On Tuesday morning Cathleen rolled over as she was waking up and cuddled with me. Her hand found its way down to my pubes and she was pleased to find my cock stiff and ready. She stroked it for a few minutes as she loved to play with it. Minutes later she straddled me and lowered her moist pussy onto the shaft. She gradually let it fill her vagina and emitted a sigh of pleasure.
"I love this," she whispered.
I had taken a pill that night before and I knew I would be able to stay hard as long as she rode me. She began to move slowly and I reached up and toyed with her small breasts and stiff nipples. It took her longer to achieve an orgasm these days but she cherished every minute my cock was in her. Her movements gradually increased and I sensed she was getting close. A few more rapid thrusts and then her body went rigid right before she cried out and collapsed on my chest.
"Oooh, oooh, hold me," she called out bringing back memories of our morning sex.
Her body covered mine and I hugged her tightly for a few minutes. My hands then slid done her back and found her shapely bottom. I gently squeezed and fondled her sweet cheeks as she gradually recovered from an intense orgasm. We were in no rush to separate and I loved fondling her ass. Several minutes passed before she spoke.
"Do you remember the first time we had morning sex?"
"Of course I do. It was the first time we had ever spent the night in bed. It was when you attended that seminar and as I recall we had sex every morning."
"Right and I loved those four days we were together. It was a great way to start each day."
"We did okay in the evening too."
"For sure, that's when you took good care of my pussy and finished in my ass. It was an exciting time."
As we recalled the time at the seminar, my cock stayed hard and she sensed it would stay that way for a time longer. She began to move on it again and it seemed like she rode me for an hour before she climaxed again. Once again I caressed her and fondled her lovely ass as she lay on top of me.
"I guess those pills really do work."
"I may have overdone it but I took one last night before we went to bed. I wanted to be able to sustain an erection for you this morning."
"Well you did a good job. I have to use the bathroom now and besides my pussy is a little sore. I haven't fucked that much in a long time."
"Maybe, I should kiss it and make it better."
"Maybe later but right now I have to pee."
Cathleen got off of me and out of bed. I marveled at her shapely ass once again as she ducked into the bathroom. Once she was done it was my turn. I made lattes again that morning and we sat on the balcony and reminisced about our love affair 25 years ago.
RECALLING SOME FAVORITE TIMES
"What was your favorite impromptu encounter," she asked.
"I think it would be the first time you walked in my office, closed and locked the door and had me stand up. You dropped to your knees, unbuckled my belt, unfastened my pants and pulled them along with my underwear down to my ankles. Then you gave me one of your incredible blow jobs. You had me hard instantly and within minutes I was cumming in your mouth. We didn't have time for me to reciprocate but that didn't bother you."
"I remember that. I was just in the mood to suck your cock. You had a meeting to go to and I decided to do it before you left."
"What about you Cathleen, what was your favorite impromptu act?"
"There were a couple but I think my favorite was the time I brought some papers in for you to sign. As I stood alongside of your desk pointing out the places to sign, you ran you hand up my leg and under my skirt. You stroked my leg for several minutes and then it moved above the top of my hose to the bare skin. I knew where this was heading so I quickly closed and locked the office door and then returned to your side."
As she replayed that encounter in detail my mind returned to that very time. I heard her voice but not the words as I visualized everything we did that day.
I had slid my hand up her leg and I felt her tremble slightly. I let my hand ride up 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. 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 felt that the panties were soaked with her excitement. She 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.
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 and emitted a soft groan. I started to push her skirt up but she stopped me and then she took it off. It was a wrap around 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 between the cheeks of her ass and massaged the lotion 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.
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.
I stood up and dropped my pants and underwear to my ankles and then I eased my cock into her pussy and fucked her from behind until she orgasmed again. Then I moved my cock to her ass and fucked her for a short time before I unloaded my semen in her bottom. She had looked so hot leaning over the desk with my cock sliding in and out of her asshole that I couldn't prolong my ejaculation. I leaned over her and she milked my cock dry until it softened and popped out of her ass.
I stepped away from her and retrieved paper towels and wet wipes from my desk. We cleaned up the best we could using paper towels and wet wipes.
"Did you hear a word I said?" She asked snapping me out of my day dreaming.
"Yes but then my mind wondered and I replayed that encounter in my mind. It was very hot and impromptu."
Noticing that my coffee cup was empty I decided to make some more lattes. "Are you hungry yet," I asked.
"A little, I'll have some fruit and another coffee."
I made the lattes and brought out some fruit and breakfast bars. "So where were we?"
THE RISKIEST ENCOUNTERS
"What would you say was the riskiest place we ever had sex?" she asked this time.
"Well certainly the office and the car are right up there but for me it was at the corporate Christmas Party at the Drury Lane Conference Center."
"Good choice and that is my second pick. I remember it was after dinner, everyone was drinking and dancing. You danced with me and Terry was drunk. You told me to meet you out in the hallway. I told my husband that I had to use the ladies room. He was so drunk that he had no idea how long I was gone."
"I remember that one of the small meeting rooms had been left unlocked. I had discovered that when I went to the bathroom. We ducked inside the room and I had you sit on the table. I lifted your black cocktail dress up and exposed your hose, garters and panties. You had worn your panties over your garters so I took them all the way off. I was hard by the time I dropped my pants and I slipped mu cock in and fucked you."
"God I was so hot that night that I orgasmed twice before you turned me around and fucked me from behind."
"I kept staring at your ass framed by the black garter belt and it looked so incredibly hot that I had to have it. You had lotion in your purse and gave it to me. I greased you and my cock and then slid it right in your ass. Once I was in your ass I didn't last long but you told me not to cum in your ass. I pulled out and shot my load on your buns and then put my cock back in your ass until it went soft."
"I didn't want to return to the party with a load of cum in my ass. You were cool about using your handkerchief to wipe the sperm off my buttocks."
"It was really a pretty hot thing to do and pretty risky. We left the room one at a time and returned to the party separately. What is your favorite risk taker?"
"It has to be the time in your car when we had sex just a few blocks from my house. You gave me a ride home after we stopped for a few drinks. Terry was home with some of his coke sniffing friends and I didn't want to go in the house while those guys were there."
I also remembered that night very well. We had got in the back seat of my car after parking in a very dark area blocks from her house. She slipped off her panties and I lowered my pants and underwear. She had immediately splayed her legs and welcomed me to her pussy. I burrowed my tongue as deep into her as I could and then I just sort of licked and sucked my way up. When I got to her clit I used the very tip of my tongue to tickle it. I flicked my tongue over it once and then I explored the folds of flesh on either side of it. Moaning and she had arched herself so that her clit stuck out even further like a little cock. I licked it once more before I took it between my teeth and gently nibbled it.
Cathleen went wild and started bucking and moaning loudly. She had pulled my head to her pussy as she cried out in ecstasy. I had sucked her clit as deep in my mouth as I could and she had humped my face for all she was worth. I was always pleased 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 she came but she had gone limp, her body in spasms. I moved between her legs and I eased my dick into her pussy and began to fuck her slowly. Soon my cock was sliding easily in and out of her and we picked up the pace. She had wrapped her arms around my back and her legs around the back of my legs. She arched her back as she humped me hard and fast and I made sure that my cock stayed in contact with her clit as I plowed her cunt. We fucked hard and long working ourselves toward an exhaustive state.
She tensed up wrapping her arms around my back and her legs around the back of my legs in a vice like grip. I held her trembling body tight and I could feel her drench my cock with her pussy juice. I had remained still with my cock still in Cathleen's pussy as she uttered unintelligent moans and sounds and her body quivered. Her vagina muscles were involuntarily squeezing and releasing my cock. We were oblivious to our surroundings, where we were and what we were doing.
We rested for several minutes and at that point I was anxious to get at her ass again. I moved her to all fours with her ass elevated and she placed her head on the car seat turned to one side. I started playing with her pussy and her curvy ass lubricating her asshole with her own cunt juice. Cathleen had reminded me to use the lotion before I fucked her and handed me a tube from her purse. I was pleased that she was prepared to get her hot ass reamed again. I took the lube and put an ample amount in her bottom. Cathleen had moaned and cooed as always as I fingered her pussy and her asshole simultaneously. I had felt my cock stretch the resistant sphincter muscles. My dick head burrowed in and her tight passageway soon yielded to the pressure of my cock. Cathleen moaned as my dick filled her asshole.
I had fucked her with long and deliberate strokes until my cock was sliding easily back and forth in her ass. I caressed her shapely buttocks as I watched my cock move in and out of her rectum. I loved the way my cock wormed around inside of her curvy ass. My hands freely roamed her body and I pulled her hips drawing her backwards. I reached for her pussy to finger fuck her and diddle her clit. My fingers searched for the familiar feel of a woman's G-spot while my thumb rubbed her clit. I felt my cock inside her ass swell up and I started pumping faster. Within minutes I knew that Cathleen felt the warm fluid being squirted inside her rectum and she immediately started to cum herself. Her cunt walls convulsed around my hand fucking her cunt as her sphincter squeezed every drop from my spurting cock. I grunted as my whole body became stiff and I slammed my cock harder into her. My cock had slipped from her ass with an audible pop and I rocked back away from her. Our bodies had been moist with perspiration and our juices. The car had smelled of sex.
I drove past her house and we had seen that the cars were gone. She had gotten out of my car and the next day at work she had told me that Terry was stoned and asleep when she went inside.
"That was the first time we ever did in the car parked on a public street. It was pretty crazy and risky now that I think about it. "Are you ready for lunch?"
"Sure but if you don't mind making something, I just as soon eat here. Then after lunch, I'll take you up on that massage."
MORE STORIES AND A MASSAGE
We ate lunch and then returned to the balcony and shared more stories. I also used that opportunity to take another pill. I wanted to be ready when she asked for her massage.
"What would you say was the best last minute sex encounter," she asked sexily and I knew she had hers already picked out.
"I would have to say the Senior Management Retreat in the city."
"Oh right, I remember that now. You had me come to your hotel room that afternoon. You had the afternoon free until the dinner that day. You told me if I ran into anyone to say I had some papers you needed to sign."
"Right and you didn't see any of the other managers which worked out great."
"I still remember that Bill and Carl came looking for you. They were banging on your door and calling out your name while you were fucking me in the ass."
"That was wild. They soon gave up, thinking that I was not in the room. The phone rang several times while I was still fucking you."
"You didn't miss a beat thought. You stayed hard and fucked me silly. It was a very hot time as we fucked for hours."
"It was always a hot time with you. I had cum like three times with you fucking me and eating my pussy. Then you gave me a massage and as always ended up cumming in my ass. I always loved your massages."
"I have another one in store for you later before you leave. What is your last minute sex memory?"
"It has to be the time the Fund Raiser Golf Tournament was cancelled and we went to the Chateau."
"That was some day. It was the longest we were ever at the Chateau."
"It was so hot that day as you ate my pussy and rimmed me for hours it seemed."
"You douched both your ass and pussy before we got in the Jacuzzi. I loved it when you leaned over the side and arched you back. Your ass was absolutely irresistible as it glistened with the oily water."
"It seemed as if I kept cumming all afternoon. Between your tongue and your cock I was pleasured beyond belief."
"Then we concluded the day with a massage and my fucking you hot ass again. It seemed like I ejaculated a massive load into you."
"I remember. It was one of your biggest loads but it felt great filling my ass."
"After that incredible afternoon, we showered, dressed and returned to the country club for the dinner. All evening I kept thinking about the afternoon and that not a single sole at dinner had any idea about our carrying on."
"In five years no one ever had a clue about our affair except Suzanne. That was because we brought her into our circle for a threesome and she was sworn to secrecy. I'm getting hot again. I think that I would like that massage now."
"My pleasure, I'll get the oil."
We went back to my bedroom and she stretched out naked on her back. That was another thing I recalled about her was that she loved to be naked. I was glad that I picked up the oil. Body lotion was okay but the massage oil made it very erotic. I loved the way her body glistened and Cathleen loved the way my hands glided over her body. As she lay on her back, I began with her shoulders and worked my way down over her tiny firm tits. She loved having her nipples twirled in my oily fingers.
I continued down her body massaging her firm belly and then purposely bypassing her pubes. Next I started at her ankles and massaged her legs one at a time. I lifted a leg up to my shoulder and massaged her calves and thighs each time coming dangerously close to her pussy. By the time I finished with her second leg, she was incredibly turned on and anxious to cum. I ran my hands over her vagina and then probed it with my fingers. Cathleen could take no more and begged me to eat her pussy. I moved between her legs and fastened my mouth to her cunt. I took the erect little clit in my teeth and nibbled it gently. She grabbed my head and held it tight to her pussy as she juiced my mouth.
Cathleen was always vocal when she orgasmed and she let out a cry of ecstasy when she climaxed. I rolled her over on her belly and stared at her luscious ass. I never got tired of looking at her ass and I was anxious to fuck it once again. I poured more oil in my hands and massaged the backs of her legs working my hands up towards her buttocks.
I held off massaging her ass and moved around in front of her. My cock was standing at attention and she took it in her mouth. As she sucked me I massaged
her shoulders and back. Then I leaned over her and massaged her beautiful ass as she continued to suck my cock. I loved massaging her buttocks with the oil and I loved the way they glistened. Slipping my hand in her crack I teased her nether hole and then probed it with an oily finger. Soon I had two oily fingers sliding in and out of her ass all the while that she sucked my cock. It was time to take her ass before I came in her mouth.
I moved back behind Cathleen and lifted her by her hips. She raised her ass keeping her head down on the bed. She had that way of arching her back that made her ass look very enticing. I covered my cock with oil and eased it into her ass. It went in like a knife through hot butter. Her ass look beautiful covered with oil but even more beautiful with my cock in it. I began to fuck her slowly enjoying every second of watching my cock slide in and out of her ass. Then I picked up the pace as I felt my imminent release. I drilled her ass and then with one final deep thrust I came in her ass.
It wasn't like the old days when I flooded her rectum but still she could feel it and the sensation was just as intense for me. Cathleen contracted and relaxed her sphincter several times milking my cock dry before she flattened out on the bed. I followed her down keeping my cock in her ass. We remained still for several minutes with our oily bodies pressed together. Then sensing that I was too heavy for her, I rolled to my side and my cock slipped from her ass. We lay still as we recovered from a very intense sexual episode.