Sleepless Night 2

3:30am, what was a man to do? John could not sleep, that much was certain. It had been a difficult day and those damn kids he was trying to teach history to were just too thick-skulled and annoying to learn anything. And his private life wasn't that great either... Such as the divorce with his wife of three years. What a pain in the neck that had been. Alimony, bitterness, lawyers, the whole nine yards. Thankfully, she let him keep the house, well... the apartment. But she took everything else and the law would make sure that she'd keep on taking from him on the first of each month. Strangely, though, that hadn't been the worst.

The worst was that his sister had lost her job and had asked him to move in with him. He didn't mind her company at all, it's just that... well, it's just that his old feelings came rushing back...

He remembered when he was eighteen and his sister Diana was fifteen. At this age, John was pretty much thinking of sex twenty-four hours a day. When he wasn't masturbating in the bathroom over a worn copy of Penthouse, he was thinking of new ways to masturbate. And of course he imagined himself with the various girls at his school, like Courtney who always wore thigh-highs and had legs to die for. John imagine licking those legs from the ankles to the thighs and then higher and higher... And there was Devon, the beautiful brunette who supposedly gave great head if you asked her nicely to.

One day, as John was by the pool, imagining Devon giving him a blowjob, he heard the patio door open and saw Diana step out.

"I'm just gonna tan for a bit, okay?"

"Sure..."

He sat up and tried to hide his hard-on, hoping Diana wouldn't notice. Apparently, she didn't; she just walked to the side of the pool and laid down on her back, catching the sun. John suddenly felt his hard-on raging again. Diana was simply stunning! At fifteen, her breasts were fully developed into perfect perky 30C's, her legs were long and smooth looking and her belly was flat and slightly muscular. Her long blonde hair fell past her peach colored shoulders and her lips had a constant pucker, as if she was waiting for a kiss. John kept staring at her, forgetting that she was his sister. He felt precum wet his swimming trunks and so he had to run inside and masturbate feverishly in the shower. Then, guilt took over, but also a strange feeling of pleasurable taboo.

After that, John acted differently with his sister. Their parents were delighted that they didn't fight anymore and Diana seemed to wonder from time to time why he was so kind to her, but she didn't give it another thought. Meanwhile, John kept imagining him and his sister in different sexual positions and when he went out with his girlfriend, he imagined he was going out with his sister. When he finally left for graduate school, he was sad but also relieved, since he knew these feelings were wrong. And so, little by little, he forgot about the desires for his sister and went on with his life.

Until she asked to move in with him.

He accepted, thinking nothing of it, but after a couple of days, he walked in on her as she was stepping out of the shower and he quickly turned away, apologizing. He went to his room and sat on his bed, out of breath.

Diana was now a woman. And she was more beautiful than ever. Her legs seemed longer than ever and her whole body, glistening with water was just too much for John. Her breasts still looked perky and she apparently shaved her pussy hair. John locked the door to his room and masturbated in a way he hadn't since he was living back home. It felt wrong. It felt good.

And now it was almost 4:00am and he couldn't sleep. He thought of getting up and getting some warm milk or watching some TV, but he knew that if he got up, he wouldn't sleep at all. Better to keep on trying. As he closed his eyes, he heard a slight knocking at his door.

"Yeah?"

The door opened and Diana walked in, wearing her red silk nightgown.

"Are you sleeping?"

"No, I can't..."

"Yeah, I heard you moving around... I can't sleep either..."

"Come in..."

John thought nothing of it, just a talk between siblings. Diana gave him a smile and sat on the edge of the bed as John sat up.

"So, what's up little sister?"

"I don't know... I guess I miss Michael..."

"Michael? Oh, right... your boyfriend."

"Ex boyfriend..."

John gave her a supporting smile.

"Right."

"It's just... I shouldn't tell you this, but..."

"What is it?"

"Well, we broke up five months ago and I haven't... you know... since then."

"What? You haven't what?"

She hesitated for a moment.

"Had sex."

"Oh..."

John felt uncomfortable, not knowing where this was going.

"Can't help you there!"

He laughed a weak laugh and was a little surprised to see that Diana was not smiling.

"Are you sure?"

As he was about to ask her what she meant, he felt her hand on his thigh. The touch of her palm on his naked skin sent electric waves of pleasure up his spine and into his brain. He could actually feel his pupils dilate. All these years of fantasies and he didn't know what to do.

"Wha... what do you...?"

"I know you look at me like I'm a woman... not just your sister."

"No, I don't, I..."

"Ever since that day by the pool, when I was fifteen... I followed you when you ran in and I heard you jack off... and I heard you moan my name when you came..."

John didn't know what to say. He was petrified, but he could also feel his dick harden.

"I thought of you too, especially since you walked in on me the other day... That turned me on like you wouldn't believe... I again heard you jack off. But this time, on the other side of the door, so was I."

"It's... it's wrong, I..."

"Yeah... that's why it feels so great..."

To this she smiled and looked at his crotch. The hard-on was obvious.

"My oh my... you're even bigger than I imagined..."

She giggled and he smiled, not knowing what to say.

"Let's see if you're as sweet as I think you are..."

She looked him in the eyes and put her hair behind her back before licking her lips. Then she masterly got his dick out of his shorts and looked at it. And then he felt her tongue on his cock. It felt amazing, it felt like heaven. She licked his whole cock, as if it was a popsicle and then she started to hungrily suck it.

"Oh my God, oh... that's... Oh my Goooooddd..."

He tilted his head back and closed his eyes. He felt her hands on his balls, fondling them and the feeling of her tongue on his shaft was just too much. He put his hands in her hair and started pumping his hips up and down, fucking her mouth. He saw Diana start to rub her clit with her other hand and she started to moan.

"Diana, I'm cumin', I'm..."

He exploded in her mouth and she avidly gulped down every drop. He kept cuming and cuming and the sucking sounds she made as she drank it all made him want her even more. Then she looked up at him, smiling, a little bit of cum on her lower lip.

"That was nice, big brother..."

John was out of breath, he didn't know what to say. More importantly, he wanted his sister more than ever. His dick was still hard and he still wanted her.

"My oh my... you're hard to please, aren't you?"

She smiled and straddled him, slowly removing her nightgown as she did so. John barely held back a gasp as he saw his tanned sister, naked and so close to him. He put his hands on her shoulders and they felt softer than he imaged. He ran down his hands down to her hands and she smiled. He then put his hands on her ass and up the small of her back and pulled her to him. For a second they stared at each other and then their lips locked in a kiss. They closed their eyes and let their tongues meet and explore each other's mouth.

They moaned in unison and soon John could feel Diana's pussy juice on his lower belly. Her hands were in his hair, caressing it feverishly and his hands were on her ass, appreciating how firm and perfect it felt. As they kept on kissing, he felt her move her weight and suddenly he felt her eager pussy on his rigid cock. The feeling was more intense than anything he had ever felt. She was tight and she was wet. She slowly lowered herself on him and it felt like slipping on a velvet glove. When his dick was completely in her, she broke the kiss and smiled. Her breasts were quickly moving up and down with every breath. He put one of her nipples in his mouth and started flicking it with his tongue. Diana moaned and started to move her hips. John almost cried in pleasure and he helped her move up and down with his hands on her ass.

Soon, the bed was creaking with their movements. He could feel his dick slide up and down her wet pussy and seeing her breasts bounce in rhythm and seeing the pearls of sweat form on her neck made him even more excited. He started to go faster and she cried in surprise. He went faster and faster until Diana screamed out in pleasure every time he rammed his cock in her.

"Oooh! Fuck me! Fuck me, John! Fuck me! Oh God, yes!"

John grabbed his sister's head and pulled it to his and he started kissing her mouth, nibbling on her tongue and on her lips, pumping harder and harder. The bed was knocking against the wall and the mattress was squeaking. Diana was moaning and so was John, faster and faster. Their sweat mixed on their bellies and their nipples rubbed with each movement. Soon they were two glistening bodies, wet with sweat and lust.

"My God, John! Yes! I'm coming! I'm fucking coming! Fuck my pussy! Fuck me, John, Yes! Yes! YES! YEEESSS!"

He felt her pussy contract all around his cock in waves and waves of orgasms. As she started to kiss him madly, he also came, unloading his cum deep into his sister. He could still feel her pussy contract and she was shaking with every new spasm. He kissed her and gently bit her tongue as the cum exploded in her belly...

Afterwards, things were better and John was able to sleep, a hand on his sister's thigh. Before morning broke, they would make love one more time, and they would stay together and be happy. Truly happy. For once in their lives.