Married man (closed for Alice2015)

DarelHute

Literotica Guru
Joined
Aug 19, 2007
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OOC:
http://38.media.tumblr.com/tumblr_m2nbgpRqp61r04ozqo2_500.jpg
Tom Crawford
Age: 39
Ethnicity: Scottish
Look: Tall, brown hair, blue eyes, athletic
Occupation: CEO of his own IT company
Married to Diane

IC:

Tom had a full day of meetings, working hard to finalize details of a major government contract which could set his company on an unprecedented ascent into financial bliss. The government was difficult to deal with however, given all the personal checks he and his employees had to submit to.

He came back to his hotel and made his way into the hotel bar, both tired and happy for a very successful day. Before coming down to the bar he made sure he called his wife Diane to let her know the big meeting was very good, and he was very happy with the outcome. He was sorry Diane wasn't there to celebrate, as success always made him horny.

He sat down in a corner booth and ordered a single malt, lounging in the comfortable seat and smiling to himself.
 
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Kathleen "Kitty" Lee
22 years old
5 Feet 6 Inches, 122lbs
30C-23-33
Olive Green Eyes
Brunette-Black Hair

Kitty was sitting in a small booth in the bar's deepest, darkest corner. From here, Kitty had a clear view of the front entrance and everyone who entered. Despite taking an interest in each newly arriving patron, her attention always returned to the bartender, Jeff. She watched as he took his customers' orders, delivered their drinks, and then opened a tab for them that would be billed back to their room.

A tall, handsome gentleman entered alone and took a booth kitty corner to Kitty. The dark haired beauty studied him for a moment, then let her attention again follow Jeff. Kitty watched as he tapped the man's information into the computer behind the bar. Then, unbeknownst to Single Malt Man, Jeff's work at the computer continued. Using passwords he shouldn't have had at sites he couldn't legally access, as well as Google searches that any Joe Blow could employ, Jeff soon had the man's address, place of employment, credit history, and more, including the names and ages of the man's immediate family members.

Kitty saw Jeff look to her with a meaningful expression and a slight nod. She took a final sip of her drink, stood, and made her way through the tables toward the man. She wore a lacy blouse that fit well around her full bosom, and a pencil skirt and four inch heels that emphasized her long legs and pear shaped ass as she walked. Throughout the lounge, other men -- and even some of the women -- took a moment to ogle the figure she showed off with such confidence.

She slowed her approach to the man until she saw his gaze rise and settle upon her. She gave him just a slight smile, continuing to his booth and, without asking, sat across from him. As she did, Jeff set before them one each of their chosen poisons After the bartender left, Kitty said with a suggestive tone, "I could use some company. How about you?"
 
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Tom was lost in his thoughts as he made himself comfortable. It had been a very long day, and he was really enjoying the subdued hum and the low lights in the place. He smiled to himself and sighed deeply.

His eyes rose just in time to see a tall brunette stunner that walked confidently straight towards him. For a second he furrowed his brow, wondering if he knew her, or if she was really heading his way. His eye brows rose in surprise as she sat opposite him.

"I could use some company. How about you?" she asked confidently.

He smiled widely at the unexpected surprise.

"Well... How could I possibly refuse? I would love some company!" he said and smiled, nodding to the bartender as he served them their drinks. "Here on business?" he asked her, struggling to keep his eyes on hers and avoid her cleavage.
 
The man asked, "Here on business?"

Kitty's smile widened, then she chuckled lightly. "Business...? No. Not business. Strictly pleasure. Are you interested I pleasure?"

The tone of her voice and the way her gaze shifted from his eyes to his lips to his torso and back were conspicuously suggestive. She'd run into misunderstandings in the past when she'd been so forward with men in a bar, so to dissuade him of any doubts he might have as to whether or not she was a prostitute, she reassured him, "I'm not a professional. I'm better than one ... because I enjoy what I do. Care to find out?"
 
Tom had to try really hard to prevent his mouth from dropping open. He certainly couldn't believe what he was hearing. Her answer baffled him: "Business...? No. Not business. Strictly pleasure. Are you interested I pleasure?"

He looked at her with a slight smile, not sure how to take it, but then she added: "I'm not a professional. I'm better than one ... because I enjoy what I do. Care to find out?"

He took a deep breath.

"Wow. That was unexpected..." he said with a wider smile. "And very direct, which I like. Down to business, even if we are talking about pleasure..."

He leaned over the table, intrigued, his mouth dry and head spinning.

"What exactly did you have in mind?" he asked.
 
Kitty answered him by slipping her right foot out of her high heel and lifting it up between his thighs. She pressed it forward until the sole of her foot was in his crotch, beginning to move about in an attempt to ensure he got his answer.

"You have a room upstairs I presume?"
 
Tom's eyes widened as he felt her foot rubbing against his growing erection. He felt his blood rushing to his face as he rushed to answer:

"Yes... yes, of course I have a room..."

Her relentless movements made his heart pound as he steadied himself.

"Would you like to see it?... The room, I mean..." he asked.
 
Again Kitty answered with action, scooting out of the booth and smoothing her pencil skirt down her shapely hips and thighs as she simply smiled knowingly to him.
 
Tom hesitated for one second, and then he also got up and lead her to the lobby. He called the elevator and walked in after her, pressing the button for his floor.

He turned to her and smiled.

"I can't believe how gorgeous you are! You sure you want this? You're so young..." he said to her.
 
Kitty turned and began closing on Tom slowly as she said, "Age is just a number."

She pressed her body against his, then rose on her toes of her heels just a bit, until their faces were level. She whispered, "My experience is that age brings experience."

She pressed her mouth to his in a soft kiss. Then, her lips parted and her tongue reached out ever so slowly to tempt his own for just a brief but very erotic moment. As she pulled back -- mouth, face, then body -- and stepped away to the other side of the elevator again, as if nothing had happened between them, she asked, "Do you think you have enough experience for me?"
 
Feeling her body pressed against him made him breathless, especially when she pressed her sweet lips against his. He barely had time to react as she moved away from him in a playful move.

"Do you think you have enough experience for me?" came her question.

He shook his head slightly and licked his lips.

"I'm almost 40 and have been married for 18 years to a very sexually demanding wife!" he said smiling. "I got that covered!"

The doors opened and the walked out, heading to his room. He opened the door and let her in his massive suite.
 
As she walked past Tom into the suite, she gave him a sly, devilish smirk and whispered, "Just one woman all those years...? I doubt it."

She was just taunting the man, of course. There was no way of knowing whether they'd had a full, rich, and varied sex life or had the regularly scheduled Saturday night bout of vanilla, one orgasm (if his wife was lucky) sex. But Kitty was pretty sure he wasn't prepared for what she had in store for him.

She approached the bed, testing it for firmness playfully, then turned to face Tom as she immediately began undressing, suggesting to him, "Lemme see you."
 
He looked at her with an unusual calm, even if the blood was boiling in his veins. He looked at her taking her clothes off and began to unbutton his shirt as he watched her closely.

"You are very direct and to the point. I like that about you!" he said with a smirk as he took his shirt off, and began to unbuckle his pants.
 
She smiled as she said suggestively, "Oh ... there are so many more things to like about me than my directness."

She'd been unbuttoning her blouse as they flirted and now opened it and removed it from her shoulders. Her breasts were unbridled, showing their gravity defying firmness; and upon one of them just above and outside the large, pert nipple was a tiny tattoo. He couldn't see clearly what it was from where he now stood, but latter when he got closer, he would realize that it was a girl bunny on her back, being eaten out by another girl bunny on her hands and knees, being fucked by a boy bunny, who himself was being fucked by yet another boy bunny.

Kitty reached to her hip and loosed the snap of her skirt, letting it fall to gather about her ankles. She didn't hesitate to reach to her hips, take the waist bands of the tiny thong, and pull it down to hid thigh, revealing a pussy free of hair and garnering yet another tattoo, this one a string of Oriental symbols that translated loosely to The power of the pussy is limitless.

Now naked, Kitty turned and mounted the bed. She moved to the middle, parted her knees, and arched her belly downward. Her pussy -- glistening already with her wetness -- was on full display and she half glanced over her shoulder asking, "What are you waiting for?"
 
Tom couldn't take his eyes off of her as she took her clothes off, revealing a truly spectacular body. Her perky firm breasts made him breathless. He didn't suffer on this scale, as his wife had beautiful breasts, but they were smaller. He almost shook his head in disbelief.

"Oh ... there are so many more things to like about me than my directness." she said.

"I can see that!" he smiled as he took off his pants and then his boxers, revealing his heavy erection to her view.

He watched her climb over the bed and expose her delicious pussy to him, his heart beating faster and faster.

"Wow!" he said in admiration.

"What are you waiting for?" she asked, prompting him to move towards her slowly, taking time to enjoy the erotic sight on his bed.

"I'm waiting for my brain to catch up with my cock!" he said and climbed on the bed behind her and ran his hands over her back and ass, feeling her firmness, brushing his fingers over her silky smooth pussy lips.

He then got down on his elbows and ran his tongue along the delicious line of her pussy, moaning deeply as he felt her taste. His tongue began to move up and down her pussy lips, taking his time, savouring ever stroke.
 
Kitty's body reacted immediately to the toying of Tom's tongue upon her pussy. She drew a deep, quick breath, then dropped her head and breasts to the mattress while arching her back even more so to fully present her sensitive lips to him. She murmured, "Oh, fuck ... that's nice ... that's fucking nice ... oh, God--"

She started to speak his name, then suddenly realized she didn't know it. She was going to ask, then thought as the pleasure grew, Don't need it yet. She wasn't here for her own pleasure, of course. This was supposed to be about giving the man something he couldn't get at home and would want to get again in the near future ... at a cost, of course. She may not have been a professional, as she'd told him, but that didn't mean she wasn't going to be compensated in other ways than cash-in-hand.

But right now, happy as she was with what the man was doing to her, Kitty wanted him to begin enjoying the pleasure that would bring him back to her again and again. She turned her head and commanded, "Get in me. Get that monster inside me."
 
It was all a haze as he buried his face in her pussy, his cock throbbing at the unexpected situation he found himself in. Tom was always good at pleasing people and giving them what they wanted, and he always offered more than it was asked of him.

The image of his wife popped into his head suddenly. It wasn't that their sex life was bad in any way, it just wasn't that inspiring. Diane was a sexy woman, but her sexuality was never out of control, never out of bounds. He always had a feeling that she held back and never really wanted to experiment with anything.

"Get in me. Get that monster inside me." he heard her ask, which created an immediate dilemma for Tom.

He had never cheated on Diane, and never thought he would have. This whole thing felt like a dream; it was as if he was high or something. Her invitation to fuck her also made him think of how Diane never liked to just be fucked, even when he was hard and his balls were on fire. By the time he could fuck her, his hardness had died down from frustration.

He hesitated a moment and then shook his head. He got on his knees between her legs and rubbed his cock on her wet pussy a few times, teasing her. The sensations made him dizzy.

"Fuck! You are fucking irresistible!" he groaned and then almost brutally shoved his cock deep inside her pussy, something he never dared do with his wife. He grabbed hold of her hips and began to move inside her, fucking her steadily and enjoying her tight pussy with every stroke.
 
Kitty felt Tom's cock at her pussy, dipping a toe as it was, getting wet, feeling the warmth to come. She raised her upper body from the mattress and grasped the head board. Suddenly, in almost a single shove, Tom rammed most of his cock deep into Kitty. She screamed out, partially in shock, partially in pain, partially in excitement.

"Fuck!" she hollered, shoving her ass back at him and screaming again as even more of his shaft intruded upon her. She repeated her backward movement as Tom began stroking into her, his groin beginning to slap against her ass. "Fuck! Fuck me! Hard! Harder!"

Kitty sensed that Tom wanted this to be rough, more than likely something he didn't get at home. And this was, of course, all about him. So she was going to let him do it just as be wanted!
 
He felt her surprise at the roughness of his entry, which made him feel a little bad for her. "She asked for it!" he thought to himself, putting his mind at ease as he began to fuck her steadily, ramming his cock deep inside her.

"Fuck! Fuck me! Hard! Harder!" she urged him, which brought a big smile on his face. He wasn't used to such enthusiasm and vocal participation. Diane was the silent type during sex.

Her words made him groan and he took the risk to spank her ass while he rammed her hard. He leaned forward and grabbed her firm breasts, pinching her nipples as he fucked her in a steady rhythm, groaning with each thrust.

"Fuck... You're such a hot little slut!" he moaned, spanking her again.

Calling her a slut and spanking her took him over the edge. He couldn't take it anymore and pulled out of her, shooting his cum over her back and ass, moaning and groaning before he collapsed next to him.

"Oh fuck... That was... unbelievable!..." he moaned as he reached to squeeze her breast one more time.
 
Kitty knew Tom was close by the tone in his voice and the franticness with which he was pounding her. She grasped the head board tighter than ever, matching his thrusts with opposite motions of her own body. He was slamming deep inside her, and while it felt as incredible for her as it must have for him, Kitty knew it wouldn't drive her to orgasm.

This isn't about you, she reminded herself as she yearned for climax. This isn't about your pleasure. Let him have his. Yours will come...

Suddenly, he was out of her, and as she listened to him grunt out in satisfaction, she felt the warmth of his cum splashing upon her backside, from between her shoulders all the way down to her anus and ass cheeks. Kitty smiled broadly.

She doesn't let him do that, she thought about his wife. Grosses her out ... it'd be the end of that nights fuck probably.

After Tom slumped to the mattress beside her, Kitty rolled to her side to face him, to watch him, to study him. Oh yeah ... he liked that. And he'll want to do it again. Things were going exactly as she hoped, which -- of course -- she'd known they would all along. He fondled and groped her tits for a while as she smiled to him with feigned happiness while thinking Okay ... next!

She remembered the comments from before they began fucking and rose up out of the bed to head for the bathroom, snatching her little clubbing purse as she went. "When you feel up to it, come join me. Gimme a minute to watch first."

(OOC: Gonna "god mode" Tom. I don't think you'll mind but I'll change it if you do.)

Kitty stepped into the shower and cleaned herself off, including the cum sticking to and slowly running down the back of her. She slicked her dark black hair back and was just about finished when Tom entered, finding the shower door wide open and her delicious form on full display to him.

"Grab that will you?" she asked, nodding toward a little single serving packet on the counter by her open purse. He brought it to her, and she ripped it open, squirting the thick gel into her palms. She looked up to him and explained about the lubricant, "Water proof."

She reached for his semi-hardened cock and lathered it with groping, caressing fingers. It hardened once again, and -- for the first time -- she studied it. He was bigger than average, thicker than average. Explains that, she thought about how he'd filled her so completely during their fuck. She was going to enjoy having him the way she wanted, for her own ecstasy at some point in this game.

Once he was thoroughly lubed up, Kitty turned away from him and stuck a sticky finger into her ass, wiggling it around before turning and grasping the handicap bars that most hotel rooms had these days. She took a stable stance with her back -- and lubed anus -- to Tom and said only, "Do me."
 
Tom's mouth dropped open at her invitation to fuck her in the ass. He had never done that with his wife, even after much insistence. Diane always complained that he was too big and she was too tight. He always felt that she was just fishing for excuses, and never bought that she was actually afraid. She just thought it would make her a whore if she let him fuck her that way.

"Seriously?" Tom asked Kitty incredulously.

Her nod made him smile from ear to ear as he approached her and took position behind her, guiding his slick cock, not completely hard again, slowly inside her tight anus. The head popped in past her entrance after a little resistance with a delicious push.

"Oh, fuck, this feels great!" he groaned as he grabbed her hips, giving her time to get used to his girth.

His hands moved upwards to her breasts, running them over her nipples, flicking his fingers over them before he pushed a little further, stopping the moment she felt her squeezing too hard. He pinched her nipples and pushed further, slowly beginning to move back and forth inside her ass, groaning in delight, feeling dizzy with pleasure.
 
Relax... Kitty told herself as she felt Tom at her backdoor. She gripped the handicap bars tighter, spread her feet until they were firmly againt the tub's sides (to prevent them from slipping, hopefully), then relaxed the rest of her body. His cock penetrated her, causing Kitty to instinctively whisper, "Slow..."

Her first experience with ass fucking oh so long ago was to be her last, Kitty had promised herself. It had been her third boyfriend, her first and only year of college, and he'd hurt her and continued to hurt her even after she'd told him he was doing so. It was, obviously the last time he fucked any orifice of her body. Never again, she'd sworn.

Then, she met and became the Mistress of a man of means who insisted that her upkeep dictated an end to her sexual barriers. She'd tolerated getting her ass reemed, then accepted it, then even begun to enjoy it. She could cum if she or her lover fondled her clit, which made the back side intrusion worth the additional clean up and following day or two of mild discomfort.

"Slow," she repeated as she arched her back and pushed her ass back at Tom to reassure him that he could go deeper. Soon enough, she could feel him fully inside her, his front side pressing against her backside, the warm water flowing between their bodies, sometimes building behind a dam of flesh and spilling down her hips in a wave. She urged him deeper and faster once she was fully relaxed, saying over her shoulder between deeper breaths, "Okay ... do me ... do me..."
 
Tom steadied himself as she made more space for him inside her, relaxing against him. His hands grabbed her breasts more firmly, still shaking his head in disbelief that he was fucking such a beautiful woman in the ass like that.

"Fuck, babe, your ass feels so good!" he groaned and he began to move inside her in a slightly faster pace, but still taking the time to enjoy each thrust.

One hand drifted over her tummy until he reached her pussy. He began to rub her pussy lips and then moved to her clit, rubbing it skilfully as he fucked her ass with long lingering strokes, pushing his cock all the way to the hilt, groaning with each stroke.

"How does it feel? Does it feel good?" he asked her, his fingers torturing her clit as he fucked her a bit faster.
 
Kitty was just letting Tom fuck her, now only locking her knees and grasping the hand holds for support while offering no assistance, just letting him ram his cock into her ass. It felt incredible!

"Fuck, babe, your ass feels so good!" he groaned in agreement.

When she felt one of Tom's hands drift down her flat tummy to her pussy, quickly finding her yearning clit, she very nearly reached down to pull his hand away. She may not have been a professional fuck, but she was doing this with a financial goal at the end of the road; and Kitty knew that she would be better able to perform her duties if she didn't enjoy this encounter or potential future encounters with the ultimate satisfaction of orgasm.

And yet, she simply held onto the hand rails as Tom asked, "How does it feel? Does it feel good?"

She moaned aloud, adding with difficulty as the pleasure grew exponentially, "So good! So ... good ... so good..."

And then suddenly, that pleasure was threatening to explode. Not yet! Not yet!! Kitty was desperate not to orgasm yet. She'd hoped Tom would cum in her ass, a place he'd likely never enjoyed such pleasure, a place he'd want to be again, a place only she would provide for his cock's erotic release. But it wasn't to be. She drew a deep breath as she felt the orgasm building within her, then -- as the climax arrived, sending a wave of euphoria through her -- Kitty let out a long, loud scream of delight.

She tried to maintain her stance, but her knees buckled, leaving her even tighter grasping hands and both Tom's grip upon her body and the pole up her ass to keep her from falling to the floor. Kitty had never orgasmed upright like this. Later, she would wonder how she'd even stayed upright with virtually no control over her erupting body. But, that was a thought for later. For now, her mind was lost in the euphoria...
 
Tom felt that he would collapse at any moment, not of tiredness - he was always keeping fit - but out of utter shock of what was happening to him. He kept looking at her arched back and perfect ass that he was fucking hard now.

Her answer to his question spurred him on: "So good! So ... good ... so good..."

He rolled her nipple in his fingers while the other hand was busy torturing her clit. He felt her body vibrate and knew her orgasm was close, that realisation bringing a huge smile of satisfaction on his face. Suddenly it wasn't just about him taking pleasure: he was determined to make her cum.

That took less time than he had anticipated, and she came hard, suddenly feeling the weight of her body in his arms as he knees buckled and she cried out in pleasure. He pulled out slowly and allowed her body to lower to the ground slowly. He stood over her, watching her on her knees in the tub, his face smiling widely.

"Wow, it looks like you really enjoyed being fucked in the ass!" he said, his cock still throbbing above her.

He got on his knees behind her and began to caress her ass and back, his cock rubbing against the wet skin on her ass.

"Hey, you wanna go back to bed?" he suggested, aware that the position wasn't very comfortable.
 
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