Boarding School Sex Training-Chapter 4

This was degrading to Rachel. She did not want to do it, but she knew she must. Her finger reached down below his balls. She ran her finger between his ass cheeks until she found his anus. She felt it twitch as her finger lightly touched over it, spreading the baby oil over it. She began to push her finger in, feeling his anus opening. Michael’s body began to push up from the couch, trying to escape the finger entering him. Rachel knew what to do this time, she grabbed his balls and tightened. 

Michael jerked away from the hand gripping his tender balls forcing his anus onto the finger pushing in. He felt it push into his rectum up to the first knuckle. He felt Rachel’s finger move around, pushing deeper, searching out his prostate as ordered.

“You learn well, Rachel. You already know how to play a man’s body.” He felt her finger reach his prostate, the finger massaging it as her other hand began to stroke his cock harder and faster. 

“Are you ready to cum, Sir?” Her hand could feel his cock throbbing, his anus tightening onto the finger trapped in him. She knew he was ready.

“Yes, I am almost there. I want you to rest your head on my stomach, facing my cock. When I cum, I want you to aim my cock so my cum shoots all over your face. Do not try to remove it, let it stay there.” 

“Please, don’t cum on my face. That’s disgusting. I will masturbate you with my hand, just please don’t cum on my face,” she begged.

Michael grabbed her head and pushed it into his lap. Her face was now facing his erect cock. “You will obey. Soon I will be cumming in your mouth and you will have to swallow it. Having it shower your face is nothing. Now continue masturbating me.”

Rachel started to stroke his cock again. He was going to degrade her by spraying his cum all over his face. Her hand moved up and down his cock faster and faster. Her hand reached down and grabbed his balls hard, his ass rising from the couch.

“Yes, that’s good Rachel. Can you feel my cum ready to shoot from my balls? My asshole, finger my asshole again,” he ordered her.

Rachel reached under his balls again, her finger searching and finding his asshole. She pushed her finger into his anus, finding his prostate again. Her finger massaged it, her hand stroking his cock, her nails running over the head of his cock, his cock twitching in excitement. “Are you ready to cum?”

Michael pushed his ass up from the couch, her finger following him, continuing to push into his rectum. She grabbed his balls, forcing him back down on her finger as her hand continued to masturbate his hard and erect cock. She tightened her grip, squeezing the cock between her fingers. She could feel him ready to cum. She removed her finger from his asshole, his anus gripping it as it withdrew. She began to squeeze his balls, milking the cum from them.

“Face forward, watch as it shoots on your face,” he ordered Rachel. 

Her hands moved faster, the nail rubbing over the head of his cock. She grabbed his balls and she could feel his cum begin to shoot from his balls. His cock began to twitch and she could hear Michael moan. She watched as in slow motion the cum shoot out from his cock. She felt disgust as the first load of hot cum hit her on her forehead. She could feel it begin to run down towards her eyes. She started to raise her hand to wipe it off, but she remembered Michael’s orders. Do not wipe if off. Her hand continued to masturbate him, his cum running over her hand as she moved it back and forth his cock. She grabbed his balls again, forcing another load of cum out, this time shooting out and hitting her on her lips and chins.

Michael watched as his cum ran down her face. He could see her tongue reach out and lick her lips. “Yeah, that’s it lick my cum. Keep your mouth open this time when I cum again.”

Rachel tasted his cum. It felt heavy and very salty. She opened her mouth, waiting for his cum to shoot out again. She stroked his cock harder. She watched as his cock again shot out, this time straight for her mouth. It shot like it knew where it wanted to go. She felt the hot cum land on her tongue and she closed her mouth on it. Her hand slowed down, squeezing his cock as it slowly began to get soft. The cum sat in her mouth, hot and heavy. She swallowed it. She did not like the taste of it. 

Michael felt satisfied, watching as the cum dripped down Rachel’s face, her throat swallowing the cum that he shot in her mouth. He could see the look of disgust on Rachel’s face as she was forced to swallow his cum. He couldn’t wait until he would cum in her mouth. 

“Continue holding my cock in your hand. You did an excellent job jerking off my cock. I am going to rest for a few minutes and than I want you to do it again.”

Rachel continued to gently rub his cock. She was going to be forced to masturbate him again. Her face was already covered with his cum, now he would be adding more.