Office Sex is the Best

When I was finished I pulled out of her ass as Cathleen collapsed on the bed utterly spent. I slumped down next to her quivering body. I looked over at Cathleen and I noticed my seed oozing from her asshole. It resembled a natural spring as the semen just seemed to bubble up as she tried to relax her anal muscles.

Cathleen and I got up, showered and returned to the Jacuzzi where we soaked our aching muscles. After the Jacuzzi I offered her a massage which she gladly accepted. I had her lay face down and worked her back, legs and buttocks. Not so surprisingly I got an erection as I massaged and fingered her ass again. Very surprisingly I came a second time that night when I fucked her ass again. After the ass fuck I rolled Cathleen over on her back and continued the massage this time working her tits, abs, legs and pubes. I finished her off with another thorough pussy eating which had her screaming my name and humping my face with her volcanic orgasm. After that we were really spent and had just enough energy to shower, dress and drive home.

ANOTHER WOMAN JOINS IN

Cathleen 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 that she was plenty for me by herself. I asked her what she had in mind. Cathleen 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," Cathleen said with her sexy demur.

"Well I am all for it if you want to," 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," Cathleen suggested.

"Sure why not, let's see what happens," I agreed.

Janey was in her late twenties, cute and solidly built. She and Cathleen had hit it off in aerobics. Cathleen knew that Janey dated so we guessed that she was bi-sexual. When I met Janey I was impressed with her physical presence. Janey was not fat but she was solid and although she didn't have Cathleen's curves she was somewhat appealing. So on Thursday night after aerobics Cathleen 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. Cathleen 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 Cathleen and I were so sexually active and it seemed to turn her on. Cathleen 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 Cathleen took Janey by the hand and said, "Let's you and I get better acquainted."

Cathleen led Janey to the center of the room where she embraced her and kissed her and Janey kissed her back. Cathleen began to undress Janey. She unbuttoned Janey's suit jacket and removed it, then she unbuttoned Janey's blouse and removed it as well. Cathleen was pleased to see that Janey did not wear a bra and she gently massaged the girl's tits. Cathleen 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 Cathleen's first time with another woman.

Cathleen'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 Janey, Cathleen continued to caress Janey's tits with her hands. Cathleen trailed her kisses down Janey's face and throat back to her breasts. Cathleen lingered at Janey's breasts momentarily and then descended across her abs to her waist. Cathleen unhooked Janey's skirt and slowly lowered it to the floor. Cathleen 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. Cathleen teasingly slowly lowered Janey's thong down her legs and then removed it as she had her skirt. Janey was trembling with desire but Cathleen made Janey wait as Cathleen 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. Cathleen then rolled Janey's thigh nylons down and off her legs. Janey was dripping with desire and her pussy was oozing her excitement. Cathleen took one swipe of Janey's pussy with her tongue and then stood up.

"Now you may undress me," Cathleen said as if giving Janey permission.

With her hands shaking due to her uncontrollable lust, Janey began to undress Cathleen. Cathleen was wearing a black dress and it fell to the floor as Janey unhooked and unzipped it. Cathleen stood there in her bra, panty and nylons and she was a specimen of beauty. Janey unfastened Cathleen's bra and her pert breasts stood out. Janey took Cathleen's tits in her hands and massaged them emitting a pleasurable moan from Cathleen. Janey salivated over Cathleen's firm luscious tits with their dark engorged nipples. She sucked on Cathleen's nipples as she molded the pert firm globes in her hands. Janey fell in love with Cathleen's small firm tits.

Cathleen reminded Janey that there was more and Janey next removed the nylons. They were thigh highs with elastic tops just as Janey had worn. Janey remained on her knees after removing Cathleen's nylons and stared directly at her panty covered pussy. Janey then grabbed the panty at the waistband and slowly unveiled Cathleen's treasure. Janey grasped Cathleen's firm fleshy ass and pulled Cathleen toward her face. Janey then buried her face in Cathleen's bush and licked frantically at her pussy. Cathleen moaned with pleasure but then she reached down and pulled Janey to her feet.

"Let's pleasure each other," Cathleen 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 Cathleen had a large clit and it was like sucking a tiny dick. Cathleen 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 Cathleen felt the presence of my body on the bed as and I got behind Cathleen.

"Don't worry, she loves it in the ass," I told Janey.

I eased my lubricated cock into Cathleen's asshole and I knew that Janey could witness the anal penetration. Janey and Cathleen continued to eat each other's pussy with a fury as my dick fucked Cathleen's ass and I raced toward my orgasm. I fired a huge amount of cum in Cathleen'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 Cathleen's face.

Cathleen got up and retrieved her surprise for the evening a double headed dildo that was easily 16" long and 5" around. The dildo had two realistic looking cocks at either end with a large set of fake balls in the middle. Cathleen 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 Cathleen pulled my cock from her just as I was ready to cum and popped my dick in her mouth. Cathleen 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 Janey to taste my sperm on her lips. Later I fucked Cathleen doggy style as she ate Janey's pussy and then Janey ate Cathleen as I fucked Janey doggy style.

In the coming months the three of us had sex together often. Cathleen taught Janey how to suck cock but Janey would never let me cum in her mouth. Janey and Cathleen would pass my cock back and forth and when it was time to cum Cathleen 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 Cathleen was a great ass fuck. Janey later found a steady boyfriend and our affair were her stopped.

SEX ANYWHERE AND ANYTIME

Over the next several years up to the end of 1989 Cathleen and I continued our affair. We continued to have sex in the office, car 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 Cathleen 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.

There was no shortage to our imagination and willingness to have sex in public as well as private places. Cathleen, I was to learn, was somewhat of an exhibitionist. She loved to be totally naked in private places and was really turned on by the chances we took in public places. She loved it when I ran my hands under her skirt and inside her panties. She loved it when I pulled her leotards down to her knees and played with her buns and pubes. Cathleen could never seem to get enough of my cock. She loved to fuck me, suck me and have me fuck her ass.

I was always concerned about the possibility of someone walking in on us even though the office door was locked. Staff from facilities and security had master keys and they could easily enter my office. It was one of the reasons we were never totally naked in the office. If someone did try to enter the office we could be dressed before the door opened. However, Cathleen wanted to expand our office sex beyond oral sex and fingering. So I picked up a door brace at the hardware store and we used that to keep any intruders out.

Cathleen would enter my office close and lock the door and then put the door brace in place. Then she would stand next to me and hold her skirt up while I pulled her panties down and off her body. She then moved to one of the chairs in my office and sat in it with her legs splayed and her pussy on display. I moved over to her, dropped my pants and undershorts and put my cock in her pussy. I fucked Cathleen until she came several times. Sometimes I would cum in her pussy and other times I would fuck her ass. Cathleen would kneel on the chair with her skirt thrown up over her back and her beautiful ass pointed at me. I took the lotion from my desk and lubed her asshole and my cock and then fucked her until I filled her ass with my seed. I kept towels in the office and we would both clean ourselves up and then get dressed.

Cathleen loved our games and she loved to act as if it were the first time each time. She would stand by my desk acting innocent and awaiting my move. I slid my hand up her leg and I felt her tremble slightly as we had played this game before and she knew where it was going. I let my hand ride about and down her stocking covered leg for a few minutes. Then I let my hand wander above her knee and past the top of her elastic top hose. Cathleen shivered as my hand touched the bare skin of her thigh. I caressed both of her thighs and I could tell that she was getting hot. The back of my hand brushed against her panty covered pussy and I could feel that the panties were soaked with her excitement. Cathleen moved her legs wider apart causing the skirt to tighten around her shapely ass. I rubbed her inner thighs between her legs and flicked my fingers over the material covering her vulva. Cathleen jumped involuntarily when she felt my hand on her pussy.

"Your panties are very wet Cathleen. Would you like me to take your panties off you?" I teased her.

Cathleen nodded and gasped, "Yes, please take my panties off."

I eased her panties down over her buttocks, past her thighs and then let them slide to her ankles. Cathleen stepped out of them and I put them on my desk. I returned to fondling her ass and thighs and I soon had her squirming with desire. Cathleen moved her body as if she were trying to get my hand near her pussy so I slid it between her legs and stroked the outer lips of her labia. Cathleen squirmed under the touch an emitted a soft groan. I started to push Cathleen's skirt up but she stopped me and then she took it off. It was a wrap around skirt and she had it off in an instant. She looked so sexy standing there leaning forward slightly on my desk. Her cute ass was framed by her thigh high hose and her short blouse ending at her waist line. She actually looked hotter by keeping the blouse on.

I ran my hands all over Cathleen's ass, thighs and pubes feeling her wet pussy. I slipped my finger into her vagina and then added a second one. I took some lotion from my desk and I pushed a finger between the cheeks of her ass and massaged into her nether hole. Then I fingered Cathleen's ass and pussy at the same time. She was going wild with the double penetration and cried out to me.

"That's it finger me, play with me. Make me cum, please make me cum," Cathleen pleaded in a deep whisper.

I continued to work her ass and pussy and within minutes she had her first orgasm. Cathleen held onto the desk with both hands as her body jerked and spasmed with her climax. I worked my fingers in and out of her holes as she clenched and relaxed her vaginal and anal muscles tightening herself on them. I pulled my fingers from her holes and I stood up behind her. I dropped my pants and boxers to my ankles and brought my rock hard cock to her buttocks. I let it rest against the hot flesh of her ass and I leaned over and whispered in her ear.

"Where do you want it first today? Do you want it in your ass or do you want me to fuck your pussy first?" I teased her and then licked her ear.

"Fuck my pussy first and then my ass. I want you to cum in my ass," Cathleen murmured.

I then eased my cock into her pussy and fucked her from behind until Cathleen orgasmed once again. Then I moved my cock to her ass and fucked her for a short time before I unloaded my semen in her anal canal. Cathleen looked so hot leaning over the desk with my cock sliding in and out of her asshole that I just couldn't prolong my ejaculation any longer. I leaned over her and she milked my cock dry until it softened and popped out of her ass.

Our sexual encounters in the office usually ended up the same way, with me cumming in Cathleen's ass but only after she had cum herself two or three times. Cathleen would surprise me from time to time. One day she leaned over the desk and as I ran my hands up her legs I discovered that she had already removed her panties. Another time she just walked in and immediately took off her skirt and panties. Without her skirt and panties she looked very hot in just her hose and blouse. Once she brought a dildo with her and put it in her pussy so that when I took off her panties I would find it. Cathleen liked being fucked in the ass and having her pussy filled with the fake cock.

Some days when she needed a ride to work I would pick Cathleen up at her house. On the way to the office Cathleen would remove her panties and I would play with her pussy. Once we reached the office we were both very hot and we went inside and fucked like rabbits. Cathleen had really adapted to anal sex and I came in her ass at least once every time we were together. She loved the anal toys as well especially the anal beads.

One time at the La Chateau, Cathleen brought a unique dildo with her that had two cock heads on a handle. It looked like a big letter Y. Cathleen 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. Cathleen 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. However she never showed interest in adding another man to our encounters.

Over the five years we had sex frequently at least once and sometimes twice a week. I was recruited by a firm in California and accepted the position. Cathleen elected to stay in Chicago although I offered her a position as my assistant with the California firm. I missed Cathleen but at the same time I cleaned up my act and eliminated any extra-marital activities. I still think back to those years with Cathleen who made sex in the office the best.