


Three Years Of Great Discreet Sex

by walterio



Category: Erotic Couplings
Published: 2011-03-06
Updated: 2011-03-06
Packaged: 2017-05-15 08:07:41
Chapters: 1
Publisher: literotica.com
Story URL: https://www.literotica.com/s/three-years-of-great-discreet-sex
Author URL:
https://www.literotica.com/stories/memberpage.php?uid=429765&page=submissions
Summary: Boss and assistant enjoy sex while their partners travel.
Erotica Tags: Anal Sex, Cum Shots, Foreplay, Large Cock, Office Sex, Oral Sex,
Public Sex, Rimming, Seduction, Vaginal Sex
Average Rating: 4.33






        Three Years Of Great Discreet Sex


PRELUDE  
  
We had just finished having a burger and a beer and we were in my car parked
in a dimly lit part of the parking lot. My trousers and underwear were down
around my knees and Cathleen's head was bobbing up and down as she sucked my
cock. Usually when we had sex in my car it was limited to oral sex with
Cathleen giving me one of her incredible blowjobs. However that night Cathleen
had more on her mind. As she was sucking my cock as only Cathleen could, she
pushed her slacks and panties down to her knees.  
  
Cathleen then positioned herself so that I could reach her pussy as she
continued to suck me. I ran my hand over her cunt and found her to be sopping
wet. I dipped my fingers in her pussy and rubbed her clit. I also ran my hand
over the buttocks of her super fine ass and let a pussy moistened finger slip
into her anus. I continued to caress her ass and finger her anus a she sucked
my cock. Then Cathleen lifted her head up and spoke.  
  
"You like my ass, don't you?" she said more as a statement then a question.  
  
"You know I do. You have a beautiful ass and I love playing with it and
fucking it," I replied in confirmation.  
  
Cathleen's ass was indeed super fine. It was perfectly shaped and there was
not a blemish on it. Her ass was firm from the countless hours of aerobics and
anal sex. It was her best asset as she had small breasts and more of an
athletic figure then a feminine one. She was in great shape without an ounce
of body fat on her. Everywhere I touched her she was firm and tight.  
  
"I wish you could fuck me in the ass tonight," she said.  
  
It was an unusual request because we usually reserved anal sex for our nights
at the romantic interlude. "It's doable if you really want to," I replied and
then asked, "Do you have any cream?"  
  
"I have lotion in my purse," she answered as she reached for it.  
  
I reclined the passenger seat to a near flat position. We both lay on our
sides with Cathleen facing away from me. I took the lotion and applied it to
her anus. I fingered her ass until I had both my middle and ring finger
sliding easily in and out. Then I applied the lotion to my cock and added my
saliva making it very slick. I moved close to her and pushed the head of my
dick into her ass. Cathleen moved a little as if to line her ass up for the
penetration and my cock slid into her warm chute.  
  
It was the first time we ever fucked in the car and I felt like a teenager
again. It was a cool fall night and within minutes the windows in my car were
steamed up. No one would be able to see us even if they walked by the car. If
anyone did happen by they would probably figure it out that a couple was
making out or having sex. I moved slowly in her ass as I wanted it to last for
awhile.  
  
I loved being in her ass and feeling her firm round buttocks against my body.
Cathleen guided one of my hands back to her pussy and I fingered her cunt as I
fucked her ass. Cathleen was moaning softly as she approached her initial
orgasm but she wouldn't be quiet for long. She was always very vocal when she
orgasmed but in public she normally remembered to cover her mouth. Cathleen
cried out as she came and her pussy juice flowed over my fingers. She humped
my hand for what seemed like several minutes and I struggled to keep my cock
in her ass.  
  
I was successful keeping my cock in her bottom and I continued to drive into
her. All of a sudden my release sneaked up on me and I ejaculated into her
rectum. Cathleen cooed when she felt my warm semen shoot into her passage and
she contracted her sphincter around my cock. I stayed in her ass as she milked
my cock with her sphincter muscle and then she had another orgasm. This time
when she bucked and humped, my cock slipped out of her ass but I kept my
fingers buried in her juicy twat.  
  
We stayed still with our bodies pressed together and I felt the shape of her
buttocks against me. Cathleen and I rested for a short time and then cleaned
up the best we could. After straightening out our clothes I ran the car
defroster to clear the windows. Once I could see out the windows I drove
Cathleen over to her car. She got out and I waited for her to get in her car
and start it. She then drove away and waved to me as she headed home. Cathleen
and I both lived about 20 miles from the office but in opposite directions. I
left the parking lot and drove home.  
  
INTRODUCTION  
  
Cathleen was my secretary although the official title those days was
administrative assistant. She was a very loyal and capable employee in
addition to being a great piece of ass. She was 5'5" tall and weighed a firm
125 pounds. She had strawberry blonde hair that she kept short and 33-25-36
figure. She was not a pretty girl although she was not sore to the eye either.
Cathleen was 36 years old and a tigress in the bed. She was without question
the best sex partner I ever had.  
  
We were not married but we both had partners who lived with us. My girlfriend
worked for a consulting firm and she traveled quite a bit. Cathleen's
boyfriend was in sales and he too traveled. Since our partners were usually
home on weekends, my affair with Cathleen took place during the weekdays. We
liked going to a romantic interlude at least once a week but other times we
had sex in the office or in my car.  
  
I was a SVP with a multinational company. I was 38 years old, 6'1" tall and I
weighed in at 190 pounds. I stayed in good shape with an active lifestyle. I
had a home gym that I used every day and I would jog at least five miles a
day, outside weather permitting or inside on the treadmill. My girlfriend
Susan and I were avid skiers and tennis players. I also loved to SCUBA dive
but Susan was content to sit of the beach and bake in the sun.  
  
Cathleen and I began out affair after I was in the SVP position for about a
year. We had worked hard preparing for a board presentation and afterward we
stopped for a drink at a local watering hole. We both had a little too much to
drink and since both our partners were out of town we stayed in a hotel room
near the office. I thought that we would get two rooms but Cathleen said she
was cool staying in the same room. I never thought that we would have sex that
night but we did and the next morning too. It was the best sex that I had ever
had.  
  
Cathleen was all over my cock and when she let me have her marvelous ass I was
hooked. I had always liked anal sex but only with the right person and
Cathleen was certainly that. My girlfriend Susan wasn't into anal at all and
she also didn't like sucking cock that much either. Cathleen however did it
all. She was a great fuck, gave great head and took it in her curvy ass. When
Susan and I made love it was passionate with a lot of French kissing and
foreplay before vaginal sex usually in the missionary position. Only when
Susan wanted to give her clit a break we did it dog style. With Cathleen it
was like sport fucking; we didn't kiss but we did about everything else.  
  
The morning after our first night together, I rolled over and bumped into
another naked body in the same bed. I slowly recalled the marathon of sex the
night before and then I realized that I had a raging piss hard-on. A soft hand
embraced my stiff member and held it gently and I remembered that Cathleen and
I were in a hotel room together.  
  
"Good morning sleepy head. Did I wear you out last night?" she whispered in my
ear as she fondled my rigid tool.  
  
I was still groggy as I had slept soundly and had some wild dreams. I yawned,
stretched and made an attempt to get out of bed. "I have to pee," I told her.  
  
"Not until I get to ride you. I'm going to take advantage of your condition
this morning," Cathleen remarked as she positioned herself to straddle my
morning erection.  
  
"Don't pee in me," she teased as she rode my shaft like a woman possessed.  
  
"Don't worry, that is not a possibility," I answered remembering how difficult
it was to pee with an erection.  
  
A few times in the morning I had to pee so bad that I tried but it wasn't
until my penis softened to a semi-erect state that I could urinate. Even then
it was difficult to control and I ended up missing the toilet with the first
stream. I knew that my cock would stay hard as long as Cathleen rode me and
that I would not accidentally pee in her pussy. She rode me hard and at times
I thought that my bladder would burst but it held out. Finally after a number
of mild orgasms she climaxed and collapsed on top of me. I wrapped my arms
around her body and held her tight as she bucked and screamed.  
  
I learned the night before that Cathleen was always vocal when she orgasmed
and she would cum so hard that it was scary. I adjusted to her orgasmic
behavior and I made her cum as much as I could. After a few minutes she rolled
off of me and flopped over on her back.  
  
"That was marvelous. We have to figure out how to have morning sex in the
future," she sighed.  
  
I rolled out of bed and made my way to the bathroom with my erect cock
pointing the way. I stood over the toilet and tried to aim so that when I
finally urinated that I would not miss the toilet. It took several painful
minutes for my erection to soften enough so that I could pee and then finally
success. It seemed like I peed for at least two minutes and the pressure was
extreme. Then I washed my hands and my penis before returning to the bedroom.
Cathleen was waiting for me as she knew that I wanted to cum before we left
the hotel.  
  
If we had more time that morning I would have fucked in her beautiful ass
again. I still had the image in my mind of fucking her in the ass the night
before. It was wonderful to watch my cock slide in and out of her curvy
bottom. I loved anal sex and Cathleen had one of the nicest asses that I ever
fucked. However she need to shower, dress and get going so I settled, if you
could call it that, for one of her signature blow jobs. Cathleen was an
accomplished cock sucker and I had been the recipient of a wonderful blow job
last night. We were both naked in bed and I reclined on my back as she
masterfully sucked my cock.  
  
I gently caressed her hair as her head bobbed up and down on my 8" dick. She
would pause every so often and lower her mouth as far down as she could taking
in most of my cock. Cathleen loved to do the deep throat thing testing her gag
line. It wasn't long before her expert cock sucking, fondling my testicles and
tickling my perineum that she had me spurting in her mouth. Cathleen drank
down every drop as streams shot into her mouth. She kept me in her mouth until
she had drained my shaft dry.  
  
"I'm going to go home and change clothes. I don't think it would be good for
me to show up at work in the same clothes that I wore yesterday," she told me.  
  
"Good thought, I'll be okay as most everyone would accept the fact that I
stayed in a hotel last night," I told her.  
  
I kept an electric razor in my desk and I could grab a quick shave at the
office. After Cathleen showered, dressed and left for home, I showered,
dressed and went to the office. I didn't have any scheduled meetings that
morning so I did some administrative work at my desk. All the while I kept
thinking about Cathleen's fine ass and how much I enjoyed fucking it. I
assumed and hoped that it would not be the last time we got together. Later
that day I would learn that the two of us were only getting started.  
  
THE AFFAIR BEGINS  
  
On our first trip to a romantic interlude called La Chateau, Cathleen arrived
before me and parked her car in the private spot adjacent to the room. I had
given her my credit card to pay for the room. I parked in the lot which was
secluded from the road and walked to the room. Cathleen was already naked when
I arrived. She told me that this was the only room available as the ones with
the Jacuzzi tubs were all taken.  
  
I looked around as I undressed and checked out the water bed, mirrors on the
ceiling and walls. There was a TV with a porn station and a small mini bar in
the room. Cathleen was naked in bed watching me as I undressed and I could
tell that she liked what she saw. I liked what I saw too as we loved being
completely naked together. I moved to the bed and I was anxious to get at her
ass all the while wondering if she would let me fuck her in the ass again. I
moved her to all fours with her ass elevated and she placed her head on the
mattress turned to one side so she could see me. I started playing with her
pussy and her curvy ass lubricating her asshole with her own cunt juice.
Cathleen moaned and cooed as I fingered her pussy and her asshole
simultaneously. I tried to get her asshole wet enough with her juices and my
saliva so that I could fuck her ass.  
  
Cathleen had not objected to the ass play so I knelt behind her and tried to
insert my cock in her ass but it just wouldn't go in. Afraid of hurting her I
tried more pussy juice and saliva for lubrication but to no avail. My cock
just would not go into her tight ass. There are times when my cock feels
bigger and thicker, this was one of those times. I was fingering Cathleen's
ass when she spoke.  
  
"Use some cream," she said urgently, "There is lotion in my purse."  
  
I got off the bed and retrieved the body lotion from her purse. As I did I
realized that Cathleen was going to let me fuck her in the ass again. I
returned to the bed and put an ample of amount of lotion in her asshole
coating the tiny puckered opening of her anus and lubricating the rim. I added
my saliva to my lotion covered cock and nestled my dick against the entrance
of her anus momentarily before easing it inside her ass. I could feel my cock
struggle to stretch the resistant muscles. My dick head burrowed in and her
rigid passageway soon yielded to the determined action of my cock. Cathleen
moaned as my penis filled her hole.  
  
"Go slowly at first until I loosen up," she said sexily.  
  
I fucked her with long and deliberate strokes until my cock was sliding easily
in and out of her ass. I caressed her shapely buttocks as I watched my cock
move in and out of her rectum worming around inside of her curvy ass. I
caressed her small tits and tweaked her nipples as I leaned over her body and
whispered in her ear, "Cathleen you have one lovely ass, I love fucking you in
your hot ass."  
  
My hands freely roamed over her body and I pulled on her hips drawing her
backwards impaling her on my swollen member. I reached for her pussy to finger
fuck her and diddle her clit but I found Cathleen's hand already buried in her
womb. She was frigging herself frantically working herself toward an orgasm.
Suddenly I felt my cock inside her ass swell up and I started pumping faster.
Within minutes I knew that Cathleen felt the warm fluid being squirted inside
her rectum and she immediately started to cum herself. Her cunt walls
convulsed around her own hand fucking her cunt as her anal muscles squeezed
every drop from my spurting cock. I grunted as my whole body became stiff and
I slammed my cock harder into her. Cathleen writhed around and her body arched
off the bed as a climax of massive proportion tore through her loins.  
  
My cock slipped from her ass with an audible pop and I flopped down on the bed
next to her. She surprised me when she covered my cock with her mouth and
sucked any remaining cum from my tool. I would learn later that Cathleen
always douched her pussy and ass before and after sex. Cathleen then lay on
her back, splayed her legs and pulled back the folds of her vagina.  
  
"I need to cum again. Eat my pussy, please eat my pussy," she pleaded.  
  
I rolled over and got between her legs. I put her thighs on my shoulders and
lowered my mouth to her pussy. I took one slow lick as I flattened my tongue
on Cathleen's mound. It felt so smooth and warm and I knew that Cathleen
enjoyed it. I enjoyed the taste of her and I kept licking and eating her. I
pointed my tongue and burrowed into her pussy as it parted her labia my tongue
was rewarded with the exquisite taste of her juice.  
  
Cathleen was obviously enjoying what I was doing as she reached down with both
hands and spread herself wide making it so much easier for my tongue to
explore her pussy. Cathleen was breathing rapidly and she moaned softly
whenever I got near her hard clit. As I searched out her hard clit still just
barely hidden she tensed and began to quiver. After I felt like I had teased
her opening as much as I could with my tongue it was time to see her reaction
when my tongue finally touched that treasured pearl.  
  
I burrowed my tongue as deep into her as I could and then I just sort of
licked and sucked my way up. When I got to her clit I used the very tip of my
tongue to push back the little hood. I flicked my tongue over it once and then
used the tip to explore the folds of flesh on either side of it. Cathleen was
now moaning and she used her fingers to pull her hood back as she arched
herself so that her clit stuck out even further like a little cock. I nuzzled
it with my nose taking in her scent and I licked it once more before I took it
between my teeth and gently nibbled it.  
  
Cathleen went wild and started bucking and moaning loudly. She let go of her
own fleshy hood and pulled my head to her pussy as she cried out in ecstasy. I
sucked her clit as deep in my mouth as I could and Cathleen humped my face for
all she was worth. I was excited that I was able to get her that excited and I
sucked harder and played with her wonderful clit with my lips, tongue and
teeth. I don't know exactly how many times Cathleen came but finally she
collapsed on the bed, her body in spasms. I lay next to her and stroked her
body my hands moved freely over her tits and pussy mound. She rolled toward me
and embraced me and yelled for me to hold her tight.  
  
"Hold me, oh please hold me," she pleaded as her orgasm and spasms continued.  
  
Once she calmed down, we lay there for awhile making small talk and then
Cathleen started stroking my cock. Cathleen added some body lotion as she kept
stroking me cock and soon had me hard again.  
  
"I like playing with your cock. You have a big cock," she told me.  
  
"It's not that big," I replied although I was very comfortable with my
manhood.  
  
"It's the biggest I have ever had," she said with a sultry tone.  
  
"Well there are plenty of cocks bigger than mine," I assured her.  
  
"If I had a cock I would be playing with it all the time," she giggled.  
  
We continued our conversation as Cathleen continued to stroke my cock. I
learned that she had first been ass fucked before she was married and
divorced. Cathleen had been working in Washington D.C. at the time and she
went out with two guys from the office. They took her back to their place and
one fucked her ass as she blew the other guy. She took to ass fucking after
that but she was very selective about who allowed in her ass. I shared with
her my love for anal sex and some of my previous encounters. I told her that
Susan was not into anal sex and she shared with me that her current boyfriend
Jerry wasn't either. We learned that our current partners did not like to do
the things that we did and that we were a perfect fit for each other, at least
when it came to pure sex.  
  
"All this talk and playing with your cock has got me hot again. I need to sit
on your dick," she announced.  
  
Cathleen straddled my body and lowered herself onto me as she held my tool and
aimed it at her vagina. My hard cock slid easily into her womb and she emitted
a small gasp as it filled her hole. Cathleen rocked back and forth on top of
me as I held on to her curvy ass. I stroked her ass cheeks and molded her firm
buttocks in my hands as she picked up the pace fucking herself on my dick.
Cathleen started moaning as she fucked faster and faster. I sensed her pending
orgasm and then she yelled out.  
  
"I am going to explode. Oh, Oh hold me, please hold me tight," she screamed.  
  
Cathleen collapsed on top of me her body quivering from the intensity of her
orgasm. I could feel her juices coating my cock as it remained buried in her
womb. It took a few minutes for her to regain her composure and she just lay
on me and cooed. Eventually she rolled off of me and lay on her back next to
me. I was still hard so I took her ass again and fucked her until I released
my second load into her rectum. After that we showered dressed and left the
motel.  

A week later we revisited La Chateau again and this time Cathleen had gotten a
room with the Jacuzzi tub. We entered the room and wasted no time taking off
our clothes as the Jacuzzi filled with hot water and bath gel. Cathleen and I
showered together before entering the Jacuzzi. We soaped each other up and
played with each other's bodies being careful we didn't cum in the shower.
Cathleen then douched both her pussy and her asshole as she always did. It was
the first time I had ever seen a woman do that and it was kind of erotic.  
  
After showering we entered the Jacuzzi armed with a bottle of wine. I turned
on the jets and we kicked back enjoying the bubbles and our first glass of
wine. After awhile Cathleen leaned back into me and I reached around and
stroked her cute titties tweaking and rolling her nipples in my fingers. I
slid one of my hands down across her firm abs over her little tuft of hair and
found her vagina. I played with the folds of her labia and then inserted my
fingers in her pussy. I found her hard clit and rolled it between my fingers
as I continued to tease her nipples with my other hand.  
  
As Cathleen got turned on I moved her to the other side of the Jacuzzi and I
had her lean over the edge presenting her shapely ass to me. Her ass always
looked good but this time it glistened with water and bath gel and looked so
sensual. I leaned over and licked Cathleen's pussy from behind driving her
wild. Then I had the urge to tongue her beautiful ass so I swiped my tongue
from her pussy up and over her anus and back to her pussy. She gasped out loud
when my tongue touched her asshole. I really got into it and grasped both of
her curvy ass cheeks and pulled them slightly apart so that I could get my
tongue in deeper. I probed her pink aperture with my tongue as I inserted
three fingers in her pussy. She started whimpering, gasping and directing the
action.  
  
"Oh my God, do it again. Lick my asshole; stick your tongue in there. Eat my
pussy, tongue my ass, oh yessssss," she cried out.  
  
I placed my mouth on her licking her pussy and ass in the process. I repeated
this several more times until Cathleen seemed to go into convulsions with her
first orgasm of the evening. She collapsed back into my arms and I stroked her
smallish tits as she recovered from the intensity of her orgasm.  
  
"Not in my wildest dreams did I ever think that you would ever tongue my ass
or did I know it would feel so wonderful," she uttered in an exhaustive voice.  
  
"Well I knew you were clean because you douched in the shower. Your ass was
just so irresistible," I confessed.  
  
We decided to get out of the Jacuzzi before we turned into prunes. We dried
off and flopped down on the water bed. Cathleen began to stroke my cock into
an erect state and then proceeded to suck on it. She loved to stick her tongue
in the little hole and nibble on my cock head. This always made her hot and
then she needed my cock in her pussy. She straddled me and aimed my cock in
her hole and rode me until she achieved another orgasm.  
  
It was time for me to fuck her in the ass so I had her kneel on all fours with
her gorgeous ass in the air. She always put her head on the mattress and
turned to the side so that she could watch. She had the added benefit of
mirrors on the wall and ceiling and so could clearly see the penetration. I
broke out the lube and put an ample amount in her asshole. I fingered her ass
and pussy at the same time.  
  
"I love the feel of your fingers in my ass and pussy together," Cathleen
exclaimed!  
  
If there was one thing I liked besides fucking her beautiful ass it was
preparing her asshole for a good reaming. After several minutes of finger
fucking her pussy and ass, I couldn't wait any longer and I had to get my cock
in her beautiful ass. I removed my fingers and lined up the head of my cock at
her moist puckered ring and pressed forward slowly. My cock head strained to
pop through and she let out a little groan as the pressure from my iron hard
dick forced her little ring to open like a flower and suddenly my large
mushroom head slipped past the ring and into her ass. Cathleen let out a groan
as her rear passage was stretched to accommodate my ample girth.  
  
"Oh you are going to make me like this more than the regular way," she gasped
and shivered as I filled her fully and withdrew my penis slightly.  
  
I felt her ass tighten around me and I continued to slowly stroke in and out
of her tight ass until all eight inches were tightly packed up her ass.
Cathleen really began to moan and her whole body shook in anticipation of what
she knew was coming. I began to slowly fuck her but soon picked up the pace as
I penetrated her with long hard strokes that used the entire length of my
thick cock. Cathleen was going wild as she loved the feel of my cock as it
pulled out and then came crashing back in. Cathleen was thrashing around
uncontrollably, gasping and moaning with pleasure. When I reached underneath
her to stroke her clit she exploded with her third orgasm of the night.  
  
I continued to hammer her ass with long strokes then suddenly I felt that
familiar tension in my balls and I knew I was close. I began to piston my
raging cock harder into her searing ass in search for my release, which also
increased the intensity of her orgasm. She was yelling and moaning, clawing
and scratching at the cover of the waterbed begging me to cum.  
  
"Give it to me, give it to me, give me your cum, cum in my ass," she begged.  
  
I felt powerful and dominant with my impressive dick stuffed up the beautiful
ass of a woman who could not get enough of me. Cathleen lay submissively
before me on all fours as I towered above her like some untamed animal with a
strong sexual hold on her. I took firm hold of her hips and slammed once more
full force into Cathleen's ass. I did that three or four more times and then I
let out a loud groan as I emptied my seed deep into her bowels. I couldn't
believe how much cum I produced as my dick continued to hammer into her ass.
When I was finished I pulled out of her ass as Cathleen collapsed on the bed
utterly spent. I slumped down next to her quivering body. I looked over at
Cathleen and I noticed my seed oozing from her asshole. It was a very erotic
sight.  
  
Cathleen and I got up, showered and returned to the Jacuzzi where we soaked
our aching muscles. After the Jacuzzi I offered her a massage which she gladly
accepted. I had her lay face down and worked her back, legs and buttocks. Not
so surprisingly I got an erection as I massaged and fingered her ass again. I
came a second time that night when I fucked her ass again. After the ass fuck
I rolled Cathleen over on her back and continued the massage this time working
her tits, abs, legs and pubes. I finished her off with another thorough pussy
eating which had her screaming my name and humping my face with her volcanic
orgasm. After that we were really spent and had just enough energy to shower,
dress and drive to our homes.  
  
SEX IN THE OFFICE  
  
We usually went to the interlude one night a week. It seemed that there was
always one night a week when Jerry and Susan were both out of town. On the
days we did not meet at the hotel we brought sex into the office. Cathleen
would give me marvelous blow jobs in my office. She loved to suck my cock and
swallow my load.  
  
One day Cathleen brought in some documents for me to sign. She walked around
to my side and placed the papers on the desk. As she leaned over to point out
the signature line I let my hand slide up her leg under her skirt. I stroked
her nylon encased leg all the way up to her ass. Cathleen smiled and then went
over to the office door and closed and locked it. She returned to my side and
assumed her previous position a she obvious liked the attention. I fondled her
ass for awhile and then I lowered her pantyhose and panties to her knees. I
kept a tube of lotion in my desk and I lubed up her bottom and fingered her
ass. I played with her pussy as I fingered her ass and she squirmed on my
hands and fingers.  
  
"Yes, play with me. It feels so good. Make me cum, make me cum," she repeated
over and over.  
  
And cum she did soaking my hand with her female juices. She had to cover her
mouth to muffle her moans of ecstasy. After she composed herself she had me
stand up and she knelt in front of me. Cathleen unbuckled my belt and lowered
my pants to the floor. She slowly pulled my boxer shorts down my legs. She
loved it when my erection got caught in the waistband of my boxers and my cock
would spring forward as it cleared my shorts. Cathleen then sucked my cock
until I came in her mouth.  
  
Cathleen always wore long loose fitting skirts in the work place so I decided
she needed to shed the panty hose and wear something more appropriate for sex
in the office. I brought a Victoria's Secret catalog into the office one day.
Cathleen stood by my side as we looked at the catalog on my desk. As she paged
through the catalog, I stroke her legs and ass again through the pantyhose.
Then I lowered her hose and panties and played with her naked ass and pussy
again. Cathleen came on my fingers again and then she gave me one of her
wonderful blow jobs.  
  
Cathleen selected a couple of items form the catalog to replace her panty
hose. That day at lunch time we went over to the Victoria's Secret store in
the nearby mall and purchased hose for her that had thigh high elastic tops.
We also picked out some crotch-less pantyhose that were very erotic. The
pantyhose had a waistband and two side panels attached to the stocking part.
When Cathleen wore the new pantyhose her ass and pussy were bare and her ass
looked great framed in the hose. Cathleen started wearing both the thigh high
stockings and the crotch-less pantyhose to the office along with sexy panties.
It was very erotic when I slid my hands up her stocking covered legs to her
bare skin just above the elastic tops. I would caress her bare skin before
cupping and fondling her ass cheeks. Then I would remove her panties slowly
dragging them down her legs and by the time I touched her pussy she was
sopping wet. Cathleen would move to the chair in my office and place her legs
on my shoulders as I ate her pussy and fingered her asshole. She would have
intense orgasms and coat my face with her pussy juice. Then we would finish
with another one of her signature blow jobs.  
  
There was no shortage to our imagination and willingness to have sex in public
as well as private places. Cathleen, I was to learn, was somewhat of an
exhibitionist. She loved to be totally naked in private places and was really
turned on by the chances we took in public places. She loved it when I ran my
hands under her skirt and inside her panties. She loved it when I pulled her
panties down to her knees and played with her buns and pubes. Cathleen could
never seem to get enough of my cock. She loved to fuck me, suck me and have me
fuck her ass.  
  
I was always concerned about the possibility of someone walking in on us even
though the office door was locked. Staff from facilities and security had
master keys and they could easily enter my office. It was one of the reasons
we were never totally naked in the office. If someone did try to enter the
office we could be dressed before the door opened. However, Cathleen wanted to
expand our office sex beyond oral sex and fingering. So I picked up a door
brace at the hardware store and we used that to keep any intruders out.  
  
Cathleen would enter my office close and lock the door and then put the door
brace in place. Next she would stand next to me and hold her skirt up while I
pulled her panties down and off her body. She moved to one of the chairs in my
office and sat in it with her legs splayed and her pussy on display. I moved
over to her, dropped my pants and undershorts and put my cock in her pussy. I
fucked Cathleen until she came several times. Sometimes I would cum in her
pussy and other times I would fuck her ass. Cathleen would kneel on the chair
with her skirt thrown up over her back and her beautiful ass pointed at me. I
took the lotion from my desk and lubed her asshole and my cock and then fucked
her until I filled her ass with my seed. I kept paper towels in the office and
we would both clean ourselves up and then get dressed.  
  
Cathleen loved our games and she loved to act as if it were the first time she
was seduced each time we had sex. She would stand by my desk acting innocent
and awaiting my move. I slid my hand up her leg and I felt her tremble
slightly as we had played this game before and she knew where it was going. I
let my hand ride about and down her stocking covered leg for a few minutes.
Then I let my hand wander above her knee and past the top of her elastic top
hose. Cathleen shivered as my hand touched the bare skin of her thigh. I
caressed both of her thighs and I could tell that she was getting hot. The
back of my hand brushed against her panty covered pussy and I could feel that
the panties were soaked with her excitement. Cathleen moved her legs wider
apart causing the skirt to tighten around her shapely ass. I rubbed her inner
thighs between her legs and flicked my fingers over the material covering her
vulva. Cathleen jumped involuntarily when she felt my hand on her pussy.  
  
"Your panties are very wet Cathleen. Would you like me to take your panties
off you?" I teased her.  
  
Cathleen nodded and gasped, "Yes, please take my panties off."  
  
I eased her panties down over her buttocks, past her thighs and then let them
slide to her ankles. Cathleen stepped out of them and I put them on my desk. I
returned to fondling her ass and thighs and I soon had her squirming with
desire. Cathleen moved her body as if she were trying to get my hand near her
pussy so I slid it between her legs and stroked the outer lips of her labia.
Cathleen squirmed under the touch an emitted a soft groan. I started to push
Cathleen's skirt up but she stopped me and then she took it off. It was a wrap
around skirt and she had it off in an instant. She looked so sexy standing
there leaning forward slightly on my desk. Her cute ass was framed by her
thigh high hose and her short blouse ending at her waist line. She actually
looked hotter by keeping the blouse on.  
  
I ran my hands all over Cathleen's ass, thighs and pubes feeling her wet
pussy. I slipped my finger into her vagina and then added a second one. I took
some lotion from my desk and I pushed a finger between the cheeks of her ass
and massaged into her nether hole. Then I fingered Cathleen's ass and pussy at
the same time. She was going wild with the double penetration and cried out to
me.  
  
"That's it finger me, play with me. Make me cum, please make me cum," Cathleen
pleaded in a deep whisper.  
  
I continued to work her ass and pussy and within minutes she had her first
orgasm. Cathleen held onto the desk with both hands as her body jerked and
spasmed with her climax. I worked my fingers in and out of her holes as she
clenched and relaxed her vaginal and anal muscles tightening herself on them.
I pulled my fingers from her holes and I stood up behind her. I dropped my
pants and boxers to my ankles and brought my rock hard cock to her buttocks. I
let it rest against the hot flesh of her ass and I leaned over and whispered
in her ear.  
  
"Where do you want it first today? Do you want it in your ass or do you want
me to fuck your pussy first?" I teased her and then licked her ear.  
  
"Fuck my pussy first and then my ass. I want you to cum in my ass," Cathleen
murmured.  
  
I then eased my cock into her pussy and fucked her from behind until Cathleen
orgasmed once again. Then I moved my cock to her ass and fucked her for a
short time before I unloaded my semen in her anal canal. Cathleen looked so
hot leaning over the desk with my cock sliding in and out of her asshole that
I just couldn't prolong my ejaculation any longer. I leaned over her and she
milked my cock dry until it softened and popped out of her ass.  
  
Our sexual encounters in the office usually ended up the same way, with me
cumming in Cathleen's ass but only after she had orgasmed two or three times.
Cathleen would surprise me from time to time. One day she leaned over the desk
and as I ran my hands up her legs I discovered that she had already removed
her panties. Another time she just walked in and immediately took off her
skirt and panties. Without her skirt and panties she looked very hot in just
her hose and blouse. Once she brought a dildo with her and put it in her pussy
so that when I took off her panties I would find it. Cathleen liked being
fucked in the ass and having her pussy filled with the fake cock.  
  
GARTER DAY  
  
Cathleen got into wearing garters and she designated Wednesdays as garter day.
Cathleen would come to the office dressed in a dress that was cut just above
her knees. The skirt of the dress was full cut and flowed with her sensual
movements. Under her dress she wore stockings held up with a garter belt and
silk panties under her garters. Wednesday mornings were always very light and
I rarely had any appointments. At 10:00 AM like clock work, Cathleen would get
up from her desk and tell me that she was going to the ladies room. That would
be my signal to get things ready. I placed the paper towels, a tube of
lubricant and a butt plug on my desk. When Cathleen returned to the office she
would have douched her asshole making it squeaky clean.  
  
Cathleen returned from the ladies room, smiled at me and sat back down at her
desk. I got up from my chair and walked out of my office toward Cathleen. When
I reached her desk I extended my hand for her to take. Cathleen looked at me
quizzically as if she didn't know where this was going. I loved the way that
she role played as if she had no idea that I was going to fuck her in the ass.
Cathleen stood up and I led her into my office by the hand. I closed and
locked my office door behind us and then I placed a door brace under the door
handle to prevent any of the building personnel from entering. I didn't expect
anyone but it was just a pre-caution.  
  
Cathleen acted nervous and unsure of the situation when I turned her toward my
desk and told her to place her hands on the desk top. Cathleen leaned over and
put her hands on the desk looking over her shoulder as if she was wondering
what I had in mind. That's what I loved about Cathleen; as many times as we
had done this she acted as if it was her first time. I lifted Cathleen's dress
up and draped it over her back baring her stocking encased shapely legs and
her panty covered curvy ass. I ran my hands over the bare skin between the
tops of her stockings and her panties and I smiled as goose bumps appeared on
her skin. I loved running my hands over the tiny mounds of flesh that arose
when Cathleen got excited.  
  
I took a hold of her panties in both hands and slowly lowered them down baring
her flawless ass. I pulled the panties down as far as they would go inside the
garters. Cathleen gasped as her ass was bared and she once again looked
apprehensively at me as if she was unsure of my next move. I caressed her bare
bottom gently in my hands relishing the feel of the smooth firm buttocks. Then
I knelt down behind Cathleen and lovingly placed kisses on her luscious ass. I
kissed and then gently nibbled on the enticing ass flesh drawing moans and
groans from Cathleen. I kissed my way to the center of her bottom and let my
tongue dip into the crack of her ass.  
  
Cathleen trembled and gasped when my tongue moved up and down her crack. I put
both hands on her buttocks and gently pried them apart exposing her anus. I
loved looking at her cute rosebud just before I probed it with my tongue.
Cathleen let out a soft scream when my tongue touched her tight aperture and
she shivered slightly. I began to lick Cathleen from her anus to her vagina
and within minutes her pussy was soaking wet. Cathleen was breathing rapidly
and moaning as I kissed, licked and probed her two love holes.  

Then I stood up and retrieved the lubricant from my desk top and applied it to
Cathleen's anal passage. Cathleen squirmed when she felt the cool lube enter
her ass and the goose bumps returned on her bottom. Next I eased my finger
into her ass and pushed it all the way in to the last knuckle. Cathleen's body
went rigid momentarily as she adjusted to the anal penetration. I finger
fucked her ass slowly and I felt the passage loosen up around my finger. I
added my middle finger and ring finger to her pussy and then finger fucked
both of her holes simultaneously.  
  
"Oooh, agh," Cathleen moaned with pleasure.  
  
I added more lube and then I took the butt plug from my desk and inserted it
in her ass. Cathleen again groaned as the plug spread her anus and then
disappeared in her rectum. Her sphincter instinctively closed around the
rubber plug. I stood up and had Cathleen turn around to face me. Cathleen
knelt down on the carpeted floor and pressed her buttocks against the front of
my desk. Then she reached up and unzipped the fly to my trousers to free my
throbbing erect cock. She fished my cock and balls out of my boxer shorts and
trousers holding it her hand. Cathleen stared at my impressive member for a
few seconds before she began to lick up and down the shaft. Then she covered
my cock with her sensuous mouth.  
  
"That's it babe, get my cock hard and wet for your ass," I whispered
excitedly.  
  
Cathleen had a talented mouth and it didn't take long to bring me to the
height of desire. I lifted Cathleen back to a standing position and had her
turn toward my desk again. I lifted up her skirt and placed it on her back as
she leaned over my desk. Then I pulled the butt plug from her ass and we both
heard the audible pop. Moving closer to Cathleen I let my cock brush against
her buttocks and then positioned my cock head against her anus. With a gentle
but firm steady push my cock spread her flower and the head disappeared in her
asshole.  
  
"Not too deep at first and then deeper," Cathleen reminded me placing her hand
on my thigh.  
  
Cathleen said that every time that we had anal sex even though I was always
gentle with her. I slowly fucked her ass letting my cock go a little deeper
each time. I was in no hurry to sink my cock all the way in her ass and I
loved to watch it slide in and out between her beautiful hillocks. Cathleen
groaned each time I went a little deeper but her groans were in pleasure not
discomfort. My cock eventually slid all the way in and my pubic hair brushed
against her buttocks. I held her lovely ass in my hands as I fucked it slowly
never wanting it to end.  
  
As much as I wanted to fuck her forever in this position I felt my release
start to build. Cathleen was frantically rubbing her clit and fingering her
pussy in search of her own orgasm. She would usually manage to have at least
one orgasm before I ejaculated and that day was no different. Cathleen moaned
out loud when she climaxed and her sphincter muscles tightened around my cock.
Her body thrust up and down and she rolled her ass when she came. I held to
her buttocks and picked up the pace fucking her. Then I felt my pending
release.  
  
I pulled my cock from Cathleen's ass and aimed it at her anus and buttocks.
The first stream hit her right on her anus and then the subsequent streams
landed on her back and buttocks. I then pushed my cock back in her ass and
Cathleen milked the remaining cum from my cock. She handed me the towel and I
wiped her back and buttocks clean as my cock softened in her rectum. My cock
eventually slipped from her ass and I wiped it clean with the towel and then I
wiped my seed from her anus.  
  
Cathleen stood up and pulled her panties back up and smoothed out her skirt. I
tucked my cock and balls back into my pants and zipped up my trousers.
Cathleen smiled at me as I opened my office door and then she returned to her
desk. I checked my watch and saw that it was almost noon and time for lunch.  
  
"Where would you like to eat today?" I asked Cathleen.  
  
"How about Carmella's, I'm in the mood for Italian," she replied.  
  
"Carmella's it is," I agreed.  
  
Cathleen and I left the office and dined at Carmella's restaurant. Our anal
sex on Wednesday mornings was just part of our office routine. We followed the
same ritual every Wednesday and we never tired of it. I always ejaculated on
Cathleen's body and not in her as it was neater that way. Otherwise she would
be sitting down with an asshole full of cum the rest of the day. The two of us
had a leisurely lunch and then returned to the office about 2:00 PM.  
  
SEX IN THE CAR  
  
Sometimes Cathleen would need a ride home and when did, we would work late
into the evening and then drive to her house in the dark. As we drove I looked
at Cathleen as she shifted in her seat pulling her dress up showing more of
her upper thighs and the elastic tops of her stockings. She smiled as she
gradually opened her legs more giving me a glimpse of her inner thighs. Then
she reached under her dress and removed her panties.  
  
As I reached across the car seat Cathleen arched her back a little then spread
her legs further apart, giving me access to her genitals. My fingers began
slowly teasing her clitoris and then caressing the folds of her labia. My
index finger pushed its way between the textured folds to pause over her
sensitive bud and it caused an involuntary gasp to escape her lips as she felt
the gentle touch. Her legs jerked slightly to allow my hand easier admittance
to her vagina as I pressed my hand between her trembling thighs and gently
kneaded the soft flesh of her slippery vulva. I continued to wiggle my finger
about inside her juicy passageway before her groin started to clench and spasm
sporadically. I could feel the warm fluid seeping from her aroused sex and I
forced my hand harder against her cunt. Cathleen gave a muffled cry, clamping
my hand between her legs against her pussy, as the orgasm slammed into her.  
  
My arousal was clearly evident as the bulge at my pelvis was enormous with my
dick straining at my trousers. As her orgasm subsided Cathleen couldn't resist
reaching into my lap and squeezing the hardness beneath the fabric of my
pants. She fondled my stiffened cock and then slowly traced the outline of her
lips with her tongue. Cathleen reached for the zipper of my pants and tugged
it downward, putting one hand inside the gap to retrieve my engorged organ.
She slowly lowered her head to flick the top of my penis with her tongue. I
released an involuntary sigh as the she took in as much of my cock as she
could and returned to lick the head, lapping away at a trickle of pre cum.  
  
Cathleen continued sucking vigorously on the length of my shaft as my orgasm
erupted. My hips jerked uncontrollably as I struggled to keep control of the
car but she never released her grip. She swallowed all of my creamy discharge
and when I eventually stopped cumming she pulled her head away. Some of my
fluids dribbled down the side of her mouth but she quickly swiped it away with
the back of her palm and licked it clean.  
  
I pulled up in front of her house minutes after cumming in her mouth. "I am
really enjoying these rides home," she teased.  
  
"As if I don't," I retorted.  
  
Cathleen got out of the car and I drove back to my home. Those rides didn't
happen that often but they were always exciting when they did.  
  
EPILOGUE  
  
Cathleen and I carried on our affair for almost three years. We always had
great sex together and we always kept it interesting. Cathleen was
adventuresome and sometimes she was too daring. She and I went shopping one
day and she gave me a blow job in the store's fitting room. We weren't caught
but we got some suspicious stares when we left the store. Then there was the
time at our office Christmas party when we had sex in a vacant meeting room.  
  
We both faked having to go to the bathroom and ducked into a vacant meeting
room at the hotel. Cathleen was wearing thigh high hose and she had her
panties off in seconds after entering the room. I fucked her hard and fast and
she had multiple orgasms before I came. She had me cum in her mouth so that
she did not have to return to the party with a cunt full of semen.  
  
There was one week when Susan and Jerry were going to be gone from Sunday
night until Friday night. Cathleen suggested taking some time off and spending
it in the Caribbean. I was all for it as I loved to SCUBA and I could get some
dives in while she baked in the sun. Susan ironically was pleased that I was
going diving but of course she had no idea that I would be muff diving too.  
  
Cathleen and I took an early morning flight to Key Largo and I spite of the
early hour Cathleen sucked my cock in the lavatory. Later in the flight I
returned the favor and the flight attendant smiled at us when we returned to
our seats. We arrived at the hotel by noon and since check-in was at 4:00 PM,
we changed into our bathing suits and stored the luggage with the bellman. We
sunbathed until 6:00 PM and we continuously coated our bodies with suntan
lotion. Every so often we would wade out into the water up to our waists. At
one point Cathleen was so horny from me rubbing lotion on her that we fucked
in the sea. She pulled her bikini bottom to the side and fished out my cock.  
  
Cathleen wrapped her legs around mine and guided my cock into her snatch. The
buoyancy of the water made it easier for me to balance her and for the first
time in my life I fucked a woman in the water. We were far enough from shore
that we probably appeared as a couple of love birds cuddling but she was
working her pussy on my shaft. Cathleen had multiple orgasms but I didn't cum.
That was fine with me because I would fill her rectum later.  
  
After our day on the beach we went to our room. The luggage had already been
delivered but before we did anything else I took Cathleen's ass. We stripped
off our bathing suits and tumbled into bed. Our lotion covered bodies came
together and we were two oily people ready for sex. Cathleen wasted no time
getting on all fours as she knew what I wanted and within minutes my cock was
skewering her ass. I was very charged and I ejaculated into her ass quicker
than normal.  
  
Next I massaged Cathleen's body beginning with the front and finishing her off
with a good cunt lapping. Then I fucked her pussy until she begged me to stop.
She rolled over at my urging and then I massaged the back of her body spending
a long time on her ass. I lifted her by the hips and slipped my cock back in
her ass. After cumming in her ass a second time we both took a bath together.
It was hysterical as we were both sliding around in the tub due to our oil
covered bodies.  
  
We finally got around to unpacking and called down for room service. After the
food was delivered we sat in bed naked, eating and watching TV. Cathleen rode
my cock once more before we retired and then we went to sleep. I knew that in
the morning that she would be riding my piss hard-on again. Cathleen liked to
be naked and fuck more than anyone I had ever met in my life.  
  
The getaway routine was the same almost every day. We would fuck in the
morning and then I went SCUBA diving in the afternoon while Cathleen sunbathed
on the beach. Later we would have a nice dinner and than I would fuck her ass
cumming in it twice before we went to sleep. On the last day I skip diving
since I would be flying within twenty four hours. That day we had sex in the
morning and sunbathed on the beach in the afternoon. We even had sex in the
sea again with her having multiple orgasms. On our last night we had a
marvelous meal with an abundance of wine.  
  
However the wine did not deter me from fucking Cathleen in the ass two times
before we went to bed. In the morning we had sex again with her riding my piss
hard-on and after I relieved myself I took her hot curvy ass again. On the
flight home we did the mile high club thing again in the lavatory. By the time
we arrived home we were both refreshingly drained from the great sun and
fantastic sex we had that week.  
  
Cathleen eventually left the company when she moved to California with Jerry.
The two of them married months afterward and I also proposed to Susan. Susan
and I got married and within two years started our family. I never heard from
Cathleen again and I never tried to find her but I still had fond memories of
the great sex we had together over that three year span.




End file.

