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Copyright© 2003 by Carlos Malenkov

"Because you're the man and I'm the woman. That's why I'll never, never strap on one of those sick dildo contraptions. The very idea of it makes me sick. You make me sick."

And that was the end of that. Asking Jennifer to fulfill a fantasy had turned to be a major mistake. And they had been talking about setting up housekeeping together, too. Ah well, maybe it was for the best.

George figured he'd better clear up any misconceptions right from the start before beginning a new relationship. He placed a personal ad.

Dreamest thou perchance of fondling a man's posterior?
Ever entertained
the deliciously secret fantasy
of penetrating into forbidden recesses
of sweet hidden Mystery?
In me find fulfillment
of deepest, darkest desires.

Replies began trickling in. One of the more bizarre ones was from a woman who claimed to have been born in the wrong gender. Well, why not give it a shot? At the very least it would be entertaining...

Miranda was the most physically imposing woman he had ever seen. Six feet tall and well-muscled -- the result of years of body building, she said. They met, at his suggestion, in front of a popular restaurant, and she greeted him with an enthusiastic hug. So enthusiastic, in fact, that she lifted him a foot off the ground and nearly cracked a couple of his ribs.

"Good to see ya finally, Georgie. Gotta love a fella who wants to experience the bottom side. Oh, did I embarrass you? You're actually blushing."

"Well, Miran-"

"Call me 'Randa.' I despise the full version. Makes me sound so frilly-feminine. And, you betcha, I'm anything but that."

"Randa, I'm pleased to make your acquaintance."

"Acquaintance, huh? If I have my way, and you'd better believe I will, we'll be much better acquainted before long."

She was right.

Two hours later they were in her apartment. In bed.

She had all the requisite female equipment, all right. He'd had ample opportunity to study it in exquisite detail while deep-tonguing it according to her detailed instructions. It was just that she was bigger and taller than he was. And stronger. By maybe a factor of three.

"Now we get down and dirty," she was saying. Buckled around her hips was a wickedly gleaming chrome chain-link harness and protruding from its frontal accessory bay was... was the biggest dildo he had ever seen. Seen, hell, the biggest he had ever imagined.

"To answer your unspoken question, Georgie, it's fully twelve inches long. And two and a half inches wide. A person could mistake it for a footlong hotdog in a different context. Only this hotdog will be sliding straight into your hot buns. All the way in."

She was squeezing something out of a tube onto the dildo.

"I sure hope that's not mustard," George managed to croak.

"It's lube, silly boy. Get on your hands and knees. And hop to it!"

"You know, a hotdog just doesn't hit the spot without the right condiments."

"Shut the fuck up and spread your legs."

The hotdog was beginning to hit his spot as she adjusted her aim. His rear entrance dilated and stretched wide as the dildo pushed into him. Now she was pressing past the rings of muscle guarding the entrance to his guts -- his innermost self. All his defenses were down and she was pounding into his tunnel.

Her metal-harnessed thighs jingled as they whacked against his buttocks. She joyously plunged the entire silicone rod into him, all the way up to its base. He felt its tip impacting the far wall of his rectum, but the sheer sensual pleasure of fullness and sliding friction overwhelmed any momentary twinges of discomfort. Her powerful hands steadied his hips to lock him in place as he absorbed her deep thrusts.

Once more she cried out in what must have been yet another eruption of pleasure. The towel beneath him was sopping wet with sweat and semen. His hole was getting abraded, but she didn't seem to be tiring. How long had his captive ass been hosting her dildo? Half an hour? At least.

"Randa, please, let's take a break. You're wearing me out. Let me catch my breath at least."

"Hush, little one. Just a few minutes more. Lower yourself down on your belly now. Carefully -- I don't want to slip out of you. I'm gonna lie flat on you with my full weight, my front on your back, and my cock all the way up your ass. I'm gonna press you flat and penetrate you far up past the gut line. I'm gonna fuck you like you've never been fucked. I'm gonna stretch your asshole to twice its normal size. I own your ass. Not to mention that I own the rest of you, too."

She let him up a short time later. The absence of her weight pinning him down gave him mixed feelings of relief and regret. His flesh remembered the feel of her sweaty breasts squashing down into his back, and the hard metal harness grinding deeply into his buttocks, imprinting a repeating pattern of diamonds onto his naked cheeks.

Damn, his ass was sore. On fire, it felt like. He had just gotten off the pot after a painful bout of diarrhea. His bowels hadn't shown much appreciation for the churning they'd been subjected to. It was way past time to head home.

He aimed a quick kiss in her direction and thanked her for a wonderful evening as he walked toward the clothes closet. She pulled him into a tight embrace and drove her tongue into his mouth. How very nice of her to give him an affectionate sendoff.

"How 'bout a little quickie before you wander off into that cold, cold night, Georgie?"

No amount of pleading availed him, and his weary, worn out ass had to endure yet another assault before she let it... and the rest of him escape out into the night.

There was a knock at the door. What? It was 6:30 a.m. the following Sunday, and he sure as hell wasn't expecting visitors. Still in his undershirt and boxer shorts, he pulled open the door a crack to look. She pushed it the rest of the way open and marched right in.

"Good morning, my sweet. All dressed up for action, I see."

"Ah, Randa -- "

"No arguments, darling. Shuck off the underwear and bend over."

This time she used a hi-tech dildo with an external fluid reservoir. At random intervals she squeezed its bladder to inject gushes of warm water far up into his intestine. This simulated how a man's cock would ejaculate, and it rather felt like it, he supposed, but the pressurized squirts of pseudo-come were having the same effect as an enema. He quickly disengaged himself from the impaling shaft and dashed to the toilet, where his cramping bowels painfully emptied themselves in noisy and smelly eruptions. When he returned she insisted on continuing where she had left off. This had turned into a ritual of domination and humiliation.

"Bye, Georgie. 'Til next time."

He double-locked the door and staggered back into bed.

Randa pursued him relentlessly. She kept a spare strapon in her purse, and whenever the urge came upon her, she'd pull him into the bushes or a vacant stall in the nearest public restroom to bend him over and do his ass right then and there. The risk of discovery only seemed to excite her more. It got so George had to hide out from her to give his sore, aching butt a rest.

The last straw was when she insisted on dressing him up in a bra and black lace stockings with garters, so she could "feel more like a man taking a woman." Now that was too effin' much. She wanted to make him into a sex toy, a object to gratify her lust with, a receptacle for the silicone penis she should have been born with. No way.

He let her have one final bang "for old times' sake," and even that ended in tearful, screaming recriminations. She just couldn't get used to the idea that he wasn't her property, or more precisely, that his ass wasn't her property.

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I’m a happily married 52 year old white male. To give you a better picture of me, I’m 6ft, 195 lbs, short red hair, smooth body, 5 1/2 inch cut cock, decent shape.My curiosity to receive a spanking grew more and more. I was wanting to be spanked by an older man. Not a severe spanking, but one that would leave my ass red. And to have a feeling of shame, embarrassment, guilt and being exposed to another man, a complete stranger, in such a naughty way.I signed up to a gay spanking fetish website,...

3 years ago
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Waterfall KeepChapter 5

I sat on his bed and took his hand. We made the jump to the corridor just outside of the shielded apartment where we landed sitting on the floor. I took off my belt and whistle and helped my father to carry Lord Bushton into the bedroom and lay him on the bed. Several maids and the Keep doctor were waiting there to receive him. They made him as comfortable as possible, and Father left six guards there to make sure of Lord Bushton's safety. We went back to Father's office, and I told him of...

2 years ago
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Conspriracy At The Office

CONSPIRACY AT THE OFFICE by Alexis Santiago My wife and I own a Travel Agency in South Florida. Business has been good -- so good in fact that my wife, Linda, stopped working at the office about one year ago. I have six gorgeous women in my employ and used to spend the better part of my day fantasizing about them. My fantasies were not about having a sexual affair, but centered on being projected into their image as women. I didn't just want to wear their clothes, I...

1 year ago
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Professor Prick 11

Three Deaths and a Funeral Eddie returned home for the Xmas and New Year holidays and we spent a lot of time together me visiting his parents and him with my mother and Robert. I was also able to introduce him to a few of my new found friends from college going out for drinks and meals as foursomes and doing all the normal things that couples would do. All in all the festive season and the dawn of the new year went well and it was with great sorrow that the two of us parted again as...

4 years ago
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Maid Joannas New Nipple Rings

Maid Joanna's New Nipple Rings By Joanna Maguire My Mistress had attached nipple rings to my breasts routinely as part of my daily punishment many times over the years I have served as maid Joanna. After my last punishment, where I had received only 30 lashes. I was told I must leave the nipple clamps on until I was told to take them off. Three days later I was still wearing the clamps. It had been indeed painful wearing the nipple clamps for that first day. That night I...

2 years ago
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The Chronicles Of Sonali 8211 Part 11 Sonali8217s First Blowjob In Theater

I was not sure what plans my son had for me. He told me to dress sexy and that he wanted to go shopping with me in the afternoon in some mall. For a change, we showered in separate bathrooms. I put on my jeans and a figure-hugging t-shirt. While he was getting dressed up, I called Vineeta, hoping that she would not be engaged in fucking her son. She received my call and asked me in a very naughty tone, “Hi Sonali, what’s keeping you so busy?” I blurted out, “Vini, I have done it!” “Wow, good...

Incest
3 years ago
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My Crazy Dream The Model Railroader

One day, I was building my train layout when a knock came on my door. I opened the door when all of a sudden my jaw dropped to the floor! "Hello" she said, "I was on my way to a photo shoot when my tire on my car exploded and my cell phone died! Can you help me?" I responded, "Sure, you can use my phone! Wait a minute, you look familiar!" I let her in to my place, she picked up the phone, called who she wanted to call for help, then her face became sad as she hung up the phone, I asked her if...

3 years ago
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Wife get Even

We had moved away to California in our early 20's and Luke had settled into a steady job for a national company, getting fairly regular promotions, but nothing for a year or two and he was starting to get frustrated about this. Anyway, about a year ago Luke came home one night and said we had been invited by his MD, Chris to a home warming party at his new house to celebrate his recent divorce from his fifth wife! I had met Chris many times before and he had even been to a swimming party at our...

2 years ago
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A Knock At The DoorChapter 20

The next morning Tim awoke first. He was groggy and it took a minute to get his bearings and realize he was not in his own bed, nor in his own house. He looked over and saw Janie sleeping soundly next to him. The covers were kicked off and he saw an arm around Janie. Of course, it was Joel's arm. Janie lay on her side, facing Tim, with Joel spooned behind her. Tim gazed at Janie's pretty face as she slept. All of the events of the previous night came back to him. He grinned as he thought...

2 years ago
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A Bride For The Family 3

PART 3A Bride For The Whole Family by James Elliott (c) 1991Chapter 7 Diana rolled over in the bed. Her long, graceful arms reached out to hold her husband. But only found emptiness on his side of the bed.She pushed her sleep-laden eyes open and stared beside her. Michael's side had been slept in, but it was empty now. She quickly glanced around the room. Her husband was gone."Hrmph!" she snorted out loud. "Not much of a way to treat your bride on the second night of your marriage!"Then she...

2 years ago
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Emilys secret

Emily grew up with a rich family she was spoiled by both her parents, as she was spoiled by money, love and greed. She made very few friends cause of this as it was really hard for her to connect with someone outside off her family of corse. On the other hand her sister grew up to become popular, more popular then her as her sister had even challenged her at times. Emily became spoiled, as her sister become popular it was a rivalry between both of them. Emily however has a hidden secret that no...

2 years ago
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Arlene and JeffChapter 112

The scene shifted an instant before Jeff asked the AI to show the helipad. On the screen, an Escalade, driven by Arlene, stopped well back until the helicopter settled and its rotors had stopped. Reed and his wife exited the copter, then assisted the Wade family in getting out. Arlene drove her vehicle nearer the helicopter, stopped, got out and opened the doors of the Escalade. Jeff Watched as Wade, carrying a large bouquet of flowers, obviously introduced his family, then Arlene ushered...

3 years ago
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BondingChapter 5 In a tent together

Slowly and carefully Bob and Charley made their way along the narrow path. The diffused light of the mist made it very difficult to see the track in places but by constantly checking compass direction and the GPS they knew within a little where they were. 5:00 Charley noted her watch. "Bob, were not going to make the hut tonight are we?" "I doubt it. I've been thinking. If we carry on for another mile around the bend in the valley we'll come to Tor Crags where they do a lot of climbing....

1 year ago
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My Name Is EdChapter 5

The first evening, I stopped on the drive home to buy us all pizza. Linda’s mother was paying me too much to be honest. So I sprang for dinner two medium Pizzas and the extras, from Domino’s Pizza. I called ahead on the cell phone to order them in advance. Before I pulled into the parking lot for the pick up, I determined that no one was following me. I also made sure Linda had the canned air horn, just in case Barry showed up. Megan of course knew nothing of our plans. When Megan asked, I...

3 years ago
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B5 Chapter 9 Two New Milkers Jordans First

Chapter 9: Two New Milkers - Jordan's First MilkingAfter everyone had filed out of the main auditorium, when Jeanne and Barocca had left, Jordan found herself without a set agenda, and without any specific instructions. She knew that very soon, she'd be called upon for all sorts of things for the good of the Island, but for the moment, no one was here to tell her anything. Everyone else had a place to be, and things to do. After she had lunch in the cafeteria, Jordan wandered though the...

2 years ago
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MrsA is the glory hole

Mrs. A was flirting with a friend online when he told her about a new style of glory hole. She would not share any details with me but assure me I would love it. Saturday night she put on her favorite little black dress a pair of heels and we headed downtown. She was rubbing my cock as I drove to the address she gave me. We pulled around back and found a full parking lot. I managed to park near the back as she squirmed with excitement. She sent her friend a text and we waited for a reply. She...

3 years ago
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Leslie in Petticoats

Leslie in Petticoats by Jenny Leeds For Nan Gilbert, with heartfelt appreciation of her pioneering effort. Chapter 1 Mrs. Chard and Mrs. Argentina got along famously from the first time they met. Both ladies were divorced; both bitter about their former husbands; both in their early thirties; both with thirteen-year-old sons. They had each inherited more than enough riches to remain idle and indulge themselves in their discontent. They were tall, elegant women....

2 years ago
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BitchChapter 2

Once I was back home, I went to my computer and made copies of the DVD the store manager had made for me. But I still didn’t know how to react. I knew that I should have let him call the police. Heck, I should have called the police myself - the bitch had tried to frame me. Why didn’t I? Finally the rage was so strong that I couldn’t do anything but go to her. I didn’t know what I would do once she stood in front of me. I just didn’t know, but I wasn’t in the right mindset for planning or...

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