Three Years Of Great Discreet Sex

Then I stood up and retrieved the lubricant from my desk top and applied it to Cathleen's anal passage. Cathleen squirmed when she felt the cool lube enter her ass and the goose bumps returned on her bottom. Next I eased my finger into her ass and pushed it all the way in to the last knuckle. Cathleen's body went rigid momentarily as she adjusted to the anal penetration. I finger fucked her ass slowly and I felt the passage loosen up around my finger. I added my middle finger and ring finger to her pussy and then finger fucked both of her holes simultaneously.

"Oooh, agh," Cathleen moaned with pleasure.

I added more lube and then I took the butt plug from my desk and inserted it in her ass. Cathleen again groaned as the plug spread her anus and then disappeared in her rectum. Her sphincter instinctively closed around the rubber plug. I stood up and had Cathleen turn around to face me. Cathleen knelt down on the carpeted floor and pressed her buttocks against the front of my desk. Then she reached up and unzipped the fly to my trousers to free my throbbing erect cock. She fished my cock and balls out of my boxer shorts and trousers holding it her hand. Cathleen stared at my impressive member for a few seconds before she began to lick up and down the shaft. Then she covered my cock with her sensuous mouth.

"That's it babe, get my cock hard and wet for your ass," I whispered excitedly.

Cathleen had a talented mouth and it didn't take long to bring me to the height of desire. I lifted Cathleen back to a standing position and had her turn toward my desk again. I lifted up her skirt and placed it on her back as she leaned over my desk. Then I pulled the butt plug from her ass and we both heard the audible pop. Moving closer to Cathleen I let my cock brush against her buttocks and then positioned my cock head against her anus. With a gentle but firm steady push my cock spread her flower and the head disappeared in her asshole.

"Not too deep at first and then deeper," Cathleen reminded me placing her hand on my thigh.

Cathleen said that every time that we had anal sex even though I was always gentle with her. I slowly fucked her ass letting my cock go a little deeper each time. I was in no hurry to sink my cock all the way in her ass and I loved to watch it slide in and out between her beautiful hillocks. Cathleen groaned each time I went a little deeper but her groans were in pleasure not discomfort. My cock eventually slid all the way in and my pubic hair brushed against her buttocks. I held her lovely ass in my hands as I fucked it slowly never wanting it to end.

As much as I wanted to fuck her forever in this position I felt my release start to build. Cathleen was frantically rubbing her clit and fingering her pussy in search of her own orgasm. She would usually manage to have at least one orgasm before I ejaculated and that day was no different. Cathleen moaned out loud when she climaxed and her sphincter muscles tightened around my cock. Her body thrust up and down and she rolled her ass when she came. I held to her buttocks and picked up the pace fucking her. Then I felt my pending release.

I pulled my cock from Cathleen's ass and aimed it at her anus and buttocks. The first stream hit her right on her anus and then the subsequent streams landed on her back and buttocks. I then pushed my cock back in her ass and Cathleen milked the remaining cum from my cock. She handed me the towel and I wiped her back and buttocks clean as my cock softened in her rectum. My cock eventually slipped from her ass and I wiped it clean with the towel and then I wiped my seed from her anus.

Cathleen stood up and pulled her panties back up and smoothed out her skirt. I tucked my cock and balls back into my pants and zipped up my trousers. Cathleen smiled at me as I opened my office door and then she returned to her desk. I checked my watch and saw that it was almost noon and time for lunch.

"Where would you like to eat today?" I asked Cathleen.

"How about Carmella's, I'm in the mood for Italian," she replied.

"Carmella's it is," I agreed.

Cathleen and I left the office and dined at Carmella's restaurant. Our anal sex on Wednesday mornings was just part of our office routine. We followed the same ritual every Wednesday and we never tired of it. I always ejaculated on Cathleen's body and not in her as it was neater that way. Otherwise she would be sitting down with an asshole full of cum the rest of the day. The two of us had a leisurely lunch and then returned to the office about 2:00 PM.

SEX IN THE CAR

Sometimes Cathleen would need a ride home and when did, we would work late into the evening and then drive to her house in the dark. As we drove I looked at Cathleen as she shifted in her seat pulling her dress up showing more of her upper thighs and the elastic tops of her stockings. She smiled as she gradually opened her legs more giving me a glimpse of her inner thighs. Then she reached under her dress and removed her panties.

As I reached across the car seat Cathleen arched her back a little then spread her legs further apart, giving me access to her genitals. My fingers began slowly teasing her clitoris and then caressing the folds of her labia. My index finger pushed its way between the textured folds to pause over her sensitive bud and it caused an involuntary gasp to escape her lips as she felt the gentle touch. Her legs jerked slightly to allow my hand easier admittance to her vagina as I pressed my hand between her trembling thighs and gently kneaded the soft flesh of her slippery vulva. I continued to wiggle my finger about inside her juicy passageway before her groin started to clench and spasm sporadically. I could feel the warm fluid seeping from her aroused sex and I forced my hand harder against her cunt. Cathleen gave a muffled cry, clamping my hand between her legs against her pussy, as the orgasm slammed into her.

My arousal was clearly evident as the bulge at my pelvis was enormous with my dick straining at my trousers. As her orgasm subsided Cathleen couldn't resist reaching into my lap and squeezing the hardness beneath the fabric of my pants. She fondled my stiffened cock and then slowly traced the outline of her lips with her tongue. Cathleen reached for the zipper of my pants and tugged it downward, putting one hand inside the gap to retrieve my engorged organ. She slowly lowered her head to flick the top of my penis with her tongue. I released an involuntary sigh as the she took in as much of my cock as she could and returned to lick the head, lapping away at a trickle of pre cum.

Cathleen continued sucking vigorously on the length of my shaft as my orgasm erupted. My hips jerked uncontrollably as I struggled to keep control of the car but she never released her grip. She swallowed all of my creamy discharge and when I eventually stopped cumming she pulled her head away. Some of my fluids dribbled down the side of her mouth but she quickly swiped it away with the back of her palm and licked it clean.

I pulled up in front of her house minutes after cumming in her mouth. "I am really enjoying these rides home," she teased.

"As if I don't," I retorted.

Cathleen got out of the car and I drove back to my home. Those rides didn't happen that often but they were always exciting when they did.

EPILOGUE

Cathleen and I carried on our affair for almost three years. We always had great sex together and we always kept it interesting. Cathleen was adventuresome and sometimes she was too daring. She and I went shopping one day and she gave me a blow job in the store's fitting room. We weren't caught but we got some suspicious stares when we left the store. Then there was the time at our office Christmas party when we had sex in a vacant meeting room.

We both faked having to go to the bathroom and ducked into a vacant meeting room at the hotel. Cathleen was wearing thigh high hose and she had her panties off in seconds after entering the room. I fucked her hard and fast and she had multiple orgasms before I came. She had me cum in her mouth so that she did not have to return to the party with a cunt full of semen.

There was one week when Susan and Jerry were going to be gone from Sunday night until Friday night. Cathleen suggested taking some time off and spending it in the Caribbean. I was all for it as I loved to SCUBA and I could get some dives in while she baked in the sun. Susan ironically was pleased that I was going diving but of course she had no idea that I would be muff diving too.

Cathleen and I took an early morning flight to Key Largo and I spite of the early hour Cathleen sucked my cock in the lavatory. Later in the flight I returned the favor and the flight attendant smiled at us when we returned to our seats. We arrived at the hotel by noon and since check-in was at 4:00 PM, we changed into our bathing suits and stored the luggage with the bellman. We sunbathed until 6:00 PM and we continuously coated our bodies with suntan lotion. Every so often we would wade out into the water up to our waists. At one point Cathleen was so horny from me rubbing lotion on her that we fucked in the sea. She pulled her bikini bottom to the side and fished out my cock.

Cathleen wrapped her legs around mine and guided my cock into her snatch. The buoyancy of the water made it easier for me to balance her and for the first time in my life I fucked a woman in the water. We were far enough from shore that we probably appeared as a couple of love birds cuddling but she was working her pussy on my shaft. Cathleen had multiple orgasms but I didn't cum. That was fine with me because I would fill her rectum later.

After our day on the beach we went to our room. The luggage had already been delivered but before we did anything else I took Cathleen's ass. We stripped off our bathing suits and tumbled into bed. Our lotion covered bodies came together and we were two oily people ready for sex. Cathleen wasted no time getting on all fours as she knew what I wanted and within minutes my cock was skewering her ass. I was very charged and I ejaculated into her ass quicker than normal.

Next I massaged Cathleen's body beginning with the front and finishing her off with a good cunt lapping. Then I fucked her pussy until she begged me to stop. She rolled over at my urging and then I massaged the back of her body spending a long time on her ass. I lifted her by the hips and slipped my cock back in her ass. After cumming in her ass a second time we both took a bath together. It was hysterical as we were both sliding around in the tub due to our oil covered bodies.

We finally got around to unpacking and called down for room service. After the food was delivered we sat in bed naked, eating and watching TV. Cathleen rode my cock once more before we retired and then we went to sleep. I knew that in the morning that she would be riding my piss hard-on again. Cathleen liked to be naked and fuck more than anyone I had ever met in my life.

The getaway routine was the same almost every day. We would fuck in the morning and then I went SCUBA diving in the afternoon while Cathleen sunbathed on the beach. Later we would have a nice dinner and than I would fuck her ass cumming in it twice before we went to sleep. On the last day I skip diving since I would be flying within twenty four hours. That day we had sex in the morning and sunbathed on the beach in the afternoon. We even had sex in the sea again with her having multiple orgasms. On our last night we had a marvelous meal with an abundance of wine.

However the wine did not deter me from fucking Cathleen in the ass two times before we went to bed. In the morning we had sex again with her riding my piss hard-on and after I relieved myself I took her hot curvy ass again. On the flight home we did the mile high club thing again in the lavatory. By the time we arrived home we were both refreshingly drained from the great sun and fantastic sex we had that week.

Cathleen eventually left the company when she moved to California with Jerry. The two of them married months afterward and I also proposed to Susan. Susan and I got married and within two years started our family. I never heard from Cathleen again and I never tried to find her but I still had fond memories of the great sex we had together over that three year span.