Smiling down at her heaving body, he saw the tears flowing down her cheeks. She was sobbing, her face bright red. "Oh, Cassie, was it really not good? I know women can fake orgasms, but the proof of what just transpired is on my fingers and dripping from your pussy right now." He slid his fingers back up her slit and then held them up for her to look at. "I know it turned you on. You told me all about your fantasies." It was true. The memories flooded back to her brain- hitting her just like he had. She had told him she wanted to be taken, handcuffed, etc. They were just exchanging information, and she had trusted him. She never envisioned anything would turn out quite like this.
She controlled her crying and did her best to calm down. After some time, she took a deep breath and found his eyes. She looked deep into them, pleading. "Sam, you win. I was self-absorbed and stupid and conceited. You've humiliated me and degraded me. Please make this end now, please..."
Her pleading and whining spurred him on. She thought she could control the situation, just like she did at work. But he had control over her, her body and spirit. It may take awhile longer to break her, but she would conform. Instead of answering her, he went to dildo she was using on herself earlier. She followed him with her eyes, thinking maybe he was leaving; realizing soon after that she was wrong. "No..." she quietly whispered.
Sam laughed at her arrogance as he resumed his spot near the edge of the bed. He leaned down to his bag, and pulled out two straps. Wrapping the top of the strap around her wrist cuff, he looped the piece around her slender knee and back up to meet the other side. Cinching it tight, it pulled her leg up and away, showing more of her pussy. He followed suit with the other leg, leaving her open and exposed. Without missing a beat, he grabbed the dildo and ran it on her wet slit. Swirling it, making it glisten with her juices. He concentrated on the task at hand, making sure that he followed through with making her cum again.
This time she remained silent, not wanting to give him the satisfaction. She tried to concentrate on not crying. She did not watch him- instead she picked a spot on her ceiling and stared at it. She went through work things in her head, trying to escape the situation she was in. He knew what she was doing, he had watched her do this at work when she didn't like the way things were going. Instead of confronting them right then, she would go to another place mentally, and propose a new situation after. It usually worked in her favor too. She appeared calm and collected when presenting her idea, which made people take her more seriously. He allowed her to think that she would be able to get away with this. Moving the dildo only on the outside of her pussy for what seemed like minutes. When he could tell that she was surely in another place, mentally, he slammed the five inch dildo into her wet cunt.
Her body jerked up as far as the restraints would let her- which inadvertently pulled her knees up higher and allowed for him to penetrate her more deeply. Her mouth was open and eyes wide, but a sound unable to escape her. He was surprised by how much force he had to use to shove in such a small dildo. He pulled it out and rammed it back in, giving her no mercy. She stayed in the position he had forced her into, her body unable to relax against the attack. Her body did its best to accommodate, lubricating itself and opening to make room. She felt herself stretched to the limit. Eventually her body worked itself into a state of acceptance and she was able to lay back. Sam noticed that her mental state was winning over her body. Although she was wet, he knew an orgasm was not on the horizon. Sam was a planner though, and wasn't about to let this go unfinished. Taking the dildo out, he threw it on the floor. He moved to his bag and pulled out a seven inch dildo that curved at the top, meant to hit the woman's gspot. Unable to see what was happening from her vantage point, she didn't think her assault was going to continue.