Ryan sat down at the dinner table with his mom, step-dad, and step-sister. His day had been terrible as his football team lost the game. It had been a blowout and he felt anger and embarrassment at the loss. His team just could not get it together tonight. He was the running back on the team and he constantly got tackled as his defense did not protect him. He was bruised up and tired.
His step-dad had chosen to order Chinese food to cheer him up as it was his favorite food. His mom had already made him a cheesecake so that was something he was looking forward to. His step-sister Maddy had teased him about the loss and it had made him even madder. She was two years older than him and always picked on him. He was quiet and shy and Maddy made fun of him for it. Sometimes, he really hated her.
They were all sitting around the table eating and Ryan picked at his food. He felt dejected from the loss and could barely look at the food on the table.
“Come on, Ryan. Eat something,” his mother said with a look of concern on her face. Ryan looked at her and felt bad so he put some food into his mouth. His mother smiled at him. Maddy laughed and Ryan glared at her.
“Alright, Maddy. Leave him alone,” his step-dad said. He was always telling Maddy to stop bothering him ever since he was younger. Ryan’s mother and Maddy’s father were married when Ryan was five years old. Maddy was nice to Ryan’s mother but mean to him.
“I’m not doing anything,” Maddy said with a fake shocked look on her face. “It’s not my fault his team sucks.”
“My team does not suck! You suck!” Ryan yelled at Maddy. He felt that familiar anger boil up in him. Maddy always had a way of getting him really upset.
“Ryan, calm down,” his mother said in an effort to maintain some peace at the dinner table. Ryan glared at Maddy who was grinning at him. She knew that she had pushed his buttons.
“May I be excused?” Ryan asked his mother.
“Yes, honey.”
Ryan took his plate and put it in the microwave for later and then headed up the stairs to his room. He closed his room door behind him and collapsed on his bed. Usually, he would go straight to his desktop computer and play video games or even look at porn but he was too defeated to do either. He stretched out on the bed for a moment before getting up and grabbing his tablet. He clicked on Netflix and chose a comedy movie to help cheer him up. He found one that he had been wanting to watch for some time and clicked on it.
After some time, his mood started to change as he found himself laughing at the movie. He had pushed the game from his mind and just accepted that he had to get over it. He heard a car pull up and he walked to his window. He saw Bradford step out of his Honda Civic. Bradford was Maddy’s boyfriend. He was popular in school and played on the basketball team. He was the team’s star and Ryan idolized him. Bradford always treated him kindly even when Maddy was picking on him. He even stood up for him when Maddy was giving him a hard time.
Ryan continued to watch the movie and felt his stomach grumble from hunger. He decided to head downstairs to get some food. He walked into the living room and saw Maddy and Bradford cuddled up on the couch.
“Hey man. Tough loss,” Bradford said as he saw him.
“Yeah, but we’ll do better next time,” Ryan said.
“Definitely don’t let it get to you. You’ll only come back stronger,” Bradford said.
“You mean weaker in his case,” Maddy said with an evil grin at Ryan. Ryan felt his blood boil again.
“Don’t say that. That’s not nice, Maddy,” Bradford said as he looked at her. Maddy didn’t say anything but looked at Ryan with that same sinister smile on her face.
Ryan grabbed the food from the microwave and went back up to his room. He continued to watch the movie as he ate his food. He heard Bradford’s car pull out of their driveway a few hours later.
After some time, he went to his incognito browser and typed in Pornhub. He scanned the videos and came to one of two lesbians. He watched the women eat each other’s pussies. His cock started to get hard and he began to massage his cock through his pants.
His door opened and Maddy walked in. “Hey, I…” she started to say but stopped as she saw him massaging his dick. She looked at him in surprise then she started to laugh.
Ryan was extremely embarrassed and felt his face flush. He quickly closed his tablet and put it to the side. His cock was still hard as he tried to cover up the bulge in his pants.
Maddy closed the door behind her and continued to laugh. “Were you jerking off?!”
Ryan didn’t say anything. He looked at the ground. “What–What–do you want?”
“I was going to see if I could borrow your workout speakers but little did I know you were in here jerking off!” she said with another laugh.
Ryan’s face flushed again. “I wasn’t-”
“Whatever, dude. I saw you. Don’t lie to me,” Maddy said with a grin.
Ryan shook his head but he knew that there was no winning this. She had obviously seen him and he could lie all he wanted but it was useless.
“Wait until I tell everyone at school,” Maddy said with that same evil grin on her face.
“No! Don’t!” Ryan cried out. “Come on, Maddy! Don’t!”
“Oh, I sure am!” She said with another laugh.
“Please, Maddy! Don’t!” Ryan pleaded with her.
“Or what? What will you do for me?” she asked him with that same evil grin.
“Anything! You name it!” He looked at her with a hopeful expression on his face. He knew that Maddy would tell everyone at school about what he was doing. She was popular and was also friends with Pauline. Pauline was drop-dead gorgeous and Ryan liked her. He couldn’t imagine Pauline hearing about him jerking off. It would devastate him.
Maddy looked at him with that same grin on her face. Ryan began to sweat from the anxiety that was rushing through him.
“Take off your pants,” Maddy said.
“What?” he asked as he looked at her in confusion.
“You heard me. Take off your pants.”
Ryan hesitated then took off his pants. His cock had deflated from the worry over Maddy telling everyone about him jerking off.
“Your underwear too,” Maddy said.
Ryan took off his underwear and covered his cock. He felt his face flush red in embarrassment. He had never been naked in front of his step-sister before.
“Move your hands.”
He sat there with his hands covering his cock. He looked down at the ground and didn’t move them.
“I said move your hands or I’ll leave right now and start telling everyone that I caught you jerking off,” Maddy said.
Ryan quickly moved his hands. He looked up at Maddy who he saw was eyeing his cock. She was staring at his cock with a curious look on her face.
“Start jerking your cock,” she said.
He looked at her in surprise. “What?”
“You heard me.”
“But…”
“But nothing. Start jerking off,” she said.
He moved his hand down to his cock and began to slowly stroke himself. His face was red and he looked up at Maddy. She was watching him and he found himself liking that.
He started to get hard as she stroked himself. There was some precum leaking out of his tip already.
“Stroke it faster,” she said.
He looked at her and jerked his cock faster. His eyes trailed over Maddy’s body as he stroked himself. His eyes moved over her tits.
“Have you ever jerked off to me before?” she asked him with a smile.
He nodded his head. He couldn’t lie even if he wanted. He knew that she would know he was lying. There had been many nights when he had jerked off to her. Many times he felt ashamed about it but he also told himself that she wasn’t his biological sister.
Her smile grew as she looked at him. “I figured you did. I can always hear you in here at night beating your meat. How often have you jerked off to me?”
“A-a-a lot of times,” he stammered.
“Well here is your chance. I’m right in front of you so jerk off to me,” she said.
He stroked himself faster as he looked at her. She stood against the door and her breasts poked against the front of her shirt. She could see his eyes on her and she lifted her shirt up so he could see her bra. His cock twitched in his hands from the excitement. His precum was now trickling out onto his shaft. He was close to cumming and he jerked himself faster.
“Are you gonna cum?” she asked him.
“Yes,” he whispered.
“Good. Cum for me. I want to see it,” she said as she looked at him pumping his cock.
Ryan cried out as his orgasm hit him. His body shook and his cock convulsed as his cum shot out of his cockslit. A rope of warm white cum flew towards Maddy’s direction but fell on his bedsheet. Another large rope of cum flew out of his cock slit. He moaned as he continued to stroke himself. Maddy watched him in fascination. Her eyes were on his twitching cock. Another rope of cum sprang out and fell on his pumping hand.
He let out a final moan as he emptied his balls. His hand was coated in his warm cum. Maddy smiled at him.
“That’s a lot of cum but I know you can do better than that. Next time, I want to see more cum,” Maddy said. She grabbed the speaker from his desk.
“Clean yourself up,” she said with a smile then exited his room. He sat there for a moment then began to clean up.
Did she really say that there would be a next time? He thought in excitement. His cock twitched at the thought of it. He sure hoped that there was a next time.
Source: reddit.com/r/Erotica/comments/q9f6hn/ryan_and_his_stepsister_part_1
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