My First Time

Rachel’s Virginity Preservation: Part 2

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Rachel’s Virginity Preservation: Part 2
Rachel’s epic search for pleasure, while keeping her virginity.

Based on a post by LiminallySpaced. Listen to the Podcast at Steamy Stories.



Rachel stared at herself in her bathroom mirror before going

across the street to meet him. She was playing coy, but was under no
misconceptions about what she wanted. She looked at her body as she zipped her
sweatshirt over her naked breasts. A lot had happened since that night in the
tent after prom, she had learned a lot. She had learned what she wanted and
couldn't have. She learned how to suck cock. She wondered if Tim had learned a
lot too.

Walking over, she couldn't believe it, but she was nervous.

Hooking up in a car was nothing new for her, she had done it plenty of times,
but this was different, He was different. There was a new confidence there in
Tim, and it excited her. The second his hands touched her body she shuddered
and smiled, she knew right then that it was going to happen. That he could do
it. Her body was on fire as he freed her big breasts to the night air. There
Was something different about Tim, a new confidence that turned her on
immensely. His hands worked their way into her shorts, sending electric shocks
through her as strong fingers slipped between wet, waiting lips. She couldn't
believe it, what was it about this guy? It had been almost a year of fooling around,
a year of pleasuring men in hopes that they could return the favor, and here,
in this car in this parking lot, the guy she knew from church, the guy whose
cum grossed her out that night in the tent, broke Rachel's curse and made her
cum in mere minutes.

A year of pent up frustration blasted through her body in

wave after wave of pleasure. She moaned. She squealed. She almost laughed. When
it was over, she sat there for a moment in shock, the chemicals racing through
her still, making her feel slightly loopy. She couldn't believe it, Tim from
church was the only guy who could make her cum. Tim with the great cock. Cum
drunk and horny still, it was Rachel's turn to show Tim what she had learned.
She remembered his cock, his fantastic cock, and she had spent many nights
hoping she'd get another shot at it. That night was the night, and after
freeing her prize from his pants, she gladly took him into her mouth and gave
him a world class blowjob. She was happy to do it. She was eager to do it. For
the first time in her life she realized she wasn't just sucking cock, she was
pleasuring him.

She gave him everything she had, he deserved it. He gave her

something no other man to that point had. And when the time came, when she felt
his balls tense up and his shaft grow oh so hard between her lips, she gave him
something no other man had ever had either, she kept sucking, and kept
stroking, and for the first time in her life, Rachel welcomed the ejaculation
of her lover into her mouth. Tim's cum wasn't gross to her anymore, it was
wonderful. It slipped across her tongue, pooling between her lips, and when she
felt her limit being reached she did another thing she had never done for
anyone else: she swallowed.

She told herself, told him, that it was a one-time thing,

that they weren't going to get together again, but even before the words left
her lips she knew it was a lie. She'd try to get that same feeling with other
guys that summer, but no one could do it like Tim, and soon their trysts became
a regular thing. Rachel would have a disappointing date, and then Tim would be
there to give her what she needed. She was more than happy to return the favor
as well. She sucked his cock, he'd cum in her mouth, and she'd swallow it down
with gusto.

She continued seeing other guys that summer, though, as she

didn't want to admit that there was something special about Tim; didn't want to
admit she was becoming addicted to his cock as much as his tongue and fingers.
She'd see her usuals, and make sure they went home happy, but it wasn't much
more than transactional. All her rules still applied, she was happy to stroke
them, happy to suck them, but that's where it would end. No matter how worked
up they might be, when the guy started to groan, that last road to release was
traveled in her hands, pointed well away from her person. With Tim though, she
was totally uninhibited. She wanted to taste him, to feel him, she wanted her
boundaries to be pushed and pressed, and Tim knew it. Maybe it was because Time
knew the double life she was leading, the never ending tension between being
prim and proper and hot and horny, whatever it was, it was intoxicating, and
Tim and his perfect cock were the drug. She let him do whatever he wanted, and
she would blush repeatedly remembering things the next day, in disbelief that
she'd let him use her body the way he had, and what's' more, she liked it.

But why? Cum was weird and gross, why did she tingle with

excitement every time she came in contact with his? It might have been because
despite doing things with Tim she had only seen in the dirtiest of movies, he
was always a perfect gentleman; he'd always ask when the time came. "Can I
cum in your mouth?" he'd ask, teetering on the brink, and Rachel would
moan in approval, excitedly accepting the warm explosion between her lips.
"Can I cum on your tits?" He'd say through passionate grunts and
grimaces. Without hesitation she'd say yes and present her spectacular globes
for sticky tribute. "Can I cum on your face?" He'd grunt, overwhelmed
with animalistic need, this was the only one that gave her pause the first
time. She had never let any man's cum get even close to her face, but something
about Tim's absolute animalistic need made her say yes. It was filthy, it was
exhilarating, and after that first time she never even thought about saying no.
He's such a hot, dirty gentleman, she'd think as she tipped her head back just
before he spilled himself onto her soft skin.

She'd repeatedly wonder about that period of one's life,

when the hormones and the drive for sex really kicks in, turning you into an
insatiable pleasure monster, and whether all the dirty things she did were
things she'd have done anyway, or if it was all a result of trying her best to
avoid doing what she really wanted to do, what her body really wanted to do.
Did she truly enjoy sucking cock? Or was it just the best she could do to take
the place of having that hard cock push deep into her body and fuck her brains
out?

Regardless of the unknowable answers to these questions, it

didn't stop her from enjoying herself that summer right up to that sacred line
she wouldn't cross, sometimes with others, but more often with Tim. As the days
wore down, Rachel tried to play it cool, but the truth was she was not looking
forward to going back to school, far away from the one guy that could get her
off. The days began to cool though, and soon they parted.

Rachel tried to throw herself back into the world of real

men, real men who potentially could get her off, but it just wasn't happening,
and so for a while she and Tim kept up their online flirtations, each using the
other to add some spice to their masturbation sessions. She even tried to think
of the times with Tim when she'd find herself with a real man between her legs,
but to no avail. She'd get close, oh so close, -her body would begin that
glorious tingle, but it would never get beyond that. Not even thinking about
all the hot, dirty things she and Tim had done that past summer.

This meant that though she got to have her fun and play with

some lovely hard cocks, none of them got what Tim got. None of them got to fuck
her tits, or cum on her, or cum in her mouth. None of them got more than they
needed. Well almost none of them.

Rachel was at a party being thrown at the apartment of one

of her regular hook ups, a classmate named James. She had gone there fully
prepared to spend the night, as, despite never getting her off, she had to
admit James was good with his fingers and tongue, and had a very nice cock that
she honestly loved sucking on. She was excited, as it had been a few weeks
since she had gotten any, and they knew each other enough that it was a
guaranteed good time, if ultimately not quite totally satisfying.

The party was a great time. Rachel was delightfully looking

forward to her own personal after party, when suddenly all thought left her
mind and she stopped cold in her tracks. Her eyes had spotted a familiar face
across the room, it was Bill. She felt her stomach drop and her nipples
tighten, he looked good. Real good.

Rachel floated across the room, coasting on a combination of

nostalgic lust and alcoholic buzz, and the two began talking. They had picked
up where they had left off, and it was clear to her by the way he couldn't stop
stealing glances at her considerable cleavage that he was thinking the same
thing she was, but still there was something different, something slightly off.
It all became clear when she met the girl he was with.

Bill seemed slightly embarrassed, as was Rachel, but they

played it off the best they could as the three of them talked. Rachel learned
they had met at work, and had been together for a couple months. Anything after
that fell on deaf ears though, as Rachel couldn't stop picturing the two of
them together. They looked good together, and she could tell by the way the
girl clung to Bill that clearly she was familiar with "what he had to
offer." She smiled through the rest of the conversation, but all that was
in her mind was what the two lovers did in bed. Did he make her cum? She bet he
did. She bet this girl didn't have the hang up Rachel did. Did she suck his
cock like Rachel did? Could she take all his impressive size into her throat
like Rachel did? Did she swallow his cum? Rachel bet she did. Did he fuck her?
Did her petite body take that thick, wonderful cock inside her? Rachel bet she
did. It was this last thought that made her tingle with excitement. She bet he
looked amazing fucking her. And she bet the girl loved it.

Bill and his date excused themselves, as they had other

places to be, and Rachel tried to keep the thoughts out of her mind and enjoy
the rest of the party. As people began to leave and the crowd thinned out, she
and James started making eyes at each other, and when the first opportunity
presented itself to do so the two stole away to James' room and locked the
door.

Clothes were discarded quickly, and it was only mere moments

before Rachel felt warm, wet lips clamp around her nipple and begin to suck
generously. James loved her tits, and she loved that he loved them. He was good
with his mouth and his hands. He'd soon continue this exhibition lower on her
body, and she was more than ready for him. Rachel was soaking wet, and felt his
fingers easily slide inside her. When his tongue hit her clit in unison, she
moaned as electric shocks of pleasure burst through her. He was good, great
almost, but even then, as worked up as she was, she couldn't quite get over
that final hump.

Giving the poor boy a break she quickly thanked him by

returning the favor. He was nice and hard, and his length slipped swiftly
between her lips and into her wet, waiting mouth. James was nice, his cock was
nicer, but as soon as the firm flesh penetrated her mouth, her thoughts went to
Bill. And as her thoughts turned to Bill, her hand snaked down between her
legs. She remembered Bill's big, beautiful cock, and how much she loved sucking
it, and felt the rush of pleasure course through her as she touched herself.
She loved teasing him with her tongue and sucking on the head as she stroked.
She loved the way he twitched in her mouth when she'd hit the right spots. She
loved the way she felt stuffed and full as he passed the back of her tongue and
slipped down into the tightness of her throat. In and out, in and out of her
throat while she held him firm and worked his balls, worked them so well that
it was hard for him not to,

"Ugh" she moaned through the meat of the cock in

her mouth as her pussy spasmed and she started to cum. The sounds of her
pleasure vibrated through the hard meat in her mouth, and then gasps and moans
from James melded in the air with hers. James' cock was tucked into her throat
and beginning to spasm. Oh no, she thought, he's cumming! She pulled him out of
her throat, but caught up in the suddenness of the moment, Rachel kept the
boy's spasming member in her mouth as he filled it with a generous amount of
hot cum. The moment being what it was, she didn't have much choice but to
swallow, so swallow she did.

"Holy shit," James gasped as the intensity of his

orgasm waned, "holy shit, that was amazing! You've never done That
before!"

"Well," she said, searching for a response,

slightly embarrassed, "I guess you just brought it out of me
tonight!" She chuckled nervously, wiping a stray bit of cum from her lips.
She had James' cock back in her mouth the next morning, as he clearly was
hoping for a replay of the night before, but although his balls were drained
when she left, this time not a drop of it made it to her mouth. She had broken
her own rule and had no intention of doing it again, but didn't feel too bad
about it, he hadn't made her cum, but he definitely Helped her cum, and so for
that one time she decided he deserved it.

James started blowing up her phone every chance he got, of

course he did after That performance, but Rachel wasn't interested anymore. In
fact, for the next while she wasn't interested in anyone. She had her eyes set
on what she really wanted, she wanted Bill.

But she had no idea how to get him back.

"So this was a guy you used to hook up with?"

"Yeah; we were pretty hot and heavy for a while,"

Rachel typed into the messenger box. Rachel and Tim might have been far away
from each other, but they were still friends, and they still talked. She found
it was easier to talk to him about personal stuff, maybe because of their
history, maybe because of the distance. And besides, there were definitely
still nights where talking to Tim came in handy. Nights like tonight.
"He's the one who taught me how to deepthroat."

"I see," he wrote back. She felt herself blush.

She would never tell him what she wanted, but she knew he could never resist
the bait when she laid it out. "He taught you to do it; but I taught you
to like it? ;)"

Bingo.

"Stop" she wrote, feigning annoyance on the screen

while her insides started to heat and boil in real life. The truth was, she
missed Tim. Missed hooking up with him. He was a great guy with a great cock,
and most importantly;

"Did he ever make you cum?"

"You know he didn't :P" Gush.

"Did he ever cum in your mouth?"

"You know he didn't." Double gush.

"Why not?"

"You know why," she said, her fingers dipping down

into her panties.

"It's been a while," he typed, "remind me.

:)" She shook her head, she could feel his smug smile radiating off the
monitor. He knew he had her on the hook, and from how wet she was, and the
buzzing pleasure she was triggering with her fingers, she couldn't deny it.

"Because the only person who gets to cum in my mouth is

you," she typed with one hand while stroking her slick lower lips, it's
true it was a little white lie after that night with James, but the lie was
much hotter than the truth. "Brat," she fired back for good measure.
She hated how horny he got her sometimes.

"Oh right," he wrote back in mock ignorance. She

waited anxiously for what was going to come next, strumming herself slowly so
she wouldn't get too far too fast. She waited on edge, but nothing came. Maybe
he wasn't into it tonight, she wondered, maybe he,

"Do you remember that carwash we had over the summer

with the church youth group?" A shiver went down her spine. She remembered
it very well.

"Yeah, that was fun," she said, trying to appear

as un-horny as possible.

"Do you remember what happened when it was over?"

"I do," she said, another shiver running through

her.

"My mind is just a blank," he said, that smug

radiation returning, "remind me."

"You and I stayed late to put everything away in the

shed behind the church," she began. It was an innocent enough sentence,
but it obscured the sense memories she had of that day. They hadn't planned to
get frisky, but that didn't stop Rachel from picking a bright, revealing bikini
top to wear beneath her pale t-shirt. The shirt wasn't white, but she knew once
it got wet, it was going to get nice and clingy to her magnificent breasts,
illuminating the bikini underneath. She knew he'd be watching.

"And what happened when we got into the shed?" The

question made Rachel's eyes involuntarily close, and a slight moan escape as
she conjured up the memory. They had been teasing each other all day, and then,
away from prying, religious eyes, up against a stack of chairs, their bodies
collided.

"You put your hands down the front of my tiny jean

shorts; and put your fingers inside me." She mirrored the memory with her
fingers. She was wet and tight.

"Did you like it?"

"What do you think?"

"I don't know, I can't remember :)" He was such an

asshole.

"Yes Tim," she typed with annoyance, despite how

flushed and soaked and buzzing she was, "I liked it."

"Well that's good," he wrote. It was, she thought,

it was really good. She didn't know if it was the situation, being so close to
so many people who could catch them, or if he had just gotten that good at
pleasing her, but she was absolutely on fire that day. His fingers were magic,
and he sent her wanton body into overdrive, plunging inside her and gyrating
over her throbbing clit. "I seem to remember you asking me something while
I was doing that, didn't you?"

Rachel felt her face flush and her pussy gush. Whatever it

was about Tim, she was comfortable enough with him to really let loose what she
kept hidden behind her good girl demeanor, what she would call her inner slut.
She wanted him to do things to her she'd never want another man to, and
sometimes she'd ask for them, too. "Yes."

"What was it?"

She felt a chill run through her. "I asked you to talk

dirty to me." It might have seemed like a fairly innocent request to most
others, but for her it was a huge step.

"Did I?" Oh, boy did he;

"Yes."

"Did you like it?"

"Yes."

"What did I say?"

Rachel tensed up. There was no way she was going to repeat

anything he said to her. "I don't remember.?"

"No?"

"No."

"Too bad."

She knew Tim knew she was lying, but he didn't push it, he

knew that was the quickest way to these little sessions they had being shut
down. Truth was, though, she remembered it alright, she remembered every word,
she thought about it frequently when she touched herself.

He talked about how tight her cunt was, how wet she was for

him, how she was such an unrepentant slut for his cock. It was intense, but it
turned her on so much because it was true, at least it was how she thought
about herself. He talked about her huge tits, how much he loved putting his
cock between them, talked about her mouth and her throat, how they were so good
to his cock, so wet, so hungry for him. He talked about how pretty she was, and
how she looked even prettier covered in his cum; about how he knew she loved to
be covered in his thick load. She shook almost uncontrollably as he continued
on, teasing her about being caught by someone from their church, someone she
would know who would see her being a slut for him.

As she careened toward orgasm, that's when Tim brought out

the kill shot, the thing he knew got her the hottest and wettest, testing her,
teasing her, trying to get her to admit that what she really wanted was his
cock deep inside her, fucking her good, making her cum, pushing the bounds of
her commitment for "purity." So far she hadn't broken, but it was
getting harder and harder. And so was Tim.

Lost in sensation, Rachel's hand drifted to Tim's swim

trunks, gripping his sturdy pole. She knew she didn't love Tim, but boy, did
she love Tim's cock. She'd never admit it, but it was true, she Did want that
cock inside her. She Did want him to fuck her. She'd imagined how good it must
feel many times as she touched herself, but she could never let him do it. Good
girls don't do that. Do they? That thought was

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