He delighted when he could tell she was experiencing new sensations inside her where nothing had ever touched before and studied her facing expressions closely. He carefully added a bit of pressure on the handle of the rod delighting when a little more disappeared inside her. He even listened for familiar or new groans from her. He watched with excitement as she needed to move her hips, the arch in her back and her legs adjusted to the new sensations deeper inside. He couldn't resist carefully easing her legs a little higher and wider apart again watching her face to determine if that increased or decreased the pressure inside. He even told her when he could tell, "There that helped a little didn't it? You need to feel it touch you deeper Holly" he added warning her he was going to push more. As he increased the pressure once again oriental he heard her groans intensify and he felt more resistance on the rod, but suddenly, out of instinct she rolled her hips more pulling her knees up and he felt the pressure give way and the rod ease a few millimeters deeper which caused her to let out a hard exhale. He quickly replied, "That's a good pain slut, feel it touch you even deeper inside like you needed." He held the pressure there but didn't push more watching her still moving and adjusting her body. He delighted as she seemed to work her hips a little wider then push her knees a bit more towards her shoulders. He gave her a few minutes to adjust and delighted as she seemed to constantly move her body trying to find comfort. After she seemed to minimize her movements he began to carefully increase the pressure. For the first several moments it does not seem to go any deeper and just before he's convinced it can't go farther he sees her bite her bottom lip and push her ankles and feet wider and that tiny adjustment suddenly allows the rod to penetrate a few more centimeters. After the time he's spent with her he has been learning her sounds, expressions and reactions and when the rod worked that bit deeper he could tell it was causing her discomfort deep inside. He didn't try to work it deeper but he kept his hand on it keeping pressure on it. It was at that moment, more then any moment before that Roger realized just how much he enjoyed power and control over another person and watching them struggle with pain he was causing. She didn't even realize when he first made contact that fingers from his other hand had moved to her clit. But unlike any time before his intention was to stimulate and pleasure her clit while she experienced pain in a place she had never felt anything before. Holly's body and mind were so confused. She felt a painful pressure deep inside where she didn't even know she could feel anything, let alone pressure and pain. Yet the stimulation at the top of her sex sent different sensations deep in her body but in a very different way. "I can see the fluids just gushing out from you Holly. Do you feel then oozing down to your bottom? It hurts but you want...no...need more. I won't let you down Holly" he said his voice soft and for the first time he really focused on stimulating her clit wanting to fill her body and mind with confusing, contrasting sensation. While he had japan zero desire for her to feel pleasure he hoped he could convince her that the pain was pleasurable or sexually stimulating. Just cameltoe to have a bit more fun after he was confident his clit stimulation was working at making her feel pressure even with the painful pressure deep inside her sex, he decided to try one more thing he thought to be cruel and he stopped rubbing her clit and used that hand to tap, tap, tap, over and over on the end of the metal rod. Doing so made her immediately let out groans, winces and cries and he knew he achieved his goal of wanting her to hurt and suffer. "NO, NO, NO..." she cried and then begged, "PLEASE, PLEASE STOP" and her crying intensified. He watched in delight as she wiggled and squirmed appearing to be unable to hold still. He smiled and decided he had done enough not wanting to do something that might require medical attention so he quickly pulled the rod out from inside her, stood up, bent down pussy to kiss her forehead and told her, "Get some rest. I have a special day planned for us tomorrow." Holly without thought, the minute he walked away, rolled onto her side and curled into the fetal position. But it hurt too japanese much to have her knees together so she straightened her top leg partly. They were not about to let some pale-ass gringo disrespect Miguel or anyone else in their crew. “Ah, right.” I said, trying to compose myself. We would talk, mostly intellectual conversations cameltoe pertaining to her line of work as it relates to my son and others like him. Care to watch with me? It’ll be like going to the japan theatre. I could see his mind trying to figure out why oriental he wasn't getting sex, and if he should listen to the command. Finally, longer than she expected from a youth my age, I rose up to my full belly height from the bed and blew my wad right up to her cervix pussy doorway. Once part way in I let go and leaned forward laying on top of her as I slid into her pussy as far as I could go. When we got sufficiently away from the house, she pulled down her winter slacks and panties and invited me into the famous ass. A few tears streaked down his face, though he did not weep. I don’t have a problem with her…….. He shrugged, "I'm cool with it." She brought the drinks japanese down she made sure she handed Willie his, she paused as their hands touched, she gave him a wink turned heading back upstairs wiggling her ass more then necessary. As the craving and arousal was about to peak and Sandy was just about to submit, the bell rang ending class. Jill was getting tired of teaching. A coffee table marked the centre of the room, and a few chairs and a sofa surrounded it. He tried to conceal it without drawing too much attention to himself, but was unsuccessful. Lucy stood and waved to Keith; motioning for him to come to join them. And I set about findin' a way that I could prove my 'theory.' He tried to free himself again, only to be restrained by the two naked orcs. I thought all of Diane’s crew were college friends of hers.” I said. Stepped into it. “I missed that last night.