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Role-Play

Posted by admin ~ TRP Diaries

It had been a month since their last “fantasy role-play” and they were both anxious to have another encounter as Friday night approached. The list of “pick-up” bars was short and the three they selected were within easy walking distance of each other.

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

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