Discreet Anal Affair

PRELUDE

Marcy was naked on all fours in the hotel bed. He head was on the mattress turned to side and she was looking at herself in the mirror over the dresser. At 37 years of age she was an attractive woman with a slender shapely 36-28-34 figure. Her breasts seemed large for her slender body but they were lovely. I liked the way the nipples turned upwards. Her ass was to die for and she loved anal sex. As I looked at her briefly before getting in bed, I took in the lovely sight and her inviting ass. It was so gorgeous and seemed to call out to be fucked.

I get on the bed behind her and she passed the tube of gel back to me. She loved me to get her ass ready for my cock and I loved the anal foreplay. Kneeling behind her I positioned my 180 pound, 6'1" form so that I could have access to her bottom. Marcy always douched her ass and pussy before we had sex as she loved to be rimmed and have her pussy eaten.

Placing my face between her curvy cheeks I dipped my tongue in her bottom and licked her anus which caused her to squeal with delight. I licked her from her clit to her tail bone, pausing at the rubbery ring to probe it with the tip of my tongue. She had a mild orgasm as she always did with our foreplay. Then it was time to prepare her ass for my rock-hard cock.

I squeezed and ample amount of gel directly on her anus and pushed it in past the twitching aperture. With one finger, I lubed her passage and then added a second digit. Satisfied that she was well greased, I applied some gel to my cock and then positioned it at the entrance. I pushed the spongy soft mushroom head of my 7" pecker against her anus and it opened up to receive me. I paused briefly allowing her to adjust to the penetration before continuing my journey. Although we had anal sex countless times, Marcy always cautioned me.

"Nice and slow, not too deep at first and then deeper."

I had always been careful with her and took my time with the anal penetration. The way her clenching sphincter gripped me was exciting but it was the view of my dick sliding in and out of her gorgeous shapely ass, that was incredibly erotic. My hips moved slowly as I gradually fed more and more of my cock to her. Eventually I was all the way in and my pubes made contact with her buttocks. As she loosened up, I picked up the pace and caressed her lovely bottom as I drilled it. Her cheeks would jiggle when my hips hit them each time.

It didn't take long for me to cum as this was such a turn-on. My body tensed up and I felt my release build in my toes and the sensation was incredible. I exploded in her rectum which she always loved. Marcy had told me that she loved the feeling of semen shooting into her rectum. Since it was first ejaculation of the day, it was voluminous and I fired six or seven rounds into her bottom. I leaned over her and held her lovey large breasts as she worked her sphincter milking my cock dry.

"I need you in my pussy now," she whispered with some urgency.

I eased my still stiff dick out of her shapely bottom and she flipped over on her back. At 28 years of age, I could maintain my erection through my first two ejaculations and I could cum a third time after a recovery period. Marcy spread her legs and I quickly filled her womb. She loved being fucked with her ass full of cum. She told me that it felt like she had two cocks in her.

My cock filled her pussy and she moved under me rubbing her clit against the shaft. It didn't take long for her to orgasm and when she did it was as intense as ever. She pulled my upper body down, wrapped her legs around my lower torso and buried her face in my shoulder. Her entire body trembled and shivered with her climax and she used my shoulder to stifle her cries of ecstasy. I continued to move my cock in and out causing her to cum again before I ejaculated in her pussy. We held to each other for several minutes before separating and lay side by side on the bed.

I got up and got some drinks for us out of the mini bar. We sat up in the bed and sipped our drinks before we relaxed enough to talk. We chatted about the client presentation tomorrow briefly. Marcy was a Managing Partner in our firm and she would do the introductions before turning it over to me. I was a Senior Analyst and close to becoming a Junior Partner in our firm. After about an hour we were ready for more sex.

As was our routine, I took care of her pussy one more time. After that we cuddled in the spoon position and fucked her ass again. After I came a third time, we both showered and cleaned up in the bathroom before I dressed and went to my own hotel room. We would meet for breakfast and then proceed to the client site.

THE FIRST TIME

The very first time Marcy and I had sex together was impromptu because neither one of us had been with anyone in the office. It was considered taboo to be having sex with co-workers and frowned on by management. So, when Marcy, a managing partner, came onto me, I was stunned. We had had a successful client call that day and had landed a significant engagement.

When we checked into the hotel that evening, we learned that they had fouled up our reservations. There was only one room booked. Speaking with the manger, he did the best he could and gave us a suite. It was late, as we had stopped for dinner first, so Marcy decided we would stay in the suite for that one night. She had consumed a fair amount of wine over dinner and seemed a bit tipsy and even flirtatious.

When we got to the room, she wanted to have a night cap before unpacking and settling in. I got two after-dinner cocktails from the minibar and went down the hall to get some ice. When I returned to the room Marcy was seated in the upholstered chair with her feet up on an ottoman. I poured her drink and handed it to her and then sat on the pull-out sofa.

Marcy sat back in the chair and stretched her back and shoulders. Her mini skirt rode up and her long pretty legs were displayed. She was a very fit woman who worked hard to stay in shape. She jogged all the time and did hundreds of crunches to keep her tummy flat. She was a slender lady at 5'7" and weighed about 130 pounds. Her tailored suit showed off her curves but she always looked very professional. I guessed her measurements to be 36-28-34 and I learned later that it was a very good guess.

She had light brown hair that she kept cut short in a pixie style and dark brown alluring eyes. I never looked at her sexually but for 37 years old she was pleasant to the eye. She was well educated and very smart. Marcy had been married and divorced twice because her husbands were fucking around. After the second divorce, she dated but she never got in a serious relationship again.

"Let's get undressed and then finish our drinks," she said catching me totally by surprise.

"You want us to get us undressed?" I questioned, not believing that I heard her correctly.

"Sure, why not? Our clothes are going to come off soon anyway," she replied with a smile.

"You can't do this. You're playing with fire," I thought to myself.

In spite of the risk, I was all for it as I was anxious to get a look at her naked and check out her curvy ass. We undressed and we checked each other out at the same time. Marcy smiled when my underwear came off and she saw my cock in its flaccid state hanging between my legs. I anxiously waited until she turned her back to me so that I could see her fabulous ass. She turned to put her clothes on the chair and I was treated to a view of her amazing bottom. It was perfectly shaped seemed to reach out toward me. I secretly hoped that she liked anal sex.

"You know I don't do this. I mean that I don't sleep with company employees."

"I don't either," I assured her.

"So, we can make an exception this time but I need your promise to be discreet."

"You have my word."

"Good I am glad that you agree," she said and then took another sip of her drink, "Let's take this into the bedroom."

She put her drink down on the nightstand, smiled at me and reached for my cock. "You have a nice cock," she told me just before she took it in her mouth.

I leaned back as her very skilled mouth got me hard within minutes. I put my drink down and put my hands in her pixie hair as her head bobbed up and down. Satisfied that I was sufficiently hard, Marcy mounted me and lowered her dripping wet pussy onto my cock. She looked me right in the eye as she started to ride me and I knew that she was in desperate need of an orgasm. I reached up and played with her big tits and tweaked her hard nipples as she rode me. Marcy was breathing hard and rapid as she approached her release. I looked into her eyes and I could see the lust in them. Then she exploded.

"Oh my God, oh my God, oh, oh, hold me," she screamed as her climax rocked her body.

She rode me through her orgasm and I felt my cock swimming in her pussy. Marcy then collapsed on my chest for several minutes until she composed herself. When she lifted herself off my cock I heard a distinct sucking sound as my cock was released from her pussy. We rested for several minutes, sipped our drinks and chatted easily. Then we began playing with each other again and when I found her G-spot she came again. She held my hand tight to her pussy as she humped it vigorously. She stiffened and screamed as another orgasm rocked her.

"No one has ever found that spot as quickly as you did," she gasped and then requested, "Fuck me from behind this time."

She rolled over on all fours, put her head down on the bed and raised her curvy ass in the air. I wanted to just drive my cock in her ass but I knew it would be better for her to warm up to it. I still didn't know if she liked anal sex. I knelt behind Marcy and slipped my cock into her pussy from behind. I fucked her slowly and then I began to play with her ass. I caressed the shapely globes and teased her anus with my finger. I scooped up some of her pussy juice and rubbed it into her anus. She wiggled her ass in response so I took it to the next step. I pulled my cock out of her pussy and ran it up and down the crack of her ass. Then I paused at her nether hole and prodded it gently with my rigid cock.

"Oh, where's the cream?" she cooed sexily.

I knew then she was going to let me have her ass. I hopped out of bed and dashed to the bathroom and quickly located the body lotion supplied by the hotel. Hurriedly I got back in bed behind her and thoroughly coated her anus with the lotion. I put gobs of lotion on my cock making it as slippery as possible. My cock was as slick as oil and I eased it into her ass. It slid in like a hot knife through butter and eventually I buried it to the hilt in her ass.

She emitted a gasp as my cock slid in all the way. I plowed her ass and fucked her rapidly in search of my much needed release. She eventually began to move her hips in an attempt to match my thrusts and it was obvious that she was turned on by the anal sex. She was gasping and grunting as I began to really pummel her ass. I picked up the pace even more and held to her shapely buttocks as our hips slapped noisily together. She was really into it now and the two of us fucked like maniacs.

"Oh yeah that's it, that's the way to fuck my ass. Give it to me, cum in me, cum in my ass,"

I couldn't believe that I was in the ass of a managing partner in our firm. Not in a million years would I have thought that I would be fucking my boss and never would have I expected to be in her lovely ass. Not only that but she was begging for it. I didn't know what would happen after that night but I was really into it and not concerned about the consequences. We were both sweating from the physical intensity of our butt fucking. I slammed into her as my cock now moved freely in her bottom. I felt my release approaching and as much as I wanted to prolong the ass fucking session, I couldn't. My body stiffened and I plunged my cock all the way into her gorgeous ass. Streams of semen shot into her rectum as I seemed to cum continuously for several minutes.

"Oh yes, I feel it. Fill me up, fill up my ass," she cried out and then anther orgasm hit her, "Oh shit, here it is, I'm cumming!"

Her body thrashed around as I held onto her curvy ass cheeks and kept my cock buried in her ass. Her fingers flew over her pussy and clit as my warm seed flooded her anal passage. She then collapsed face down on the bed and my cock slipped from her bottom with an audible pop. I knelt over her as my cock dripped the remaining semen onto her curvy buttocks. She wiggled her bottom and squealed in delight. I moved back from her and I admired her shapely ass. She looked so sexy that I rubbed her bottom lovingly and she clenched her buttocks. She then rolled over on her back and spread her legs for me.

"You made me so hot, come here and eat my pussy."

I moved my head between her legs to eat her pussy but first I kissed and licked around the area and her inner thighs. I breathed warm air right on her snatch and she grabbed my head and pulled it to her cunt. I pulled my head back off and let my fingers trail to her pussy. I lightly rubbed her outer cunt lips and she twitched with each touch. She moaned as her clit responded to the stimulation and slowly exited its hood looking for attention.

I placed my fingers on her cunt lips and trapped her clit between them and it became swollen and stood erect. She squirmed in pleasure while I moved her pussy lips up and down on her clit and she shuddered from the extreme arousal. Still moving her cunt lips up and down, I bent down and kissed her clit. She jerked and bucked as my lips touched her upright nub. I drew my head back a bit and again blew air directly onto her clit as she writhed and bucked again, moaning with pleasure.

I moved my arms behind her knees and raised her hips up. I put her legs over my shoulders and I lowered my mouth to her pussy and kissed it as though it were her mouth. She groaned with delight as she waited for my next advance. I drew my tongue along her outer labia, up one side and down the other without touching her clit.

"Suck it please, please lick it, oh please! Don't stop."

I flicked my tongue across the edges of her pussy as she quivered and seeped her juices from between the lips. I licked the juices from the edges telling her she tasted delicious. She was nearly mad with desire as she begged me to pleasure her with my tongue. I parted her labia with my tongue and licked the insides of her cunt lips, nibbling each one a little and then sucking on them both. She whimpered and moaned when I suddenly plunged my tongue as deep as I could into her pussy. She screamed with delight as my tongue explored the insides of her pussy.

Instinctively, she grasped my head and pulled it into her cunt, begging me to lick and suck her. I did not disappoint her as I swirled my tongue around her engorged clit and back into her sopping wet cunt. She was constantly moaning as my lips closed about her clit and sucked her clit in and out of my mouth. Writhing and gyrating she exploded in another powerful orgasm, drenching my face and mouth with her copious juices. She seemed to cum with each spasm of her body. I did not let up sucking her clit and she tried to push my face away as she cried out.

"Oh stop, please stop. I can't cum anymore let me rest."

Her body shuddered through yet again another orgasm and she lay there gasping and breathing heavy as her crescendo abated. Finally, her climax subsided and she embraced me and kissed me. I knew that she could taste her own juices on my lips and I plunged my tongue into her mouth taking her breath away. By now my cock was rock hard again and I moved between her legs. I eased my cock into her sopping wet pussy and she wrapped her legs around my torso.

"My, we are fired up this evening, aren't we?"

"That's your doing," I replied and I began to fuck her gently.

Slowly, I moved into her. Marcy opened beneath me, enveloping my penis tightly. Her cunt was like a fist as she clenched her vaginal muscles. She squeezed me as I moved within her.

"Your cock feels so good in me. I love it."

I thrust into her deeply and I felt the head of my cock pressing against her cervix. I felt her vagina contract around my cock. She trembled with a shudder and a long moan as she urged me on. I grabbed her hips in my hands and began to thrust in and out as I pounded her pussy. My heavy bloated testicles slapped against her ass as my cock drove into her hot pussy.

The bed was now rocking with the force of our fierce, animalistic fucking. Her legs clamped around my waist. Her pussy grasped my cock, squeezing it and milking it as I fucked her. I moved my hips against hers and buried my cock to the hilt within her. Her quaking pussy was drenched with her juices as I rocked my cock slowly, grinding the head against her cervix. I felt my orgasm building in my balls and I knew that any second I would be spewing my seed into her womb. I felt my semen travel from my scrotum through my cock as I came deep inside her flooding her waiting warmth with my load.

Neither one of us could speak as the pleasure was so intense. I collapsed on her and she wrapped her arms and legs even tighter around my body. I kissed her neck and she sighed aloud then I kissed her on the lips and our tongues dueled briefly. Not wanting to crush her I rolled off her as my cock deflated and slipped from her cum filled cunt. After a few minutes, I stirred and thought to move to the pullout sofa in the other room.

"Stay with in me in the bed tonight," she whispered.

"Are you sure?"

"Yes, I want your body next to me tonight."

We never did unpack our luggage that evening. The next morning I was lying on my side next to Marcy who was also on her side. She was cuddled up in a spoon position with her bottom pushed into my crotch and my morning piss hard-on was tucked between the cheeks of her ass. I reached around and cupped her big tits with my hands. With one hand, I trailed it down her body and found her pussy. I inserted a finger into her quim and diddled her clit until she rolled to her back. Her pussy was soaking wet again as I mounted her and slid my cock into her. She just moaned with her eyes closed as I began the ritual of fucking her with my morning hard-on. I fucked her through multiple orgasms until she begged me to stop and let her rest. I pulled out of her and went into the bathroom with my erect cock pointing the way.

"Come back to bed after you go to the bathroom."

I relieved myself and then returned to bed as she had asked. She had me lie on my back as she positioned her head near my cock. She then proceeded to give me one fantastic blow job. I was very turned on and I knew that I would blow my load quickly particularly with her skill at oral sex.

"Let me know when you are going to cum."

I felt my release building from my toes to my cock and I let her know that I was really close. She took my cock from her mouth and stroked it with her hand. Her pace quickened as my cock seemed to get harder and thicker. With her other hand, she cupped my bloated balls and fingered my perineum. That did it and my body stiffened as cum shot out of my cock. She kept jerking me off as she watched rope after rope of semen shoot out of my cock and land on my chest and stomach. She kept working my cock until the remaining seed was just oozing from my cock head and trickling into my pubic hair.

"I wanted to watch you cum that time."

It was time to get up and get going. Marcy showered while I unpacked my luggage. I set up the ironing board and iron in the suite. When she finished her shower, I took mine and she unpacked her things. We pressed our clothes, packed, dressed and then ate breakfast in the hotel coffee shop. That morning we had a late morning sales call and then it was off to the airport for our flight back home. We never discussed our sexual encounter that day or at the office the following week. I assumed it was a one-night stand and that it would not happen again. I could have never been more wrong.