Rachel What Lengths

**This is a story featuring Rachel from Diary of A Horny Student, meant to flesh out her side of the journey. While it would definitely make things richer if you've read that series, this is written to stand on its own. And if you have read that series, and you notice that some small details don't exactly line up with the events of DOAHS, don't worry about it :) Thanks for reading!**

"Do NOT cum in my mouth, ok?" a grunt of intoxicated agreement was cast down, and Rachel dipped back down to take the hard, glistening penis before her back into her mouth. Rachel was worried, though. Not worried about whether he'd forget what he agreed to--It didn't matter, because she could always tell right before they were going to burst--she was worried that she was 25, single, and a virgin. She was worried because all of these things were based in the same concern, i.e. that she wasn't yet married. Growing up in a conservative, Christian household (one so involved that her family actually went to TWO churches), being married was very important, and the key to unlocking the next era of her life. It meant she'd be in a secure relationship with someone she loved. It meant that she could start thinking about starting a family of her own. But most importantly, although she'd never admit it, being married meant she could finally fuck.

In all outward appearances, Rachel was the definition of the good Christian girl, or at least that's what she worked very hard to make her family and fellow church goers believe. In reality though, it's not that she was "bad," but she definitely pushed the boundaries of what might be deemed acceptable to her religious and social circles, especially when it came to sex. She was still a woman, still had needs, and did everything she could to satisfy them, as long as it was within the boundaries of "no premarital sex." Or at least within the boundaries as she interpreted them.

Sex was never talked about in her household, and if the topic ever snuck its way in, there were only negative feelings expressed. Her mother always looked down on unwed mothers, or women who lived with their significant others out of wedlock. Most impactfully though was the way she spoke about her ex-husband, Rachel's father. Her father had cheated on her mother, and Rachel knew what that meant--he was having sex with another woman. It was wrong. It was immoral. And so that's how Rachel began to think about sex, as something bad and immoral. But if that was the case, why was she so interested in it? Why did the thought send such a jolt of excitement through her body?

This moral and personal confusion got even more complicated when she touched herself for the first time on her 18th birthday. There had been a boy at her party that made her belly flutter, and later that night, her hand drifted down to the source of that heat and excitement. After the rush of guilt she felt after that first glorious orgasm, she decided, well, THAT wasn't SEX. THAT didn't COUNT. THAT was something she could do again, and boy, did she want to. It was her little secret, something she did discreetly, behind the backs of her family and friends, and the clandestine nature of it made it all the more exciting.

First it was just the sensations of her body, touching, exploring--that was enough, but soon other things started creeping into her mind's eye as she pleasured herself. It wasn't just her touching herself, it was dreams and fantasies of being touched by others. By men.

Rachel's interest in sex developed as quickly as her body did. By 18 she had grown into quite a striking young woman. Tall, with long red hair, she wasn't skinny by any means, but she was an athlete, so she became a wonderful series of curves that began to bring her a lot of attention. She quickly realized that the main focus of this attention from the opposite sex, men and boys alike, were her impressive, 38G breasts. She knew they were staring, she knew they liked them, and pretty soon she began to realize the power she had over men. She'd never, ever admit it, but she liked it. It turned her on to think of boys at her school sneaking peeks down her shirt, or certain dads at her church who couldn't help but get lost in her cleavage. The thoughts would harden her nipples, making them so sensitive, and she'd squeeze and knead the big, hot flesh deliciously on her path to self-gratification.

It was around this time, amidst this new era of exploration, when Rachel discovered porn, another thing her mother had demonized, another thing she knew she would be chastised for enjoying. Yet it was another thing she'd never ever admit she enjoyed, another thing whose secrecy and taboo made it extra hot to her. It began out of a combination of hormones and pure curiosity. As men became interested in her, she became more and more interested in them, in what they wanted and what they offered.

She couldn't take her eyes off the screen that first time. Tense with excitement and the fear of being found out, she trembled as the two lovers began kissing and caressing. She practically held her breath once they started to remove their clothes. She had never seen muscles like the rippling row of glistening power the man had beneath his shirt, and her body tingled as the woman's hands and lips cascaded over them. She could feel her nipples getting hard beneath her clothes, and her face flushed with embarrassment. She was alone, the house was empty, and still the feeling of doing something wrong held her in its grip. It gripped and excited her all the same.

Entranced by the passion on display, Rachel realized she audibly gasped when the man on the screen tore open the woman's shirt with one forceful movement. The woman wasn't wearing a bra, and the click-clacking of exploding buttons heralded the reveal of two considerable breasts. They were full and beautiful, but Rachel knew hers were much bigger. Still, she couldn't take her eyes off them, especially when the man took them into his strong hands. The woman sighed in pleasure. Rachel was transfixed--no man had ever touched her like that, and now the desire to change that was firmly rooted in her mind. Then came the lips.

When the man on the screen took his partner's nipple into his mouth, Rachel felt a buzz as if it were her nipple he was sucking. Transfixed as she was, she barely registered her hands moving up to her breasts and beginning to knead them through the thin fabric of the t-shirt she was wearing. It was electric, and it was the hottest thing Rachel had ever seen, at least until the man began to kiss his way down her body. He removed the rest of her clothes in a whirlwind, and soon his face landed between her taut legs.

Rachel gasped, and as she watched this man pleasure the woman with his mouth, her hands drifted down into the front of her shorts. She was soaking wet, and buzzing. Her fingers slipped between her flushed lips, and her body erupted in sensation. Pretty soon she was lost in the feeling of her own body, eyes closed dreamily, caught in the soft clouds of moaning coming from her computer screen. The tension inside her was rising, careening toward a boiling point, and when her eyes opened, a shudder ran through her. The couple on the screen had shifted, and now the woman was on her knees in front of her lover, looking longingly up at him as her fingers danced around the length of a very large, very strong-looking, VERY hard cock.

Rachel couldn't look away. She had never seen a penis in her life, and here, on the screen before here, was quite a specimen. She was taken aback by the size, but even more so the passion and excitement with which the woman was touching it. Her hands ran up and down its thick length, making it flare even more with each downward stroke, eliciting deep moans of pleasure from them both. Rachel was practically writhing in her seat, lingering so close to the edge, entranced by the woman working the thick cock. Then the woman leaned forward and took the fat head into her mouth.

Rachel moaned loudly, clamping a hand hard over her mouth in embarrassment. Still, she couldn't take her eyes on the forbidden expression of passion she was watching. She hadn't even considered putting her mouth on a penis as an option, and now here she was watching it being done, and finding it highly erotic and sexy. When they changed positions again, and Rachel saw the ecstasy on the woman's face as the man slid himself inside her pussy, it was all she could take. Her eyes clamped shut suddenly, she bit down on her finger to try and keep quiet, and her body exploded in orgasm.

Coming down, she watched the two in a languid, post-orgasmic daze. The way their bodies moved together was intoxicating, and elicited a deep want and jealousy inside Rachel. She wished it was her getting to experience that thick, fabulous cock. She was lost in the moment when suddenly the man's breath began to shorten and wheeze, and he backed off enough so that his partner could quickly drop to her knees in front of him once again. The camera pushed in close on just the straining tip and the woman's sliding, stroking hands, and with a final, loud howl, the man shuddered, and thick white ropes began leaping and pulsing out of the tip of his cock and splash across the woman's face and into her open mouth.

Rachel wasn't expecting this. She hadn't even considered it. She stared for a moment, then quickly shut the video off, sitting for a moment with what she just witnessed. It was jarring, it was disgusting and dirty, but at the same time...she couldn't stop thinking about it.

Putting the ending out of her mind, she reveled wistfully in the experience of watching the two lovers. But porn was bad, wasn't it? She had been told her whole life to watch out for it, to avoid it. But it was just the one time, out of curiosity--she didn't "watch porn," that wouldn't be right. And so she told herself that would be the only time, and it was. At least until the next time. And the time after that. And the time after that.

Rachel had been developing strong desires, desires that she was trying to control, but sometimes would find their way to the surface. One such instance happened during an all-night youth group event where all the teenagers locked themselves inside the church to watch movies and play boardgames all night. Rachel had had a long standing crush on this one fellow member named Devon, and seeing as they both were graduating high school soon, that night would might be the last time they'd realistically see each other. So, deep in the early morning hours, Rachel and Devon found themselves hidden away from the tired eyes of the other teens, and there, in the dark corner of the church stairwell, Rachel had her first kiss. It was nice. It was clumsy, but Rachel didn't care. To her it was electricity coursing through her body. She was excited. She was giddy. She was more turned on than she'd ever been in her life.

Breaking from the kiss, Rachel took a moment to compose herself. When she refocused her attention on Devon, she realized he was looking down at her chest. As it was a sleepover, Rahel had on a long sleeping shirt, one which had pulled tight against her mammoth chest thanks to the position they shared on the stairs. She looked down and saw what the young boy was transfixed on: her nipples were like two tiny diamonds atop her impressive globes, pushing hard and prominent against the thin fabric that covered them.

Rachel smiled. Her brain was awash with pleasure chemicals, hormones dialed to eleven for this first romantic experience, and before she knew what she was saying, the words tumbled out of her mouth. "You can touch them if you want."

Caught completely off guard at being caught in his ogling, Devon sputtered, coughed, and quickly exited the scenario and the stairwell, leaving Rachel alone, aroused, and embarrassed.

Making her way back to the group, it wasn't long before the first of the others snuck over to her and gleefully whispered, "You and Devon kissed?" Still raw from the embarrassment, Rachel denied it, saying she would never do something like that. And from that point on, as far as any of them knew, she kept true to her word.

But luckily for Rachel and her hormones, her church life and her high school life were two completely different worlds, with absolutely zero overlap. At church she was the perfect princess, living her life as pure and as chaste as possible, under the watchful eye of her mother and God, but at school she could be whoever she wanted. At school she had options.

Her first opportunity for something real came at a party at a friend's house. The friend's cousin was in town, and Rachel thought he was exceptionally cute. Lying to her mother about where she was going, Rachel was excited as she dressed, taking care to purposefully show off her deep cleavage and considerable assets for the first time in her life. She looked good, she knew it, and when she got to the party, her suspicions were confirmed. All eyes were on her as she walked in, and the boys all flocked to her side shortly thereafter.

It didn't take her long to get what she was after, and soon enough she found herself in a quiet bedroom with her friend's cousin, making out. It was a breathy, zesty affair that started out innocently enough, with touching in very chaste places. But when the boy decided to test his limits and made the first move to touch her breasts, Rachel felt her whole body flush. For the first time a man was touching her enormous breasts, and it felt absolutely wonderful. She wanted more.

"Do you want to see them?" she said breathlessly. All the boy could do was nod. Rachel had picked a top that showed a lot of cleavage, but that didn't translate into the easiest removal, and after some pulling and shuffling she finally spilled out over the top and into the cool night air. She made a mental note to remember something easier access for the next time.

The boy's eyes were as wide as saucers, and before she could even give him the go ahead, his hands were on them again, kneading and squeezing. Rachel lost her breath at the sudden explosion of feeling, and her eyes closed as she lost herself in the sensations. The boy's lips cascaded over her neck as he worked her big, sensitive tits, and Rachel's hands slipped down over his body, taking in the feeling of her first man. He was tight, powerful, and vigorous. Her hand stopped suddenly when it made its way between his legs, and underneath the fabric of his jeans she felt, for the very first time, what she immediately recognized as his cock. His HARD cock.

To say she was excited would be an understatement, and she could barely control herself. She squeezed and rubbed the hard rod beneath the boy's pants, doing everything she could to get a sense of its size. Between the hands squeezing her breasts, and her hands squeezing his cock, Rachel was totally lost in the moment, so much that she didn't even register when his body stiffened and he pulled her tight to him. She heard him groan and gasp against the flesh of her chest, and then immediately she knew what had happened. He had cum in his pants.

There was a moment of silent recognition, and then suddenly the boy was off of her. Some awkward words passed between them, and just as quickly he was gone from the room leaving Rachel alone, breasts still out, horny and unsatisfied. She'd take care of herself later that night, thinking about nothing but the feel of the hard penis that had been in her hand.

Her next opportunity would come a couple weeks later at another party, this time with a kid from her physics class. Rachel had quite a crush, and had many times thought about him while she touched herself. They had never really spoken, but that night at the party, with alcohol enough for all and her tits on display once again, she found her courage and soon the two ended up alone. This time, when she felt what was between the boy's legs, she quickly made her way into his pants - she was desperate to avoid the disaster of the last time. The boy didn't stop her, and soon Rachel's eyes were transfixed to the fleshy tower sticking out from the folds of fabric--she was finally face to face with her first cock.

She was excited, she was nervous, but most of all she couldn't wait to get her hands on it, just like the woman in the video. It wasn't nearly as impressive as the cock in the videos, but it was a cock, and she was going to touch it. Once her fingers found their way to the hot skin, she began to slowly stroke, doing her best to find her way down this untraveled path. The boy moaned, indicating she was doing things right. It was a delicious feeling.

Rachel's body was buzzing as she played with the boy's cock. Her nipples were like ice, her pussy was drenched, and her focus was so fully turned to the stiff, fleshy member in her hands that she didn't even realize she began to rhythmically squeeze her own thighs together. Each squeeze gently stimulated her throbbing clit, and sent small bolts of pleasure rushing through her. She was feeling good, she was feeling sexy, and so it was quite a surprise when she finally looked back up at the boy and realized he had completely fallen asleep.

Frustrated and disappointed once again, Rachel sighed, did up the boy's pants, and went back to the party, letting him sleep it off. Her mood definitely soured a bit for the rest of the evening, but that didn't stop her from bringing herself to a raucous climax when she got home, images and sensations of that hard cock in her hands racing through her mind as she came.

So far high school boys had been a big bust, and her senior prom was fast approaching. She needed a date who was a sure thing, but she wasn't certain she trusted anyone enough to really let loose with. Then she remembered Tim. Tim was a friend of hers from the youth group at the OTHER church she went to, and even though it would be breaking the rule she had made, taking a boy from church to the prom would quell any suspicions from her mother--what could possibly happen if her daughter's date was a nice boy from church?

Well, her mother might be a little more hesitant if she had seen what kind of conversations Tim and Rachel had at night over the internet. Maybe it was the fact that she didn't go to that church all the time, thus she didn't see him all the time, or maybe it had something to do with the backrub he gave her that time on the church camping trip. Tim was cute, to be sure, and the backrubs he gave were excellent. They became a repeat occurrence, when the opportunity presented itself, but that camping trip had been special. There at night, near a dying fire, they got very comfortable with each other. She leaned close into his body as he touched her, beginning to wonder what it would feel like if he touched her in other places. She didn't even realize she had let out a small moan. They were isolated, both clearly turned on, and so Rachel leaned into it. She touched his thigh, and arched her back into the boy, sending her considerable breasts up into the night air.

This proved to be too much for Tim, and as he tensed up, grunted, and then quickly removed himself from the situation and said goodnight, she knew exactly what had happened. He had cum in his pants. She wasn't sure how to interpret that at first, but back in her tent, lying quietly next to her sleeping tent-mate, she thought about it. Despite the embarrassment on his end, to her, the fact that her body made him cum in his pants was quite the compliment. And the whole incident had made her extremely wet. Her fingers slipped slowly into her shorts as she relived the event in her mind, and there in the quiet of the night she silently worked herself to a breathless orgasm.

Since that night she and Tim remained in a flirty-yet-chaste relationship, but she knew to get what she wanted she was going to need to step it up to the next level. Looking at herself in the mirror, she took stock of her body. She knew how impressive her breasts were--they were bigger than any other woman she had ever seen. Even bigger than a lot of the women she had seen in porn, too. She also knew what men wanted. And so after a conversation with Tim that had extended long into the early hours of the morning, she made her move, sending Tim some innocent, yet extremely suggestive photos under the guise of needing his fashion advice. It turned her on, knowing why she was taking the provocative photos, and her nipples reacted accordingly.