Little Sister Didn't Mean To Pt. 01

*I haven't had time to post anything in quite a while. This is a short one and could possibly have multiple parts if it is received well. As always, all characters are at least 18 and never had a sexual thought in their lives until their 18th birthdays.*

Jill Jefferson had just turned 18 a few months previously. She was due to graduate from high school in a month and was planning on taking summer classes at the local college. She was a self-styled, unapologetic, nerd. She read constantly and, even when they had gone out to her favorite restaurant to celebrate her birthday she had taken along her beloved Kindle to read.

Jill's family consisted of her 20 year-old brother, Jimmy, her 25 year-old brother, Joshua, and her parents, Lilly and Keith. Jimmy still lived at home and was enrolled in college. Joshua, however, had a good job as a computer programmer and had already bought his own home.

Jill was cute and knew it. She was a 5-6 blonde with brown eyes and a shapely figure. Her straight blonde hair was cut short and framed her pretty face. Her breasts were a B-cup and she sincerely hoped they didn't get any larger. She liked them exactly the way they were. In fact, she liked her body exactly the way it was. She exercised daily, usually taking a casual 2 or 3 mile run while listening to an audiobook. She was careful with her diet and only occasionally splurged for sweets.

Even though Jill knew she was smart and knew she was at least passably pretty, she never outwardly showed any sign of being egotistical. Most of the guys that she dated were nerds, like her. Dates were usually spent at a local "Trivia Night" at a restaurant or at the Jeffersons' house watching something on PBS. She'd only been kissed a few times and none of her dates had ever tried anything sexual with her. She wasn't even sure how much she would allow, should a boy try anything of that nature.

This isn't to say that Jill was naive when it came to the topic of sex. She knew how to bring herself to orgasm and did every few days. Recently, she had taken to standing in front of the mirror, admiring her own perfectly formed and maintained teenage body, imagining what some boy or man might think if he were to see her naked. Would he become aroused? Would he want to touch her? Would he want to kiss her breasts?

These thoughts often made her virgin pussy wet and made her want to lay on her bed and bring herself to orgasm. There were people she knew, that were very attractive to her, but she didn't allow herself to have more than very fleeting naughty thoughts about them, even though she was tempted to do so. Teachers at school, the preacher at her church, married men, and even some of the very handsome men in her own family. She knew it was sinful to have such thoughts about these people, so she forced herself to concentrate on some handsome boy at school or, perhaps, a faceless, nameless stranger that she only imagined.

Keith and Lilly, Jill's parents, had always taken then to church and had taught them that sex was only to be between a man and a woman who were married. Jill, so far at least, had never been tempted to do anything sexual with anyone. Masturbation satisfied her, although she often wondered what it would be like to have a boy or man touch her most private places.

Jimmy, her brother, was still a virgin at age 20. It wasn't necessarily by choice. He knew that, given the chance, he would eagerly participate in any sexual activity that a girl allowed. He was very picky about whom he dated, however. His parents had instilled in him to only date girls that he would potentially marry. They had to be good girls with good morals. He bought into that and had dated some very pretty girls, but, because they really were good girls, his attempts at doing more than kissing were repulsed. He often went home after a date and stroked himself off.

Like Jill, Jimmy was pleased with his own appearance. He was over 6 feet tall, slender, but with a muscular chest from lifting weights. He knew that girls and women thought he was handsome and this pleased him tremendously, but he wondered what these girls and women would think if they could see what he was packing. He knew from seeing other boys in the locker room that he was hung better than any of them. He liked to get his penis hard and admire it. It was very thick and it was extremely long -- he had measured 9 inches from his body to the tip when he was fully aroused. He loved how it looked and imagined that girls might like it, too. He wondered if it would be difficult to get it inside a woman, but he reasoned that if women could have babies that they could accommodate him.

Jimmy loved looking at and playing with his cock. He sometimes masturbated 2 or 3 times a day and every time he spurted out an amazing load of cum. He wondered if that was normal, so he looked it up and decided that it was highly abnormal to cum that much. Sometimes he would purposely not get himself off for several days, just to see how much he could produce. He amazed himself at the prodigious amounts and the distance that it shot out. There were times when he was laying on his bed to stroke that, when he ejaculated, a stream would hit the headboard above his head. It often hit his face. He always kept handkerchiefs or wash cloths within reach, should he decide to take matters into his hands in the middle of the night.

Jill and Jimmy slept upstairs. They each had a bedroom, and the rooms were joined by a "Jack and Jill" bathroom, which they called, of course, a "Jim and Jill" bathroom. Jill was always very careful to lock her door, not wishing her older brother to invade her privacy or to see something that a brother should not see. Jimmy did lock the door that went to her room from the bathroom when he was in there, but he rarely bothered to lock the door that led from the bathroom to his bedroom. He would close the door and assumed that his sister would never open the door without knocking.

Jimmy didn't have the qualms that his little sister had. When he masturbated or fantasized, anyone was fair game. He didn't care if they were married, he didn't care if they were teachers, and he didn't care if they were in the family. After all, it was just fantasy. He had taken note of how shapely his mother was and gawked at her when she wore a bikini. He had later stroked off, thinking about her hot, forty-something year-old body.

The object of his fascination, recently at least, had been his gorgeous little sister. He took every opportunity to try to spy on her but was always frustrated. The most he ever saw was a glimpse of her panties when she was brushing her teeth and was dressed in a t-shirt for bed. He imagined that he could see the outlines of her naked breasts through the t-shirt material. This sent him straight to his room to stroke out a massive cum-load in her honor.

One night, Jimmy had a date with Allison, a girl that he had been out with a few times and who attended the same church as did the Jefferson family. Allison was a very tall, blue-eyed brunette. She had been a basketball player in high school, so was in extremely good shape. This night she wore a skirt that came several inches above her knees. It was tight in all the right places, showing off her shapely ass and hugging her ample breasts. She was almost breathtaking to Jimmy. He found it hard to believe that a girl this hot would even go out with him.

They went to a movie and, shortly into the movie, Allison reached and took his hand, idly stroking it as the movie progressed. When Jimmy would look over at her, she smiled, showing off her perfectly straight and very-white teeth. She was just unbelievable! Jimmy longed to kiss her and hold her and feel of that magnificent body. He longed to peel that dress off of her and feast his eyes on her young curves. He realized that his cock was as hard as a rock and sought to think of something else so it would not be so prominent when he had to stand to leave the theatre.

Allison held his hand as they left, walking toward his car. "Want to go to my house?" she asked. "Mama and Daddy are gone all night."

Jimmy's cock lurched. Just the thought of being alone with Allison made him so horny that he could barely think. "Sure, if it's ok!"

"They'll never know. Besides, we are adults, Jimmy. We're 20 years old. We're not children anymore. Right?"

Jimmy thought back on previous dates with Allison. She was always eager to kiss, which was amazing, but once he had tried to insert his tongue into her mouth and she had pushed him away. Another time he had kissed her neck, intoxicated by the smell of her long, straight, dark hair. Again, she had gently pushed him away. Yet another time, when they were kissing, he endeavored to lay his hand on her breast. She jerked away and said, "Jimmy! I'm a good girl! Do you do this with other girls?" Jimmy had apologized profusely.

When they entered the house, Allison told Jimmy that he was welcome to use the guest bathroom while she went upstairs to "freshen up". Jimmy took advantage of the opportunity then returned to the living room and sat on the couch.

Presently, Allison appeared, having donned a pair of extremely short and extremely tight shorts and a cropped t-shirt that revealed her very flat tummy and, he imagined, almost showed the undersides of her breasts. Her very thin cotton shorts looked like the kind that his adorable little sister had worn for bed when she was younger. To Jimmy, it looked almost like she was only wearing a pair of panties. The thought went through Jimmy's head that, if Allison was trying to look sexy for him, she certainly had accomplished her mission. He couldn't believe his eyes as she flopped down next to him on the couch, grabbed the remote, and turned the TV on. Jimmy sat, as if mesmerized. He was afraid that, whatever he did, it would be construed as too overt and might ruin the moment.

"What's the matter, Jimmy? You feel ok?"

"Allison... I'm going to be honest, ok? You... you're the most beautiful girl I've ever been out with and I'm just... I'm afraid I'm going to do something wrong..."

"Oh, Jimmy, that is so sweet! Relax. Want to spoon?" she whispered as she lay down on the sofa, motioning him to lay behind her.

Jimmy complied but had no idea what to do with his hands. Allison grabbed the hand that was nearer her face and kissed it then just held it. He finally let the other hand rest on her naked side; he imagined that a few scant inches higher and he would be touching her breast. His cock was so hard that he was afraid she might push back against it and there was no way in the world that she wouldn't realize that he had an erection.

Suddenly, she flipped around to face him. He caught a glimpse of the underside of one of her breasts as she flipped over. He was overwhelmed with the urge to just lift her tiny little crop-top.

She giggled, adorably and cupped his face in her hands. "You're so handsome, Jimmy," she gasped. Then she kissed him. He placed a hand loosely on the back of her head and kissed her back. He could feel precum leaking out the head of his cock and almost wished he was home so he could relieve his aching balls. He couldn't remember ever being as turned on. This unbelievably beautiful girl was almost naked, laying on the couch with him and kissing him.

He felt that he might cum in his pants when she snaked her tongue into his mouth. She moaned almost inaudibly as he very gently sucked at her tongue and caressed it with his own. Suddenly she rolled on top of him and kissed him even more deeply, thrusting her tongue into his mouth and moaning again as he, experimentally, pushed his own tongue into her mouth. She readily accepted his tongue and sucked it so hard that it was almost painful. He could only imagine what that heavenly mouth could do to a cock. She broke the kiss and lay her face against his, breathing heavily.

She kissed his ear and then stuck her tongue into it, which tickled so much that he jerked away, laughing. "I like it, but it just tickles too much!" he smiled.

"Jimmy, I've never felt like this," she whispered. "I want to... you know? I know we shouldn't, though. We can't! But I want to!" she smiled, as tears came into her eyes.

Jimmy swallowed. "Allison... I don't want to if you're not absolutely sure..."

"Jimmy, we both know right from wrong. Is it enough that we know how we feel?" she whispered.

Jimmy sat up and took her hand. She then sat up and lay her head on his shoulder. "Can I tell you what I had in mind, Jimmy?"

"Sure," he replied, thinking that if he didn't leave soon that he was going to do something that he would regret.

"I dressed like this for you." She indicated her lack of clothing. "I wanted you to want me..."

"Allison, I'm going to leave, ok?" he said, mustering all the strength he had, as he stood.

"I wanted to give myself to you, Jimmy. Then I got to thinking, if we do it, then we're going to find ways to do it again. Then we might rationalize doing it with other people... Do you agree?" she asked with an almost pleading expression as she rose and followed him to the door. "I'm sorry, Jimmy," she sniffled.

"Allison, don't cry, please. We're doing the right thing."

Allison again cupped his face in her hands and kissed his lips. Then she embraced him as he stood there with his arms against his body. He kissed her forehead, turned, and left.

___________________________

It was well after 11 PM when Jimmy arrived home. All the lights were out. Everyone was in bed. All he could think about was getting to his room and jerking off. He couldn't remember ever needing to cum this badly. He had heard guys talk about "blue balls" and now knew what that meant. His balls actually ached.

Jimmy often viewed porn or read erotic stories online as an aid to masturbation. He knew he didn't need that tonight. He needed nothing but to imagine the goddess, Allison, dressed in almost nothing, laying in his arms on the sofa, then kissing him tenderly -- then their tongues wrestling. The sounds she made; the way she smelled; the feel of her soft, ripe body; that brief glimpse of the underside of her breast; the very fact that she had told him that she desired him. It was just too much!

He quietly went upstairs and into his room. There were no sounds, at all, in the house. He turned the bedside light on and began to shed his clothes as quickly as he could. His boxer shorts were actually wet in front from the copious amount of precum that had leaked from his throbbing cock.

He shucked the boxers off and was amazed that his cock was completed wet with precum and that it was actually leaking down to his over-sized balls. He admired his stiff, pulsating, manhood. He pulled the covers back and lay his head on his pillow, closing his eyes, and beginning to very lightly touch and caress his cock and balls.

In his haste to begin, he had neglected the door to the bathroom. The door was very nearly closed, but it was cracked 2 inches or so.

Jill had heard her brother when he drove in. Usually, if she was awake, he would at least tell her good night. She had all her lights out and had been almost asleep when she heard him. She needed to pee, but she decided to wait until he was through in the bathroom before she got up.

After a few minutes, she concluded that he wasn't going to the bathroom, so she got up and opened her door to the bathroom. She noticed the faint light coming from Jimmy's room and, wanting her privacy, went to close the door from the bathroom into his bedroom.

She certainly didn't mean to see the sight that she could never, ever, unsee. In plain view was her big brother, laying on his bed, with his cock in his hand. She almost gasped, not at the act -- she assumed that everyone masturbated -- but at the monstrous organ that he held in his hand. She had viewed porn a few times and, even though it always excited her, she felt it was wrong and tried not to allow herself to do it frequently. She had never seen anything in porn that matched her own big brother! Was she dreaming? Where did he keep all that? Was there something wrong with him? Was he part horse? She had seen horses' equipment and they didn't seem to be a lot bigger than Jimmy's!

She knew that she should not look. She should go back to her room and forget this. Forget it?? How? She could never forget this. Still, this was very private. She shouldn't watch this. He was her brother! It wasn't wrong for him to play with himself, but it was certainly wrong for his little sister to watch it! And, worse than that, she realized that it was turning her on.

She had never really seen anything in her young life that was this exciting. How could she NOT watch it? He was SO good-looking, and his body was so hot! His chest was muscular and that COCK was just MASSIVE! Words formed in her head that she rarely, if ever, said out loud. "Fuck!" she thought. "That COCK is the sexiest thing I've ever seen! My PUSSY is getting WET!"

Jimmy caressed his cock and balls gently, then smeared precum all over his hefty organ. He began to stroke slowly, his eyes closed, knowing that he was going to allow himself to cum very soon. He would open his eyes right as he began to ejaculate. He loved to see it spurt, especially when he knew that it was going to be a massive load. He felt like he was stroking a cum cannon and imagined blowing a hole in the headboard of his bed when it fired.

Jill, wearing only a pair of panties and a loose t-shirt, felt between her legs at how wet her panties were getting. Then, as Jimmy increased the tempo of his strokes, she reached inside her panties and touched herself. She reminded herself that she had to remain absolutely silent. Her knowledge of ejaculation was scant, but she realized that he was about to cum and she wanted, more than she had ever wanted anything in her life, to watch it. Then she would return to her room and allow herself to think about this while she gave herself an orgasm!

She dared push the door open another couple of inches so that her line of sight was unimpeded. His strokes became more rapid, and his breath was ragged, just like hers was when she was about to orgasm.

Suddenly, Jimmy emitted a tiny noise as Jill's eyes widened as he began to spew long, thick ropes of man-seed. The first hit the headboard with an audible, "whump". The next one landed in his hair, then one on his upper chest. More cum continued to spew out, coating his stomach and then oozing out his cockhead as he continued to stroke.

Jill couldn't take her eyes off the most erotic thing she had ever imagined in her young life. Then she looked at her brother's face and saw that he was looking directly at her.