Rewarding her brother (closed to Ladyme)

Yerad

Really Experienced
Joined
Mar 19, 2015
Posts
179
Girls might very well be the only subject that the 18 year old Will couldn't figure out. He was a smart guy that for fun read books that most people wouldn't even read if they had to. He had a skill for most classes like math and chemistry, and the computer held no secrets to him either. He was the favourite guy for most teachers and never had an issue helping anyone out.

He wasn't a popular guy however, but rather shy and quiet. He wasn't outgoing but instead spend his days at school, behind the computer or playing Dungeons & Dragons with likeminded people. At least he didn't have acne or had to wear glasses.

Real Life girls were a big mystery. In his fantasy games they were a lot easier to understand: women had a problem... they were being attacked by an Ogre or something... and the hero saved them. With his 18 years he was still a virgin.... hell the only time he had really kissed a girl (because he thought she had wanted that) she had slapped him, hard. Girls were impossible to figure out and dangerous. Books and games, that were easy things.

His sister was very different than him, and therefore quite the similar mystery as all other girls. She was popular, and rather hot (all his D&D playing friends agreed on that), especially when she dressed in something short and revealing.
 
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Hey, Will, can you help me out? My laptop is freezing. Aaaaaand it now the screen is upside down. Wiiiiiill? Pretty please? *i was frantically trying to delete my browser history, but knew it was futile.
 
Will rolled his eyes some as he took off the headphones. His sister was just like his parents, they always asked for help at exactly the wrong moment. "Sure sis... Let me take a look." He said, leaving his room and entered hers. He gave the room a quick glance, not being in here often.

His room was the room of a gamer guy, posters of big breasted characters of various games, dressed just enough not to have his mom freak, but of course she had no idea of his anime porn collection on the computer. His sister's room was very different, not that she was much older but she just didn't seem to care about games the way he did. Games were his life.

He looked at his sister and like all guys he liked the sight, but slightly less because he knew she was his sister. He had his fantasies about her, but only rarely did he moan her name when he had his fun. He looked just a moment too long before switching his attention to the laptop.

He sat down on the bed and looked. Viruses were not uncommon but he knew better than to open dangerous files. His sister was less smart it seemed. "Oh... this isn't too hard..." He said and clicked some things. "You remove this... and then this... and change this to..." And with that the screen went normal again.

"And delete th..." He stopped talking as he saw some of the things in her history. A blush appeared on his cheeks, but he was quick to realize his sister would never go to such a site. She got enough action in real life, dressing and behaving the way she did. He deleted two more things. "Ok, good as new. Do you want me to install a better virus scan?" He then offered.
 
Yes please! And ah, could you not tell mom about my browser history? *looks up at you through my eyelashes, sticking my bottom lip out slightly* I'll do anything. *winks, smiling as I play with my hair*
 
Will gave a surprised look at his sister. "You... eh... mean... you eh... really went... to such... pages?" He asked her with a nervous stutter as the blush on his cheeks only darkened. "W.. why... you get... so much.. attention at... school...?" There would be a lot of naughty pages in his own history if he didn't constantly delete it, but girls didn't show him any interest, but his sister... the way she dressed and acted and the way men behaved around her, it would be a miracle if she didn't get fucked at least once a week.

He watched his sister... the way she played with her hairs, the way she was dressed. Suddenly he became very aware they were on her bed together, close enough to touch.
 
*placing my hand on your leg, i pouted slightly* but I don't want their attention. I want the attention of one special person. *scooting closer, my legs are practically touching yours* so, what should I do about that?
 
Will was so uncomfortable with girls, including his sister, that his eyes never met hers. So instead they ended up looking at her cleavage, without really meaning to do that. He couldn't believe his sister would ask him for advice as he was the last person that could offer any. "I eh... don't know... eh... the way my... eh... friends talk... about you... I eh... think you can get... any guy you want..."

He realized something and managed to look up at her face. "Or... are you... eh... liking... another girl?" In no time his eyes lowered again.
 
I think you know who I want *leaning in, I whisper in your ear* just take a guess *my hand slides an inch or two higher, starting to get dangerously close to your cock. I push my chest up, giving you a better view of my tits, noting your hand twitching slightly, as if to grab a tit*
 
He tensed as his sister whispered into his ear, her breathing caressing his earlobe. His cock hardened as her hand came closer to it, but still he wasn't sure of what she was doing. "What... what are you..." He didn't finish his sentence, but feared she played some prank on him.
 
Don't you want me? Don't you want to feel me? *my hand shifts even more, just barely touching your hardness. I lick your earlobe, pushing my tits so that they just barely graze your arm. I hear you sigh shakily* you know you want to *i suck on your earlobe, feeling you shiver*
 
Will's cock now was completely hard and he very much wanted his sister right now... more than he had ever imagined. But at the same time he feared too much that she was planning something. Perhaps some of her friends were watching, waiting to jump out when he exposed himself, or perhaps she would wait till he was naked and leave the room to tell on him to their parents.

"ooohhh yessss..." He moaned as she sucked on his earlobe, feeling her breasts against his arms. "But.... you... my sister... we can't..." He said but his body very much had different ideas.
 
What are you afraid of? *taking off my shirt, I hoped to entice you more, my pussy felt as if it was on fire. I saw your eyes glued to my tits, licking your lips as your hand hesitantly reached up to grab one. Giggling, take your hand and lead it to my tits, loving how you groan as you shift to face me more. I moan as you squeeze roughly. My hand slides i top of your pants covered cock, loving how hard and big it was* mmmmmmmmmmmmmmmm!
 
He gasped as she took off her shirt and revealed her large bare breasts to him. Now there really was no stopping the growth of his cock and his hand already carefully went up to touch and explore. His sister had other ideas and lead it to her breast a lot quicker and Will nearly came in his pants at first touch.

He closed his eyes as his sister's hand found his cock. "W...why me..." He stuttered as he kept exploring her tits, rougher with them in his inexperience than he meant to be. He pinched her nipple and pulled a bit on it
 
I've always wanted you. Oh! Yeah...... Mmmmmmmm *when you pinch my nipples, my pussy was soaked, and I had only one thought in my mind. I get off the bed and get on my knees between your legs and undo your pants, needing to taste that cock* I've wanted you for so long............ *i moan as you take both handson my tits, squeezing and pinching*
 
"Ooohhh sis..." Will moaned as she opened his pants. He hoped she wouldn't find his cock too small, but it actually was rather big. He stroked and played with her tits. "My friends... won't believe this..." His cock nearly poked out her eye when it sprung for freedom
 
Mmmmmmmmmmmmmmmm! You're so big! I don't know if I can fit you in my mouth! *trying anyway, I lick the tip, moaning at the taste. I start pulling you in my mouth slowly, inch by Inch, wanting to take my time. I knew I was doing well when I heard you moan loudly. Soon, your cock is sliding down my throat. I hear you gasp as my hand reaches for your balls, massaging them*
 
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"Oooh sis... What... this.... so good..." Will moaned and gasped. "I... am going to..." Already he filled her mouth with his seed and lots of it. But by the time his orgasm ended, his cock was still completely hard.

"I... I am sorry... it just... felt so good...." He apologized, not meaning to cum so quickly
 
*swallowing as much as I could, I scoop some up and drink it down, moaning at the delicious taste* it's ok! *stroking your cock slowly, I let you catch your breath before I lean in to kiss you*
 
Will kissed his sister, tasting himself a little bit. His hands still played with her breasts, pulling a bit rougher on her nipples. Then his attention shifted to her skirt. "Can... Can I see... your...?" He asked her shyly, loving the way she stroked his cock still.
 
My pussy? *smiling, I lie down on my back on the bed. Wiggling out of my skirt, I show you that I have nothing on underneath. My pussy, drenched, was open and inviting. I see your cock twitch, and hear you groan as your hand reaches over, sliding two fingers along my pussy, making me shiver*
 
As his sister was completely naked, Will explored her lips with his fingers. "You.. you don't have hairs there?" He asked a bit surprised as she was older than him. Carefully he explored her wetness, slowly brushing a finger into her. "You feel so warm..."
 
Ahhhhhhhhh, I shave it down there. You like it? *moaning softly as you stick a finger in me, then two. Whimpering in pleasure, I close my eyes, feeling you slowly finger fuck me* wanna be in your big sister? *i see you nod with half open eyes, needing me*
 
The nod came rather eagerly, not worrying about condoms or pregnancy. Even with his orgasm a moment earlier his cock was very ready to be inside her. He wasn't fully sure how she wanted him to fuck her and allowed her to push him onto his back so she could straddle his cock.

"Oh god..." He moaned as he saw her breasts above him and felt himself glide into her. She was going to ride him and he surrendered all control to her for now. Part of him knew they were very screwed if someone walked in right now, but it was impossible to care.
 
Ooooooooooooooooooooooooh Will! Mmmmmmmmmmmmmmmm! You're so big! *my pussy stretches around your cock. Moaning, I rest my hands on your chest, bouncing up and down slowly, loving how you filled my pussy*
 
"I wish we could record this... My friends really won't believe this..." He admitted to her, loving how she felt around his cock. It really couldn't be compared to his hand or anything in the world. His hands found her breasts again, grabbing them as if he feared he would never get to touch them again. He was still trying to figure out where to hold her properly, so once again he ended up pinching and pulling her nipples.

The first pressure had been taken care of, so it would be a while before he came again. He hoped she would cum too but that he would be allowed to fill her. The idea excited him so much.
 
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