She Took His Cherry....Twice - Sex Stories

She Took His Cherry....Twice

david had been in chastity for roughly two weeks, and overall Mistress Malice was pleased with the results. He was more focused and compliant than when his training began; however, there was one thing that she viewed as a negative aspect of retiring his penis. He was now enjoying anal sex a bit too much because that was the only sex she gave him. Mistress Malice was the one who took david's cherry on their first date. He didn't like the idea at first, but she got him d***k and by the end of the evening he was willing to try anything. She was gentle and used a small phallus, but david didn't seem to enjoy it much. That was okay with her, because she did. She loved the feeling of power and dominance, as well as the visual of the dildo being pushed in and out of his tight ass. He didn't know it at the time, but he was about to become the regular pegging target of Mistress Malice. She knew that if she could put him in chastity for a while, it wouldn't take long for him to become more interested in strapon sex, since really that was the only sex he was going to get from her. Once david was locked in the device, the magic began. In addition to remaining in chastity, she required him to watch hours of strapon pornography daily. In one short week he went from loathing the rubber cock to craving it. However, it didn't take long for david's new strapon desire to become irritating to Mistress Malice. He started begging for it frequently, and when she would penetrate him he would rock ...

... on the phallus and moan with desire. He was no longer submissive during the act because he was wrapped up in his own pleasure and fantasies. She realized she was being ignored and had lost an element of control. She wanted him to accept pegging, but not necessarily look forward to it. Things were going to have to change. She consulted the internet and didn't like the information she found. Most of the sites dealt with how to make strapon sex more enjoyable for the male. Use lots of lubrication, start gently, take your time, use a small dildo at first, make sure he's in a comfortable position, etc... Mistress Malice frowned in disgust. However, an idea popped into her head, and she began to giggle with glee. She would do just the opposite of everything that was recommended on the site. She grabbed a notepad and began making a list: 1. Use minimal lubrication. 2. Start roughly 3. Be in a hurry 4. Use a massive dildo 5. Make sure he's in an uncomfortable position. ...and so it went. When her list was completed she began to picture the idea scenario in her head. &#034What is it that makes a lasting impression?&#034, she thought. It took her only a moment, and the answer came to her. David would have to have a traumatic strapon experience in order to eliminate his selfish desires. She wanted him to fear the cock. A few days later she procured a new, oversized, black dildo along with a harness with O-rings that could accommodate it. Pegging had always taken place on her bed before, ...