Subject:     High School Regrets
Story Codes: MF FF oral
Diary Date:  July 13, 2007
Author:      Kelly <pghkelly@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 2014 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
=======
If you're like me, it's probably more the things you DIDN'T do in high 
school that you regret more than anything you did.  Even then, it's not 
really WHAT I didn't do so much as WHO I didn't do.   Although we can't 
go back in time and do things over, sometimes you get another chance at 
it later in life.  The question was, what would I do when such an 
opportunity arose?

Table of Contents
=================
   Chapter 1 - High School Class Slut
   Chapter 2 - Nancy Puts Her Plan Into Action


Chapter 1 - High School Class Slut
==================================
While I was in high school I would imagine that if you asked most people 
who the smartest kid was, who the richest kid was, who was the class 
clown, etc.  that you would have gotten pretty consistent answers.  We 
all knew who those kids were when we were in school.  Many of us had 
label that may not have been listed in the yearbook but were well-known 
by everyone.  For instance, there was nothing listed next to my picture 
but I'm pretty confident that most people still remember me as the class 
slut.  Every class has one and I worked hard for my position (no pun 
intended).

Actually, being THE class slut isn't as easy as you might think.  First, 
there's a lot of competition from other slutty girls, all of whom would 
scratch your eyes out given half the chance.  Then there's the pressure 
from people always having such high expectations of you, especially the 
guys.  It seemed like every day some new guy would hit on me, expecting 
me to at the very least suck his dick on demand if not more.

Contrary to popular belief, being a class slut takes a of work.  It's 
more than just spreading your legs for every guy that asks, any girl 
could do that.  In fact, when I look back at it I really didn't fuck all 
that many guys while I was in high school compared to some girls I knew - 
only about a dozen by the time I graduated.  When you consider I'd been 
having sex throughout all four years, that's not exactly a lot of guys.  
OK, more than most girls but nothing for the record books.  Just because 
a girl had fucked more than me didn't confer on her the same "status" I 
enjoyed in high school.

It's all in the intangibles - your attitude, clothes, makeup, hair, and 
especially the way you act when you're around people.  My class had its 
share of girls that fucked just about every guy in school they could lure 
into bed with but that just earned them the reputation for being whores, 
not sluts.  It's a fine line!

Based on what people have told me and asked me, apparently most people 
thought that as the class slut I could get laid by just about anybody I 
wanted, any time I wanted it.  Unfortunately, that's wasn't exactly true.  
Of course there was always some horny boy wanting to get in my panties 
(that's only a figure of speech).

Then there were those boys who were so ridiculously shy that I could've 
literally hog-tied and dragged into my bedroom, stripped right in front 
of them and they STILL wouldn't have done anything because they were so 
unsure of themselves.  There were also a few diehards that genuinely 
believed that sex before marriage was wrong and I respected their 
beliefs.  Some guys had girlfriends they wouldn't cheat on.  I know, that 
sounds ridiculous that they would not take advantage of what was 
available to them but those kind of guys are actually out there.

Two boys stand out in my mind from my high school years that I never was 
able to add to my "sexual history".  First and foremost on my list was 
Todd who worked in the chemistry lab.  Many a day Robin, my lab partner, 
and I would tease him mercilessly as he spied on us from behind the 
curtains in door to the supply room at the back of the classroom.  We 
knew he was jerking off back there even though we never could catch him 
in that act.  Maybe it was the way he would look at us and try to hide 
his erection that endeared me to him but try as I might, I was never able 
to get him to even talk to me because he was so shy.  Something about the 
fact that I knew he masturbated about me in class (and probably at home 
as well), together with his insane shyness, made me want to be his first.

The second boy was totally different from Todd.  Whereas Todd was 
ridiculously shy, Rich was the class hunk.  My only problem was that he 
was "in love" with one of the hottest cheerleaders and refused to date 
any other girls.  Personally, I don't think he was just being true to her 
so much as scare she would dump him if he cheated on her.  I'd done 
everything I could to let him know I was "available" but he wouldn't even 
give me the time of day, especially if the bitch was around.  The more he 
turned me down, the more determined I was that I was going to get him one 
way or another.  Well, it never happened, one of the few times in my life 
that I really wanted a guy and he turned me down.


Chapter 2 - Nancy Puts Her Plan Into Action
===========================================
After high school I went to college about of state and other than during 
summer and various holiday breaks, I didn't see much of the hometown and 
I had no idea what happened to either guy.  With time, memories fade and 
I hadn't really even thought about either of them in ages until I played 
Truth or Dare with my friends and Nancy mentioned that one of her secrets 
in high school had been the desire to fuck Todd.  You can imagine the 
shocked look on my face we I learned that we both had wanted the same 
nerd to fuck us.  

After our "Truth or Dare" get-together, the next time I had lunch with 
Nancy we discussed her answer about Todd.  Of course, neither us had 
wanted him as a boyfriend and would have dropped him like a hot rock 
after the first time, but each of us felt the same way - that he was the 
"fish" we both had let get away.  Guys aren't the only ones that 
occasionally look to add a notch in their belt.

A couple a days later, Nancy called me and asked if I wanted to go out 
the following Friday night with her to see a movie.  There were several 
we hadn't seen yet and since I had nothing planned I figured why not and 
accepted.  Nancy was the quietest in our infamous little foursome that 
dated back to when we were all in preschool.  As one of her closest 
friends, I knew that "innocent and naive" Nancy could get just as horny 
and naughty as the rest of us, she just didn't express it publicly to the 
degree the rest of us did.  She was always more the follower than the 
leader, willing to go along with about anything but hardly ever 
initiating anything herself.

Friday night came along before I knew it and I got myself ready to go.  I 
figured we would go to the movie and then probably grab something to eat 
afterwards, maybe at a local Eat 'N Park restaurant or TGI Friday.  It 
was just going to be the two of us and while we may have gotten a bit 
carried away the previous week at my house, I had no expectations 
whatsoever that anything would happen like that again between just the 
two of us.  We were good friends and I enjoyed being with her, trading 
stories and gossip.  When I went out with my cousin Kristen or best 
friend Beth, I never knew what was going to happen; but with Nancy, it 
was a pretty safe bet we would have a pleasant, rather uneventful evening 
out.

With that in mind, I decided to stick with a simple pair of tight, low 
cut jeans and my favorite pink tank top.  Even if I was with Nancy, I was 
STILL out in public so why not look good?  You never know, maybe some hot 
guy would walk by while we were having dessert!  The tank top was a bit 
too small for me but I liked the way it clung to me as if it was painted 
on.  Without a bra, my nipples poked through as if nothing was there and 
you could even make out the full outline of the entire areola.

Nancy had volunteered to drive so I waited on the couch in the living 
room, watching out the picture window.  It wasn't long before I heard a 
car approaching, the noisy brick street in front of our house amplifying 
the sound of the tires.  Soon her little red Saturn appeared and pulled 
up to the curb.  Nancy didn't bother get out of the car but instead just 
beeped her horn quickly a couple of times to let me know she was there.

Since my parents were out for the night, I turned off the lights, grabbed 
my purse, and locked the front door behind me.  I jumped in the front 
seat and Nancy immediately took off almost before I had the door closed, 
not even bothering to say hello.  She seemed to be nervous but at the 
same time she had this mischievous smile on her face that she always got 
whenever she was trying to hide something, a habit which just made her 
attempted deception all the more obvious.

"Well, hello to you too girl!" I huffed, trying to put on my seatbelt as 
she took the turn onto the main road sharp that I was thrown against the 
door, "Ummmmm, is there something I should know about?"

"You could say that," she replied with an air of mystery.  It wasn't like 
Nancy to be so mysterious so what was she up to anyway?

"And are you gonna tell me or what?"

"Well, if you'd paid the least bit of attention when you got in the car, 
you would've noticed."

Now what the heck was she talking about?  The hair seemed to stand up on 
the back of my neck suddenly and I looked over my shoulder to the back 
seat.  It was then that I noticed for the first time that we weren't 
alone.  Holy crap, there was a guy in the back seat!  I turned to Nancy 
with my mouth wide open.  What the heck?  My expression couldn't have 
been hard for her to read.

"What's the matter Kelly, don't tell me that you don't know who that is!"

I looked back again where he was sitting with his hands on the seat next 
to him, a grin on his face but so far not saying a word.  He looked to be 
tall and while not skinny, he wasn't overweight by any means.  He had 
thick blonde hair that he'd let grow over his ears, which seemed to stick 
out from his head a little more than necessary.  One thing that 
immediately caught my eye was that he had the most piercing blue eyes.  
It was like they could shine in the dark they were so bright and when he 
looked at me, it was like he was seeing into my soul.  He was dressed 
casually, jeans and a polo shirt.  Overall, he was your typical decent 
looking guy you might find anywhere and walk by without noticing.  Why 
she thought I would know him was beyond me.

"Oh come on Kelly, I can't believe you don't recognize him," Nancy teased 
me, "Maybe I should've had him wear his lab coat with his hard cock 
poking out of it."

The poor guy grimaced at that one, as if her last comment had caused him 
physical pain but he was a good sport and kept silent.  Lab coat?  
Erection?  What the heck was she talking about?

"God Almighty Kelly, you're supposed to be the smart one but you can be 
so 
blind sometimes.  Really girl, don't you remember who we talked about the 
other day...  the guy we both wished we'd done back in high school?"

No, it couldn't be!  Todd?  Geeky and skinny little dork Todd?  Where was 
the acne, the horrible black rimmed glasses, the ever-present pocket 
protector?  No crew cut?  How did he grow up so much since high school 
that I didn't even recognize him?

"You've GOT to be kidding... Todd?" I said to him, staring at him like he 
was the latest exhibit at the zoo.

"Yeah, it's me and...," he started to say, the grin broadening on his 
face but Nancy cut him off before he could finish.

"Well, after we talked the other day it hit me...  why not see if Todd 
was still around?  So I called up some people who called some other 
people and it didn't take long to find him.  Did you know that he still 
lives around here, just on the North Side now?"

I looked back at Nancy, still unsure exactly what was going on.  Had 
aliens abducted my friend and replaced her with this replica?  The Nancy 
I'd known all these years would never have done such a thing.

"OK, like so I called him told him about what we talked about and then 
asked if he wanted to join us tonight."

"You told him about THAT?" I asked, feeling a little funny inside now.  
This was getting to be WAY too weird for me.

"Hey Todd, why don't you be a good boy and tell Kelly what I asked you 
about," Nancy called back to Todd as she drove on.  It was then I noticed 
we weren't heading to the theater but instead were going almost exactly 
OPPOSITE the way I would have expected.

Todd's face reddened a bit as he seemed to be working up the courage to 
speak.  Well, at least he still had some of the old shyness about him.

"Nancy told me about your game last week and asked if I had wanted to do 
either of you back then."

"And then what did you tell me?" Nancy pressed on.

"Well heck, EVERY guy in school wanted to," he said, swallowing hard, "It 
wasn't just me."

"And do you still want to?" Nancy pushed him more.

"I guess," he stammered, "Are you really serious about this?"

Nancy slapped her hand onto my leg sharply and asked, "What do you say 
Kelly, are we serious?"

Sheesh, what COULD I say at that moment.  Talk about your night's plans 
taking a sudden detour.  First off, I still couldn't believe Nancy had 
done such a thing.  Second, how had she convinced him to do this in the 
first place?  Finally, I was still trying to get my head around the fact 
that this guy in the back seat was really the same dork I knew back in 
high school!

"OK, what's going on Nancy?" I finally managed to get out.  "Why is he 
here, for real I mean?"

"Well, after we talked about him the other day I couldn't get him out of 
my head so that's why I tried to find him," she explained, "I just 
figured we could go back to my place and get to know each other a little 
better, if you know what I mean.  Sure beats a movie, don't you think?"

Well, that all made sense based on the direction we were heading.  At the 
speed she was driving, we would be at her house in a few minutes provided 
we didn't get pulled over in the meantime.  That didn't leave a lot of 
time to say yea or nay to the whole idea.  Of course my first instinct 
was to say yes.  After all, it wasn't like he was still that stupid dork 
at school so why not take advantage of an opportunity to get laid?  
Besides, it had been a while since I'd been fucked so this was like a 
dream cum true!  On the other hand, the whole thing seemed rather 
manipulative.  What was REALLY happening?  What was I missing here?

Before I could say anything more, Nancy pulled into a parking space in 
front of her apartment building.  I'd been to her place several times, 
but it was always just to visit, never anything like what I thought she 
had in mind now.  For that matter, Nancy and I had NEVER done anything 
together like what I starting to suspect she was plotting.  Boy, you 
think you know someone like the back of your hand and then she pulls 
something like this on you!

We got out and quickly went up the wooden stairs to her apartment.  Todd 
fell in behind and didn't say a word but I had a feeling I knew where his 
eyes were focused as Nancy and I made our way up the stairs right in 
front of him - at least I knew where his eyes had BETTER be.  Nancy 
unlocked the door and we both followed her inside.  The first thing I 
noticed was the place was empty, even though I knew she shared it with 
another girl.  What exactly Nancy's relationship was with her was a 
subject of controversy among the rest of her friends as she steadfastly 
refuse to even discuss it.  Whether she was doing that to tease us or 
hide something I hadn't quite figured out yet Nancy must have noticed me 
looking around for her.

"Yeah, Julie's out with her guy tonight... probably won't see until 
tomorrow if I know her."

Was that supposed to be a hint that Julie wasn't a lesbian or did it mean 
she was bi?  Nancy didn't bother to elaborate as she headed for the 
refrigerator and called back to us, "Beer anyone?"

I breathed a sigh of relief when Todd refused as I hate the taste of beer 
and even more so, what it does to the flavor of a guy's cum.  As much as 
I normally LOVE to eat as much cum as I can get, there is an unpleasant 
aftertaste when the guy has been drinking too much beer that I've never 
cared for.  Nancy knew better than to expect me to drink any so she wound 
up bringing out a few Diet Cokes.

"So tell me Todd, what do you think?" Nancy asked, a naughty grin on her 
face.

Todd looked bewildered, sort of like a little lost puppy.  Apparently 
Nancy really hadn't told him a lot and I was getting the impression her 
call to him had put him in an awkward position where he couldn't refuse 
her request to meet us without seeming rude.  I had a sneaky suspicion 
that until the past few minutes he really hadn't believed that anything 
was going to actually happen and probably was prepared for it to turn out 
to be some kind of practical joke.

"Ummmmm... what do you mean?" he said, his voice sounding a little 
strained as his eyes moved between the two of us girls.

"Oh Todd," Nancy said seductively, shaking her head slowly, "You know 
what I mean.  Kelly and me... do you still want us?"

This was an interested side of Nancy, one I hadn't seen before.  To 
openly taunt and tease a guy wasn't her usually M.O.  and I wondered if 
she was doing it more for my benefit than his.

"Yeah right, like you're REALLY serious," he said, sounding a little 
annoyed now if anything, "I should have never gone along with this."

He started looking around as if he was waiting for the cameras to emerge 
and someone to yell "surprise!" Well, there was one way to demonstrate 
our intent (well, at least what was already Nancy's intent which was now 
becoming mine as well).  If for me it was like some kind of dream and the 
reality of the situation hadn't quite sunk in yet, I could only imagine 
what was going through poor Todd's head!  At times like this a person 
just responds automatically and with my past experiences, I was 
undoubtedly much better equipped to handle the situation than he was.  
But first I had a couple of issues to clear up that had been bugging me 
for years while I had the opportunity.

"So tell me Todd, did you masturbate when you peeked through the lab door 
window blinds at Robin and me in Chemistry class?" I asked.  Of course we 
both had been convinced at the time that he did but there had never been 
an "official" confirmation.

"Ummmmm," Todd looked decidedly embarrassed but managed to answer, "I 
guess so."

"Ha, I KNEW it!" Nancy cried out, hearing the answer, "I TOLD you he was 
doing it."

"Hey, don't blame me... it was your fault," he tried to explain, "I mean, 
wearing those short skirt outfits and showing off your legs and ass all 
the time.  Damn, what did you EXPECT a guy to do?"

"Well... we expected you to do exactly what you did," I replied with a 
smile.  "So if you did THAT, then why did you avoid me all the time 
whenever I tried to get close to you?"

"I don't know," he stammered, "I mean, look at the reputation you had.  I 
figured you were just teasing me and having fun at my expense like the 
other girls did.  I knew you never would have gone out with someone like 
me."

I was starting to realize that while Todd had matured into a good looking 
guy, he was still a little on the insecure side.  Well, I knew I could 
fix that!

"Do you know what I would have done if you had asked me out, Todd?" I 
asked in a low, seductive voice, deliberately licking my lips just enough 
for him to notice.

"Ahhhhhh, I'm not sure," he said, hesitating before he answered.

"You said I had a reputation.  So what do you think I would have done?"

Todd's face was flushed now and I knew I was getting awfully close to 
crossing the line in terms of teasing him versus embarrassing him.  I'm 
sure there were enough guys telling their friends about me that there was 
no doubt he knew exactly what I liked to do on a first date.  Judging 
from the growing bulge in his pants, he was probably thinking about that 
reputation right now.

"Well then, since I didn't get to show you back then, would you like me 
to show you now?" I asked with a wink towards Nancy who was grinning from 
ear to ear, obviously pleased with herself for setting up this little 
encounter.

Without waiting for Todd to respond, I stood up and quickly stepped up in 
front of him where he was seated on the center cushion of the couch.  
Reaching to my waist with my arms crossed, I grabbed my tank top with 
both hands and with one swift motion, lifted it up and over my head, 
dropping it to the couch beside him.  For a few moments I just stood 
there in front of him, wearing just my jeans and shoes with my now bare 
breasts on display for him.

"So what do you think, Todd, worth the wait?" I asked him as I cupped my 
boobs and bounced them a little in my hands..

The way his jaw dropped and his eyes zeroed in on my boobs like a laser 
told me more than anything he might have said if he had found his voice.  
I loved the way it made me feel when guys like Todd stared at my body.  
It made me feel sexy and good about myself.

Moving up closer to him, I leaned over him and put my hands on his 
shoulders so that my boobs hung down in front of his face.  At barely a 
34C, it wasn't like they swung like pendulums or anything but he was 
getting a pretty good eyeful of what I had.

"You know, you CAN touch them if you want to," I whispered softly to him, 
"I don't mind."

Todd hesitated and then reached out and put one hand on each of my boobs.  
At first he just planted his hands against them with his palms flat.  
Then his fingers slowly curled, just slightly at first and then more as 
he started to squeeze my boobs.

"Well, do they feel good?" I asked.

Todd just nodded and then squeezed them some more, letting my hard 
nipples poke out between his fingers as he did.  I looked over at Nancy, 
who was watching our every move, and motioned with my head for her to 
join in.  After all, it had been her idea to do all this in the first 
place so why should she be relegated to spectator status?  Nancy took a 
deep breath and moved in besides me, dropping her blouse and bra along 
the way.

"Here Todd, why don't you try Nancy's now," I said as she moved up tight 
against me.  She felt so warm and soft and for a moment I recalled being 
with her not so long ago at my house with our friends, Her boobs were 
more like a 36D - or bigger and they hung down a lot more than mine but 
at the same time, it gave him a lot more to grab onto.

"Mmmmmmm," Nancy purred as he massaged her hefty boobs, "Suck on them."

For a moment I almost bent over to grab her boobs between my lips but 
then I realized she was talking to Todd.  He dropped his head and took 
one of her nipples in his mouth and began to gently suck on it.  As Todd 
seemed to be happy sucking on her larger boobs, I decided to stop messing 
around and get down to business.

I dropped to my knees on the carpeting in front of him where I pushed his 
legs apart and then reached in to unzip his jeans.  His belt was a pain 
to undo but I figured it out and unbuttoned his jeans.  Pulling the jeans 
apart in the middle, I reached in under the elastic band of his Jockey 
underwear (it would have been a lot easier if he'd worn boxers, or better 
yet, none at all) and finally found the head of his dick.  Not 
surprisingly, he was already erect and I released his cock from the 
containment of his underwear and it popped out, evidently happy to have 
been freed from its cotton prison.

"You know Todd, I bet this is what you wanted me to do when you spied on 
us in Chemistry class," I said as I grabbed his dick in my hand.

Todd took a couple of seconds away from sucking on Nancy's incredible 
boobs to answer saying, "Oh my god, you have no idea how much."

"So have you had a girl suck your dick yet, Todd?" I asked him, stroking 
his dick with my hand slowly.  Based on my experience, I placed him at 
about six inches but he was nice and thick, more so than average for his 
size.

"I've had a couple of girls in college who did it," he admitted before 
Nancy pulled his head back to her chest which shut him up.

I couldn't help but feel a little disappointed.  It would've been hot to 
give him his first BJ but then again, he WAS 23 and it was a bit much to 
expect any boy that age not to have had his dick sucked at least once.  
But still, you can't blame me for wishing he hadn't.

Keeping his mouth on Nancy's nipple, Todd helped me pull his pants down 
and off his ass until they were gathered at his ankles.  That was good 
enough for me, at least for the moment.  I took a long look at his dick 
and wondered how many times had he masturbated and then squirted cum out 
of it dreaming of me doing what I was about to do now.

Lowering my head to his crotch, I took just the top of his dick in my 
mouth and then let my tongue tease him, poking it into the tip of his 
dick and then running it around the smooth skin of his engorged cock 
head.  As I breathed in deeply, I noticed that he smelled especially 
good, a little musky and sweaty but then it WAS hot outside and who could 
blame him for having a little body odor to him?

Taking my mouth off of him, I let my tongue run down the length of his 
smooth dick and then back up again until I was circling the swollen head 
once again.  Mmmmmmm, he tasted pretty damn good too!  Finally I went 
down on him, taking his entire dick in my mouth until it pushed down my 
throat slightly and my kips met the hairy base of his cock.  Holding it 
there for a few seconds, I slowly lifted myself off of him, twisting my 
head back and forth as I did as my tongue worked around it to stimulate 
him even more.

"Mmmmmmm, you have a great cock Todd," I murmured to him, looking up at 
him where he still had Nancy's large nipple deep in his mouth.

"Nancy, you have GOT to try this bad boy out for yourself," I invited 
her.

Nancy pulled back away from Todd who then laid back against the couch, 
looking down at me as I stroked his stiff dick and waited impatiently for 
Nancy to join in.  She kneeled to the side of him, leaning over and 
taking his wet dick in her mouth as I held it by the base of the shaft to 
steady it.  Her incredible boobs rested on his thigh as she bobbed a few 
times on his dick before letting it loose and grinning at me.

"Shit, he DOES have a nice dick," she said as she paused to get her 
breath back, talking to me as if he wasn't there to hear her.

I took the opportunity to take him back in my mouth once again and for a 
while we just swapped back and worth, once of us sucking his dick while 
the other leaned back and watched.  Meanwhile, Todd was watching 
everything with his hands to his side, letting us do all the work.  He 
didn't say a word, probably because he couldn't believe what was 
happening!  This was the sort of situation he had probably dreamed about 
many times when he masturbated.  I could imagine how it must seem almost 
unreal to him that one of his jerk-off fantasies was coming true.

"So Todd, ever have TWO girls sucking your dick at the same time?" I 
asked.  He didn't answer but shook his head vigorously to indicate he 
hadn't.  Well, something told me that he would remember this time for the 
rest of his life.

Nancy was clearly enjoying his cock so I took the opportunity to strip 
off my jeans and shoes while Todd watched.  Standing up, I worked the 
tight jeans over my hips and finally got them off.  This particular pair 
of jeans was more accurate at measuring my weight than any scale.  It 
didn't even take an excess pound to make them virtually unwearable so 
they kept me honest when it came to watching my weight!  Of course, there 
was no way I would be caught dead wearing panties under my jeans, no 
matter where I was or who I was going out with so with my jeans off that 
left me nude for Scott to take in an eyeful of before I sat down at the 
end of the couch and turned to face him.  Spreading my legs wide apart, I 
let him see my pussy like I was some cheap whore exposing herself on 
stage.

"Since you masturbate thinking about me, I guess it's only fair I return 
the favor" I said in a teasing tone.

Of course, to be honest I had never actually SEEN him masturbate but then 
did it make any difference?  As Nancy continued to suck his dick, I 
started playing with myself, at first just running my fingers over my 
horny pussy and then slowly working them in tighter inside my pussy lips, 
spreading them apart until he could finally see my wet pussy hole.  When 
it came to masturbation, there was only one thing I liked more than 
touching myself and that was to have someone WATCH me touching myself.  
Sometimes I think I get more turned on being watched than the actual 
physical stimulation!  The mind and imagination can be more powerful than 
the finger when it comes to making yourself feel good.

It also didn't hurt I was able to watch Nancy as she give Todd one 
incredible BJ.  She was stroking his dick with her hand as she sucked on 
the upper portions of it, bobbing an twisting on his shaft with her 
beautiful full lips.  I gasped involuntarily as I pushed my middle finger 
up inside my pussy.  The more I watched them the more I debated what I 
wanted more, Todd's dick in me or Nancy licking my pussy.  Actually, in 
the end it was a no-brainer.  How could I EVER choose NOT to take a guy's 
dick?  Sure I loved it when a girl ate me out, but NOTHING beats being 
fucked by a real cock.  For the moment, though, Nancy was in control of 
his dick so the best I could do was plunge my finger deep inside of me 
and wish it was Todd's cock instead.

"Fuck her," I heard myself saying, allowing myself to get a bit carried 
away, "Fuck Nancy for me Todd."

Personally, I would have preferred to have been the first to get his dick 
in my pussy but then it WAS Nancy who had set this all up so she deserved 
it - I guess.  For the moment it was just me and my finger as I watched 
my friend in action.

"You ready to fuck me now?" Nancy taunted Todd.  The poor guy was totally 
in shock but there are some things a guy can do in his sleep and fucking 
was one of them.

"Come here," he said in a soft but surprisingly strong voice.

Todd reached out and took Nancy by the waist with both hands and helped 
her to climb up on his lap, his hard dick poking straight up like a 
missile ready for launch.  Nancy straddled him and squatted over his 
steel-rod dick.  As her pussy wet his dick, she paused and leaned over to 
kiss him briefly.

"God I can't wait to get your dick in me," I heard her whisper to him.

As hot as I was for Todd, seeing my supposedly shy friend morphing into 
an outright slut right in front of my eyes was REALLY hot for me.  Nancy 
wasn't paying any attention to her audience, namely me.  The only thing 
that she seemed to care about at the moment was the fleshy pole that was 
bending just a little as she dropped down onto it until it suddenly 
slipped inside of her and the head disappeared from sight.  Her head 
dropped back as she moaned softly and closed her eyes tightly as his dick 
disappeared into her cunt like a snake into its hole.

"That's it Todd, fuck her deeper," I encouraged him, as if any 
encouragement was necessary.

Nancy was clearly enjoying herself but then what girl in her right mind 
wouldn't love riding a dick like Todd's?  She gripped the back of the 
couch behind him as she rode his dick like the finals of a championship 
bull-riding contest.  Todd's eyes were also closed as he concentrated 
totally on Nancy's hot pussy as it slide up and down around his dick, 
rubbing him and stimulating him in was that his hand could never do.  Her 
hips would sometimes swing around with his dick barely in her, like she 
was trying to keep a hula hoop going and then at other times she would 
drop down until her weight was completely on him and then grind her 
shaved pussy into his hairy crotch, burying him as deep inside of her as 
possible.  Todd started to groan louder and his head fell back against 
the couch.  From the quickening efforts of Nancy, I knew she was as aware 
as I was of what was about to erupt!

"Cum in her, Todd," I whispered hoarsely, not really caring if he heard 
me or not but more like a wish for myself as I watched him fuck my 
friend.

"Oh fuck!" he finally gasped, his eyes widening as he approached his 
climax.  Nancy dropped down on him again and started to swivel her hips 
around, literally stirring his cock around inside of her pussy.

"Oh yeah, do it!" Nancy whispered as I saw Todd's ass clench and then his 
body shook and jerked as he started to cum inside of her.  God, he was so 
deep in her that his cum had to be way up inside of her!

I tried to imagine the sensations Nancy must be feeling now as his hot 
sperm shot from the end of his throbbing cock to be deposited inside her 
pussy.  It was enough to make my own orgasm finally take off.  My pussy 
felt like it was on fire when my hips rose up automatically, as if I was 
trying to get Todd to bury himself deeper in to me instead.  My orgasm 
struck me like a Mack truck, taking away my breath as I squeezed my eyes 
shut and it was like stars were exploding in front of me.  Low moans 
escaped from my lips as waves of pure pleasure hit me like I was standing 
in the water at a beach after a storm.  When I finally opened my eyes, I 
saw the two of them were watching me, both smiling as Nancy remained 
perched on his dick like she had been mounted there like an insect on a 
pin.

"I think somebody's ready to be fucked, Todd," Nancy said as she turned 
back to him.

She lifted herself off of him and my eyes remained fixed on his wet dick 
as it slipped out of her dripping pussy.  It was covered with his cum 
mixed with her pussy juices, looking like the most delicious thing I'd 
seen in a long time!  I wanted to suck and taste it but even more than 
that, my pussy was practically screaming for it to be in me.

I could barely breath with anticipation as Scott made his way over the 
couch and kneeled between my legs.  I hadn't moved from the position I 
was in when I was masturbating before and my soaking wet pussy was wide 
open, waiting for him.  I tried to look him in the eyes but he was 
staring at my pussy like a hungry kid looking through the window at a 
candy store.  Damn, the guy had just fucked Nancy but he was still as 
horny as ever!  Todd lowered himself down over me until his dick was 
poised at the entrance to my pussy.

"Put it in me, dammit," I growled at him, impatient now and wanting him 
to fuck me and stop fooling around.  There comes a time when you just 
want to be fucked, when you NEED to be fucked and I was way past that 
time already.

Scott just grinned, any hints of shyness seemed to have disappeared now 
that he had two girls begging to be fucked by him.  Amazing how that 
works.  Then without any warning, he suddenly rammed his still stiff dick 
forward, driving it into me all the way to the hilt in one swift motion.  
I thought I would scream it felt so incredible!  One second my pussy was 
empty, pleading for him to fill it, and then the next it was like I'd 
been stuffed by some huge object, making me feel all swollen and full.  
The dramatic change in such a brief moment, coupled with the remaining 
vestiges of my earlier masturbation, set me off again and I came 
instantly, before he even had a chance to start stroking himself in and 
out of me.

"Oh fuck that feels so damn good," I cried out as my legs reached up and 
tried to wrap around him so as to pull him deeper into me if that were 
even possible.

"Shit, she's already cumming Todd!" I heard Nancy exclaim.  I couldn't 
see her with Todd hovering over me but I knew she had to be watching.  
We'd masturbated together enough times over the years that she could 
recognize the signs, even if I hadn't said anything.

My pussy had clamped down on Todd's dick, gripping him to keep him from 
escaping to the point it was almost like having a cramp.  Todd moaned and 
I didn't know if it was from the pleasure of my orgasm or maybe even the 
pain of my pussy squeezing his dick so hard.  In any case, he didn't try 
to move for those first few seconds when my orgasm first hit.  Then, as 
my grip loosened just slightly, his instincts took over and he started to 
stroke in and out of my pussy like a steam engine piston.  It had the 
effect of making my orgasm peak yet again and I cried out loudly as again 
my pussy gripped him tight enough to keep him from moving.

"Turn her over," I heard Nancy say, acting as the director for our little 
show.

Todd acted as though he didn't even hear her, slamming his dick into me 
as hard as he could, driving me back onto the couch with a grunt as I 
felt the base of his dick strike my pussy hard.

"Hey, I'm here too you know," Nancy whined, "C'mon guys, turn over for 
me."

Todd must have decided he'd better listen to her because just as abruptly 
as he had shoved his hard cock into me, he pulled it out in one fast 
move, leaving my pussy with this suddenly weird empty feeling, like 
something was missing.  Well duh, something WAS missing - Todd's dick!  
Todd grabbed me by the waist, pulling me up and flipping me over so I was 
facing Nancy now.  He lifted up on my waist and tucked a large pillow 
under my stomach to keep my ass up in the air, making it easier for him 
to get to my dripping wet pussy.

As Todd maneuvered himself in behind me, Nancy was ready for me as well.  
She was on her back with one leg draped over the back of the couch and 
the other hanging over the side with her pussy just inches from my face.

"After last week I've been wanting to do this with you again so bad," she 
said to me, her voice filled with unexpected emotion.

I wasn't about to turn down the chance to eat her delicious pussy again 
and as I started to lick her I felt Todd spread my butt cheeks apart and 
then the relentless head of his dick started to push against my asshole.  
I quickly lifted my head off of Nancy enough for him to hear me warn him.

"No Todd, not there!"

Thankfully, he didn't try to press the issue and instead dropped his dick 
down to where I really wanted it - my pussy once again.  Once he had it 
in position, he put his hands on my hips and pulled me against him as he 
pushed himself into me.  Once again, there was no hesitation or slow 
motion.  His dick split me open again and he drove it home in one quick 
motion.  I gasped as I tried to suck on Nancy's clit but it was hard to 
keep my mouth in place with the force of Todd's dick ramming into me over 
and over again.

Eventually I just let him do the work, placing my tongue on Nancy's pussy 
and letting the motion created by Todd's fucking of me to run my tongue 
up and down her pussy.  She was holding her boobs, massaging them and 
pulling on her nipples as she enjoyed her pussy being licked.

Nancy's freshly fucked pussy tasted wonderful!  I could even make out the 
remains of Todd's sperm which was now mixed thoroughly with her pussy 
juices.  Damn, her pussy smelled so strong!  My thoughts went back and 
forth between what Todd was doing behind me to the way Nancy was 
squirming under my face.  .Finally she stiffened and then she pressed her 
pussy up against me as I held onto her clit with my lips.

"Ooh Christ I'm cumming Kelly," she moaned as her orgasm took her.

Once again I was a little surprised at her reaction.  When we use to 
masturbate together back in high school, Nancy was the one that never 
made a sound when she came.  The rest of us would be moaning and 
squirming like we possessed but cute little Nancy would just stiffen up 
and smile.  Well, not today, that was for sure!  No, today Nancy was 
practically screaming as her orgasm consumed her and overwhelmed her.  
Damn, the neighbors would be calling the police if she didn't calm down a 
little!  If I didn't know better, I would never have known it was Nancy 
with all the fuss she was making.

Apparently it was turning on Todd even more than me to witness Nancy's 
reaction as I felt his grip on me tighten and he pushed himself into me 
as far as he could before finally cumming in me.  The first shot was the 
biggest, creating a quick bloom of warmth deep inside of me.  Then he 
started to pull out of me and for a brief moment I feared he was going to 
spray the rest of it on my ass and back instead of leaving it inside of 
me.  Fortunately that wasn't his plan but the rest of his sperm he shot 
off with his head barely inside of me.  I knew what he was doing and I 
wasn't going to complain.  Somebody must have been watching a few too 
many porn movies and wanted to see a "cream pie".

"God... that is SO hot," he gasped as he pulled himself out of me and I 
immediately felt his warm cum start to drain out of me.  He was behind 
me, evidently watching his own sperm as it emerged from inside of me.

I would have thought that Nancy was too exhausted from her own efforts to 
do anything but as soon as she realized what Todd was doing she somehow 
got up and off the couch and made her way behind me.

"Mmmmmmm, now THAT looks delicious," she said in a sultry voice, "Want 
some Todd?"

I twisted my head around in time to see Todd grimace.  What is it with 
guys that they won't eat their own cum anyway?  It was really no matter 
as Nancy was just being polite.  She was the one who really wanted my cum 
and now she didn't want to wait any longer for it.  I felt her hands on 
my bare ass as she got her balance and dipped her face into my ass so her 
tongue could go for the sperm as it drained out of me.

"Wait, I have a better idea," I offered, trying to get up.

The two of them looked at me, wondering what I was doing, and I grinned 
as I explained to Nancy what my idea was.  She laid on her back on the 
couch as I straddled her face and lowered my pussy until it was just an 
inch or so from her open mouth.  Squeezing down like I was trying to take 
a pee, my pussy pushed more of his cum out and it dripped down and into 
her open mouth.  The cum drained out of me in long strands of goo as she 
took it with her tongue and tried to suck it down into her mouth.  Todd 
was watching intently, his hand subconsciously stroking his dick which 
was still as hard as ever.

"Mmmmmmm," was all Nancy could say as her mouth filled with more cum.

Finally, the main part of his load seemed to have dripped out of me and 
Nancy sat up.  It was my turn to lay down now and she put her face over 
mine, letting the cum drip from her mouth into my own.  It was such a 
turn-on to have her give me my own pussy cum and his sperm fresh from my 
pussy!  Finally we both sat up and while Todd watched, we kissed and 
exchanged his cum back and forth between us before finally we both 
swallowed down what was left in our mouths.

"So you like watching us swap your cum?" Nancy teased Todd.  He just 
rolled his eyes and nodded as I doubt he even knew what to say at this 
point.  Nancy reached over to where his hand was rubbing his dick and 
took it in her own hand.

"You know, we can do it again if you can give us some more," she offered.

Twice in a short time wasn't bad, although I knew guys who could cum a 
lot more often than that and still stay hard.  Todd's dick was definitely 
softer, despite his efforts to stroke himself hard again.  He look 
exhausted so I thought maybe Nancy and I needed to give him a break.  I 
had never seen Nancy this way before and I didn't want to miss out on a 
golden opportunity.  While Todd sat back and slowly stroked his soft 
dick, Nancy and started making out on the couch, kissing and touching 
each other.

Before the night was over, Todd managed to fuck each of us again.  Well, 
actually us both together by which I mean we each got up on the couch 
next to each other on our hands and knees with our butts facing him and 
pussies available.  Todd would stick his dick in one of us and after a 
few stroked, switch over to the other.  It was like a slot machine, which 
one of us would he cum in?  To my chagrin it turned out to be Nancy but 
this time at least I was the first go the cum from her mouth as we did 
another exchange for Todd's benefit.

Eventually we were all exhausted and got dressed to take Todd and me 
home.  It felt a little weird as Nancy drove to his house with him 
sitting alone in the back seat.  It was physically the same arrangement 
as when we were on our way to Nancy's place but it sure didn't FEEL the 
same.  Maybe I should have rode in back with him and sucked him off!

After we dropped Todd off and had driven out of sight, both Nancy and I 
suddenly started laughing and giggling.

"Oh my God, can you believe that!" Nancy squealed, "He's gonna be jerking 
off nonstop for the next week now."

"Month as least," I corrected her with a smile.

The rest of the way to my house we talked about what had happened.  Both 
of us skirted around whether or not we would ever do Todd again and the 
subject of the two of us together was carefully avoided as well.  I think 
we each knew this was one of those "once in a lifetime" opportunities 
that we had taken advantage of, but never expected to happen again.  
Would we?  I guess only time will tell.

One of the best things, though, when I look back at this day was that I 
finally got to fuck Todd after all these years.  How often do you get to 
go back and correct a mistake in your past?  Well, now there was one less 
regret in my little closet of secrets!

THE END

  

20070713 High School Regrets - MF FF oral