He felt a shift in her weight, and suddenly she was bouncing up and down on his throbbing cock. She must have repositioned her feet, so she could press into them. Every time she raised herself up, that chain pulled up against his sack. Then she would slam her wet cunt down on him. He was teetering on the line between delirious and terrified.
Suddenly, the crop snapped on his thigh. Then on the other side. It was a disorienting sensation, to have her deliciously warm pussy cocooning his shaft while he had the biting pain of the crop on his legs.
"You've been very bad," she growled at him, snapping it against him again.
"Yes, Mistress, I have," he replied.
"Very," Snap! "Very," Snap! "Bad!" Snap!
Her gloved hands dug into his knees as she began to rock forward and back on him. The chain scraped along the bottom of his balls as she moved, and her fingers dug into his knees. Then she was popping up and down again, and the chain was pulling up against his sack. He knew he was about to cum. He didn't know how to stop it from happening - his only hope was that he stayed hard afterward.
She continued to rock, and pop. He was closer, and closer... the anticipation was overwhelming as his climax creeped closer. The cold, metallic chain dragging along the bottom of his balls, and her hot, wet pussy encapsulating his cock was more than he could handle... his body started to jerk and spasm as he spunked into her warm, waiting hole. She rode his wave until it was finished, and then she stopped moving. She waited. Then she circulated her pelvis against his... while her tight pussy clenched against his cock. She was testing him. Again and again she circled, each time dragging the chain against the base of his scrotum.
Finally, he was rewarded with her deep, throaty laugh.
"Well done, Sub," she said. "I didn't say you couldn't cum... I just said you had to stay hard. And so you have..." she dragged her fingers from his knees up the inside of his thighs... he felt her vinyl covered fingers on his balls, and then she suddenly stood up. She must have pulled the chain out from under him, and then disengaged herself.
He felt her gloved hand on his cheek. She gently caressed his face as she said... "You have done much better than I thought you would, Sub. And I think I have punished you as much as you can take... " as she said that, she dug one of her stiletto heels into the top of his bare foot. He had to bite his lip to keep from crying out, but he succeeded in keeping quiet.
Again she laughed, and said, "Or, have I?"
He felt her hand on his right wrist, and suddenly, his hand was free. She grabbed it, and pulled him up off his chair, with his left wrist still attached to it. She repositioned him, until he was standing behind the chair, with his chest was over the top of the back. She re-fastened his right hand to the back right leg of the chair - so now he was behind the chair, chest pushed over the back, with his hands secured to the legs.
He felt her breasts pushed against his back, and her hot wet pussy pushed up against his ass. He moaned while she pushed herself into him, two, three times. She asked "Is this what you need, Sub? Do you need me to fuck you? From behind? Should I use the riding crop?"