As part of her plan to extract the maximum possible from Terry, the dominatrix informed him that he would have to take her out for a very fancy date including dinner at the most expensive restaurant in town. Of course Terry had to pay the same hourly rate for dinner as she was charging for her intimate services that would come later. She was also very demanding in her instructions regarding his preparations and appearance. She told Terry that he better be clean, neat and perfectly attired in all ways. Her aggressive approach greatly increased Terry’s already apprehensive state.
Terry was so cowed by her bitchy attitude that he grew concerned that he would fail to live up to her high expectations. In an attempt to make a good impression, Terry decided to purchase her an extravagant piece of jewelry. He selected a pricey diamond bracelet that put a significant weight on his credit card’s balance. Terry had already expended an insane amount of money in pursuit of her and like a drunken gambler he continued to throw good money after bad.
When he made a big show of presenting the impressive gift, the dominatrix briefly glanced at it and acted as if Terry had merely given her a common bouquet of flowers. She did however allow Terry to put the bracelet on her slender wrist, but exhibited impatience at his shaking, nervous hands and bungling attempts to attach the clasp. She finally snatched the bracelet from Terry and put it on herself.
During dinner and other portions of their date before and after, the dominatrix teased and enticed the poor lad. She was dressed in a slinky, revealing, low cut dress that left little to the imagination. She had been paid a substantial sum of money for this date and felt compelled to put on quite a show. Terry grew so nervous that he knocked over his wine glass and was completely tongue tied all night long.
After the dinner, the couple moved on to the very expensive hotel room that Terry had been instructed to obtain for the occasion. Once again the dominatrix began teasing Terry, doing a seductive striptease and telling him to give her a message. When she slipped her hand in Terry’s crotch she was surprised to find that he was completely soft. The tension and stress building up in Terry was so bad that he couldn’t get it up at first. She proceeded to cure that situation by giving Terry an incredible blowjob. Terry quickly got a wild hard-on, but she backed off when she realized that he was getting too excited and was getting ready to cum. She continued her merciless teasing of Terry, saying that only a sissy would be unable to take a blowjob for more than a few moments.
Now that Terry was hard, the dominatrix told Terry that he better start screwing her while he had a chance. At first Terry had no idea how to proceed and once again the dominatrix had to take the lead. She pulled Terry down on her and then manipulated his dick inside her. However, within seconds of entering her, Terry exploded uncontrollably and immediately became completely soft again. The dominatrix had no mercy and broke out in laughter, giggling about what a wimp Terry was. She completely humiliated Terry and told him that she would refuse to see him again since he was so inept.
After that devastating experience Terry was emotionally crushed. He found himself unable to approach girls with any sort of confidence after that ill-fated date. He gradually came to the realization that he was not capable of making it with girls and never dared risk the awful humiliation again.
To be continued…