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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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"Road Trip" The semi-truck was new, Ned had picked it up and was driving it back to his business, one of the several companies he owned but didn't actually work at, he liked to drive now and then and was mostly looking in on business. Timmy had gotten out of his old apartment and was waiting in front office as Ned pulled into the complex. Timmy had packed a couple bags but he wouldn't be needing much with this new move and new lifestyle. It took a bit of conversation but Ned had him...

4 years ago
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The Towns SlaveChapter 5 Mrs Wilson

When we got home MASTER took me to the dungeon and shackled me to the wall. "Now mom you've been such a good slut today I'm going to give you one of those easy whippings you love so much and then I'm going to fuck your cunt. Then your ass hole and then you are going to suck my cock before you go to bed." And he did exactly that. The whipping was nothing like he'd done before and I actually loved it. When he quite I wanted more but he refused. Then he drove himself into me from the...

2 years ago
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The ProfessorChapter 16 Pool party Nude pizza delivery Deb Startling revelation

Ash and Christy got out of the pool and I couldn’t help but follow the beautiful naked bodies with my eyes. God, they were such sexpots, and for the most part they didn’t even know it. Moreover, as I ogled Christy, I could swear that she’d become more shapely and busty than when I first became familiar with her body six months earlier. I think she was developing before my very eyes. There were new curves there and I thought her breasts were more defined. The two of them got towels, dried off,...

4 years ago
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After Hours Cocktale

It was late at night as usual when she was closing the bar up. Savana looked around at the mess the patrons had left behind, and exhaled a big sigh. Sav, as most called her, leaned back on the bar in between two stools. She let her head fall back onto the bar as she rested a minute, gathering her thoughts on what to tackle first. Her long lean legs stretched out beyond the stools, moving one foot in a circular motion and then the other. Somehow she felt as though she had been on her feet for...

Straight Sex
3 years ago
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Pizza Hut

I work the morning shift and open up the place. It is my job to make sure there is enough dough from the freezer to the walk-in cooler for the following day, and then to take the dough already thawed and begin making crusts. I worked on the job the job for months with nary a sexual thought. One Monday morning in April I awoke to my alarm as usual and felt a bit keen on rubbing off before jumping into the shower. I regularly passed up my chance at coffee and reading the morning paper when...

4 years ago
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Monika Aunty Summer Vacation

Hi, friends, it’s Deepak from trichy, just I am going to share my real sex story with my aunty monika which took place last year. Just now I finished my school studies. So I was very poor in english but sure my real sex story will make you hard. Last year I finished my 12th std and I went to chennai to spend summer vacation. My bad or good luck my grandpa and grandma went to dubai to meet another uncle. So only uncle and aunty were home. My full-time pass is my cute little cousin boy manoj just...

Incest
3 years ago
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Chastity In Panties

CHASTITY IN PANTIES by Throne My wife Rosy loves me but she can be soooo wicked. Even before we got married she figured out that I love to be feminized. Smart gal. We dated for several months but, once she put me into panties, made me sashay around her bedroom, and then put me into the role of her sex slave, I was hooked. Not that I didn't love her in other ways, but that was the clincher. Anyway, we got married, with me wearing a mesh body stocking under my rented tux. The...

3 years ago
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My First Interracial Encounter

I had been having gay sex encounters since 16 but always with other white partners mainly because of either where I lived and worked but that changed when I got to Berkeley to go to college at 20. I lived close to the campus and walked to class in the morning and within the first week, noticed magazine racks no the street corners with one geared for the LGBT community. I grabbed one on the way back from class one day and thumbed through it as I relaxed at home. In the back were personal ads...

4 years ago
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The Three Signs Book 1 CathyChapter 34 Farewells

I pulled up in the driveway of Jenny’s place, and knocked on the front door. Jenny answered; pulled me inside, wrapped her arms around me, and kissed me deeply, even before I had a chance to put my stuff down. When she finally released me, I asked her where I could hang up my clothes for the evening, and she led me down the hallway to her room. Hannah was waiting there; she was just wearing a long white tee shirt, sitting on the double bed with her legs curled up underneath her. “So, how...

3 years ago
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Christmas bonus

This is a true story that happened just before last Christmas:My Hubby and I had managed our work Christmas meals out so they happened on the same night. But we had picked restaurants at opposite ends of the same town. We both got dressed up, me in a short skirt and a tight low cut white top with a pair of patterned tights and him in a nice pair of thin trousers and a loose fitting shirt. We kissed each other goodbye and went our separate ways.My office is a mixed bunch of fairly average...

3 years ago
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The Drive Home

I had spent a week out of town and was flying home that evening. My wife, who is 5’4” y’all about 130 lbs, perky tits and a nicely shaped ass, also she’s a natural redhead. It had been a week since we’ve been together and we had some hot phone conversations within that week. I have to say that my cock stayed hard the entire 2 hour flight home, just thinking of her. When she picked me up at the airport, she jumped out of the drivers seat and my jaw dropped as my 8” cock strained to get out. She...

2 years ago
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Sallys First Gangbang

It's after 5pm when I call home and tell mom that I'm pulling another shift. Megan called in. I tell mom to tell Scotty and Sally to bring me some dinner. Kelli gave me the keys to lock up, she said she had a hot date and needed to go home to clean up. I smiled and winked at her, then told her to be good and to behave herself.Scotty and Sally walked in a couple hours later. There were a few people in the shop, browsing, looking at the porn. Scotty gave me a kiss and my plate of food. ...

4 years ago
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Keeping lookout while Niki had a pee

I had been for a drink after work down the local pub from where I worked. There was a few of us there, and it had been a long week. We all had been working hard in the office, and just needed to chill out a little. At the end of the night, I said my goodbyes, and said that I needed to get home.One of the women I worked with, Niki, asked that if I was walking, could she walk with me. She didn’t live that far from me, and needed to clear her head a little. She had drunk a little too many glasses...

4 years ago
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step daughters help1

I had been working for about ten years at the same job. I was on my wat to work. When a car blew threw a stop sign hitting my car sideways breaking both my legs. So my wife had to go back to work. I was trying my best to do for myself while she was at work. It wasn't working out very well. We couldn't afford a nurse to come in to help me. So Brittany desided at her moms request to take time off from school to help me around the house. It started off simple enough. She would help me...

4 years ago
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Confessions of a serial swinger Origins of a sex

The further you go from the beginning the closer you come back to it. That truth seems to be guiding me now. Things have come full circle as I follow a path of serendipity through this maze of ugliness and greed before me. Providence tells me it leads the way to you...exert 3-28-12 from JOURNAL******************************************************************************** "ORIGINS OF A SEX ADDICT" chp. IMy memory dims as I...

2 years ago
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GirlsWay Emily Willis Ember Snow Reverse The Curse

A few days later, Ember Snow and Emily Willis have still not figured out the riddle when they meet up with each other. After chatting about the different things they’ve done as each other over the course of the last few days, they begrudgingly apologize to each other for how much fighting they’ve done, adding that there’s no time for any more petty squabbles. Valedictorian is being chosen tomorrow so they NEED to figure out how to reverse the swap NOW. Realizing that this is...

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