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

Fifty Things



   By Ed Rider



   The high school slut was looking at me.

   It took only a second for me to recognize her at the other end of the
bar, because she looked the same, even though I hadn't seen her for 20
years.

   I felt a stirring at my crotch, and it made me laugh to myself. 
Catherine was turning me on as if I were still a pimply teenager.  I had
aged a lot more than she had, and I wondered if she recognized me.  She was
with a large, well-built young man.

   As I looked at her, I daydreamed.  I had never hooked up with her,
although I had wanted to.  And from my conversations with her, she had,
too. She was probably the most beautiful girl in school, as well as the
most developed.  And she was insatiable at a time when most girls were
scared of sex.

   She was notorious for offering herself to every boy who crossed her
path. She didn't seem to discriminate by race or looks, although I heard
that she did turn down bullies and conceited rich guys.

   And the funny thing was that while the girls hated her, all of the guys
treated her with respect.  The ones who had been with her told me that she
was incredible and they were always ready whenever she would summon them. I
noticed none of them ever put her down or made fun of her.

   Why didn't I ever get together with her?  I guess it was because I was
just too busy with advanced placement classes and extra science projects.
Several times she had made an overture, but something interfered each time.

   I saw she was still looking at me.  She had certainly held up well.  I
would jump at the chance to take her to bed, except it was too late.  I was
happily married, and even though I was out of town at a hotel where nobody
knew me, I would never cheat on my wife.  Not that I didn't fantasize. 
After a day packed with meetings, I usually ended up at the bar for a drink
before I turned in.  I saw a lot of beautiful women, most of them probably
hookers, and I imagined things, but I never approached anyone.  I was
polite but not encouraging to the ones who approached me.

   I saw Catherine and her friend get up.  They were walking toward me.  I
smiled at her.  "Hi Catherine," I said.

   "Hi Ronnie," she said.  "How are you?"

   "Great," I said.  "And you?"

   "I'm fine.  This is my friend, Harold.  I was telling him that we were
friends in high school, and I wanted to hook up with you, but we never
did."

   "Why didn't we?" I said.  "I wanted to also, but it never happened.  I'm
sorry for talking like this in front of you, Harold."

   "Oh, don't worry," he said.  "I've heard all about high school from
Catherine and other classmates she runs into.  I don't know how she ever
graduated because all her homework time was spent in bed."

   Catherine laughed.  "I have to admit I was a real slut," she said.  "Did
you ever wonder why, Ronnie?"

   "Yes, and all the other guys did, too, because you were such a classy
girl.  Now that I'm not so stupid, I'm sure there was a sad story at home
behind what you did, even though you always seemed so positive and happy."

   "The strange thing is that I wasn't abused or raped or anything like
that," she said.  "My family was as American as apple pie, and my brother
and sister were just like all the other kids.  But for some reason, sex
education in seventh grade really turned me on, and I started
experimenting. And then I couldn't get enough of it.  I still can't."

   "Do you live here," I said, trying to change the subject.

   "No, I'm staying at the hotel and leaving tomorrow?  How about you?"

   "Me, too," I said.  "I've been in town making business calls.  It was an
exhausting day, and I better get to bed.  It was so nice running into you.
Let me buy you and Harold a drink before I leave."

   "Why thank you," said Catherine.  "That's not necessary."

   "It's my pleasure," I said.  "Bartender, would you please take an order
from this couple and put it on Room 5023.  Thanks.  Goodbye, Catherine and
Harold."

   They said goodbye to me, and I went up to my room.  A minute after I got
there, I was already undressing when I heard a knock on the door.  I opened
it a crack.  It was Catherine.  "Look what Harold found," she said, holding
up my wallet.

   "Oh my god," I said.  "Thank you so much." I waited for her to hand it
to me, but she had stepped back from the door waiting for me to open it.  I
was in my underwear, and I didn't want any misunderstandings, so I said,
"Wait a minute" and shut the door.  I quickly pulled my pants on and opened
the door.

   As I did so, something big grabbed me and lifted me in the air, carried
me to one of the two queen-size beds, dropped me onto it and held me down.
Then something covered my face, and I couldn't see anything.  After that, I
felt some bare skin pushing into my face.  And then I could see again.

   I was lying on the bed, and Catherine's naked butt was on my face. 
Harold was standing next to the bed holding a few balloons.

   I heard a voice from above.  "Ronnie," it said, "I'm going to move on
top of your mouth right now, so you won't be able to speak, but I'm going
to lean forward so that your nose isn't covered and you can breathe.  It
may be tangled up a little in my ass hair, but you shouldn't have any
trouble.  Harold will check to make sure you're all right."

   She shifted, and I felt her vagina move on top of my mouth.  As she
lowered herself, it pushed against me and the lips opened.  Out came a
flood of juices, covering my mouth and face.  She must be really excited by
this, I thought, trying to keep my mouth shut so nothing got inside.  My
nose was being tickled by the hairs between her cheeks, but I could
breathe.

   "I'm sorry about this, Ronnie," said her voice from above.  "I was
hoping you'd make a pass at me, and we would come up to your room together,
without Harold.  But you are a faithful husband, and I compliment you on
that.  And this way works, too.  You are probably wondering what's going
on, so I'll explain before we start.

   "For some reason, despite being obsessed with sex, my brain has room for
other stuff.  Only my counselor and the teachers who saw my IQ score knew
this in high school.  They were always telling me that my wild behavior
could ruin a great career.  I didn't listen to them, and I didn't go to
college.  Instead, I went to beauty school, where I learned a trade and
found out that there is more sex of every variety available in that
industry than probably in all the others combined.  Maybe that's why I was
unconsciously drawn to it.  You wouldn't believe some of the things I did
with men, women and everything in between.  I finally found a place where I
was average, maybe even below average, in my sex drive.

   "I graduated from beauty school and went to work at one of the big
chains cutting hair.  Because of some suggestions I made to improve things,
the boss made me assistant manager, and when he was promoted, I took over.
I made some changes, and my store won the award for the most productivity
that year.

   "A vice president showed up one day and took me to lunch and pumped me
for ideas.  The following week, he called me and asked if I'd be willing to
move to corporate headquarters as his assistant.  I found out corporate
headquarters are almost as wild as beauty school and hair salons.  I moved
up fast.  I suppose it helped that in addition to being good at work, I
also slept with nearly every man and woman in the office.  When they found
out that I didn't ask for anything in return, they gave me more than I
could have ever asked for.  They were all happy when the president of the
company got an offer from a competitor and the board, which I'd also gotten
to know intimately, selected me to be the CEO.

   "I made so much money for that company that the stockholders kept voting
me bigger and bigger bonuses.  I bought a big house and brought lots of men
and some women there for amazing evenings.  I had everything money could
buy.  Then one morning I woke up feeling strange.

   "I suddenly realized there was more to life than money and power.  I had
all the money I could spend in five lifetimes, but was I really happy? 
There was something missing for me, and I finally figured it out when I
read that book about 100 places to see before you die.

   "I was still relatively young, but I had dreams.  There were some things
I thought about after I graduated from high school and beauty school, but I
knew they were only fantasies and that I could never do them.  Now they
came back to me, and I realized that with my money, maybe they were
possible.  So I handed in my resignation, and after the board gave me an
obscene amount of money, I stayed on for one year.  But even though they
offered even more to me after that, I had to let go to pursue my dream.

   "During that last year, I spent my spare time working on my list of 100,
but I could only get to 53, so I'm rounding it off and calling it 'Fifty
Men to Do Before I Die.'

   "You are one of the 50, Ronnie.  I wanted to hook up with you badly in
high school, but as you said, it just never worked out.  You probably don't
care, but it was frustrating to me.  All the things I did with some of your
friends and the other boys never felt humiliating or demeaning.  I did them
enthusiastically, and I didn't care what anyone thought.

   "But the guys who turned me down or never followed through when I
approached them, they were the ones who made me cry.  I realized they
thought I wasn't good enough for them.  They looked down on me, and that
made me cry in my pillow many nights.  I never showed it at school, because
I didn't want them to see, and most of the time I was very happy.  But
those boys who I wanted to have and never seemed to get to -- I could never
get them out of my mind completely.

   "And don't tell me you didn't look down on me, Ronnie.  Actions speak
louder than words.  You put your projects or grades or whatever ahead of a
beautiful girl who was offering her amazing body to you.  You had
priorities, and my feelings were way down on your list.  Can you imagine
how humiliating it was for me to realize you wouldn't give up one night of
homework for me?

   "I started with an expensive detective agency, but now I'm finding most
of the men with the help of the guys I've already tracked down.  Your
friend, Jim, helped me find you after I did him, and I know you'll help me
find others.  I'm determined to find all my 50 men before I die and do
them, like I'll be doing you tonight.  Life is unpredictable and even
though I'm still not that old, I could be run over tomorrow, so I'm moving
ahead on this.

   "I think that explains it for you.  After we're done, I'll be glad to
answer any questions.  My friend Harold, who just turned on all the lights,
will be doing a video of us for a remembrance.  He's very talented.  He's a
magician and his hands are so fast that he can remove a wallet no matter
where you carry it.  Don't worry.  I'm the only one who will ever see the
video.  My goal is to do 50 men, not destroy their lives.

   "I think you will probably want to get this over with as soon as
possible, so the best thing you can do is follow my instructions.  If you
don't, it will just take longer to do the same thing.  Lick my pussy if you
heard me."

   I was still trying to deal with what she said before, and I didn't
respond.  I felt her hands unzipping my fly and getting into my boxers. 
They cupped my testicles and began squeezing slowly.

   "Can you hear me now?" she said.  "If you can, lick my pussy."

   The hands were squeezing tighter.  I quickly licked her, and my
testicles were freed.

   "Good," she said.  "Harold is pulling off your pants and boxers right
now.  Then I'm going to hold your jewels while he pulls off your shirt.  If
you try to yell, it's going to hurt a lot."

   When I was naked, she moved back on top of me, facing my feet.  "Now,
I'm going to give you a blow job, while you eat out my ass," she said. 
"Don't worry, I've cleaned it, so you won't find any surprises.  I'm going
to pull my cheeks apart and put it right over your mouth.  Start by licking
all around it, and then when I give you the signal, push your tongue in as
deep as it will go.  If you can hear me, start licking my asshole."

   I licked her hole and tried not to gag.  I felt her squirming on my
tongue.

   "OK," she said, "Now I'm going to push, and it will allow you to stick
your tongue inside.  Push it in as far as you can go by pressing your face
between my cheeks.  You should be able to get your head so far into my ass
that your ears are almost covered.  It looks awesome on video.  OK, here I
go."

   I couldn't get myself to follow the instructions until I felt the hands
on my testicles again.  Then I put my tongue inside her anus and pressed my
face into her cheeks to push it deeper.  She was still while I was doing
it, but once I stopped, she lifted up her ass a few inches and then pressed
it down, pushing my face further in and my tongue deeper.  She kept doing
this until her ass cheeks did get up to my ears.  My nose was also pressed
tight into her cheeks and I was having more and more trouble breathing. 
When she finally lifted up, I was gasping for air.

   "That was good," she said.  "Now go to work on my pussy while I work on
you." I felt her mouth suck me in as she shifted over me to place her
vagina over my mouth.  The juices were still flowing from it like water
from a faucet.  At first, my nose was pressed into her anus and I couldn't
breathe, but then she moved a little to free my nose.  When she finally
stopped, my nose was only partially into her anus and my mouth covered her
vagina.  I stuck out my tongue and began moving it around inside her.

   In her mouth, my penis grew hard as a rock.  I felt her fingers push
something onto it.  It wasn't a condom.

   "I'm putting a cock ring on you," she said.  "It's just a tight band
that I'm pushing all the way up to where your balls meet your cock.  It
will keep you from coming.  Don't worry, you'll get to come later."

   As I continued to lick, she leaned forward so my tongue was caressing
her clitoris.  That got her body moving.  I heard sounds coming from her
mouth, and now she was moving in a rhythm of her own.  She was rolling back
and forth over my mouth and pressing down harder.  She was masturbatng
against my face.  Then she screamed and began slamming her vagina hard
against my mouth.  I gave up licking and just tried to pull back as she hit
me like a punching bag.  She almost knocked me out before she finally
stopped and sat down hard on my face.  My nose was now pushed deep into her
ass and I couldn't breathe.  I held my breath as long as I could, and just
as I gave up, she lifted off of me.

   She got off the bed and leaned over me.  "That was terrific, Ronnie,"
she said.  "I think I had eight or nine orgasms there.  Now it's time for
the cowgirl to ride the big bull."

   She got back on the bed and lowered herself onto my shaft and began
riding, slowly at first and then faster and harder.  She was slamming her
body so hard on top of me that my testicles were flying in all directions.
My body responded and tried to come, but it couldn't, and the frustration
of being held back became painful.  Then she slowed down a little, and I
felt her vagina spasm around my pole.  I tried to count the orgasms, but I
couldn't keep up.

   When they stopped, she sank forward, and I felt her lungs heaving
through the large breasts pressing against my chest.  It took her at least
five minutes to recover.  Then she got up off me, and as she did, I saw
Harold bend over me.  He was holding the end of a balloon with two fingers,
and he stuck the fingers into my mouth and released the balloon.  I felt
the air from the balloon exploding into my lungs, and then his fingers were
gone.

   Catherine began talking again.  "Ronnie, you've been the best one so
far, and I'm keeping good notes on each of the 50," she said.  "I really
wish you had invited me up here, because then we'd be finished, but in
order to get Harold's help I had to make a deal with him.

   "See, Harold also has a goal in life.  He's gay, but straight guys turn
him on more than anything else.  His goal is to initiate 200 virgin asses
in his life, and I promised to help him, if he'd help me.  We agreed that
when one of my 50 responded to my overtures, all he would do is film us. 
But if I had to use him to get them to cooperate, I would help him with his
goal."

   I started to say something, but I stopped right away.  My voice was tiny
and shrill and sounded like a duck.

   "Don't be startled, Ronnie.  That's the helium from the balloon, and we
have a few more in case you need a refill.  Harold likes to hear his
virgins responding, so rather than use a gag, this lets you get all your
feelings out without being too loud.  It also makes you seem effeminate on
the video, which is helpful, as I'll explain later.

   "I see you're flinching.  Yes, that was Harold's finger pushing some
lube into you, and now he's working a long tube into you very carefully. 
After it's in as deep as it can go, he'll turn a little spigot and he'll
fill you full of soapy water.  When we see from your body language that you
can't hold it in any longer, he'll take you to the bathroom, so you can let
it all out.  He'll do that two more times, once more with soapy water to
finish cleaning you and then the last time with lubricant.

   "The lubricant won't make you want to expel right away, but eventually
your asshole will begin spasming, and it will start coming out.  When it
spasms, it will also make it a lot easier for Harold to get his thing in
you.

   "I see you're starting to fill up.  Look at Harold taking off his
clothes.  He's not even aroused yet, and his thing is already scary.  It's
like a big, long, thick snake.  I'm glad he only likes men.

   "After you're filled with lube, he'll release you, and then the fun
begins.  I'll be videotaping.  You know, this part of doing my 50 has
become more and more exciting to me.  Maybe it's that frightened look in
their eyes as they try to escape Harold.  Maybe it's that look of
humiliation and emasculation as he pushes into them when their ass spasms.
Maybe it's the pain and degradation in their expressions as he pounds them
relentlessly in various positions.

   "While he's got your legs over his shoulders and your ass in the air,
he'll slam into you in the piledriver position, but then he'll slow down
and do it more gently.  You'll be caressing him and kissing him as he does.
You'll look like two affectionate lovers.

   "I know you're not gay or bisexual, but you'll do your best to convince
Harold how much you love him, because until you do, he'll keep destroying
your asshole.  He's strong and can go a long time before he gets tired or
comes.  If you cooperate and pretend you're his lovebird, he finishes a lot
faster.

   "After you've exchanged some deep kisses, he'll stand you up and move
you around the room like a bumper car while slamming into your ass from
behind.  Then he'll turn you around and lift you up by the thighs and lower
you onto him and bounce you up and down while he carries you.  Make sure
you hug him around the neck while he does this or you may fall over
backwards and hit your head on the floor.  Number 6 almost did this.  We
don't want any brain injuries.

   "While you have your arms affectionately around his neck, you're going
to be giving him deep loving French kisses as his hands on your cheeks lift
you up and let you drop on his rod.

   "There will be a few other positions, but you'll end up on the bed
sitting on his lap facing away from him.  By grabbing your thighs, he will
rock you quickly on and off his rod, and then he'll pull back and his huge
thing will rip out of your asshole.  That's not just painful, but it also
opens up a gigantic black hole called a gape.  It looks fantastic on the
video.

   "As the gape starts to close, he'll drop you back onto his pole and
begin the rocking again until he pulls loose for another gape.  Once you
and he get in a good gape rhythm, it will be time for the finale, in which
you'll get to bring yourself off.

   "I'll remove the cock ring, and you'll start pumping your dick hard in
order to come.  There should be plenty of lube covering it by that time
from all the stuff spurting out of you.  If you wilt a little, I'll use my
mouth and hands to get you hard again, but then it's up to you.  Harold is
going to keep gaping you until you come, so I'm sure you'll get right to
work.

   "Because of the cock ring, you've got stuff in there that's crazy to
escape, and when you come, it will be like Old Faithful in Yellowstone
Park. It makes for a great visual.

   "Only one thing to do after that.  You'll get on your back, on the bed,
and Harold will get behind your head.  I'll grasp your legs and pull them
up and then push them back until Harold can reach them.  Then he will
slowly pull them back further while I push pillows under you for back
support.  We'll be very careful, because if we're not, we could pull your
back out.  So don't resist too much.

   "When your anus is right above your mouth, we'll align it in the right
position, and Harold will push inside your ass and go at you until he
comes. As you can see, he has a huge package, and he spurts what seems like
a quart of semen.

   "When it comes out, it will feel like a pressure hose inside you, and
there won't enough room in your intestines to hold it all, so it will come
squirting out of your hole all over your face.  You'll keep your mouth shut
tight, but it will cover your nose and go into it, so you won't be able to
breathe, and eventually your mouth will open and his come will fill it up.
You'll be coughing and choking as it goes down your windpipe unless you
start swallowing fast.

   "When Harold's finished, he'll pull out, and you'll enjoy a bunch more
of his come pouring out as his thing comes loose.  Then I'm going to squirt
a little enema solution into you, and a few minutes later, you'll be
releasing all the rest of his semen over your face and into your nose and
mouth.  If you want, I can send you a copy of the video.  You won't believe
it."

   "Once everything appears to be out, we'll clean you up, and we'll order
some coffee from room service.  Then we'll relax and talk about old times.
I'm particularly interested if you've kept in contact with any of my 50.  I
want to know everything about them, especially where they live.

   "You'll be very helpful, just like the others, because Harold and I will
put together a specially edited video.  It will show you and Harold in the
positions where you look like you're really enjoying each other and even
kissing.  The finale of the video will be you getting gaped while you pump
yourself to orgasm.  You'll be surprised how it really looks like you're
enjoying doing it together with Harold.

   "The video is for Harold and me only -- and you, if you want to see it
-- but if I think you're not cooperating in helping me find my 50 men to do
before I die, then I'm going to submit it to one of those amateur sex video
sites where it will probably go viral.  So I'm sure you'll be helpful,
Ronnie.  If you want, I can show you the video that we made of Jim before
he helped me find you.

   "OK, I see you are starting to squirm and your face is squeezed together
to help you hold in the liquid.  Harold will take you to the bathroom to
finish your preparations so we can get going on his video.

   "Oh, and Ronnie, I want you to know, that when you have a goal as big as
mine, it takes a lot of people working together to achieve it.  I'm really
grateful for your support." 

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