Karen was my boss at work, and from the first time I saw
her, I had to have her. While a pussy may be the source
of a woman’s pleasure, I believe that the face is the
source of her beauty. And Karen’s face was magnificent.
Most women seem to comment about the softness of another
woman’s body and breasts, but that wasn’t the seat of my
fascination with Karen.

Her face was defined by hard angles. A sharp nose and
thin delicate forehead provided the relief from her
poignant, piercing blue eyes. Her tiny little mouth and
lips served to direct more attention to her perfectly
triangular jaw.

Don’t get me wrong; she was quite a dish below her neck
as well. You could tell she was a Tennis buff because
everything about her was thin, round and firm-especially
that round delicious ass. As with most athletic women,
her breasts were not large, but small and firm peaches
whose points could often be seen through her bra and
shirt. Her legs were well muscled and she had a habit of
pleasing the whole office by regularly wearing a
miniskirt to the office. Other women may have been soft,
but not Karen.

In other stories I have talked about the foolhardy
lengths that a man will go through to pursue a woman
(see “Cageless Captivity”), and it wasn’t until I met
Karen that I really began to sympathize with the hunger
that most men must have for a beautiful woman. I guess I
described her so carnally because that was exactly the
way I felt for her.

My lust for her was the kind that would induce
spontaneous daydreams. Of course, for me the daydreams
were very naughty fantasies like chaining her to a post
and spanking her bare ass in front of the entire
company, or circulating a memo about how she had
whimpered when I had violated her ass the previous
evening.

When she walked through the room my eyes would follow
her ass and it would make my mouth water and my nipples
stiffen. To me her tits, ass, legs, mouth and pussy
seemed to offer a myriad of new sensations, feelings and
possibilities. Her compact muscular body would be both
pleasing to touch and observe, but delicate enough to
really enjoy dominating when the time came.

The fact that she was my boss only feed into my already
well developed love of role reversal. I would dream of
tying her down spread eagle and lying in between her
legs so that I could watch her face as I forced pleasure
and pain upon her. I wanted to roll her clitoris around
in my mouth, nibble on it, tongue it, suck it- fuck I
wanted to own it. With that goal in mind I set out to
study my prey patiently as a true predator would.

Strangely enough, my heightened awareness of her caused
me to immediately notice her general unawareness of me
and everything else that surrounded her. She seemed to
walk around in the haze that one does when one is
constantly preoccupied.

I could tell from the slight downward curve and the
corners of her petite mouth that she was not thinking
about things that she really liked to reflect on. Even
as my boss she hardly seemed to take much notice of me
other than to dole out an occasional assignment. This of
course, only made her more mysterious to me and served
to heighten my desire for her.

I didn’t have to wait long for my opportunity. Our
company sponsored a monthly job performance review where
we would meet with our superiors one on one and discuss
how things were going. She really didn’t have much to
say other than she thought I did a good job and keep up
the good work. Then she asked me if I had any issues I
wanted to discuss.

“Well Karen,” I said. “I am glad to hear you think I am
doing a good job. I was worried because it seemed to me
that you were hardly taking notice of my performance.
It’s just that you seem a bit preoccupied, is everything
alright.”

My question was meet with a long sigh. “Yea,” she said,
“everything’s alright… I mean… Well kind of. Let’s
just say I am having some man troubles.”

“Well Karen,” I said, “why don’t we go out to a bar
after work and we can discuss it. You know, a girls
night out.”

She looked down for a second as if to decide how
vulnerable she wanted to make herself, and then back up
at me. “Hmm. OK. Come get me at five.”

I made a pathetic attempt at being productive the rest
of that day, but like an adolescent schoolboy fixated on
his new crush, Karen was all I could think about. Images
of Karen and my plans for her body put me in such a
state of arousal my panties stayed moist for the
torturously long hours leading up to five o’clock.

***

We meet at a bar not too far from work, and for the
first hour conversation was pretty bland. In fact, it
was boring, and I couldn’t help but thing how much more
interesting a conversation it would be if she had a gag
in her mouth. It wasn’t until the drinks started to kick
in that she really started to open up to me and let me
know that interesting details: she had recently been
dumped by a guy recently and was pretty upset about it.
I listened attentively as she filled me in on all the
details.

“I don’t understand myself,” Karen said. “I didn’t even
like him that much. I never had had a good time with
him, never laughed at any of his stupid jokes. Shit, I
never even had a good orgasm, why am I so hurt that his
is no longer in my life.”

I tried to maintain my face as a mask to pure empathy
and concern, but hearing Karen mention to the word
“orgasm” caused my mind to wander to thoughts of her
tied spread eagle to my four-poster bed. She looked up
from her monologue of woe to see my face affixed with a
quaint happy smile as I relished my private S&M moment.
Her immediate pause at looking at me forced to snap back
to my mask of concern.

“I’m sorry to hear about that,” I said in a sympathetic
tone as I inwardly loved the fact that I had just been
given Carte Blanche to discuss her sex life in vivid
detail (as girls are prone to do). “So the sex wasn’t
good for you?”

“Wasn’t good? It was horrible! Jesus, the man never knew
what foreplay was. For him it was all, disrobe, thrust,
come, dismount, and shower. Most boring sex in all my
life.”

“Well,” I said trying to figure out my next move. “This
sounds like a relationship that is better forgotten.
What say you and I drink ourselves into oblivion.”

“Actually,” Karen said as a coy smile crept across her
face, “I try not to drink too much because it leaves me
with a terrible hangover. How about you and I go some
place private and light up a joint?”

As my mind processed her statement and the implications
it might have for my seducing her I felt warmth pool in
my tummy and make it’s way down to my crotch. “My place
is close to here,” I said not believing how easy this
seemed to be going for me. We got into our respective
cars and she followed me over to my place. She was a
helpless insect entering the parlor of a sexual spider.

I have never been much into drugs; I seem to get my most
intense experiences from S&M. So when Karen produced two
marijuana cigarettes from her purse, I instead
recommended that we just share one at a time. This way I
could take an occasional puff as she took drag after
drag. Both Karen and I were working towards the same
goal of getting her stoned, just for different reasons:
she to forget, I to seduce.

Over the next hour I listened to Karen’s increasingly
incoherent ramblings about men, work, her family, and
whatever else came across her drugged up mind. I started
at her body as I listened to her talk.

The drugs had Karen feelings pretty good and she clearly
seemed comfortable with me as she came back from a trip
to the bathroom with her blouse unbuttoned all the way
to her cleavage. The drugs and my close physical
proximity to her had whipped my desire for her to a
fever pitch, and my mind was racing through all the
fantasies she had started in recently. I was determined
that she would not leave my apartment unviolated.

My nipples were tingling like faint static electricity
as I wondered if my grabbing her head and forcing it to
my chest was an acceptable way to end the conversation.
My eyes made their way over all of her body but mostly I
couldn’t help but just staring continuously at opening
of her shirt where you could just make out the top of
her beautiful tits. As she started her second marijuana
cigarette I brought the topic back to sex.

“So you never came with you last boyfriend?” I asked.

“Well,” she said meekly, “I felt good on occasion.”

“Feeling good. hmm. I’m not quite sure how to interpret
that. Does that mean you came or just felt good?”

I could tell she felt a little embarrassed by the topic,
and I felt more excited by making her feel vulnerable.
Once more I realized that my dominant nature was
enjoying making her feel a little uncomfortable. My
nipples started to form definite points in my blouse as
I relished her awkwardness.

“Well, I came a couple of times with him- it was okay.”

“Hmm, compared to previous orgasms it wasn’t anything
special then?”

She started blushing as she said “Why are you so curious
about my orgasms?”

Seeing the redness of her skin only encouraged my
behavior, and my arousal. I stood up and went to the
kitchen to get two glasses of wine as I said, “Because
an orgasm is the most intense pleasure we tend to
experience in our lifetimes as women. And if you having
good ones then that indicates that you either never had
mind blowing one and just don’t know how great they can
feel or you just aren’t proactive enough in seeking your
own pleasure.”

I poured two glasses of red wine and came back to sit
closer to her. “I am a big advocate for women enjoying
themselves. Heaven knows life is hard enough on us as it
is,” I said as I sat next to her and gave her a glass.

“Besides, when I was a teenager I would practice kissing
and things like that with other girl friends to make
sure I was ready to be with a man. Talking about
orgasms with other women just seems natural to me,” I
said as my eyes looked deeply into hers.

We just sat there for a couple of minutes staring into
each other’s eyes and sipping wine. I am sure that she
could feel that the sexual tension that charged the
situation as strongly as I could, and I knew that she
was trying to decide how far she wanted to go with this.

“Hmm, I can’t say I ever practiced kissing with other
women, much less other ‘things’.”

“Well maybe that’s your problem Karen,” I said as I
slowly ran my fingers through her hair. “No one knows a
woman’s pleasure like another woman. Maybe that’s why
you don’t know how amazing orgasms can be.”

I could tell that I was once again making her uneasy, as
she broke eye contact and started to look off into
nothing. I moved my hand slowly from her hair down to
her jaw line and gently moved her head back to face me.
Her look was intense, passionate, but sad. “I’m not sure
we should do this, we work together and all.”

“Well I won’t tell anyone if you won’t,” I said
mischievously as I began to lean forward put my face
closer to hers. As I got closer to her, she tilted her
head and closed her eyes in silence acceptance of what
was about to happen. Our first kiss started slowly, but
the pent up passion of the evening soon had our lips
parted and our tongues swimming around each other
hungrily.

I knew that I had to move slowly for fear of losing her,
but that my desires where screaming for more sudden and
violent commencement. At the promise of finally getting
to satisfy sexual need for this woman, my pussy began to
ache and demand attention, but that wasn’t the worst of
it. As a sexual dominant I was used to engaging in sex
entirely on my terms, and my instinct was to take this
woman know and force my desires onto her. But again, I
knew that both of these desires would have to wait till
for the right time. There would be plenty of that later,
I promised myself.

I reached a hand around her and brought her straddle of
me as I sat on the couch, our mouths locked the entire
time. Our kisses went from long and deep to shorter,
faster, and more desperate as our hands flew to each
other’s blouses. Quickly I unbuttoned the remaining
buttons (having to fumble for a few seconds with the
ones on her sleeves), removed her blouse and then the
bra underneath.

I had spent weeks visualizing exactly what her body
would look like naked. Having her perfectly shaped tits
finally exposed to me was ample reward for my efforts as
they were more beautiful than I had imagined. Our
kisses deepened and began to imply much greater
underlying need as I brought my hands to gently cup each
of her breasts.

I caressed the soft skin of her breasts lightly,
playfully rolling the nipple between my thumb and
forefinger. Then I broke lip lock with her and put one
of her breasts in my mouth, not sucking it, but gently
massaging it with my tongue. As I did so, Karen brought
her head back and I heard a moan escape. I alternated
attention to each of her breasts for quite some time.

Not only did I want to build her desire before I began
to touch her pussy, but possession of her naked chest
was a prize that I had longed after for quite some time
and did not want to relinquish easily.

The delicious smell of her sex told me when it was time
to move lower. I slowly let me left hand flow down to
her knee, under her miniskirt, and back up to her
crotch. The combination of her loud, low moan as my hand
finally reached her pussy and the fact that her panties
were sopping wet let me know that this was something she
wanted as much as I did. Her moans grew louder and more
frequent as my hand started to massage her clitoris
through her soaked cotton panties.

Unfortunately, Karen was enjoying the experience as
opposed to reciprocating any of the pleasure I was
giving her, and my throbbing pussy was demanding
attention. In a way it was new experience for both Karen
and I: it was her first experience with a woman and it
was one of my first experience with having to put my own
needs second.

After years of aggressive BDSM sex, my pussy was
entirely unaccustomed to having to wait it’s turn. And
while I do relish new experiences, I wanted to get down
to business as quickly as possible.

I rolled Karen back off of me, stood up, and lead her to
the bedroom. There we proceeded to slowly remove the
remainder of each other’s clothing. Part of me wanted
to continue to take things slow and go down on Karen and
bring her to orgasm that way, but I didn’t think I could
do a very good job as hungry for satisfaction as my own
body was.

So instead I reached into my toy drawer and removed my
favorite double dildo, a pure silicone rubber one which
joined two phalluses at more or less right angles. When
Karen saw what I returned with I could see a brief look
of apprehension cross her face, but she was too in the
moment to back out now.

I sat at the foot of the bed and inserted one of end of
the dildo into my swollen pussy, which immediately sent
a wave of pleasure over me in gratitude. Then I had
Karen once again straddle my legs, but used her legs to
keep her from sitting on me so that I could position the
business end of my dildo more easily. Our naked breasts
rubbed together sensuously as we resumed kissing, and I
brought both of my hands to work on her dripping
womanhood.

First I inserted one finger, and then a second as my
other hand gently massaged her clitoris. Her breathing
became quicker and more intense as she closed her eyes
and began concentrating on her own pleasure. When took
my hand out of her and brought her hips down so that
head of my silicone rubber dick rested just outside of
the entrance to her pussy. We let out a mutual scream of
pleasure as she lowered herself onto it and forced the
dildo deep into both of us.

My hands went to guide and move her hips as she wrapped
her arms around my shoulder and we began the soft and
steady rhythm of fucking. This was another new
experience for both of us since most of my prior
experience with this dildo involved humiliating and
penetrating my male slaves. Using my double dildo with
the intent of giving mutual pleasure required a bit more
control than the brutish plunging I was used to, but
Karen’s grunts of pleasure let me know that she had no
complaints.

As our orgasms built closer to a climax, she moved her
hands from my shoulders to cup them under my thighs.
This allowed her to pull herself down onto the dildo on
the down stroke and drive the dildo deeper and harder
into both of us, our tits vigorously rubbing against
each other, and our mouths closed over one another all
the while. Time seemed to stand still as we lost
ourselves in pleasure fucking like that.

As she neared orgasm, I felt compelled to indulge a bit
of my dominant instinct and I began biting her lips and
tongue instead of kissing them. As we reached the peak
of our intensity and Karen began crying out in pleasure,
I bit harder and let myself go blissfully over the edge.

When it was done, Karen and I laid in each other’s arms
silently stroking one another. “You were right about
having an amazing orgasm,” she cooed. “I. I am really
thankful for all this, but I don’t want to make things
awkward at work.”

What Karen didn’t know was that my plans for her weren’t
finished yet. While I had had her sexually, I still
wanted to really explore more of a S&M relationship with
her.

“Don’t worry about work, there is nothing like sexual
tension to increase productivity,” I said softly as I
lay thinking. Having her was wonderful, some of the best
sex I had ever had without any S&M. But my mind kept
trying to calculate how to move things further. We
continued to lie there silently in each other’s arms for
quite some time.