Tim Ch. 01

Melissa got off the bench and Tim felt her hand on his penis. She was stroking it very gently. Despite his aching nipples and bottom, Tim started to become aroused. Melissa started to wank him with more vigour, soon Tim was very erect, in fact he was very excited indeed. Jessica stopped and Tim looked up worried, but what he saw excited him, further. Melissa was slipping out of her latex shorts. Now just dressed in her collar and calf high boots she then crawled onto the bench, when her head got to his crotch, she took his cock into her mouth and started to give him the slowest most passionate blow job he had ever had. Soon he was erect like he had never been in his life, it hurt he was so hard. Jessica speeded up or slowed down to keep him hard without allowing him release. After an eternity of this teasing she crawled further up and sat on his thighs, then bliss, she started to guide his cock into her pussy. Her muscles were incredibly responsive as she rode him fast then slow, always taking Tim to the brink of climax but never quite allowing him over the edge. Finally she started to thrust harder and ever more quickly, Melissa simply could not restrain herself any longer, when Tim came, Melissa followed seconds later. Melissa screamed with pleasure, this was how sex should be, it was better than she had experienced for years. She collapsed onto Tim and simply took the poor boy in her arms and clutched him as if she were drowning. Tim's pleasure was almost as great but being tightly bound he found it much harder to express his ecstasy.

Finally Melissa dismissed Tim. His first job was to find his bikini. He found it humiliating walking around the room naked looking for it, as a now clothed Melissa looked on. When he pulled the bottoms on he felt the pain of his beating. Melissa was standing in the middle of the room evidently waiting for him. Tim got down on knees and kissed her boots, standing he said, "Thank you Mistress for giving me the opportunity of serving you."

When Tim finally got back to his room he ran a hot bath, he had a lot to think about. He was now a rich woman's plaything, providing them with sex and the pleasure of seeing him humiliated and in pain. He had survived his first session, could he do this on a day to day basis? He knew he had to try, as the punishment was much worse. He prayed he had satisfied Melissa and she would give him a good review. By the time Tim got out of the bath he had decided on his strategy. He would pretend to submit, even try to show some enthusiasm for his new job. But he would start to plan his escape, he was sure it would be easier if he had contact with clients than if he was in the punishment block. He whistled the theme tune to the 'Great Escape', he would pull it off and be gone in a few weeks, a couple of months at most.

Melissa was exhausted, she had never felt so perfectly sexually satisfied. It was bliss. She felt as if she were floating in a sea of ecstasy. Eventually she reached for the phone, "Astrid, it is Melissa. You were right Tim is wonderful, he is quite divine. He is naive and will need training but he is pretty and tried hard. He allowed me to do anything I wanted and took his punishment well."

"Melissa, I am so pleased Tim lived up to expectations. Let's meet for a drink so you can tell me the gory details. Only please say you haven't hurt him too much."

"Fine, let's meet in the Chicago Grill. Tim is fine. Humiliated, yes; permanently scared, no. He will make a great whore. I want him for the rest of the week. No arguments, I will do anything in return, I promise."

"Melissa, you know I would bend any rule for you but I really can't get him off the introductory course. You know everyone has to go on it, no exceptions. I will get into serious hot water if I even try."

"What time does the course end? Can I have him after?"

"Normally we give the whores the evenings off, but I suppose there is no reason not let you have him. Should we say he will be with you at 8pm each day. He can be your personal slave for the rest of the week."

Tim was summoned to room 278 for his weeks' course on sexual technique here he was introduced to his fellow students; Julie and Christine (both volunteers), Zafira, who had been kidnapped and Valeriya. Valeriya stood out in her Chanel outfit in comparison to the others' bikinis. She explained that she was one of the mistresses of a Russian Oligarch who had insisted she attended the course as he was unhappy about her ability in the bedroom. The course started with anal sex. Initially Valeriya declined to get involved in the practical demonstrations, but by mid afternoon she had lost her inhibitions and even shed her suit and started to wear a bikini to 'fit in'. After the course they all went to the bar, and it was with some reluctance that Tim excused himself to wait on Melissa.

On entering Melissa told him to get in 'the position'. Tim stripped and knelt as instructed. He had been hurt and humiliated in the last session but strangely also enjoyed it; Melissa was a very attractive lady. Melissa gave Tim some brief sky blue knickers and a satin cropped top in the same colour. The top was embroidered in gold with Melissa's name. She told him he was to wear this uniform whenever he was with her.

The rest of the week went well, Tim slipped into being totally submissive to Melissa's wishes. She would sit on the balcony teasing Tim sometimes verbally sometimes physically. He accepted this. In fact he made her laugh, he was good company. Sometimes they talked, other evenings she punished him. Whatever they did she could never resist taking him to bed. The sex was great. It could never quite match the fever pitch of that first night but as the days wore on it had the added advantage of increased trust between them. She had always enjoyed Cartwright & Palmer, first in New York and now the island but Tim was the first sex slave she felt she 'owned'. She wanted him around her 24 hours a day. She had had temporary lust before but never like this. She would have to spend more time on the island.

Eventually Melissa's stay came to an end. Astrid had promised her priority when it came to booking Tim when she returned. She would have him heart and soul. Perhaps Astrid would sell or at least lease Tim, he would look so good in his sweet little uniform in her Fifth Avenue apartment. The sixth bedroom could easily be converted into a dungeon.