The Rules of Detention - Sex Stories

The Rules of Detention

... placing his cock on the entrance of her little asshole. “Not there!” she yelled, jolting backwards. He stood up straight and pulled her head back by her hair. He leaned his head down to her ear again, “Do you dare challenge my authority?” he asked, his smirk flashing on the right side of his cheek. “Let me ask you this, and answer me honestly,” he said, putting a little pressure on her asshole using the head of his cock. “Have you ever had anal?” he asked. Felicia shook her head in a state of panic. “N-no, Master Mason,” she replied, trying to keep him in a good mood. “You're about to experience it,” he said. Felicia tensed up, wanting to squirm, but knew it would only hurt worse trying to fight him off. He pushed the tip of his dick slowly into her asshole. “Damn, that's tight,” he commented, feeling her asshole surround the tip of his dick. He put his hand around her throat and pulled her into him. “To make this easier on the both of us, try to relax,” he said, trying to fit more of his dick into her asshole. She did as he suggested, and his dick slid the rest of the way with ease. She felt mortified at what he was doing with her. She had never had anal sex before and was very inexperience. It almost felt as though she was going to spit in two. He started slowly pumping his cock against the inner walls of her ass, feeling it swallow his cock. “Oh my god, this feels amazing. Fuck!” he exclaimed, pumping into her asshole with more speed. Felicia was groaning in pain, her ...

... eyes were squeezed shut and bit her lip. It was agonizing and demeaning to feel such an unnatural thing. She groaned loudly as his speed increased. “Don't do it so hard,” she said. Derek pulled her hair again and she squealed. “Don't, tell, me, what, to, do!” he said, pumping harder and faster with each individual word. He had never felt the pleasures of anal sex before. The walls of her ass just swallowed him up, and made him want to cum even more. But he didn't want to cum just yet, he wanted to enjoy the last bit of detention he had for the day. He could feel Felicia tensing up again, and that made it harder not to cum inside her asshole. He had to pull out before he blew his load. Derek quickly turned her around and pushed back into a kneeling position. “Suck me clean,” he demanded. Felicia almost gagged at the though, but knew it was almost over. She got close to him before he grabbed her hair again and forced his cock down her throat. She started gagging again as he started pumping into her mouth, harder and faster than he was with her ass. She felt like her throat was closing in. Derek pumped away until he felt himself burst inside her mouth. He groaned as he slowed down with the thrusts into her, and felt his cock twitch with every squirt he unloaded in her. The warm silky liquid filled her mouth, and she tried to breathe through her nose. “Don't swallow,” he commanded, pushing the camera up to her face. “Open up for me,” he said. Felicia felt disgusting. She was covered ...