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From: Ed Rider <edrider73@gmail.com>
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Subject: {ASSM} Breaking Up
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<1st attachment, "Breaking Up.txt" begin>

Breaking Up



   By Ed Rider



   I saw her across the room, and I looked away immediately, but not before
I saw that she was looking at me.

   That split second was enough to satisfy my curiosity.  Yes, she was
still a knockout.  Yes, she still dressed like a slut.  Yes, I should
probably keep my distance so she couldn't damage me any more than she
already had.

   The year after we broke up was hard on me, but after that things started
getting better, and the last five years I've dated some really nice girls.
None of them worked out, but the relationshiips all ended well, and a
couple of the girls are still friends.  Not like Jezebel.

   Part of the reason I decided to come to this reunion party was a test I
was giving myself.  It wasn't a real reunion, because the only people here
were those who never left town or, like me, had returned after graduating
from college.  But a dozen or so classmates thought it would be fun to get
together and did most of the organizing.  They kept the cost low, so a lot
of people were here in the hotel ballroom, maybe 150, talking and dancing
to the music we were listening to back in school.

   I had some guy friends here that I saw all the time, and I told them I
wasn't going to hang out with them.  Other than that, I had no game plan,
except, of course, to check out the girls.  I thought there was a good
chance Jezebel would show up.  I knew she had come back to town, because
I'd spotted her a few times, but I'd always kept my distance, and I'm sure
she didn't notice me.

   "Hi Tommy, how are you?"

   It was her voice, at my right elbow, and I was embarrassed, because I
jumped when I heard it.

   "I'm fine, Jezebel," I said.  "How have you been?"

   "Terrific," she said.  "You don't have to be afraid of me.  I won't
bite."

   "That's about the only thing you won't do," I said.  I was trying to act
relaxed and show her I meant it as a joke, but my voice betrayed me.

   "Are you still mad at me?" she asked.  I couldn't tell if she was toying
with me like she did in the old days or she was sincere.  I assumed the
worst.

   "Only when I think about you," I said.

   "Well, I've changed a lot."

   "It doesn't look like it."

   "Oh these clothes?  They're a costume.  I'm dressed up like the high
school slut I used to be.  But I don't wear stuff like this anymore."

   "I wouldn't know."

   "Oh yes you would.  I've seen you looking at me a few times, even though
you pretended otherwise."

   "How observant of you."

   "Have you changed, too, or are you still the sweet, innocent, naive boy
that evil bitches love to twist around their finger?"

   "Are you asking if I'm still stupid enough to fall for someone like you?
I hope not."

   She ignored my answer.  "Well, I'd like to invite you up to my hotel
room later.  Yes, even though I no longer drink like I used to, I rented a
room in this hotel just in case I have too much tonight.  My girlfriends
are all coming up.  You remember them."

   "Yes, I sure do," I said.  "And that's why I won't be at your party."

   "Well, think about it," she said.  "I brought along a couple of things
to attach to my bed.  It could be like old times." She laughed as she saw
me pretend not to react.

   "I think you're taking me seriously," she said.  "I told you I've
changed, and if you come up, I'll prove it."

   "No way, Jezebel," I said.  "As you can tell, you still can inspire a
lot of emotions in me, but one of them isn't trust."

   "I'm sorry about that," she said, "but the night is young, and there's
plenty of time to reconsider.  See you later."

   She walked away, and I tried to keep a poker face watching her
mesmerizing round butt, which was covered tightly with some kind of cloth
that molded itself to her and magnified every bounce, flounce and jiggle.
Around me, jaws were dropping.  She definitely was the hottest girl in the
room and enjoyed demonstrating it.  The same old Jezebel, I thought.



   We had been dating for four months as seniors and having a lot of great
sex, at least I thought so.  My friends had warned me about getting mixed
up with her, but I didn't listen to their stories, because they were all
second hand.  I should have realized that each story was so similar that
there had to be some truth to them.

   The word was that no boy interested her for long.  While she was with
them, things seemed to be great, but when she got tired of them, she moved
on quickly.  The bad part was that before breaking up with a boyfriend, she
enjoyed embarrassing and humiliating him, sometimes in freaky ways.

   When I noticed that she had stopped being nice to me, I figured I was
about to be dumped, but she was still great in bed, and she would sometimes
apologize for being mean, so I foolishly stuck with her.

   One thing I liked about her was she was way ahead of me when it came to
sex.  She told me she got a lot of stuff from the Internet, but when I
looked at porn, I never saw the things she wanted to do.  I liked the
adventure of keeping up with her, and when we tried something new that she
really liked, she turned into a crazy animal, which always turned me on.

   One night when I came over to her house, she told me that her parents
and younger brother went to one of his band competitions for the weekend,
so she was home alone and wanted to try something that she had read about
called restraint.

   "What does that mean?" I asked.

   "It means you're tied up, so I can do what I want to you," she said.

   "I don't think I'd like that."

   "I thought of that," she said, "so I'm only going to tie up your arms.
That way we can get the effect of restraint, but it won't be like you can't
move at all."

   "I don't know."

   "Come on, Tommy.  Tell me you don't those kinky things that I find on
the Internet.  You can at least give it a try."

   "Well, if you promise to untie me whenever I ask you to," I said.

   She didn't answer right away.

   "OK," she said, "here's what I promise.  The second I hear you ask me to
release you from your restraints, I will untie you.  But otherwise you'll
cooperate and do what I tell you, OK?"

   "OK," I said, "but I don't like this."

   "Let's go to my parents' bedroom.  They've got a huge bed and there's
much more room around it." She took me by the hand and led me up the
stairs. After closing the blinds, she turned on every light in the room,
and I blinked because it was as bright as daylight.  She began taking off
her clothes and motioned for me to do the same.  I slowly followed her lead
while staring at her.  The combination of her hot body and her obvious
excitement aroused me so much that my rod was standing straight out by the
time I was naked.  She grabbed it and pumped it a few times while giggling.

   "Lie down on your back," she said.  "These are the restraints.  See,
they are soft so they don't hurt, and I'm attaching them to your wrists now
with these Velcro strips and making the attachments tight.  Each restraint
is attached to a belt that can be made longer or shorter, and later I'll
connect the belts.  But first I want to get you into position.

   "This is a new position that I learned about.  It's called the Viennese
Oyster.  I thought of you when I saw it because you are on the gymnastics
team and very limber.  Other guys might pull some muscles, but you won't
have any trouble.  So first I want you to put your arms straight down your
body.  I have it.  Just grab your dick with both hands.  That's it.  Now
I'm going to drape the belts coming from the restraints on your wrists down
between your legs so they don't get tangled.

   "OK, now lift up both legs and bring them straight back.  I'll guide
them for you.  Good, keep them coming back.  See how I'm placing your feet
behind your head.  Can you cross your feet back there and lock them.  Yes
you can.  You are really limber.  That looks perfect.  Now I'm going to
take your hands off that big dick and bring them out and lay them over your
thighs and drop them onto the bed at your sides.  Now I'm taking the belt
that's connected to each wrist and dropping it over the side of the bed. 
One second while I crawl under the bed.  That didn't take long.  I'm back
up here.  Now quickly, the last thing.

   "This is called a ball gag that I'm pushing into your mouth.  I can see
you're resisting, but I read about how to do this.  I keep pushing with one
hand and with the thumb and index finger from the other hand, I pinch your
nostrils shut so you can't breathe through your nose.  Eventually, you have
to open your mouth.  I'm waiting, Tommy.  Your eyes look really wild. 
There, I've pushed it in, and now I'm running the strap behind your head
and tightening it so it won't come out.  See how you can breathe through
the hole in front, but if you try to talk, you can only make a gurgling
noise?

   "I snapped the hand restraints together quickly under the bed in order
to get to the ball gag.  But now I'm going under there again to make some
adjustments.  One second.

   "OK, I'm back again.  I adjusted the belt connecting the hand restraints
to pull your hands up a little and further out.  That way they push your
legs further back and pull them apart, so your ass is high in the air and
spread open.  I can see right into your asshole, and it's pretty dark and
scary in there."

   I had started feeling something was wrong when I crossed my feet behind
my head, but when she pulled my hands over my thighs and locked them using
the belt underneath the bed, I was totally surprised.  I started to say
something, but she had been too quick with the ball gag.  I tried to
struggle for a moment and realized she had me totally helpless.  Now I lay
there disgusted with myself as much as I was angry at her.  This was what I
had been warned about.  She was kissing me off and humiliating me at the
same time.  Then I heard the doorbell ring.

   "Stay right there," said Jezebel as she left the room.  She returned a
few minutes later with the five sluts she hung around with.  They were her
entourage, and all of them dressed and acted like Jezebel.  I knew one of
them from my advanced math class.

   When they saw me, they screamed in delight and began talking a mile a
minute.  They wanted to know how Jezebel got me in that position, why I
didn't object ("I promised him that if he asked me to release him, I would,
but I don't hear him objecting, do you?"), what was she going to do now,
could they take photos?

   "OK, girls," she finally said in a loud voice.  "You're here because
you're my best friends, and I wanted to share my greatest achievement with
you.  You know I like to give my boyfriends a goodbye gift when we break
up. Tommy's gift is one he's going to remember the rest of our lives, and
so will we.

   "What I've done is put Tommy into the Viennese Oyster position.  I've
only seen girls in this position in porn videos, but I thought it might
work for boys, too, and it does.  The idea is to make the girl totally open
and vulnerable for whatever the guy wants to do to her.  Her pussy is
sticking out and wide open, and so is her ass.

   "But tonight, it's Tommy's ass and dick, and we get to do whatever we
want to them.  I've got some ideas that I'll tell you about, and I'm sure
you will think of some more.  Let's write them all down and decide on the
best ones.  We'll leave Tommy to anticipate the fun while we go over here
and work on our list."

   I heard nothing but giggling after they went to the far end of the room,
When I turned my head I saw them gathered around Jezebel, who was writing
on a pad and looking at me every once in a while.  When they came back to
me, all of them except Jezebel were so excited that were almost bouncing
off the walls in anticipation.

   "I have to apologize for these girls, Tommy," Jezebel said.  "I knew
they were liars, but I just found out that all of them are also virgins and
none of them has ever let their boyfriends get past first base.  They've
been using me to pretend like they've been around.  Of course, they've
watched a lot of porn, but they're too scared to try anything.

   "So tonight is going to be a hands-on sex education class for them, with
you as the demonstration model and me as the teacher.  I'm going to share
our list with you now because they'll get even more excited watching you
when I read it, and so will I.  Would you believe that everyone in this
room is in the top 25 of our graduating class?  But we like to have fun,
too.  So here's the list.

   "First, we're going to explore the male genitalia and male sexual
response.  I'll show the girls how to use their hands first and then their
mouths to get a man really worked up.  You know how I can get you all
frustrated until you're dying to come and how you almost explode when I
finally let you get off?  I'll teach them my techniques, but then for fun,
we're going to lift your legs further back and push your dick right into
your mouth.

   "That sounds like it will be difficult without your cooperation, but all
I need to do when we're ready is put this swimmer's nose clip over the end
of your nose and plug up the hole in the ball gag.  You'll hold your breath
as long as possible, but when we see that you are close to passing out, we
just pull the gag off and you'll open your mouth wide to gasp for air. 
That's when we'll push your tool in and pull your legs back further to keep
it from falling out.  Once you're inside your mouth, we'll get you to start
sucking yourself by squeezing your balls until you cooperate, and once
you're sucking they'll use their hands on your dick, and I'll use my tongue
on your balls because I know it drives you wild.  Because we revved you up
so much before, it shouldn't take long.  When we see you are getting close,
one of the girls will dip her index finger into the lube jar here and push
it as far as she can into your anus.  You know when I do that it always
sends you into a giant orgasm, and your jism is going to explode into your
mouth so hard that it will be coming out your nose as well as choking you
until you start swallowing it.  Yes, I know it will, because it's happened
to me.

   "Part two will be experimenting with the limits of the male anatomy. 
We're going to take turns putting things into your anus.  I've brought
along some different size dildos, and most of them vibrate, so we'll get
you hard again by the time we're done.  If any of the girls is as
adventurous as me, they'll join me in sticking fingers inside you, and
stretching you even wider.  To finish off with a bang, I'm going to get on
top of you and show them how to pound out an orgasm on top of you in both
directions, while they are pushing fingers and then their fists into you.
We'll be really careful, but I know we have much smaller hands than some of
the people I've seen doing this in videos on the Internet, so I'm sure we
won't hurt you.  You'll probably have a sore ass for a few days, though.

   "Part three will be the first orgasm for any of the girls who aren't too
scared.  They all said they wanted to do it, but we'll see when the time
comes.  I told them how good a tongue man you were, and so each of them
will sit on you in whatever position they want while you bring them off. 
Most of them will be facing you, because they want to see as much of your
tongue as they can and also watch your expression, but at least one of them
wants to experience 69, so you'll get another chance to come.

   "Finally, I'm going to demonstrate some more extreme sex to them.  They
all think it's disgusting, and I may agree, because I've never tried this,
but we're going to lift your head up with some pillows, and then I'm going
to back onto your mouth with my ass.  I'll pull my cheeks apart and cover
your mouth with my asshole.  We'll take the nose clip off for this, so
you'll be able to breathe while you eat out my ass." I heard the girls
making fake gagging sounds as she described this, but my gagging reaction
was real.

   "After that, we'll clean you up, release your hands and call it a night.
In case I forget later on, I want to tell you right now that you've been
the best boyfriend I've had up to now, and I really appreciate the fact
that you aren't telling me to stop our party.  Now we need to prepare
before we get started.

   "It's lucky for all of us that Paula's mom makes her volunteer as a
candy striper at the hospital, and she's really gotten into it, because she
enjoys finding ways to embarrass the male patients who wear those gowns
that open in the back.  When she found out that men are really humiliated
by being given enemas by women, she began volunteering to help with that,
and she's an expert.  She doesn't even mind the smell, so we're going to
leave now and turn the air conditioner all the way up.  She brought some
stuff from the hospital, so you're going to be her patient while she cleans
you out.  She promised us that there wouldn't be a speck on the sheets when
she calls us to let us know you're ready.  When she's through with you,
your insides will be as clean as a whistle, and then we can get to work on
our list.  See you later."



   As Jezebel walked away, I thought about the ordeal I had gone through
that night.  I had stopped remembering the pain long ago, but the
humiliation still came back to torture my mind occasionally, such as right
now.  I felt my face turning red and walked out of the room and down the
hall into the hotel lobby.  I kept walking until I was outside the
revolving door and standing in front of the hotel, breathing the cold night
air.  It took me five minutes to regain my composure and return to the
party.

   What helped me calm down was thinking about what had happened after that
night.  Jezebel moved on to another sucker, but her girlfriends began
acting strangely.  One by one, they came on to me.  They asked me out and
hinted that they were ready to lose their virginity to me.  Then they did
more than hint.  Then they almost threw themselves at me and offered to do
anything I wanted them to.

   I was still too shaken up by Jezebel to respond at the time.  One of
them was persistent, and I finally asked her they were so interested in me
now.

   "I don't know about the others," she said, "but I have sex with my
boyfriend now, and I like it.  One time, I found myself thinking about that
night with you when I was with him, and I had the most incredible orgasm,
nothing like I ever had before.  Now I do it all the time.  And I'm sure
that if I was actually making love with you it would be even more
fantastic."

   I was curious to find out how they felt five years later.  I knew that
whatever their response was, I wouldn't care, so it was just an experiment.

   One by one, I asked each of them to dance, and as we danced and talked,
I asked them what they had been doing and told them what I had been doing.
I never mentioned anything about sex or that night.  They all told me they
graduated from college with good records and had good jobs and great
boyfriends, and they thanked me for the sex education lesson and said that
they were sorry about what they did to me.

   As we talked, I saw each of their faces getting rosy.  A couple of the
dances were slow dances, and by the time the song was over, their bodies
were molded to mine, and I had been groped thoroughly in the front and in
the back.  The conversations all ended the same way.  They were all ready
to cheat on their boyfriends if I wanted to call them.  I didn't ask for
them, but within an hour, five scraps of paper with phone numbers had been
put into my pockets.

   Jezebel got involved in this strange drama, too, in a different way. 
Three of the girls sort of clung to me, and I ended up dancing a second
dance with them.  Each time, Jezebel cut in, and the girl reluctantly
walked off.  She didn't rub against me or do anything suggestive, and she
didn't say a word until the dance ended, when she said, "Thank you" and
walked off.

   I had finished my experiment and was feeling good about myself as I
talked to other old classmates.  The party was in full swing, and I decided
I was happy that I had come.  Then Jezebel interrupted a conversation. 
"I'm sorry," she said sweetly to the girl I was talking to.  "I need to
tell Tommy something urgent." She took my hand and pulled me off to an
empty space.

   "I'm getting tired of this," she said.  "I'm going up to my room now,
and I'd like you to come with me."

   "I'm not doing that," I said quietly.

   "What are you afraid of?" she said.  "Am I going to overpower you?"

   "You and your friends have your ways," I said.

   "Don't you remember?" she said.  "You had no idea that I could restrain
your legs at the same time I was tying up your arms.  And I surprised you
with the ball gag.  We couldn't use force on you because none of us is very
strong.  That's why I had to trick you."

   "Thanks for reminding me how devious you are," I said.

   "Were," she said.  "So you think I will trick you again.  I'm the spider
woman who will get you in my web and toy with you before I destroy you. 
You're still the timid high school jock.  I thought you had changed.  You
seemed to have more confidence, but I guess it was all a show.  You are
still frightened of me."

   "No, I'm not," I said.

   "There's only one way to prove it," she said.  "And if you don't come
with me now, you'll remember this as long as that night, because it will
mean I humiliated you all over again."

   "Let's go," I said and grabbed her hand roughly.

   She let me pull her to the elevator.  When we got there, all she said
was "1410."

   When she opened her door, I followed her slowly and looked all around
the small room.  All I saw was a large bed.

   "Where are the others?" I asked.

   "I lied," she said.  "This is a private party, just the two of us." She
was behind me, and I saw her open the door and slip the do-not-disturb sign
over the outside handle before closing it again.  Despite my bravado, I was
starting to feel queasy inside.  What was I doing here?

   She walked to the bed and picked something up and held it out to me. 
"Remember these," she said.  "I told you downstairs that I brought them
along."

   "You also told me you had changed," I said.  I saw her starting to
unbutton the top she was almost falling out of.

   "Did you ever wonder what you looked like when you were lying there
helpless with your feet behind your head while your arms were locked around
them and your ass was up in the air and spread wide open for us?" she said.
She had taken off her bra, and was stepping out of her skirt and panties.
When they were on the floor at her feet, she was naked.  She looked even
hotter than she had in high school.  I was fully clothed and standing there
as if hypnotized.

   She lay down in the middle of the bed on her back.  "Look," she said. 
"I've been taking yoga." I watched as she pulled her legs up and back and
locked her feet behind her head.  Then she pulled her arms over her legs
behind the knees and dropped them to the bed.

   "Put the restraints on my wrists," she said.  Like a zombie, I obeyed
her.  "Now get under the bed and connect the two straps and pull them
tight. That's it.  Now come closer and take a look.  This is what you
looked like, except you had a penis, and I have a vagina.  Do you like what
you see?"

   I didn't answer, and I don't think she expected me to, because she kept
on talking.

   "What do you think of my bush?" she said.  "I know it used to get you
really excited.  I apologize, because I foolishly shaved it off for one of
my boyfriends three years ago.  But after we split up, I decided to never
trim it again.  It's coming along, but it will probably take another year
to get to where it was."

   What was she talking about?  I thought.  Has she gone insane?

   "Do you see how vulnerable I am?" she said.  "You could do anything you
want to me, and there's nothing I could do about it in this locked-down
position.  Of course, I could yell, but you could put the ball gag there on
the pillow into my mouth."

   "What kind of trick are you trying to pull?" I said.  "Are you trying to
set me up on a rape charge?  Are you recording this?"

   "Not yet," she said, "but look over there where I'm nodding and over
here.  There are cameras all set up.  All you need to do is press the red
button and you can start recording us."

   I stood there frozen.  After a short pause, she began talking again.

   "I know all your buddies are down there at the party," she said.  "You
could bring them all up here, and I couldn't do anything about it.  I bet
some of them remember me and would love to see me like this, and some of
them might even want to do some things to me.  My pussy and asshole are
spread wide open, and I couldn't stop them from doing anything they wanted
to me and recording it all on video."

   "Shut up!" I shouted and scared myself.  I lowered my voice.  "I think I
get it," I said.  "You want to bring me down to your level so badly that
you'll even sacrifice yourself to do it.  You want to turn me into a sick
pervert like you are.

   "You may get off on that, but you're right about me not being the same
boy I was in high school.  I'm going to take off those restraints and get
the hell out of here.  You need to find another sicko for your weird
games." I began walking toward the bed.

   "Don't you take another step, Tommy, or I'll scream," she said. 
"Someone could hear me and get the hotel security to come up here, and then
it's your word against mine.  You better do what I say.  I want you to
stand right there and look at me until I finish what I have to say.

   "It's time to tell you that I came to the party for only one reason, and
that was you.  I didn't tell anyone that I got this room, not even my
girlfriends.  I knew that it would take something unusual for you to ever
be alone in a room with me again, and that whatever it took, I would do it.

   "After I humiliated and dumped you, I hooked up with four other guys
before I realized that you were better than any of them and probably better
than any other guy I would ever meet.  I had already grown up before the
last two guys, and I was actually nice to them when we broke up, but that
only made me more sure that you were the one I wanted.

   "I didn't waste time blaming myself for what happened.  It was just bad
timing that I got involved with you when I was a mixed-up high school sex
fiend.  But I knew because of what I did to you that it would be almost
impossible to get close enough to tell you that I had discovered that I
loved you.  Then some friends told me about the local reunion party.  I
joined the committee immediately and pushed to make sure it happened.

   "I knew it would take something bizarre and disgusting to break through
the hatred and fear you feel toward me.  I decided that you need to degrade
and humiliate me as much as I did you.  That's what tonight is all about. I
want you to take out your anger on me in any way you want.  You may need to
use the gag, because I can't promise you I won't scream as you hurt and
mortify me.  I'll hate every second of it -- just like you did -- but I
want you to walk out of this hotel room satisfied that you've been repaid
for everything I did to you.

   "I know there are no guarantees, but I hope that after you get your
revenge tonight you'll give me a chance to prove that I am a different
girl, one who loves you with all her heart and will be devoted to you for
the rest of her life."

   "Are you finally finished," I said.

   "Yes," she said with a sniff.  She had begun crying toward the end of
her speech.  "Now you can go downstairs and get your friends."

   "If you want me to believe you," I said, "you need to start listening to
me.  I could never do to you what you did to me.  If that's the kind of
person you want to be with, you haven't changed that much.  I'm insulted
and disgusted that you would even think I would do that to you.  Now don't
give me any trouble."

   She was sobbing loudly as I took off the restraints.  I went over to a
chair and sat down.  My head was reeling.  She had won again.  She had
totally messed with my mind, and I was thinking strange thoughts that I
should never have been thinking.

   Her arms were free, and I saw her lift her hands to her face to wipe
away her tears and then put them back down across her legs.  Her feet were
still behind her head and her anus and vagina were still sticking out
obscenely.

   "You can get up now," I said.  "I'm not going to humiliate you."

   "Thanks," she said with a wet sniff, but she made no move.  She looked
at me, and a smile broke through her tears.  That was the moment she knew
that I was in her power again, just like in high school, just like I would
probably be for the rest of my life.  Her smile started out as a happy
smile, but now it changed.  First it became a mischievous smile and then a
lascivious smile."

   "I've been practicing the Viennese Oyster for months," she said.  "You
know it's not only for degrading people.  They say it's great for deep
penetration when we're trying for children.  All my holes are wide open for
you right now.  If you don't want to bring up your friends and humiliate
me, maybe you can think of something else to do so my yoga practice wasn't
a total waste."
   I began taking off my clothes.  

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