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"Damn it, she's single.", thought Gregg. He had been surfing the dating sites, looking for a married woman for three days now, with no luck. How he hated to see that dreaded "S" beside a woman's name. He wanted a married woman to romance and seduce. He'd had seven already in the last three years and he'd found them all on sites that allow you to select "married" in your search for a partner. Matchdoctor was his favorite. So now he sat staring angrily and helplessly at Sheila's profile. She was 35, a few extra pounds with short, reddish brown hair. She liked "indoor sports" "cuddling" and "spoiling her man". All the attributes he looked for in a married woman. He shook his head and clicked to the next profile: Dorothy. 44.

This one was classy. Dressed in a dark blue evening gown and pearls. His heart raced. He scrolled down to her marital status. All his attention galvanized and he stared as the letter appeared: M. Scrolling further down, he saw that she was "just looking for online friends". Gregg knew that that was just code for: "Let's get to know one another first, and if I like you, we'll see." Now, he was really checking her profile out in earnest. She lived in Canterbury, about 40 miles from him. She liked windsurfing, collecting sea shells and whist. She said she was 6 feet, 138 pounds. A brunette. It was hard for him to tell how long her hair was, because she had it up in a pretty, fancy hairdo. Other than her picture and the fact that she was married, two things helped Gregg to sink his teeth into Dorothy's profile; the line "...looking for online gentlemen friends" and the fact that she did not mention her husband once on it. He obviously took good care of Dorothy, though, money-wise at least. Those were the wives Gregg wanted and loved the most: The ones who were smothered in posessions and a nice house and landscaped lawn but were completely neglected emotionally and sexually. The more well-off women were sharp as a tack, too. They always stayed one step ahead of their husbands and usually didn't slip up. Most of the rich husbands didn't even care enough to notice that their wives were having an affair, anyway. They were too busy making money and golfing.

At 32 years of age, Gregg had had married women from age 17 up to 68. (The 68-year-old had offered to leave her husband and marry him, even offering to allow Gregg to continue his online activities). She was almost begging him and proved quite hard to get rid of once he had tired of her and decided to move on. He had been 24 then, and his all night sex had made her as giddy as a schoolgirl. She said she'd die if he left her. In reality, the only thing that died when he left her was his cum inside her mature pussy. She'd had five weeks of sexual heaven. Her husband, a retiree who often left for fishing and hunting conventions, hadn't suspected a thing. He had thought that no young guys were after married, mature women his wife's age. He couldn't have been more wrong. Unlike some guys, Gregg wanted to know all about a woman's husband. In lounges, restaurants, hotels and chalets, he would listen intently as his date would describe her husband and their relationship. Gregg especially loved the photos. He wanted to see the face of the man he was replacing. The man who would be paying to raise Gregg's child if he impregnated his wife.

He e-mailed Dorothy right away, making certain that he appeared polite and professional. To his surprise and delight, he received a response from her the next afternoon. She thanked him for his interest and asked him for a photo. He zoomed one off of him lying on his side on the bed, wearing only a smile and a black thong. Underneath, he daringly wrote, "Can we meet for cappucino?" When Dorothy received it, she didn't know whether to get angry or not. She got up from the computer quickly and walked to the wide bathroom mirror to fidget with her gold earrings. She looked at her face in the mirror, wondering whether she could attract a young, thin, muscular guy like Gregg. She lifted her skirt to look at her violet, satin thong. No one knew she wore a clit clip but her. Not even her husband. Dorothy walked to the computer, intimating a decisiveness. She sat down and was tempted to fire off an angry, defensive response to Gregg because of the revealing photo of him, but considered instead that she was getting no younger and that she and her husband no longer loved eachother. She typed out only, "Make mine a double". Before the week was through, Gregg was watching Dorothy's expensive diamond wedding ring rise and fall as she drank her cappucino. A womans wedding ring captivated Gregg. It was the symbol of his extraordinary erotic victory. He would often kiss it during sex and when they parted after a meeting. Most of all, though, he loved the feeling of it on his back as he ploughed the man's wife, forcing orgasm after luscious orgasm from her helpless and grateful pussy with his 9" cock.

After they met and kissed, Dorothy asked, "Are you married, too, Gregg?" She had already committed to having sex with him if he asked. "Do you really care?" he replied. "No... Not really..." she said with a smile. He watched her from behind as she entered the bistro. She wore a tight purple blouse and a skirt that barely covered her knees, but Gregg could not tell by her body language alone if she was ready to ask about sex. When they sat and he got a good look in her eyes, he got the answer he needed, though. He made sure she saw him checking out her breasts as they sat and talked about their lives. She pretended not to notice or care. After a short moment of silence, she took the initiative. "I lied to you out there, you know..." she stated. "What do you mean?" asked Gregg, amused. "I told you I didn't care if you were married or not." She said, sliding her hand a tiny inch closer to Gregg's. "You mean you wouldn't want to see me again if I was married?" "No." answered Dorothy. "That's not what I mean." She looked piercingly into his eyes and then, looking away, said, "I want you to be married. I like to have someone to compete against." She took a bite of a breadstick and looked down her nose at him, smiling with her eyes.

Gregg felt his cock swell and rear up after hearing that. That was one of the sexiest things that he had heard in a long time. Maybe because it reflected his own feelings. He stood forward at his bench seat, held her head on it's sides with his palms, and kissed her very tenderly and long. After the 17-second kiss, which felt to both of them like an eternity with the intensity of flying past the sun, they parted their lips, both his and her nipples now erect. "I know exactly what you mean." he said, breathless. "I know exactly how you feel." Dorothy then commented, "To take a wife's husband away from her, even for a short while, is the ultimate conquest of her." Gregg gently took and held her hand on the table. "That is exactly how I feel about taking a man's wife!" "Unfortunately, I'm not married, though." he stated, pleading with his eyes. Dorothy didn't lose a beat, even though Gregg was going to be her first tryst in her 16 year marriage. She asked resolutely, "Would you be willing to get married? For me, I mean?" Gregg had barely considered this idea, even in masturbatory fantasies. "How would I do that?" he asked. "Getting married isn't that easy!" "Come on." She said, rising from her seat and grabbing her sunglasses and purse. "I'll explain it all on the way there."

In Dorothy's Lexus, Gregg rolled the passenger window down and asked, "Who is it I'm going to meet?" "It's my sister." replied Dorothy. "She is about your age. You told me you work with art, so you will get along fine. She works with paintings too." She paused, shifted, and said, "I want you to go for it sweetbuns. Take her out for a few drinks and pop the question to her as soon as you want. Ok?" Gregg found himself saying, "Ok", looking down at his date's exposed nylon-covered, married legs. This was going to take some work, being with her, he realized, but that it was going to be fucking intense, too. "I changed my mind." she said, and took a hard right turn. They pulled up at speed into a driveway of a house with a For Sale sign on the lawn. "I told you my husband was realtor..." She said in a sexy tone, smiling at Gregg. "Now I'm going to fuck your brains out." she added, matter-of-factly. They walked with their arms around eachother's waists and Gregg could almost feel Dorothy's leg's trembling, she was so excited. It had been 3 years and 11 months since she'd had sex. She was wondering if she was wet enough for Gregg to enter her. "Today is just a freebie, sweetipie", she said, "...but I want you at least seriously going out with my sister before we do it again. Ok?" "Absolutely." He told her. He was 100% into it. He didn't care whose heart he broke, or how many, and neither did she. It was all part of the fun.

She sat right down on the new berber rug in the den and, taking off her shoes, asked, "Do you want to see a picture of Jen?" "Who's Jen?" asked Gregg, sitting down beside her. "My sister, you lug..! The woman you're going to marry!" She unbuttoned his white dress shirt greedily and clamped onto his chest hair with her teeth. He gave a little scream of pain. She gave a little scream of passion.., and let go. As she lapped and sucked his nipple like a starved woman, he gasped, "Yes. I want to see her picture." "Here. " she said. "I'll lay it here so I can see it while we are having sex. I want to see who I'm conquering. I have a picture of my husband here too. Do you want me to put it down so you can look at it while we have sex?" Gregg almost gave into his normal impulses and said no, but he wanted to at least glance at this man's face. In his eyes. When he would cum deep inside this man's wife minutes from now, sending hot ropes of his D.N.A. into her body forever, he would look at the picture, feeling the man's wife's heels pumping on his buttocks, urging his cock into her as far as he could possibly push it.

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Shore is hard bein Jimmy Bob’s wife. It ain’t the screwin. Hell, Ah luvs that. It’s actin more pure than Ah really is. The second time he took me way inter town tew McDonalds Ah tole him to stop by the loggin road on the way back. That’s a real good place to park yer truck and git in the back and go at it. Binn there plenty of times with plenty of guys. Now Ah got real nice big tits and thets gotten me lots of tention since they sprouted. Ah got real good at titty fucks if’n Ah couldn’t...

3 years ago
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Dereliction

Well in my previous job I was the hatchet bitch, I thought originally when I took on the role thought that I would be more of a guidance coach in giving Managers and hoteliers advice to improve their profits.As time rolled on I realised my reports were being used to axe jobs! Julian the slime ball Financial Auditor was the hatchet man!Well the story starts in Chorlton cum-hardy a suburb of Manchester, quite trendy,well I had wielded my cleaver and several guys in the catering staff were being...

3 years ago
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Horny Loving BrotherChapter 11

Dannie let the needles of cold water hit her sensitive chest and shivered at the pleasure that shot down her spine as she let the stream wash away the lather from her shampoo. She'd hoped that there would be some hot water in the shower if she showed up before anyone else but she'd soon realized that there wasn't that much difference between an early shower and a later shower. As Dannie continued to hold her breasts under the cold stream from the showerhead she let her hands drop down to...

2 years ago
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Taffeta Torment

THEY were the worst of enemies - but before long she would ensure they were the best of friends. On her terms. Night after night, the banging upstairs of riotous parties seldom ceased. Having just turned 50 years of age, Joyce only needed a few hours sleep these days before she began a day's work on the perfume counter at Farmers, the city's most affluent department store. But since John, a 19-year-old student, had moved into the maisonette flat above two weeks ago, she felt more and...

1 year ago
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Fours a Crowd

Copyright© 2003 by Carlos Malenkov We were making love maybe twice a month. "The problem," Joanne had once said to me, "is that you're just too damn unimaginative. Has it ever occurred to you that there might be more to lovemaking than just kissing my breasts and climbing on top?" After living together for a year, the relationship was spiraling down into the doldrums. Jo wasn't even my type physically -- I like 'em big, blonde, and curvy -- and she's a petite brunette. We didn't...

1 year ago
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Why Not

Why not, at 72, I still have the sexual urges of a forty year old? However, nowadays, sex was a boring affair with 'Rosy palm and her stubby little brother.' Although I came hard, I desired the touch of a woman. One who would not only rock my world, but would be my be my friend and fuck buddy. I thought long and hard and decided I wasn't going online to find one. Guess you could call me old-fashioned. I put on my swim trunks, grabbed a beer, and went outside to sit in the lounge chair by...

2 years ago
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Orchard Flower Version BravoChapter 12

The rest of the afternoon was spent much as in any family gathering where a stranger is present. There was a mixture of politely asking the stranger questions about himself, his family and so on, and pretending to accept him into the family while waiting on him at the same time. Nobody else in the family was getting waited on, which is what made it seem a little off kilter somehow. And Zack didn't expect to be waited on, which meant he offered to do things. When it came time to get supper...

2 years ago
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Daze in the ValleyChapter 94

Mary sat looking at the group in front her. She was starting to feel embarrassment about how she had acted. She had considered leaving Subarctic only a moment after she hung up the phone from talking to Celina. "The patent has been given expedited preliminary investigation," Mary said after a sigh. "That means we'll – I'll – have to defend it in the coming months. We can market it now as 'patent pending.' But there is more. As soon as the patent was taken under consideration, a...

1 year ago
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NaughtyBlog Cuckold

Being a lover of porn for years now, not because I make money by reviewing porn but also because I'm a chronic wanker, and thus I am profound when it comes to pornsites and the shit they provide. What do you mean, Porndude? The thing is, I have come across my fair share of fucked up, low-effort sites that not even a 50-year-old virgin can fap you. Do you get what I'm saying motherfuckers? I am talking about sites that can lead you to hell rather than climax – spam and ad-filled sites that can...

Cuckold Porn Sites
4 years ago
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  • 11
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Interesting TimesChapter 11

The day starts as most Sundays do now. Around ten thirty things change when two people walk in to speak with Matt. He recognises the faces but he can’t remember where from until the first introduces herself as his local state member of parliament and the man as the member for one of the Sydney electorates who’s also the current party leader for the government; the party leader isn’t always the premier because it’s more of a party management position. They’ve a short talk about how happy the...

3 years ago
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I Was FramedChapter 3

My Angela's sister was eighteen years old and she was stacked right up to her long flowing black hair that must have come all the way down to the top of her ass. I knew Angela wouldn't take too kindly to me introducing her sister to the ways of depraved gringos, so I tried to set her up with a couple of young guys with lots of salami inside their designer jeans just waiting to be buried in tender young pussy. The younger sister shook her pretty caboose at me and stamped her foot on the...

4 years ago
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Moms Special Offer 1

"When were you planning to tell me about these?" Lauren asked her son when he came home from school.On the dining room table were different forms and brochures for college students looking to study abroad."I can't believe you've been looking through my stuff again," Tom replied angrily.She sighed, "Tom, you know how much effort I've put in keeping our family together since your father passed away. Your grandparents and aunts and uncles all say that they want to see your more often. They...

1 year ago
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Lord Hort Part 4

Hello to all of you out there in internetland. This will likely be the last piece I will ever psot to Fictionmania. To be honest the admins don't answer my e-mails excpet once where they did so with as short a message as was humanly possible to get thier message across, so I'm moving to a different location. When I post any new parts of the story it will now be at the Yahoo! group I have created for that purpose. This will also allow me to respond to comments and criticism from...

2 years ago
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First Cuckold Experience With Delhi Couple

I have had this fantasy for many years… My email is … Always willing to chat up with straightforward broadminded people. I am from Kerala and have an average build of 5 feet 8 and 73 kgs and am a mature 40 plus. This threesome fantasy has been one I have been nurturing for a few years now. I used to look up social media and other sites on cuckold. Having watched quite a bit of cuckold porn.. It was a burning desire. Then this Delhi connection came up and I began to talk to him. He is 43 and...

3 years ago
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The Naiads Chapter Three

"The Naiads of Thessaly Springs" is the story of Wendell Connors, a recently divorced man of middle age, who has taken residence at an apartment complex. His neighbors, he soon finds, are a trio of beautiful college girls who love throwing parties. In chapter one, Wendell met Ashley, the exuberant blonde of the trio, and quickly developed an attraction to her after she tripped and fell into his arms when her heel broke. Wendell offered to repair the heel and have it ready for her the following...

4 years ago
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stranger sex

The Summer night was really warm Emma left the veranda doors slid wide open to let as much cool air in as possible.She had changed her clothes after this night out with her work colleges; and felt comfortable in just a thin cotton Tee shirt and her panties.As she savoured the night air and relaxed with a drink she mentally decried to masturbate before bed her panties were wet at the crotch and her clit had tingled more than once that night.She went through the veranda doors into her bedroom...

2 years ago
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My hungry relative

Hi this is Ashok again with a true experience with my wife’s sister in Law. I am new to this site and have liked it so I am sharing my true sexual experiences. I am not writing anything as fiction. I have great sex drive and an abnormally big dick. My size was big since my childhood and my first sexual experience was with my neighbor aunty and she exploited me sexually for 4 years and that’s the reason I developed a strong sex drive and have had many sexual encounters. Now am married and live...

Incest
3 years ago
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My introduction and first real meet

Well to start off, I’m 6’, good looking, masculine and athletic, 40yoa. I’m very much opened minded and I use to dress some few years ago. I got married and it pretty much had to stay a secret. When I did dress, I dressed fully and was quite passable. It was a shame I had to get rid of all the sexy lingerie, heels, stockings, make-up and wigs. Yeah I threw a lot of stuff away knowing if I got caught it was over but now I don’t have that worry anymore. Thank goodness that relationship ended, but...

3 years ago
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when i found out i was bi

I have always liked both genders. When i was about 11 i noticed i got turned on by the same sex. The first time i decited to experament was this year on new years. I met a girl named taylor she was so beautiful with blond hair and her bra size was D 36and she was going to sleep over like most people do and we were watching a scary movie and she leaned in and kissed me and i layed back on my bed and we began to full out makeout and both got naked and i got ontop of her gentally kissing her as...

1 year ago
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NearHentai

Near Hentai! We all have our favorite types of hentai. Of course, you could be one of those mega-weebs that only fap to hot hentai content hand-drawn by horny Japanese artists. And well, if that’s the case, this will not be a site for you. You elitist cucks likely wouldn’t even call the shit I have for you today, hentai. It’s more of a Western toon style that’s been gaining popularity lately. Still, if you’re at all a fan of kinky R34 action, you’ll love this website. You’ll be jerking your...

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