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    SexcoStories – Literotca Stories of Erotica – Sexy Kahani
    Home » The high school slut was looking at me

    The high school slut was looking at me

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    By sexcostories on September 18, 2021 Sex Stories
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    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 looking 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 nice running into you. Let me buy you and
    Harold a drink before I leave.”
    “Why thank you,” said Catherine. “But 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, bye Harold.”
    They said good night 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’re a faithful husband and I compliment you on
    that. And this way works too. You’re 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 lips 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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