"Amy" he whispered quietly she looked at him with a small, slightly nervous, grin. "What panties are you wearing?" He whispered. His parents were well out of ear shot and probably in the car by now, but Eric knew he had to be extra careful and take every step he could. Even this risk felt a bit too dangerous, but that thought turned him on a bit more.
With a quick grin and a nervous look from side to side, Amy quickly lifted her small blue. silky skirt. It only came down to a little past her thighs as it was a dress she had owned for awhile now. But it was a warm summer night and she wasn't leaving the house anyways so her parents hadn't even thought about it. Eric got a great look at them as she held the hem of her skirt up to her stomach and slightly spread her legs at her adorable panties she had picked out for the day. He wondered to himself as he smiled and nodded, indicating her to lower her skirt, if she picked those panties out for him knowing tonight was their night. He loved when she had on her teenage like panties as they looked so cute on her.
Eric felt himself growing in his shorts already, his anticipation for these nights was at its peak lately as Amy had slowly become accustomed to things and was open and accepting of things a lot more now. He began to rub himself through his shorts on the chair across the room from Amy while his eyes were on the TV, but he wasn't paying attention in the slightest. She watched him adamantly, not bothering to look at the TV despite it being her favorite show on Nickelodeon on, as he rubbed himself, knowing exactly what he was doing as they waited.
Eric always gave it 15 minutes. That way if they had forgotten a phone or something, they probably would just decide to leave it as the restauraunt they went to was about 15 minutes away. He rubbed himself in the silence watching the clock tick the minutes away knowing Amy was watching him. He watched the clock seem to hang forever on 7:14 before finally clicking over to 7:15 and he lowered the recliner and stood up quickly, his erection sticking out through his shorts which Amys eyes locked on as a smile came over her face. Eric walked into the entrance hall with the front door briskly while Amy waited. He picked up a chair and leaned it against the handle so that even if the door was unlocked, it couldn't be opened. His parents never came back early, but again he wanted to make absolutely sure. The chair would raise questions, but those questions could be easily answered compared to the questions about why his little sister had his cock in her mouth. He could easily just say he heard something outside and wanted to be safe.
He walked back out, erection swinging in his shorts, into the living room and Amy had already turned off the TV and had lifted her skirt once again as she sat on the couch, this time spreading her legs wide. Eric looked down with a big smile as she looked up at him with those innocent, slightly nervous eyes.
"Do you like them?" She asked indicating her panties a bit nervously. He laughed softly and said "Love them" as he leaned down and grabbed her under her bare arms and picked her up. When he pulled her up to her feet he made sure to bring her in close enough that his penis rubbed on her chest causing her to giggle as he set her down.
"Are you ready for it?" He asked her smiling in a playful voice. She nodded enthustiastically and said "Mhm!" with a bright smile. Due to their height difference, the erection that was poking at her was about neck height to her. "OK! You can pull it out, but don't touch" He said, still playfully.
Eric had made sure to set up some rules with his cock when it came to Amy. He had told her that she wasn't allowed to touch it or do anything to it without his permission. He had explained in a gentle lie that this was something all adults did. But his real reason was that he thought it would cause her to crave him more. The look but don't touch mindset for kids always making them only want to touch it more. It seemed to have worked as his little sister had seemed enthralled by his cock at times. Looking at it as if it was the most coveted Barbie in the store as most girls her age reserved that look for. In an odd way he seemed to have taught her to respect and revere his penis.
She reached up and grabbed the hem of his loose shorts and boxers with both hands a distance away from his cock as she lowered them down. His cock, fully erect, sprang out in her face with a pop as the hem was pulled down the length of his cock until it was pulled far enough down that it sprang free. Amy let out a little "Oh!" of surprise as he grinned down at her, basking in the feeling of how she looked at it.
He leaned forward slightly, poking her in the chin with his cock playfully and said in a jokingly taunting voice "Do you want it?" Amy grinned, loving the game, and nodded saying "Mhm!" again excitdely. "What's the magic word?" He said tauntingly again leaning forward and poking her in the cheek this time. "Please!" She said quickly, eyes now entranced on the cock in front of her. "Say the whole thing" He said in his playful taunting voice. "I want your cock please!" She said smiling wide at being teased in such a fun way.
Erics voice got a bit serious this time as he said "OK... open up" Amy immediately obeyed, stretching her mouth wide open as far as she could. Erics length and girth were a bit too big for her mouth. Just the head of his penis and a little past was enough to fill her mouth, but it never stopped her from trying. Especially with his reminders that the more she did it now, the better she would be when she was older and could take more. Looking down at his little sister, eyes squinted shut from opening her mouth as wide as she could, Eric pushed his cock in her mouth. He felt it slide past her tongue and immediately let out a groan and, despite himself, pushed himself further in her mouth than he probably should have. She let out a gag which caused him to back up a bit and rest his cock on her tongue at which point she closed her lips around it and began moving her tongue around it.
Eric let out a sigh of pleasure as his teenage sister worked his cock in her mouth. She didn't go back and forth, she just let the head rest in her mouth as she suckled on it lightly and danced her small little tongue around. Eric had taught her these tricks and coached her endlessly on what felt the best and he couldn't help but think at how amazing she was turning out to be just working on his head. He suspected that since this was all she could really do because of his size and she was perfecting it and he couldn't help but think of how amazing it would be when she could take more of him in her mouth.
"You're so good at this Amy." He said warmly down to her. "You make my cock so happy in your mouth" He said trying to express to her how good it felt. This made Amy feel warm inside. She wanted desperately to please Eric and knowing she was doing well only made her want to do more. She lifted her hand up, her tiny fingers approaching the cock but obediently she hovered it a few inches away, waiting for permission. Eric saw and said "You can play with it since you're doing such a good job"
This is what Eric had worked on for nearly a year now with his teenage sister. Trying to condition her into almost needing his cock. His sister was desperate to please him always, and he had cleverely manipulated that aspect of her so she was so desperate to have his cock just to make him happy. But, in his own head, it wasn't really wrong. He really did love his sister. As he looked down at her with his cock in her mouth he thought to himself as how he'd love to spend the rest of his life with her. When she was old enough even getting their own place and, the thought made his cock twinge in her mouth, even have kids together.
All these thoughts going through his head, and with Amys little hand jerking him off into her mouth as she suckled on his head had brought him really close to the edge. He thought of maybe cumming, thinking of if he should cum on her face, or down her throat, or even mark her nice blue dress right where her boobs would eventually grow. But the thought of having to do laundery tonight didn't appeal to him, and he decided tonight would be a good night for some sex.
He pulled his cock out of her mouth and she let out a unaudible groan as the cock left her mouth. She couldn't help but think, despite his reassurances, that she wasn't doing a good job for him which is why he pulled out. She desperately kept jacking off his cock, aiming it slightly up at her face to get his cum all over her trying to make up for it. She knows when he cums that he's happiest.
But he stepped back again away from her and sat back on the couch, his rock hard, and wet with saliva, dick sticking straight up in the air. "Do a little dance for me, get those clothes off sweetie" He said smiling.
Amy bit her lip nervously a little bit. She loved making her brother happy, and she knew being naked made him happy. But it still made her a bit nervous. Even at 15 she felt a bit self conscience of her body. She wanted to look like the girls on TV. She felt like such a teenager, and she didn't want to be a girl. She wanted to be an adult with Eric. She wanted boobs instead of her completely flat chest. She wanted her body to have some curves and not the child like body she had. She wanted to have some hair on her juicy pussy. Eric told her all the time how beautiful she was though. But sometimes it didn't sink in. She put on a brave smile for him though, desperate to please him and she slowly spun around facing away from him.
She lifted her dress, and reared her butt out a bit putting those cute panties on full display for Eric. She looked behind and he had taken his shirt and shorts off already and was now fully naked and slowly jerking his large cock. Reassured that he was masturbating to her, she began to wiggle her butt in the air tauntingly towards him like he had taught her. Amy wasn't very happy with her body, but she loved her butt. She knew she had a great butt that was bubbly with large fat cheeks in juxtaposition to her very juicy body.
"Good girl" Eric said reassuringly and Amy, feeling braver, reached back and pulled her panties tight up between her ass cheeks showing off more of her bubble butt as she put her hands on her knees, rearing her butt out even more, and began to do a dance with her butt.
Eric was loving the dance, just as he had taught her. But he couldn't help the excitement he had for his resolution to have sex with Amy tonight. He had already taken her virginity before. And maybe her anal virginity as well... he wasn't sure if fingers counted. But Amy, Eric could tell, wasn't a massive fan of sex. She was still a bit scared of the pain it causes, even though she had admitted it was getting less and less every time. They had only had sex a few times now and despite Eric wanting it every time, he also didn't want to hurt or force Amy into it. He knew she would say yes to anything he asked, but he didn't want her to say yes when she really didn't want to.
Amy had moved on in her dance now and had slid her panties off. She was now shaking around her bare bubble butt for Eric, occasionally rearing and spreading enough so that he could see her cute little butt hole and occasionally her tiny little pussy. After a bit of it though, she turned around and let her dress fall, covering up her nakedness underneath and then seductively, as Eric had taught her, walked over to him sitting naked and still stroking his cock.
She climbed up onto the couch and straddled him sitting with her juicy pink pussy just inches away from his cock, knowing not to touch and she let her dress fall over draping over his cock and lap.
She, as seductively as she could, then lowered the straps over her shoulders down and pushed her top down so they revealed her cute little pink nipples and boobs chest. She brought up her index finger and thumb from both hands and licked them. Then she lowered her finger and thumb down and began to lightly pinch her own nipples for Eric. He had taught her to do it just enough so it would hurt and eventually that would feel good. Her mouth opened partly in light pain. Erics hands had been rubbing up and down her waists but now went back to her bubble butt through her dress and pulled her forward so now Eric could feel the line between the fat in her pussy lips on his cock and Amy felt his large cock rubbing against her. "Harder" He said. Amy bit her lip again, but pinched her little nipples harder for Eric and her mouth opened up wide in pain before he stopped her by leaning in and kissing her. A romantic and loving kiss with his tongue dancing around her mouth.
After several minutes of making out on the couch, Eric broke the kiss and leaned over to Amys ear and whispered, while she was still caught up in the joy and love of the kiss, "I want to have sex Amy' Amys nervousness overtook her despite her emotional kiss and she bit her lip but quickly, still wanting to please said "OK"
Eric felt slightly guilty and he reminded her, as much as himself, "It will hurt less the more we do it, and soon it will start feeling good for you too." Amy nodded as she slid off of him. Still a bit nervous but resolute on going through with the sex to please him.
Eric stood up, his rock hard cock back in Amys face and he helped her lift her dress off so she was completely naked for him. He reveled in her prepubescent body for a few seconds before getting down on his knees and kissing her again for a minute.
"Do you want to do our normal position?" He asked her nicely. She nodded, still nervous and began to lay back on her back. Amy had lost her virginity to her brother in the missionary position. They had tried many positions since then to try and find one that hurt less but this one seemed to be the least painful. They had tried with Amy on top but it was harder for her when she had to thrust herself onto it. They had tried with her bent over the kitchen table, but she wasn't tall enough and her feet dangled from the ground while her brother put it in her and she didn't like that. So she had opted to go back to missionary position and it seemed to hurt less.
She laid back on her back and spread her legs as wide as she could. The wider she spread them, the less it hurt. Eric positioned himself above her. He put his cock right at her hole lodging it in her a tiny bit so it wouldn't move and hovered himself over top of her. He put his elbows on the ground for support and Amy had to look up at his chest. She was too short to see his face like this and it was one thing she didn't like but he had told her she'd get taller and soon they'd even be able to kiss during sex which she was excited for.
"Are you ready Amy?" He said in a calm voice trying to reassure her. She nervously responded "Mhm" and he started pushing himself in.
Amy let out a loud cry of pain as his cock pushed into her and Eric quickly said "Sorry! Just a little bit further! Almost there!" And pushed himself further in causing her to moan a bit more. He finally pushed his length about half way in his teenage sister then stopped as she adjusted herself to the pain. She was letting out little whimpers below him and her juicy legs had lifted off the ground and we're rigid as they spread open wide, desperately trying to open her pussy as much as possible for Eric. After letting himself sit for a few and letting Amy get used to the pain he told her while hovering above her. "I'm going to go back and forth now OK?" Amy tried to mask any pain from her voice as she said "OK" but didn't do very well.
Eric didn't like seeing her in pain, but he knew they would have to go through this occasionally so she could get to the point it didn't hurt. But at the same time, he was so turned on and desperate to fuck his teenage sister. He began to very slowly fuck her pink pussy. Despite the amount of pleasure it actually hurt Eric a bit too. Her pussy was gripping his considerable girth like a vice. Inside her his cock felt almost smothered and her hole had gripped itself tight around his cock as it tried to close itself.
As he began to fuck her, he could hear her letting out little whimpers. He looked over in the mirror and couldn't see her, but could see her legs pointing up in the air, her tiny toes pointing outward from being so rigid. He already felt himself close and decided it would be best to finish early so she wouldn't have to go through this for too long. "I'm going to go fast now OK Amy?" He said and hear beneath him a muffled "Mhm" as she braced herself for her brothers dick.
Amy grabbed at the soft carpet beneath her in preperation and then the thrusts started coming and she let out a loud wail that she desperately tried to stifle with her hand. She didn't want to pull away from her brother enjoying her pussy. She covered her mouth letting out little whimpers as tears began to form in her eyes that she desperately wiped away. But then, one thrust inside her that didn't push too far in and she closed her eyes. That one felt good. This time the moan that escaped her wasn't from pain. The next thrust went deeper and it was back to hurting again. As the thrusts constantly came Amy noticed that a few of them had felt good. Eric had told her that it would eventually start feeling good and she was so excited to tell him that she thinks it might be getting there. The pain wasn't so bad when it occasionally had thrust that felt good. But she didn't want to say anything now as he was clearly close to finishing and she wanted to let him concentrate.
Eric fucked inside his teenage sisters tight pussy. He knew he was probably hurting her. He knew he was thrusting too fast and too deep. But his approaching orgasm consumed him as his arms gave out and he laid full out on top of his sister as he plunged his cock into her. She had turned her head to the side and he felt her hair on his stomach and his concern for her started to take back over and just as he was about to slow down and ask if she was OK, he felt her little arms wrap around and grip in a hug. He only lasted a few more thrusts as his groans were loud. As his orgasm hit him he thought whether he should cum in her or on her. He had only ever cum inside her when fucking her. He loved seeing his cum drip out of her and the thought that in a few years he could get her in trouble doing this. But this time he wanted to cover her in his cum.
He desperately pulled out right at the last second, causing a moan of relief from Amy as the cock left her body. He propped himself up on his arms and unable to even look, desperately trying to aim his cock at his teenage sister as it swung wildly beneath him. The build up was huge and he let stream after stream shoot out onto his sister, still unable to see her beneath him.
He held himself above her trying to catch his breath as he came down from his orgasm. He finally rolled off of her and looked down at his sister. He had coated her in cum. It was all over her stomach in large pools. A few streams shooting over her flat chest. Even a few streams hitting her face as a trail of cum dripped down from both her cheeks. As he still tried to catch his breath looking down at her, Amy was looking at all the cum all over her. She loved seeing his cum like this. She didn't want to wipe any off.
Amy grinned a little to herself and reached down and, using her tiny little finger, scooped up a big glob of cum. Eric watched her curiously as she began to trail the cum over her chest, almost like she was drawing with it. Once she went back down for more cum he caught onto what she was doing and smiled at her. As she finished she looked up at him expectantly hoping he would be happy and was ecstatic to see his smile. She had wrote AMY using his cum across her body chest. The cum shown brightly and was clearly visible. Eric couldn't resist getting a picture of this and reached over and grabbed his phone. Once she saw he was taking a picture of her, she stuck out her tongue playfully, her girlie instincts taking over.
Amy was used to pictures at this point. Eric had started taking pictures of her to have when he couldn't wait for their next Tuesday night. He would make her go into all kinds of poses. Some just standing up with her full body on display. Some with her on all fours rearing her bubble butt out. Some with her laying on her back spreading her pussy open as much as she could. A few recordings even of her wiggling her butt for him. This picture wasn't as much one to masturbate to, but one to remember though.
Eric reached his hand out and dipped it into a glob of his own cum that had pooled around her belly button. He lowered his hand down to her sore pussy and as he gently inserted his finger, covered in his own semen, he said. "In a few years we'll be able to put this cum in you and we can have little one together!" He said excitedly. Amy gushed at the thought of Eric being the dad to her little one and raising them with her. Eric scooped up some more cum and drew a heart around the AMY she had wrote on her chest. Then he held it up to her mouth for her to clean it off, which she excitedly and obediently did.
As she sucked on his finger, Eric felt himself getting a bit hard again and began to think of the next thing to do to his little sister. They still had a few hours before having to go to sleep.
The End