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 the last piece, and with a
whimper and a deep shudder, she felt her pussy contract and throb around Tim's
talented fingers as she began to cum.

His cock in her hand, her mouth hung open and she lurched

against Tim's body, erupting in pleasure, grasping onto him tightly to avoid
crying out and being discovered by the rest of the church volunteers. Fuck, he
was good at this, she thought, but why only him? Why couldn't anyone else do
what came so naturally to him?

"What happened after I put my fingers inside you?"

his new question popped Rachel out of her daydream. She hadn't cum, but the
memory and the self-stimulation had her reeling with sensation. She composed
herself well enough to type an answer with one hand.

"I got on my knees."

"I see," he responded, "did I ask you to do

that?" He was such a dick.

"No. I did it myself."

"And then what happened?"

"You don't remember?" she shot back, teasing him

now, turning the game on the gamester.

"Oh, I do," he answered quickly, "I just want

to see if you do."

She was far too close to cumming for this to derail her, and

so she answered truthfully. "I wanted to suck your cock, but you stopped
me. You stood there in front of me, me on my knees, and I watched you stroke
your cock right in front of my face."

"Did you like it?"

"Yes." She shuddered as she thought back to it.

She never imagined she would admit it, but she fucking loved it. She had never
had a guy just jerk off for her before, and it was thrilling. She wasn't even
naked, but she was enough for him in that moment that looking at her made him
want to cum. It was intensely flattering, she thought.

"Watching you cum turned me on so much," he said,

breaking the pattern of their game, "you looked so sexy, so hot, on your
knees with that wet shirt plastered over your amazing tits."

"I could tell," she wrote back, stroking herself

to the memory of his shortened breath and flared cockhead, dolloped with
precum. God, she was close; she was so fucking close;

"Do you remember what happened next?" he fumbled

out, clearly close to the edge himself. Knowing he was jerking off to their
shared memory just made it all hotter.

"You asked me to open my mouth."

"Did you?"

"Yes." Rachel was right on the precipice,

remembering being there on her knees, mouth open, waiting, while Tim jerked off
for her. She was edging herself now, she didn't want to cum yet, as she knew
the story wasn't quite over.

"Then what?" he said, following up almost

frantically with "what did you say to me?"

"I said," she began to type, conjuring up barely

enough focus to spell the words as the memories throbbed into her cunt,
"cum for me." The anticipation was excruciating, she didn't know how
much longer she could hold out. Thankfully Tim had mercy on them both.

"And did I?"

Her fingers stumbled to the three keys necessary to issue a

response. The enter key was like a starting pistol. As her message went back to
Tim, the memories of that moment with him sent her careening into oblivion, and
she uncontrollably exclaimed the very thing she wrote in her message:
"Yes."

On her knees in the shed, her mouth open and waiting, her

nipples hard as ice and pushing through the thin, soaked fabric of her shirt,
Rachel felt a buzz run up her spine as Tim lurched toward her, gasping.
Throwing one hand out for balance, the other sped up and down the length of his
magnificent cock, the magnificent cock mere inches from her face. A grunt and a
low howl poured from his throat. Rachel knew she should have closed her eyes,
but she didn't. She kept them open and she watched; watched as the fat purple
head of his dripping cock flared.

The first shot of Tim's cum, thick and white, leapt from the

tip and grazed her top lip before settling into her mouth. The next one was a
direct hit on her tongue, as was the third. She kept her mouth open and
attentive as he continued his carnal offering, but the next shot missed its
target, splattering against her lower lip and chin. The strain on his body
caused Tim to shift slightly, and Rachel watched as the remaining thick spurts
from her lover splattered her neck and all over the wet t-shirt that covered
her heaving breasts.

There was a digital silence between the computers for a few

moments as both Tim and Rachel re-lived their encounter through glorious
self-inflicted orgasms. In the moments after, they'd both wish the other was
there for real so they could relive and make new memories together, but soon
the chemicals would recede, the feelings would fade, and they'd go on with
their separate lives until the next time one of them needed a pick me up.

As Rachel sat there in a post-orgasmic daze, she remembered

the rest of the encounter that day in the shed. Once Tim had finished cumming,
the two locked eyes. Rachel's mouth remained open, she knew he'd want to see
his handiwork; see his cum pooled in her mouth and cascading down her chin and
neck. Then with a slight tilt back, Rachel closed her lips and swallowed the
whole load. Not long ago the prospect of a guy spilling semen in her mouth
would have made her vomit, and if it had been any other guy there's no way he'd
have even come close to unloading in her mouth, but there she was, on her
knees, more than happy to swallow Tim's load. What's more, she didn't even
clean herself off when they left the shed, she knew her shirt was wet enough
that no one would notice the splattered sperm across her tits. The idea made
her smile.

"Did you like it?" popped up on her screen, and

all she could do was chuckle. It was a question that held numerous
interpretations, and she answered it with equal ambiguity.

"Yes."

Their chat didn't last much longer, and as Rachel settled

into bed for the night, she reflected on her current situation. She liked playing
with Tim, but this was ridiculous. There Had to be someone else out there who
could make her cum, and she needed to find him. She needed him soon. She needed
Bill.

It turned out Bill wouldn't be as easy to get as she hoped.

Despite being open and receptive, and even a little flirty from time to time,
the truth was he was still with his girlfriend, and had no intention of leaving
her. That didn't stop Rachel from trying her best to change that though.

"You know what, my boy Cam is having a party tomorrow

night. Why don't you swing by and we'll talk?"

Rachel's eyes lit up as she read the text message. Bingo.

That night, Rachel made sure to look her absolute best. A

low cut dress and no bra put the girls on irresistible display and hung off her
curves deliciously. Dark thigh highs and boots left only a tantalizing hint of
her creamy skin, one that she hoped would encourage him to explore more.
Finally, her fiery hair, pulled back into a ponytail, and perfectly painted
lips sent the message that she was ready for him; if he was ready for her.

All eyes were on her as soon as she arrived. She looked

amazing, and she knew it. There were a couple familiar faces there who made a
B-line over to her, mutual friends of her and Bill whom she had hooked up with
in the past who were anxious to rekindle their connection after taking in how
good and ready she looked. The attention made her tingle, along with the
memories of their cocks, but she was there for one reason, and was laser
focused on her mission.

Looking around she finally spotted Bill in the kitchen, and

was about to make her way over when she heard a voice from beside her say
"You must be Rachel." Slightly annoyed by the delay, she turned
quickly with the intent to brush the distraction off, she was caught off guard
by a big smile and luscious, brown skin. Quite a distraction indeed.

"I; yes," she said, momentarily flustered,

"and you are?"

"Cam," he said, presenting a hand to shake,

"this is my place."

"Hi, Cam," she said, shaking his hand, "great

to meet you."

"Bill has told me a lot about you."

"Oh yeah?" He was handsome, it was true, and

charming, but her attention was quickly refocused as Bill caught her eye. She
was about to excuse herself when she remembered that he and Cam were friends.
Maybe that could be of benefit to her. "So what's his deal, anyway?
Haven't seen him in a while."

"Bill?" he said with a chuckle, "Mr.

Bigtime's got a fancy new job that keeps him pretty busy. I barely see him
anymore myself."

"Is he still with that girl?" she asked, trying to

be as nonchalant as possible, it wasn't working.

"Yeah, I think so. Not sure why she's not here tonight

though."

Jackpot.

Rachel didn't really hear much of what Cam said after that,

as she was formulating a plan.

"It was great to meet you Cam, I'm gonna go grab a

drink," she said with a polite smile.

"Uh, yeah;” Cam said, a disappointed pal pulling at his

face, "you too. Enjoy." Rachel would feel bad tomorrow about the way
she abruptly ditched him, but at that moment she only had one thing on her
mind.

"Hey, big stuff!" she said, sidling up to Bill by

the drinks in the kitchen, "how's it going?"

"Oh, hey, girl," Bill said, not totally turning

his attention to her, "glad you could make it. You having a good
time?"

"I am," she said, shimmying her hips closer to

him, "but I Could be having a better one." He just smiled faintly and
continued making his drink.

"Did you meet Cam?"

"I did. He's very nice."

"Yeah he's a good dude."

"So;” Rachel said, the anticipation getting to her,

"; do you wanna go somewhere and talk?"

"Listen, Rachel," Bill began, turning his

attention to her for the first time. She knew what was coming, and she needed
to cut it off before he could get it out.

"I can't hear you, let's go somewhere quieter,"

she said, taking his hand. He didn't move with her.

"Please?" she said, being as sympathetic as

possible. It worked, he relented, and the two made their way to one of the many
bedrooms in the place.

Low lamplight gave the room a sexy, moody glow, and the two

sat on the edge of the bed. Rachel made sure to turn toward him as much as
possible, to give him the best view of her outstanding cleavage.

"So; what'd you want to talk about?" she said,

with a mischievous smile. Her hand drifted over to the inside of his leg. He
didn't stop her.

"Listen, I know you and I had a great time, but that's

over. And it's gotta stay that way."

"Why? I know you liked what we had. Why can't we have

it again?" Her hand inched up his inseam.

"I got a girl now," he said, flatly, with no

inkling of stopping her wandering hand, "and it's pretty serious. I think
I'm gonna marry her."

"Well why would you wanna do something silly like

that?" she leaned closer, pushing her breasts together with her upper
arms. "I bet she doesn't treat you the way I do, does she?" Her hand
slipped up between Bill's legs. He didn't stop her. "I bet she can't, can
she?"

Bill's sigh brought a smile to Rachel's face, and with

practiced precision, she worked open his pants and pulled out his spectacular
cock. Slowly she began to work him as she leaned in to kiss his neck,
whispering to him declarations about how much she missed this, how much she
missed his big, hard cock.

Then in a sudden moment of clarity, Bill pushed her away and

stood up. He stared down at Rachel, still seated on the bed, with a look of
severe indecision; of guilt, and lust. He stood there, hard as a rock, and made
no attempt to put himself away. Fingers rising to the deep neckline of her
blouse, Rachel made the decision for him.

With a gentle tug, Rachel's impressive breasts spilled out

over the fabric. Thick, soft, and full, they jiggled hypnotically in the low
light of the room. She saw Bill's cock twitch as he looked at them. She smiled.
She gently grabbed Bill by the pants and encouraged him to come closer. He
didn't resist.

Leaning forward she held his impressive member and began to

wetly suckle on the flared tip. She missed having him in her mouth, and the way
they both moaned in unison told her the feeling was mutual. Her mouth watered,
and she let the lusty saliva run down his length while her free hand spread it
around. Then, when she felt like he was good and ready, she leaned back, lifted
her heavy tits in each hand and said two words: "fuck them."

Any freewill Bill had left evaporated, and he lurched

forward and sunk his straining prick into the deep chasm of cleavage created by
Rachel's pressed flesh. Her saliva on his length made his entry nice and slick,
and with one hand gripping her shoulder Bill did as she asked. Overcome with
lust and the promise of pleasure before him, he thrust hard and fast up between
Rachel's fat tits, quickly giving any semblance of control over to animalistic
grunts and groans. Rachel held her breasts tight, giving him the sweetest road
to travel, and every time the fat, flared head of Bill's cock popped out from
her cleavage she smiled a mischievous smile.

Bill was using her body, just the way she wanted him to,

just the way she knew would get him back, and so when he started to tremble and
hiss through clenched teeth, she didn't hesitate to egg him on. The whole
experience had been a whirlwind of thrusts, grunts, and gasps, and then all at
once Rachel felt the hot slap of thick, viscous pleasure splash against her
chin and neck.

Guiding Bill back to earth after an explosive orgasm, Rachel

leaned back against the bed, taking stock of the copious amount of semen that
was quickly cooling on her bare skin. She felt a slight pang of guilt at giving
him such a rare treat, seeing as he hadn't even gotten her off yet, but that
didn't matter. She knew that he would soon enough, and that they'd be back
together, and,

"I'm sorry, Rachel," Bill said, fumbling to put

himself away, now overcome with remorse in his post-orgasmic clarity, "I
love her. I do." He made his way toward the bedroom door before turning
back to offer her a final, "goodbye."

"He just left you there on the floor covered in his

cum???" Tim's words made her flinch as soon as they appeared on the
screen. The thought of what transpired the night before left her deeply
embarrassed, especially when she had to figure out how to get to the bathroom
without anyone seeing her soiled self, while also covering up enough to not get
any jizz on her clothes in the process. She thought about sneaking out of the
party as quickly as possible, but she didn't want to let a coward like Bill
make her do something equally cowardly, and so after cleaning herself up and
making sure there was not a trace left on her exposed chest, Rachel went back
to the party. She did her best to act like nothing was wrong, and for the most
part she succeeded. Only one person sensed her change in mood, Cam. He had
kindly asked her if everything was okay, and after politely assuring him it
was, she finished her drink and left, unable to hold back her emotions any
longer.

"Yeah. It was a pretty dick move."

"That guy's not worth your time, Rachel," Tim

typed back in support, "I don't care how pretty his cock is."

This was not something she would ever in a million years

tell any of classmates in college, lest the students at the Christian school
catch wind of her extra-curricular activities, but Tim was different. She could
talk about anything with him. She could Do anything with him. Well; almost
anything.

Rachel smiled at the joke. She was still smarting from the

evening's events, but talking with Tim always seemed to relax her. At least
until it started to turn her on. "What makes you think he has a nice
cock?"

"Because I know what you like." the words sent a

shiver down to her loins. "And if you were willing to go that far to break
up a relationship and get him back, well; he must have a pretty nice
cock."

"Maybe he does," she sent back, coyly, a tingle

running through her.

"Nicer than mine?"

She smiled and felt herself blush. "No," she said

honestly, before adding "but we can't keep doing this forever, you
know."

"I know," he began, "I know that one of these

days you're gonna find another person who can do what only I can do, another
person who can make you cum."

"How do you know he hasn't?" she wrote back, fully

knowing he was right.

"Because if he had, you wouldn't be here talking to me

:)"

"Touché," she typed, smiling to herself. She would

never understand why Tim was the only guy thus far, that could get her off; but
it was true. And until she found another, well;

”do you remember that time we almost got caught?" she

typed, feeling her nipples tighten as the words clicked onto the screen.

"You mean the time we thought we had the house all to

ourselves but didn't?" he wrote back promptly.

"Yeah." her neck was getting hot

"I do,"

"What do you remember about it?" Her thick thighs

started instinctively squeezing together as she awaited his response, the
pressure giving her clit a delicious, full press.

"I remember you, bent over the armrest of your couch,

skirt up over your ass, moaning into a pillow while I was slipping my fingers
into you from behind." His words burned through her retina as the memories
came rushing back. "Do you remember that?"

"Definitely," she typed back quickly with one hand

as the other drifted down between her legs. She sighed deeply as she gently
began stroking her joy buzzer. The memory was crystal clear to her. She had the
day off from work, and Tim managed to sneak out at lunch time, and the two got
to enjoy Rachel's house with no threat of interruption for the very first time.
Or so they had thought. She remembered the way he sidled up behind her, kissing
her neck while his hands explored her spectacular breasts. He pulled down the
front of her dress, not unlike the way she was on display for Bill the previous
night, and kneaded and caressed her impressive mammaries while kissing her neck
and whispering the dirtiest things into her ear.

"My God, you were So wet for me;” She remembered that

too. She had discovered that dirty talk turned her on immensely, and somehow it
was another thing Tim just seemed to be naturally good at. He would say
depraved, deeply lustful things to her, things he wanted to do to her, places
and body parts he wanted to explore, and it never failed to get her soaking
wet. She chalked the eroticism up to the fact that they both knew full sex was
off the table, and so hearing about all the different ways he would fuck her,
knowing it was taboo, just lit her fire quite well.

"Do you remember my fingers inside you?" Tim continued

to text his sexually-charged memories to Rachel.

"Fuck yes," she wrote back, a shiver running down

her spine. She remembered feeling Tim's hard cock pressing into her ass cheek
as he massaged her, and wishing she could let him do all the things he was
saying he wanted. She remembered him pushing her forward over the armrest
pulling her panties off and then pushing his fingers into her cunt, fucking her
with them. She closed her eyes and imagined it wasn't his fingers inside her
but his fantastic cock, and soon enough she was gripping a pillow tight to her
face in an attempt to stifle her cries as her body spasmed in orgasm. "Do
you remember what happened after that?"

"I'll never forget it." His answer made her smile.

"You sat me down in your father's recliner, got on your knees, and gave me
some absolutely world class head." Rachel felt herself start to blush,
this was also true. She was so awash in hormones and pleasure chemicals that
all she wanted to do was bask in them while she returned the favor. This wasn't
going to be some quickie blow job to get him off, she wanted to please him. For
the next however many minutes, her mouth belonged to him, and she wanted him to
use it as such. "Feeling my cock slide into your throat; good lord, girl,
it's something I think about every day." She'd be lying if she said she
didn't think about it too. It was intense, and it could be claustrophobic, but
the feeling of Tim’s cock sliding down her tight throat made her pussy throb
with need. "And then your brother came up from the basement >D"

"Oh my god! I almost Died!" It was true, the

second they heard feet on the basement stairs they slightly panicked, doing
their best to make themselves look presentable. Tim hurried into the bathroom
to hide, just as her brother came into the room, and Rachel herself, flustered
and red with exasperation and embarrassment, had to talk with him while doing
her best not to reveal she had only moments before been doing something
extremely frowned upon by her family and community. Luckily her facade was
still intact, and her brother had no reason to assume she'd ever do something
like throat a thick cock in their family's living room. But that didn't stop
her from being tense and nervous, especially once she noticed her panties on
the floor peeking out from around the corner of the couch she had so recently
been bent over getting finger fucked on.

"But that didn't stop us, did it?"

Rachel smirked, feeling another twinge run through her as

she slowly pet her cascading cunt. "No;” Finally her brother had gone back
down to the basement, and after finally taking a breath for what seemed like
the first time in minutes, she waved Tim out of the bathroom. Now, any
practical person would have called it quits for the day after that, but the
rush of being almost exposed, and the fact that she hadn't finished her job,
led her to take his hand and quietly lead him upstairs to her bedroom, making
sure to adeptly sweep up her panties from the floor as they passed.

"You liked it, didn't you?" Tim typed, "almost

getting caught?"

"No!" she lied, "why would you say

that?"

"Because you were absolutely soaked when we got to your

room :)" Once again Tim told no lies. Closing the door behind them, Tim
reached for the hem of her dress and pulled it completely off, leaving Rachel
totally nude and surprised. In a moment she found herself whisked across the
room and laying back on her childhood bed, and in the next moment Tim's face
was between her thick thighs, licking and lapping at her cunt, lighting up her
body with excitement and pleasure. "You tasted so good. You always taste
so good."

All she sent back was "an emoji of her tongue sticking

out," her wordless way of trying to appear aloof, despite how fucking
horny she was while going down memory lane with him at that moment. Her fingers
sped over her clit in just the way she liked, memories of Tim's talented tongue
revving her up, driving her toward much-needed release.

"You wanted me to fuck you that day, didn't you? Right

there on your bed, you wanted my cock inside you, didn't you?

Rachel's body shuddered. He was right again. She Had wanted

him to fuck her. In fact, the thought crossed her mind every time they hooked
up, and that day, senses reeling and rocking from the borderline exhibitionism
they were displaying, and from the expert way Tim was eating her out, she
wanted him. She wanted him to fuck her senseless. "No," she lied
again, "good girls don't do that."

That was her facade, her refrain she said to him time and

time again to pretend like she was innocent and pure, despite both of them
knowing just exactly what good girls were willing to do. She needed it. She
needed something to address the internal conflict she constantly struggled
with, and it was a mantra that did the trick for her psyche, even as she
fingered herself to the memories of holding Tim's head tight to her cunt as she
shuddered and shook and orgasmed on his tongue and fingers.

"Well I can tell you what else good girls don't

do," he wrote back, "do you want me to?"

Rachel shuddered, fingering herself wildly, beginning to

overheat, but managed to hit the three letters required to get him to continue.
She knew exactly what he was going to say, but still she wanted him to say it.
She could never bring herself to say these things herself, as she could still
barely rationalize these were things she did; things she enjoyed.

"Good girls don't slide their naked bodies back onto

their childhood beds and let strange naked men climb on top of them."

Her fingers worked furiously as the memories blazed behind

her eyes. Memories of Tim taking his clothes off, revealing that perfect cock
of his once more, just before climbing onto the bed to join her.

"And good girls don't push their big, beautiful tits

together and wrap them around strange men's hard cocks."

Rachel was breathing heavily now as her fingers worked, her

mind awash with hormones and memories. Tim didn't even have to ask that day,
she knew what he wanted, and as he climbed onto the bed to join her, straddling
her torso, she smiled. Leaning forward, she took him into her mouth with sloppy
abandon, making sure to make his rod as slick as possible. When he was nice and
ready, she laid back, propped her stupendous breasts up in each hand, squeezing
them together to make as tight a passage for him as she could, and let out a
low moan as she felt the heat of his turgid flesh begin to pass between them.

"Your tits are so amazing," Tim typed, "they

always feel so good wrapped around my cock, I love fucking them. Do you like it
when I fuck them?"

"Yes." she managed to eke out. It was an answer to

a question she never thought she'd ever get or give. She had always assumed sex
was going to be something she did with her husband, in a very specific way for
a very specific purpose. She never imagined she'd let a man she wasn't even
dating, do something like that. And she definitely never thought it would be
something she enjoyed. But there she was, driving herself toward orgasm with
her fingers high on the memory of Tim, her friend from youth group, straddling
her chest and thrusting his hard cock between her plump, swollen breasts. It
was so sexy to see him tower over her, grunting and grinding as her body gave
him pleasure, while the heat of his thick, wet cock caused delicious friction
against her skin and sent waves of excitement from her eyes straight down to
her clit.

"Good girls don't do that, Rachel," he typed, the

use of her name sending a flutter through her body, grounding her in the
reality of what they were doing, and had done, "and I know what good girls
Definitely don't do, Rachel." She was on the edge, body trembling as he
manifested the memory they both shared. She careened toward the edge of
pleasure as she awaited his next message. She knew exactly what it was going to
be. "Good girls definitely don't ask strange men to spill their hot cum
all over their faces." Her body was on fire, fingers audibly sloshing
through her soaked, swollen cunt. "But you did, didn't you, Rachel?"

Rachel grunted and gasped, breath leaving her as she

remembered. She remembered Tim on top of her, cock thrusting between her tits,
his boiling point clearly moments away. She remembered the words just falling
out of her mouth. He had done it before, and it was another thing she'd die
before admitting she enjoyed, but it had always been at his request, his need.
But that day, for whatever deep, animalistic reason, it was her need. So right
at the moment of peaking intensity, the flared straining tip of Tim’s cock
popping out from between her tits on every deep, labored stroke, Rachel gave
voice to her need with four little words: "Cum on my face."

Tim stopped mid thrust and looked down at the red haired

beauty below him with suspicion. She knew exactly why he had stopped, why he
hesitated. They had come a long way from their first awkward experience
together in the tent after prom, an experience that ended with his cum on her
skin and an exclamation of "Eew, gross!" from her, and now here she
was, wanting, needing, his cum on the most personal part of her body. "Please,"
she reiterated, "cum on my face."

Tim didn't resume sliding his cock between her slick

breasts. He shuffled forward, popping his perfect rod up out of their grasp,
and took it into his hand. He began to stroke; Slowly. Rachel knew immediately
what he was doing, it was a test, as if he wordlessly was asking "are you
sure?" She didn't move, she didn't flinch, she just looked him in the eyes
as his hand massaged his cock. She was beneath him, totally submissive in a way
she had never been before, and she found it exhilarating. Was it the position?
Was it the taboo act? Was it Tim? She didn't know.

Tim was the first to break eye contact, or at least his body

forced him to, when his breath began to get ragged and his body began to shake.
He never changed the tempo of his stroking, and Rachel watched in amazement as
his body got more and more tense. She smirked. He would never see it, but it
happened. And then, with a deep groan and a hurried exhale, the first rope of
hot love ejaculated out of Tim's cock and slapped her like warm rain right
across her nose and forehead. Finally her eyes closed, and she took in the
moment as more thick ropes of hot cum peppered her skin.

Rachel's body shook and seized as the memory came rushing

back. She didn't know if she'd ever let another man do that to her, but she had
no regrets. The intensity of the moment, the sense memory of Tim's hot seed
spilling all over her, made her pussy spasm around her fingers as she began to
cum.

"You still there?" the words popped up on the

screen after a few moments. Rachel had cum very hard, and was still trying to
get her thoughts together. All she could manage was a thumb's up emoji, as
forming words was not something she'd be able to do in the next few moments.
That felt so fucking good, she thought. It always felt so fucking good with
Tim, and that's what was so annoying about it. She couldn't go on like this.
She needed something else. Something real.

Something real would come her way about two weeks later.

Rachel discovered that waiting for something real wasn't

that easy. She hadn't touched herself, or talked to Tim, since that last
encounter, nor had she had any physical interactions with any classmates. She
was horny. Horny and defeated, a combination that never leads to a good result,
so when one of the guys she'd previously hooked up with hit her up to "get
together" that coming Friday, she folded and agreed.

It wouldn't be all bad, he was nice, had a decent cock, and

was skilled enough to bring her some pleasurable tingles with his tongue and
fingers before she gave him the tap out. Then she'd suck his cock, he'd cum and
go home happy, while Rachel inevitably would make her way back to her room,
boot up her computer, and reminisce with Tim about one of their clandestine
encounters until she got off. It was a lot of work for empty, momentary
pleasure.

She was walking to class, bemoaning her romantic failures

when she heard a voice call her name. It was a strong, deep voice that sent a
tingle through her body. Turning to meet the sound, she was greeted by the
bright, broad smile of Cam, Bill's friend. She remembered thinking he was cute
at the time, but there, in the bright light of day, she had no problem
admitting he was gorgeous.

"Wow, I mean, hey, hi!" she stammered, feeling her

cheeks start to flush with embarrassment.

"It's Cam, Bill's friend, we met at my house party a

few weeks back?"

"Oh, I remember," she said a little too

enthusiastically, again feeling heat run to her cheeks.

He chuckled. "Where you headed?"

"Paris Hall. You?"

"Same general direction, you mind if I walk with

you?"

"Not at all," she said with a smile of her own,

how could she say no to a face like that?

The two began walking, and struck up a conversation that

lasted well past the short distance to Paris Hall. He was easy to talk to, and
they had a lot in common. What's more, he seemed genuinely interested in her.
It'd be safe to say the feeling was mutual.

"Oh crap," Rachel exclaimed, realizing she was ten

minutes late to class, "I gotta go!"

"No problem, it was great to see you again," he

said with that irresistible smile, before adding, "actually; I was
wondering if I could see you again; again?"

Rachel felt her whole body flush. He was asking her out. On

a date. "Yes" she said, the word almost tumbling out of her mouth,
"That'd be great." The two locked eyes, both beaming with excitement.

"How's Friday?"

"Friday is perfect," she said, fully aware she

already had plans for Friday. Plans that would be cancelled as soon as
possible. She walked away smiling, and needless to say, Rachel's mind wasn't on
the class that followed.

When Friday came, Rachel dressed to impress, but maintained

a level of modesty. No cleavage, but a tight shirt that still showed off her
considerable assets; no pants, but a floor-length skirt that swished delightfully
around her thick hips when she walked. She thought about the evening to come,
and what to expect. More accurately she thought about what He expected. She had
a moment of self-consciousness where she wondered whether the only reason he
asked her out was because her reputation as a "fun hang" preceded
her, but she didn't want to dwell on that. Going to meet Cam, she put that all
out of her mind and was determined to enjoy the evening.

Rachel would soon find out she had absolutely nothing to

fear.

To be continued in part 3. Based on a post by LiminallySpaced, for Literotica.

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My First TimeBy (various)