Cougar Confessions #1: Alicia

Cougar
Confessions: Alicia

By Jessica Ryan

Copyright © 2014 Jessica
Ryan

All Rights Reserved.

Published by Jessica Ryan Books

PLEASE NOTE:
This book is for sale to ADULT
AUDIENCES ONLY. It contains sexually explicit scenes, graphic language and may
be considered offensive by some readers. Please store your files where they
cannot be accessed by minors.

This is a work of fiction. Names, characters,
places and incidents either are products of the author’s imagination or are
used fictitiously. Any resemblance to actual events or locales or persons,
living or dead, is entirely coincidental.

CONTENT WARNING:
This short story contains adult material with
explicit sexual situations and language. All sexually active characters in this
work are 19 years of age or older.

Table of Contents

Cougar
Confessions: Alicia

A Note
from Jessica

Cougar Confessions: Alicia

Alicia
wasn't sure why she let her friends drag her to places like this. The drinks
cost too much, the music was too loud, it was hard to see and everyone was half
her age. She sat at a table in the corner and sighed.

Another Friday night on
the town,
she thought.
Another
lonely Saturday morning with a hangover.

She nursed her Cape Cod and
waited for her friends to come back to the table. At 42 she was the oldest of
the group by a long shot. She had met her young and wild friends at work and
quickly replaced her boring old married friends with them. She thought they
would be just the shot in the arm to get her back out on the dating scene. It
had been five years since her divorce and she'd only had sex twice since then.

A young man walked by and
stopped, looking her up and down. He smiled and began to walk over to her
table. She liked attention, but hated it when they were sleazy about it.

"Hello beautiful,"
he said with a goofy smile on his face. "Where have you been all my
life?"

She couldn’t help but laugh
at his feeble pickup attempt. "Son, my life was half over before yours
began."

"Wow," he said
putting his hands up. "Hostile. Have fun old lady."

He turned and walked away,
leaving her alone again. She should've been offended by what he said, but she
didn't feel anything. She was old, compared to these kids. She was taking her
first legal drink while they were sucking on their mama's tit. Besides, that
kid was short and skinny with a smile like a jackal, definitely not her type. Also,
she felt like she was twice his size. She wanted a man that was going to break
her, not one she would break.

A wasted night,
she thought.
And I thought I looked sexy tonight
too.

She had picked out a short
black skirt that made her thick legs look just a little longer. She wasn't the
skinniest girl, but she wasn't fat either. Her friends had described her as
"thick" like it was a good thing. She didn't have a tiny waist, but
her large breasts drew all of the attention. Usually the only men interested in
her were black guys, but she didn't know if she was ready to take that plunge.

"Come dance!" she
heard from her left. Her tiny, cute friend Lyssa had wandered up to the table,
drunker than she should be this early in the night. "You're just sitting
over here by yourself, it's making me sad."

"It's ok," she said
taking another drink of her Cape Cod. "I'm just having a drink, loosening
up."

"Shots!" Lyssa
yelled slamming her hand on the table. "Shots is what we need to really
pick this up!"

"No, I don't think I
can," she started to protest but Lyssa had already turned and begun
yelling for a server. A boy with a tray quickly made his way over to them.

"Yes m'am?" he
asked.

"Four shots of Patron my
good man!" Lyssa said. When he spun around she slapped him on the ass.
Alicia caught the smile that crept across his face as he hurried away.

"I wish I was as bold as
you," she said.

"Girl, you just have to
do," Lyssa said. "You know there's no try, just do."

"What's that from?"

"Star Trek or Star Wars
or some bullshit. I don't know, my ex-boyfriend was a total geek. I can't
believe I stayed with him as long as I did."

"Are you talking about
Aaron? I thought he was nice."

"Too nice, and too
boring! He's probably at home whacking off to anime or something."

"Well that's not
good," Alicia said. Although, if she was home she'd probably be reading a
trashy romance novel before a goodnight session with her battery operated
boyfriend. Poor B.O.B was overworked these last five years.

The serving boy returned with
the shots, a cheesy smile on his face. "Here you go ladies."

He picked one of the shots
up, obviously misinterpreting the ass slap he'd received earlier.

"What the hell?"
Lyssa said. "That's not for you, give it here."

She yanked it out of his hand
and had it down her throat in one swoop. "Damn that's good."

After she paid he left, dejected
while Lyssa laughed. She loved to pick on men, before picking one to take home.

"Are you going to have
three shots?" Alicia asked.

"What? Girl two of those
are for you!"

"No, I really
can't."

"Yes you can girl, just
do it," she picked one of the shot glasses up and stuck it between her
breasts, which were much smaller than Alicia's but still perky. "Take it
from here."

"Lyssa stop that!"

"Come on just grab the
shot from between my tits, do it!"

Alicia became very aware they
were being watched by every guy in their vicinity now. Finally bowing to peer
pressure she leaned over and grabbed the shot with her teeth and took it from
between her friends boobs.

"Hell yeah!" a guy
from beside them yelled. He was joined by other hoots and cheers.

Alicia felt embarrassed, but
the tequila had an immediate calming effect on her. She grabbed the other shot
and downed it quickly. She was determined to actually have some fun tonight, no
more sitting in the corner nursing a Cape Cod while all her friends got laid.

* * *

"Too
many of these girls are just stupid sluts," Ben said, looking around.
"They all suck in bed and expect you to worship the ground they walk
on."

"I hear that," Rob
said. "But, I still want to put my dick in one of them."

"You'd put your dick in
anything," Ben said. "I'm going to get another beer, you want
one?"

"Yeah, sure," Rob
said, his attention taken away by a girl shaking her big ass right in front of
him.

Ben walked away from his
friend, wondering why he always came to these places. He was only 23, just out
of college, but he felt like he couldn't identify with anyone here. His life
revolved around going to work, going to the gym and then going home. Two nights
a week he went to hockey practice and on Saturday's he played in a local
league. He was in great shape, round shoulders, chiseled abs and decent biceps.
He wore his sandy hair long and shaggy and kept a five o'clock shadow at all
times. The girls seemed to love it, too bad he didn't love them. Every girl he
met wanted to change his routine. They wanted him to skip the gym or practice
and take them shopping, or they wanted him to skip the hockey game to go to
brunch with friends. He didn't even want to think about the sex, it was usually
horrible. Most of the girls interested in him had tight bodies but, to him, it
was like fucking a dog bone. He usually intimidated the chubbier girls, so that
was a no go too. He just wanted to find a girl that was down to fuck, but also
just wanted to come over and hang out with him at night, or come to his games
and cheer him on.

"What do you want?"
the bartender asked, in a hurry due to the insane traffic in the club.

"Two Bud Lights,"
he said with his money ready. He knew how this worked, if you wanted good
service you either had to have big tits or be quick. The bartender would avoid
you if you took forever every time you came for a drink.

Ben tipped him the change and
walked back looking for Rob. Two people he didn't recognize were occupying the
table they previously shared.

"Son of a bitch,"
he muttered to himself. Rob could be anywhere: bathroom, dance floor or getting
a blow job in his car. Ben had waited around outside for Rob one night in the
cold before finally walking back to the car to find Rob in the front seat, his
head thrown back and an expression of pure joy on his face. It was when Ben saw
the head bobbing up and down in front of the steering wheel painting the
picture for him. He couldn't get Rob's sex face out of his mind for several
weeks after that, and it disturbed him still to this day. He shuddered thinking
about it again and decided to make a loop around the club.

He was wearing a tight polo
and baggy jeans, drawing looks from girls all around. He nodded politely and
smiled at a few all while double fisting his beers. He finally got tired of
that game and stopped just outside the dance floor. He knew he had no rhythm,
so he generally avoided the dance floor like it was made out of hot lava. Instead
he just bobbed his head and swayed back and forth in place.

He stood in that spot for
several songs, downing both beers. The music was starting to get to him and he
was feeling the alcohol. He left his comfort zone and started dancing a bit
more wildly in the spot he was standing in, not caring who was watching.

* * *

The
alcohol had really taken Alicia over, leaving her with a warm feeling all over
her body. Her extremities felt tingly and detached from the rest of her.

"Oh my god girl,"
Lyssa said. "Look at that guy!"

Alicia looked over to the
table next to them so see a tall, well built young man dancing awkwardly in
place. She studied him for a second, his polo shirt was pulled tight over his
broad, muscular shoulders and he had a shaggy look to his hair that excited her
just a bit.

"He looks like a
fool," Lyssa said, still laughing.

"I think he's
adorable," Alicia said. "Look at those shoulders."

Lyssa studied him for a
second, looking him up and down, before grabbing Alicia by the arm. "Go
dance with him girl!"

"No," Alicia said
pulling away. "I can't."

"Fine then," Lyssa
said, tapping the guy hard on the shoulder.

He spun around, looking a bit
confused. "Yes?"

"My girl here wants to
dance with you," Lyssa said leaning in close to him. "Do you want to
dance with her?"

The man turned around,
looking Alicia up and down, before smiling. "What's your name?"

"I'm Alicia."

"I'm Ben," he said,
politely extending a hand. "Can I have this dance?"

Alicia giggled at his goofy
charm. "Of course."

They moved out onto the dance
floor, getting close to one another. Lyssa had taught her how to dance to this
kind of music before, but she wasn't really sure it was appropriate. Ben
maintained a safe distance, probably not wanting to offend her. She liked that,
and wanted to move closer to him. She moved in, barely touching him with her
large breasts, and he responded by putting one arm around her lower back and
moving his leg just in between hers. Together they danced to the music, moving
in rhythm together.

"You're very cute,"
he said to her. "I like a more mature woman."

"Well thank you,"
she said, feeling her face go flush. "You're very cute yourself." She
couldn't help herself after that, she rubbed her hands over his broad
shoulders, almost crying out at how hard they were. "Do you work
out?"

"I play hockey," he
said.

"I hear that's a tough
sport," she said. "Have you ever been hurt?"

"I had knee surgery in
high school," he said. "That's probably why I just play rec league
now. Oh I love this song!"

A harder rap song came on,
one that required faster movements. Alicia had been getting into his dancing,
and didn't resist when he moved behind her. He had both his hands on her hips
and was dancing hard behind her, still maintaining a safe distance. As the song
continued she got closer and closer to him until her round ass was placed
firmly against his crotch. Mimicking what she saw from the other girls she
grinded it up and down on him as he wrapped his arms completely around her and
put his face close to her neck.

She began to feel his manhood
getting harder as she grinded on it. The alcohol took over and she reached behind
her, squeezing his hard penis, before releasing it. This was all the hint he
needed, he began kissing her neck and one hand traveled up to the bottom of her
breast, squeezing it before returning to her hips, and then down to the tops of
her thighs.

She could feel herself
getting more and more turned on, the heat between her legs was evident. She
continued to grind her ass into his hard member, feeling it pushing against
her. Finally, she couldn't take it anymore and she spun around pulling it
against her crotch and kissing him as hard as she could.

* * *

Ben
hadn't been this turned on by a girl in a long time. Alicia had thick white
legs that looked perfect in her high heels. He hated bird legs and she had
anything but that. Her ass was round and just the right size. He knew she was
much older than him, but he didn't care, that turned him on even more.

He couldn't believe she had
grabbed his dick right there on the dance floor and now she was turning around
to face him. She put both hands on his face before forcefully pulling him in
for a kiss. Her tongue slipped into his mouth immediately and he responded with
his own. They stood there, pressed against one another, kissing passionately
before she finally pulled away.