This piece is written at the request of a friend. I had once asked her what her secret fantasy was and she told me her idea of total freedom - giving herself up to the control of a thoughtful, sensual, successful and sophisticated man who did not have to prove he was a man to anyone. His manner and grace just radiated it. And so, she trusted him with everything and let him bring her to new heights of sexuality and the sheer pleasure that came with it. I hope you enjoy it as much I did thinking about it, and of course, writing it.
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Marilyn lay on the towel-covered chaise enjoying the warm sun and ocean breeze on her body. The waiter had just dropped off her second pina colada of the day. It was barely 11:00 AM and she was well on her way to being very mellow.
Being on this cruise had its benefits. It wasn't something she would have ever done herself, especially because she had lied to her husband, her children and her mother in order to do what her boss asked of her. Jack had compelled her to make this trip with him. Jack had taken control of all the details of this getaway and selected all of her clothing including the revealing, semi-transparent, micro bikini she was wearing. In accordance with his instructions, she had left her bag in the trunk of the car at the airport.
She leaned back in the chaise as she sipped her drink and thought about the events that brought her to this place at this time. Somehow his power over her, his ability to command her to do anything that she would immediately and willingly obey, had become immensely pleasurable for her. She had surrendered the control of her life to him as if it was the most natural thing to do. She quietly acknowledged she liked it more than she cared to admit. She liked the freedom it offered her to explore and do things she never thought possible for herself, freedom to let go of her inhibitions and be the sensual women that she knew she was.
At the time, she hadn't realized that the transformation was happening. When she was hired to work for Jack as an administrate assistant, she took an immediate liking to him. He was firm but gentle in his requirements, always had a pleasant word for her and was incredibly sensitive to what effect his demands had on her life - something even her husband hadn't done. It was the reason she decided to go back to work in the first place - outside stimulation from people who gave a damn about something other than Sunday football and beer or the weekly poker game with the guys.
Over time, she really began to feel that she needed to please Jack and not just because it was her job as his assistant. She got such positive reinforcement from every time she did, that it made it that much more desirable for her to continue doing it. It was like potato chips - she couldn't eat just one.
As time progressed she became more and more dependent on receiving his approval, however small. Sometimes she felt she needed it to feel useful and complete. A therapist might say she was becoming obsessed with pleasing him. Whatever - she knew it felt good when she did and he always showed his appreciation in such a comforting way - especially when she anticipated his needs. So when he asked her, quite naturally, to stay late one evening, she agreed.
When everyone else in the building had left he called her into his office. "Marilyn, I wanted to speak to you about your job here." He said coming around the front of his desk to stand close in front of her. She continued to stand not being sure if she should sit or not. But his nearness, his smell, was giving her goosebumbs.
"Is anything wrong Jack?" she asked nervously. "I try to do a good job!" She was afraid that he was unhappy about her performance and that she would need to leave.
"Everything is fabulous, you should know that. I try to let you know. I have become more and more reliant on you and your effectiveness. I wanted to talk about a change in position and a raise. You have certainly earned it."
"If it means working for someone else in the company I wouldn't be interested, even for more money. I really like working with you and looking after your needs."
" And so you shall. I'm not letting you go that easy. We are too comfortable with each other. You seem to be able to anticipate my needs - sometimes even before I know them. So I am offering you the Executive Secretary position. Marge is leaving to move south with her new husband. The duties will require a lot more hours and some travel overnight - usually with me and always first class. Of course, the money and benefits are significantly larger - about double what you are currently making. And we will be spending much more time working very closely together. Would you like that?"
"It sounds wonderful. I would be pleased to take it on if you believe I can manage it." She was having difficulty breathing and her stomach was in butterflies.
"Oh I am sure you will be a natural. You already have learned a lot of the skills necessary in your current position and Marge can fill you in on the rest"
All she could do was nod her head. She was so excited about the opportunity to be closer to him it was making her knees weak and her heart pound.
"Then it is agreed. Starting tomorrow you will work side by side with Marge and me until she thinks you are ready. Now go home - it's late."
She couldn't help herself. She wrapped her arms around his neck and gave him a big hug warming to the feeling of his body against hers. "Oh thank you Jack. I will try not to disappoint you!" she whispered in his ear.
To her pleasant surprise, Jack allowed the hug to linger more than would normally be appropriate but she immersed herself in the emotional response she got from it. It was almost as if she belonged there - had always been in his arms. She could feel his chest tightly against her breasts and she involuntarily pushed her pelvis against his. As she savored the closeness she felt his manhood get harder and larger. She was afraid to breath because it might break the magic of the moment. She wanted to feel more of him, smell him, taste him, have him inside her, but was fearful to say anything. That's when he broke the embrace.
Kissing her forehead, as if he had done it every day, he held her by the shoulders and looked deeply into her eyes and, after what seemed like an eternity to her, said "Good night, Marilyn. Go home and rest. Tomorrow will be a stimulating day and probably a long one." He turned and went back to his desk and sat down, doing his best to hide his erection.
When she finally caught her breath and thought she could walk, she said "Good night Jack and thank you."
The next week was a whirlwind of learning new things. Marge was very generous with her about everything, but Marilyn felt that Marge was leaving something important out. She had always noticed the special connection between Marge and Jack, actually envied it a little, but chalked it up to just working close with him for several years. The following Friday, Marge announced to Jack that she thought Marilyn was ready and kissed everyone goodbye. Marilyn overheard her say to Jack that she would miss him the most. He just smiled, gave her a hug and kissed her cheek. When she started to cry, Jack wiped the tears away gently. It was a tender moment that wasn't wasted on Marilyn. Right then and there, she vowed to have that same relationship with Jack, no matter what it took or what she had to sacrifice. She had to have it. No - she needed it.
It took almost three months before Marilyn noticed a change in her relationship with Jack. He was a little more demonstrative, more touchy/feely and the hugs became more and more frequent and longer in duration. Marilyn would work long hours along side him, eat many lunches and dinners with him, often having their arms or shoulders or thighs touching. They would accentuate the conversation by touching each other. Each and every time, she was so aroused she would soak out her panties and pray for more. Each and every time there was a hug, she would end up in the ladies room and masturbate herself into a frenzy. It was driving her crazy with a desire she could not explain. All she knew was she needed much more and Jack was the only source.
One day Jack announced that they were taking a trip to New York City to meet with his bankers. She would be gone a total of three days. She was so excited she couldn't stand it. That night, while her husband watched TV, she rubbed her pussy and squeezed her clit until she came - three times. All during her masturbation, she fantasized about making love to Jack in the middle of Central Park while a lot of people watched and cheered.
Jack and Marilyn took the company's plane to La Guardia where they were picked up by a limo. Clearly the driver knew Jack and asked after Marge. When Jack said that Marilyn had replaced her, the driver asked if the accommodations were to be the same. Jack said "No, separate but adjoining rooms". The driver called the hotel on the cell phone to make the arrangements.
