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I had a feeling I knew where tonight’s escapade was going. Kara had been glancing down at that second drawing on the coffee table most of the evening. We had been sitting on the sofa reading for a couple of hours, resting up after a bit of touristy activity. Kara’s feet were resting in my lap. Well, not exactly resting; she was using them to teasingly fondle my cock and balls.
I had noticed earlier that the Magnums were still on the nightstand from two nights previous, but I had also noticed that two of the sealed packets had been pulled from the box. I glanced to Kara, eying the drawing again.
She caught my gaze.
“What do you think?” She asked.
I tried to be coy.
“About what?” I asked in return.
She nodded toward the drawing.
“I’m not even sure it is possible.” I replied honestly.
“Only one way to find out.” She stated.
I looked at the drawing and held back a shudder. When I had drawn it, the thought of the indicated act had been terribly exciting. Now, looking at is as a blueprint, it was just frightening.
Kara slid her foot up under my balls, lifting them gently and wiggling her toes to massage them tauntingly.
“You know you want to try.” She said.
“Maybe.”
“Then, after,” She continued. “We can do anything you want. Anything at all.” Her other foot caressed my arm. “Anywhere you say.”
“Anywhere?”
“Anywhere.” She then offered up another incentive. “Any time.”




I knew it was to prepare me for what was to come, but the intensity of her fist and forearm pressed up into me only made me more apprehensive over what was to come. I felt as if my insides were being pressed up and out of me as it was. I couldn’t imagine what our planned event might truly feel like.
“Ready?” Kara asked.
“As I’ll ever be.” I replied uncertainly.
Kara slid her arm from me gently and I felt the soft rush of cool air that heralded her hand’s exit from my anus. I watched trembling as she peeled the rubber sheath from her hand and dropped it into the wastebasket below the nightstand before tearing open the second packet and removing the latex sleeve from it.
Rising to a sitting position, Kara pointed the toes of her right foot and brought the sheath to them, rolling it up her foot and stretching it over her calf like a stocking.
This was insane.
Quivering in fear and anticipation, I watched my wife shift her body backward on the bed until I could no longer see her. I could feel the muscles of my buttocks wanting to clench, but fought the urge, knowing it would only increase my pain.
I felt the initial pressure against my still-stretched anus as Kara started to feed her toes into my rear. It wasn’t too bad at first, much like when she was starting with her hand, but then the width of her foot began to present itself.
I buried my face into the comforter and fought not to cry out as the ball of her foot insinuated itself painfully into my rectum. There was a minor lessening of the pain and pressure as the arch of her foot reached the clutching muscles of my anus.
“How are you doing?” She asked.
I opened my mouth, but no sound came out.
I flapped a hand toward her, which she took to mean that I was holding up.
“Here goes then.” She said.
A cry ground out of my throat, muffled by the thick batting clenched in my teeth as she pressed her foot deeper.
“Got to change angles.” She said, twisting her foot slightly to continue its agonizing insertion. Suddenly there was a distinct lessening of tension and I knew at that point, her heel had made its way in. Kara’s foot was in my ass. I thought about the joking threats young men often made to each other about breaking their foot off in their adversary’s ass and nearly laughed.
The laugh froze in my throat as Kara insinuated her foot deeper into my rectum. My internal organs and the muscles of my abdomen rebelled at the intrusive pressure and I cried out in pain, startling my wife. Her resultant jerk hurt even worse. I cried out again.
I couldn’t see her face, so I could only imagine the look of horror there.
“I’m pulling out.” She said quickly.
Slowly, as not to hurt me further, Kara began to retract her foot, only to find she couldn’t.
“I’m stuck!” She said, her voice tinged with panic.
I should have expected as much. A foot is a triangle and while it is sloped going in, it is flat on the end when trying to come out. My anus was gripping her ankle and the depth of her heel was like a hook, blocking her foot from retreating any farther.
Trying to find a better position to retract the intruding member, I tried to turn my body sideways. It didn’t help.
“How do I get out?” Kara asked.
“I’m not sure.” I gasped.
To free her heel, she would almost have to flatten her foot. That wasn’t an option. We moved together through a series of hopeful positions, but all were to no avail. Finally, it came to me. We had to make her heel angle to her leg.
“I may have an idea.” I said, my voice raspy with pain.
“What?”
“You’re going to have to feed your hand into the rubber, make a slope to your heel.”
We were both on our stomachs at that point, a position ill suited for any part of what we were to attempt.
“We’ll have to get turned over.” Kara said.
“You will.” I replied. “It’ll probably work better if I’m on my stomach.”
“Okay.” Kara warned me. “Here goes.”
Moving carefully, my wife turned onto her back, her foot twisting around in my rectum painfully. I had been right. This was insane.
“Now what?”
“Let me get to a position that frees your hands.” I suggested. Moving as carefully as I could, I crawled my torso off the side of the bed, resting my chest and chin on the floor. It put Kara in an upright sitting position. “See what you can do now.”
“Trying it now.”
I felt Kara’s fingers inside the latex sleeve as they bumped up against my clutching anus.
“Hold on,” She warned unnecessarily. “This is going to hurt.” Slowly and as carefully as she could, Kara fed her foot deeper into me again, her fingers pressed to her ankle. “A little more.” She said. She pulled back on her foot, holding her hand steady so that her fingers would not slide back as well. “You doing okay?”
I wheezed out the closest thing I could to a confirmation.
“Here’s goes then.” She replied, sliding her foot deep into my body again, her hand insinuating itself with it. When she heard the high-pitched moan that eked out of my throat, she halted her intrusion again. “Brace yourself.” She said.
I brought my hands back to grasp the bed rails, clutching them as tightly as I could. I could feel her twisting her hand into position and knew she was moving her fingers to grasp her heel, turning her hand itself into the extra slope of a new triangle. She tried to pull her foot and hand back, but with both thoroughly buried in my ass and both trying to move in the same direction, she could find no leverage.
I felt her other foot touch my body repeatedly, looking for some point of purchase, but there seemed to not be one. There was no place on my butt, legs, or back that would give enough leverage.
“Sorry about this.” She said, her foot sliding to my groin. Hooking her toes, she grasped the ridge of bone that rested below my scrotum and bracing herself, began to extract her foot and hand from my anus. It was slow going, as she struggled not to lose her grip on her heel or on my pubic bone. I had no idea how much strength she had had to use to free herself, until she suddenly came free. In one sudden motion, Kara’s heel passed out of my rectum, she tipped backward onto the bed and her remaining foot lost purchase on my pubic bone and kicked me savagely in the balls, knocking me fully into the floor.
I lay there gasping for breath, hearing my wife struggle to free her hand and foot from their imprisoning condom. Finally, I saw her feet come to rest on the floor beside me.
“Okay.” She said. “That’s a big never again.”
I nodded in agreement, my entire midsection screaming in pain.

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For six months straight, between college classes and my girlfriend, I've been in my "lab" working on a special drink. I say lab in quotes because it is more of a shed in the backyard with a purifier than an actual lab. First of all, My name is Matt. I'm 19 and currently a freshman in college. My girlfriend Jean is my age and living with her parents, yet we are almost inseparable. She's quite a girl, with upper c-cups, a smackable ass, and a smile that always makes me want to kiss her whenever I...

Mind Control
4 years ago
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Mackintoshes Dont

Mackintoshes Don't.... Author:- Pollymeric Copyright: Pollymeric 29.3.98 - 02.10.15 Chapter 1: William was paying his first ever visit to a shop that had long featured in his dreams and had made the long journey to the capital by public transport in order to leave as few traces as possible of his trip. He had left his visit to the shop until late afternoon to reduce the embarrassment but still he dithered about on the pavement outside. The shop exterior was not quite what he had...

3 years ago
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Don and the Shrink

Don and the Shrink Last Friday I started wearing my sister's stuff and especially her silicone enhancements. It felt good then, as if I were in control, charting the course for a new voyage of exploration of my own self, seeing who I could become. Now it is Thursday and I feel completely powerless. I control nothing. I am stuck in this role; I am on the police records as a sexual assault victim named Dawn, not Don. Potential friends I have met this week, Zach and Maria and Emily,...

4 years ago
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The United Kingdom of Zoo A fake BBC documentary seriesS12 E09 Helena Gates 50 from Leatherhead

We start this week’s show with establishing shots of a high-quality collection of low-rise apartments. Multiple buildings, each of them four floors high. Red brick and white render, lots of small square windows and balconies that look almost completely unused. Then, walking around the corner in cargo pant shorts, and his beloved West Ham football shirt, his Doberman beside him ... It’s Dennis, the Cockney geezer that our audience has grown to either love or hate, and he’s approaching us with...

4 years ago
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Megans Transformation into a Hotwife Part 1

“So Megan, I have been thinking about this and want to ask you something...”“Well ask away,” I said with a smile.“Have you ever thought about or desired to have sex with another man?”I was stunned speechless when he asked me that. Where was this coming from? Why would he even think to ask this?We had been married for six years. We were both thirty-one, having met when we were twenty four and married at twenty-five. We were both high school teachers, me biology, him physics. We taught at the...

Wife Lovers
4 years ago
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Liquid Mind MachineChapter 2 Stacy

Neil ran into Stacy at the end of the following week and she told him that the effects of her last treatment were finally starting to decline. That meant that the one-hour treatment he had given her lasted for approximately 8 days. Neil wrote this down in his notebook and smiled when he wrote the words "Her Treatment" the images of her bouncing up and down on his dick oblivious to what she was doing, flashed through his mind. "Well time to go home and have a beer." Neil said to the...

3 years ago
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New Year Cuckold Fuck 2019

Today is New year 2019. We just exited from the temple after seeking our new year blessings. As we were on the way home; me driving; my wife called her BF. She told him that she wants to go out with him in the afternoon at his residence for a new year fuck. Mind you her BF is unaware that I know about their affair and that I support her and infact motivate her to do so. Going out on a New year’s day was also my idea which I planted in her head a day before. I told her that she should fuck him...

4 years ago
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Sweet Tuesdays

Every Tuesday morning at nine minutes past ten Kay says to her husband, ‘I’m off to town Tom.’ Tom always replies, ‘Have a nice time dear,’ then he laughs and says, ‘Give him my best wishes.’ Kay smiles and replies, ‘I will dear,’ and then leaving the house she makes her way to the bus stop and catches the nine fifteen bus into the CBD. Had Tom known it his joking remark about giving an make-believe lover his best wishes was closer to the truth than he knew, but to explain that and tell...

2 years ago
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Bakers Dozen 1

The night was quiet as I baked. Baked isn’t as glamorous when I use it. By bake I mean, I placed frozen dough on pans lined with wax paper, sprayed with nonstick stuff, and put them in an oven. There’s no sifting or measuring for me. I work in a grocery store. I don’t mind it, though. My night starts at midnight, when I put my finger on a small device that clocks me in, grab a cart, and begin removing out of date product from the shelves. All the while I make a list of what I need to replace...

3 years ago
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Any Given Saturday In Summer

I awoke with the sensation of something wet around my cock, as I opened my eyes and looked down, I saw my 24 year old wife, Lou, sucking my hard cock, she was deep throating me and my member was covered in her saliva. As I lay there with my wife pleasuring me I thought about the evening just gone and how I ended up screwing my wife several times, but that is another story. Suddenly I felt my balls tighten an by sperm shot out of my cock and straight down her throat with out even hitting my...

3 years ago
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CrunchChapter 3

I woke to an empty bed. And a full bladder. Oh, well, it was time to see if this "I'm here to help" thing was real or not. "Ronni," I called softly. "I'm comin', Dave," she answered. In a few seconds she showed up. Smiling. "See!" she tittered, "We slept all night in the same bed and didn't molest each other." "That's the miracle of oxycodone, babe," I said. "How about helping me to the bathroom?" Five minutes later I was finished and settling into my recliner. "I just...

3 years ago
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VentingChapter 3

Hae-Won Park is, of course, Korean-American. She was born in the U.S. of immigrants and grew up living over the Korean restaurant owned and operated jointly by her parents and her uncle. As is usually the case with asian families, they were very close and very focused on being successful in their new home. Within ten years of their arrival, their business had grown from not much more than a tiny shop with a few mismatched tables and chairs to one of the most popular eating spots around,...

2 years ago
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My Mom8217s New Avatar

HI friends..I am Rahul from southern part of India.I cant say my exact location for privacy reasons…OK lets come into the story.My mom’s name is latha.She is a college professor who teaches English to students.Her measurements are 40-30-38. she has big boobs which is like watermelons.She is slim hot and sexy modern women who wears all kinds of modern outfit from sarees to jeans t shirts.My dad is business man and he never cared about us.He visits us 3 months once. This story happened a few...

2 years ago
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The Twin Peaks Leverage

Introduction: Emma finds leverage on Amy Authors Note: Thank you for the feedback, everyone! I made sure to try and make some more sense in this one and hopefully you like it a lot better then the first one I wrote! Amys face rested between both of her hands as she sat directly across the table from me. Occasionally, she shifted between her hands until a small red blotch appeared on her cheeks from the pressure. Her legs were crossed delicately, whereas mine were spread apart slightly as I...

2 years ago
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Wu Meis Misadventures Party Waitress

She came to America 3 years ago, 42 yrs old, couldn’t find a good job and her husband was refused entry because he did something stupid back in Shanghai. Wu Mei couldn’t even afford airfare to visit him. Three years without a husband and Wu Mei had few friends. How could she find friends when she worked such long hours? It was 5 minutes to 11pm, she could go home in just a few minutes. Waiting, she remembered two terrible incidents that had happened to her over the past year. One time she...

4 years ago
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A hard night at the adult theater

Jerome told me we would go to an adult theater that night.He wanted to share me with some of his black friends.When we entered the place, he led me to a row of free seats. He made me bend over a seat and lifted my short dark blue dress up my waist. He had ordered me not to wear any thong that might…Then he positioned behind me and soon I felt his hard huge black cock invading my wet cunt. He fucked me like a slut.Soon I could see some other people approaching to us. But all they were Jerome’s...

2 years ago
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Jess and the Life Changing Weekend Part Four

Chapter Six.I pulled up into the parking lot and parked in the shade of a big gum tree while I waited. I was daydreaming about the events of the day as I watched the boys begin packing up the gear. I was shaken out of my daydream by the phone ringing.“Hello?”“Hi, hon. How are you doing?”I instantly felt a bit panicky. Did he know? Had Kat sent the videos afterall? Why was he ringing me at this time? He should be on his way home soon. Had he come home early and saw us?“Hello? Are you there...

Exhibitionism
3 years ago
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Accidental Anal

Malika lowered her slim bronze frame into the bathtub filled with warm water and scented oils. She had position herself with her back to the main door as she knew William would want to enter unnoticed. He’d slip into the adjoining shower and rinse himself clean before joining her. The soft candle light and tender love songs playing on her iPod lolled her into a dreamy reverie. Her right hand reached between her thighs and caressed her pussy. Her left hand gently pinched her nipples and...

Anal
3 years ago
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Invitation to a Beach

Chapter 1.When I was in college, I had a friend, Max, who sat next to me in third-year French. We talked a lot, had a lot in common because we were from the same place in New Jersey, although we attended different high schools. He was ok looking, skinny, taller than me with collar length brown hair. Not the sports type; more of a musician/skateboarder. We had fun but never hooked up or went out. At the end of senior year we both had early finals. We were talking how unfortunate it was we were...

4 years ago
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Playing around

I love to watch guys masturbate and when they cum it is so exciting. I have a cam myself now and regularly put on a show. To begin with, I preferred the complete anonymity of a random site for that. It's amazing how easily you can find another man who wants to share a hot wanking session. But now I use a site that you join and have a profile page. Lately if I am going to knock one out, I nearly always go online and make sure some other guy watches me shoot. I don't last very long when...

3 years ago
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Nailing Facebook Friend

Hello everybody, I am a regular reader of ISS and this is my first story so please ignore my mistakes. So first let me describe myself I am a Delhi ite 5’9 feet have a lean body (thanks to all the school sports), have dark brown hair and am 8 inches long. So the story begins in the summer of 2009 when I had cleared my 12 board exams and was completely free after the entrance exams. That was when I spent most of my time on Facebook and I met this girl named Rashi. She was and still is really...

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