by Candace Mia
He’d not typed for years. He was amazed that he’d not forgotten how. Typing was like eating. As he was moving the words from the notebook, he was absorbing the stories. He had no idea how good they were, but to him, they seemed very good. He gave each story its own file. He knew he’d need to go back and edit them, but for now, he just wanted to type. He was lost in it. He thought he could go all night. Then he was interrupted by a sound. It was a nock at his door.
“Come in,” he said.
The door came open and there stood Penny again. She was smiling at him this time. She was wearing much less clothes this time. She had on a pair of boxers and a night shirt. He could make out her little but round titties under that shirt.
He felt a part of him come to life quicker than it had in many years. His cock burned and swelled. He was very afraid.
She strolled into his room.
“Wha . . . Wha . . . What?” was all he could get out.
“What are you doing?” she asked, smiling at him. “Do you want to play with me?”
He did. But he didn’t. He wished she would just go. He didn’t know how much he’d be able to resist her if she got much closer. And she did get closer. She was right up to him. He could smell her. She had that mixture of sweet and wilds scents women took on. It was so intoxicating. He felt like he could bite her. He was definitely in trouble.
But then someone else bust into the room.
She was wearing a long blue robe that looked like it was made of satin or some other comfortable material. Her hair was down. She looked like she might have just woken up.
Penny turned to her and her whole body cringed, like she wanted to squeeze herself into a ball.
Ms. Pennington grabbed the little woman by the arm. She brought her into her in a powerful motion. With eyes that looked like they could come out of her head, Ms. Pennington spoke to the now terrified Penny.
“You dumb girl. Don’t you think I know when you leave your room? How could you possibly be so dumb?”
Using just the one arm, she threw the little Mexican across the floor.
Penny hit the bed and then fell to the floor. “No, Ms. Pennington, please. Don’t do it in front of him, please.”
Ms. Penington moved to his bed and had a seat there. Brody was both horrified and curious about what was to happen next. Ms. Pennington reached down and grabbed the girl by the forearm.
Penny tried to resist, but her strength was no match for that of the badass woman. She was quickly pulled up on Ms. Pennington’s lap.
The bigger woman didn’t bring her across her knees. She brought her long ways across her leg and then trapped Penny’s body between her body and her arm so that Penny’s young rump was facing him.
He couldn’t believe it. It was clear that Ms. Pennington planned to spank this girl. Then Brody was set in a true state of shock when Ms. Pennington used the hand on her free arm to jerk down Penny’s boxers.
He had the strangest mixture of feelings just then. He felt guilty for sitting there and doing nothing as Penny squirmed and cried. But he also couldn’t take his eyes off that bare brown butt. It wasn’t nearly as petite as the rest of her. It had relatively long crack, like it had kept growing tall while the rest of her stunted. The cheeks went out a bit, giving it the overall shape of an upside down heart. For a brief instant, her cheeks were spread. What he saw increased the guilt, because he wasn’t supposed to see something so personal in this situation. But he still looked at the two lips, a much darker shade of brown than her butt. He could even see the puckered place between the two lobes.
Then a hard hand came down on that naked butt, and the cheeks closed.
Penny screamed even louder than the clap of the hand on her butt. Ms. Pennington hit the girl’s rump several times as Penny squirmed and bucked. Her movements were ineffective for escape. Brody felt so bad for her, yet a part of him burned so hard seeing this. He knew he should look away, but he couldn’t find the ability to do so.
Ms. Pennington dropped the screaming girl to the floor, where she sobbed and struggled to pull up her boxers.
“Now get to bed,” Ms. Pennington said, which caused the girl to get up and run out, still working her boxers up.
Then Ms. Pennington’s stare moved to him. It felt like she could look right inside him and see his dirty lust. He felt so ashamed.
“As I said,” Ms. Pennington offered. “You have to be very stern with these girls. It’s all they understand in the beginning.”
At this, he could only nod. He wasn’t sure he really agreed, but he definitely would not cross her, not with how good it had felt to be able to type his stories in.
Ms. Pennington got up. “I’m glad to see you discovered the computer and have started to enter your stories. But maybe you should think about resting now.”
He nodded again. “Yes ma’am.”
With that, she left him there. He went right to bed. He couldn’t believe the thoughts in his head right now. He tried to resist them for a little while, but they wouldn’t go away. They just felt too good.
#
The next morning, a tired and shy looking Penny came and got him. He was already up and typing. He went to have breakfast. The eggs were real. So were the biscuits and gravy. Once again, he ate too much.
After breakfast, Ms. Pennington took him to the house’s library. There were many books there, but she focused on a prep book for the GED. He’d seen older versions of this text before. She showed him where the girls were in their studies. She was right. She’d not gotten far with them.
“How long will you need to prepare before you start teaching?” Her look was stern, but he didn’t’ think she expected the answer he had ready.
“I’m ready,” he said.
She smiled, but it still had that dominant quality to it. “I’ll send one of the girls in.”
She left him there and he waited. Within minutes, Resling showed up.
“Come in,” he said. “Sit down.”
He was at a long table. She came down and sat opposite him. Her brown eyes were big right now. She was staring at him like she was a little girl and they were getting ready to go on some carnival ride.
He looked at where she was in her studies. “It looks like your biggest trouble is math, so let’s start there. I see you haven’t been able to get through your multiplication tables.”
She shook her head at that, still smiling.
He got up. He’d been here before. It had always been with a man, but he’d been here before. “This will be no problems at all.”
There was a standing chalkboard. He got up and in front of it. He drew a single vertical line. “Okay. This is one, one time. It’s one times one. How many is that?”
“I don’t know,” she said.
He looked back at her. She wasn’t staring at the board. She was staring at him. “Don’t look at me. Look at the board. It’s one, one time. How many lines are there?”
She glanced at the board, frowned, then she looked at him. She wasn’t looking at his face, though. She seemed to be checking out his body. She smiled again.
“Hmm,” he said. “With you, I think ‘I don’t know,’ means ‘I don’t want to do it.’ He thought for a second. He supposed he could threaten her with Ms. Pennington. But he thought he should try something else first.
“Turn your chair toward the chalkboard.”
The young woman scooted her chair around. Then he moved behind her. “Now look at the board.”
She did, but only briefly. Then she looked down, like she was afraid of the board. He’d thought going behind her would take away the distraction and get her to focus on the board. He wasn’t sure what to do. He didn’t want to fail. He couldn’t fail.
He put a supportive hand on her shoulder. She turned her head to it, still smiling big.
“Now look at the board,” he said.
She did. And she held her stare there.
“How many lines?”
“One,” she said.
“Good. So what is one, one time? What is one times one?”
“One.”
Very good he said, squeezing her shoulder. He moved back to the board. He drew another line. He then moved behind her.
“That’s one two times. How many is it?”
Again, she only looked briefly at the board. He put his hand back on her shoulder and gently rubbed it. “How much is one times two?”
She looked at the board. A second later, she said, “Two.”
“Very good.”
He would continue this through all the ones. Then he used the same trick with the twos. The trouble started when she got to two times two.
With him rubbing her shoulder, she looked at it. She then shook her head and looked down. He’d seen a similar thing before. Math required mental manipulation. Some people had a low tolerance for such a thing. It was like a block. You just had to break through that block.
“Come up to the board,” he said. Then he moved up to the board.
She seemed delighted to do this.
She came up beside him. He moved behind her he put and hand on each shoulder. “You can do this. Now look at the board.”
She did. And this time, she held her stare. “How much is two times two?”
She looked at little bit longer. There was surprise in her voice, a little confidence, when she said, “Four.”
“Good job,” he said.
“Yey,” she said and did a little jig. When she did, her oversized rump came into contact with him. Even before prison, he’d never felt such a thing. This girl had a waistline way smaller than his. But her hipline was like two of her waistline. Her butt was very thick and so were her legs. When her butt touched his body, there was a pillowy softness. But there was so much wiggle it was like it hit him many times, rapidly.
His cock felt like it was trying to vault off of him it got hard so fast. He was sure it would be very noticeable. What if Ms. Pennington came in and saw it?
At the same time, a part of him was going crazy. Just that little bit of touch had felt so good, and here he was alone in the room with a girl who clearly wanted to be touched.
He had to get myself back on track. He drew an extra line by each set of two lines.
He moved behind her. He put his hands on her shoulders. He tried to resist looking down, but could not. That lump was so big. It was like her maker had known what the best part of her would be and put most of her weight there.
“Okay,” he said. “Two times three.”
He looked up and saw that she was looking at him. She was smiling like a girl who’d just caught someone doing something naughty.
Resling turned and looked at the board. A few seconds later, she said, “Six.”
“Great job,” he said.
This time, she didn’t do the jig, part to his disappointment and part to his relief.
He went to the board and drew the next set of lines before moving behind her. He placed his hands on her shoulders again. “Okay,” he said. “Two times four.”
She looked at the board, but just briefly. She looked down. “I don’t know.”
He wondered what to do. He was touching her shoulders and yet she wasn’t trying. Maybe she’d had enough for today. She’d clearly made a lot of progress. He thought maybe they could move on, but first he wanted to look down at that rump one more time.
And when he did, it looked a little different. It looked different because she was pushing it back a little bit.
It almost seemed like she was making a request. But maybe it was just wishful thinking on his part. He moved in a bit closer. He wasn’t brave enough to put himself up against that rump, but he was close.
She looked up at the board. A little while later she gave the right answer.
That would work for a while. He would stand so close to her he could almost feel the heat from her big ass on his cock. He was so close to touching her. It was as if that were enough for her. She was doing great. They even got halfway through the threes. They were on three times five, when she stopped.
She looked down. “It’s too much. I’m sure I can’t do it.”
Her voice was so sweet. He thought she was truly beginning to struggle. It had started to take her longer. Again, he considered moving on. First, he thought he should try something. He still wasn’t brave enough to put his cock against her. But he did lower his hands. He moved them down to her waist. She was so lean around the rib cage, and then she spread out so abruptly. He didn’t put his hands on her butt. They were on the side, just above it, just where she began her big spread out. He held his hands there and she looked up at the board. She held her stare there for a few seconds and then said, “Fifteen.”
“Great job.”
Again, there was no jig. He maintained the position and it got them through the threes and part way through the fours. She made it all the way to four times seven and then said, “I can’t do it and looked down.”
He didn’t waist much time figuring out what to do. He moved a little to her side. He let one hand slide down onto her rump, letting it rest on the incline there. She immediately looked up. Now at close to a profile on her, he saw her pleased smile. She was studying the problem. Something came into his periphery vision. He looked and saw what he dreaded.
Ms. Pennington stood in the open doorway. She made eye contact with him. The look on her face said he’d been caught. His mind went to that gun on her side. He knew she could end him if she wanted. Even worse than that, he knew she could send him back to prison. And so soon too, when he’d just gotten a taste of how good this place could be.
His hand was already on the girl’s ass. He couldn’t undo that. Moving his hand now, with his boss staring at him, wasn’t going to make things better. But there was something that could make things better.
“He looked away from the scary woman.”
Resling was still staring at the board. He wouldn’t say or do anything that might break her concentration. He knew she was his only hope right now.
“Twenty-eight,” she finally said.
“That’s right,” he said, looking back to his boss. “Four times seven is twenty-eight.”
Ms. Pennington squinted. She looked right at his hand, which was still on the girl’s oversized ass. She then looked him in the eyes. Her face became something that was impressed, but like she didn’t necessarily like admitting it. She nodded at him, and then left.
He was amazed. He’d pulled it off. It appeared like he’d been caught with his hand in the cookie jar and gotten away with it. They moved on.
They got so far with his hand on her ass. Then it was time for more. He was rubbing her ass. He’d never known he would like such a fat butt. He supposed it was because he’d never touched one before. Then again, even before he’d gone to prison, he’d never seen a girl with such a big ass who wasn’t fat allover, or who was as pretty as Resling. He loved that it was something he loved, a girl’s butt, and there was just so much of it. It was cushiony and it just seemed endless. She pushed it back as he rubbed it, and she kept doing very well on the tables.
Her breath changed as he rubbed her butt. It seemed heavier at times. The butt rubs kept here doing well all the way into the nines. It was at nine times six that she stopped and said, “I can’t go on.”
“But you’re almost done.”
“I can’t.”
He knew he had to step it up. That was fine. He knew he wanted to step it up too. He moved behind her. He wrapped his hands behind her. He held onto her hips and pushed his mid-section into her butt.
And there it was, the greatest amount of bliss he’d ever had. Her ass was such an amazing cushion. He felt like he could push as hard as he could and not find the end of that rump. She made it move somehow, so that he could feel those massive lobes, those lobes far behind the edges of his hip line, rubbing on him, massaging him.
“Fifty-four,” she finally said.
He made the new lines. His cock was so hard. It felt like a stranger
away from hoe while it was away from her butt. Then it was coming home when pressed into it. He grinded, but not because he felt like he needed to pick things up to get her to try. This move was purely for him.
“Sixty-three,” she would eventually say.
He made the new lines. “Nine times eight.”
He got behind her again. He reached to her front, but this time cupped a breast too. It was more than enough to fill his hand. It was soft, yet resilient. He moved it in circles and she moaned. Eventually, she said, “Seventy-two.”
He made the last set of lines. He got back into his position. She looked at the board. Her breath was labored and she made high-pitched noises here and there, grinding that big cushion into him as he grinded back and groped on her tit, thinking he had found Heaven.
She studied the board for a while and gave the final answer. “Eighty-One.”
“Good job,” he said.
She gripped his wrist. “I deserve a reward. Don’t go.”
As he enjoyed two of the private parts of her, she dropped a hand and did something he’d never seen a woman do before. She played with herself.
She made high pitched moans that made him nervous. He suspected the boss would only tolerate show much of these shenanigans. Still, another part of him had control. It burned so much. Then it throbbed.
Maybe feeling him ejaculate did something to push her over the edge. She was just as deprived as he was, he supposed. She shivered and let out a sound of release.
He backed away from her. “I think that’s plenty for today.”
#
After the lesson, he went back to his room. He was nervous. Maybe he’d misinterpreted Ms. Pennington’s gestures. What if she’d called the prison and the van was on its way to pick him up again.