Short And PointyEducating Anna free porn video

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Author’s note: This chapter is very extreme. Don’t do this at home, or you’ll need a very good laywer.

Hi, it’s me again, Bella. Did you read about my sister’s ‘mistake’? Anna is such a moron sometimes. She is always getting into trouble, but this time she could have really been hurt. Do you have any idea how fast you dehydrate when you are wet and leaking all the time? So I’ll drive the message home today, I’ll give her a session that she won’t forget, and that will hopefully keep her out of mischief for a while.

I’ve already tied her to her luxury cross. The cross is standing upright, so I have easy access to her entire front. She is also gagged. I used several safety pins to close her mouth, so she is bleeding just a bit from her lips. But no matter, there will be more blood later, I’m sure. I will only torture her and give her some anal stimulation - no clit rubbing or cunt fucking or anything like that. So she either cums from that, or not at all.

First order of business: tie off her tits. Her large udders are sagging a bit, but not for long. I use a thin rope and tie them very tight. Then I use a second rope and tie them even tighter. Their base is very constricted by now, but still I remove the first rope (which is neither easy nor painless, since it’s partially below the second one). And then I use the first rope again to tie the base even more. I have to use all my strength, but it’s worth the effort. Because now, her flesh is constricted enough for what I have in mind: handcuffing her tits! Or is that titcuffing? Anyway, I put a pair of handcuffs on her mammaries. I also take off the rope, because that’s not needed any more. Her jugs are already swelling up nicely, with her blood firmly trapped behind the cuffs.

Second order of business: pump her clit. With a small suction cup and a strong hand pump, I quickly suck her little nub into the vacuum tube. But that’s not all, of course, so I keep pumping until her flesh is straining to the maximum, trying to take the place of the air that has evacuated the tube. I leave her like this for a few minutes while I get myself a drink.

When I get back, I loosely tie a thin cord around her clit on top of the vacuum cup, then I take off the cup and quickly fasten the cord tightly around her grossly swollen clit. So now her tits and her clit are bulging out of their constraints. But her tits are a lot redder than her clit, which brings us to the...

Third order of business: pepper her clit. I’m using our chili ointment, for the extra ooomph. So I put that on her clit, which is now quickly turning a deep shade of angry red.

So that’s the preparation done. Anna is quietly crying in her bonds. Serves her right, the moron!

Do you know what hurts more than having burning chili on your tender bits? Touching those bits! For some reason, the burning gets much more intense when the flesh is in contact with something. So grabbing and pinching her clit between my fingers (I’m wearing latex gloves, of course) must be intense. I’m not sure how it feels when I trap her clit between two small metal bars and screw them together, squashing Anna’s clit flat.

Now that her clit is taken care of, and certainly not the source of any pleasant sensations, I start with the actual session.

With some lube I deftly insert a medical catheter into my twin’s urethra, right up to her bladder. There is a small inflatable ball at the end that ensures that it does not slip back out. This catheter has three functions: first, it blocks anything from coming out. Second, it empties the bladder, no matter what my sister wishes. And third, you can force-feed stuff into the bladder. Which is what I do: with a large syringe, I fill her bladder with ice-water. Before that, I make sure her bladder is nice and empty by removing all her piss into a bowl. I have another large bowl of water with ice cubes prepared. From this I fill the syringe, and then I push the near-freezing water into the catheter and thus into Anna’s bladder. Then I do it again. Two more loads fill her bladder to the bursting point. And then I close the catheter, so nothing can escape.

I recently bought a new dildo. It’s not very thick, but it’s about as long as my arm, so I’ve christened it ‘Anaconda’. I think it is time that I introduced Anna to Anaconda.

As she’s tied to the cross, getting to her ass is a bit awkward, but if I don’t care much about her comfort (I don’t), then it is doable. Anaconda is slippery with lube and the tip slides in very easily. It gets a lot more tricky after that, not because it doesn’t fit, but because it keeps slipping through my fingers. Finally I get a strong grip on the end with one hand and use that to push upward, and with the other hand I sort of guide it in. This works very well, and in short order the entire snake has disappeared into my twin’s ass. Her squirming has increased, but I’m not sure if that’s because of Anaconda or because of the chili.

Now I just have to get back to her tits. They are huge and dark and spectacular. I cannot resist (and why should I?) and I take my time liking her swollen milkjugs. That’s nice. You know what’s nicer? Needles in her nips! Lots of them, and large ones, too. Not the tiny thin “I-barely-know-they’re-there” kind of needles, but the heavy gauge “I-could-use-’em-on-a-horse” kinda needles. Well, maybe not a horse, but they are pretty thick, and I know from experience that they hurt a lot going in and also coming back out. So I put about a dozend in each of her buds. I woulda have used more, but I ran out of room. But hey, look at those tiny hedgehogs on top of her tits. Neat!

But now it’s been long enough that I have to renew the chili ointment. You didn’t think that would last forever, did you? No, it only lasts for about a quarter hour, then the sting lessens a lot. And we certainly don’t want that, do we? So I unscrew the metal bars, re-apply the chili oil, and screw the bars back in place. Anna just loves this, I’m sure. Well, pretty sure, anyway.

Did I mention that I want her to suffer? Yeah, well. How do you get a painslut like her to really suffer? You up the pain, of course! Up and up and up. So the needles are nice, but they’re just the first step. Because now I’m getting rid of them all (that’s quite a mess, I can tell you, but luckily I don’t mind blood). Instead, I put a metal alligator clamp with sharp teeth and a strong spring on each nipple. These hurt a lot by themselves (as I know all too well), but on top of nipples that are already very sore? They are pure torture! Which is just what the doc ... er the sister ordered.

You know what’s even more painful than having cruel metal clamps biting into your inflamed and bleeding nipples? Having a riding crop liberally applied to those clamps, making them dance around like they are on fire! Hm, fire ... there’s an idea. Well, maybe later. For now, the crop. Oh, I’m not just hitting her nips, I’m also hitting her clit. You know, right on the metal bars, putting even more pressure on the flesh cooking in chili oil.

The riding crop is originally used for horses and other animals, which is fitting considering the animal noises Anna is making through the safety pins keeping her mouth shut. I don’t want to overdo it, which is why I only hit her for about 10 minutes or so. From the way she tries to rip the cross out of its mount you’d think I’d been at it for hours.

All right, that’s enough of that (I don’t want her to actually shake the cross loose). Now I even take off the clamps (I’m nice like that) and enjoy the new sounds she makes as the blood rushes back into the crushed flesh.

Speaking of blood: time for a new set of needles. Same size, and another dozend for each side. Anna is white as a sheet now, and I don’t think it’s from the blood loss, there just isn’t enough of that. I think she has finally realised that today any limits we used to have are out the window, through the woods, and drowned in the lake behind the woods. So I take my sweet time pushing the new needles in, looking into her eyes as much as I can and savouring the fear and suffering I see there.

And now it’s time again for a new layer of chili.

Once that’s applied, I take out the needles again. They have served their purpose: Anna’s breast peaks are on fire! But now comes the true test. I loosen her restraints and take her off the cross. She could now force and end to the session if she really wanted to. I just point her to a wooden board that’s fastened between two metal poles at about belly height.

My sister quickly looks at me, then at the board, and then she quickly moves over and squats in front of it, putting her tits on top of the wood. Yep, that’s what I thought.

Out comes a hammer and two nails, and I nail her nipples to the board. Actually I put the nails slightly behind the nipples to get more purchase and not to actually damage the bleeding nubs too much.

This puts Anna in an awkward position, as the board is too high for her to kneel and to low for her to stand. She has to kind of bend her knees and hunch over. But that’s all I do to restrain her, she is held in place by her nipples and nothing else. I briefly consider tieing her arms behind her back, but this is better. She can move everything, yet is completely immobile.

I have her lift her left foot and put several bottle caps beneath the sole (sharp side up, of course). Then I do the same with her other foot. So just standing there is quite painful now.

As much as I like my new Anaconda, it’s in the way now so I take it out. We have a large butt plug that we sometimes use. It’s very large and it always takes a lot of work to get it in. That’s what will go into Anna’s ass in stead of Anaconda. But today it won’t take long at all! But first, I have to lube it up. Guess what I use as lubricant? Well, if I’ve already got the chili out, why not use it. Right? So that’s what I smear very liberally all over the plug.

I tell my sister to seriously brace herself as I position the anal monster at her rear entrance. And then I lift a mallet, take aim, swing and force the plug in with a single hit!

I’m betting that my twin is really regretting her lack of resistance just a few minutes ago. She clearly is in agony, barely keeping herself in position so that she doesn’t rip her own nipples off. Her entire body is shaking, and she is unable to make any coherent sound through her sealed lips. But apparently she is trying, ‘cause there is a lot of blood around the safety pins that keep her mouth shut. But I don’t really want to listen to her, so I ignore that and just watch her for a while.

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Jerrys World Anna

Beverley’s words were comforting and made me feel wanted as to be honest she was all I have and although I wanted to experience life I didn’t want it to be at her expense. I put my hand on hers and squeezed it and we looked in each other’s eyes, “Thanks sis, love you” I said softly and bless her she put her head on my shoulder, “Love you too bro” she said and we kept our hands together on my thigh, it was nice.I didn’t stay up tonight as the beer had knocked me a bit so when Bev announced she...

1 year ago
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Aunt Anna

When she opens the door, I am surprised to see how much Aunt Anna has changed. ”Come in” she cries,” and hang your coats up over here”My girlfriend enters the apartment first and the two women exchange a cordial hug and greetings. They have never met before and I am amused to see how they surreptitiously study each other. Aunt Anna turns to me and compliments me upon the beauty of my companion, chiding me for never having introduced her before. I protest that this would have been difficult as...

3 years ago
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Looking After Anna

I got up late as probably needed the sleep, Lisa had gone to work and a note saying she was seeing friends later so would be late home, I did my usual morning routine and decided to go online and see if any of my friend were on Skype. I saw that Jeff was online so sent him a good morning message but seemed ages to get a reply so just assumed he was busy; Jeff and I usually chat a couple of times a week and have become good friends. Jeff finally replied and apologised for the delay but had some...

4 years ago
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Watching Anna

For men who like to watch their wives having sex with other men, no explanation is necessary. For men who don't understand this fantasy, no explanation is possible.Although I enjoy wife sharing and some wife cheating stories I always felt confident that I would never want to act any of them out myself. I also felt that if my wife Anna ever cheated on me that would be it, no second chances. If I were ever so unfortunate to actually catch her cheating I believed id probably end up in prison on a...

3 years ago
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Watching Anna

For men who like to watch their wives having sex with other men, no explanation is necessary. For men who don't understand this fantasy, no explanation is possible. Although I enjoy wife sharing and some wife cheating stories I always felt confident that I would never want to act any of them out myself. I also felt that if my wife Anna ever cheated on me that would be it, no second chances. If I were ever so unfortunate to actually catch her cheating I believed id probably end up in prison on a...

3 years ago
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Sister Anna

The sun was warm. Sister Anna was enjoying the heat on her face as she sat on the bench in the small garden area watching young Manny Garcia tending to the flower garden. She almost had the rectory to herself. Father Leary was out on his Saturday rounds as usual. This time he had taken young Father Lester with him. That only left herself and Sister Hortense who was in her room taking a nap. Hortense was sixty years old and enjoyed a nap whenever she could find the time. Manny was a fine...

2 years ago
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Anna

It’s amazing how you trundle along through life, and then something comes along and throws everything out the proverbial window. That happened to me the other day. It was unplanned and uncalled for. There was no need for life to do it. I mean, there are plenty of other people in the world for it to pick on. Why did it choose to rain on my parade? I’m thirty, been around a bit, and I know, quite happily where I’m going. At least I did. I have a long-term boyfriend, he’s not perfect, then again,...

2 years ago
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First holiday with Anna

Our first holiday abroad on our own had been booked to Spain for not long after my Girlfriend's 18th Birthday. I couldnt wait to have her alone in the sun for two weeks on our own. We still both lived with our parents so getting a place to ourselves wasnt always easy. To be fair to her she was very resourceful in making sure I was kept satisfied!Anna and I had started to push the boundries sexually and she had been very open about the fact she would be happy to try pretty much anything I...

3 years ago
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Anna

It's amazing how you trundle along through life, and then something comes along and throws everything out the proverbial window. That happened to me the other day. It was unplanned and uncalled for. There was no need for life to do it. I mean, there are plenty of other people in the world for it to pick on. Why did it choose to rain on my parade? I'm thirty, been around a bit, and I know, quite happily where I'm going. At least I did. I have a long-term boyfriend; he's not perfect, then again,...

Lesbian
3 years ago
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Anna

Alan and Janine were best friends. As long as they could remember they had been together. They went to the same university, and when they graduated they shared a house in the city. Though Alan was out of work, Janine made enough at her new job to support them both. They shared everything, and considered themselves lucky to have such a wonderful friendship. Everything seemed perfect... Except for one thing. Even though their relationship was purely platonic, it did cause problems for Janine...

3 years ago
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Mothers Story Parts 5 and 6 Jane and Anna

(You really need to have read the previous parts. A double helping of pervitude this time... Enjoy!)5. Jane's Third TestimonyTime for me to take over again. Joe's little comment was, of course, a reference to my peeing on the potty (see earlier parts). He had obviously enjoyed it, though in many ways it still seemed a pretty disgusting thing that I did. I think I had wanted to forget that particular episode, but Joe clearly hadn't. I wondered what Anna would think when he told her, which I...

4 years ago
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Alice and Anna

Have you ever had one of those days where when you think back on it years later, you think to yourself, “there is no way that happened to me” I am pretty sure that today is one of those days. I just had what could very well be one of the best days of my entire life.Let me start by telling you a little about me, I am 30 years old, 6 feet tall and have a somewhere between chunky and fat body, certainty no “Brad Pitt” I am married and have 2 kids. My wife is awesome about 5 foot 5, with flaming...

Incest
3 years ago
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Watching Anna

For men who like to watch their wives having sex with other men, no explanation is necessary. For men who don’t understand this fantasy, no explanation is possible. Although I enjoy wife sharing and some wife cheating stories I always felt confident that I would never want to act any of them out myself. I also felt that if my wife Anna ever cheated on me that would be it, no second chances. If I were ever so unfortunate to actually catch her cheating I believed I’d probably end up in prison...

3 years ago
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Quickies turned Marathon 4 Anna

My Best friend, Kristoff, and I were driving together to Kristoff's family reunion. We always hung out together and talked about girls together and we pretty much were inseparable except for when one of us was trying to get laid. We arrived at the reunion, it was really nothing spectacular except for this one girl, my best friend's cousin. She is a redhead with long straight hair (Ok, I admit, early on in my sexual promiscuity I had a weakness for redheads). She had good hips and a nice round...

4 years ago
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ANNA

Hi, I'm Anna Fontane. I'm 18 years old, about 5'8" waist length very curly brown hair and orange eyes. Yes, orange, most guys tell me they totally love my eyes because they look devilish and fiesty. I wear a 38 c-cup and have a little 29 inch waist. My ass has been lovingly described as "sweet as a peach" and most men I've met have either stared or groped at it on more than one occasion. But, the story I'm about to reveal to you isn't one about how all men normally drag their tongues on the...

3 years ago
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The History of Anna

The History Of Anna - Part One How about a quick trip down memory lane. I'd like to let you in on how I got started. I have a sister and one day when I was about 13 and she was 18, I was pissing her off as much as I could. She made the comment that she wished she had a sister instead of a brother and became quite upset with me. I told her that she was stuck with me, so she had better get used to it. She, on the other hand, had different ideas. It was Friday and my parents had...

2 years ago
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Truth or Dare Anna

Since she was bored, she figured she might as well go down and spy on them to see what they were up too, so she headed downstairs. Once she got downstairs she quietly poked the door open to see what they were up too. Spin the bottle, of course if there was any game dumb enough for them to be playing that was it. It was Jesse’s turn to spin the old glass bottle. It spun round and round and the top pointed at James or Jimmy as they called him. He was the pitcher for the baseball team and had...

4 years ago
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Randis Vacation Part 3 of Randi

Randi's Vacation Randi woke up to his alarm and quickly silenced it. A quick glance to his left confirmed the Denise was already up. She almost always got up before him preferring some extra time between getting ready for work and needing to walk out the door. He preferred to have enough time to get ready, eat and go. He walked to the bathroom which was right in the master bedroom. The condo they bought was a bit extravagant but provided plenty of room and they could afford it on...

2 years ago
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Chanda Ki Gandi Chudai 8211 Part 2

Hum dono abhi bhi nange hi thay. Chalte chalte usne paad maari. Uski gaand mein abhi bhi haddi akti hui thi. Nadi kinare, jhadiyon ke bich usko bithaya. “Hug le saali madarchod. Kab se paad rahi jai bhosdiki.” Woh hugne lagi. Uski gaand se haddi nikal gayi. Uski garam moot ki dhaar mere pairo pe giri. “Saali maderjaat! Mere pairon pe mootegi. Saali raand muh khol,” main uske muh mein mootne laga. Lavda uske gale mein ghus kar mootne laga. Maine apni tange faila di aur wahi khade khade hugne...

4 years ago
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MY FIRST TIME WITH ANNA

Hi am lisa raven Smith this is my first time with hot anna, this is anna first time with a girl we are both s*******n in college, at Birmingham.Well it really felt awkward at first, for the both of i got each of us a drink, and we sat down to find out a little more about each other's likes and dislikes ' in bed ' what turned us on when we were either with another woman, or in her case thinking about it.Started off saying she liked thought about kissing another woman, and wanted to know how i...

1 year ago
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A bike ride with anna

Hi. My name is Josh. My story is about the summer my sister Anna and I shared when I was eighteen. She was twenty at the time. My story begins about three weeks into our summer break. I had just broken up with my girlfriend Jill. We had been dating all year and I thought it would last forever. She needed to spend time with others and wanted to see others this summer. No of her reasons were very good. Well, we separated. I was devastated. I didn't understand what went wrong. For about a week, I...

Incest

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