"I mean compared to the real thing," Ellie said.
"Oh. Still amazing, but it isn't the same as when I was with Sarah." Sarah had been his high school sweetheart, and he thought they were going to spend their lives together, but she had cheated on and then broke up with him before she went out of state for college. Even almost a year later, he still felt the wound of losing his first love, the girl who he had lost his virginity to.
Ellie could tell that mentioning Sarah had caused him pain, and she felt guilty. She hugged him tightly. Matt was glad to have her there to comfort him, and he hugged her back. It was a touching moment between the siblings that felt odd to Matt since their sex toys were sitting there on the bed.
"She was stupid to cheat on you." Ellie held him tighter.
"Thanks," Matt said.
"I mean it. Any girl would be lucky to be with you." Ellie held his hand, and there was a look in her eyes that he couldn't quite figure out.
"Thank you," Matt said, feeling a little better thanks to Ellie.
After Ellie left, Matt lay back in bed, thinking about how odd but nice that moment had just been with her. He thought about watching her petite body as she had entered and left his room and how nice it had felt to have her pressed against him. He found himself starting to idly stroke his cock as he thought about her. He wondered what it would be like to see her naked. What did her nipples look like on her perky breasts? He started to imagine it was her hand that was touching him.
Ellie was in bed, thinking about her brother. She loved his shaggy dark hair and how manly he had started looking over the last year as he started growing a beard. She loved when she could catch a glance of his arms, wanting nothing more to feel his muscles. She had melted when she hugged him, savoring how strong he was and how comfortable she felt in his arms. She had felt his erection press up against her when they had embraced. He seemed so big. She wondered what it would look like and how it would feel to touch it. She slipped a hand into her cotton shorts and panties and started to feel herself, imagining that it was her big strong older brother who was touching her in her most sensitive of places. She wanted him so badly earlier when she could tell he was hurting. She wanted to more than just hug him. She wanted to kiss him, show him how much he meant to her, how he made her feel. She wanted him.
Matt realized that he still had his Fleshlight on his bed still, so he reached for it and then for the bottle of lube that he kept behind one of his pillows. He poured some lube onto his hand and then started to jerk off again. Once his cock was nice and lubed up, he unscrewed the lid off his Fleshlight and then slowly started to penetrate it. He had ordered one of the ones based on one of his favorite petite porn stars and it squeezed his cock as he fucked it. Matt closed his eyes, imagining that it was Ellie's tight pussy that he was entering. This wasn't the first night that he imagined what it would be like to be with her, but their conversation earlier, their lingering hug, and that strange look that she had in her eyes added extra fuel for his fantasies.
Ellie pulled down her shorts and panties and rubbed her pussy with her vibrator. She slowly slid half of it in and out of her. "Oh, Matt," she cried out as she started to work it in deeper. Ellie imagined not for the first time that Matt was entering her, taking her virginity.
Matt bottomed out inside of his Fleshlight. He held still, pretending that his entire length was deep inside of Ellie. He twisted the cap, increasing the suction. He pulled out until just his tip was inside, and then he slid it down over his entire length again. Each time he increased the speed, imagining that Ellie was riding him, both racing to their orgasms.
Ellie moaned as she fucked herself with her vibrator. She imagined her brother was on top of her, wanting her so badly that he couldn't contain his lust any longer. With her other hand, she played with her petite breasts. She rubbed her nipples and pulled on them, imagining Matt touching her. She lowered her hand and started to rub furiously at her clit, rapidly bringing herself to climax. "Oh Matt," Ellie cried out his name as she came.
Matt fucked his Fleshlight hard. When he was about to cum, he turned the suction to the max. He cried out Ellie's name as he bottomed out one last time and came.
******
The next day things seemed back to normal between Matt and Ellie. He was glad that she had taken the time to check on him and make him feel better. Matt was eating a snack in the kitchen when Ellie walked in.
"Hey, do you want to have a movie night?" Ellie asked.
"Yeah, sounds good," Matt said.
"See you tonight," Ellie said.
Later that night, Matt was waiting for Ellie in the living room. He had been waiting for five minutes and was in the middle of texting her to ask her where she was when he heard her walking into the room. He looked up and saw she wore one of his shirts that went down to the middle of her plump thighs. Matt thought she wasn't wearing anything under the shirt, but when she shifted, he saw that she was wearing a tight pair of shorts. Matt wasn't sure, but he thought that he could see her nipples poking through the thin fabric of the shirt. His cock twitched at the thought of her going braless under the shirt, her perky breasts pressing against it.
They sat under a shared blanket, close but not touching each other. It was Ellie's turn to pick the movie, and she chose a thriller that was surprisingly full of sex scenes. Matt became intensely aware of how close his little sister was during those scenes. He was close enough to feel the heat radiating from her body, making it even more comfortable under the blanket. During one of the sex scenes, Matt glanced at Ellie from the corner of his eye, and he could see how attentive she was watching the scene. When she bit her lower lip, Matt's cock twitched at the sight. By the end of the movie, Matt wanted to just run to his room and masturbate, but Ellie turned to him and said, "About what we talked about last night."
"Yeah?" Matt asked, wondering where she was going with this.
"I was wondering about how you use it," she said, looking down at the ground.
"I told you how I use it," Matt said.
"I was wondering if you could show me." Ellie looked up at him hopefully.
Matt knew he should say no. It was his little sister, but he was so horny after watching the movie with her he thought about saying yes. "I'm not sure that's a good idea," Matt said.
"I could show you how I use mine," Ellie added. It took him a moment to process her words. Matt wanted to do the right thing, but this was an opportunity that he couldn't pass up. He nodded. "Meet in your room. Give me five minutes," Ellie said. Before Matt could say anything else, she got up and bolted for her room. Matt sighed and sat there for another minute, wondering if he should back out of this or not. He was so horny, and this played right into his fantasies, but those were a fantasy for a reason. The last thing he wanted to do was jeopardize his relationship with her. The fact that it was her idea made it easier to give in to the temptation of the situation. Matt knew that this would be wrong, but that only added to how much he wanted it. His curiosity of where this would go won out, and he went to his room. He pulled out his Fleshlight and the bottle of lube and lay in the middle of the bed, waiting for Ellie to return.
Ellie set her vibrator on the nightstand and went through her underwear drawer. She wanted to find something sexy to wear for her brother, but all her panties were plain-looking. After resolving to buy some sexy panties, she had a sudden idea of what it would be like to go to his room wearing nothing but his oversized shirt. The thought of it both thrilled her and scared her. For a second, she wondered if it would be too much too soon, but she was getting tired of waiting around for Matt to notice the hints she was putting out. She didn't put anything on under the shirt.
Ellie cradled her vibrator in her arms and walked down the hall to Matt's room. His room was at the opposite end of the house from their parents, which was perfect because Ellie knew how thin the walls were. She felt a thrill run through her as she walked nearly naked to his room. Ellie fantasied about how he would react if she walked naked into his room, but that would be too much at once for him. She loved how much he cared about her, made her happy, and protected her, but that urge to protect her was keeping him from realizing what she wanted to make her happy. Plus, she couldn't wait to see the look of shock on his face when he finally realized that she wasn't wearing anything underneath the shirt.
There was a soft knock at the door, and then Ellie entered Matt's room. Both Ellie and Matt's hearts were beating rapidly as she approached his bed and sat down. They were really going to do this. They were going to masturbate together.
Ellie sat cross-legged across from him, down at the foot of the bed. She had the sudden urge to spread her legs and flash her pussy at Matt, but she managed to contain herself. For now.
"So," Matt said, not sure how they were going to start.
"So," Ellie replied.
"Are you sure this is ok for us to do," Matt said, listening to his conscience one last time.
"I want to learn. Please help me," Ellie said the last part quietly, the look of nervousness in her large hazel eyes was more convincing than any pout she could have done. She looked so vulnerable. Matt suddenly knew that if he were to turn her away now, away from something that they both wanted to do, he would hurt her. "As long as we don't touch each other, what we are doing isn't wrong."
"Ok," Matt said, agreeing with her logic.
"So, how do you start?" Ellie asked.
"I play with myself a little to get fully hard, and then I use some lube for a little bit before I use it," Matt said, feeling a little uncomfortable talking about it. Knowing that he had to start sometime, he slipped his hand into his shorts and started to stroke himself. At first it was awkward, but he was so turned on by having his innocent little sister watching him that he quickly got into it. His erection pressed uncomfortably up against his shorts.
"I want to see it," Ellie said, her sweet voice sounding huskier than usual. Matt grabbed his shorts and started to pull them and his boxers down simultaneously. He had to raise his hips out of bed to pull his shorts and boxers down. This put his erection closer to Ellie's face when his cock sprung free from its cotton cell.
Ellie let out a little gasp when she saw her brother's hard cock for the first time. She hadn't even realized that she was holding her breath until she finally breathed again. Matt's cock looked so big and was standing straight up. She wanted to reach out and touch it so badly. She wondered how it would feel to have her fingers wrapped around it, to suck on it, and to have it inside of her. It looked an inch or two bigger than her five-inch vibrator, and it had more girth to it. It looked like it would be impossible to fit it inside her, but she wanted to try so badly. As she watched him touch himself, she reached down under her shirt and started to rub her pussy. Matt noticed what she was doing, and another sexual thrill echoed through her body.
She watched as Matt started to slowly stroke his cock for a bit. His cock looked like it kept getting bigger. He grabbed the bottle of lube and poured it into his hand. He worked the lube into his cock, his hand sliding along his shaft effortlessly. He reached for his Fleshlight and unscrewed it. He held it so that just his tip pressed against its entrance, and then he started to enter the Fleshlight slowly. He had to work it up and down several times, each time taking in more of his dick until finally, his entire length was inside of it. Matt let out a small groan of pleasure, closing his eyes as he did so. When he opened them again, Ellie saw the desire in his gaze as he looked at her.
Ellie hadn't even realized that she had started to touch herself under the shirt.
"I want to see," Matt said. Ellie pulled back the shirt so that it bunched around her hips. She kept her legs closed, her plump thighs pressing against each other so that he couldn't see anything yet, but his eyes went wide when he realized that she wasn't wearing any panties. Ellie parted her thighs but kept a hand covering up her sex. She could see how intently Matt was looking, feel how desperately he wanted her to move her hand. She wanted to give in so badly to his wants, but she also wanted to tease him.
Ellie curled her pinky finger, revealing more of her pussy without allowing him to see it fully, and then a moment later, she did the same with her ring finger, so just her index and middle finger covered up her slit. She started to touch herself, rubbing her hand in a circle and lightly pressing her fingers into her lips, allowing him to see the slightest hint of pink. Matt started to jerk off again as he watched her play with herself, slowly stroking his cock.
After two minutes of them slowly playing with themselves, Ellie couldn't keep up the teasing any longer. She wanted him to see her. All of her. She sat up so that the shirt covered her back up. She could see the confusion on his face, but then she grabbed the hem of the shirt and quickly pulled it over her head. Ellie felt a shiver of pleasure run through her body as her brother stared at her now nude body.