2 comments/ 10315 views/ 7 favorites Sex in the Office and Beyond Ch. 01 By: walterio It was 7:30 AM Monday morning and I had just pulled into the company parking lot. It was my first day on my new job and I was as nervous as a virgin on her wedding night. Not because of the promotion to Administrative Assistant but because of the other job requirements. I was replacing Cathleen, Walt's former assistant. They had carried on a two year affair and had sex in and out of the office. Cathleen had been very clear of what was expected of me beyond the administrative duties. I had accepted the position knowing that I would have to meet his sexual expectations. I had worn the clothes that Walt directed I wear. Now as I pulled into a parking space I sat for a moment gathering my courage. I opened the car door and swung my shapely legs out, stood up and smoothed out the short tight fitting mini skirt. It hugged my body and accentuated my curvy ass. As I walked into the building I felt as if eyes were watching my buttocks undulate under the snug skirt. Once I arrived at my desk I made the coffee and then looked in on my new boss. "Good morning, I put the coffee on." "Good morning Suzette, thank you. Please bring me a cup when it's ready." I closed the door to his office as he was preparing for the President's staff meeting at noon. He was reading through the information packet which he always did on Monday morning. Cathleen had explained the routine to me. I was to make the coffee and bring him a cup when it was ready. She told me that I was to close and lock the office door and then Walt and I would have sex that morning. I could feel my loins stir and my panties were already damp with anticipation. I had admired Walt for several years. At 36 years old he was a very successful young executive and also very handsome. He stayed in great shape and his 6'1" body was trim and firm. His eyes were to die for as the hazel color contrasted with his light brown hair. No one ever knew the torrid affair that went on with him and Cathleen for two years until she told me about it. Now I was to fill that role. The difference was that she was married and I was single, although dating a few guys. Before I entered the office, I made a stop in the ladies restroom. After freshening up I looked at myself in the mirror and liked what I saw. At 30 years old I looked good with my 34-28-35 figure. At 5'6" tall I weighed just 130 pounds and had stayed fit with aerobics three times a week. I was tastefully dressed with a white cotton sweater and gray mini skirt. As directed I was wearing thigh high hose with elastic tops and silk panties. One more look in the mirror and I was ready to go to Walt. The coffee had brewed so I poured a cup and brought it into his office. He smiled at me when I set the cup down and thanked me. I turned to close and lock the office door and I could feel his eyes on me checking me out. After locking the door I turned back toward him and stood in the middle of his office. He sipped his coffee as he read over some document and then invited me to sit down. His office was furnished with an executive desk and chair, a credenza, bookcases, a small conference table with four chairs and small sectional sofa with a corner table and lamp. I chose the sofa to sit in and when I sat down on the soft cushion my short skirt rode up and exposed the elastic tops of my hose. I pulled my skirt down the best I could and blushed at my predicament. Walt looked up at me and smiled. "I like your attire Suzette. It is very tasteful and sexy too." I blushed again and just nodded in reply. He had finished his coffee, stood up and walked around his desk to where I was seated. He was not wearing his suit jacket and I could make out his chiseled body outlined by the fitted dress shirt. As he approached me I trembled slightly knowing that the moment to perform had come. "Since this is your first day, we will take things slowly. You can start by lowering my trousers and sucking my cock," he said so matter of fact. He moved in front of me and my hands went to his belt which I unbuckled. Cathleen had told me that he loved to have her undress him. I pulled down the zipper and unfastened his trousers. As I pulled his pants down to his knees I could see the outline of his manhood in his knit underwear. My hands were shaking as I grasped the waistband of his underwear and pulled them down. His stiff cock sprung free and bobbed in front of my face. It was beautiful if a cock could be called beautiful. I guessed it to be at least seven inches long and thicker that average. At least it was longer and thicker than any cock I had had in the past. Reaching for it I held it in my hand and stared it briefly admiring it before I took it in my mouth. I only took about five inches in my mouth as any more and I was afraid that I would gag. I bobbed my head up and down pursing my lips around the rigid shaft. The soft mushroom head tickled the roof of my mouth and I was really getting into the oral sex. No one had ever cum in my mouth but I remembered that Cathleen told me that he always came in her mouth. I knew I was expected to receive his load and swallow it. I swirled my tongue around the head and sucked on it. His hands caressed my face and his fingers sunk into my long brown hair. I looked up him with my dark brown eyes and saw that his eyes were closed. I sensed that he was close and suddenly without warning he ejaculated in my mouth. The first stream hit the back of my throat and I swallowed quickly making room for the second discharge. He kept firing and I kept swallowing until the last volley and then I sucked the remaining semen out of his shaft. Her patted me on my head and complimented me on giving great head. I had the salty aftertaste of his semen in my mouth but I decided that it wasn't so bad swallowing it. Walt knelt down before me and pushed me back into the sofa. He pushed the mini skirt up to my waist and slowly removed my silk panties. Next he lifted my legs onto his shoulders and pushed his face against my pussy. I felt his stiff tongue dance over my clit and I knew that I wasn't going to last long. He pushed one then two fingers into me and finger fucked me as he nibbled on my sensitive clit. Walt was amazing as he found my g-spot within seconds. He fingered me with first one then two and finally three fingers on one hand. With the other hand he caressed my curvy ass and every once in a while he would tickle my nether hole. I could feel my orgasm approaching and I placed one hand on his shoulder. With my other hand I covered my mouth to stifle the gasps and groans as my orgasm rocked me. My whole body shook with the intensity of my climax and I felt shivers and tremors run through me. Walt kept right on working my pussy and clit with his knowledgeable fingers and I creamed all over them. I screamed into my arm as I orgasmed seemingly for minutes. Next he worked a pussy moistened finger into my asshole and fingered me gently and slowly. I felt my body responding to his ministrations and I knew I would cum again. He covered my pussy with his mouth and worked my clit gently with his tongue and his teeth. All the while his finger wormed around in my rectum as he ate my pussy. It didn't long before I was thrashing around and squeezing his head between my legs as I had another intense orgasm. He drank every drop of juice from my cunt as my asshole tightened around his finger. Once again I had to muffle my cries of ecstasy as the orgasm jolted my body. I finally calmed down as he kissed my inner thighs and then gently removed my legs from his shoulders. I was drained for the moment and totally relaxed. Walt stood up and as I sat there with my glistening pussy on display, I could see that he was hard again. As he stood up his big cock stretched forward. It was still the largest cock that I had seen if my life. He pushed me gently back on the sofa and I spread my legs for him. He positioned himself between my thighs and I wrapped my arms tightly around him and held him almost in fear of the penetration I knew was to come. He slowly inched his impressive organ into me stretching my womb as he did. I whimpered and trembled against him trying hard to control myself. Once he had gotten completely into me he paused and allowed me to adjust to his size before he started fucking me. It seemed like every fiber in my pussy was alive and tingling. "Please fuck me," I whispered. "With pleasure," he replied as a smile spread across his face and he began moving his hips. In and out he fucked me very slowly at first and got my juices running and coating us both. He ground his pelvis into me with each inward thrust keeping his cock in constant contact with my clit. I moaned quietly as he pushed into me and gradually increased the pace. Each drive became more powerful than the last pushing deeper into me with more urgency. My moans became louder and as his strokes became quicker. As in a reflex I drew my knees up closer to my chest which gave him a deeper target. In one fluid motion he threw my legs over his shoulders and leaned forward supporting himself on his forearms so as not to crush me. He was breathing heavier now and grunting each time he plunged his cock into me. He ground himself harder and harder into me the friction on my clit so was unbearable. His cock was stroking my insides and stimulating my G-spot and his pelvis grinded onto my clit. I could feel myself getting closer and closer to another climax. "Walt, I am really close. I am going to cum again," I whimpered almost out of breath. "Cum for me, Suzette I want you to cum for me," he said as he sped up and pushed harder and faster He fucked me as hard and fast as he could as I came and came and came. My body shook uncontrollably my pussy walls clamped around his cock and I dug my nails into his shoulders as he continued to fuck me hard. As I came down from my incredible high I could feel him began to tense up. "Oh here it comes Suzette, I'm going to cum, oh yeah here it is!" He exclaimed as with one final shove he stiffened and shot his load deep within me. I could feel cum hit the walls of my vagina as the cock spasmed and ground against me. The grinding on my clit sent me over the edge once more as he filled my pussy. As we settled down my legs slowly slipped from his body and lay limp on the sofa. We rested for a while holding each other. It seemed like we fucked for hours and I wondered what time it was. Remarkably we had only been at it just over an hour. It was only 9:00 AM and I was sexually drained. Walt stood up and with his pants and underwear around his ankles he made his way to his desk. He took out some paper towels and wiped off his privates before pulling up his clothes and re-dressing. He came to me and wiped my inner thighs with the towels and then gave me some for my pussy. I placed some between my legs and put my panties on over them to keep his load from soaking them. I smoothed out my skirt when I stood up. "I'm going to go to the ladies room and get cleaned up," I whispered. "Of course, Suzette you are a good lover. I know things will be great between us. We will make a good team." I unlocked and opened the door and left his office. On the way to the ladies room I thought about my actions and I was pleased with my performance. Walt was a very good lover, the best I ever had. It had been a great start to the work day and week. For the rest of the work week Walt had a busy schedule. However, he was not so busy that we couldn't sneak in periods of oral sex. Each day Tuesday through Friday I sucked his cock and he ate my pussy. I had become very comfortable swallowing his seed and actually looked forward to him cumming in my mouth. I was a little disappointed that he didn't invite me out on Friday or the weekend. With Cathleen it was understandable since she was married but Walt and I were both single. I assumed he had other plans so I made some of my own. WEEK TWO As it turned out I ran into a guy on Friday evening who asked me out to dinner on Saturday. He took to me to a fine Italian restaurant and when we entered, I saw Walt there with a very pretty girl. She was more than pretty she was drop dead gorgeous. My date asked me what was wrong and I told him it was just that my boss was there too. We walked by the table and I stopped to greet him. Walt behaved like the perfect gentleman. "Suzette, how nice to see you, hi I'm Walt," he said offering his hand to my date. "Nice to meet you, I'm David," my date replied shaking hands. "Suzette, this is Carla. She is a flight attendant with Alitalia. Carla, Suzette is my Administrative Assistant." "Pleased to meet you Suzette," she said and I returned the greeting. I could not believe how absolutely beautiful she was. She was pure Italian and had that alluring European look. I caught myself staring and then excused myself. "Enjoy your dinner, I will see you Monday." Walt replied, "Yes Monday, we will get started early again." David and I went to our table and for the rest of the evening I could not get the Italian beauty out of my head. In a way I felt very good about myself that Walt would find me so desirable when he could have a woman like that. I was already looking forward to more sex with him Monday morning. David and I had a nice dinner but I did not sleep with him that night, after all it was our first date. By the time Monday rolled around I was ready for more sex. The following Monday we followed the same ritual as the previous Monday. I lowered his pants and underwear and sucked his cock until he came in my mouth. I swallowed his juice just as I had every day last week. He then pushed up my skirt and ate my pussy until I climaxed. Then it was time to fuck me again. Slowly, he moved into me. I opened beneath him, enveloping his penis tightly. My cunt was like a fist as I clenched my vaginal muscles. I squeezed him as he moved within me. "Suzette," he groaned, "You are really tight this morning." I moaned in response, "Your big cock feels so good. Fill me up with it." He thrust into me deeply and I felt the head of his cock pressing against my cervix. "Oh Walt," I sighed with my eyes closed. I felt my vagina contract around his cock. I climaxed with a shudder and a long moan and I urged him on, "Fuck me baby. I can take it, I want it." He grabbed my hips in his hands and began to thrust in and out pounding my pussy. His heavy bloated testicles slapped against my ass as his cock drove into my hot pussy. "Yes, oh yes," I gasped as my body rose to meet him. My legs clamped around his waist as I muffled my cries of ecstasy. My pussy grasped his cock, squeezing it and milking it as he fucked me. He moved his hips against mine and buried his cock to the hilt within me. My quaking pussy erupted into orgasm again as he rocked his cock slowly, grinding the head against my cervix. I felt his release building in his balls and I knew that any second he would be spewing his seed into my womb. I felt the semen travel from his scrotum through his cock as he came deep inside me flooding my waiting warmth with his load. Neither one of us could speak as the pleasure was so intense. He collapsed on me and I wrapped my arms and legs even tighter around his body. Not wanting to crush me, he moved off me as his cock deflated and slipped from my sperm filled cunt. I reached down and stroked his cock as we talked and he fondled my ass and played with my pussy. Before long we were turned on again. He pulled my legs apart and let me guide his cock into my pussy. He eased his thick cock into my cunt and worked it slowly until he was balls deep in my pussy. He knew that with my tightness that I could feel every ridge and vein of his cock touch my vaginal wall. I gasped again when he hit bottom. As he fucked me slowly he made sure that his cock never lost contact with my clit. I stiffened as I orgasmed and then grunted and groaned through multiple orgasms as my body was rocked with one climax after the other. As he pounded my pussy his cock moved easily in my now soaked pussy. I stiffened one more time and then went limp with my final orgasm which was the most intense of the morning. He didn't cum a third time but he was still hard when he removed his cock from my womb. He got the towels from his desk and we both cleaned up and redressed. I would make a trip to the ladies room to flush the semen from my pussy. Before I left his office he told me that on Tuesday afternoon he was taking me to the romantic interlude. His words caused me to shiver as I recalled what Cathleen had told me about the interlude. It was there that she had lost her anal virginity to Walt. She had told me that he spent hours preparing her ass for anal sex before he deflowered her. I didn't know if I would be able to take his cock in my ass but I knew that I would be expected to try. The rest of the day had me thinking about what was to come Tuesday evening and I had a difficult time concentrating on work. The next day we did not have sex in the office as Walt was saving himself for the interlude. We left the office at 4:00 PM and he drove so we would only have one car there. He parked in a secluded spot right next to the room and he went to the office to pick up the key. I waited nervously until he returned and then he ushered me inside. The room had a large bed, mirrors on the walls and ceiling and a Jacuzzi. Walt had brought some wine with him and I was glad because it helped me relax. He poured wine for us and then ran the water in the Jacuzzi tub. He had also brought along some oily beads and added them to the water. "Let's get undressed and enjoy ourselves while the tub is filing," he told me. We undressed and it was the first time we were completely naked with each other. We admired each other's body and he told me I had a lovely ass and cute titties. My pussy was dripping wet when he steered me over to the bed. The bed hit the back of my legs and I fell backwards onto the mattress. Walt moved quickly and his cock entered my sopping wet cunt like a knife through hot butter. I knew that I would cum quickly and I called out to him. "This is going to be a quick one," I managed to say just before my climax rocked my body. I buried my face in his shoulder to muffle my cries and held him tightly to me. Much to my surprise he didn't keep fucking me but lifted me up and carried me over to the Jacuzzi. He lowered my body into the warm oily water and then then he retrieved his tote bag before he climbed in with me. He moved me between his legs with my back to him. In that position he fondled my breasts and tweaked my nipples. I could feel his erection pressing into my body. Next he guided me across the tub and had me kneel on one of the seats. My ass was out of the water and he massaged and fondled my buttocks. I felt him gently pry my cheeks apart and then I nearly leaped out of the tub when his tongue touched my anus. The sensation was incredibly erotic and in silence I hoped he would do it again. He did and this time his face stayed between my buttocks as his tongue licked and probed my nether hole. I never knew until that moment that my anus was such a erogenous spot. He kept licking and probing for several minutes before he eased and oily finger into my ass. I had had his finger in there before but this time it felt strangely good. He worked it around inside me and then he added a second finger. It was tight and a little discomforting but that soon passed and I relaxed with two fingers in my rectum. I good feel my passage stretching out and wondered what was next in store for me. Walt reached for his bag and took out a strange looking thing. It was a plastic tube with shaped balls attached in a line. It started with a little one and each one got gradually bigger. He dipped it in the oily tub water and then positioned it against my anus. Gently he pushed the tube in and one by one the balls cleared my sphincter. He took his time and each time he let me adjust to the previous ball before pushing a larger one in me. It seemed to take forever before he pushed the six balls in my ass and then he let me adjust to the pressure. Sex in the Office and Beyond Ch. 01 He rubbed my clit with his one hand while he slowly pulled the tube from my ass. I jumped each time a ball cleared my anus and I seemed to have a string of continuous orgasms. The tube was pulled out and then he re-inserted it as he continued to rub my clit. I was in another world and in a euphoric state. He put the tube in and removed it several more times before he changed to another sex toy. I was beside myself and filled with lust. The next thing he put in my ass was a butt plug. It was tapered at the front and had a handle on the back. He moved it in and out a few times and I thought that I would die from the seemingly unbearable pressure. The third time he left in my ass and moved me so that I straddled his body. I felt his cock enter my pussy and the fit was snug given the plug in my ass. He fucked me until I couldn't possibly cum anymore and I begged him to give me a break. He got out of the Jacuzzi and carried me over to the bed where he deposited my lifeless body face down. He knelt behind me and raised my hips so that my ass was sticking up. I felt the plug being pulled out and then I heard the audible pop. I was relieved that he removed the plug but then I felt him move close to me. His stiff rigid dick brushed against my buttocks and I sensed my fate. He pressed the mushroom head of his cock against my anus and it squeezed in. I realized that he had greased his cock but even so it still felt enormous. He was patient and fed me his shaft little by little. I didn't know how much was in me because all I felt was the pressure and bloatiness. There was some discomfort but not the intense pain that I had anticipated. Then I cried out loud as his complete length filled me. I felt him flex his cock deep within my bowels as the searing pain caught me off guard. Walt reached one hand under me and teased a nipple. He moved his other hand down and rubbed softly against my clit. My body responded to his stimulus and my stomach convulsed with mixed signals. The intrusion in my ass didn't feel quite so bad now as his fingers continued to tease my clit. I felt him move inside my rectum now and I tried to relax. My body was working back and forth on his cock now and I was amazed at the feeling of the cock in my ass. My clit was buzzing and the fullness in my ass just seemed to excite my pussy even more. He started hammering into my ass now. His fingers were still busy on my clit but now he had two fingers drilling in my pussy as the others fluttered around my clit. My whole body was aflame as I could feel his fingers pressing against the thin membrane separating my ass from my pussy. I could feel his hard cock sliding in me and the pressure of the fingers on his cock through the membrane. My entire body was fucking back at him of its own accord. I could feel an enormous orgasm building with in me. My pussy was swollen to new proportions. "Oh God," I thought to myself, "I'm going to cum from being butt fucked, Oh God!" He continued plowing into me. The hot dry depths of my ass were so tight around his cock I knew that he was going to cum hard too. He worked his fingers faster inside me as he rammed his cock hard into my ass. His groin made hard contact with my ass. The room was filled with the smell of sex saturating the room. I felt my pussy spasm suddenly and then my whole body went rigid. I felt his cock swell in my rectum and then hot spurts of liquid lava hit me deep in my bowels, giving me my first ever cum enema. I screamed into the bed covers. Both of us shuddered hard as every muscle tensed and then relaxed. I felt a hot explosion as my body was overcome with the most violent orgasm I had ever had. I could still feel his cock throbbing and spurting deep within me. I felt Walt's cock shrink in my ass and then slowly back out making an audible popping sound. My ass was still high in the air and my thighs were aching. He lovingly caressed my shapely ass cheeks. The two of us collapsed on the bed totally drained from the intense fuck session. As we recovered I felt like I had reached total debauchery. Although I handled the ass fucking I had mixed feelings and I felt totally dominated. It was a strange feeling to be sexually satiated and slightly ashamed at the same time. "Suzette, you handled your first ass fucking like a champ. I'm proud of you and now we will be able to enjoy anal sex together." I didn't know what to say so I just nodded in reply. Walt picked me up like I was a feather and placed me back in the Jacuzzi. He added more hot water to the tub and turned on the jets. "Cathleen always liked to find a jet to soothe her ass and douche my semen out. You may want to try that," he told me. With every ounce of energy I had left, I moved around in the tub and found a jet at the right height. I felt the water caress my tender anus and do the job of douching my anal passage. It was surprisingly a wonderful sensation and one that I would learn to get used to. We stayed in the tub for another thirty minutes before Walt said we should get going. We got out, dried our bodies and got dressed. He packed up his bag of goodies and we left the interlude. It was nearly 9:00 PM and we had been having sex for over four hours. He dropped me off at my car and told me that if I wanted to sleep in the next day that it was okay if I came to work later. As it turned out I slept like a baby and didn't wake up until ten. I finally made it to the office by noon. FURTHER INSTRUCTIONS Walt was out to lunch when I arrived Wednesday and I didn't see him until 2:00 PM. "How are you feeling?" he asked. "A bit constipated and exhausted," I replied. "That's natural for the first few times with anal sex. It will pass in time and you won't notice it in the future. I have some new instructions for you." "You do, what are they?" "Beginning next Monday, I want you to douche your ass and your pussy before you come to work. Also I want you to wear a wrap-around skirt. I took the liberty of buying a couple for you." I blushed upon hearing the instructions and asked, "Anything else?" "Yes, in this bag are the toys we used last night. Take them home with you and keep your ass loose as we will begin to have anal sex in the office now. Also bring them back on Tuesday as we will be going to the romantic interlude again." Now I knew my debauchery was complete and I would be his sex toy just as Cathleen was for two years. Even so the whole idea turned me on. I must have had a wanton look on my face as he then instructed me to lock the office door and suck his cock. Without hesitation I did as he asked and he came in my mouth again. "I'm going to stop for drinks tonight and I would like you to join me," he directed and I agreed. We had a few drinks after work and then we sat in his car. He had me remove my panties and he played with my pussy and probed my anus. I was so hot that I was thrilled when he had me straddle his cock and ride it until I orgasmed. He did not cum in me but instead had me suck his cock until he came in my mouth. Afterward I went to my car and drove home. The next day I arrived early at the office and I was surprised that Walt had beaten me in. "Oh good you are here early. I have a full day beginning at 8:30. We just have time for oral sex," he told me. Within minutes I was sucking his cock and after he came in my mouth, he ate my pussy. It was 8:15 when we tidied up and re-dressed. He was in meetings all day and as I sat at my desk I was thinking that our office sex, except for Monday and Tuesday, was just another agenda item. However I had no complaints. I was well paid and I was having the best sex in my life. On Friday after our oral sex, I asked Walt if we could ever get together on the weekend. "The weekends are complicated. You remember Carla the flight attendant don't you?" "Yes that beautiful woman at the restaurant." "She flies into Chicago every Friday morning and then flies back to Rome on Sunday evening. My weekends are tied up with her as she always stays with me." "I see. Well I just thought I would ask." "I'll tell you what. Carla will be going on holiday with her girlfriend also a flight attendant. They will be traveling Europe for two weeks and I will have those weekends open. We can get together then and maybe even take a trip somewhere." "I would like that." Before the end of the business day he reminded me again about using the sex toys and staying loose. That evening I had a date with David but once again I did not sleep with him. Instead that night and Saturday morning I experimented with the anal balls and butt plug. Saturday I did sleep with David but it was disappointing as he just was not a good lover. I didn't let him stay the night and after he left I broke out the toys. On Sunday I started to get creative and used the anal balls and butt plug at the same time. I had the balls in my bottom and rubbed the butt plug over my pussy. When I felt my orgasm approach I pulled the balls out slowly. As each one cleared my sphincter it intensified my climax. By days end Sunday my ass was used to the toys. NEXT CHAPTER I have her first anal sex in the office. Walt has more surprises for me. I even surprise myself with my behavior. Sex in the Office and Beyond Ch. 02 ANAL IN THE OFFICE After breakfast and my morning constitution on Monday I douched my pussy and ass as Walt had instructed. I dressed in dark brown cotton sweater and one of the wrap around skirts he had bought for me. Of course I was still wearing thigh high hose and silk panties. The sweater was dark enough and I braved going without a bra. The feeling on my nipples turned me on and I was more than ready for sex when I arrived at the office. After his first cup of coffee we got down to business. This time he lowered his pants and underwear and had me take off the skirt and panties. He sat on the sofa and I knelt on the other cushion sucking his cock. As I sucked his cock his right hand caressed my buttocks and toyed with my anus. I felt the cool lube applied to my bottom and then he pushed his thumb into my ass. Once his thumb was settled in my rectum he let his fingers dance along my clit. I could only imagine the sight I presented naked from the waist down, sucking a cock with a thumb in my ass. That morning he didn't cum in my mouth. He had me kneel on the sofa facing the back of it. The next thing I felt was his impressive cock worming its way into my tight rectum. Thank god I had used the toys at home or I think I would have fainted. Surprisingly I loosened up quickly and his well-lubed cock glided in and out of my ass. "Suzette, you look so good like this with my cock sliding in and out of your lovely ass." With his free hand he probed my pussy and finger fucked me until I orgasmed and that was followed by his release into my rectum. It was his first load of the day and it was massive. My rectum was flooded with his seed but I like the feeling of his semen soothing my ravaged bottom. He eased out and told me to stay in the same position. He got paper towels and wiped my bottom the best he could. I looked over my shoulder and saw that he was still erect and I knew I was in for more. He moved behind me again but this time put his cock in my pussy. He diddled my clit with his fingers and his cock rubbed my g-spot. I knew that I was going to have mind blowing orgasm and my hands went for my breasts. I pushed my sweater up and fondled my breasts much to Walt's pleasure. "Well, well, aren't we the brazen little hottie coming to work without a bra." I didn't respond because I couldn't. My crescendo hit and I covered my mouth in the crook of my arm to stifle my cries of pleasure. As soon as I calmed down a bit, he turned me over and re-entered my pussy. I knew he would get me off again as his cock stayed in constant contact with my clit. He reached for my breasts and fondled them and gently pinched my nipples driving me wild. I came again before he did and this time he pulled out of my pussy and told me to suck his cock. Like an obedient servant I did as I was told and sucked him until he came in my mouth. Normally I would have been repulsed by the act of taking a cock in my mouth after it had been in my ass and my pussy. However, I had thoroughly douched both holes that morning and I knew that I was squeaky clean. We cleaned up the best we could in his office, got dressed and I made my routine visit to the ladies room. At my desk later that day I thought about the Italian beauty Carla. I wondered if she and Walt did the things he and I did. I did not see Walt after he went to the President's meeting but he reminded me that we would visit the interlude again Tuesday evening. MORE ANAL AND MORE TOYS I was into my fourth week working for Walt and I still had a difficult time believing everything we had done and how far I had come sexually in so short a time. That Tuesday we arrived at the interlude about 4:30 PM and for the first time we moved into a 69 position with me on top. I sucked lovingly on his cock as he ate my pussy and fondled my buttocks. He just loved my ass and played with it as much as he desired. I was so hot that I came quickly and doused his face. He licked me dry as I continued to suck on his impressive cock. Then he surprised me by not cumming in my mouth and told me to move off him. He went to his bag and retrieved the strangest looking sex toy that I had ever seen. It was a dildo with three cocks attached together. He saw my surprised look and smiled. "I want you to feel what it is like to have three cocks in you at the same time but first I'm going to get your lovely ass ready." I was hoping that Walt would rim me again as he did the last time knowing that my asshole was clean. He didn't disappoint me and had me lean over on all fours presenting my shapely ass to him. He told me that my ass always looked good particularly in this position. Walt leaned over and licked my pussy from behind driving me wild. Then he tongued my sensitive ass as he swiped his tongue from my pussy up and over my asshole and back to my pussy. I gasped out loud when his tongue touched my anus as I hoped it would. He really got into it and grasped both of my curvy ass cheeks and pulled them slightly apart so that he could get his tongue in deeper. He probed my pink aperture with his tongue as he inserted three fingers in my pussy. I started whimpering, gasping and directing the action. "Oh my God, do it again. Lick my asshole; stick your tongue in there. Eat my pussy, tongue my ass, rim me, oh yessssss," I cried out and then, "I had so hoped that you would do that again!" He placed his mouth on me swabbing my pussy and my ass in the process. He repeated this several more times until I went into convulsions with my second orgasm of the evening. I collapsed back into his arms and he stroked my firm tits as I recovered from the intensity of my climax. "God I had so hoped that you would do that again. I love it when you tongue me in my bottom," I sighed as I melted in his arms. "I knew that you wanted it when you douched your ass and pussy again. I loved what it does to you and I have never seen you so turned on," he told me. He rolled me over on my stomach and sat on the back of my thighs. I could feel his erect cock bounce off my buttocks when he moved. He began massing my shoulders and back. It felt so good that I sank into a euphoric state and I felt that I could fall asleep. His hands moved from my lower back to my buttocks and he massaged each cheek of my ass. He didn't stay on my ass as long as I thought that he would and his hands traveled down the back of my thighs to my calves. Walt spent a lot of time massaging my thighs and calves before returning to my ass. Once he returned to massaging my ass he paid a lot of attention to it. He massaged both ass cheeks lovingly and then he let his finger slip into the crack in my ass. He teased me unmercifully and I longed to feel his cock in my ass. He lifted me by my hips so that my ass was in the air. I was on my knees with my head on the bed turned to one side. I watched him in the full length mirror on the wall as he played with my bottom. He began to probe my asshole and lubricate it. He added a finger to my pussy from the same hand and he fingered my asshole and pussy at the same time. He was in no rush and he seemed to enjoy fingering me and caressing my ass. I was panting again with desire and I savored every moment that his fingers were in my holes. Next he moved and removed his fingers from my pussy and ass. I watched in the mirror as he lined up his cock with my asshole and slowly fed it to me. I loved the slow deliberate penetration as he buried his cock in my ass. Walt reached around and played with my clit as he fucked my ass. My pussy and asshole were on fire as the big cock reached familiar sensitive areas in my body. I was on the brink of another huge orgasm as Walt methodically fucked me in my tight anus with his sizeable cock. I loved watching him in the mirror as his cock slid out of my shapely ass and then plunged back in as his hips slapped against my curvy ass cheeks causing them to jiggle with each thrust. My orgasm surged within me as he fucked my ass harder and faster. As I came and came, my entire body went into spasm. My pussy convulsed and clamped around Walt's fingers coating them with my cunt juice. My asshole pulsated as he drove his big cock in and out of it. My sphincter involuntarily squeezed and released his huge member as he fucked it causing him to finally lose it. He slid his pecker deep into my rectum as his cock spasmed and sent a thick stream of hot cum into my channel. Walt kept fucking me after his load was fired into my ass his cock kept twitching and throbbing inside me. He slowed his pace and eventually stopped allowing his cock to remain buried in my ass. He did not go soft right away and he gently moved his hips pushing cum around in my rectum. Some of it trickled out and ran down over my pussy lips. I was recovering from another glorious butt fuck when he eased the dildo into my ass and pussy. Two of the fake cocks filled my holes and he used the third one as a handle. He worked the dildo in and out fucking my two holes simultaneously. Without releasing the dildo he moved around in front of me and fed his dick to my hungry mouth. Leaning over my back he kept working the two fake dicks in and out while I ravenously sucked on his cock. Now I truly knew what a triple penetration was and how it felt to have three cocks invade my body. I felt another massive orgasm building in my loins and just as I exploded so did he. My mouth was filled with his seed as my body gyrated nearly out of control. I was so spent that I collapsed face down on the bed with the two fake cocks embedded in me. Walt slowly pulled the dildo from my body and the cool air caressed both vacant holes. He let me rest on the bed as he ran the water in the Jacuzzi and added the bath gel. I was looking forward to soaking in the tub with him but I didn't think it was possible for me to endure anymore sex. He was done too which was a relief so we sat together with me in front of him and he caressed my pert breasts. An hour later we were showered, dressed and were on our way back to my car. I didn't think that it was possible to do anything else sexually. It seemed that we had done it all together. A SURPRISE VISITOR After sex on a Monday morning Walt told me that Carla would not be around next weekend and that he had arranged a getaway for us. I was thrilled to finally spend a weekend with him. He said we would fly to California on Friday and while we were at Del Coronado that Cathleen would stop by for a visit. I was thrilled to be getting away with Walt and anxious to see Cathleen again. I had so much to share with her. We checked in to the hotel at 4:00 PM and had an early dinner. After dinner we were both a little tired from jet lag but not too tired for sex. Cathleen came over at six and we sat in the room drinking wine and getting caught up. She was very pleased that things had worked out so well with me and Walt. Cathleen left the room and I thought Walt and I were finally alone. It wasn't long before I stripped off my clothes and hopped in the bed as I was anxious to get fucked. I got on my back, spread my legs and then teasingly patted my pussy. Walt stripped off his clothes and his hard cock leaped into view. He walked toward the bed with his erection bobbing in front of him. He got on the bed and positioned myself between my legs. He dipped his mouth to my pussy and licked me a few times. I was already wet in anticipation and I pulled him up toward me. "I have been looking forward to this ever since we got here," I said as I took hold of his cock and guided it into my pussy. My pussy was sopping wet and his cock slid in easily. We started slow and he fucked me with long steady strokes. Although I never saw her, Cathleen was back in the room and I noticed that she was now naked as well. I was too far along to protest so I went with the flow. Cathleen lay next to me and stroked my pert tits and tweaked my nipples. She leaned over and took one of my nipples in her mouth and sucked on it. Then she alternated from one tit to the other and she soon had my nipples eraser hard and sticking out almost an inch. Walt kept fucking me as she worked on my tits and I was going wild. "Oh my, this is going to be a quick one," I gasped as I felt my orgasm building. As Walt fucked me he made sure that his cock was in contact with my clit. I started humping him back and then I wrapped my legs around his lower back and dug my heels in. "It's going to be a big one too. Oh God, here it cums, hold me tight, please hold me," I screamed. Walt held me tight as I humped my body at him and thrashed all around. I groaned aloud as the orgasm rocked my body. I could feel the warmth of my cunt juice surround his cock buried in my pussy. My body almost vibrated with the intensity of my climax and then I stiffened and went limp on the bed. He kept fucking me slowly until he felt Cathleen tap him on the shoulder. Walt looked at her and she smiled as she moved to her back alongside me. He withdrew his cock from my pussy and moved between her legs. Cathleen wrapped her shapely legs around his torso and pressed her heels against his buttocks. Soon his cock was buried in her quim and they both picked up the pace. Once again he made an effort to keep his cock in contact with her clit. They were humping each other like mad now as they both raced toward their first orgasm of the night. She pulled his head down and kissed him deeply as she threw her hips into him. Her body tensed and she groaned into his mouth as her orgasm overtook her. They kept right on fucking and kissing as it seemed that she could cum again. Her body leaped out of control and she pounded her pelvis into him as she experienced another intense orgasm. Her female juices in her pussy coated his cock. He stayed hard so he kept on fucking her as she slowly recovered from her climax. I pulled on his hips and he backed out of Cathleen. His hard cock dripping wet with cunt juice stood out as he knelt back. I don't know what came over me at that moment but I leaned over and kissed Cathleen deeply and then moved my head to her tits. I sucked on the tits for a short while and then began the descent down her body. I got between her legs and licked at a woman's snatch for the first time in my life. Walt watched as I knelt between her legs and sucked the juices from her pussy. He knelt behind me and shoved his cock back into my pussy. I moaned as I felt the intrusion and wiggled my ass in approval. He slowly fucked me from behind and fondled my shapely ass flesh. He started to tickle my nether hole and then probed it gently with a wet finger. I wiggled my ass again indicating that I liked the attention. Scooping up some of my pussy juice he pushed his finger in a little deeper and he watched as the aperture opened up for his digit. I lifted my face off of Cathleen's pussy long enough to say, "Get the lotion and fuck my ass." Cathleen then blurted out, "Do it, fuck her in the ass. I want to see you do that." He backed his cock out of me, got off the bed and located the lotion in the bathroom. He then knelt back behind me and coated my asshole with a generous amount of lotion. I wiggled my ass some more as he took his time preparing it for his cock. Walt loved playing with my ass so he was in no hurry to shove his cock in it. I then begged him to stop teasing me and to fuck me. He moved in behind me and eased his hard dick into my asshole. I grunted as his cock made its way into my tunnel. He stopped with his cock halfway home and allowed me to get used to the thickness again. I then pushed my ass back toward him and he reciprocated by pushing back and sinking his dick in further into my channel. Soon his entire cock was buried to the hilt and he began fucking my ass slowly and deliberately. Cathleen maneuvered herself around so that she and I were in a 69 position. She then licked at my pussy and ran her tongue over his balls as he continued to fuck my ass. She reached up with her hand and tickled his balls and scraped her finger along the shaft of his cock. This was too much for him and he ejaculated deep into my ass filling it with cum. I clenched my sphincter and squeezed his cock as it was buried in my ass. Her tongue was still at work and she had me writhing as another orgasm rocked me. My ass humped up and down as I spilled my juices into her mouth nearly dislodging Walt's cock from my ass. His cock softened and deflated in my ass and then slipped out with an audible pop. Cum ran out of my dilated asshole and over my pussy lips down my inner thighs. I collapsed face down on the bed and Cathleen stroked my body and played with my ass as I just cooed. Before we were done for the night I wanted Walt's cock in my ass one more time. This time he lay on his back as I sat on him facing his feet and I lowered my ass onto his cock. Cathleen also facing Walt's feet straddled his face and lowered her pussy to his mouth. I then lay back on Walt with his cock still in my ass and Cathleen leaned over and sucked on one of my tits as she rubbed my pussy and clit with her fingers. I was going crazy with his cock in my ass as she sucked my tits and fingered my pussy. I screamed as another orgasm traveled through me and rocked my body with the intensity of my climax. She was relentless as she sucked my tits and rubbed my clit. She squirmed on his face as her own orgasm approached and then she too cried out in ecstasy. Her juices covered his mouth and he drank in all her sweet nectar. My thrashing about, had dislodged his cock from my ass and it stood erect between my thighs. Cathleen then took his cock in her mouth and sucked him off until he came. He warned her when he was about to cum but she just picked up the pace and sucked him faster. She sucked his cock dry and then the three of us collapsed on the bed. Cathleen told us that her husband was busy all weekend and that she could spend the night. The three of us eventually dozed off in the king size bed and slept soundly until morning. SATURDAY WAKE UP CALL I woke up first Saturday morning cuddled with Walt and Cathleen. She had her back to me and my arm was draped over her body. Walt lay behind me with his arm draped over both of us. I could feel his hard cock pressing against my buttocks. I watched Cathleen as she slowly woke up. She rolled over on her back and subconsciously spread her legs. One of her hands found its way to her pussy and she rubbed herself slowly. Walt spotted this and moved to her. It seemed as if she was still sleeping as she masturbated. He had a raging morning piss hard-on so he moved between her legs and lined up his cock with her pussy. He eased his cock into her wet pussy causing her to groan softly. She then opened her eyes and saw that he had moved into position to fuck her. She smiled at him and reached up with her arms to embrace him as her legs wrapped around his torso to pull him in closer. He sank his cock all the way in her pussy and he fucked her slowly. Cathleen had an immediate orgasm and she covered her mouth with her hand to muffle her cries. He continued to fuck her and he brought her off several more times. The last orgasm was extremely intense and she screamed as her body thrashed all over the bed. "Do you have something for me too this morning?" I asked with a sultry smile as I looked at his erect cock dripping with Cathleen's cunt juice. "You bet I do," he said as he moved to me and crawled between my legs. I lay on her back and opened my arms and legs to receive his body. His cock slid right in my dripping wet snatch and hit bottom in one movement. I gasped as my pussy was filled with his cock once again. He fucked me hard and fast as I raced to my first orgasm of the day. This was a new experience for me as I had never spent the night with him before. To wake up with him and be fucked with his morning hard-on was something that I was unprepared for. As with Cathleen he didn't stop fucking me until I couldn't cum anymore and I begged him to stop. He pulled out of me and I collapsed on the bed. He went into the bathroom to finally take his morning piss. Sex in the Office and Beyond Ch. 02 When he returned, Cathleen was lying on her stomach with her cute butt perched in the air. I lay next to her with my head toward her buttocks and I was stroking her shapely ass. I was also toying with her nether hole but I did not penetrate it. I ran my finger over her anus and added saliva this time. I pushed my little finger into her bung hole causing her to wiggle her shapely ass in response. I caressed her curvy ass cheeks and tenderly probed her tight aperture. Walt moved over to the bed and knelt between Cathleen's legs. He lifted her by the hips so that her pussy was on a level with his cock. She moaned as he slipped his hard cock in her pussy again that morning and it slid in easily. He started fucking her slowly this time with the intention of cumming. I watched for a few minutes and then I decided to get underneath her. I positioned myself under Cathleen in a 69 position to watch Walt's cock slide in and out of her wet pussy. She tensed when he touched her asshole with a finger as he tickled her anus instead of shoving it in. "Walt, remember that I can't take your cock in my ass without lube, please don't try to go dry," Cathleen pleaded. "Don't worry, I won't. I'll just play with your hot ass while I fuck you. We'll save your ass for later," he assured her. He continued to fuck her pussy from behind as I fondled his balls and licked at her clit. His first orgasm of the day was building rapidly and I guessed it would be a big one. I wanted to see him shoot so something possessed me to pull him by his balls causing his cock to leave her blonde pussy. Ropes of cum flew out of his cock and hit Cathleen's ass and pussy lips and ran down into my waiting mouth. "Oh man look at it all!" I cried out between swallows. I then reached up and stroked his cock causing more spunk to shoot out and land on her buttocks. I had never seen him cum so much. Cathleen knelt there as the warm semen coated her ass and trickled over her pussy and down her inner thighs. I ran my hands over her shapely ass and massaged the semen into her body. I continued to drink in all the spunk that flowed over her pussy lips and then I sucked on her clit. Cathleen collapsed flat on top of me and I continued to massage her shapely ass. I then reached up and pulled Walt's softening cock into my mouth and sucked him dry. I sucked him until his thighs trembled and he finally pulled himself away from my sucking mouth. He lay down next to us as she and I remained in the 69 position. I lovingly stroked her curvy ass as she played with my clit. Walt then got out of bed and playfully patted us on the ass as he announced that he was going to take a shower. Cathleen and I showered after he did and then we got dressed and went to the main building for breakfast. The breakfast was a buffet style and the choices were enormous. The fruit was fresh and delicious. After breakfast we headed back to the room to change into our beach clothes and head for the beach. SATURDAY AT THE RESORT We spent the day at the beach sunning in our brief swimwear. Walt wore a skimpy Speedo and we bit wore string bikinis. The three of us received admiring glances from others all day. We had a light lunch poolside and at the end of the day we returned to the room to shower and dress for dinner. After dinner they had entertainment in the main room which was quite good. Walt took turns dancing with Cathleen and me to the slow music and all three danced to the upbeat songs. After the entertainment we returned to our room. We were all ready for action and once inside the room we had our clothes off in no time. I got on the bed on all fours and Cathleen watched as Walt lifted me by the hips until my ass was in the air butt naked. I kept my head down on the bed and arched my back to further accentuate my shapely ass. He resumed fingering my two holes and lubed them in preparation for hic cock. I cooed out loud, "I love it when you finger my asshole and pussy at the same time." He massaged my curvy twin ass cheeks and then he leaned over and began to tongue my ass and rim my asshole. I heard Cathleen gasp at the act and I know she knew exactly how it felt. "Are you ready for my cock," he asked? "Yes give me your cock," I pleaded. He knelt behind me and eased his big dick into my ass. Cathleen was still amazed how easily his huge cock entered my ass as I had been an anal virgin when I took the job. He began to fuck me slowly sliding his cock in and out as I encouraged him, "Oh yes fuck my ass, stuff it with your big cock, fill me up with your cum." I looked over at Cathleen and realized that her cunt was sopping wet and that she had reached down to feel her pussy. She started to rub her clit and finger herself as she watched he slid his cock almost all the way out of my ass and then back in to the hilt. He fucked me slowly as I finger fucked my own pussy. Cathleen was brought back to reality when she heard him say to me, "I bet you Cathleen would like you to eat her pussy while I fuck your ass. Would you like that Cathleen?" She just cooed and nodded her head. "Yes, I bet you would," he smiled. "Would you like to eat Cathleen's pussy while I fuck you in the ass?" Walt asked loudly for Cathleen's benefit. "Or maybe you two could 69 while I took turns fucking both of you in the ass, would you like that?" I cried out, "Yes, yes I would love to eat her, just keep fucking me now." I turned to look at her and just smiled as he continued to fuck my ass. She positioned her cunt near my mouth and I wasted no time and began sucking on her cunt and clit. She was so turned on that she came immediately and doused my face with her love juice. I continued to eat her pussy and brought her off several more times before my pussy craved attention. I rolled on my back and spread my legs lifting my knees toward my chest and begged, "Someone take care of my pussy, please." Walt urged Cathleen to eat my pussy and she did not have to be asked twice. She positioned herself between my legs and began licking my cunt. She inserted a couple of fingers in my pussy as she nibbled on my clit. I was wild with excitement. He lifted her by her hips until her ass was in the air with her face still buried in my pussy. He began to finger her pussy and he also added lotion to her bunghole and inserted a finger in her ass. For several minutes he used his fingers loosening up her holes. I watched the shift in his position and the head of his dick brushing the lips of her pussy. He slowly inserted his big cock in her cunt and began to fuck her slowly. He continued to fuck her as she continued to work on my cunt. He inserted a finger in her asshole as he fucked her and I knew full well that she felt as if she had another cock in her. I was writhing and squirming having one orgasm after the other. I sensed that she was close and she could feel her own crescendo mounting and as both of us thrashed about in orgasms. Walt slipped his cock from her pussy and put it in her ass. Cathleen had a strange expression with her orgasm and then she came back to reality to realize that her ass was stuffed with a real cock for the first time in over a month. He fucked her slowly as she adjusted to the extreme fullness in her asshole. "My God, I forgot how good it felt back there," she gasped. He started to pick up the pace and pound her ass just as he had done with me. Cathleen started to grunt each time he hit bottom. I swung my body around and scooted back underneath her so I could get to her pussy. I began to lick her twat and fondle his balls. I inserted three fingers into her pussy and nibbled on her clit. I would alternate between licking her clit and licking his balls. I pressed my fingers against the thin membrane inside her so I could feel the cock in her ass. He announced he was getting close and I knew she was also close to another orgasm. She started to hump my face with her pussy as she was impaled on Walt's cock. She was out of control as she creamed all over my face as he blasted his load into her ass filling her rectum with cum. The three of us remained motionless for several minutes and then collapsed on the bed. "Well Cathleen how did it feel to finally have a cock in your ass again?" I asked her. "It was wonderful; I haven't had anal sex since I left the job. I love it when you cum in me." "I was happy to oblige. I am one lucky guy to have two lovely asses to fuck," he said as he stroked her curvy bottom. "I wish we had discovered each other when I still worked for you. I love a threesome." "Me too," I admitted. The three of us had another round of sex that night before going to sleep. Walt came in my ass this time as Cathleen and I feasted on each other's pussy. It had been a great relaxing and sexual fulfilling day. SUNDAY AND THEN HOME AGAIN Sunday morning was a repeat of Saturday morning as Walt fucked Cathleen and me senseless with his morning erection. He did not cum in us that morning and that was one of the things I loved about him. He wasn't concerned if he came or not but he always made sure that I was satisfied. I knew he would be ready again later and that Cathleen and I could expect to have our asses filled with his seed but for now he was content to pleasure us. Our routine was the same and we showered, dressed and ate breakfast. This time since we were leaving that day, Cathleen and I sucked his cock until he came. We alternated sucking it as we passed it back and forth between us. Then he came in my mouth first and I passed his cock to her so that the second volley landed in her mouth. We passed his cock back and forth as we sucked it dry and then we kissed. Our tongues danced in each other's mouth and we pushed the semen around with them. After our morning sexual activities, we showered, dressed and it was time to check out and head for the airport. We said our goodbyes to Cathleen as she left for home. She said she would try to arrange a trip back to Chicago and hook up with us again. The shuttle took us to the airport and then we flew back home. The flight was uneventful as I slept most of the way. Once we landed Walt drove me home and then headed to his place. It was the first time I had ever spent that much time with him and I loved waking up with him fucking me in the morning. The trip had been perfect. I was tan and I was sexually sated. Tomorrow was back to work and I wondered what else would take place the rest of the week and what other surprises were in store for me.