4 comments/ 58063 views/ 2 favorites Three C's of Sexcess By: walterio INTRODUCTION This story contains vaginal sex, oral sex and anal sex. It also has episodes of lesbianism and bi-sexuality. Also I love anal sex and I have fucked many asses in my lifetime and I never get tired of sliding my cock between two gorgeous globes. I had a taste of fucking effeminate guys in the ass which started when I was stationed in Paris. A few of the Parisian men that I fucked looked so much like women it was scary, but that is another story. As a reader if these topics offend you then I suggest that you not read this story. THE START-UP COMPANY This is a time that goes back to the 1970's before the huge threat of aids and an era of condom less sex. Also many people still remained in the closet about their sexual preferences. This story is about three secretaries that worked for me in a span of seven years. The first was Cathy who worked for me four years, then there was Carla who only worked for me for a year and finally Carol for two years. I was working for a start-up software company based in the east coast and I had joined them as the Western Region Manager. As start-ups go I was also the only person in the Western Region. I had left my cushy job with a large corporation for an equity position in the start-up. I was to grow the business west of Chicago. I set up an office in Chicago and eventually established offices in Denver, Dallas, San Francisco and Orange County, California. My first hire was an administrative assistant and secretary. I needed someone to cover the phones and also travel with me until the offices were set up in the other cities. In the course of setting up the region and running it until we sold the company in the early 1980's, I had more than my share of affairs with women in the home office, sales women that worked in the region and also many female customers. This story however focuses on the three secretaries and the relationships with them. CATHLEEN, MY FIRST HIRE Cathy was 35 years old and recently divorced. She had short blond hair with a 33-25-35 figure. At 5'5" and 120 lbs. she was small breasted and her best asset was her ass. She was solidly built and exercised regularly and kept herself in excellent shape. Cathy was not a beautiful girl but she was attractive, dressed very tastefully and was very professional in her appearance and her behavior. That is behavior outside of the bedroom because in the bedroom she was a very different woman. The first year of employment was hectic in starting the western region, lots of travel and administrative work. I was cultivating a customer base, hiring sales people and locating office space. When I hired Cathy I told her that there would be a good deal of travel initially and she told me she liked to travel and looked forward to it. During this time Cathy proved herself to be very loyal and capable of handling confidential and sensitive information. Our affair started accidentally but then mushroomed into a torrid sexual relationship. One night in my Denver hotel room after a long day we ordered room service and a couple of bottles of wine. The wine hit Cathy harder then normal maybe it was the altitude and at one point when she came out of the bathroom she staggered across the room. I caught her before she fell, picked her up and placed her on the bed. I was worried about her getting sick so I removed her one piece black jumpsuit. As I looked at her in her bra and panties I could not resist removing those as well. Her breasts were small and cute and she had a little tuft of blond hair above her pussy. She appeared to be passed out and I decided to take her room key and go to her room. I started to leave the room when she called out. "Wait, don't leave me alone," she said softly in a somewhat slurred tone, "Come lay down with me." I decided to take my clothes off and lay on the bed as she asked. As I knelt on the bed with my cock in a semi-erect state, Cathy rolled toward me and said, "Oh, look at your magnificent cock," as she took my cock into her mouth. Within minutes she had me rock hard proving that she was an accomplished cock sucker. I was anxious to get at her ass all the while wondering if she would let me fuck her in the ass. 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. Cathy 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. I knelt behind her and tried to insert my cock in her ass but it just wouldn't go. Afraid of hurting her I tried more pussy juice and saliva for lubrication but to no avail. My cock is 8+ inches long and about 5' around. There are times when it feels bigger and this was one of those times. I was fingering Cathy's ass when she spoke. "Don't you have any cream," she asked. Well if there is one thing hotel rooms have is plenty of body lotion. I got off the bed to retrieve the lotion from the bathroom. As I did I realized that Cathy was going to let me fuck her in the ass. 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 rectum 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. Cathy moaned as my penis filled her hole. "Go slowly at first it has been awhile," 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 penis 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. "Cathy you have a hot ass, I love fucking you in your hot ass," I told her. My hands freely roamed her body and I pulled her hips drawing her backwards impaling her on my inflated member. I reached for her pussy to finger fuck her and diddle her clit but I found Cathy'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 Cathy felt the warm fluid being squirted inside her anus 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. Cathy 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. Cathy then lay on her back, splayed her legs and pulled back the folds of her vagina. "Here 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 Cathy's mound. It felt so smooth and warm and I knew I had achieved the desired effect from her moan I know that Cathy 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. Soon I was like a puppy at a saucer of milk, licking and lapping up as much as I could as fast as I could. Cathy 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. My tongue explored all of her as my mind took notes of what seemed to turn her on. Cathy was breathing rapidly and she moaned softly whenever I got near her hard pearl. 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 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 pearl I used the very tip of my tongue to push back the little hood. I was truly amazed at its size. I flicked my tongue over it once and then used the tip to explore the folds of flesh on either side of it. Cathy was now moaning and she used her fingers to pull her hood back as she arched herself so that her pearl 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. Cathy 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 Cathy 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 Cathy came but finally she pushed me away and 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. I had never seen anyone cum that hard before and I was briefly worried that she had injured herself. My fears were short lived when she finally calmed down and spoke to me. "That was incredible I haven't cum like that in a long time. You really know how to eat pussy," she said with a sigh. We lay there for awhile making small talk and then Cathy started stroking my cock. Cathy added some body lotion as she kept stroking my 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 bigger than my former husband and the biggest I have ever had," she said with a sultry tone. "Well there are plenty bigger than mine," I assured her. We continued our conversation as Cathy continued to stroke my cock. I learned that she had first been ass fucked before she was married. Cathy was 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. Her husband did not like butt fucking and he also had lost interest in eating pussy, so for them it had been straight sex and that dropped off to occasional sex. She also told me that this was the first time she had sex with someone since she was divorced. "All this talk and playing with your cock has got me hot again. I need to sit on your dick," she announced. Cathy 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. Cathy 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 with my dick. Cathy 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. Cathy 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 cunt. 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 think I need to get some sleep," she said as she got up to get dressed and return to her own room. "Yes, we have a pretty full agenda tomorrow and we could both use a little sleep," I agreed. The next day's meetings went well and then we returned home to Chicago. Cathy and I never even mentioned the previous night to each other on the plane and when we arrived at O'Hare airport we both headed home for the weekend. The following Monday Cathy and I returned to work at the Chicago office and we went about business as if nothing ever happened. I wasn't sure if we would ever get together again. I assumed that we wouldn't that it was a case of both of us having too much to drink and letting our guard down. For the next several days we didn't even speak of the one-night stand. Cathy participated in aerobics held at a studio in our office building on Tuesday and Thursday evenings. Often after aerobics she would come back to the office and finish up some administrative tasks. She would still be dressed in her leotards which showed off her firm legs and shapely ass. It took all my restraint not to touch her hot looking bubble butt. Cathy came to me and asked if one night we could stay late and go through a large number of files. That Thursday after aerobics, Cathy and I tackled the project. As we worked that evening it was hard for me to keep my eyes and hands off of Cathy's butt. I was tempted to risk it and touch her but I thought better of it. Cathy then surprised me. "Will we ever do anything like we did in Denver again? And don't tell me that you don't know what I am talking about," she challenged. She caught me totally off guard and I replied, "I thought that may have been a case of both of us drinking too much and getting carried away. I would love to get together again if you are sure that is what you want." We wrapped up our work and went over to the local tavern to get something to eat. The tavern was known for the best burgers in the area and was a little secluded. You had to know where it was located and the parking lot could not be seen from the street. Cathy and I had burgers and a couple of beers before calling it a night. During our meal we discussed how we could get together and the importance of being discreet. After our meal I walked Cathy to her car and she asked me to get in for a minute. Well we there longer than a minute as she proceeded to give me a fantastic blow job. She unbuckled my belt, unbuttoned my trousers and pulled them along with my boxers down to my ankles. As Cathy pulled my boxers down over my balls she licked and sucked them before kissing her way up my shaft. Looking up into my eyes, she slid her lips over my bulging head with her hand still wrapped around my shaft. Her tongue swirled under the ridge of my crown as she sucked me deeper into her mouth. She tested her gag line and was soon taking my entire cock down her throat. My cock was alive and my hot flesh pulsed against her lips. She pulled me deeper into her mouth, pressing her lips tightly against me and sucking hard. The feel of my hard cock sliding between her lips and over her tongue had me on the verge of a huge orgasm. Cathy had slipped her hand into her leotards and fingered her dripping pussy. The smell of sex was rampant in her car. I grabbed the back of her head and started fucking her face. She was slurping and sucking as fast as she could. Cathy drooled as she tried to keep up with my thrusting motions. Her fingers dug into my thighs, moving her head as I pumped my cock in and out of her mouth. I knew her pussy needed attention but I wasn't about to stop anything she was doing. I could sense that I was going to cum soon and I warned her but she just kept sucking me in anticipation of receiving a creamy treat. I felt my cock swell and knew that she was about to receive my load. Muffled moans escaped from her throat as she eagerly sucked my dick awaiting her prize. She moved her lips up and down over my shaft in rhythm with my thrusting motions. She was drooling like crazy and I could feel it running down my pecker onto my balls. My breathing became more erratic and I was about to lose control. Cathy looked up at me with those big eyes and nodded her head, letting me know she wanted to taste my cum and then covered my cock with her mouth just as I lost it. I let out a soft grunt as I pumped stream after stream of hot cream into her mouth. I shot the first jet against the roof of her mouth then several more blasts of hot cum poured into her mouth. She moved her hand under my scrotum to squeeze out the last few drops and then Cathy had her orgasm. Apparently the feel of my throbbing cock in her mouth, the taste of my seed and her hand in her cunt was just too much. The pressure in her lower tummy gushed out through her pussy and soaked her fingers. My cock fell from her lips and cum dripped from her lips and chin as her body jerked and shuddered in orgasm. Cathy looked up at me when she was done, blotches of cum glistened on her lips. The smell of pussy in the car was powerful. I took Cathy's hand and licked her fingers clean. I pulled my shorts and trousers back up and dressed the best I could in the confines of her car. We said good night and I went to my car feeling totally drained as I drove home. That night started our torrid affair that lasted for four years. Over the next several weeks we would get together on Tuesday and Thursday evenings after aerobics at her apartment. Typically the evening went like this; Cathy would suck my cock and I would eat her pussy, then I would fuck her pussy and finally her ass, cumming in her ass. We also brought sex into the office on days when we would not be meeting later at her place but only when the sales people were traveling. Cathy would give me marvelous blow jobs in my office. She loved to suck my cock and swallow my load. Sometimes we would play little games of seduction as if we were getting it on for the first time. Cathy would come into my office, close and lock the door and come around to my desk as if to show me something important. As she showed me some document I would let my hand move up her legs over her pantyhose up to her ass. I would fondle her ass for awhile and then lower her hose and panties to her knees. I always kept lubricant in my desk now and I would lube up her bottom and finger 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 would repeat 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. Then after she composed herself she would have me stand up and then she knelt in front of me. Cathy unbuckled my belt and lowered my pants to the floor. Then 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. Cathy would then suck my cock until I came in her mouth. I decided that the pantyhose were inconvenient for office sex and I purchased nylons for her that had thigh high elastic tops. Cathy started wearing the thigh highs 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. Cathy 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. Three C's of Sexcess Following business trips Cathy and I would travel from the airport to her apartment in my car. As we drove I looked at Cathy as she shifted in her seat allowing her dress to rise slightly 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 Cathy 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 taut 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. Cathy 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 Cathy couldn't resist reaching into my lap and squeeze the hardness beneath the fabric. She fondled my stiffened cock and then slowly traced the outline of her lips with her tongue. Cathy reached for the zipper of my pants and tugged it downward, putting one hand inside the gap to retrieve my engorged organ. Then 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 then returned to lick the head, lapping away at a trickle of pre cum. Cathy 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. Cathy and I then went to her apartment and we fucked like rabbits "I am really enjoying these rides home," she teased. "As if I don't," I retorted. Cathy had always wanted to go to a romantic interlude hotel so we found one in the Chicago suburbs called The Chateau. It was a romantic interlude that had a variety of rooms to suit one's taste. The room that Cathy and I liked the best contained a Jacuzzi, water bed and mirrored walls. All of the rooms contained TVs with adult entertainment as well. The Chateau added to enjoyment of our sexual encounters. The first time we went to The Chateau was memorable. We entered the room and wasted no time taking off our clothes as the Jacuzzi filled with hot water and bath gel. Cathy 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. Cathy then would douche both her pussy and her asshole. It was the first time I had ever seen a woman do her ass 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 Cathy 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 blond 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 Cathy got turned on I moved her to the other side of the Jacuzzi and 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 Cathy'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 bung hole 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, rim me, oh yessssss," she cried out. I grabbed the bottle of wine and poured some in the crack of her ass letting it trickle down over her anus and pussy. I placed my mouth on her and drank up the wine swabbing her pussy and ass in the process. I repeated this several more times until Cathy 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 someone would actually stick their tongue in my ass, nor did I know it would feel so wonderful," she uttered in an exhaustive voice. "I surprised myself by going after your ass. I have never done that before but it just looked so inviting as it glistened with water. Of course I remembered that you had douched and it looked so clean. I think I have found a new way to drink wine," I replied. We decided to get out of the Jacuzzi before we turned into prunes. We dried off and flopped down on the water bed. Cathy 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 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. This time 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!" Cathy exclaimed. If there was one thing I liked besides fucking a beautiful ass is preparing an asshole for a good reaming. After several minutes of finger fucking her pussy and asshole 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. Cathy 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 8+ inches were tightly packed up her ass. Cathy 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. Cathy was going wild as she loved the feel of my cock as it pulled out and then came crashing back in as my big heavy balls bounced off her pussy. Cathy 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. Cathy 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 Cathy'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 Cathy collapsed on the bed utterly spent. I slumped down next to her quivering body. I looked over at Cathy and I noticed my seed oozing from her asshole. It resembled a natural spring as the jizm just seemed to bubble up as she tried to relax her spasming anal muscles. Cathy 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 Cathy 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 and then I shoved my cock into her pussy and came for the final time that night. After that we were really spent and had just enough energy to shower, dress and drive home. Over the next couple of years Cathy and I continued our affair. We continued to have sex in the office, car, on the road and the romantic interlude hotel. We played games with each other taking turns being a slave and having to do what the other person demanded. There were times after aerobics that Cathy would come into my office and I would pull her leotards down just enough to bare her ass. I would fondle her ass and finger-fuck her pussy. Sometimes she got so turned on she pulled off her leotards and begged me to eat her pussy and then fuck her pussy. She looked so sexy with her leotards down around her thighs that I just had to bend her over my desk and fuck her hot ass. One night after aerobics, we went to the tavern for a couple of drinks. After a few drinks we adjourned to my car so that Cathy could suck me off. As she was blowing me she pushed her leotards down to her knees baring her ass and pussy. I played with her ass and fingered her pussy as she sucked on my cock. She lifted her head up and said, "I wish you could fuck me in the ass tonight." I asked her if she had any lotion and she dug it out of her purse. I reclined the passenger seat all the way until it was almost flat and had her lay face down. I prepared her ass with the lotion and my saliva. I pushed my trousers and shorts down past my knees, lubed up my cock and got on top of her. It was tight quarters but I managed to get my cock into her ass and started banging her hard. Cathy pushed up at me as hard as I pounded her. Soon we were both sweating and breathing hard. We made quite a sight if someone should happen to look in the car window but we were past caring about that as we raced toward our mutual orgasms. As soon as my spunk filled Cathy's ass her body went into spasm with her own orgasm. I lay on top of her keeping most of my weight off of her until we recovered. We cleaned up the best we could and headed home. Cathy approached me one day and asked if I would like to add another woman to one of our sessions. I laughed and told her it sounded like fun but she was plenty for me by herself. I asked her what she had in mind. Cathy told me that the aerobic instructor Janey seemed more than just casually interested in her. "I have never been with another woman and I thought it may be fun to try it," Cathy said with her sexy demur. "Well I am all for it if you want to. Janey is kind a cute and certainly built solid," I replied. "I was thinking about asking her to join us for a drink after aerobics Thursday night and then we could talk her into joining us at the Chateau," Cathy suggested. "Sure why not, let's see what happens," I agreed. Janey was in her late twenties and she and Cathy had hit it off. I knew that Janey dated so I guessed that she was bi-sexual. I had joined the aerobics class a few times and I was impressed with her physical presence. Janey was not fat but she was solid and although she didn't have Cathy's curves she was appealing. So on Thursday night after aerobics Cathy and I met Janey for drinks at our local watering hole. Our conversation at the bar started out with small talk but it was clear that Janey was flirting with both of us. Cathy eventually steered the conversation toward sex and we learned that Janey was not as experienced as one may have thought from looking at her. She had had plenty of dates and one longer term relationship but her sexual experience seemed to be only vaginal sex in the missionary position. Janey was surprised to hear that Cathy and I were so sexually active and it seemed to turn her on. Cathy convinced her to join us at the Chateau as she told Janey that she could always leave if she was uncomfortable. Janey nervously accepted and agreed to meet us at the Chateau. Once in our room at the Chateau I poured wine for each of us and Cathy took Janey by the hand and said, "Let's you and I get better acquainted." Cathy led Janey to the center of the room where she embraced her and kissed her and Janey kissed her back. Cathy began to undress Janey. She unbuttoned Janey's suit jacket and removed it, then she unbuttoned Janey's blouse and removed it as well. Cathy was pleased to see that Janey did not wear a bra and she gently massaged the girl's tits. Cathy rolled Janey's nipples in between her fingers and then dipped her head down to take them one at a time in her mouth and roll them in her teeth and Janey sighed with pleasure. One would never know that this was Cathy's first time with another woman. Cathy's mouth left Janey's tits and then kissed her once again plunging her tongue deep into Janey's throat taking her breath away. As she kissed her Cathy continued to caress Janey's tits with her hands. Cathy trailed her kisses down Janey's face and throat back to her breasts. Cathy lingered at Janey's breasts momentarily and then descended across her abs to her waist. Cathy unhooked Janey's skirt and slowly lowered it to the floor. Cathy lifted Janey's legs one at a time clear of her skirt and then ran her hands up her legs to the waistband of Janey's thong panty. She caressed Janey's shapely buttocks before she pulled her thong down her legs. Cathy teasingly slowly lowered Janey's thong down her legs and then removed it as she had her skirt. Janey was trembling with desire but Cathy made her wait as she took her time with her. Janey looked at me with uncertainty as she was unsure of her situation and when I may enter the seduction. Cathy then rolled Janey's thigh nylons down and off her legs. Janey was dripping with desire and her pussy was oozing her excitement. Cathy took one swipe of Janey's pussy with her tongue and then stood up. "Now you may undress me," Cathy said as if giving Janey permission. With her hands shaking due to her uncontrollable lust, Janey began to undress Cathy. Cathy was wearing a black dress and it fell to the floor as Janey unhooked and unzipped it. Cathy stood there in her bra, panty and nylons and she was a specimen of beauty. Janey unfastened Cathy's bra and her pert breasts stood out. Janey took her beautiful tits in her hands and massaged them emitting a pleasure moan from Cathy. Janey salivated over Cathy's firm luscious tits with their dark engorged nipples. She sucked on Cathy's nipples as she molded the pert firm globes in her hands. Janey fell in love with Cathy's tits. Cathy reminded Janey that there was more and Janey next removed her nylons. They were thigh highs with elastic tops just as Janey had worn. Janey remained on her knees after removing Cathy's nylons and stared directly at her panty covered pussy. Janey then grabbed the panty at the waistband and slowly unveiled Cathy's treasure. Cathy has a tiny patch of blonde pubic hair above her delectable looking pussy. Janey grasped Cathy's firm fleshy ass and pulled her toward her face. Janey then buried her face in Cathy's bush and licked frantically at her pussy. Cathy moaned with pleasure but then she reached down and pulled Janey to her feet. "Let's pleasure each other," Cathy said as she led Janey to the large bed. Both beautiful women lay down on their sides in a 69 position and began to eat each other's delicious pussy. They tongued each other and sought out each other's clit. Janey was pleased that Cathy had a large clit and it was like sucking a tiny dick. Cathy went wild when Janey sucked and nibbled on her clit and she strove to return the favor to Janey. The two women brought themselves off rather quickly but continued to eat each other as the juices flowed into their mouths. Janey and Cathy felt the presence of my body on the bed as and I got behind Cathy. "Don't worry, she loves it in the ass," I told Janey. I eased my lubricated cock into Cathy's asshole and I knew that Janey could witness the anal penetration. Janey and Cathy continued to eat each other's pussy with a fury as my dick in Cathy's ass raced toward my orgasm. I fired a huge amount of cum in Cathy's asshole just as she orgasmed and bathed Janey's face with female love juice. Janey was not far behind and then she squirted her nectar all over Cathy's face. Cathy got up and retrieved her surprise for the evening a double headed dildo that was easily 16" long and 6" around. The dildo had two realistic looking cocks at either end with a large set of fake balls in the middle. Cathy turned Janey toward her and inserted one end of the cock in her pussy and the other end in her own pussy. The two women began to slowly fuck each other with the large fake phallus as they rubbed each other's tits. The fake cock filled both women's pussies snugly and stayed in constant contact with their clits. They fucked each other this way until they both orgasmed again, shaking and holding tight to each other as tremors moved their bodies. I got to fuck Janey's pussy but she didn't want me to cum in her so Cathy pulled my cock from her just as I was ready to cum and popped my dick in her mouth. Cathy drank down all my seed as she had done so many times, then she caught Janey off guard by kissing her on the mouth and allowing her to taste my sperm on her lips. Later I fucked Cathy doggy style as she ate Janey's pussy and then Janey ate Cathy as I fucked Janey doggy style. In the coming months Janey moved in with Cathy and the three of us had sex together often. Cathy taught Janey how to suck cock but she would never let me cum in her mouth. She and Cathy would pass my cock back and forth and when it was time to cum Cathy took me in her mouth to receive my seed. Janey had no interest in anal sex apparently some guy forced himself on her in the past and caused her severe pain. I never pushed the issue with her as much as I would have liked to pop her ass and besides Cathy was a great ass fuck. Three C's of Sexcess Cathy and I continued to have sex just between us and there was no shortage to our imagination and willingness to have sex in public as well as private places. Cathy, 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. We enrolled in the mile high club on one flight and renewed our membership many more times as we traveled between offices. She loved it when I ran my hands under her skirt and inside her panties. She loved it when I pulled her leotards down to her knees and played with her buns and pubes. Cathy could never seem to get enough of my cock. She loved to fuck me, suck me and have me fuck her ass. One night we entered the interlude hotel room and Cathy immediately stripped and jumped on the bed. She bounced on the bed naked as I removed my own clothes. I smiled at her as she exhibited herself. "You really like to be naked don't you Cathy?" I asked her knowing the answer. "Yes, I love to be naked but more than that I love to be naked with you. I love to be naked with your big cock in my mouth. I love to be naked with your cock in my pussy or in my ass. I love to be naked when you cum in my mouth, pussy and ass," Cathy answered and then she lay back spread her legs and said, "Eat me then fuck me, please." Cathy approached me one day and asked if I would let her work in the Orange County office. She had fallen in love with Southern California so I assigned her to that office. Cathy and Janey moved to the west coast and lived together. I would usually make one or two trips a quarter to that office and Cathy and I would make up for lost time. After she left I had to replace her in the Chicago office. The office had grown to three sales people and one technical person. The sales people and the technician were women who I eventually had affairs with as well but that is another story as I said earlier. CARLA, CATHY'S REPLACEMENT There weren't very many candidates who were interested in the rigors of the job and only one really caught my eye and she was willing to travel if needed. Carla was single and had very curly light brown shoulder length hair. Carla was about 5'6", 120 pounds and had a curvy figure. Although she only had small firm tits, Carla had a killer ass, which was my preference in women anyway. During the interview I sensed that Carla really needed and wanted the job so I decided to really test the water. I told her about Cathy and how close we had become and how she took care of my sexual needs. Carla smiled and told me that I would have nothing to worry about because she loved to suck cock and take it in the ass. I couldn't believe my good fortune. We returned to the office and Joan, Phyllis, Tammy and Joyce were all out on sales calls. I locked the office suite door and then locked to the door to my personal office. I turned to face Carla and she was already on her knees and reaching for my belt buckle. She opened my belt and then unzipped my fly before unbuttoning my suit pants. Carla had obviously done this before many times. She then lowered my suit pants to my ankles and then reached for my boxer shorts. Carla hooked her fingers in my boxers and dragged them slowly down my legs. She purposely pressed them against my abdomen as she pulled them down obviously hoping that they would catch my erect cock in the waistband. Carla was successful and as the shorts crossed over my crotch my cock got hooked in the waistband. She stared at my pubic area as she pain stakingly lowered my underwear. As the shorts cleared my cock sprung out and dangled in front of her face. "Oh my look at this," Carla said as she held my cock in her hand, "You have a beautiful cock and I am going to enjoy this and I am going to make you very happy." Carla sucked my cock and caressed my balls. She was a very accomplished cock sucker and she was able to take me deeper than anyone had in the past. I swear I could feel my cock at the back of her throat and she seemed to have the ability to massage my cock head with her throat muscles. She had me racing toward an orgasm and I held her curly hair as I began to face fuck her. Carla reached under my scrotum and lightly touched my perineum which sent me over the edge and I blasted loads of cum in her mouth. Carla rapidly swallowed all of my spunk and then she continued to suck and milk my cock and drain me totally. I sat back in my office chair and Carla sat across from me. As I recovered slowly from a fantastic blow job Carla lead back and unbuttoned her blouse. She was not wearing a bra so her firm pointed tits stood right out like headlights as she pushed her blouse to the side. Carla leaned back and pressed her shoulders back against the chair which caused her fantastic tits to stand out even further. She definitely had great tits and I couldn't wait to see the rest of her. Carla and I talked about the job and I covered more of the details and expectations of the job. Carla was excited about the opportunity and told me that I could count on her to fulfill every requirement. She cupped her beautiful tits and wiggled them at me as she told me of her willingness to satisfy me. I then offered her the job which she accepted and then suggested we seal the deal with a good butt fuck. I was already starting to get hard again when Carla stood up and turned her back to me. She looked over her shoulder and smiled at me as she hoisted her skirt above her waist and displayed her shapely panty covered ass. She wiggled her ass at me as if in invitation to come and get it. Then Carla slid her panties down over her buttocks and let them rest just below her ass cheeks it was a very sexy look. Carla took some lube from her purse and greased her asshole and then finger fucked herself with one then two fingers. My cock was now rock hard and I stood up and moved toward her. Carla leaned over the chair and arched her back which really accentuated her shapely ass. I pushed my cock against her nether hole and it slid into her warm passage. I fucked Carla slowly at first and then I picked up the pace. My thighs were slapping against her buttocks and I held tightly to her hips. Carla used her anal muscles to tighten her hole and she massaged my cock by clenching and unclenching her rectum. I felt my second orgasm travel from my balls up through my dick as I shot wads of cum deep into her asshole. I leaned over her body and grabbed her firm tits and let the rock hard nipples slip between my fingers. Carla continued to use her muscles to milk my cock dry of every drop of cum until I finally softened and slipped from her ass. She was fantastic. I had just received a world class blow job and experienced a great ass fuck. I collapsed back in my chair with my pants and underwear still down around my ankles. Carla pulled her panties up and pushed her skirt back down and then sat back in the chair across from me. She did leave her blouse undone so that I could still see her great tits. She smiled and asked, "Was that satisfactory?" I laughed and replied, "More than just satisfactory!" "Good I hoped that you liked it and now I have something else to show you," she told me hesitantly. "Well let's see it," I quipped. Carla stood up again and lifted her skirt up to her waist. Then she peeled her panties back down to her knees and revealed her smallish cock. Carla was a guy, a transvestite or transsexual whatever they were called. "I just had to show you before this went any further but I wanted you to see how I could satisfy you without a pussy first," Carla admitted. "You certainly had me fooled and you hide it very well," I said somewhat shocked because I had been had. "Are you angry with me?" Carla asked. "No not really but I am still in a little bit of shock," I answered. "Do I still get the job?" Carla asked obviously worried. "Yes you do but we need to handle your employment a little different," I assured Carla. I told Carla I would hire him as an independent contractor and that we would work out the rate to equate to salary and benefits. There was no way that Carla could go through the standard HR hiring process. Carla and I then shared backgrounds for awhile. I learned that Carla was originally Carl and that he had always been homosexual. He decided to transition to a female look when he learned more about female impersonators. He had been taking female hormones so his hair grew and he developed breasts. Also he lost his body hair and his skin was very smooth. He was always small in the penis department so it had been easy to hide it most of the time. Even hard he was only about three inches. I shared with Carla my experiences when I was stationed in Paris. I told him how I had first been hoodwinked by a female impersonator in Pigalle. I shared with him that once I got over the initial encounter I was okay fucking them and letting them suck my cock. Between the transsexuals and the French women I had plenty of sex in Paris. Carla was pleased to hear about my experiences and that I was comfortable fucking him and letting him suck me cock. We agreed to be discreet and not let anyone in the company learn about his true gender. Carla actually looked more feminine than Janey the aerobic instructor. Carla worked for me for about one year and all of our sex was confined to the office when the salespeople were out on calls and we were the only two in the office. On days when all the staff was traveling we would lock the office doors and Carla and I would strip naked. I fucked his ass usually twice and he sucked my cock once. Carla would jerk on his cock when I fucked his ass and he could shoot three of four times. Carla was the only guy I could fuck in a missionary position and still cum. It was probably because of his fantastic tits and I loved squeezing them as I fucked his ass. Carla never traveled with me to other offices and I continued to have my share of encounters with staff in Texas, Colorado and California. Cathy of course was always available in California. The girls in the Chicago office would require assistance from time to time and we traveled together. When on the road with them we would often have sex with each other. The cool thing about the staff was that they were very discreet and we didn't fool around except on the road. When we were in the Chicago office it was all business. Cathy came back to Chicago for a visit and I told her about Carla. She was ecstatic and she insisted that the three of us get together at the Chateau. Cathy was a hot as a firecracker that night and she was so turned on by watching me fuck Carla, she would do anything. Cathy sucked Carla's cock while I fucked his ass. Then she had Carla fuck her ass while she sucked my cock. Later she took me in her pussy and had Carla fuck her in the ass. The remarkable part of the evening was that Carla was in to this and he had no trouble cumming in Cathy's ass or her mouth. Carla eventually moved on to another job but during the time he was there he did great work and was a good sexual partner. CAROL, THE LAST SECRETARY BEFORE THE COMPANY WAS SOLD I met Carol at a client location as she was the secretary for an executive who had purchased our software. It was in the early days that I had sold the product before I even had anyone to cover the territory. Carol was a little bit of a flirt so on one of my trips to Minneapolis I asked her to dinner. We went to a place that had dancing as well as dinner so enjoyed a wonderful meal and then danced late into the evening. As we were dancing Carol warmed to me and cuddled as close as she could get. I began to kiss her neck and nuzzle her as we danced and then at the end of each dance we kissed on the lips. It was getting late and then Carol asked me if I was going to invite her back to my room. There was only one answer and we headed back to my hotel. Carol's car was parked there and she had left an overnight bag in her car just in case. Talk about planning. When we got inside my hotel room I turned Carol toward me and French kissed her plunging my tongue in her mouth. Se kissed me back with enthusiasm and I steered her over toward the bed. I lowered the top of Carol's dress to her waist and bared her flat chest. Carol had no boobs but she had hard little nipples that stuck out about an inch. I sucked on her nipples and she loved it. Carol called out to me as I was sucking her nipples. "If you want boobs I haven't got them." I stopped sucking her nipples long enough to reply, "Don't worry I am a leg and ass man. I am not into big boobs." Carol was thrilled and she couldn't wait to get my cock in her pussy. I went back to sucking her nipples and then I finished undressing her. The dress fell around her ankles and she flopped back on the bed. I eased her pantyhose off her and then her panties. Carol had a cute pussy with a little tuft of brown hair above the opening. She was dripping wet when I slid my tongue across her labia and then worked it into her sweet passage. Carol stiffened and came with a mild orgasm as I slipped my tongue in and searched for her hooded clit. Carol screamed out loud when my tongue touched her clit. Then I pushed her legs further apart and spread her lips open with my fingers. Her erect clit was standing straight out and I bit it lightly with my teeth. Carol jumped with pleasure and moaned loudly. I continued to lick and nibble her clit until she lost it and sprayed my face with her female love juice. Carol tired to push me away but I held her hands firmly and pressed my tongue into her twat. Soon she was pleading out loud for me to stop that she couldn't take it any longer. I stood up and removed all of my clothes as Carol lay on the bed recuperating. Carol looked at my hard cock as I approached her and I could see she was pleased. I moved between her legs and slid my cock in her pussy. She was a little snugger than I thought she might be and I was happy that she could feel my cock on her vaginal walls. I started fucking her slowly but then I needed to cum and I picked up the pace. Carol fucked back at me throwing her pussy up at me as I plunged my cock deep in her hole. We were both fucking frantically now and racing toward our mutual orgasm. I was out of control as my seed flew out of my cock and splashed against Carol's vaginal walls and deep into her pussy. She strained as she too had another intense orgasm and she worked to keep her clit in contact with my cock. We started to move slower and regain our composure. We were dripping wet with perspiration. The two of us rested in each other's arms and I stroked Carol's body. I loved the touch of her skin, her shapely legs and curvy sexy bottom. Carol loved to have her pussy played with constantly then she would get aroused and either she would mount me or I would mount her and then we would fuck again until she orgasmed. Carol orgasmed countless times that night and she seemed insatiable. After my third ejaculation, which was always a stretch for me, I had to resort to my fingers and tongue. We eventually fell asleep in each other's arms. In the morning Carol was ready to go again and I was thankful for my early morning piss hard-on. I could always last a long time before I took my first piss in the morning so I was able to fuck Carol through multiple orgasms satisfying her needs. I got up and left her lying on the bed drained from the intensity of her climax and I went to the bathroom to relieve myself. When I returned to the bedroom Carol was playing with her pussy again and I was ready to get off myself. I crawled between her legs and slipped my cock back in to her wet pussy and we fucked until we both came again. I shot wads of cum into her that morning and surprised myself with the volume and force of my ejaculation. We then showered, dressed, ate breakfast and then departed the hotel. Carol went to her office and I had other appointments before I flew back to Chicago. I continued to see Carol each time I returned to the twin city area and our sex was always intense, exhausting and fulfilling. One day I received a call in the Chicago office from Carol that her company was downsizing and her boss' position had been eliminated. As a result her position was also eliminated. She wanted to know if I knew of any positions open with any of my clients. The timing couldn't have been better as Carla told me that he was leaving and I would then be looking for a replacement. I asked Carol if she would be interested in working for me in Chicago and she couldn't say yes fast enough. She was ecstatic and told me that she could be in Chicago in two weeks. Carol came to town and stayed with me for a few weeks before we got her set up with her own apartment. I had to travel during that time as well so it worked out for both of us. The first weekend together we didn't leave my condo. We had continuous sex and stayed naked for the majority of the time. Carol loved being naked and displaying her lithe body. Even when we watched television or a movie she wanted her pussy played with constantly. It was that weekend that I also started playing with her ass. Carol liked her ass fondled and the anal intrusion of my finger. I always greased her asshole with lube and then fingered her ass as I played with her pussy. I fingered her asshole every time that I ate her pussy. I also fingered her bum when I fucked her doggy style. One time when we showered I washed Carol's ass thoroughly pushing my soapy fingers deep in rectum. After our shower I had Carol get on the bed on all fours and I licked her pussy from behind. Then I moved my tongue up to her nether hole and teased her with the tip. I continued to lick and probe both her pussy and asshole with my tongue and Carol went absolutely wild. She had one of the most intense orgasms I ever saw her have just from the cunninglus and anal stimulation. I told Carol about Cathy and how that was my first time rimming anyone. Carol was intrigued with Cathy's passion for anal sex and she admitted that she had often thought about it but had never tried it. Carol told me that she trusted me and that if I wanted to try it with her that she would. Carol has a perfect bubble ass for butt fucking as it is round and smooth and perfectly contoured for her lithe body. I told Carol that we would work up to it and that I would introduce her to anal toys and stimulation that would loosen her up and bring her pleasure. I really wanted to fuck her ass but I did not want to injure her or scare her away. As Carol settled in to her new role we continued to have torrid sex and I introduced her to more and more anal pleasures. I kept adding toys to our relationship and the ones she enjoyed the most were the anal beads and a vibrating dildo. The first time we used the anal beads I thought she was going to pass out. I ate her pussy and I popped one bead out of her ass at a time as she orgasmed until all six beads were removed. Carol screamed out loud and her body went into convulsions with the intensity of her climax. Carol also loved the vibrating dildo in her ass as I fucked her pussy doggy style. As she became accustomed to the beads we increased the size of them and we would keep increasing the size each time she became comfortable with the intrusion. We had reached the point were we felt she was ready for my cock. That evening I fucked Carol and ate her pussy until she had multiple orgasms and she was totally relaxed. I rolled her over and had her kneel on all fours on the bed. I used my fingers to lubricate her ass putting plenty of the slick substance in her asshole. Carol cooed as I fingered both her asshole and her pussy simultaneously. I placed my hand in the small of her back and pushed lightly so that Carol arched her back and accentuated her curvy ass. I was so ready to fuck her ass my cock was harder than ever and throbbing in anticipation of taking her anal cherry. Three C's of Sexcess Carol felt the thick head of my cock between her rounded buttocks and just outside her nether hole. She knew that it was finally about to happen and she felt her stomach turn with the thought of committing such a depraved act. I put an ample amount of lube on my cock and then added my saliva to it making it as slippery as possible. Once I was satisfied that my cock head was slick enough I introduced to the tight ring of Carol's anus. Carol looked back over her shoulder at me as she felt me pushing my cock against that intimate part of her body. "Please go easy, be gentle," she reminded me. I slowly pressed against her tight opening and noticed that Carol was holding her breath. I told her to relax and breathe deeply as I continued pressing forward. Carol felt the initial thrill of her sphincter being forced open by my thick cock and her first response was to try and avoid the anal invasion. I held her hips and I continued to push forward past her resisting body. Carol's mouth gaped open and she grasped the bed sheets in both hands as my cock head cleared her sphincter and lodged in her anal channel. Carol unintentionally flinched and caused more of my cock to slide inside. She cried out. "Are you okay?" I asked. Carol nodded and then she once again reminded me to go slow. I gave her a few seconds to recover and then pressed forward again and her flower opened up for me. She just needed a few minutes to get used the unfamiliar sensation of being so filled from behind. Carol then responded unexpectedly as she accepted my cock in her ass. So pushed her butt back toward me and then moved forward. She did this for awhile and it seemed as if she were accepting and rejecting my cock at the same time. Finally my cock was buried to the hilt in her ass and we began moving together. I felt my balls slap against her pussy each time I thrust into her hot ass. "Oh, this is so sexy. It feels so good but I feel dirty at the same time. If my parents could only see their precious daughter now," Carol murmured. Carol had been raised by very strict parents and she had always been taught that pre-marital sex was taboo and dirty. I too wondered what her parents would say if they could see their daughter with an 8 inch cock in her ass. Carol's lust took over and she rolled her ass in tiny circles as she was consumed with her first anal fuck. I looked down at her firm buttocks and I marveled at the way my thick shaft stretched her nether hole. I tired to imagine Carol's parents, whom I had never met, standing on either side of her watching as her asshole opened and contracted around my cock. Carol reached between her legs and into her puffy cunt. Her juice was oozing from it and she rubbed her stiff and aroused clit. I picked up the pace and began to fuck Carol's ass with steady full thrusts. She gasped at the new almost unbearable sensation surging through her rectum. There was no pain now but just a glorious feeling of being stuffed with cock. She felt full and a little bloated but the pain had disappeared quickly and the bloated feeling was gone also. Carol loved the taboo feeling of being filled with cock in her ass. The thought of this forbidden act along with her clitoral stimulation pushed Carol closer to yet another climax. I was trying to hold off my threatening ejaculation as Carol's movements intensified with her pending orgasm. We were both perspiring and I held to Carol's shapely buttocks as I slowed my pace slightly in an effort to slow my eruption. Carol groaned loudly as her head dipped down to look between her legs and she pushed back in an effort to get more of my cock in her. "Oh Walt, fuck me. Fuck me in my ass, it's so good so wicked, I love it," Carol cried out. Carol was going wild with my cock in her ass and I had never seen anyone take to anal intercourse with such abandon for their first time. Carol balanced herself on both hands as she thrust backward impaling her ass on my thick cock. I knew that I could not hold out much longer. I reached around with one hand and found Carol's pussy and engorged clit. With the other hand I squeezed the rock hard nipples sticking out from her flat chest. Her clit throbbed as it clamored for attention and her pussy clenched my fingers as it released her warm love juice. The points of her nipples were excited beyond desire and my cock was clamped in her well stuffed bottom. Carol was out of control as all she knew at this point was that she was being fucked up the ass with a very thick cock and it felt fantastic. She was on the verge of her most intense orgasm ever and she struggled frantically seeking her climax. A few more seconds of rubbing her stiff clit sent Carol into a mind blowing orgasm. Her body stiffened and then spasmed out of control as she moaned loudly and struggled to breathe. The intensity of her climax was too much for me and I grunted as I shot my spunk into her forbidden tunnel. Carol's eyes flew open in surprise as she felt my hot thick semen rush into her rectum and splash off her bowels. Her face was pure ecstasy as she turned to look at me as my cock continued to spurt its sticky fluid up into her. "Give it to me, cum in my ass, oh I can feel it. it's so good so nasty," Carol cooed as she was overcome with passion Carol fell forward on the bed as I continued to marvel at the beautiful ass that I had just deflowered. As she lay before me she clenched and unclenched her ass muscles causing cum to ooze out of her asshole. It looked like a small spring as the semen intermittently bubbled up and trickled out of her ass between her ass cheeks and over her puffy pussy lips. I stayed hard and stroked my cock as the last tiny drops landed on her ass. I then realized that I was going to stay hard and I decided to try and fuck her ass again. I told Carol that I wanted to fuck her ass again and in an almost business like fashion she pushed her self back up on her knees. She turned her head to the side and smiled at me waiting for the second penetration. I pushed my still erect slippery cock into Carol's now gooey asshole. Carol felt her sphincter being stretched again but this time she enjoyed the sensation of her ass being filled with my thick cock. As I pushed inside her my spunk from the previous ejaculation was squelched almost obscenely with my cock. My previous deposit squeezed out around my shaft and oozed from Carol's asshole running down between her buttocks and plopping on the bed sheets. Carol was an extremely hot woman and her fucking technique was incredible. I stayed crouched behind her and placed my hands back on her hips as I fed my long thick cock deep into Carol's accommodating back passage for a second time. Carol pushed her hips back at me and her bodies slapped loudly together. "Yes, yes, oh I love it. Fuck my ass with your hot cock," Carol yelled to me and then she cried out, "Make me cum again fuck my ass with that big cock." As before Carol lowered her head to the bed and turned it to the side as she grasped the bed sheets. But this time she grabbed the sheet in the thrones of passion and not because of apprehension. I could feel her taut muscles massaging my shaft in her ass as I held on to her slim waist and I caressed her curvy firm ass cheeks. Her sphincter grabbed the base of my cock as she worked her lithe athletic body. Carol was an incredible sex partner who had just turned into a fantastic ass fuck. I knew that I was getting close to losing it again as Carol manipulated my pecker with her undulations and muscles and that I would soon be adding more semen to join my previous load in her ass. Carol had her hand back on her clit and rubbed herself frantically as she had another violent orgasm thrashing and panting wildly. I felt my seed travel along my scrotum and then spurt into the recesses of her ass. Carol felt the second ejaculation shoot into her bottom and she wallowed in the feeling of the warm liquid once again soothing her ravaged ass. Carol squeezed her ass muscles extracting every drop of cum from my cock until I went soft and slipped from her hot gooey ass with an audible pop. Carol collapsed face down on the bed and savored the moment. She knew now that she was hooked on anal sex and that she could expect to be ass fucked regularly from now on. I flopped next to her and held her to me as we kissed and rested. "I never thought that I could get so turned on from anal sex. It was incredible I felt like I would never stop cumming. The feeling of your hot semen shooting into my ass was unbelievable. I never expected it to feel so good just from being so full," Carol murmured as we lay together. "I am so glad that you liked it as you know I loved fucking your ass," I replied. Carol then cuddled back up to me and we dozed in each other's arms. Later we had vaginal sex as Carol rode my cock until she came and collapsed on me as I shot another wad in her pussy this time. For the next two years Carol and I had a very steamy relationship. Carol brought sex into the office but only when we were by ourselves. She would lock the office suite door and then come into my office and lock my door. Carol would then pretend to show me something important and she would come around to my side of the desk and lean slightly forward. Carol always wore mini skirts that showed off her shapely legs and blouses or sweaters that ended at her narrow waist. 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. Carol 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. Carol 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. Carol jumped involuntarily when she felt my hand on her pussy. "Your panties are very wet Carol. Would you like me to take your panties off you?" I teased her. Carol 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. Carol 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. Carol 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. Carol squirmed under the touch an emitted a soft groan. I started to push Carol's skirt up but she stopped me and then she took it off. It was a wrap around mini 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 Carol'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 between the cheeks or her ass and massaged into her nether hole. Then I fingered Carol'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," Carol pleaded. I continued to work her ass and pussy and within minutes she had her first orgasm. Carol 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," Carol murmured. I then eased my cock into her pussy and fucked her from behind until she 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. Carol 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 Carol's ass but only after she had cum herself two or three times. Carol 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 worked in without her skirt and panties looking very hot in just her hose and blouse. Once she brought one of the dildos with her and put it in her pussy so that when I took off her panties I would find it. Carol liked being fucked in the ass and having her pussy filled with the fake cock. On days when we would be the only ones in the office I would pick Carol up at her apartment. I would arrive early while she was still in bed and then I would undress and join her. We had morning sex before we left her apartment for the office. On the way home Carol would remove her panties and I played with her pussy. Once we reached the apartment we were both very hot and we went inside and fucked like rabbits. Carol had really adapted to anal sex and I came in her ass at least once every time we were together. She still loved the anal toys as well especially the beads. Carol picked up a unique dildo that had two cock heads on a handle. It looked like a big letter Y. Carol would put one cock in her pussy and the other in her ass for double penetration. Sometimes we would be in a 69 position and she would suck my cock as I double fucked her with the dildo. Carol went wild and juiced all over the fake cock as I filled her mouth with cum. There seemed to be no end to her creativity and willingness to try new things although she had no interest in bringing other sex partners into our relationship. Our company was acquired by a larger software company and I did very well having an equity position with the firm. Of course most of the administrative jobs were eliminated and only the technical staff was absorbed by the new company. I decided to take some time off and travel around the Caribbean. I love to scuba dive and hang out on the beach. Carol joined me for a couple of weeks and then she planned to return to the twin city area. We stayed at all inclusive resorts with clothing optional beaches while she was with me. We stayed naked most of the time and we had fantastic sex as we brought our sexual relationship to a close. I never contacted any of the secretaries again nor did they try to get in touch with me. I had terrific memories of great sex and creative encounters. After my six month sabbatical in the Caribbean I ended up back in Corporate America with an Executive position but I still look at the previous seven years as the best in my life for a lot of reasons but the top three were Cathy, Carla and Carol. By the way I had a great time in the Caribbean and I met some very cool people. I hung out with the dive masters and their staffs most of the time but I also met some very hot ladies on vacation. But that would be another story.