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.