That's how it happened... We made a bet with a couple of friends, each one was supposed to seduce an older lady and videotape the fucking as a proof that it was done. The one whose lady was older should have become the winner of our competition.
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Deep down inside everybody has a naughty side just waiting to come out. Most people aren't even aware that it's there. They go about their mundane lifestyles, not looking for change in their lives. Then middle age rolls around and a sense of panic and urgency takes over, plaguing every waking minute. Always wanting something more but not sure what.

This story is about Lee, a man who began to feel that panic about six months before his fortieth birthday. He had always been an average man. Not good looking, but not homely either. He was 5 foot 8, 130 lbs, dark hair and eyes. He had always considered himself an ugly duckling. He had married Lynn at a young age, considering himself lucky that a beautiful woman would want him. He never understood why she didn't find herself a handsome man.

They had a good marriage with two beautiful daughters, a nice house, friends and savings in the bank. They seemed happy until their tenth anniversary passed. Lee thought everything was great until one day his wife told him she wanted a divorce because he was a thoughtless insensitive man. Lee was stunned and devastated. But he did not protest. He simply signed his name on the divorce papers out of love. He did not want to make his wife unhappier.

Unlike most divorces, its did not end with them going their separate ways. Instead Lee and Lynn went into business together. Although a bit unorthodox, the partnership worked out good for a while. Lynn was very bossy and domineering, taking full control of how the business was run. Lee followed all her orders and wishes, not wanting to upset her.

As the years went by, bitterness began to grow inside Lee. Anytime another woman showed interest in him, his ex-wife scared them off with lies that they were still married. He would just sigh and go about his daily duties trying to please her. The loneliness he felt inside depressed him very much. He began to withdraw from his work and family, mentally.

When he had time alone, he would get on the internet looking for people to talk to. At first he really didn't care who he talked to. Just anyone who would listen. Like most of us have found out the hard way, its almost impossible to meet a person you can really get close to online. He did the chat room thing for a while, getting bored with it quickly.

Then Lee looked for something else to do. While surfing one day he came across a naughty story website. The name of it intrigued him. "What a clever name." He thought as he read the word, Literotica. Over the next year he read a new story every few days. After a while it became a must to stop at the Literotica site everyday to see if there were any new stories. He liked the stories in the mature category. Especially the ones about an older woman/younger man theme or visa versa.

One night he was dragging in his tracks, ready to drop into bed at any moment until he decided to read a quick story, hoping it would give him pleasant dreams. He went to the page that had the top scoring stories in each category. One in particular caught his eye, so he began to read it, not realizing that it was quite lengthy until he got to the bottom of the first page. By that time it was to late to stop reading. Something about the way it was worded, pulled him so deep into the story that it seemed like he was living it.

Over the next several hours, he read each and every word of that story. When he was finished, he felt a sense of awe come over him. Not in the habit of sending feedback to any authors, he started to close the window. But he didn't. Instead he clicked the button to send an email to the person who wrote the story.

Feeling rather full of emotion, after reading the romantic story, he was quite open with how the story had made him feel when he wrote that email. He never expected a response, he just wanted to share what he was feeling. He went to bed with a smile on his face that night, the first time in ages he had done so. That night Lee dreamt of happier days, love, romance and sex. The dreams almost seemed real to him. He awoke covered in sweat, his hair matted down, heartbeat racing wildly and a throbbing erection. He took a cold shower, not having the energy to jack-off.

After he got dressed he decided to check his e-mail. He really wasn't expecting anything other than the usual junk mail. His heart seemed to skip a beat when he saw an e-mail from the author he had written the night before. As he began to read it, a feeling of disbelief came over him. The woman that wrote the story that had intrigued him was so much like the characters in her story, that he thought he was seeing things. He read the e-mail twice to make sure he was reading it right.

The way she said things was so different than anyone he had ever known. She seemed so full of energy and life. He immediately replied, wanting to hear more from her. As he began his work that day, he made a point to walk past the computer several times. He nearly tripped over his own feet when he heard the familiar noise, indicating new mail.

Lee smiled when he saw that it was from her. She told him that her real name was Angel and she was 25 years old. She talked quite openly to him, telling him a lot about her life. She seemed to be reaching out to him. He couldn't resist, he wrote back to her, slowly telling her about himself. This went on for about a week, amounting to about ten e-mails a day.

Then they started to chat via instant messenger, along with the e-mails. As time went on, they both agreed that a bond seemed to be growing. It made no sense to either one of them, because they lived 1500 miles apart. During the six months they spent, getting to know each other, Lee's ex-wife began to notice a change in him. She got suspicious, watching him closer to see what he was up to.

Eventually, she began to figure things out. Lee was becoming very friendly with a woman on the internet. She directed her anger at Lee everyday while working, attempting to make him miserable. He began to distance himself even more from her, dreading her very presence at times. He continued talking to Angel, mostly by e-mails at that point. The things she said to him made him feel alive and vibrant. He longed for her touch. Intimacy was something that he missed terribly since his divorce.

When his birthday finally rolled around, many things seemed to go wrong all at once. The business was in financial trouble and his ex-wife was angry with him everyday. Lee couldn't sleep or eat because he was so stressed. He began to withdraw from everyone, including Angel. She noticed and told him that he should take some time off from work.

He knew she was right and decided to go away for a few days. Lynn agreed that he should go, because she thought he was going to their old house in the woods for some quiet time. At first he did plan to go there. He hopped in his truck and headed for the edge of town. A strange feeling came over him as he drove. Before he even realized what he was doing, he had gotten on the highway headed out of state.

His mind kept telling him that he was crazy, but his heart lead him at that point. He knew that he should call first but he didn't. He drove all the way to the mid-west where Angel lived. She had given him her address several months earlier, so he knew that he could find her house with the help of a roadmap. He stopped in the town a few miles from her house, to gather his thoughts. "I must be crazy, I just drove for three days to come see this woman that drives me wild with her e-mails," He told himself.


His hands were covered in sweat when he pulled up in her driveway. He wondered if she would slam the door in his face. She had never even seen his picture. He had made a lot of excuses to get out of sending her one, afraid that he would scare her off. He got out of the truck and began to walk toward the house. A large black dog in the fenced yard began to bark. The front door opened, and he froze in his tracks.

Angel stared at him for what seemed an eternity, then she stepped out onto the porch. She said, "I don't know how, but I knew you were coming, Lee. I kept getting these vibrations that something good was going to happen today." He looked at her in disbelief. "How did she know that I'm not just some stranger who stopped to ask directions?" He wondered. He opened his mouth to speak but nothing came out. She smiled and stepped off the porch, walking through the grass in her bare feet. The sun light made her blonde hair glow, enhancing her dark eyes.

She stopped mere inches from him, close enough that he could feel her body heat. She took his hands in hers, lifting it to her chest, placing it over her heart. She looked up at him and said, "I knew it was you, because I could feel your presence in here." The warmth of her body seemed to move up his arm, enveloping him. His knees suddenly felt weak. He knew he should speak. He managed to say, "I have dreamed about this day so many times." Angel smiled and said, "I know. Let's go in the house."

He followed her into the modest little house, not sure what to expect. It was furnished very nice considering it was in an older neighborhood. She motioned for him to sit down then left the room. When she returned he saw a young girl with her. She was the spitting image of Angel. He knew instantly that it was Rochelle, her daughter who had teased him so many times on instant messenger. Angel said, "Lee, this is my daughter." He watched the mischievous gleam come over the child's face before she spoke. "Hello, Cookie Monster." He laughed at the nickname she had given him on the internet. Then she said, "I'm going out to ride my bike. I will leave you two love birds alone."

After she left, Angel sat down next to him on the couch. She looked as nervous as Lee felt. He said, "Remember that hug you promised me, if we ever met?" She nodded her head and turned to face him. It seemed as if they were moving in slow motion as their bodies joined. They wrapped their arms around each other very tight. Neither of them moved or spoke for the longest time. Then their lips met for a very soft, sensual kiss.

Lee felt as if he had died and gone to heaven as her breasts pressed against him. He never expected to be in the arms of the woman who had given him a reason to live for the past six months. When their lips parted, they stared into each others eyes. "I must be dreaming," Angel whispered. Lee shook his head, no and said, "This is as real as it gets."

They both jumped when the kitchen door suddenly slammed shut. Rochelle walked into the room, giving them a strange look. Angel scooted away from him and looked at her daughter. The little girl said, "Can I spend the night with Grandma and Grandpa? They just pulled up in the driveway and invited me to come over." Angel nodded her head and walked to the front door. She waved at her parents, then yelled out to them, "Rochelle will be there in a minute. She has to pack a bag."

Lee watched in amusement as the girl walked through the house giving each one of her cats a kiss on the head before heading out the door. She said, "See you tomorrow Mom. Bye Cookie Monster."

Angel waited until the car backed out of the driveway before sitting down again. She said, "Wow, We are actually alone now." Lee looked at her for a moment, not wanting to make her to nervous. He said, "Would you like to go out to dinner and a movie?" A surprised look came over her face before she said, "Yes, but I need to take a shower. You can take one first if you want to."

Lee went out to his truck to get a change of clothes. He would rather take a shower with her but didn't dare say so. He turned the shower on and took his dusty clothes off. The cool water felt great on his skin. After being in that truck for three days, he was glad to get those dirty clothes off. He didn't hear the bathroom door open, while he was washing his hair. He had his eyes closed and jumped when he felt Angel slip into the shower with him.

He slowly opened his eyes, letting them roam up and down her body. His breath caught as he took in the sight of her breasts. He felt his cock twitch when it came to life as he slowly lowered his hands to touch her flesh. The feel of her firm breasts against his hands nearly sent him over the edge. It had been well over a year since he had touched a woman like that. He had almost forgotten what a woman's soft warm skin felt like.

His hands caressed her very slowly bringing soft moans from her body. Angel shivered as pleasureful sensations shot throughout her very being. She moved closer to Lee, pressing her torso against him. He gently lifted her chin, tilting her face upward as his lips brushed hers. Their tongues entangled in a deep breathless kiss. She slid her hands down his back, enjoying the feel of his manhood as it pressed against her stomach.

Lee broke the kiss and said, "Let me wash you." Angel closed her eyes, enjoying his every touch as his hands massaged soap into her skin. He worked his way down her body with small circular motions, washing every inch of her petite frame. He spent extra time cleaning her full breasts and shaven cleft. She was panting by the time he poured shampoo in her hair gently rubbing her scalp. She moaned in pleasure while he carefully washed her long hair. The feel of his hands caressing her like that was making a long forgotten desire build inside her. She knew if he kept it up much longer that she would have an orgasm.

Wanting to wait until later to release her built up sexual tension, she pulled away from him and picked up the soap. She began to lather his torso, then worked her way up and down his body, leaving his groin for last. Then she knelt down, and slowly massaged soap along the length of his cock. He groaned at her soft touch. He had to grit his teeth as he fought to remain in control of his muscles.

Angel felt him begin to twitch under his fingertips and encircled her hand around his girth. She squeezed, giving him agony and pleasure at the same time. She did not let up her grip until he relaxed. He felt nervous with her mouth so close to his cock. His ex-wife had bitten him on several occasions, giving him a distaste for any woman giving him oral sex. But Angel knew that, because he had told her during an instant messenger conversation one night.

She stood up, rinsed her body, then gave him a lustful look and slipped out of the shower. His whole body throbbed, aching for release as he let the water pour over him. When he stepped out of the shower Angel was waiting for him with a towel. She had already dried herself, so she began to dry him. Then she took him by the hand and led him to her bedroom.

Lee's mind raced wildly, remembering she had told him that her ex-husband had been a very selfish lover, never giving her pleasure. He decided to give her what he knew she needed. He sat down on the end of the bed, pulling her down onto his lap. She kissed him passionately as he gently rolled her over onto her back. She slid up the bed, laying her head on the pillow.

He leaned over her and started planting kisses on her skin. He began with her feet, slowly working his way up her slender legs. When he reached her nether region, he began to caress her lips with his fingertips. She gradually opened herself up to him. He slipped his tongue into her slit, moving it up to her clit. She gasped as he licked it. He had to tease her for several minutes before it began to swell against his mouth. He gently sucked it into his mouth, careful not to go to fast, knowing that no man had ever done this to her before.

Angel stiffened her body and moaned. He pulled back from her and whispered, "Relax. Let yourself go." He waited until she closed her eyes and relaxed before he resumed his task. He flickered the tip of his tongue against her nub, with gentle butterfly like strokes. She quivered with each touch, as her arousal grew. She was becoming wetter by the minute. Lee slid a finger into her hot pussy. Her muscles clamped down, not allowing him much movement. The tight feel of her pink folds nearly made him cum on himself.

He wiggled his tongue faster, while slowly moving his finger in and out of her tight tunnel. Her breathing became more rapid as his pace increased. She rocked herself against his mouth as an urgency over took her. She cried out repeatedly while he lapped at her. He knew she was close to orgasming when she locked her legs around his head, pulling his face against her. Even though he wasn't getting much air at that point, he never stopped lavishing her with licks until her orgasm subsided.

He slurped up every drop of her juices as she thrashed against him. When he had licked her clean, he slid up her body, to give her a heated kiss. She kissed him back, with a frenzied passion, tasting herself on him which turned her on more. She put her hands on his shoulders and pushed him off of her, onto his back. Then before he could move, she rolled onto him, straddling his hips.

Angel saw him tremble a bit as she lowered her womanhood to his cock. He said, "Be gentle with me. It's been a long time." "It's ok. I haven't had sex in over a year, either," She whispered. He groaned as the tip of his pole penetrated her hotbox. The searing heat and wetness enveloped him like a velvet glove. He thought he would pass out as her pussy tightened around his shaft while she rocked up and down, trying to take in his whole length.

When the head of his cock hit her cervix, he nearly lost his load. She stopped moving, holding him like a vise with her muscles. She looked deep into his eyes until he let out his breath, then she locked her hands with his and began to glide up and down. He moved against her, matching her slow rhythm, never taking his eyes away from her gaze.

There bodies moved in perfect unison, as if they were made for each other. Angel's breasts bounced with each movement, giving Lee even more pleasure. He pulled her closer to him, sucking a nipple into his mouth. She gasped in pleasure as tingling sensations radiated down to her clit. She began to move faster, taking him in deep with each stroke. He knew that he couldn't last much longer when her pussy muscles began to ripple. Not wanting the moment to end, he put his hands on her waist, stopping her from riding him.

He waited until their muscles stopped twitching, then he rolled her over onto her back, without his cock slipping out of her. She wrapped her legs around his ass, pulling his cock deep inside her body. He balanced his upper body on his hands, as he began to rock his pelvis very slowly. He pulled back until just the tip was inside her, then thrust hard back into her. Each time he did this, he grazed her clit, causing her to squeal. She gyrated her hips in rhythm with his strokes, urging him to go faster.

We Lee got close to cumming again, he slowed his rhythm. Angel whimpered in protest, being very close to release herself. He slid his hands under her back and rolled again, then he sat up. They were face to face as she wrapped her legs around his back. Both of them moved very slowly, giving one another what they needed so badly. It was as if the world around them disappeared and time stood still. Their eyes locked as the intimacy of the moment intensified their pleasure. Their hands intertwined again as their orgasms began. Their bodies shook and trembled as the tension and passion released from them. Lee's hot cream, spewed from him like a volcanic eruption while Angel's juices poured out into his lap. Her lips melted against his with a slow kiss that lasted until their muscles stopped quivering.

They collapsed against the bed, laying side by side holding each other. The sounds of their ragged breathing filled the room. Lee wrapped his arms around Angel, holding her very tight against him. Neither of them moved for hours. At some point they dozed off, not waking until the sun started to go down. When Angel opened her eyes, Lee was watching her intently. She smiled, relieved that it all hadn't been a figment of her imagination.
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