My First Time

Rachel’s Virginity Preservation: Part 1

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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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My First TimeBy (various)