Rachel’s Virginity Preservation: Part 1
Rachel’s epic search for pleasure, while keeping her virginity.
Based on a post by LiminallySpaced. Listen to the Podcast at Steamy Stories.

Forward: This is a story featuring Rachel from the explicit novel, “Sex Ed. Lessons”. 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 ‘Sex Ed Lessons’, don't worry about it.
"Do Not cum in my mouth, okay?" a grunt of intoxicated agreement was cast down, and Rachel dipped back down to take the hard, glistening cock 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 impactful, 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 cunt, 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 board games 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, Rachel 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 cock 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.
By the end of that evening, Rachel had her prom date.
The prom itself was fun, but her mind was focused on the after party. Secluded in their own private tent, she was totally prepared to get what she wanted. She had changed out of her dress and into a zip-up hoodie, some short, comfortable shorts that showed off her hips, and nothing else. She was getting wet before he even touched her, and once he did touch her, it was like entering another world. She was tucked up in between his legs as he rubbed her shoulders, just like at the camping trip, but there would be no sudden stops this time. His fingers were magic on her skin, and she could feel his hard cock pressing into her once again.
Tim's hands crested over her collarbone, and began stroking the flat of her chest. She closed her eyes and began to get lost in the wonderful sensation. She was getting extremely worked up, she even slipped one of his thumbs into her mouth, sucking on it momentarily as it passed up her neck. She hadn't even thought about it. She just did it.
It was getting hot, so hot, in that tent. Their bodies rubbed together, Rachel's pussy getting wetter and wetter in anticipation. Then finally her hand eased down the zipper of her hoodie, and her two, spectacular breasts were freed to the night air.
A faint whisper of "oh my God," from Tim made her smile, but the anticipation of what was next had her absolutely buzzing. It felt like an eternity of exquisite torture, but finally Tim's hands slid down the front of her bare chest, and for the very first time in her life, Rachel felt the strong hands of a man squeeze her naked breasts. The pleasure, and the relief, coursed through her body and she let out an involuntary "Yes." Rachel knew she was gifted with great breasts, but they could be a burden as well. Heavy and always pulling against her, having someone take that pressure off her body mixed with her heightened sexual arousal was absolutely euphoric.
Rachel writhed against Tim, pushing harder into him as he worked her tits. His deepening breath on her neck, and the pressure of his face tucked so tight against hers made her shiver. And his cock, she could feel it pushing against her. It felt; substantial. Rachel shuddered at the thought that Tim, her nice friend from church, might be packing something like the guys in the videos she had secretly been watching. She wanted to know. She wanted IT. But she wanted something else first.
Rachel's cunt was practically screaming with need. Flushed, swollen, sopping wet. Her legs were unconsciously butterflying open and closed, open and closed, each squeeze of her thighs sending a teasing bolt of slight pleasure through her as she triggered her throbbing clit. She needed it, and she couldn't wait any longer for Tim to take the hint.
Reaching up she took one of his hands in hers, reluctantly pulled it from the shuddering flesh of her breast, and slid it down her body, over her stomach, and with hardly any hesitation, beneath the band of her shorts. When his finger slipped between her flushed lips and into the boiling juices of her excitement, every hair on her body stood up with electric stimulation. A man had never touched her like this, in this naughty, forbidden way that would make her church friends blush. If they knew, if they only knew, the exquisite pleasure she was feeling at that moment, she was sure those uptight church friends would be blushing in envy.
Rachel began to shiver and shake at Tim's touch; she had no idea if he had ever done this before, she suspected he hadn't, but somehow he knew exactly where to touch her, How to touch her. She couldn't believe it, but he might actually have known how to touch her even better than she did herself!
Rachel moaned as she felt one of Tim's fingers slide up into her cunt. There it was, a man was inside her for the very first time. She felt a drizzle of guilt mixed into the cocktail of pleasure, but why should she feel guilty, she thought? This wasn't sex, this was something else completely. This didn't count. This was okay. This was Very okay.
It felt lovely, him exploring inside her, but soon she needed more. She asked for a second finger. He obliged.
It was all becoming too much. Two fingers in her cunt, a hand squeezing her tits, and Tim's hard cock pressing into her lower back. She wanted to see it. She needed to touch it. It was hard, and it was all for her.
Suddenly the dams burst, and with a chorus of howled "Yes", Rachel's pussy spasmed and contracted, and her body exploded in riotous orgasm. He made her cum, Tim from Church made her cum. He made her cum harder than she ever had up to that point in her young life.
As her orgasm subsided, the gripping tension between the two of them began to relax. Rachel turned to face the friend who just worked magic on her pristine, virgin cunt, and with a cum-drunk smile she looked down at his pants. She could see it pushing against the fabric. She desperately wanted to free it. Shuffling into position, her fat, glorious tits shaking and wobbling against the fabric of her hoodie as she moved, Rachel gleefully removed Tim's pants, and paused in involuntary disbelief: Tim's cock was Perfect.
Big, proud, thick, she had seen a penis in real life before, but she realized then and there that this was the first time she had ever seen a Cock. She began to timidly explore, almost giddy with excitement. It was fun enough, but when her hand finally wrapped around the prize in front of her and Tim moaned in breathy pleasure, Rachel fully focused in on the experience at hand.
She worked his shaft, taking note of how firm, yet soft, the member was. She wondered how something like that could ever fit inside her body. The thought sent a renewed shudder into her pussy.
And his balls, she had never played with balls before, they felt different than she thought they would, but also just right. She liked the way they rolled around in her hand. She could tell from the way he was breathing that Tim liked it too.
Rachel worked him over with patient enthusiasm, stroking his cock with a firm, rhythmic pace that seemed to be driving him wild. She turned her focus to the straining, flaring, red skin of the head. It was starting to drip, she could feel the clear precum running down over her hands. God, his cock was so perfect. So big. She was still worried about whether it would fit, but that didn't stop her from thinking about how badly she realized she wanted that cock inside her. But she couldn't do that, that would be breaking the rules. She couldn't put this perfect cock deep up inside her tight cunt no matter how badly she wanted to. But she wanted this specimen in her body. Maybe there was another way that didn't count. Maybe she could,
Tim's body stiffened, and a chorus of calls out to God punctuated the arrival of his climax. Rachel could hardly wait, she had never experienced this before. Tim's cock flared even wider in her hand, and she felt his balls begin to jump and pull, and then in an instant he groaned one last time and then thick ropes of white, sticky fluid began to jump and leap out of his cockhead. Rachel was a virgin, but she wasn't stupid, Tim was cumming. She was Making him cum.
It was an incredible sight, his writhing body erupting in white fluid. She was entranced by how violent and aggressive a man's orgasm seemed, but also tickled by the thought that when a man cums, his body is literally jumping for joy. What's more, she was surprised by how much she liked it, liked giving him pleasure. It was only fair after what he had done for her, and she was happy to facilitate.
She was so taken by watching Tim cum that it wasn't until it was all over that she realized that Tim's semen was all over her. In addition to the sticky result that had poured down over her fingers as she stroked, a big, thick line of it had slapped down on her upper chest, leaving a gooey trail running down between her breasts. Rachel was momentarily shocked, she hadn't expected to be covered in bodily fluids, and in a moment of overwhelmed inexperience, she blurted out "Eew, gross!"
She would later come to realize how unfair and unkind that response had been, but that would come later after much more experience.
After Tim left, Rachel spent the rest of the night celebrating with her friends, but inside she was buzzing, reliving what she had experienced. Tim's hands on her body had been electric, and she had never cum like that in her life. And his cock, that Cock, it was incredible. The feeling of it in her hands, the power, the erotic intensity, was intoxicating. She wanted more. Something inside her had been unleashed, and she was desperate to feed that hunger again.
The opportunity would come just the very next day. It was a Saturday, and Rachel was supposed to be helping the church youth group with a charity bake sale, but she skipped it to go to the beach with her fellow classmates. That's where she'd get a little tipsy on cheap beer; where she'd start flirting with Marcus, the boy from the track team with the sexy, deep-chocolate skin; where the two of them would steal away out of the prying eyes of the others as the sun went down.
High on hormones and the delightful buzz of alcohol, their lips would come together, and their hands would start to explore. "They're so big," he'd whisper, kneading and massaging Rachel's incredible breasts, the front of her one piece bathing suit pulled down to reveal the milky wonders to the evening light. Whether it was the inexperience or the alcohol, it wasn't quite an expert massage, definitely not like what Tim had given her the night before, and all it did was work her up and frustrate her. When she felt between the boy's legs though, she decided it was time to take matters into her own hands, literally.
Her loins were churning, and the buzz of erotic excitement electrified her body. He was hard. He was Big. Barely able to contain herself, she shimmied the boy's swim trunks down, and with an audible slapping noise, his impressive cock sprang into view. The two paused to take in the moment, the boy in apparent disbelief that this was happening, Rachel in disbelief that she would be blessed with two impressive specimens back to back. His cock wasn't perfect like Tim's but it was big, hard, and ready for her.
She took his considerable member in her hands, and began to stroke and massage him. He groaned. She smiled. Leaning over him, working his pole, her big breasts swayed gently to the rhythm. A tingle of excitement would shoot through her every time the sensitive flesh of her globes would brush against the tip of his cock. One hand went down to his full, hot balls and cupped them. He groaned again.
Working him over, Rachel couldn't take her eyes off the straining, swollen flesh sliding through her hands. She had him all to herself, but there was still something she wanted, something she needed. She knew what it was, but she also knew she couldn't satisfy that need no matter how much her body throbbed. A certain frustration began to grow in her, until she suddenly began thinking back to the videos she had been watching. She wanted this cock inside her, and realized there was a way to satisfy that craving, at least for now. A way that technically wasn't sex. But she couldn't do That, could she?
Her watering mouth answered the question for her. Slowly lowering her head toward her prize, she could feel Marcus hold his breath as he recognized what was coming. First her tongue, gently on the flesh of the head, testing, trying. Not bad, and the way he shivered made her smile in delight. Spurred on by her growing confidence and her intense desire, she licked her lips, parted them slightly and slowly took the bulbous tip of Marcus' huge cock into her mouth.
"Holy shit," he moaned, "holy shit!" Rachel was thinking the same thing, holy shit, she had a penis in her mouth. What's more, she didn't hate it. What's more, she wanted it there. Using her hands to stimulate the rest of his impressive length, Rachel began to suckle and tease the flared tip. Saliva dripped down from her hungry mouth, lubricating his length, making her hands slip and slide up and down it with ease. It was intoxicating, pleasuring this boy, and her pussy was practically on fire. She couldn't wait for him to return the favor. If he was anything like Tim, she was going to have the biggest orgasm of her life. She would,
"Oh fuck, oh fuck!" Marcus moaned. Rachel remembered the night before with Tim, and knew immediately what that meant. She had already learned so much from that experience, and didn't plan on going back to the party covered in gross, sticky jizz, so this time she was prepared. As Marcus started to wriggle and shake, she popped the tip of his cock out of her mouth, angled it away from her, and continued to stroke him.
A grunt, a groan, a shudder, and then one of his hands flailed out and squeezed Rachel's right breast. She gasped, an electric shock of pleasure speeding through her, just as she felt the thick rod in her hand twitch, lurch, and explode in a torrent of white-hot pleasure all over the boy's torso. The experience was still very new to her, but at least she was more ready for it than she had been the night before with Tim. She still wasn't too keen on getting it all over herself, but she'd be lying if she said watching how much pleasure she could give a person didn't turn her on immensely.
Giving him a moment to get his bearings and calm his breathing, Rachel waited anxiously. She was hornier than she'd ever been, her pussy practically soaking its way through her bathing suit, anticipating Marcus returning the favor. The night before with Tim had been an epic awakening, and she couldn't wait to get a repeat of those rapturous feelings. Would he use his fingers? Would he use his tongue? What did Marcus have in store for her pleasure, she wondered.
She would have to keep wondering, as shortly after he finished, the two of them were distracted by people walking nearby. They each covered themselves up and waited for the interlopers to pass. Once the coast was clear, Rachel began to take down the straps of her bathing suit once more, but Marcus had already gotten to his feet. A short thank you and a weak apology later and he was gone, back to the party.
Rachel was alone, annoyed, confused, and dreadfully horny. She didn't dare go back to the party the way she was, she wouldn't be able to think straight. And so there, in the darkness of the hidden corner they had shared, with the sound of crashing waves behind her, Rachel pulled her bathing suit aside and began to touch herself. She thought about Marcus, about his glorious cock, but it wasn't doing it, she needed more. She thought about Tim. His hands on her, his perfect cock slipping between her fingers, even that moment when he shot his cum onto her plump tits. She remembered the shock of the slapping semen. She remembered the heat of it on her skin.
Rachel covered her mouth as she began to cum.
After graduation, the summer opened up a bevy of new opportunities to indulge in the new carnal activities she had been awoken to. It wouldn't be long until she had her next opportunity to be delightfully dirty, when she found herself on her knees in the laundry room of a classmate's house at a party, slurping on the hard cock of a classmate's cousin. He wasn't nearly the impressive specimen that Marcus or Tim had been, but after a slight measure of disappointment, she took the opportunity to expand her repertoire and experiment a bit. His smaller size allowed her to take more of him into her mouth, and she began to learn the exciting mechanics of a true blow job.
The lips, the tongue, the slick sliding up and down the wet, excited skin, she was starting to enjoy this. At least until her reverie was broken by a sudden grunt and squeal, and a thick lob of jizz hit her in the back of the throat, causing her to choke and gag. She quickly pulled off the spurting member, leaving him to finish himself off, while she grabbed a nearby towel and spit profusely into it, doing everything she could to get the salty gob out of her mouth.
"What the hell, dude?" she barked at the still-trembling boy. He apologized profusely, still swirling from his orgasm. She waved it off, silently telling herself she'd never let that happen again, still turned on enough to stick around and let him return the favor. He did, and there, perched on the edge of a washing machine, Rachel felt a tongue on her cunt for the very first time. It felt good, amazing even, but she couldn't get to where she wanted to be. Whether it was still thinking about choking on his sperm or what, she just couldn't cum. After a while she thanked him, told him he was great, and they went back to the party, the boy feeling like a king, and Rachel feeling ultimately unsatisfied.
She'd soon find out this wouldn't be a onetime occurrence. Hornier than she'd ever been in her life, Rachel learned a lot that summer. She learned a lot about what men like, and how to give it to them with her hands, and especially her mouth; she learned she really loved big cocks, and that what they say about black men tends to be true; she also learned that for whatever reason, be it her own physical make up or the lack in skill of her lovers, no matter how well she sucked their cock, no matter how it made her or them, no matter how much instruction she gave them, they just could not make her cum. Not a single one.
Well, that's not totally true. There was one, the first one. There was Tim. But that wasn't an option. Right?
Rachel had more hope to finally find someone who could get her off when she got to college. Despite the fact that she was attending a strict, Christian university, she needed to keep up appearances of the pious, good church girl she was, after all, she knew she couldn't be the only person as horny as she was on campus. It didn't take long to find out she was right. Finding guys to let her suck off wasn't difficult, but she realized quickly that though the student body was willing, it was also largely inexperienced. She pleasured plenty of men that first year at college, but despite their best efforts, not a single one of them managed to get her off, although Bill got very, very close.
Bill was an upperclassman she met through some friends, and the two of them shared that look in their eye almost immediately. Bill was a tall, strong man, with deep ebony skin, and always made Rachel tingle when he was around. It wasn't long before it was just the two of them hanging out, and unlike most of the boys she had fooled around with up to this point, Bill had his own, private room. That first night they ended up back at Bill's place making out, and soon Rachel's hands felt what he had between his legs, she sighed an excited sigh. His hands on her tits felt amazing, but she needed to see it. Working his pants open she finally freed it, and was taken aback by what she saw, she had hit the jackpot.
They kissed slowly as she gently worked him with one hand, getting familiar with the size and firmness of this new prize. Her mouth began to water, she needed to have it, but just when she thought to make the move south, Bill pushed her back onto the bed. She felt wild, her top pulled down, her breasts exposed, her skirt pushed up, and soon her panties sliding down her legs. She was worried for a moment that he might try to fuck her, good Christian girls don't do that, after all, but then he kissed an nibbled his way down her tingling body until his head rested firmly between her legs.
Her body shivered when his tongue touched her cunt, and it hardly stopped for the next few minutes. This boy was good. This boy knew what he was doing. She cooed when he slipped the first finger inside her, feeling her slick, tight walls grip at it. She gasped at the second finger moments later, she loved it when there were two fingers inside her, but when he put the third finger in, adding more thickness than she'd ever felt inside her, she moaned long and hard.
The fingers and his tongue created a cacophony of pleasure inside her. Her body was buzzing, her nipples were hard, her pussy was like Niagara Falls, and yet she couldn't quite get there, she still couldn't cum. After a while, despite how much she loved it, she gave the boy a break and pushed him away. He hadn't made her cum, but he got closer than any other boy to that point, and for that she was grateful. For that she repaid him.
Still buzzing, still awash in pleasure chemicals swirling around in her brain, Rachel slipped down between Bill's legs. Rachel had learned a lot since that first night in the tent with Tim, and she wanted to show Bill everything she learned.
Holding his impressive manhood with two hands, Rachel slipped the fat head into her mouth. Her lips and tongue worked his sensitive flesh, sucking and licking at the considerable tip with delight. Her mouth was watering, cascading slick saliva down his shaft, and when she felt the wetness reach her hands she started to stroke. Two hands, two lips and a tongue worked him in tandem, and she shuddered each time she felt him throb.
"Suck my balls, baby," his deep voice directed. Rachel felt a tingle run up her spine, she had never put balls in her mouth, she had never even considered it, but what's more, none of the other guys she'd been with had ever given her direction. No one had ever told her what to do. She considered herself a strong, independent woman, but there, on her knees in front of this man, she felt delicious conflicting emotions. She felt powerful, being able to give such pleasure, being able to control his whole body, but when he said those words, she also felt a buzz of subservience. What's more, she realized she liked it. Without hesitation, Rachel dipped down and worked the first testicle into her mouth. She sucked gently, rolling it around, painting it with her tongue, and Bill moaned. Encouraged, she popped the other one into her mouth and did the same thing, instinctively knowing to continue to work his shaft while she did so.
"That's good, baby, that's good," he moaned through clenched teeth. She smiled to herself. Of course it was good. She was good, and she knew it. Then she felt fingers reach beneath her chin gently pull her away. She looked up, a fiery passion in her glare, his towering cock still soaring out from between her fingers. It was at that moment that she realized her fingers barely touched, wrapped around Bill's shaft. "You like it, don't you?" he said, smiling, catching her admiring his hardware. Rachel nodded, licking her lips. "Why don't you see how much of it you can take?"
Rachel felt a lump form in her throat as she considered his question. Her mind flashed back to one of the videos she sneakily watched, one where this beautiful redhead worked her mouth over a long, hard cock shaft. Rachel smiled at the girl's hair and imagined she was the one in the video. Then the girl caught her by surprise as she took the entire length of cock into her mouth and down her throat. It was an impossible feat, Rachel thought, but the image of the long member effortlessly sliding into the redhead's throat was entrancing. It was so hot, and when the man pushed deeply one last time and held his cock down her throat as he began to cum, Rachel began to cum too. It was hot. It was dirty. It was something she could never do. Right?
Licking her lips, and full of nervous excitement, Rachel slowly leaned in and took the fat, glistening head of Bill's cock into her mouth. She worked it with her lips, building up lubrication as well as courage. The hairs on her neck stood on end, she closed her eyes, and she pushed the thick member deeper into her mouth. She felt it twitch as it passed the back of her tongue, a feeling that made her recoil, momentarily freaked out.
"That's it, girl, just relax," came Bill's base, comforting voice. He was so sexy, This was so sexy, and with a breezy smile Rachel slipped her lips back around his length. Slowly again she pushed him deeper into her mouth. This time she exhaled when she felt his head crest the back of her tongue, and kept going, but gagged suddenly as she felt it hit that inconvenient barrier at the entryway to the throat.
"I'm sorry," she choked, eyes watering as she slipped him out momentarily to regroup. She thought she couldn't do it, maybe if she just finished him off with her hands, that would be enough
"Don't you dare apologize," Bill said with a grin, "you're so fucking hot, girl;” She felt his hand run up the back of her neck, cup the back of her head, and gently edge her back to his waiting rod.
Rachel smiled. She didn't feel hot, but at that moment, tits out, encouragement from this beautiful man as mascara began to run down her cheeks, his hand pulling her back toward what they both wanted, Rachel felt dirty. And it felt good to be dirty.
She dove back in enthusiastically, and once again that fat head slipped over the back of her tongue. This time though she had a plan, she had learned lots of things over the summer, including how to relax her throat for the purposes of competitive beer chugging at parties. She never thought it would come in handy in this realm, but there, with this big piece of meat in her mouth, she thought of chugging a beer, and all of a sudden, urged on by the hand on her head not letting her quit, she felt the thick, swollen head of Bill's cock slip snuggly past her mouth and into her throat.
It was only the head, and only for a moment, but she had done it. She came up for air, excited and eager, then went back down, determined to take even more. Each time the head slipped into her open throat more and more easily and she felt more and more of his stiff shaft pushing into her throat, all while hearing base words and moans of encouragement coming from Bill.
She had wanted to take the entire length but finally she needed a break, only slightly disappointed to have only gotten three quarters of the beast into her body. She was trying to think of what to do next to finish him off, but Bill was way ahead of her. Grasping a massive tit in each hand he pulled her close, and before she knew what was happening, Bill had slipped his cock between her considerable breasts and began thrusting. This was another activity Rachel had never considered, but based on the sounds coming from her lover's throat, it was a very effective method of pleasure. She was giving him pleasure with her body in yet another way that didn't break her rules, Bill might technically have been fucking her, but they sure weren't having sex. Rachel smiled and leaned into it, helping work her mammoth melons up and down his straining cock.
Soon Bill began to stutter and shake, losing a grip on Rachel's breasts. Rachel acted quick, taking over with her hands where her tits had just been. She knew the signs, she knew he was going to cum, and boy was she right. With a final deep grunt and a shake, Rachel felt Bill's epic cock twitch and throb in her stroking hands, and watched three thick white ropes of joy leap out of the tip, dripping onto her fingers and splattering on Bill's beautiful, dark skin. His cum felt hot on her, and in that moment she realized that maybe she didn't mind it after all. Maybe it was kind of sexy. That of course was not something she would ever tell another soul, because she wasn't that kind of girl. She wasn't the kind of girl who jerked guys off, who sucked their cocks and took them into her throat, who let them fuck her tits and cum on her.
Rachel turned away as she felt herself begin to blush. She blushed because she knew that she Was that kind of girl. And she Liked it.
When she got home that night she had the room to herself, and with thoughts of Bill's cock pushing into her throat fresh in her mind, she finger fucked herself to a raucous, deeply intense orgasm. Lying there basking in the afterglow, she wondered how long it'd have to be before someone else could make her feel that way.
It would turn out she'd have to wait quite a while, as her entire freshman year of college, no boy she shared an evening with could make her cum. There were a number of various guys she hooked up with, a number of various cocks that ended up in her mouth, then twitching and spurting in her hands, but not one of them could get the job done for her. Bill even became one of her very few repeat lovers, there was no way she was going to say no to that cock, and besides, he still got her closer than anyone else at school had, but not even he managed to get her there. It wasn't all in vain though, as Bill taught Rachel many things about pleasing men, and by the time the year was over she had no problem taking his big cock down her throat whenever he wanted her to. Bill wanted to cum in her mouth, very badly, but she never let him, she put up a front of being grossed out by it, but to Rachel that was something very intimate and special. Something she had to reserve for someone who deserved it.
That summer she'd come to find out something deep down she already knew, the person who deserved it; was Tim.
It began that first year of college. She'd come back to her room unsatisfied after a disappointing night out, and there his screen name would be, staring out at her from her computer. She had so desperately wanted another night with him, although she'd never admit it. She'd even made a fool out of herself in front of him that past summer in a vain attempt to get his hands back on her body. This was all water under the bridge as they once again began talking late into the night online, and soon all embarrassing memories were replaced by intense flirting, games of truth or dare, and growing sexual tension that not even the internet could deny.
Rachel tried to tell herself it was all just flirty fun, this was her friend from church, after all, but things came to a head one night early in the summer after cancelling a meet up with an old friend from high school. She was trying to balance the intensity of her summer job with having a social (and love) life, and lately that had meant spending a number of nights, after a long shift at work, with someone she knew was a sure thing. He was cute, had a nice cock, and most importantly he knew what to do with his hands. They'd collide together in whichever clandestine location they could manage, he'd obsess over her tits, then make his way down to her pussy, where he'd begin to work magic on her pleasure zones.
Or at least that was the intent, because despite his best efforts; efforts that Rachel thoroughly thoroughly enjoyed, for whatever reason he could not make her cum. It'd be so frustrating, getting so close but never getting over the edge, and after a no doubt valiant effort, Rachel would relieve the poor boy from his exertions, settle him back, and work his young, hard cock over with her mouth and hands until he sent white-hot ropes of semen out of his body and all over his stomach and her fingers. Each time she'd leave unsatisfied, and each time her conversation with Tim would lead her fingers to her cunt, where she'd finish the job herself thinking about the dirty stuff the two friends discussed.
This last time proved to be extra frustrating. It was the fourth time she and this friend with benefits had been together, and the fourth time he had not managed to make her cum. She wasn't doing this because she liked the guy or wanted to spend time with him, she was horny and wanted to get off, and this guy was not getting the job done, so when she saw plans for a fifth attempt looming on her calendar, she cancelled, and decided to try another tack. Under the guise of needing a stress-relieving, late-night backrub, Rachel met Tim in the park by her house, and after some short small talk, the two retired to Tim’s car.
It didn't take long for what she truly desired to come to the fore. Tim knew why he was there. Months before, in one of their late night conversations, Rachel admitted to him a fact that made him smile with satisfaction, she admitted that he was the only one who had ever made her cum.
To be continued in part 2. Based on a post by LiminallySpaced, for Literotica.
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