After they got to their respective apartments from their busy jobs, they both showered and prepared for their “night out on the town”. They had been dating for nearly three years and always tried to inject some intrigue or passion into their relationship whenever possible. She dressed in her favorite tight fitting jeans, cowboy boots and a revealing top. He put on his close fitting black Armani suit, custom shirt and tie.

The plan that evening would be that he was an out of town investment broker and she; a local girl looking for some “romance”. That Friday afternoon, he secured a suite at a nearby hotel and then “readied” the room for a night of anticipated pleasure.

As 8 o’clock approached, he began the “dance” of visiting the three bars that they had agreed upon. At which bar she would be sitting at, he had no idea. With her good looks she had no trouble finding a stool at the bar she had  selected. As usual, a businessman was eager to give up his stool and offer her a drink as soon as she entered. This too was part of their “role play” and she enjoyed flirting with the men who were attracted to her.

The first bar he hit “Woody’s” was jammed with Friday night revelers. He made his way up to the bar and ordered a drink.  A hot looking “twenty-something” brushed up against him and smiled. They made the usual small talk and he asked her if he could get her a drink. She said yes and moved even closer to him in the packed room. What’s your name she asked and he said “Jack”.

Things were also heating up at “Mystique” the bar she was at, with one of the flirting business men making a few moves. After their second drink together, he was now placing his hand on her thigh and talking about having dinner together and possibly “more” at his hi-rise condo nearby. She thanked him for the drinks and then left for Bar # 2  named  “The Brickhouse”.

Up the block at “Woody’s”, with a couple of drinks now under his belt, he leaned over and gave the flirting blonde a kiss on the cheek and said he had to run and meet someone. She discreetly brushed his aroused manhood and asked him if he could cancel his appointment? After ordering her another drink and taking care of the bartender, he flashed her a smile and said “perhaps another time” and then slowly made his way to the door.

“The Brickhouse” was just down the street and it too was jammed with the Friday night after work crowd. As he walked into the bar he could see her near the end of the bar with a very interested guy obviously “working her”. He grinned as he worked his way through the crowd up to the bar and ordered a drink. With her back to him, he listened to their conversation and could sense that the guy was now going for the “close”.

The business man then leaned over and made his final bid. She smiled and said that “she enjoyed his company but nothing was going to be happening with him tonight”. His mood quickly shifted and then he abruptly left her side and went to another part of the bar for more “prospecting”.

“Jack” decided to make his move and asked her if everything was ok? She turned around and looked right into familiar deep blue eyes. “It’s nothing that I can’t handle”! He sipped his drink and said he didn’t mean to intrude but had sensed a little tension between her and the now departed business man. She smiled and said that “like every other guy in the bar he was just trying to get laid”!

He laughed at her comment and then asked her why she was there? She had finally met her match and the game was on. With her back slightly arched, she proceeded to check him out. He was quite handsome and very well put together in his closely cut designer suit. She noticed that his hands were well manicured and found his bedroom eyes “piercing”.

So you didn’t answer my question; “why are you here”? She leaned over to him and whispered in his ear “I’m here to meet a man who knows what a women really needs and how to actually deliver it! With that, he slowly slid his fingers down the middle of her back and called the bartender over to settle the tab. He said that he was staying at a hotel nearby and suggested that if she joined him there, she would not be disappointed.

He grabbed her hand and led her out of the crowded bar. Once they reached his hotel they quickly went up to his corner suite on the 30th floor. As he opened the door to his room, a magnificent view of the city skyline and the busy harbor unfolded below. Both of them were now very aroused from the “foreplay” that had taken place earlier in the bars. With the room dimly lit from the surrounding skyscrapers, he walked around and lit the six scented candles he had placed throughout the suite earlier that day. There would be no lights, only the soft glow of the candles to set the mood for their passion play.

He then walked over to her and gave her a deep and sensual kiss. She smiled and reached over to begin undressing him. First, she removed the Armani jacket and then the silk tie. She slowly undid his shirt buttons and then removed his shirt. His chest was tan and muscular from hours spent in the gym. He paused her hands and then began to remove her blouse.

Within minutes, they were fully undressed and in a deep embrace. He picked her up and led her to the kingsize bed in the adjoining room. Next to the candlelit bed was an iced bottle of champagne, two fluted glasses and a sleep mask. He pulled the silk sheets back and gently laid her on the bed. He looked in her eyes and simply said; “I am here to please you and take you to places you have only dreamed of”. He leaned over and picked up a pink satin “Never Enough” sleep mask and placed it over her eyes.

He began with a slow massage of her feet and manicured toes. From there he began kissing her ankles and then up to her inner thighs. With each kiss and sensual dart of his tongue she found herself spreading her legs in anticipation of what was to come. As her breathing deepened, he reached to side of the bed and pulled “The Right Position” sex wedge out of its silky bag and placed it under her ass to elevate her moist and aroused vagina. He drew to a kneeling position between her legs and slid his tongue into the wet darkness. She groaned with pleasure and grabbed the back of his head to pull him even closer. Her hips now moved in rhythm with his head and penetrating tongue. The orgasm to follow was intense and she shuddered uncontrollably. She then pleaded for him to enter her and he didn’t hesitate.

With her legs spread over his shoulders and her ass elevated on the sex pillow,  he quickly entered her from a kneeling position. With each love stroke, he ran his hands over her silky legs and softly kissed her heated skin. The movements quickened and the two of them were now “one”. She was now nearing her second orgasm as he placed his finger on her “sweet spot”. He stroked it in tandem with his penetrating movements. Surely the neighboring hotel rooms heard their screams of joy and the primal release they had both shared.

They simply didn’t care about anything outside of their room and collapsed into each others arms. In the wonderful afterglow that followed, she laughed and slid her mask off her face. Looking into his eyes she said that she “didn’t even know his name”. He smiled and said “that tonight my name is “Jack”! From the warmth of their bed, they sipped champagne and gazed out over the lights of the city. She held him close to her supple body and coyly said: so, “When will Jack be back in town”?
Posted by:  Roleplay4U

Stacy

Houston, TX

Jeff

New York, NY

Thanks and keep up the good work!

Cynthia

Portland, Oregon

Many Thanks,

Jill

Long Beach, CA

The weekend forecast called for fog and rain along the coast of Maine where they were headed. He didn’t mind the forecast and actually embraced the gloomy weather ahead of them. In his mind, it simply meant more play time in the cozy cabin they had booked with its knotty pine paneling and field stone fireplace blazing! As they drove up the wooded coastal road to the secluded cabin, he leaned over to her and said that he was “fully equipped” to make her forget the stress and chaos they left back in Boston. She had noticed the black satin drawstring bag in the back seat of the car when they were packing for the trip and fantasized about what might be inside. He was always full of sensual surprises and she couldn’t wait to see what he had in mind!

As they pulled up to the old cabin everything was just as they had remembered it. As usual, firewood was neatly stacked on the front porch and the treetops were shrouded in the early evening fog. They could hear the waves crashing on the rocky beach below the cliff where the cabin was situated and the fresh salt air was energizing.

They began unpacking their luggage and groceries from the car. As with other trips to the cabin, he quickly lit a fire in the fireplace while she placed scented candles throughout their weekend playground. With the cabin now glowing from the fire and candles, they headed for a hot relaxing shower. The shower stall was small in size but they both eagerly slid inside and began working their tense muscles with “Fruition” shower gel. The clean and sensual fragrance of this intoxicating shower gel had always aroused them in the past and this time was no different.

Feeling refreshed, they put their robes on and made there way to the makeshift bed of blankets and pillows she had arranged in front of the fireplace. Before showering, he had placed the black satin bag with the passion essentials at the edge of their love nest, which was now warm from the roaring fire. The anticipation of what the black bag contained was now consuming her! He sensed her excitement and was now ready to begin using the bag’s pleasurable contents.

First, he placed a black silk bedroom mask (one of her favorite “props”) over her eyes to maintain the suspense. Their weekend sex play would be slow and very satisfying! He had given the events to follow great consideration and their pleasure together would not be rushed.

Next, he emptied the bag to reveal the passion tools inside; “The Right Position” sex pillow, a silky furry fleece “Pleasure Wrap” blanket, yellow feathered rose tickler, “Fruition” massage oil, a lubricating gel, a pocket rocket vibrator and a hot pink and black feathered boa. Just the thought of using all these sensuous tools with her further aroused his already heightened state.

In the flickering light, he placed the silky furry fleece blanket under her body and she smiled at that sensation it created. Play would begin with him stroking her neck and nipples with the feathered rose which brought a smile to her masked face. She had no idea what was both tickling and pleasuring her but she craved him for more! He swept the rose down her breasts and then brushed her arched stomach and belly button. She groaned as he moved the rose over her hips and down between her legs which were now spreading in anticipation. Next, he wrapped the six foot feathered boa around her luscious breasts and over her erect nipples. The tip of the six foot boa extended down her body to her inner thighs and beyond. He then reached for the lubricating gel and gently massaged her very wet vagina with his fingers. With her moans becoming more rhythmic, he began teasing her clitoris with the pocket rocket vibrator and then slid the pulsating device in and out of her welcoming vagina.

With the “rocket” now igniting her flesh, he slid “The Right Position” sex pillow under her firm ass and placed her silky long legs over his shoulders. With her glistening clitoris in full view, he began pleasuring her with his darting tongue. She then grabbed the back of his head and pulled him closer for even more intense contact with his masterful tongue. Her first climax came quickly as his tongue stroked her orgasmic release.

Now, she desperately wanted to feel him inside her and he gently rolled her over onto her stomach. With her face down, he placed The Right Position under her hips so that he could enter her from behind. While kneeling between her legs he grabbed her raised hips and slowly entered her warm and contracting vagina. His thrusts were soft and gentle at first before the penetration grew much deeper and harder. She reached her second orgasm as he exploded inside her. Both of them were exhausted from the intensity of their orgasms and now held each other as they drifted into sleep under the warmth of the roaring fire. This concluded their first memorable hours at the cabin. What other pleasures and positions would they discover during the rain-filled days of their stay?