil liberties. The girls also 
decided to go braless, in order to put more "jiggle" 
in their cheers.

As I sat there, staring at her panty covered crotch, 
my penis got erect and I had a hard time 
concentrating. I was surprised, that a fourteen year 
old, could have this effect on me. Even though she was 
far away, I could see a visible cameltoe between her 
thighs. Wanting to see more, I set my phone camera to 
close-up, put my hand under the table, and discretely 
snapped a picture. Then the bell rang and everyone 
left. I had to wait a few minutes, until my hard-on 
went down.

Back in my office, I looked at the photo. It were very 
clear and showed a pronounced cameltoe. I could see a 
dark slit down the center and a few light blond pubic 
hairs, poking out the edges. I couldn't wait to beat 
off to it tonight. 

A few days later, there was a knock at my office door. 
In walked Annie, again in her cheerleader uniform.

"Well how did it turn out?" she asked.

"How did what turn out?" I answered.

"The picture you took, you know the picture of my 
panty covered crotch." she said.

I quickly went over and shut the door.

"How did you know?" I asked her.

"I saw you out of the corner of my eye." she said. 
"Besides, you didn't think I sat across from you 
accidentally now, did you?" 

"But hey," she continued, "I'm not here to get you 
into any trouble. You see Jessica was my best friend. 
She told me how you took her virginity and taught her 
all about sex."

She went on, "My parents are very strict. They won't 
let me date until I'm sixteen. I need to learn some 
things about sex, so I'm not behind the other girls 
when I start dating. Help me, and your secret will be 
safe."

I thought to myself, "What choice do I have?"

"It's usually pretty empty, on Friday's after school." 
I said. "You can meet here tomorrow, and we can begin 
the lessons."

***

Friday after school arrived, and sure enough, Annie 
came to my office, again in her cheerleading garb. I 
locked the door and put out my counseling in session 
sign.

"What would you like to learn about today?" I asked.

"Well I'd like to try making out, and rounding the 
bases." she said. "I've never really even kissed a 
boy."

"OK," I said. "sit over here, next to me on the 
couch."

"Let's start by kissing." I said, as I leaned in and 
put my mouth on hers. 

She gave me a sweet little peck, the kind you would 
give to a friend.

"That was nice," I said, "but with a boyfriend, there 
needs to be more passion. You need to do what is 
called a French kiss. Start by relaxing your mouth, 
and keep it on mine. After a while, open your mouth 
and when you feel a tongue inside, stick yours back. 
It helps to hug while doing this, pressing your 
breasts onto the boy's chest. OK, let's try again."

Annie put her arms around me, and pulled me close. I 
felt her little breasts, poking into my chest. Her 
mouth was much more relaxed against mine this time, 
and soon she opened her mouth. After a while of this 
now passionate kissing, I thrust my tongue, into her 
mouth. Remembering what I said, she pushed hers back 
into mine. We probed each other's mouths, for quite a 
while. Her breathing, as well as mine, was getting 
pretty heavy. I pulled away.

"So this is what it's like to make out, and let a boy 
get to first base" she said. "Now show me what second 
base is like?"

"Are you sure?" I asked. "Do you know what second base 
is?" 

"Of course I do." she said. "Second base is when a guy 
feels a girls' breasts, first covered, then bare, 
while making out. It sometimes even involves kissing 
her breasts."

"I just have one question, though." she asked. "What 
if a girl doesn't have any breasts, like me?"

"Oh, don't worry," I reassured her, "you're plenty big 
enough. I myself love smaller breasts."

We resumed our making out, picking up where we left 
off. Soon I reached up and put my hand on her left 
breast, over the crop top. She jumped slightly, but 
then went back to making out. I rubbed it all over and 
then went over to the other breast and did the same 
thing. I felt her starting to breath heavily again.

I then moved my hand under the crop top. Luckily there 
wasn't a bra to contend with and my hand went directly 
over her bare left breast. I was able to cover her 
entire A-cup mound with the palm of my hand. Pulling 
outward, my fingers gripped her nipple. I rolled it 
between my thumb and index finger, and the soft, 
pliable nub, firmed up slightly. I again went over and 
did the same to the other side. There were now audible 
moans coming from her lips.

Since she wanted to experience everything, I decided 
go on to the next step. Lifting her top, I planted my 
mouth, directly over her right breast. It is true what 
they say about a more than a mouthful. I had her 
entire tit in my mouth while my tongue was licking her 
nipple. It got even harder. I switched over and did 
the same to the left side. Her moans were even louder. 
I hoped no one walking by would hear her.

I pulled backward to get a good look at her. What a 
sight, a blond fourteen year old cheerleader, with the 
nipples of her pert breasts, sticking straight out.

She left her crop top pulled up, as she continued. 
"I'm excited about third base. I feel a little tingly 
down there."

"Yea." I said. "I think you'll find it feels good."

I wrapped my arms around Annie, and resumed our making 
out. When I felt she was getting turned on again, I 
reached down and put my hand on her knee. She 
instinctively spread her legs. I worked my way up her 
thigh, under her skirt and my hand landed on the 
crotch of her panties. 

She let out another gasp as I started rubbing my 
finger up and down her slit, over the cotton crotch of 
her panties. She started moaning again and her panties 
began to get wet. 

After a few minutes of this, I reached up and grabbed 
the elastic waistband of her panties. She lifted her 
butt up, so I could pull them all the way off. They 
fell to her ankles and she kicked then away, while 
opening her legs even wider.

I put my hand back on her now bare crotch, and started 
to rub her slit as before. It was moist and slick, and 
I could feel a light covering of soft pubic hair. As 
my finger probed lower, I felt the even wetter hole 
that was her vaginal opening. I stuck my finger 
inside, and after pushing in two inches, it came 
against her hymen. She flinched again, so I pulled 
out. I decided to go for the most sensitive area, her 
clitoris.

As my finger worked its way back up her slit, it found 
her clitoris. I rubbed it between my thumb and index 
finger, and Annie started to push her pelvis up onto 
my hand. 

The faster I rubbed, the more she pushed into me. 
Suddenly she felt something she never felt before. The 
insides of her vagina, started to expand and contract. 
Her whole body started to convulse, stiffen up, and 
then went limp.

"Was that an orgasm?" she asked. "It felt GREAT!"

"It sure was." I answered. "Haven't you ever had an 
orgasm before?" I asked.

"I told you, I've never been with a boy before." she 
said.

"Lesson Number Two." I smiled. "You don't need 
anything but your fingers, to have an orgasm."

Looking over at me, Annie spotted the bulge in my 
pants. 

"Now what about boys?" she asked. "All of the rest of 
the cheerleaders, give their boyfriends handjobs. How 
exactly do I do that?"

"Start by rubbing right here." I said, placing her 
hand on my crotch.

She reached over, and rubbed my flaccid penis, over my 
pants leg. She was amazed at how big it was. 

"I want to see it." she said. 

I unzipped myself, and pulled out my semi hard penis. 
I put her hand around my shaft, and showed her how to 
pump up and down. As she pumped, it grew in her hand, 
to its full eight inches. Her eyes got as wide as 
saucers. 

"Wow, did I do this? I love how it feels." she said. 
"It's hard yet soft and spongy at the same time."

I was glad she was stroking me. I was so turned on, I 
needed a release. I directed her to pump faster.

The feeling of her delicate hand, around my shaft, 
brought me over the edge in no time. I started spewing 
load upon load of thick, white cum, halfway across the 
room. Annie looked pleased that she could make a man 
cum.

After wiping off her hand, she spoke up. "OK, when do 
we get to go to Home Plate?"

"Well sometimes people like to do oral sex next. But 
it's getting late now and don't you have to get to the 
game? Let's take it up next Friday."

***

The following Friday could not have come soon enough. 
Annie was in my office on schedule and in her 
cheerleading uniform.

"I'm a little freaked out about oral sex." she said. 
"Do we really have to put our mouths on each other 
down there?" she asked.

"Well yeah." I said. "But it really isn't as bad as it 
sounds. In fact most people really like doing it. Let 
me do you first. Go lay on the couch, lift up your 
skirt, and slip off those panties of yours."

Annie did as instructed, and I went over and put a 
pillow under her butt.

"When a man goes down on a woman, it's called 
cunnilingus or eating her out." I explained. "He goes 
down and licks her vagina or pussy. He will usually 
lick all over. The vaginal opening or pussy hole, has 
a lot of nerve endings but the clitoris is the most 
sensitive. I'll show you."

Bending down, I got my first look at her fourteen year 
old pussy, minus the panties. Her vaginal lips, were 
just starting to become plush. Her inner lips, were 
straining to push out from her outer slit. She had a 
thin but even layer, of fine blond pubic hair, 
covering her whole pussy. Her vaginal opening, was 
already a little wet from anticipation but her 
clitoris was not yet visible through its hood.

I like to start at the vaginal opening and use my 
tongue to work the moisture up to the clitoris. I put 
my head down, and stuck my tongue right in. After 
licking around for a moment, I started to feel her 
moisture start to flow. The taste was sweet and 
innocent. I then moved my tongue up and down her slit 
several times. I spread her inner lips with my 
fingers, and wiggled my tongue inside.

Annie was breathing very deeply, and pushing her 
vagina, towards my face. 

Finally I reached her clitoral hood. Plying it open 
with my lips, I sucked until her little bud emerged. I 
started by lightly flicking the tip of my tongue over 
it. As she pushed up more forcefully, I used my full 
tongue, to lap over her engorged clitoris.

As her moaning got louder and her rocking increased, I 
speeded up my licking. Her whole body started to shake 
and she exploded in her most powerful orgasm yet.

"Oh wow!" she exclaimed. "That really WAS good. But 
how was it for you? Didn't you mind the taste?"

"Actually I love the taste of pussy. And your pussy 
was the sweetest I ever tasted. How was it for me? 
Judge for yourself!" I said pointing to the bulge in 
my pants. 

Annie got up and kneeled between my legs. She 
unbuckled my belt and pulled my pants and underwear 
all the way off. My eight inch hard-on, pointed 
straight up.

"OK, I'm ready," she said, "but you'll have to tell me 
what to do."

"It's really easy," I said. "Oral sex on a man, is 
called fellatio or giving a blow job. However, you 
don't blow - you suck, lick, and slide the penis in 
and out of your mouth."

"Look closely at my penis," I said. "The cockhead 
here, is the most sensitive part, especially on the 
underside, at the bottom. It is important to apply as 
much suction as you can to this area, while sliding in 
and out at least half way down the shaft, and licking 
the area I showed you when you can. Keep your mouth 
moist and WATCH YOUR TEETH!"

I continued, "When you see my balls here start to 
tighten, it means I am ready to cum. Speed up and get 
ready. You can either move your mouth away, or swallow 
the cum. Guys love it when a girl swallows. Most girls 
also love the taste, and it makes them feel that they 
have a special power over men. Are you ready to try 
it?" 

Annie opened wide, and put her mouth, over the tip of 
my cock. She used her tongue, to coat it with saliva. 
This allowed her mouth, to slide half way down my 
penis. Then as directed, she pulled almost all the way 
out. As she did, she remembered to maintain a good 
suction, while licking the underside of the cockhead.

"It tastes a little salty," she said.

"Oh, that's just my pre-cum," I explained.

She leaned back down and repeated the process over and 
over until she got into a steady rhythm. For a 
beginner, she really nailed it quickly. Her mouth was 
hot, wet and she used just the right of suction. She 
was an expert at using her tongue to lick the shaft 
and underside of my cockhead.

The intensity of feelings on my penis combined with 
the sight of a fourteen year old cheerleader, bobbing 
her head between my legs brought me to the brink of 
ejaculation. When she noticed my balls starting to 
contract, Annie sped up her sucking. I was a moment 
away from cumming, and was curious what she would do.

I was pleasantly surprised, to feel that she kept her 
mouth clamped around me, as I spewed a full load of 
semen, into her mouth, and down her throat. With her 
lips, wrapped tightly around my shaft, Annie kept 
sucking, until she got every last drop. 

She pulled up, tilted her head back, and swallowed 
what was left in her mouth. She had the biggest smile 
on her face.

"I didn't think I could do it, but I DID!" she 
exclaimed. "And you were right, it did taste good, 
like warm, salty milk. I loved having you in my mouth. 
Ok, can we have sex now?"

"Well it's getting late again." I said. "Let's 
continue next week. But I think we might need more 
room and privacy. Why don't you come over to my place 
at 5 o'clock. Here's the address."

***

Friday came and Annie arrived on schedule, again in 
her cheerleading outfit. 

"I'm ready, counselor," she said.

"Well before we get started I just realized 
something." I told her. "You're always in your 
uniform, but I've never seen you do a cheer." 

Being somewhat of a show off, Annie skipped to the 
middle of the room and started doing a series of 
cheers. I sat back and watched as her butt wiggled and 
her breasts bounced under the crop top. As she spun 
around, I got an eyeful of her white panties and 
shapely legs. She ended by doing the splits right on 
the floor in front of me. 

I thought to myself, "High School Cheerleaders! It 
doesn't get much better than this."

When I went over, and helped her to her feet, she 
threw her arms around me, and pulled me into her. Her 
mouth went over mine, opened up, and she slipped me 
her tongue. She had certainly mastered the art of 
kissing. As she pressed her small breasts into my 
chest, I leaned my crotch into hers. My cock was hard 
from watching her cheer, and the bulge did not go 
unnoticed by her. She ground her pelvis back into my 
crotch, with enthusiasm. 

I pulled away and spoke. "You know, for this next 
part, It would be best if we were naked, completely 
naked. You were so sexy out there cheering. Do you 
think you could do a strip for me?"

I put on some slow music, and she went back to the 
middle of the room. She started to sway, in time to 
the song. Once again I was mesmerized by the sight of 
this fourteen year old. She began by unbuttoning her 
skirt, and letting it fall to the floor. As she 
stepped out of it, she got closer to me. 

I could finally appreciate the sexiness of her 
panties. As I said before, they were white, cotton, 
French cut, bikini's. Ridding low on the hips, they 
hugged her butt perfectly. They were so tight, that 
they formed a beautiful cameltoe on her crotch. Her 
slit was barely visible through the thin material, and 
there was a growing moist spot at the bottom by her 
vaginal opening.

Her small, A-cup breasts were still pert enough to 
push the material of her crop top forward. She reached 
up and pulled it over her head. Dancing there, small 
breasted, in nothing but her panties, ankle socks, and 
tennis shoes, she was every man's fantasy little girl.

Finally she pulled off the panties and kicked them to 
me. I put them to my nose for a whiff of her sweet 
innocence. She must have been getting aroused, for her 
inner labia, was swelled up, and poking through her 
outer lips. The light blond pubic hair, at the bottom 
of her vagina, was covered by a thin coating of 
moisture.

As she continued to sway to the music, I stripped off 
all of my clothes, and walked over to her. We again 
embraced and kissed, this time her bare breasts 
pressed against me and my hard cock slapped against 
the outside of her pussy.

I led her to the bedroom and laid her on my bed. We 
embraced again, and continued to make out for a long 
time. As we explored each other's bodies with our 
hands, I noticed she was super wet and ready.

I reached to the side, and grabbed a condom. 

Annie pushed it aside and spoke. "No need for that. My 
mother put me on the pill for my acme."

I didn't need to be told twice. I reached down and put 
a pillow under her butt. She spread her legs, as I 
centered myself over her. The entrance to her virgin, 
fourteen year old pussy, was splayed open in front of 
my waiting cock.

I pushed forward slowly. First the tip of my cock, 
touched the wet entrance. Next my bulbous cockhead, 
slid into her hole. Finally an inch more of my shaft, 
disappeared inside her, before bumping against her 
hymen. 

I pulled out slightly, and then pushed in with all my 
might. I heard a small yelp, as I broke through her 
hymen, and slid all the way in, balls deep. I rested 
inside, letting her get used to the feeling of me, and 
then I started to pump in and out with slow deep 
strokes. After a while, Annie's breathing became 
deeper and she was starting to moan. I knew the pain 
had turned to pleasure. 

As I started to pump faster, I felt her pelvis strain 
upward, and start to match my every stroke.

Soon I felt the walls of her vagina start to expand 
and contract, squeezing my cockhead, like a tight, hot 
vice. That's all it took for me to pump a half cup of 
semen deep into her vaginal canal.

Annie went limp beneath me, and momentarily passed 
out. As I pulled out, I watched a river of semen, flow 
out of her pussy opening, onto my pillow. The last few 
drops had a tint of red.

I looked up and saw tears in Annie's eyes. 

"What's wrong?" I asked. "Did I hurt you? Are you 
sorry we did this?"

"No, just the opposite," she said. "I'm so happy I 
finally got to have sex. Now I know what the other 
girls have been talking about. Now I know how they 
feel."

"I'm glad I could help," I said. 

"Well hey, your job is not done yet," she said. "I've 
heard them talking about all kinds of things. What's 
deep-throating, doggy-style, and cow-girl? I want to 
do it all!"

Over the next month and a half, Annie came over often. 
We did all of those things and more.

Toward the end of January, Annie told me I had 
counseled her enough and that she was ready to move 
on. She sexed me a series of nude pictures of her as a 
thank you. I learned that she had hooked up with one 
of the basketball players, on the sly. I guess twenty 
one is an old man to a fourteen year old.

I had no regrets though. I even started to attend high 
school basketball games, however, my attention was 
always centered more on the cheerleaders.

To be continued...

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The author does not condone child abuse, this story is 
meant as an erotic fantasy not depicting anything in 
real life. Anyone acting out such scenarios in "real 
life" can look forward to many unproductive years 
getting it up the butt by a fellow convict in their 
local prison system.
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Kristen's collection - Directory 76