New York City Fun Pt. 01

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As she stepped much more slowly than usual up the stairs, flight after flight, passing the occasional guest going down, or walking up faster than she, she thought of how wonderful it was each time she’d strapped on a dildo and fucked her husband that way. She’d heard the moans she dreamed of, she’d seen him pull his cheeks apart, she’d spanked him numerous times to elicit a yelp which she’d respond to with a thrust of her shaft. Even now her strong thighs, cased in pantyhose, were rubbing her non-panty-clad lips, getting them wet as she walked, and it wasn’t from the sweat of exercise.

She wondered if they’d regret this evening, if they’d made a mistake, if she’d started something tonight that might change the course of their lives for the worse instead of better. As she reached the landing for the fifth floor, she shook her head and flushed her mind of all negative thoughts. This was a scene she and her husband had both dreamed about in their own separate ways for a long time. It was a fantasy they had already played out numerous ways, one that they were both far more than comfortable with. They were eager to fulfill it. This was going to be a night to remember, for sure, and she refused to contemplate anything but anticipation and lust.

“Hello, Mrs. Jackson,” The room service employee said as they passed in the fifth floor hallway.

She figured he’d just delivered the meal she’d ordered for the three of them in 512. She’d put the word out to all the guests that they wanted to feed everyone early, just incase there was trouble with the generators. Also, she had no idea what the night was going to bring in the way of new challenges. She’d just joined the hotel staff before the 9/11 disaster, and the world of travel had changed forever. In the new scheme of things, that made her a veteran, one who knew the past, but had grown up in the present of her business. She knew she had a responsibility to keep things flexible, able to respond and able to protect her guests. There was no way to protect against every eventuality, but she could sure try, and she did.

There was no need for her downstairs right now however, for her regular shift was over. Things were well in hand with the night manager, and dinner was being served to the guests in the restaurant on the ground floor. As soon as all the guests were fed, she’d given instructions for the place to be opened to walk-in traffic, but not before. Then again, since warming freezers were being emptied quickly all around town, she doubted anyone was going hungry. Whatever happened, the hotel would be prepared to do its part.

She asked her employee as he passed, “Getting a workout, Jimmy?”

“Oh yes, Mrs. Jackson, but not to worry. The tips are huge tonight! They feel sorry for me I guess, having to walk up.” He smiled broadly, and disappeared down the stairs quickly to retrieve another delivery and another larger than normal tip.

Althea smiled, suspecting he was probably breathing a bit heavier than necessary when he entered each room, just for show, but hey, how many hotels in New York City tonight were delivering room service to their guests! She suddenly felt proud, and strong.

She arrived at room 512, and smiled in anticipation.

Chapter Four

Althea decided to use her passkey instead of knocking. Who could fault her? Only after she had slipped the credit card sized plastic into the slot and obtained the green light did she begin to remember that this room was not a “comp,” but a room paid for by a guest, and she had no right at all to enter his room without his permission!

It was too late. The two men looked at her, like two boys caught being naughty, though she saw no reason for them to feel that way for they were standing quite far apart from each other. Randy was already stripped to his shorts, and was setting out the dinner items on the table, raising the leaves and gathering chairs. Her husband Mick was just pulling his socks off and tossing them on the floor just like he did in their apartment. She rolled her eyes in frustration, but quickly focused on the men.

“Come on Baby, let’s eat!” All three of them knew Mick meant more than just the food.

Knowing exactly what was going through her husband’s mind, and that he was not one to beat around the bush or delay anything, she stood still and slowly raised removed her suit jacket. She looked long and hard at the scene before her as the two men, now clad only in their shorts, worked over the wheeled table. How did Jimmy do THAT? She wondered, and then remembered that the flow of tables had been disrupted and this one might just have been stranded on the floor. They were eating early and that might just be why they got the table and someone else didn’t. That was a nice touch her employee had rendered. A commendation was in order.

Even more importantly, how did Mick get the two men to their skivvies so quickly? “I haven’t missed anything, have I?” She asked as she hung her jacket in the closet and began to undo the buttons of her blouse.

Randy watched her intently and then straightened and asked them both, “Mind if I do that for you?”

Althea looked at her husband and gave no indication that she was uncomfortable with the idea. Mick smiled and looked at Randy and said, “Sure, go ahead.”

The table was ready now, with two chairs and the bed ready to serve as seating. Mick sat on the edge of the bed to the side, and positioned himself to watch the stranger undress his wife. As he watched, he couldn’t help but be proud of her courage, awed by her firm and lovely body, and feel just a bit tense with what was going on. Each step Randy took was totally respectful however, and this kept Mickey’s tension from growing beyond acceptable levels. It was getting hotter and hotter watching his wife being exposed piece by piece. He could see it was turning her on too, as the right corner of her mouth twitched now and then, just as it did when they made love.

Randy, hot as he was at the idea of undressing a man’s wife in front of him, felt a bit outside the loop at the moment. The two of them were staring into each other’s eyes, practically ignoring him. He thought about this and continued to give them the benefit of the doubt – this was just as new and perhaps awkward to them, as it was to him. Being the one with less at stake at the moment, he managed to push on, and hung Althea’s blouse in the closet. He stopped then to look at her small frame, and perfectly proportioned breasts. Not since he was their age had he felt like this, excited beyond belief at the lusty picture before him. Adding this to the completely new wishes he’d been introduced to in the lobby, his blood was boiling and the moment was one he would try to savor every second of. Randy ran a hand over her shoulder to the back of her neck, and then down her back.

Althea shook with a chill as the man’s hand traveled on its fingertips down her spine. He was gentle, patient, and obviously experienced at pleasing a woman’s senses. With one hand on her belly, he used the other to remove the clasp on her skirt in back, and tug down the zipper. She felt like cooing when the material slipped free and gave only the faintest of sensations as it passed over the nylon hose while traveling down her legs.

One by one, kneeling now, he lifted an ankle, foot and heeled shoe to slip the skirt out from under. He could smell already what he’d hoped he might, the scent of a woman in heat, her sex already exuding its aroma of desire. Randy rose with the skirt in his hand and said, “Why don’t you two sit beside each other on the bed, and I’ll sit in the chair facing you.” He turned to hang her skirt on one of the clipped hangers in the closet. He also took the opportunity to take a deep lungful of air and let it out in a rush, trying to get his heart rate back to normal.

Randy turned to the bed and table, and was almost surprised to see that they did exactly as he had suggested - sat side by side on the bed, taking up one side of the table. Randy walked slowly to the chair facing them, and tried to continue to sort all the emotions from the ideas, from the information he was taking in and make the best of this moment in their lives.

“You kids… hmmm…” It seemed that a critical moment had come, and all three in the room were hanging on the next words from Randy. “Mick, why don’t you kiss your sister, and make her feel better for all the work she has had to do today?” He sat down when they obeyed immediately. They complied! That was it! He thought so! So there was depth to their fantasy, or they were willing to act yet another one out. This moment in time loomed like a huge cloud over him, dark if he guessed wrong and white as cotton if he was right. The cloud was pristine white to Randy. Now it was up to him to show them he appreciated that, and perhaps for him to have some fun in the process.

“Mickey, I’m sure your sister’s breasts are uncomfortable in that bra. Why don’t you take that off and help her relax for a moment before dinner?”

Mick didn’t hesitate. On the contrary, he had her bra off before Randy could appreciate the act. He’d have preferred a slow and deliberate unveiling. Her tits were gorgeous, perfectly proportioned and seeming begging for attention. “Don’t just sit there Mick, massage them. Help your sister relax. She’s had a hard day,” And a much harder night to come, if Randy had anything to say about it.

Althea’s emotions were understandable for her, even predictable. Her husband wanted another man to fuck her in anyway she would accept, and for as long as she would want. But those more familiar emotions kept getting interrupted by the new sensations tingling in her mind, and loins, those which had started only a short time ago when the two men had undressed to their underwear in front of each other, and her. She was so hot right now either one of them could have done anything they wanted.

Mick had already started sucking on the closest of Althea’s breasts, one hand holding it up, and the other reaching around behind her and grabbing the other from the far side. Althea had closed her eyes and was beginning to drift in her own little world when Randy suddenly shouted, “Young lady! Look at me when you are at the table!”

She bolted upright and stared directly into his eyes, temporarily separating from the sensations on her chest. But the interruption soon gave way to a compromise, her looking at Randy, while her husband felt and sucked on her tits. If it weren’t for the lewd act Mick was performing, they would look just like two siblings sitting properly at the table with their dad, albeit in more undress than might be considered normal. As it was however, she was more turned on by the moment than she ever would have dreamed.

“Mick, that’s enough. Now the two of you should eat, to build your energy.” Randy took a bite to demonstrate his seriousness. They both followed, looking occasionally and conspiratorially at each other. Randy tried to ignore their looks, which were becoming more and more flirtatious as they occurred. To an outsider looking in, this was fast becoming anything but a traditional family dinner.

When they’d finished their meal, and after a very short battery of small talk about any number of subjects, Randy got back into the role. “Althea, I think you should return the favor your brother extended earlier.” He said no more.

She looked at him for a moment, then decided on her course of action. Under the table, her hand glided over to his lap and began a gentle massaging of his loins. Randy sat back in his chair, and found himself raising a leg and inserting a foot between Althea’s thighs. She was surprised by the sudden intrusion, but pleasantly so and soon spread her knees to accept the appendage while renewing her concentration on her “brother.”

Before he knew he was doing so, and while rubbing his own loosely covered crotch, Randy’s other leg rose, spread slightly from its mate, and inserted itself between the thighs of Mickey. For just a moment, all three of them froze, but made no move to withdraw. Finally, Mickey closed his thighs slightly, and began to move his hips so as to begin to hump Randy’s foot and his wife’s hand, and that put an end to hesitation.

Althea resumed her massaging of her husband’s groin, concentrating now on maintaining contact with Randy’s foot at the same time. At the moment, the toes were beginning to pry at her pantyhosed crotch. Randy’s other foot was beginning to move in Mick’s crotch, and between the actions of Randy and his “sister,” Mick was getting very hot. His cock was hard and straight up and down. His motions forced it to ride up and down the sole of Randy’s bare foot too, separated form it only by Mick’s shorts, and intermittently, Althea’s hand. It was Althea, to the surprise of both men, who slipped his shorts out of the way and enabled both her and Randy to make skin contact on her “brother’s” balls and shaft.

Randy was amazed at how hot the feeling was. Another man was rubbing his cock up and down the sole of his foot and it actually felt very sensuous. It didn’t hurt to have the owner’s wife massaging the man’s balls at the same time! Even thought he couldn’t see what was happening beneath the table, he could see the motions of her arm and the expressions on both their faces. They were enjoying this as much as he was, perhaps even more.

Randy allowed this to go on for a few more minutes before he withdrew his feet. Both kids had quickly clenched their thighs together to halt his retreat, but too late to prevent it. The older man rose, carefully pushed the table out of the way and clear over to the corner of the room and turned to face them.

Before he could speak, he couldn’t help but gaze slowly over their young bodies. Althea’s breasts needed no bra, they were lovely in what little natural settling took place without it. Her taught tummy was accentuated by the dark nylon waist of the pantyhose and Randy had to tear his eyes from her crotch before they fell out of their sockets trying to glimpse the swollen lips of her pussy, and any moisture that might be accumulating there.

He looked then at Mick, and found himself equally aroused. The young cock stood tall and erect, busting out beside the crotch of his underwear. His nuts were dangling in their sac, begging to be fondled, a sensation Randy was all too familiar with. And then Althea placed her hand back on her “brother’s” dick and began to pump it, while staring at Randy. Neither had said a word since the play had started, and it was apparent they were content with that. He also sensed however, that they might be interested in making things happen a bit more quickly.

“Althea, you seem hot to play with your brother. Is this true?” He was filling time while he figured out what he could possibly do to please these two very experienced, horny young people.

“Oh yes, Daddy!” She pumped her husband’s cock more vigorously for a few strokes, obviously trying to engage Randy to press forward.

Randy was somewhat startled by the address. He had been playing exactly that role, but it was the first time the word was used. There seemed to be no bounds these two would not breach. There was absolutely no hesitation by either of them. They started all this!

Suddenly, whatever remained of Randy’s learned taboo’s, his previous limits, all disappeared in the realization that he’d actually stepped into Nirvanna. Here were two young bodies, with open and willing minds to go with them, ready and anxiously awaiting anything and everything his imagination and innermost fantasies could come up with. This was the chance of a lifetime, the moment most men dreamed of and never would find or experience. This was his fifteen minutes of fame, his chance to experience the most glorious and gratifying sex acts of his life.

“And none too soon,” He mumbled.

The two on the bed looked at each other, and then at Randy, who was apparently going through some kind of second thoughts about tonight. Mick said, “Listen…”

“QUIET!” Randy emerged, from one life to another. He burst through the flimsy barriers of accepted behavior and let his soul relax, his loins rise up, and his emotions take control. “Both of you, stand up!”

The two looked at each other again, wondering if this guy was really the nice gentle man they had pitched for this experiment in the first place. They rose in unison, Althea still holding Mick’s cock, and Mick still grasping one of her breasts. The temperature of these actions had changed however, from one of lust to one of near fear.

“Put your hands down,” Randy ordered, more softly however, putting them a bit more at ease.

“Sure, Daddy,” Mick said softly in return as he dropped his hands to his sides. They faced Randy.

“Althea, your brother tells me you have always wanted to see your brother fucked by a man. Is this true?”

She could not hide the smile on her face, the glee she was suddenly feeling once again at the prospect of her fantasy coming true. “Oh, yes, Daddy. I truly would love to see him fucked, right up the ass Daddy, especially by you.”

Before she could go on, Randy glared at her as if to pry any remaining doubts from her mind with his stare. “Very well then, prepare your brother to get fucked in the ass, Althea, and while you’re at it, find a good place to sit and watch. I want to see exactly how you react to this act I am about to perform.” His voice was smoothing more and more, partly because of his resolution to let go, and partly because of his comfort with the proceedings and his two guests. He liked them, he decided, for they were two of the more genuine people he’d ever met. They said what they felt, and they were prepared to back it up.

Althea went to her purse on the bar and emptied it on the surface. She was somewhat flustered in anticipation of fulfilling her fantasy. This was the reason she’d also forgotten what she had in her purse, a purchase she’d made yesterday and forgotten to take home. Upon her arrival at work this morning, she’d put it in her purse so she wouldn’t forget it, again. And now it was on the surface of the room’s bar.

“What is this?” Randy stepped over and picked it up. The dildo portion was not all that large, not like the inflated sizes of most dildo’s that one bought in a catalog. This was more real, more average sized, perhaps about the size in fact, of her husband, Randy noticed. But attached to the base of the dildo, behind the rubbery ball sac, was a harness. It was a strap on, and Randy knew instantly this was to be a substitute for what was about to take place, one they wouldn’t have to use now. But before he could put the thought down, he felt a kind of clenching urge in his ass cheeks, one he tried quickly to not recognize and to put out of his consciousness. He had work to do, to make this couple’s dreams come true.

Chapter Five

Althea had removed her “brother’s” shorts and pushed him down on the bed. She’d taken the KY Jelly from her purse and smeared a small amount already on Mick’s ass, around the opening that was soon to grow in size. The work seemed to take her mind off the image for a moment, for she seemed to work more clinically, more methodically than emotionally. It was almost as if she were too exacting.

“Althea, get over here and prepare me.” He said no more. She stepped obediently to him and hesitated only a second before putting her finger in the plastic jar and swabbing up a knob of the goo. Looking once more up at Randy, she looked back down and reached out to touch his cock. It wasn’t quite as big as her husband’s, or quite as fat. Would she know the difference with her eyes closed? Probably not if that was all there was to feel. But it might make the difference between a painful first time, and a not so painful first time for Mick. She then smeared the jelly on the cock, holding it with one hand while smearing with the other. She couldn’t help but feel the pulse it emitted when she grasped it firmly. The man was very hot.