Carolyn's First Gangbang
by Jessica Princess

***

Carolyn didn't like her first two weeks of college. She
was a bookworm who just didn't fit in. It took a trip
to a local shop and some insights from friendly older
student to show her that all she really needed to do
was cut loose and take on the cocks. (M+/F, reluc, exh,
mast, oral, anal, gb, glory)

***

Carolyn didn't really fit in at college. She'd been
excited to go for weeks beforehand. She thought she was
ready for a new adventure. High school had been so
confining, so strange. College was where she would make
some real friends, read some good books, really explore
the world.

But, two weeks in, it was turning out to be a real dud.
No friends really, except for her chatty roommate
Rachel. No good books yet, just a bunch of freshman
crap that one had to read. And all anyone wanted to do
was to drink and do drugs and party, all of which was
not her scene. Carolyn was a quiet girl. She wanted to
have fun, but not to be so drunk that she couldn't
remember it the next day.

Carolyn had grown up in the country, in a conservative
little town. She was cute as a button, with long blonde
hair that went halfway down her back and soft features
that made her look younger than she actually was. No
one would mistake her body for a child's though. She
was only 18 but she had the curves of a woman, such
that when she wore her favorite outfits, most of which
were low cut cotton dresses that stopped just above the
knee, she had heads turning.

But all she really wanted was someone to understand
her. She didn't want the attention of guys. She usually
didn't even notice. She'd had a boyfriend in high
school who she'd fooled around with, even had sex once
or twice, but it was short lived. It wasn't her thing.

Problem was, she didn't know what her thing was. She
was dying to find something that she loved doing,
something that would bring her together with other
people. But at college that just seemed hopeless.

"I don't understand why you don't just hang out and
have a beer like the rest of us," said Rachel.

Carolyn just nodded. She was tired of having this
argument. Rachel was sitting across the room, on her
boyfriend Chad's lap, alternatively cooing in his ear
and offering Carolyn her unsolicited advice.

"It's ok, Rachel. Really, all I want to do tonight is
read or watch a movie or something. Anything that I
don't have to think too hard to do."

"What are you reading?" asked Chad. He was a senior and
Carolyn thought he was nice. Not dimwitted like some of
the other guys who lived in her dorm.

"I just finished The Unbearable Lightness of Being,"
Carolyn said. "It was wonderful."

"Oh yeah? No kidding," said Chad. "I love that book.
It's one of my favorites."

Carolyn smiled. "You have good taste," she said.

"I like books too!" said Rachel. "I'm almost through
the first Harry Potter!"

Both Carolyn and Chad nodded, then rolled their eyes
when Rachel looked away.

"You really should come to the party at Chad's frat
house later," Rachel said. "It's not so bad. There are
other people there who don't drink."

Rachel was being sweet, even if she was a little dim.
Carolyn smiled at her. "It's really not my thing,
Rachel. But I appreciate the offer."

"Oh come on," said Chad, "You really should come. I
tell you what, I'll make you a deal. If you agree to
come to the party tonight, I'll buy you any books you
want."

Now here was an offer worth considering, Carolyn
thought. She really didn't want to go to the party. She
loathed such things. But any book she wanted… Na, he
had to be pulling her leg.

"Oh really?" said Carolyn. "And I suppose I wouldn't
get to pick this book until after I went to the party
tonight? Nice try, Chad. But I don't think so."

"You don't think I'm being legit?" he said. Then he
gently moved out from under Rachel and stood up. "Put
on your sandals. I'll take you to the bookstore right
now."

Carolyn hadn't been expecting that response. She was
speechless for a second. Then she looked at the clock
on the wall.

"It's 11:00," she said. "No bookstore is still going to
be open at this hour."

"Ah," said Chad, "this is when it pays to be an
upperclassman and to know the area. I know a great
little bookstore that's open twenty-four hours."

Now Carolyn was intrigued. "24 hours? Are you serious?"

"Only one way to find out," he said, holding open the
door.

Carolyn couldn't think of another objection, so she
agreed to go. He kissed Rachel goodbye, told her he'd
meet her at the party later, and then escorted Carolyn
out the door.

It was a warm and breezy night. Carolyn was glad she'd
picked a southern school where she knew she'd be able
to wear her favorite cotton dresses right up to
December. She clung to Chad's arm as they walked,
talking about the novels they'd read. She trusted Chad.
She wasn't sure why, but she did. He got something
about her that other people didn't, something beneath
the surface.

It was about a fifteen minute walk but they finally
made it. The store looked a little seamy from the
outside. But Chad insisted this was the place. They
went inside and sure enough there were shelves of
books, mostly classics, lining the walls. But this was
clearly not the store's main purpose. A door in the
back with a metal detector overhead lead into a much
larger room where Carolyn could just make out what
appeared to be a large "XXX" written on the wall. A man
was sitting behind a desk just past the door,
presumably there both to ring up customers and to check
IDs.

Carolyn pulled away from Chad, horrified. "You brought
me to a sex shop!"

"No," said Chad, "I brought you to a 24 hour bookstore.
The other half is the sex shop. And we don't have to go
into that part if you don't want to. Just pick your
book and we can go right now. Or don't pick your book
and we'll go straight to the party. Your decision.
Either way, I've held up my end of the bargain."

Carolyn was fuming. She couldn't believe that Chad
would bring her here. But he was right. He had held up
his end of the deal. She agreed to peruse the books and
pick one.

"But as soon as I pick a book we're leaving!"

"Fair enough," Chad said.

The books were all in pretty good shape, some used and
some new. Carolyn picked up a few and flipped through
them. She tried to concentrate, reading through small
passages, looking for a story that grabbed her
attention. But she was distracted by the slight sound
of moaning she could hear from the other room.

"Let me know what you pick," said Chad. "I'm going to
go check out movies in the other room."

"What!" said Carolyn. "You can't leave me out here. How
will I get your attention when it's time to check out?"

"Just yell to me from the counter," he said. "I'll hear
you."

Before Carolyn could protest Chad had disappeared
around the corner.

After a couple more minutes of searching, Carolyn found
an old copy of essays by Thoreau that she decided she
liked well enough to own. She stepped up to the
counter. The man in front of the register had fallen
asleep. She tried to call out to Chad who was on the
far side of the room. But he didn't hear her, and she
didn't want to wake the man up for fear of what he
might think seeing her there. She wasn't quite sure why
she cared what others thought but she did. She always
had. It kept her out of a lot of trouble.

Finally, after five minutes of trying to get Chad's
attention, she placed the book down gently on the desk
and walked to the back of the store, trying not to
touch anything along the way. She could still hear the
sounds of moaning coming from the far left wall, behind
a curtained door where light could barely be seen
flashing overhead. The sound intrigued her, but she
decided to be resolute. Whatever was going on beyond
that curtain, it could only bring her harm.

"Find a book?" Chad said as Carolyn approached him.

"Yes, can we go now?" she asked.

"Sure thing," said Chad. "Let's go."

They started to move, but another flash of light caught
Carolyn's eye and she stopped for a second.

"There are movie booths back there," said Chad.

"What's that?" Carolyn asked.

"Just little spots where you can watch porno movies.
You put in quarters in a machine. The rooms are
private. It's fun. You wanna look?"

"No," she said quickly. "Of course not."

"Alrighty then," said Chad. He started to walk towards
the register but Carolyn didn't follow. She just stood
there, staring at the curtain to the room with the
booths.

"I've never seen a porno," she said.

"Do you wanna go back there and look at one?" he said.
"They can't hurt you. It's just a movie. If you're
disgusted we can just leave."

"Are you sure that it's just movies back there?" she
said. "Not drugs and alcohol or anything?"

"Just movies," said Chad. "Come on, we'll take a quick
peak and then we can go. That way you can say that
you've seen a porno."

"Alright," she said. "Just a quick peak."

She couldn't believe she was doing this. But she was
curious. She really wanted to know what a porno looked
like, if only to satisfy her suspicion that it just
looked like something disgusting.

They pushed through the curtain and into a small booth
in the middle of several others. Carolyn made sure the
door latched tight behind them. It was dark in the
room, until Chad pushed a few quarters into the
machine, bringing a movie up with a girl having sex
with two men. She was sucking on one man while another
fucked her from behind. Carolyn was speechless. She
wanted to be disgusted. She wanted to turn and run. But
instead she found that she was enthralled. Within a
minute or two she was rubbing between her legs without
thinking of it.

Without warning Carolyn felt something warm against her
arm. She turned and looked, startled to find that a
hard penis had been pushed through a hole in the wall
and was resting against her. She jumped back and
gasped.

"It's called a gloryhole," said Chad. "He wants you to
touch him or suck him off."

"I can't do that!" said Carolyn. "He could be anybody."

"It's totally up to you," said Chad. "But you might try
it."

"Why on earth would I do that?" she said.

"Well, you've gone this far," he said. "What could it
hurt to try one more new thing."

The penis pulled back out of the hole, making the
conversation moot. Carolyn watched the movie for a few
more minutes. She found that she was really getting
into it. She rubbed herself with abandon. Before she
knew it, another cock had slid through the hole to her
left. She wanted to recoil again, as before. But this
time she thought, What the hell. She was with Chad, and
despite the evening's events so far, she still trusted
him. Besides, the movie was making her soooo horny. It
was clouding her ability to think straight.

Cautiously she took the hard cock in her hand. She
rubbed it slowly, back and forth. As she rubbed it got
harder. She could hear slight moaning from the guy on
the other side. She could feel the wetness under her
panties increasing. Before long she'd forgotten about
the movie entirely. She was concentrating only on the
cock in her hand.

"Why don't you try sucking it," said Chad.

She gave him a funny look, but she did as he said
anyway, dropping to her knees and pulling the cock into
her mouth. It was warm and hard and it filled her whole
mouth. She licked it up and down before sucking on the
head. Then, slowly, she brought the whole cock into her
mouth. It tasted better then she ever imagined it
would. All of her thoughts about books and other things
were sinking away amidst the attention she was paying
to this beautiful, hard cock. She used one hand to
steady the cock while she sucked on it, then the other
to rub between her legs.

"Let me help with that," she heard Chad say faintly
behind her. She wasn't sure what he meant, until she
felt his hands guiding her up until she was standing,
leaning over, with her dress hiked up and her panties
ripped off. Chad sunk his cock slowly into her wet, hot
pussy while she continued to suck on the anonymous
stranger in the next booth.

"Ooooh" she cooed as he pushed in to the hilt.

"Geez, you're so tight," he said.

It felt so good having Chad's cock inside of her. In
the back of her mind she could hear a voice saying "No,
this is wrong. This is your roommate's boyfriend. Don't
do this." But she couldn't help it. She was too turned
on to stop.

Chad thrust in and out of her hurriedly. In no time he
had cum deep inside of her while the man on the other
side of the wall came all over her face. Before she had
time to react, a second cock appeared through a hole in
the wall on the other side of the booth.

"You know what to do," said Chad.

Carolyn didn't need anymore prompting. She crawled over
to the other wall and began sucking on the new cock in
earnest, spitting on it occasionally before again
allowing it to fill her mouth. This new cock came in no
time. Carolyn swallowed the new cock's cum, happily
licking her lips as the last drop went down her throat.

By the time she finished dick number two, another had
come through on the other side. She went through maybe
seven dicks that way in succession. By the time she
finished, her face was sticky and she was dying to have
another cock between her legs.

"Come on," said Chad. "Let's get out of here."

Carolyn hardly remembered the walk to the frat house.
She was so turned on by this point that Chad could have
led her anywhere. She had wiped her face clean on the
way out of the store with some napkins on the front
desk, so to the naked eye she didn't look any different
now then when she had entered the shop. But she knew
the truth. And she could feel the breeze between her
legs in a way she wouldn't have been able to before
when her panties were still intact.

When they got to the frat house there were guys
everywhere. Some were dancing with their girlfriends,
some were playing foosball, some were just sitting
around on couches and talking or drinking beer. Rachel
came up and kissed Chad on the cheek, then hugged
Carolyn.

"I'm so glad you came!" Rachel squealed.

"Not half as glad as the guys are gonna be," said Chad.

Then Chad stood up on the table. "Anyone interested in
having some fun should go to the back room right now.
This is Carolyn. She's dying to meet you all."

Chad escorted Carolyn to the back room, kissed her on
the cheek, and then whispered "This is what you need,
kid. Just enjoy yourself."

Then he disappeared out of the room to go find Rachel.

Carolyn was only alone in the room for a moment before
five or six guys came in. Without even speaking, two of
them whipped out their cocks and offered them to
Carolyn who hungrily began sucking on one and then the
other. By the time the first guy had cum on her face,
all of the other guys had disrobed.

Carolyn slowly lowered herself down onto one guy as two
more came forward to have their cocks sucked. She could
feel her body tensing up like she was going to cum but
the orgasm was elusive. She hadn't quite found the
right spot yet.

Pretty soon Carolyn's dress had been discarded, along
with her flip flops. As she held two cocks in her
hands, another guy came forward and brought her feet up
against his cock. She'd never had a guy use her feet
like that. She was surprised when he came over her
toes, his cum coating her skin like hot wax. It was
exhilarating to know that even her feet could turn a
guy on like that.

Still, though, she hadn't cum. It was starting to drive
her wild. She told the guys she'd try anything if it
would get her off. Finally, two of the guys suggested
double penetration. As she lowered herself onto one
cock, another cock entered very slowly into her virgin
ass. It hurt like hell for about five minutes, but
eventually she got into a rhythm with it. She became
intoxicated with the feeling of two cocks inside of
her. By the time the guy in her ass was ready to fill
her asshole with his sperm, Carolyn had orgasmed three
times.

After that, she insisted on having a guy in her ass and
one in her pussy at all times. As two guys would fuck
her, more would come forward to be sucked or jerked
off. She lost count of how many guys came forward to
fuck her. She thought that it had to be over thirty.

The fucking went on for hours. It was five in the
morning when she finally collapsed on the bed, the last
guy jerking off onto her tits for good measure. She had
cum so many times herself that she was delirious.

"Glad you came to the party?" Chad asked.

All Carolyn could do was nod.

"Good," he said, "because we're having another one next
week and the guys are all hoping you'll come back."

Then he gently kissed her and said, "I think you've
found your niche."

Carolyn smiled and closed her eyes. She knew she'd have
regrets. She knew she'd be sore. But she also knew that
nothing in the world could keep her from coming back to
the frat house again next week, not even a sale on
classic books.

END