Adventurous Kate

Best
Friends.

A year ago, Kate marked a date on her
calendar. She sat on her couch, drunk and alone with a red marker
in her hand as it rained outside. She wore nothing but a white bra
and red panties that didn‘t match, a faux-pas that she was normally
conscious of, but it didn’t matter this time, no-one was there to
see her. She circled the date several times as though it was the
end of the world and hung the calendar back on the wall and waited
with an anxiety that could only be cured by prescription pills.
That day didn’t mean much to the rest of the world, but to her it
marked the slow descent into old age. That date was October
19
^th
, the day Kate would turn
forty. She finished the bottle of red wine and went up to her
lonely bedroom and examined the long, blue dildo a friend bought
her as a gag gift. Then she wondered how much of the gift was
supposed to be a joke and how much of it was supposed to be
serious.

That was a year ago, and now that the day was
here, she felt a little better about it, or at least she no longer
felt doomed. She couldn’t say she felt any different than she did
when she turned thirty-nine or thirty even, but she couldn’t help
but notice all of the things she didn’t have. Kids, a husband, not
even an ex-husband. And a boyfriend? Of course not. The only men
that approached her were younger men under the illusion that she
would actually be grateful to give them a blow job, or men that
were married and tired of their wives. None of them wanted to live
with her and learn about her career in accounting, or her college
education, or her love of travel. So she often ended up going home
by herself, starved of physical intimacy.

Once she reached her thirties, the number of
single men that wanted to build a relationship had reduced
significantly. She had come to the realization that she spent much
of her life by herself and the idea weighed on her. Now that she
was forty she thought of her singularity differently. It wasn’t the
conversation or emotional attachment she missed, after all she had
her friend Ashley for that, but she missed being touched. She
missed being kissed and even at times, missed feeling like a whore.
Her emotional urges had begun to wane but the physical urges
remained and even intensified some nights. Secretly she wished a
well hung man would break through her front door, bend her over the
couch, pound her pussy then leave without even saying thank
you.

At six, her doorbell rang and it was her best
friend Ashley, on time as always. She wore a short cocktail dress
that showed off her long slender legs and had a neckline that
plunged low and left little to the imagination. Kate was always
jealous of Ashley’s breasts. They were the kind that were admired
by men and women alike. She had always wanted see Ashley topless
and feel them for herself, but it was too awkward for her to ask,
despite being friends ever since college. Ashley was thirty-eight
but was frequently thought of as being much younger. When the two
of them went out to bars, the bartender always asked Ashley for her
ID. The only time Kate ever felt insecure about her own appearance
was when she and Ashley got dressed up to go out. Kate knew men
found her attractive, but compared to Ashley…

“
Happy birthday!” Ashley said and
hugged Kate. She felt Ashley’s massive breasts press against hers
and she enjoyed their softness. “You look nice,” Ashley said, “I
love how red looks on you.”

Kate looked down at her red dress and
straightened out some of the wrinkles. “Thank you,” she said, “I
wasn’t sure what else to wear.”

“
Well it looks great, you have a nice
ass, I wish mine was more like yours.”

Ashley’s vain admission boosted Kate’s
confidence. She always knew she had a nice ass.

“
I made reservations for us at seven,
so we still have a while before we have to leave. I brought wine
while we wait,” Ashley said.

Kate set a couple of wine glasses on the
table and the two of them sat on the couch. Ashley uncorked the
wine and filled both glasses to the top, “We have quite a bit of
time,” she said as though to justify the amount of wine she had
poured. Ashley flipped her long dark hair behind her shoulder.
Everything about her secreted sexiness. Her posture, her smell, the
glow of her skin, it drove people wild and her dating habits
reflected that. She had a new boyfriend every month and sometimes
she had more than one. Her sexuality was a venom that turned grown
men into little boys and she got whoever and whatever she wanted.
There were even times when Kate would have done whatever she
asked.

“
So how does it feel, being forty?”
Ashley asked.

“
It doesn’t feel that different, but
recently I‘ve been re-evaluating my previous history with men and
found it unexciting, like I wasted my youth,” Kate said.

“
What do you mean?”

“
I mean, sexually. I’ve only slept with
three guys, and it was just boring sex. I wish I had been more
adventurous you know.”

“
It’s not too late, you look great,
there are lots of guys you could bag if you wanted.”

“
I know, and lately I’ve been wanting
to a lot. Last week I did something I don’t normally
do.”

Ashley sipped from her wine and her eyes lit
up with excitement. She loved a good sex story, especially when it
involved someone she knew. “Please tell me,” she said and smiled
eagerly.

“
Last week when you called to ask if I
wanted to do anything for my birthday, I was doing something a
little embarrassing.”

Ashley set her glass down and brushed her
hair back. She stuck her chest out as she did this and caught Kate
glance at her breasts. “Go ahead, don’t be shy. I want to know the
details.”

“
Well, I was watching porn. I don’t
normally do that, but I needed to see something. I was sitting here
by myself and I just started fantasizing about everyone. The
cashier at the grocery store, my old college professor, a mechanic
that changed my tire once, I couldn’t stop and I wanted to see it.
I wanted to see people fuck each other. So I got on the internet
and started watching video after video. I had been watching for
about two hours when you called, just watching, nothing else. My
cell phone was in my lap and when you called it vibrated, and
feeling the vibrations on my vagina while I watched felt so good.
It did something to me. It awakened a sexual desire that had been
sleeping for years.”

“
Is that why you didn’t call back until
the next day?”

“
Yes, I’m sorry.”

“
Don’t be. Keep going, what did you do
next.”

“
Well, I was so horny I went to the bar
downtown where all the college guys hang out. I wasn’t there for
very long, I just wanted someone, no, needed someone to fuck me. I
ordered a drink, found a young, cute guy sitting in the corner by
himself and went over to him. I wasn’t sure what to say at first,
but it didn’t really matter, I wasn’t there to talk. I sat next to
him and asked if he was alone. He said yes. I grabbed his cock and
he was stunned. I felt it grow in my hand and I could tell it was a
big one. ’Are you bored? Want to get out of here?’ I asked him,
then we ended up in his car. I’ve never seen a man so horny in my
life. He ripped off my clothes with no problem. Within seconds of
crawling into the backseat of his small car, we were naked and I
was sitting on his dick.”

“
How big was it?” Ashley asked. She
started to become flush and noticed her hands moving up and down
her legs like they were in control of themselves. She loved hearing
Kate talk like this. It was unlike her, Kate was normally
conservative but perhaps turning forty made her feel a little
different after all.

“
It was very big, at least eight
inches, maybe longer. I’ve never felt a dick that far inside me
before. Just thinking about it makes me short of breath. I was
sitting on his lap and we faced the same direction, out the front
window. His hands grabbed my breasts firmly and left handprints
afterward. It was cool, but I still managed to perspire a little. I
held onto the headrests of the seats in front of me and I bounced
up and down on his dick. I did all the work, all he had to do was
sit there and enjoy it. Then he started talking.”

“
What did he say?” Ashley asked. Her
hand was now between her legs and her fingers rubbed into her
panties.

“
He asked, ‘do you like that?’ Yes, I
said. ’Of course you like that, you’re a little whore aren’t you?’
he said. No one has ever talked to me like that, but I liked it.
Yes, I’m a whore, I said. ‘You like my dick in your pussy, you’re
nothing but a slut,’ he said. And I started to feel a climax coming
on. It started small inside my chest and grew and grew. I felt his
hands bouncing up and down with my tits. I felt his mouth on the
back of my neck and most of all I felt his cock going up and down
deep into my pussy. I’m a whore, I’m a whore, I kept repeating and
finally, I climaxed, hard. I stopped breathing for a moment, then I
sighed and started to gyrate on his lap until he came. I licked my
lips and caught my breath and when I opened my eyes, I saw a crowd
of guys circled around the car. They had been watching the whole
time, and started cheering. I was so embarrassed, but I have to
admit I found it kind of exciting.”

Kate looked over the rim of her wine glass as
she raised it to her mouth and noticed Ashley’s dress had been
pushed up and she could see the bottom of her panties- black lace
to match her dress. “Oh, sorry,” Ashley said and pulled her dress
back down to her knees. “That’s okay,” Kate said and felt herself
blush.

Ashley was surprised to see that she had
already finished her glass of wine. She poured herself another
glass and took a long breath to control her rising libido. “So will
you see this guy again? Did you get his number?” she asked.

“
I didn’t even get his name,” Kate
said.

“
Okay, see, you still have it in you.
What else do you want to try?”

“
I’m not sure. I’ve never really done
anything. I’ve never done any role playing, I’ve only had sex in
three positions, I’ve never been eaten out…”

“
Have you ever been with a woman?”
Ashley interrupted.

Kate covered her mouth and giggled like a
teenager. Even though she often expressed her desire to settle down
and get married, Ashley found that staying single gave Kate a
youthful and girlish spirit. Her modest, bashful habits projected a
submissive personality that often made Ashley fantasize about her
on nights that she couldn’t sleep. In her imagination, Ashley has
had sex with Kate more than once.

“
After my high school prom I went to a
party and had a little too much to drink. A girl in my chemistry
class came over with her boyfriend and he dared us to kiss, and
after he encouraged us for a while we finally made out a little.
But I’ve never done anything else with a woman,” Kate
said.

Now the pheromones started to get to Ashley.
She lost interest in Kate’s birthday, or their friendship, or who
Kate was at all. She thought of her differently now. Kate was bait,
and Ashley started to fall for it.

She took her hands and pushed her breasts up
and adjusted the way they fit in her dress, the same trick she used
to pick up men who sat close by. She glanced up and saw Kate
watching. Kate’s sexuality was never in question, but she
appreciated a nice pair of tits the same way men do. It wasn’t
uncommon to catch Kate staring at another woman’s cleavage.

“
Did you enjoy it?” Ashley
asked.

“
Huh?” Kate said, distracted by Ashley
massaging her tits. She took a gulp of wine, a little embarrassed
by staring at Ashley in such an intimate way. The worst part was,
she knew she had been caught.

“
Kissing a girl? Did you like
it?”

Kate nodded her head as she continued to sip
from her wine. “Her lips were full bodied and much softer than a
man’s. I’ve kissed quite a few guys since then, but I have never
kissed another pair of lips like hers,” she said.

Ashley scooted closer to Kate on the couch.
She removed the glass of wine from Kate’s hand and asserted her
dominance. Kate felt herself become nervous. Ashley brushed the
thin strap of her dress and allowed it to slide down her shoulder.
Kate watched intently and knew she was closer to getting her wish,
closer to seeing Ashley’s breasts.