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I left several large bills for the waitress on her jeans, then left.It was the first time I had ever bought a hooker. I drove up next to an attractive slutty looking one and rolled down the passenger side window. I agreed to her price and I then parked in a dark deserted alley. I must admit their wasn't much room in my Porshe for her to bend over, but somehow she did it. I sat back in my chair as the fake blond sucked on my penis, she was expert and fast. And even with the sight I had just come from, I lasted five long minutes. Perhaps I was worried about some passerby. The condom filled with my sperm, as she sat up and wiped the saliva from her face with the back of her hand. I counted out her money, giving her a fifty percent bonus before driving her back to her spot on the street. Lets face it, she was only their for my satisfaction, I just wanted to get my rocks off. We both got what we wanted. I barely noticed her, and couldn't have given a description if someone asked. I went back to the office and did some work. Tami called to thank me for the gift I had sent to her work. An expensive piece of jewelry. Then Chris called to also thank me, but for "a delicious afternoon". My pleasure, sort of. She seemed to be very pleased with the outcome, and assured me a pleasure filled evening. To be truthful I was a little depressed, and I didn't know why. Karen, my secretary must have noticed because she asked me if something was wrong. And instead of telling the truth that everything was perfect, I began to talk. She sat and listened politely as my whole afternoon was related to her. She seemed a little uncomfortable about hearing the details, and often uncrossed then crossed her legs, and shifted on her seat. Then I realized I had kept her past quitting time and apologized. She stood and assured me everything would be fine then left. That evening was certainly pleasurable. It was as if Christen was thanking me for giving her the new gift that she was very generous with her body. She was determined to please me.And she did. Three times that evening, I was exhausted. That one night, she was the personification of a mistress, a fuck toy extraodinair. Only my cock and the sperm that came out of it mattered. I even promised her another woman, but told her I would join in this time. Next morning when I got too work, I complemented Karen on looking very attractive. She pretended that she didn't hear me, and gave me my messages, though I saw her blush. She asked why I looked so tired, and told her that Chris had kept me up most of the night. Of course I had that little grin men of all ages have when relating something naughty. After sitting down I immediately called Tami at her office, and left a message for her to join me for lunch at my office. I had given Chris a new experience, and wanted one for myself. As I had driven to work, I remembered Tami's attractive buttocks and the cute little bum hole. I wanted to fuck her in the ass, wondered what it was like. In fact I had bought k-y jelly before getting to work and planned out the whole "luncheon". Time went slowly, since I was practically glued to the clock. Until Karen buzzed and said Tami was here. Tami closed the door behind her, she had a grin of expectation. She walked directly to my side of the desk and kissed me passionless, as if I was her husband. "I'm glad you could get away." "Anytime..."I interrupted, "I want you right now!" She could hear the desperation in my voice and smiled friendly, openly. I nodded towards my desk, "Bend over." She asked first, "My dress?" I ignored her question, "Are you wearing underwear?" "No darling, just as you asked." She turned towards my large desk and promptly bent forwards over it. Presenting me with her finest asset. Still seated, I pulled the back of her tight skirt up her shapely thighs. I was purposely slow, the fabric inched casually up her dark skin. I spoke to her before it reached the bottom of her bum. "I want to try something new with you Tami?""Anything darling." She was certainly not the same shy woman as the first time we had "lunch"."I want to fuck your asshole." Blunt yes, but definitely to the point. It caused her to pause, just as the bottom hem of her skirt reached the crack of her ass. I stopped and admire the small tuff of hair sprouting from between her legs, her pussy. Of course I continued on, I wanted her dressed, with her skirt around her waist and her heels on. "I won't do it unless you ask me?" I was putting her in a spot, she wanted to please me, but perhaps has never had anal sex. Yet then again, perhaps she has? I reassured her, "I'll be gentle Tami. It's just that you have the most attractive bottom of any woman I know." I was manipulating her, and wondered is she realized it, or even cared. I was using the fact that she had the bug, that occurrence I had experienced when women found out I was extremely rich. Finally the skirt was bunched up around her waist. I placed open palms on each of her raised cheeks and spread them apart, as wide as they would go. I studied her small puckered brown hole, then down to her slightly spread vagina. I could smell and see the moisture that was contained there. Gently, softly I bent forward and planted a kiss directly upon her anus. Thankful that it was clean and had a neutral smell to it. It tightened then relaxed under my lips."Please Tami, I need you!" I put the sound of desperation again in my voice as I spoke between her spread cheeks. Tami made a decision, her hands came around behind her and replace mine on her buttocks spreading them. Then she spoke, "Anything my darling. I'll do anything you want!""Then I may...", I paused."Yes! Fuck my ass!" She sounded pleased. Remember that she had the bug? A part of my theory was that, women tried to assure me that they could please me. I'm not always sure what they expected in return, but that didn't matter. Only that I had given the impression to Tami, that I would do anything for the pleasure of her bottom. She realized all she had to do was give me this one pleasure, for good or bad, and she could have her say. At least that was what I figured she was thinking. I pulled the jar of jelly out of my desk and quickly opened it. Tami shivered as I applied a generous amount to her spincter with my finger. I had a perfect view of my hand as I gently slide my forefinger into her bottom. God damn it was tight! How the hell did I expect to get my cock into such a small hole?My finger was left inside her for several long seconds, I could feel her rear muscles trying to purge me from its intrusion. I could see and feel Tami attempting to relax her body, all except her hands which held her bum open. After almost a full minute of silence and stillness I pulled the finger out.It was coated with the jelly and a light brown film which I realized was her bowels. The realization didn't trouble me at all, in fact I became more excited that my cock would reach far into her, a spot that it hadn't reached yet."Have you ever..." I pretended embarrassment, to further my plan.Almost a whisper, "No darling you will be the first."Excellent!My slick finger began a fucking motion with her bum hole.In and out, repetitively until I could feel her tight ring muscle relaxing to the intrusion. And just when I was about to enter her again, I added a finger to the down stroke. It surprised my cousin-in-law and she grunted gently, the only sound she had made besides talking. The pressure was again applied to her asshole, to loosen to a new width. This time it didn't take as long.While I was fucking her with two fingers, I undid my zipper and pulled out my hard cock. And then left it to reach between her slightly spread legs to cup her sex. Tami was indeed wet, not as much as the first time, but I realized my hand was already coated with her juices. I wiggled my middle finger over the hard bud of her clitoris, while my palm pushed into the soft wet hole. Tami spread her legs slightly to accommodate me, but otherwise hadn't moved a inch. I wondered if she was enjoying herself, or was terrified at the immediate future. Perhaps her pussy was the excitement gage that told me her excitement, or perhaps she was wet when she walked in the door. I know she was wet the first time I had seen her naked cunt, maybe the idea that she was about to have sex with me excited her. A rather pleasant thought!Finally I took my hands off and out of her body. Wiped my fingers fairly clean on her attractive hips and buttocks. And then took aim with my guided missile. I could see that her relaxed anus was still open, almost a full inch in width, so the initial plunge was no problem. But after the first inch of my thick cock, I had to slow down my descent from the sheer tightness of her cavity. I could see her knuckles turn white and her jaw twitch as I slowly, but forcibly entered her. I was determined to reach the depths of her bowels, I was going to fuck her ass for all it was worth. No, I didn't feel sorry for her, nor sympathized in any way at her situation. It was completely her choice. Sure I had manipulated her, but she had the final say in everything she choose to do. Tami was gasping now, and I grabbed her mane of hair and pulled her head back, causing her back to arch and her bum to round beautifully. As I do to Chris when I fuck her doggy style. At that precise moment, when I grounded my cock deep inside her, that I saw movement across the room. The door to my office was open only a crack, and I could see half of Karen's face as she peeked upon my activities. A part of me wanted to give her a show, wanted to let her know that I was fucking this attractive woman in her asshole. I closed my eyes and began to slowly, earnestly fuck my cousin's wife. I spoke for Tami's benefit as well as my secretaries, "Goddamn you have a tight asshole!"My strokes were speeding up as her anus muscle became more relaxed. Tami must have realized this episode would not end until I had shot my sperm in her asshole. So she began to wiggle her buttocks side to side. Her hands had let go of her asscheeks and had grasped the edge of the desk in front of her. She was having trouble breathing, but somehow managed to gasp, "I want to feel your warm cum inside my ass! Yes...!" The last word was a quick scream of what sounded like pleasure.Hell, if she enjoyed herself it would be a definite bonus, but not mandatory. Again I opened my eyes, quickly glancing to see if my secretary was still watching as I looked down upon Tami's naked and soiled flanks. She was! Between the sight of her taunt but shaking butt cheeks, caused from my repetitive slapping, and the tight pleasure of a new wonder, I wasn't long before cumming.She sensed my urgent pounding of her bowels, and doubled her efforts.The first shot of my cum, was accompanied my a tight squeeze of her anus creating a painful, yet pleasurable orgasm. It was as if a plug was suddenly pulled from a guiser. Tami squealed in delight as she felt the warm sperm hit deep inside a never before fucked part of her body. Out of the corner of my eye, I saw the door close silently. "Yes darling, cum deep inside me." I pulled out of her ass with a quiet pop, then fell back into my chair, exhausted. I could see that her anus was wide spread and a trail of sperm and brown shit was leaking out of her asshole. She lay over my desk for a few moments until she stood up. The image of her stretched and leaking ass would forever be implanted in my mind. Without pushing her dress back down she sat perpendicular to me, on my lap. As a girl would sit on her daddy's knee. She was kissing my neck and cheek. I could tell she was excited and pleased. I wanted her to go away and leave me to catch my breath, but knew that was unreasonable. I dropped my hand upon her lap, where she quickly spread her legs. I unceremoniously reached for her sex, then slide two fingers into her, now, very wet cunt.She moaned into my neck, "I'll do anything for you darling!" I finger fucked her wet snatch while my thumb manipulated her clit.But as I worked on pleasing her, I wondered if her asshole was leaking over my expensive pants. "Make me cum and I'll spread my ass for you anytime!" I knew she would even if I didn't make her orgasm. Again, across the room the door opened a crack and Karen's eye returned to spying. She couldn't see much there, since we were both seated behind the desk, but she remained until Tami was finished.Meanwhile Tami asked me between gasps, "Did I make you happy darling?" I didn't answer. "I can't begin to explain the feelings that I had when I felt your warm cum hit deep inside me." I couldn't care less at that moment. She whispered, "Tell me I'm a good girl!"For the second time today I kissed her lips, tasting her yearning and need. "Your a good little girl Tami, but you did get my cock dirty?" We had begun something new and unexpected, she acted shy, "I'll clean you up after you make me cum daddy." I began to enjoy this little game and worked upon her cunt with greater gusto. "Daddy's little girl has a wet pussy?"She groaned and jerked upon my lap, "Make me cum daddy, please? I'll be a good little girl I promise!" She squealed again. "See, daddy makes my cunt so wet and hot." She could barely talk, the words were coming out in gasps. "Yes daddy yes!" That was it, I could feel her tight pussy clamp up as her orgasm shuddered throughout her body. In fact I almost lost my hand, as her thighs clamped shut. Tami lay over me for a few moments, before finding my lips with hers and kissing me gently and with affection. She stood and went over to the sink. Then returned with a wash cloth. I watched as she knelt between my thighs and preceded to clean my still dirty cock off, as she had promised. When I was clean, she planted a firm kiss on the head of my cock and then stood and began to repair herself. First she whipped her bottom crack with the same cloth, then pulled down her skirt. Silently I watched her as she tidied up her hair and clothing. Often, as she worked, she would turn to me and smile, or throw a kiss. For some reason I felt I needed to say something, "That was great Tami!" I meant it."I'm glad you enjoyed it." She smiled then as an after thought, "Next time daddy's little girl will wear something special!" I was slightly surprised that she had continued the little charade, enjoyable as it was. Tami left me with a chaste kiss upon my tired lips. Her eyes promised me more. Later that same day and for the rest of the week, Karen kept looking at me out of the corner of her eye whenever we were in the same room. Could she be wondering if I had seen her? I wasn't about to give her any clues. Though she was acting strange, coming into my office for the slightest of issues, clumsily tripping and falling into my chest as I was walking by the filing cabinets, the extra button undone on her blouse, her hair was pulled back for the first time. These were all signs that she was bitten by the bug. But I ignored every one, well not every one. Though I didn't act upon any of them. I flirted with her shamelessly. I openly looked upon her cleavage knowing that she knew and didn't do anything about it. When she tripped, my left hand had "accidentally" brushed her full breast. When she dropped a pile of papers on the floor of my office then bent over away from me to pick them up, I enjoyed a long sight of her hourglass figure then said, "How's your husband, did he get that job last week?" She immediately turned, became embarrassed and then realized I was again looking upon her body, Karen returned to her duties. I laid a hand upon her friendly and often, never sexually or provocatively. And it always caused her to pause, sigh, or stare at my hand. She dressed in sexier clothing, showing off the body that she had previously hide. Once she had disappeared for an extended break right after she realized I had a definite bulge in my pants after standing behind her to look over some work she had been doing, the sight of her bosom and the tops of her thighs in a mini-shirt was enough to excite me. When she returned she looked disheveled and tired, she also radiated a glow. I new she had just masturbated herself to orgasm. Could she be that far gone?The last day of the week, Chris usually came to my office for lunch.