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Growing up (Paperclip x Ronyo)

He smiled, moving his hands back as she got up, she was a little shaky, he moved his hand behind her and pushed a little, helping her move. As she sat in his lap he blushed a little bit, though she hadn't meant to, she'd pushed his cock down and was resting on top of it. He held her close, leaning forward slightly a little and kissing her on the side of the head, if she got this much pleasure from only that, she was defiantly going to enjoy the other things he taught her.

"Some things will be just as good, some might be even better, and of course some won't be as good, but they'll all be good..." He pulled her back a little so he could look at her face "Remember though, after today you will have to work for it, and if your bad, you will be punished, and not in the usual way.." He smiled and stroked her hair reassuringly, even though it would be punishment, it would all be to introduce her to new things, so it was all good.
 
"P-punished?" Katy looked up with wide eyes, that word having been the only thing she had latched on to. She wasn't used to being punished because she worked very hard so that she wouldn't have to be. She wanted to be a good girl; to earn her brother's love and approval by doing exactly what he said, exactly when he said it. The thought that she wouldn't be able to frightened her greatly.

The teen set her mind to not be bad, no matter what it took.

"You'll tell me how to earn it, right?" She didn't like not knowing exactly what to do, especially when doing something specific would earn her something that she wanted. "And will you show me more today?" Katy was definitely an eager learner.
 
He noticed the worrying look she gave him and he smiled "I say punished, but trust me, nothing bad will happen to you... In fact, adults punish each other all the time, but in reality, the person being punished, they enjoy it, alot... Understand?" He kissed her on the lips again, though it was just to tease her, he was perfectly alright with showing her new things, and the fact that she seemed so eager only made his cock twitch, moving the material of his night gown slightly.

"Of course... The first thing I could show you I guess is how to do what I did to you just now, it's very simple, and most people start doing it when they become teenagers, though most of them have to learn on their own, and they don't have access to toys which make it even better.."
 
She didn't understand but Katy nodded anyway. She trusted Jack to know what he was talking about, and to show her the right way.

When he mentioned showing her how to touch herself like that, Katy looked down at herself, blushing a little as she saw the lips of her pussy glistening in the dim lights of her brother's bedroom. She was curious, though, about the toys he mentioned. She was thirteen, but like any other girl her age, she liked some toys still. "Toys?" she asked, looking up. Her eyes glittered with excitement at the prospect of having new things to play with, her naivety glaring.
 
He couldn't help but smirk at her obvious naivety, when she heard the word toys she was probably thinking of things like barbie dolls and the such. He reached over to the 'toys' in the box on the other side of the bed, rummaging around until he found what he was looking for. "This.. Katy is the kind of toy you'd use to stimulate your pussy..." As he spoke he pulled out a pink dildo, with an expanded end. He moved it in front of her so she could see "It's very easy to use.. You just do... This.." He smiled, moving down to her pussy and stroking her wet folds with the tip of the dildo, after a few moment's he stopped glancing at her.

"Seeing as nothing has ever gone inside you before, the first time might hurt a little bit, but don't worry, it's the only time, and the pain goes if your gentle.." He took one of her free hands and guided it to the dildo, letting her take hold of it so she could try herself.
 
The strange toy looked huge, and her eyes widened at the prospect of playing with that to make herself feel good. Katy had to admit, though, that the way it slipped between the slick folds of flesh felt intriguing. It felt, almost, like it belonged there. She let her legs fall open, exposing herself yet again as she looked down to watch what Jack was doing to her.

The dildo fit in her hand nicely, but it was heavy and still felt big against her entrance. Jack didn't have to tell her it would hurt for her to know that it would. The thought of pain scared Katy and she continued to slip the end of it around the outside of her pussy, whimpering a little as the toy brushed over her clit.
 
He smiled as she began to push it inside her a little "Just take your time.. There's no rush..." He moved behind her and moved his head onto her shoulder, nipping her neck slightly and sucking, while his hands moved around to her chest to play with her nipples again, so far his cock had remained hard the entire time, he wondered if it would be ok to explain to her what he had between his legs, since he wasn't sure whether Katy was sure what boy's had instead of girls.

He glanced down at her groin, watching as the dildo slowly crept into her wet tunnel, it was larger then normal dildo's, 7 inches long and a little wider then the average cock, but it should be ok for her, as long as she was slow, the pain would be minimal. "How are you feeling?.. And relax, your tensing up a little, trust me you'll be fine.." He licked her cheek to let her know he was here for her.
 
If Katy knew the definition of 'lustful', that would have been the word she used to describe how she was feeling. For now, though, she didn't understand what she was feeling other than the pain from pressing the new toy inside of her. The teen scrunched her eyes up tight, and pressed herself into her brother's chest while trying to focus on the hand on her breast.

She tried to relax when Jack told her to, but it was difficult. Katy stopped pushing the dildo inside of her and took several deep breaths, taking Jack's hands and pulling his arms around her tightly. She needed the comfort to help her relax. A few minutes later, she felt like she could continue and Katy reached down once more and began to push the toy in further, letting out a cry when there was a sharper pain than before. She had no way of knowing that she'd just popped her own cherry, only knowing that it hurt.

Katy leaned up and nuzzled along Jack's chin. "Make it feel better, Jacky..."
 
He blushed a little as she pushed into him, his warmth passing from him to her, he loved snuggling up close to her, he used to do it when she had nightmares, his presence and warmth was usually enough to comfort her. He said nothing as she stopped, leaving the dildo inside her pussy, he simply let her move his hands over her, holding her firmly, yet not digging into her, letting her know she was fine.

He watched as she started again, tightening his grip around her as he hear her cry out, he knew instantly what was wrong, her cherry had just been popped, a small amount of blood could be seen on the dildo. "Shhh.. It's ok.. That's the worst of it, the pain should start to go away soon, your doing fine.." He nuzzled into her neck with his head, licking her softly, tasting her skin and sweat that had begun to appear.

"Just keep going, I'm here for you..."
 
She wasn't liking this. Katy never did well with pain, and she wanted to stop. But Jack had told her to keep going. She kept a very slow, yet steady pressure on the dildo, pressing it further into her pussy until she felt like she couldn't do it anymore. The teen squirmed a little, not sure if she liked feeling...full this way. She looked up at her brother. "I don't think I like this. Your fingers felt better."
 
He tilted his head a little, he knew what was wrong but it was a shame she was stopping "I won't be here all the time Katy... One of the things you need to learn is how to live and act on your own, shall I try and use this for a short while?" He moved a hand down to the dildo and took hold, pulling it out at a slow but firm rate, changing it's angle a few times so it'd rub against her walls. He knew she couldn't handle pain, it was one of the things he hoped he could change in time.
 
Wincing a little as the toy was withdrawn from her body a little, Katy nodded that Jack could continue. She did, after all, trust him. Still, it wasn't her favorite sensation in the world. When the dildo was angled right, though, it pressed into...something. The brunette gave a soft 'oh!' as it rubbed over her G-spot, sending little shockwaves of pleasure through her. "That... Do that again." She wished she had the words to describe just what she wanted done again, but perhaps Jack would teach her that in time.
 
He nipped her neck again, loving the feedback that he got from her, he repeated the action again, pushing the dildo in, then pulling it out while angling it into her g-spot. "See?.. It's not bad anymore is it?.." He moved his other hand down into his gown and started to rub his cock, which was demanding attention now, it was beginning to hurt a little from getting no pleasure. He redid the action with the dildo once more, running the head of the dildo over her g-spot again, sending a spike of pleasure through her each time.
 
Moaning a little more, Katy was once again becoming the eager student as she reached down with one hand to take hold of the toy, moving it in and out with a little guidance from Jack. She was distracted, though, by the hand moving behind her and she looked up at her brother, rubber cock still moving in and out of her as she questioned the man. "What're you doing?" She didn't pay attention to her speed or her rhythm, only that her body was enjoying being fucked for the first time. "It's starting to feel good again," she mentioned, voice breathy with lust.
 
He smiled and licked her on the nose as he looked down at her face, which looked cute while upside down "It's nothing, don't worry about it for now, all will be explained and revealed in due course... And of course it's starting to feel good, it'll never hurt again, good girl" He grinned as he started to wank himself off, his body rocking slightly against her's, which didn't have a rhythm, more like an erratic cluster of movements, but she'd learn fast, he'd make absolute sure of that. After a few moment's he took his hand away from the toy, she was doing fine on her own, moving his now free hand to her breast and groping it a little.
 
Katy scrunched her nose as it was licked, giggling a little. The giggle, however, turned into a moan when the dildo hit that spot again, and the teen tried her hardest to keep the toy at that angle. She was too inexperieneced to do so, but she figured (hoped) that she might get an A for effort. The feeling returned to her belly, and Katy reached down with both hands to help guide the dildo into her virgin pussy. She felt like she couldn't make it do what she wanted with one hand, and thought that perhaps two might help give her the advantage over the rubber dick.

She crested once more, this time only moans forming on her lips rather than words, and she collapsed back onto Jack fully, hands falling limp to her sides with the dildo still inside of her.
 
Jack wasn't focusing on Katy as much as he would normally be, his hand was beginning to speed up on his throbbing cock, making him arch his back a small amount, he had to bite his lower lip to make sure no moan's escaped him. His over hand continued to grope at her breast, harder then before, he didn't concentrate on much while he wanked, and he was comming closer and closer to climax, he would simply cream his robe and clean up later, he had no problem moving around with messed pants like that, it wouldn't be the first time...

He was about to hit his climax when suddenly Katy fell backwards, making his let out a sharp yelp as she fell onto his cock, which pressed hard into her lower back. He froze, going deep red in the face.
 
Katy shot up, sitting up when Jack yelped and something hard poked her in the back. She wanted to move to see what she'd done, but it was rather awkward with a dildo still pushed inside of her. The teen reached down and gingerly pulled the toy from her body, wincing as it finally came out with a soft pop. She tossed it to the side and knelt up, turning to face her brother. She saw the tent in his robe and that his hand was there. Katy reached forward and peeled the robe back, gasping at what she found. It took her a moment for her to think about what she should or wanted to do to make up for hurting Jack. After a second, she leaned down and pressed her lips to the glistening head, kissing it softly. After all, he always kissed her "boo boos", so why shouldn't she kiss his?
 
His face turned crimson as Katy turned around "Katy no I'm...." He lost his voice as she pulled back the robe, his slightly red cock pointing at her, he wasn't in pain, it was just a shock to have something fall back on it. "Katy.... No.. It's fine.." His eyes widened as she moved down towards it, gasping in shock as he felt her lips caress the tip of the head "Ahh!..." He blushed as a wave of pleasure washed over him, making him moan a little in pleasure. "Katy.. This is what boys have instead of what you have... We pleasure it the same way really.." He began to pant a little bit, he wanted her to just start playing with it, licking and sucking to her hearts content, it would be obvious to her how much he liked the kiss, so maybe she'd pick up on it...
 
Looking up, Katy's brown eyes shone with pride at making Jack feel better. She didn't know that she held such power, and it was nice to know now that she did. The girl leaned down and kissed her brother's cock once again, wanting him to feel as good as he'd made her feel twice. She experimented. Katy brushed her lips over the head and the length, she kissed over it, she even flicked her tongue out over the head to lick. Each time she tried something new, she waited for a reaction-good or bad-before continuing.

Eventually, Katy looked up. "Teach me?"
 
"K-katy.." He moaned as she kissed his cock again, falling back so he was lying down, squirming slightly as he felt her tongue moving around and over his cock, the feeling was brilliant. "Oh no just keep trying new things... God that's good..." Even though she was a novice she was doing all the right things. He moaned again, wanting more, his hands moving to her hair to ruffle her hair while pushing down onto his cock automatically, he needed release, and at least she could learn now, since he planned to have her do this later as well.
 
Trying new things was easy enough. Katy took the swelled head between her teeth, putting only a little pressure on it before licking over where her sharp teeth had been only a second later. She knew instinctively not to hurt Jack, and knew that teeth hurt. Katy was smart and easily put two and two together. The teen put her lips around the head and suckled just a little bit, once more watching for a reaction before repeating the action several more times. Each time, she tried something else with it: sucking and flicking her tongue over the head, sucking and tracing fingernails over the length, sucking hard, sucking softly... Katy was eager to learn, repeating each action that had gotten the biggest reaction from Jack.

"Like that?"
 
He groaned loudly, her teeth and tongue bringing him closer to the climax he so wanted very much "O-oh God.." He muttered through the moans, liking the hard suckling the best, making sure she knew by moaning loudly and squirming from the pleasure. After a few minutes he had an idea, looking up to Katy "Hey Katy, move over me to play with it, put your crotch over my face when you do it, I promise it'll be good.." He planned to put her into the first sexual position she'd learn, the 69, though she didn't know that just yet.
 
"O...okay..." Katy was unsure of the instruction, but Jack hadn't told her a lie yet. She sat up and awkwardly moved around the bed to get into the position that her brother had told her to get into. She felt odd, thinking that she would wind up smothering her brother. But the teen found that if she leaned down, lying on top of him, that she didn't quite feel that way anymore, and it also meant that she could reach him a little better.

Using her hands, Katy held the man's cock, flicking her tongue out over it once again. She liked knowing that Jack liked this, and she wrapped her lips around his head again, once more suckling on it hard enough to bring those noises from him again. Katy tried not to think about the fact that she was shoving her pussy in her brother's face, thinking that it must be awkward for him to have it there. Instead, she concentrated on bringing pleasure with her mouth.
 
Katy could not be more wrong, seeing his brunette's pussy so close to him caused his eyes to widen in delight, making the moans come alot easier in fact. As she continued with the attention she was giving his throbbing shaft he slowly lifted his head up closer to the wet pussy in front of him. "Ahh... Oh God that's so good.. Katy you're so good at this without even trying.." He squirmed a little more, still edging closer to her pussy.

After a minute or two he couldn't bare just watching anymore, he lifted his hands up and held her hips firmly, suddenly pushing his face into the wet folds, jabbing his tongue out as he and quickly and expertly moving it around her slit, small moans leaving him as he did so. His fingers had also begun to stroke and squeeze her backside, moving closer to her other hole with each squeeze "Mmmm..."
 
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