Boarding School Sex Training-Chapter 4

Her hand grasped his cock, circling it but there was still over six inches of cock sticking out the top. She could feel the heat of his organ, it throbbing as she tightened her grip. She began to move it up toward the head. She could feel it shudder in her hand as it moved over the head again. She felt more pre-cum rubbing over her hand as she began to run her hand back down until she hit the bottom. She looked over at Michael and was embarrassed as she saw him staring at her as she stroked his cock. He was smiling as his cock throbbed in her hand.

“Yes, keep stroking it like that. Gently up and down. You are to keep my cock hard and excited, but you are not to let me cum yet. You must learn to control a cock in your hand.”

Rachel was confused, Michael wanted her to masturbate his cock but keep him from cumming. “How do I know when you are going to cum?”

“You will be able to feel it in my cock and you will be able to tell by my reactions. As you masturbate more and different cocks, you will learn. Now continue stroking my cock.” Michael watched her, her hand moving up and down, slowly gripping his cock as she continued the masturbation of his cock. “Grip it harder and begin to stroke it faster. Make sure you run over the head each time. That is where a cock is most stimulated by.”

Rachel’s hand gripped his cock harder as she was ordered. She moved it up over the head, tightening her grip as she passed over it. She moved it back down, her hand moving faster. She could feel his hard organ throbbing in her hand. She continued stroking his cock for long minutes. She could feel a change in his cock and could feel Michael’s hips begin to push his cock up into her hand. “Are you going to cum, Sir?”

“Yes, slow down, prolong my cum. You must not let me cum until I tell you to.” Michael felt her hand moving slower, her grip not as tight as before. “Good, now reach with your other hand and grab my balls lightly. I want you to feel each ball and than grab them together and milk them as you continue to stroke my cock. My balls are filled with hot cum for you.”

Rachel’s other hand reached down and circled his balls. They were heavy and hot. She searched out each individual ball and squeezed it gently, Michael’s stirrings showing her that he was pleased. She grabbed both balls in her hand and tightened. Michael’s body rose up from the couch. Rachel felt an intense power in her hands. She was pleasing him. She loosened her grip and than tightened it again, a gasp from Michael showing that he was pleased.

“You have a natural talent, Rachel. Your hands instinctively know what to do. Pain mixed with pleasure is also very stimulating. You can gently stroke my cock and balls and than it is a very intense feeling if you either stroke my cock with your nails or grab my balls tightly. The switching from pleasure to pain is very exciting. You will learn that soon enough. There is a fine line between pleasure and pain.”

Rachel did not understand but she knew what was expected of her. She stroked his cock and grabbed his balls. On the next stroke, her nails reached out and rubbed hard over the head of his cock. She felt his body jump and she grabbed his balls hard, forcing a groan from his lips as he pulled back from her hand grabbing his balls, forcing his cock head to run over her sharp nails. His body twitched.

“You learn quickly.” Her hand grabbed his cock tightly again, stroking faster and faster. Her other hand milked his balls, grabbing them, feeling the heat from them. 

Rachel slowed down the masturbation of his cock again, she felt that he was going to cum soon. Her fingers pinched each ball lightly, her fingernail running over his piss slit, pre-cum leaking out.

Michael reached out to the table and picked up the jar of baby oil. “Spread some on two of your fingers. I want you to play with my asshole now.” He handed Rachel the bottle

Rachel poured a small amount of baby oil on her fingers. She did not want to play with his asshole. They had done this to her and she did not like it and did not care to do this to him. It felt dirty and perverted.

“Reach under my balls until you get to my asshole. I want you to play around it with your fingers, working the baby oil on it. When you get it lubricated I want you to push a finger into my asshole, slowly at first. I want you to feel for my prostate. When you find it, massage it with your finger. You will find that my cock will enjoy it immensely.”