6 comments/ 123873 views/ 37 favorites The Toy Boy Call Boy Pt. 01 By: The Big Bopper Chapter One I guess that I was slow to get into sex. Growing up as a teenager in the naughties, one would expect that I would be fucking away like a rabbit from the age of around 14. But it was on the eve of my 18th birthday before I found a fellow student willing to let me have access to her body. As first times go, it was nothing to write home about and our relationship faded away shortly after. But at least I got that male virgin thing out of the way. Then followed many months more without actually fucking. Oh sure, I enjoyed some touchy-feely with several girls, but I just seemed to go out with females who were not about to put out without some sort of commitment. It's kind of weird, but my first really meaningful sexual encounter was with an older woman ... she was my mum's best friend. In our family, to my siblings and I, she was always called Aunt Jane as we were growing up. She wasn't really my aunt, not a blood relative, thank goodness. But when we were kids, Jane and my mum thought Aunt Jane was a good moniker for a gregarious woman who was even closer to us than any real aunt would have been. Aunt Jane is my mum's age, now just past forty, and they had been best friends since high school. Whenever we had a family function, Aunt Jane was the first there and the last to leave. When my brothers and sisters and I were pre-teens, she would lead the party games, getting down on the floor on her hands and knees, even unconsciously flashing an inner thigh, a triangle of panties without concern. I was 20 when I came home from college for the holiday season. Mum and dad had a dinner party this Saturday night. I wasn't part of their dinner and I had gone out with friends, but it was a dull night. The guys that I grew up with were just goofing around, doing stupid stuff, so I was back home by 10.30. I dropped by the living room to acknowledge the 8 people there. I knew most of them, all friends of my parents. They had finished dinner and were just sitting around chatting. I didn't linger, just said "Hi all" and disappeared up to my room. I scanned a few porno sites on my laptop, then stripped off and clambered into bed, electing to beat off my by now solid core of meat, so I could relax enough to sleep. Now I don't claim to have one of those super sized cocks, but I have to admit to it being a very solid 8 inches erect ... and thick too. It took me most of my teenage years before I realised that not all guys had that much length stored in their pants. Only a few months ago, I had been making out with one young woman and she had exclaimed shock when she felt it hard within my trousers and insisted on taking it out to check its size first hand. She set out to convince me that what I had was a gift that I should be proud of. From then on, I found myself sneaking a peek at the other jocks in the showers after sports training or at the gym. After doing some surreptitious research, I decided that this observant young woman was quite right. Not many of the other guys in the sports teams measured up to my cock. It gave me the confidence to strut around naked a lot and to chat up a lot more girls. My sex life began to look up. So here I was, at home for the holidays, in bed at 11 on a Saturday night, one hand holding the sheet up while my other worked up some pace, stroking my hard-on toward some much needed hand relief. Now, you would think that any person other than my mum or dad, would knock before entering a 20-year-old boy's room. Well, not so my Aunt Jane. She flung the door open in her customary cavalier style, bursting through it, "So my lovely Jamie, how are you? Is it good to be home?" She got all of that out in the time it took for her to make it from the door to the side of my bed, with the sound of the door slamming shut behind her becoming a punctuation mark for her words. I, of course, abandoned my strokes immediately, my hands straightening down by my sides, the sheet floating down to cover my body. But that result was worse than being sprung wanking off, because the sheet cascaded down and tented very pointedly over my stiff and vertical erection, a wet stain immediately showing from the pre-cum on my cock tip. It appeared that Aunt Jane was suddenly confused, unsure where to look. Her smiling face was taking in mine, but I could see her attention drawn to the wet-tipped totem pole that drew the sheet up around its prominence. "Oh dear, my timing's out, isn't it Jamie?" I am sure I was red-faced, I know I felt hot and flushed, but that may have been due to how close I got to cumming, "Yeah Aunt Jane, you could say that. I wasn't expecting anyone to come." "Other than you," she retaliated in her amusement, reaching out a hand and stroking it affectionately across my forehead, pushing back some strands of my hair, "I am so sorry, Jamie, I should have knocked. You're a big boy now and I should respect your privacy." Then, trying to lighten a tense situation, she added, "I just wanted to see my favourite boy, hear how he's doing at college. Are you studying hard, meeting lots of girls?" I saw her eyes wander back along my sheet-covered body to stare once more at the shape of my hard-on, "Oh dear, I bet the girls at college really go for that." Then obviously realising what she had just said, she added, "Oh Jamie, pardon me, that's not a decent thing for your Aunt Jane to say. But it looks like you're a big boy now in more ways than one." She giggled at her inappropriate double entendre. I didn't know what to do. There was no way that I could will it to go down in anything under 5 minutes, such was the effort that I had put in to raising it to its maximum length and girth. I considered rolling onto my side, but that seemed to be a stupid thing to do now that she had already noted its size. To my shock, Aunt Jane reached a hand out and folded it around the sheet at the head of my cock, squeezing it firmly. "Oh my God, I'm your mother's best friend, I shouldn't be commenting about this, but you are very well endowed, Jamie." "You're a woman, Aunt Jane ... tell me, is this a good thing? Do women like it to grow this big?" I don't know why I asked her that, other than my still naïve curiosity, since my experience with the opposite sex was still limited. Her eyes seemed to widen and her hand wouldn't let go. She just stood there squeezing the head of my cock. "Oh yes, we certainly do." Her voice seemed to rise enthusiastically, "You are exceptionally big, Jamie, this would make a woman feel completely filled. That's a good thing, Jamie." I wondered for how long she was going to hold it. Involuntarily, I thrust my hips upward, pushing it toward her within her grip. She emitted a strange sound, quite guttural, like a painful moan. "Would you ... oh dear ... Jamie, I know I shouldn't ask ... but would you ... would you mind if I had a look at it?" Wow, I hadn't expected this. Was the situation getting out of hand? My Aunt Jane, whom I had known as a family friend, as my mum's best friend, since I was old enough to remember anything ... Aunt Jane was asking to see my erect cock. "Err ... yeah, I guess so!" I told her, a slight tremble in my voice at the prospect of having this mature woman, that I had known all my life, stand there and examine the most intimate part of my body. I felt the sheet tugging away from my naked chest, down over my belly and then the top hem of the sheet trailing over my cock-head and then exposing it, the solid core standing proudly upright ... long and thick. Aunt Jane threw the sheet away in her eagerness to see what had been exposed and it bunched over my shins and ankles. "Beautiful, it is truly beautiful, a work of art. Jamie, you are truly blessed. That is big and thick, but the wonderful thing is that it's not disproportionately so." She tore her gaze away and looked in my eyes from where she stood beside the bed. "Do you get to use it much? Oh dear, listen to me, you don't have to answer that. I shouldn't ask, it's such a personal question. I'm sorry!" "No, that's okay," I told her, "not a lot yet, but I'm hoping to. I only discovered a few months ago that I am bigger than the average guy." "Oh, indeed you are, Jamie, indeed you are. I have seen one bigger ... in a strip club that your mum and I went to once, but it wasn't accessible to us. This is the first time I have ever been able to touch one so big." Her hand reached out and touched the head again. But this time, it was skin on skin, her fingers fondling my hard knob, no longer obscured by the sheet. She would have seen my eyes close from the electric sensation of the way her fingers were arousing the sensitive underside of my cock, right below the head. "Do you mind my doing this?" she politely asked. "No!" I gasped, looking at her through slitted eyes. I saw her turn her head around to stare at the door. She must have been checking that it was closed. Then she let go of my cock-head and I was disappointed that the moment was over. But instead, she dropped her hands to her sides and each hand grasped clumps of the material of her dress and tugged up until almost all of her thighs had come into view. Just another inch and I figured I would see her panties at her crotch. But while her hands climbed higher to her hips, the material caught on her wrists and the front of the dress hung down just far enough to keep her crotch covered. I was amazed, what was she doing? I saw her thumbs hook into the waistband of her panties and she hauled them down, her dress falling as her hands lowered, covering her pubes that would now be naked beneath. I saw the panties fall, saw her step daintily out of them. She kicked off her shoes, then put one knee on the bed. I couldn't believe this was happening, my Aunt Jane had lust in her eyes. She crawled on her knees across to where I lay, lifted one knee over my prone body and shuffled up higher until I imagined that her pubis was hovering above my vertical hard-on. Aunt Jane had let the dress fall down around my naked body, it totally obscured that intimate part of her that was about to come into contact with my body. I looked up into her eyes expectantly. "Oh God, please forgive me for what I am about to do," she pleaded, her eyes drifting toward the ceiling, apparently in prayer. I felt her body, sizzling hot, some part of it touched my cock tip and it felt really good. She dropped a hand and it foraged in under her dress. I felt the palm of that hand wrap around my cock shaft and she began to guide my tip into the channel formed by her outer lips. To my surprise, there was already moisture. Was it mine - or hers - or from both? I lay back and enjoyed her pushing my cock tip up and down between her swollen lips. Each time, she pushed it up to her emerging clitoris, I watched her face reflect the pleasure it gave her. Aunt Jane had not uttered another word after her brief prayer, seeking forgiveness, but now expressive moans were coming from her mouth, her slightly parted lips so appealing. I wished she would bend down and kiss me, not that my arousal needed any more help. She might be enjoying manipulating my cock, but now my greatest fear was cumming before I even got inside her panting body. I tried to think of anything but what my body was feeling, trying to dismiss the arousal that was taking over my body as my pulsing cock twitched as it was dragged within her folds. Thankfully, I at last felt her hand slotting my thick cock-head at her entrance. Then there was pressure from above, she was forcing her body downward upon me, making those intimate labia lips spread around my smooth knob. I felt the heat of her cunt as her downward pressure met my unwavering solid core, splitting her lips and my cock-head was swallowed up within the heat of her liquid passage. Was I in heaven? It sure felt like it. The downward pressure eased once my whole cock-head was seated inside her hot body. I watched her face, saw the emotion, the passion, the lust, watched her body shifting around, adjusting to my size. Then when she thought she could cope, she was pushing down once more, swallowing up another inch or two of my shaft, the heat and velvet lining of her cunt walls burning my shaft. This was unbelievable. Ten minutes ago, I was alone in my bed, beating my meat, striving for a feeble no-emotion, hand-made climax. Now my cock was slowly being enveloped within the heat of a desirable mature woman's body ... a woman that I had admired from a distance since I was an infant. Inch by inch, her hot cunt took more and more of my cock shaft. The changing expressions on her face reflected how challenging she found my size at times. But at long last, Aunt Jane made that final push downward and I was fully seated within her clutching cunt. What should I do now, my lack of experience showing? Should I take charge and roll her over onto her back and fuck her aggressively until we both cum? Regrettably, I thought, that is the stuff that dreams are made of. Aroused by the heat of her pulsing velvet cunt glove, I pondered how long I could hold off the inevitable. My balls were already tightening. While I debated taking charge, the window of opportunity was closed as Aunt Jane began to slide her body up off my shaft until only the head remained enclosed, then surprisingly easily letting her body weight drive her cunt fully back over my erection. She picked up the pace quickly. I wondered if I should be thrusting upward to meet her down-strokes, but I knew that could lead to the premature finish I feared. I contented myself with lying back and letting my teacher call the shots. She was getting into it now, forcing her body down and up on me with an ever-increasing pace. The sounds that she emitted promised that my early fears might be groundless. This was definitely a woman nearing an orgasmic peak. "Cum with me, Jamie," she screamed aloud, causing me to nervously look at the door, checking to see that it was indeed closed. Her sounds and her grasping cunt were having the required effect on my own libido. I was getting close ... but she was getting closer. Her breathing was now in loud panting gasps, almost shrieks of carnal delight. And then she came, powerfully, forcing her body down for one final complete swallow up of my throbbing cock. I felt her orgasm pulse around my shaft and I thrust upward within her, although knowing I could get no more of me inside her. But that final thrust pushed my own finish over the top and I blasted my hot cum deep inside her body. It seemed surreal that my potent life-giving sperm was being injected with powerful thrusts into the warm body of my lovely Aunt Jane. She collapsed onto my body and I wrapped my arms around her back, holding her to me while she moaned and then sobbed. What could I say to her at this time? The woman was wracked with emotion, and I guessed she was wrestling with feelings of betrayal. Her cunt gripped my hard cock like a vice as it milked every last drop of cum from me. Then we were still, her, still clothed, lying atop my naked body. Her sobbing eased and she lifted her tear-stained face to look into mine. "That was beautiful, truly beautiful, but we both know I shouldn't have done that. I have crossed a line that should never have been crossed. I don't know how I can face your mother again. Every time I will look at her, I will be thinking of you and that gorgeous cock of yours pumping into me ... so hard and so vibrant. And then when I see you both in the same room, my God, I don't know how I will be able to do that." "Don't beat yourself up, Aunt Jane, I have to take an equal share of the blame. I didn't push you away, did I?" "Oh Jamie, are you kidding? You are 20 years old, with raging hormones. Can you imagine that you could actually push a woman of any age away when she had just disgracefully removed her panties and climbed onto your body. No, it's my fault." A light knocking on the door abruptly interrupted our blame game. We both stiffened, our bodies still rapturously joined. Instinctively, I reached out for the bedside light switch and plunged the room into darkness, then rolled Aunt Jane over onto our sides. She was still facing me ... and the door, but my body was broad enough to obscure her from whoever might come in. So long as they didn't walk across to the side of the bed, then they would see her. My back was to the door, but I turned my head and called out feebly, "Yes!" It opened just a little and my father was standing there, framed in the doorway with the light of the hall behind him. "Sorry to disturb you, Jamie, I thought you were still up?" My cock twitched at that comment, conveying to Aunt Jane that I indeed was still up. She stifled a giggle. My father continued, "Have you seen Aunt Jane, we can't find her?" "No ... no, I haven't dad," I lied, turning my head away from him and looking intently into the eyes of my new lover. She smiled back at me, amused by our deception. We both held our collective breaths, fearing that if my dad stepped inside my room, he would see her and all hell would break loose. I heard, rather than saw, the door close because I still had my back to the door, my eyes staring intently into Aunt Jane's. At the sound of the door closing and with the disappearance of the shaft of light from the hall, the room was plunged into darkness and I celebrated our joint relief by thrusting what was left of my erection firmly back into her cunt. "Unngghh!" she grunted at the re-slotting of my cock inside her, but she hugged my body to her and gave an infectious giggle that caused me to laugh with her. "I better go," she said, "I'll tell them I stepped outside the house for some fresh air." She planted a sweet kiss on my lips. It became passionate and I wished that we could stretch this intimate moment a bit longer. The kiss broke and she forced herself off the end of me and slipped from the bed. She had got out of bed on the other side, so she came around looking for her panties. She must have felt my cum leaking from her as soon as she stood up because her need became more urgent. She slipped a hand up under her dress to attempt to hold in what gravity was releasing from her. I realised that she was getting away and I still hadn't seen the pussy that I had just been inside. She bent down to scoop up her panties, "These were on the floor between the door and the bed, I wonder if your dad noticed them when he came to the door," she said. She had to take her hand from her crotch to hold her panties open to step into them. I rolled closer and reached for her dress, holding it up, lifting it above her thighs. "What are you doing?" she asked as she placed one foot through one leg opening in her panties. "You saw mine, I never saw yours," I told her, switching on the bedside light to see her bare pubis. She had a neatly trimmed line of pubic hair. Her outer lips were still swollen and open. I could see streaks of my cum around those lips and some on her upper thighs too. "Not looking the best at the moment," she said as she lifted and placed her other leg through the pantie leg and sort of shimmied her body the way women do when they are pulling up their panties. "May I?" she asked and took the hem of the dress that I was holding, letting it fall back into place, trying to restore the demure Aunt Jane who had entered my room not twenty minutes ago. She blew me a kiss and was gone and I lay there, surveying my now flaccid, but still very wet cock, reflecting on all that had just happened. I slept well, dreaming of Aunt Jane. I went down for breakfast late, fearful of what might be said, wondering if Aunt Jane had pulled off her re-entry to the dinner party without suspicion. Nothing was said, other than my mum's strange, "You got home early last night, darling." Dad and I ignored the comment. If he suspected anything, he wasn't saying. The Toy Boy Call Boy Pt. 01 * Chapter Two I didn't see Aunt Jane again for the next six months, probably because I didn't come home from College over that period. I buckled down to my studies and, believe it or not, my marks started to improve. Not a lot happened in the sex department, but there were a couple of girls that were willing to put out, so who was I to knock that back. One of these girls told me after we had got all hot and heavy that she was intending to take up prostitution, just so she could earn enough money to get through College without having to take a day job somewhere. Having just been the beneficiary of a mind-blowing orgasm on the end of my special cock, this girl suggested that I might look at doing that too. It was the first time that I thought about it. Yes, it may be a possibility, although I couldn't really see how a guy could make much money out of it. After all, women didn't patronise brothels the way guys did. Still, I did my research, as any ambitious student would, and discovered that if guys were good at it, there was big money to be made as an escort, becoming a handbag on the arm of some rich woman while she socialised. I was still mulling over how to go about it when I returned home for the summer vacation. I stayed in my old room at my parent's home and within a few days, Aunt Jane came calling on my mum. I made myself scarce, hanging out by the pool. I listened to their happy voices as my mum and Aunt Jane talked in the kitchen, not far from where I lay on a sun lounge. I have to admit that I even felt a stirring in my loins, just from the sound of Aunt Jane's voice that brought back such fun memories of that one night six months ago when she climbed onto my erection and took advantage of me. Well, that's my story anyway and it sounds good, doesn't it? I had actually drifted into a slumber when Aunt Jane's voice right beside me jolted me from my reverie. "Your mother has rushed off to the supermarket to get some ingredients for the cake she's making. How long do you think we've got, Jamie?" "No, no, as good as that night in my room was, Aunt Jane, we mustn't do it again..." I looked up at her standing above me, trying to engage her eyes that seemed focussed further down my body, "...at least not in my family home." "So it would be okay if I arranged a suitable venue," she suggested. "Err ... I don't know ... we really shouldn't!" I knew as I said it that I wasn't very convincing. I quickly engaged her in conversation, trying to keep her away from proposing that we have another assignation ... or fuck, if you'd prefer the simpler word to describe it. I even told her about my recent college bedmate, who suggested that I could become a male escort. To my amazement, Aunt Jane was sold on the idea, thought it was fabulous, she offered to help me get started. I had never bothered to find out what she did for a living, but it turned out that she was in advertising, and she offered to give me professional help. First, she said, she would have one of her company's web designers build me a website. Then, she would organise flyers to be distributed through the rich neighbourhoods, then she would create a rate card for me to follow, and finally have a set of business cards printed. A few days later, she called to invite me to a nearby motel room where she said, "Your training program is about to begin." We spent an entire afternoon there. After she had shown me a Powerplay program she had arranged for me, plus a preview of the website, we undressed each other and Aunt Jane taught me the finer points of lovemaking. It was how to prolong my time inside a woman before cumming, and how to lick a woman's pubic region the correct way. What an afternoon it was! After we both eventually came, Aunt Jane was once more full of the remorse that she showed on our first encounter, berating herself for leading me astray. By the time that we closed the door of the motel room behind us at 6pm, she declared that I was ready for my initial escorting job. Aunt Jane had set the rates pretty high. While I agreed with her reasoning, I expected that the first time a woman caller would ask me for the pricing, I would be filled with doubts about my ability and I would crumble and quote low. But surprisingly, my resolve held. When that first serious call came from a woman calling herself Kay, she quickly got down to the nitty gritty. "I am attending a bankers convention and I need a date for the final night banquet. Your name was recommended to me, so how much? I'd thinking 6 till midnight, let's say." "One thousand dollars," I said, trying to sound confident, but my body was shaking so much, I feared that Kay would hear it in my voice. "You must be good, Jamie, that's a lot of money. Tell me, how's your knowledge of economics? I am told you're only young, so I won't get away as introducing you as a male friend. I'd do better telling them you're my son." "An A-plus in my last economics exam," I told her more confidently, the tremor less noticeable in my voice now. "Good, well maybe I could introduce you as a promising up-and-comer at my bank. Tell me Jamie, if the night were to go really well for us, I think you know what I mean, what would the extra services be worth?" I took a huge gulp of air, and recalled Aunt Jane's words of advice about not selling myself short, as I said, "An extra thousand!" There was a long silence and I momentarily thought I had blown it. "My, my, you are either extremely good, or awfully cocky. Are you cock-y, Jamie?" she asked, seeming to delight in emphasising the word cock. I was surprised that such a high-flying businesswoman would play such silly word games. "I don't believe you will be disappointed in a two thousand dollar investment, Kay," I responded, still battling to have self belief overcome my nerves, and using one of the lines that Aunt Jane had taught me. "Umm! Do I have to commit for the lot now? Can I just engage you as my escort for the dinner, and then if we hit it off on the night, can I decide to take the complete package there and then?" "Of course, that's no problem," I told her, but really hoping that she would want it all. Not just for the money, but to get the first one out of the way. The booking that Kay made was for 10 days away. At the time, I wondered how I could keep my excitement at bay for 10 days. But so slowly, those 10 days went by and the day of my first escort event came around. Although I was almost 21, I was living back at home while on my vacation. I naturally didn't want my parents to know about my new secret pastime, so I set up an excuse to go to sleep over at one of my friend's houses and left home at 3 that afternoon. In reality, I stopped off at the hire place to pick up my rented dinner suit, then headed over to Aunt Jane's apartment. Since she had helped me so much in setting up my new business, she had invited me to stay over tonight, to get dressed and leave from here ... and to return here at midnight if the banker Kay failed to pick up my option. Wow, what would my mum say if she knew how her best friend had urged and encouraged me to become a male whore, a call-boy. Aunt Jane suggested that I take a soaking bath rather than a shower and, to my surprise, insisted on coming into the bathroom to help wash me. I felt like a kid again, being soaped by a woman the same age as my mother. Of course, after that one intimate encounter with Aunt Jane, she took her time over soaping and washing me and took long admiring looks at my exposed semi-erection. Just the mere intimacy of her sensitive touching and those long looks had been enough to arouse my cock to its current state. "Oh, I wish I could do more than touch, Jamie, but I don't dare risk diminishing your ability to please Kay tonight." "I don't even know if I am going to get a chance with her, she hasn't booked me to stay the night yet." "I'll bet she does. Once she sees you, she won't be able to resist, Jamie." When Aunt Jane was convinced that I was as clean as possible, she urged me to get out of the bath and eagerly towelled me down. I could see that if Kay did not exercise her option for me to stay with her tonight, Aunt Jane would be waiting eagerly to have me once again. A hire car came for me at 6pm and my mentor wished me well as I headed off for my first paid escort job. I arrived at the hotel around 6.30 and strode into the foyer to meet my client, attempting to look confident. I was wearing a red flower in my lapel to enable Kay to recognise me. As it was, I was left standing there, she was fashionably 10 minutes late which did nothing to settle my nerves. As the time approached 6.40, I even wondered if I might have been stood up, although I figured the initial $1,000 was already in my account. Then Kay appeared, walking toward me purposefully. I recognised her from seeing her on TV and in press photos. She was a high-flying banker, running one of the leading banks, the only woman leader in a decidedly man's world. She was not a beautiful woman, she was attractive but the business in which she worked had moulded a conservative woman that would normally not stand out in a crowd. Unless that crowd was exclusively executive bankers, then she would stand out, being the only woman. But the dress she had chosen for this formal end to the conference lifted her out of that image. The gown was full length to her ankles, it was gold and black and it fitted well on her slender frame. She was not overly endowed, possibly 34-25-34 in the old numbers. It was cut low in a vee in front, showing just enough cleavage to tempt without tarnishing her image. "Well, you must be Jamie," she said brightly, offering her hand, "I am happy with first appearances. I hope you haven't been waiting too long." "No, just a few minutes," I told her, shaking her hand firmly without crunching it, "it's a pleasure to meet you, Kay." "Did I explain to you on the phone that I am married, but my husband hates moving in the same circles that I do. He is much happier sitting at home with a beer and some sport on TV. I do regularly come to these things alone, but tonight I will tell the people at our table and any others that I might introduce you to, that you are a promising up-and-comer in our bank. Hopefully they will buy that and not suspect that this middle-aged banker has always wanted a toy boy ... if you'll pardon the expression." "You can call me what you like, you're signing the cheques. I hope I can play the part for you." Kay looked at me with a sly grin, "Now which part would that be, Jamie?" "I meant the part of the up-and-coming banker, Kay ... but I also hope that I get to play the part of the toy boy to your satisfaction." Her sly grin turned into a broad smile, "I am sure that I will only need one glass of champagne to give me the courage to keep you for the night." She momentarily took my hand and squeezed it, leading me to a sweeping stairway that led to the ballroom where the convention banquet was being held. As we climbed the stairs, she let go of my hand, "I am afraid that there will be no more touching until the dinner is over. After all, now you are just a young man in my bank." I thought the evening went well. I could see why this woman was one of the leading bankers in this country. Over cocktails, she moved us from group to group so seamlessly and I began to feel comfortable in the role I was playing. Again, at the table, I grew more and more at ease and was soon imagining that I really did have a job at her bank. However, I did detect that one couple at our table seemed to look at me suspiciously and at times asked some very curious questions, usually while Kay's attention was turned in the other direction so that she couldn't intervene and admonish them. I think I deflected them sufficiently to save Kay's reputation. I was cautious about what I drank, only having one beer and one glass of wine throughout the evening. Kay had a glass of champagne when we arrived and two glasses of white wine through the night. Around 10.30, Kay stood up and excused herself, I assumed heading for the Ladies Room. The couple made one more attempt at blowing my cover, throwing several names at me that they expected that I would know if I really did work at the bank. To my great relief, they were thwarted when an inebriated man who obviously knew them well, blundered in before I was obliged to answer them. I sat on my own at the table, several of those we had sat with through the dinner, had moved on to talk to friends around the room and the suspicious couple opposite were side-tracked by their drunken friend. I felt a hand slipping into my jacket pocket and I spun around anxiously, only to discover that it was Kay who had returned from the Ladies Room. I looked at her curiously and moved my hand into my pocket to check what she had just done. She leaned her face in surprisingly close to mine and whispered, "I just left you a souvenir of this evening." My hand reached into my pocket and my fingers felt a garment that was made of flimsy soft material, perhaps silky with some lace. "Is that what I think it is?" I asked. "If you're thinking the way a young man of your age should, then yes, you would be right. I have only just taken them off so they should still be warm." "And wet?" I asked. "I don't know about that, it's up to you to organise for me to be wet." I was surprised at how suggestive this gesture and the words had become, all of it said with her face so close to mine. I looked across the table to see that the nosy couple were deeply engrossed in their conversation with their drunken friend. They appeared to have missed the moment of intimacy between Kay and I. Maybe my client had noticed that too and taken a chance to reveal a different side of herself to me. Then again, maybe it was the three glasses that had loosened her up. Her face came back next to mine again, "I also went to the ATM while I was out removing my panties. Consider yourself booked for the rest of the night." I turned and smiled to her, actually wishing I could kiss her. She continued, "How do you like your eggs for breakfast?" then she giggled and I figured the wine was helping. "Are you ready to go now?" I asked her. "Damn right I am," she replied, standing and picking up the purse in which she had carried her panties back from the Ladies Room to my pocket. We said our goodnights to several people that Kay obviously thought mattered and left the ballroom. She steered me toward the elevators. When she saw several bankers and their wives waiting for the up elevator, she whispered to me, "Take the stairs down to the foyer as if you're leaving, wait five minutes and then come up to Room 2130. Got that, 2130, don't be long." Then stepping away from me, she held out her hand, saying "I will see you tomorrow, Jamie, thank you for coming." I did as instructed and 5 minutes later, I reached the door to Suite 2130. I tried the handle and found it open. I walked in and there she was, sitting in a single lounge chair, still in her cocktail gown. She rose as I entered her room and I went straight to her. She held out her arms and, although I was literally shaking with nerves, I slid into her embrace. "Kiss me please," she said and I did. It was only chaste and demure for a moment and then our lips opened and our tongues met. Despite her austere formal banker-like exterior, her kissing was hot and I realised I had in my arms a woman desiring some quality loving. My hands roamed over her back while our deep kiss intensified and I felt her hands doing the same on my back, pulling me to her. When the kiss eventually broke, it had gone on long enough that we were both now breathing heavily, clearly aroused and excited by the imminence of hot sex after a frustrating evening of promise, but little else with the no touching edict. She spun around in my arms, presenting her back to me, "Can you get this catch please?" one hand reaching back but not able to open the hook at the rear neck of her dress. With shaking hands, I unhooked the clasp and unzipped her dress down the back. It parted to the waist and I helped the two sides to separate, exposing her smooth back with just a thin bra strap across it. I wondered if I should open that too. She did something with the dress from the front and it began to fall forward and down. She began to walk away from me, heading for an open door. This was a luxurious suite and I guessed that she was headed for the bedroom. I watched her arse come into view as the material fell away and she stepped out of the dress as she walked, casually discarding it on the floor. Since her panties were still in my pocket, her arse was bare. Kay turned her head around to look lingeringly back at me. I followed her toward the bedroom, catching up and stepping in close again, folding my arms around her, holding her to my still clothed body. My mouth kissed her hair and she pulled her head back to look into my eyes. "Oh dear, I am really quite nervous, I haven't done this before. Cheating on my husband and taking a paid toy boy is something I had this incredible urge to try. Will you be patient with me if I have moments of indecision." I nodded and whispered, "Yes of course!" "Thank you, I do want to do it, it's just such a massive change for me. If all those fellow bankers in that room downstairs knew that this so-called ice maiden was about to make love with a handsome young man half my age, they would be very shocked." She laughed, "It could even have an effect on my bank's share price." My mouth found her lips again and I silenced her words with another deep and passionate kiss. We were almost in the doorway of the bedroom. This time when we parted, she turned her head and said, "Your money is in there on the bed, better put it in your pocket so you don't forget it. Are you going to keep my panties?" "I sure am," I told her as I followed her on into the bedroom, looking to see a pile of crisp new banknotes that I assumed totalled the additional $1,000 for the remainder of the night. I didn't count it, just gathered it up from the bed and stuffed it in my jacket pocket alongside her panties. "I said we were going to make love, Jamie ... is that what we will do? Are you going to make love to me ... or will it be just wild uninhibited sex? I really don't mind, just so long as we have fun." I swept her back into my arms and she made a painful sound. "What's wrong?" I asked, holding her at arm's length so I could look into her eyes. She raised her hands to my belt buckle, "Your buckle dug into my bare skin." I still hadn't seen her nakedness in front below the waist, I tried to see now. "No, please don't, I'm embarrassed, I don't even undress in front of my husband." "Lovers are different, lovers need to see their woman nude." She finished unbuckling my belt, unclasped my trousers and they fell around my feet. I was wearing boxers and my shirt still covered them. "Is that what you are, Jamie? Are you about to be my lover?" "I can be whatever you want me to be," I told her, stepping out of the pool of my trousers. She began unbuttoning my shirt and I reciprocated, pushing the bra straps off her shoulders. Kay pushed the shirt open, revealing my bare chest and she looked like she approved of my body with the six-pack. "Just be good for me," she said as I reached around her body and unclasped her bra, easing the cups forward from her breasts. Nervously and timidly, she brought an arm up, feebly attempting to use it to cover her chest, concealing the shape of her breasts and the nipples. At the same time, her other hand shot down to cover her pubis. "I do want to see you," I told her. She turned to conceal her charms and I watched her walk away from me, to the side of the bed, her bare back and arse revealed unashamedly. "Great arse," I told her and her head spun around. The Toy Boy Call Boy Pt. 01 "Are you talking about my flabby 40-year-old arse?" "It's not flabby, I told you, it's a great arse." She peeled back the bedclothes and sort of slid in under, seeking the sanctuary of their concealment. "I tried to imagine how this moment would be, whether it would be awkward." "Was it like this in your imagination?" "No, I didn't expect to be so shy about my body. It's just that when I saw your tight hard youthful body, I suddenly felt embarrassed at mine that has seen better days." "Don't put yourself down, it looked pretty good from behind ... trim and terrific." "You're too kind, Jamie. So do I get to see the rest of you? Are you going to take those off?" I placed my fingers into the waistband of my boxers. She would by now be able to see that the material was well tented out in front. "I don't know if I should, I still haven't seen all of you. I might just climb in there with you without revealing." "Don't you dare, Jamie. If you are intending to put that inside me..." she nodded at my bulge, "I want to know what it looks like." My fingers pushed my boxers down, easing them out and over my three-quarter extended erection, exposing my large cock to her gaze for the first time. "Oh my God!" she exclaimed, "it's enormous." Worried that I might put her off so close to our anticipated coupling, I defended my size, "No it's not, it's only a bit bigger than average." "I never thought about size, never expected you to be so much bigger than my husband. Oh shit, what do I do now? I don't think I can do this ... I can't afford to have you stretch my insides." "That won't happen," I attempted to reassure her, "when I realised that I was a bit different, I checked. A woman's body is so flexible, your passage will just go back to the way it was when I pull out." "Oh dear, are you sure? My husband will wonder what has happened if you stretch me permanently." I pulled the sheet back from her body, revealing her breasts, they looked good. This time, she didn't try to hide them. I slid into the bed alongside her, the length of my body matched to hers, I on my side, she on her back. I leaned forward and kissed her. She accepted the kiss and my tongue eagerly, perhaps seeking the intimacy to overrule the hesitancy that my size had brought to the moment. The kiss became more passionate and my hand roamed across her breasts, teasing her nipples to hardness, then a feather-light touch across her bare belly and down to the junction of her thighs. She whimpered when my fingers traced the line of her outer lips and I felt her hand reach out to me and touch my hard-on. My mouth vacated her lips and moved to cover her breasts, first one, then the other while my fingers continued to trace the outer lips of her pubis that were opening up to my touch, the moisture emerging. She whimpered more as my lips devoured her nipples and my fingers explored from her budding clitoris to her opening cunt. As I lifted my body up and straddled hers, pushing my legs between her thighs, she implored me, "Please don't hurt me with this," and her hand fondled it, leading it to her entrance in spite of her fears about size. I slid it once, twice, up along the parted lips of her labia and she moaned enthusiastically. Then I pushed forward and she uttered a loud, "Ungghhh!" I lifted my head to look down into her eyes, "Are you okay?" "Yes ... yes, it was just the surprise of it ... you feel different from my husband. Don't let me put you off..." She raised her legs and wrapped them over mine, her heels on the backs of my calves. "Go on, do it again, I'm ready." I pushed as she requested and the wet velvet lining of her liquid cunt swallowed up my cock-head. "Oh yes!" she breathed huskily. I dipped my head and my lips claimed hers again. Our tongues clashed and writhed together and her hands dragged across my back, urging me into her. I pushed forward once more and more of my hard cock plunged into her. All through this evening, sitting alongside her at the table at the Conference Banquet, I had studied her. She was the consummate banking executive, so confident and self-assured. Over the hours downstairs, I had pondered what she would be like in bed. She appeared so demure and conservative. All along, my expectation was that I might have to work hard to give this woman what she wants. But now, with my cock sliding deeper and deeper inside her tight passage, I was seeing a different side to this woman. She had enfolded her legs around mine like a hot sexual being, eager to be taken. With one final lunge, I drove my whole length into her and she seemed to soak it up, her fingers now clawing my back. "Oh my God, that's big!" "Are you okay with it?" I checked. "Are you kidding me?" and her heels dug into my calves like a jockey urging a racehorse to the winning post. "I love this," she enthused. We were off and racing as I kicked into gear, driving my piston-like strokes in, slowly at first while we set up a rhythm, then gradually building up some pace. On the advice of Aunt Jane, I listened to Kay's breathing, checking for telltale signs that I was hitting the right notes on her keyboard. I began my own mind games, attempting to seal off the arousal that this hot mature woman's body was igniting, firing up my juices, tightening my balls. I heard her body responding to me, she was quite a surprise packet. Don't judge a book by its cover, they say. They're right ... Kay loved every minute, her body absorbed my size without complaint ... well, after she had adjusted to its girth. I was happily relieved when her breathing signalled that this was a woman in heat, a woman on the verge of completion. She was trying to push the pace, so I responded, giving her exactly what she wanted, thrusting my cock hard and firmly into her yielding cunt. Then her gasps, her moans, her shrieks of fulfilment as her body crashed over the top. I was still trying to hang on, but I doubted that I could stall long enough for me to get her to cum again. So I gave it four or five more hard driving thrusts and my cum burst from my tip embedded so far up inside her body. She would have felt every spurt of my life-giving juices. My last recollection was of gazing down on a most contented woman, whose smiling face reflected the pleasure she felt while her tight cunt continued to pulse around the last of my spasms. Somewhere in the pre dawn, I awoke to the wonderful sensations of a feminine hand stroking my cock back into strength. The room was in darkness, with just a thin strand of light from outside coming through a gap in the curtains. "Umm!" I murmured happily, reaching out a hand to lightly touch her hair, her face and then her breasts. "How long have you been awake?" I asked. "Oh, I don't know, it could be half-an-hour." "And how long have you been touching me like this?" "From the moment I woke," she replied and I laughed. "Can you do it again to me?" she asked. "Of course," I told her with my cock now hard and ready once more. "How would you like to do it this time?" "Oh, I don't care, so as long as you can make me feel as good again." "That's a big ask, I'll try." She seemed like she was lifting her body up to perhaps sit on me. It was difficult to know in the dark, but then suddenly she was gone from the bed, "What happened, where are you?" "I'm sorry," I heard her call from across the room, "but nature calls. Keep that erection for me." I saw a bright shaft of light enter the bedroom as she disappeared into the bathroom. The light stayed, she had left the door ajar. I lay there in bed, contemplating how I might take her this time. Inspired by an idea, I too got out of bed and moved across the room to the open doorway of the bathroom. Kay had risen from the toilet seat and she looked up when she sensed my presence. "I am coming back," she said. "I thought of doing it in here." "In here?" she queried, looking around her, "there's nothing comfortable to do it on in here." I stepped into the small bathroom and bridged the gap between us. I took hold of her naked body, her embarrassment gone, and spun her around so that she stood facing the large mirror above the vanity. I placed both her hands on the vanity, and brought her lower body back so that she was bent forward from the waist, facing the mirror, her legs wide apart. I stepped in behind her, wrapping the front of my body against her back, my belly against her naked arse. My hard cock slipped into the wet channel of her spread lower lips. Her head was down and she must have seen the smooth knob of my cock appear from between her legs. I know she felt it because she moaned audibly. "Watch us in the mirror," I instructed as my hands folded around her B cup breasts, massaging and manipulating them into keen arousal. She looked up and would have seen my face alongside hers, my head behind one shoulder. I pushed my hard cock along her wet slit, the knob each time reaching to stroke her clit, each slide drawing an expressive sigh from her. "I've never done anything like this before," she admitted. "Neither have I, it just came to me in an inspired moment." Her breathing was quickening already and I wasn't even inside her yet. "How does it end?" she managed to say, obviously overcome with the passion of feeling my hard-on at her most sensual spot while also being able to watch the intense feelings being done to her. "God, this is so erotic." "Do you feel like a voyeur, watching your own seduction?" "Yes, yes I do ... oh, can you put it in me now?" "Does that mean you're ready?" I checked. "God yes, don't talk, just do it," she implored, her face reflecting her intense need. I used my hands on her breasts to hold her body steady while I adjusted my pelvis, feeling my rampant cock-head slot into her juicy opening. I stared into the mirror one more time under the harsh light, studying this mature woman's body. It was quite good for early forties. She looked up and saw me studying her, "Please," she begged, "just do it ... now!" I shoved forward with my pelvis, seating my thick cock-head inside her cunt from this awkward angle. She would have felt it splitting her, engulfing her tight cunt and her face reflected all of that. Her hand shot down between her spread legs and she seemed to adjust my angle of entry inside her, complicitly helping me to take her once again. "Ungghh!" she grunted each time I slotted more inches inside of her needy body. This fuck became the most exciting and inspired in my oh so brief sexual life. Kay had obviously never experienced a man this way before either. Was it coming into her doggie style that did it ... or us being able to watch the passion and emotions on each other's faces as I plunged hard and deep into her willing body. It was probably both as I delivered our bodies to another pulsing, satisfying finish, filling her once more with my hot cum. We were left just hanging there in front of the mirror, sweat plastering our hair across our foreheads, tottering on shaky legs until we could no longer hold our bodies up. We somehow managed to get back to the bed and crashed, destined to sleep once more and beyond dawn. I woke with a start to the sound of someone at our door and I felt the top sheet thrown over my head. Kay was saying, "Stay there, don't move." I tensed, unaware of what was going on. Then I heard her speaking to someone at the door, heard the clink of silverware as a tray was put down somewhere in the room. I guessed it was breakfast and she was careful not to have me seen in her room. After the room door had closed, I felt the sheet pulled back and I opened my eyes. My client, Kay looked sexy in just her bra and panties, she looked like she may have showered already. "Wake up sleepy head," she said, "I've ordered breakfast for us." "Wow, that's great. I am hungry." "I expected you would be after the energy you burned up in my body last night." She stood alongside the bed, her eyes dreamy, one hand reaching down to stroke along my naked body. "Jamie, you exceeded my expectations, thank you." "That's good, you were a hot woman last night," I complimented her. "And I'm not now," she said with a disappointed look, doing a little pirouette, clad only in her bra and panties. For a woman twice my age, I had to admit she did look hot. Not like a playmate or a each babe, but a slender mature woman without too much cellulite. "No, you still look good," I reassured her and she reached out and pinched my cock that was flopped flaccid across one upper thigh. Kay became serious, "I just want to tell you that you were good for me last night. You made me feel the way I wanted to feel ... the way I had hoped I would, but was unsure if this tired old body could light up like that. But it did, because of you." Her gaze switched between my face and my dormant cock, "I had never thought about size, that you might be different, bigger. That never occurred to me, how naïve am I?" "I am still getting used to that myself, that girls..." I checked myself, "...that women would find me different from other guys." "Maybe you should advertise that fact on your website. There could be some women who might be put off by that. I have to say that I had a hesitation when I first saw it. But I was so hot for it, so determined to have you ... and yes, just a bit tipsy ... that I put any fear of being hurt out of my mind." "I am glad that I could deliver for you," I said, "now let's eat." We sat at the table and enjoyed our breakfast. We talked a lot about sex, and a few other things too. She was stunned when I took a chance and admitted that she was my first client. "You were right not to tell me that," she confessed, "there is no way that you would have got the job if I knew you had never done this for a woman before." "It's not like I was a virgin," I defended. "No, but it was a big chance to promote yourself as a young man able to deliver on the desires of an older woman without ever having had one before." "I do have a mentor, my Aunt Jane." "What? Are you having sex with a relative? Well, that's just great!" "No," I laughed, "she's not really my aunt. She's a friend of my mum's who has known me all my life and she is guiding me in this new venture. She had my webpage designed and has made some calls, looking for clients for me. Maybe that's how you found me." "I don't know your Aunt Jane, I think my PA found you through contacts at our advertising agency." "There you go, my Aunt Jane words in an ad agency." We finished breakfast and I went to take my first pee of the day. With needing to pee and the usual phenomenon for males of morning wood, Kay must have noticed my half arousal as I walked off to the bathroom. When I reappeared, she was back standing beside the bed, her panties were on the floor beside her, but she still wore her bra. "Can you come over here, Jamie? I thought we were done, I've even had a shower, and I do have to get to the office. But seeing your penis again makes me think that just maybe we have some unfinished business. Can you get on the bed please?" I wasn't sure how I would go for a third time, but being a young healthy man, I was willing to give it a go. I stepped around her and lay on my back on the bed. She followed me onto the bed and kneeled her way across to me, lifting one leg to straddle my body. She quickly edged upward until her pubis was hovering above my erection that was stiffening quickly in response to the thought of one more go with the lady banker. She was wet when the outer folds of her labia captured my cock tip within them ... too wet to be natural, surely. "I thought I might need a little help for a quickie," she said, discarding a tube of KY to one side. "Ooh!" she exclaimed and her face screwed up as she winced with pain. "This might be harder than I thought. My God, I'm sore down there, must be the size of you." "Might be the fact that I'll bet you haven't done three times in a night before." She laughed, "You're so right, this is so not me." I felt her hands on my cock, adjusting my angle, testing my rigidity. Then with a "Oh God, here goes," and an exclamation of pain, she shoved down hard over my cock, presumably scraping her tender grazed insides around my erection. Kay tried to slide up and down on my pole, but I could see the difficulty she was having. She seemed determined to have me one more time, but the excesses of last night made constant friction difficult for her. I solved her problem by bringing my thumb to her clitoris that was soaked in the KY she had spread around. While she held steady sitting on my hard-on, I thumbed her clit to one final pounding finish for her and she collapsed upon my body. As soon as the pulsing diminished, she lifted herself up off me and got off the bed. She bent over to pick up her panties, her back folding forward, her arse spreading, the eye pointing back at me from just a metre away. Was that intentional, did she realise what that does to most guys? In that splendid quick moment, I could see it all laid out before me. There was redness all around her cunt opening, obviously from the over-use she had already acknowledged. But as her arse cheeks spread, that tiny winking anus was as unblemished and pure as it could be on a just showered woman. Then the moment was gone and she turned to face me, hauling up her panties. "What?" she said when she saw the look on my face, "What's wrong?" "Nothing, there's nothing wrong. I told you last night that you had a great arse. I was just admiring it again." "Oh dear, did I...?" She looked genuinely embarrassed at having exposed herself in this way and I began to wonder if it was accidental. Whatever, I had enjoyed the moment. "I will never understand what men see in looking at a woman's arse," she continued. Kay hurried away to find a day dress to wear from the closet, then I lay back and watched her pack her things. "I have to go," she at last said, "I was due for a meeting at the office 15 minutes ago. I should never have attempted that final try, but thanks anyway, I feel good now. Listen, stay here in the room until the 10am limit. Most of the bankers should have checked out by then." She leaned over to kiss me, again quite passionately. "Thank you Jamie, you were wonderful. This was only intended to be an adventurous one time only. But if I ever feel tempted again, you will be the first one I will call. I wish that I could help you by recommending you to others, but you must realise that in the circles I mix in, I would be reluctant to admit that I had done this." She turned and wheeled her suitcase to the door, "Oh Jamie, I left a little something extra for you. Thanks!" Then she was gone. I was curious, I got out of bed and walked across to the table where we had had breakfast. There was $250 in cash, she had left me a tip ... my first client and my first tip. To be continued... The Toy Boy Call Boy Pt. 02 Aunt Jane had left for work by the time that I got back to her home after my night with my first client, Kay the executive banker. I called her at work and on the phone, she implored me to give her details, to tell her how the night had gone. I stalled Aunt Jane, telling her that I would do that when next I saw her face to face. Jane wasn't happy, but she finally accepted having to wait to hear me describe every intimate moment. That would turn out to be two nights later because I felt that I needed to have dinner at my parents' home that night to alleviate any suspicion they might have if I was out two nights in a row. I couldn't afford to have them asking questions that might end up leading them to my close relationship with mum's best friend. When I did get to see Aunt Jane and started to tell her how well my encounter with Kay had gone, she stopped me and, to my surprise, she suggested we play-act the whole night. So I got to re-live it all over again, including the waking up in the middle of the night for more sex and Aunt Jane even got to enjoy a reprise of the quick clitoral climax that ended my night with Kay. Aunt Jane was so impressed with how well I had performed that she began making more calls to try to get me more work. But my next escort assignment would turn out to be bizarre. I got a call from a small company run by two women and one of them, Sally, said that they were scouting to fulfil requests made by one of the world's top pop music artist divas who was touring this country shortly. You would recognise her name immediately, so I have had to change it for the purpose of this story. Michaela, as I will call her, turned out to be the epitome of how a dictionary would describe a nymphomaniac. Who would have known sitting in the audience at one of her concerts that this glamorous 40-year-old singer would want sex at the strangest times and in the weirdest places. But that was later. First of all, I was required to go and audition for the two young women who had been given this assignment to vet potential studs to tour with the singer during her upcoming tour of our leading cities. I climbed some rickety old stairs in a warehouse building to find these two women who shared a one-room office. I sat down and Sally went over the details of what I would be required to do, mainly, she said, to be at the whim and the beck and call of pop diva Michaela whenever she felt the urge. Sally began fidgeting in her chair, looking across at Bella, her associate. It turned out that she was unsure or embarrassed at how to ask me to drop my gear. Eventually Bella, who had not said a word to this point, yelled out, "Oh for God's sakes Sally ... Jamie, she wants you to drop your pants, show us what you've got. There are certain statistical requirements with this job." "Sure," I agreed and complied quickly, unclasping the belt, unzipping the fly and casting the trousers down around my ankles. I slipped my hands into the sides of my boxers and thrust them down my legs, my half erection springing into their view. I had watched their faces while I did all this and the two of them had just stared directly at the spot where my cock would eventually appear ... and now did. The raised eyebrows seemed to indicate that they approved, although Bella naively asked, "Does it get any bigger?" I really did wonder about this one, she had short cut hair, a couple of glittery adornments in piercings around her head. She gave off the impression of butch whereas Sally was the opposite, a real honey, about 23, auburn hair, nice body, very feminine. Sally answered for me, "I am sure it does," almost salivating as she said it and looking up to my face for the first time in two minutes, seeking confirmation from me. "Yes it does," I verified, but for guys, it doesn't just spring up. I need some mental or physical stimulation for full arousal. "Can I ... err, can I help?" offered Sally, shedding her earlier embarrassment. "Sally!" hollered Bella at her associate, obviously ashamed at how forward her business partner was. "Yeah, that would be great," I responded, ignoring Bella and wondering what Sally had in mind. To my amazement, the good looking one stepped forward and took my half-mast appendage in her soft warm hand and began stroking the underside. "Aaahhh!" I sighed appreciatively and smiled at her gesture. "That will do it," I told her. She stroked wonderfully for only about 3 minutes, but that was all that was needed. Under her tender fondling, my cock stiffened to its full length and girth, meeting with an enthusiastic "Wow!" from Sally and raised eyebrows but nothing else from Bella. "Get the tape," said Sally, still hanging on to my hard-on as if letting go now might see it instantly deflate. It wouldn't, her beauty would keep me up while I stayed in this office. Bella reached across the desk and came up with a tape measure, handing it to Sally, who very efficiently ran the tape on my length. "My God, just on 8 inches," she informed Bella. "Umm, big one," was all we got in acknowledgement. Sally then ran the tape around the girth of my cock, "Thick too, that's the biggest we've seen." "So you've already auditioned a few guys?" I asked, curious about this process. Sally giggled, "Yes we have, first time we've ever had a request like this. We normally just get asked by TV production companies to find particular sites to film commercials, and such like. Occasionally we have to cast actors, but never find a sex stud for a singer." "Always a first time," I said. "You have done this before?" queried Bella quickly, perhaps misinterpreting my comment about first time. "Oh yes," I tried to say confidently, not wanting to admit that I had only bedded two mature women to date. "Only a week ago, I was an escort and later that night, a stud, for one of the top women bankers in this country." I gulped as I said it, recalling Aunt Jane's advice to never identify my conquests. "Not Kay Ballard?" asked Sally, obviously up on her knowledge of identities in the business world. Caught out in one guess, I stumbled, but hopefully was convincing in saying, "No, not that one, she would be unattainable, she's called the Ice Maiden." I attempted to laugh, implying the scorn I was trying to put on her suggestion. "Never mind," said Sally, "just so long as you know what's required, and how to handle these type of women." Sally glanced across at Bella a couple of times and the non-talkative partner glared back, "What? What is it?" "Should I ... err, you know, should I try him out?" Sally asked, seemingly seeking approval for what sounded like an interesting development to me. "Oh, if you want ... go on, get it over with," answered Bella angrily, glaring at me. Sally turned back to me, "We've been told that we have to test you guys, to make sure you're any good with women. Would you mind ... err Jamie ... would you mind doing it with me?" Not even waiting for my answer, she had backed up to the desk and had lifted her dress up to bunch it around her waist. Wow, was I in luck. If the other one had asked, I don't know if I could have done it. But Sally, I wanted her from the minute I had walked into this tiny office. I glanced around, there was nothing to lie on, but it appeared Sally had already made up her mind where we would do it. She eased her arse onto the edge of the desk and lay back. Bella quickly brushed a couple of stationery items off to one side so that Sally didn't lie on them. "Do you want to take my panties off?" suggested Sally and I eagerly stepped forward, naked from the waist down and used both hands to grasp her panties at her hips and pull them down her legs. I looked down on a beautiful shaved mound, her outer lips slightly parted, a hint of moisture already forming there. I leaned over her, keen to kiss her. I figured this would get us both in the mood for what was to come. I didn't like the prospect of just entering her cold. Sally looked up at me from the desk, "What?" she queried, wondering why my face was hovering over hers. "I thought I might kiss you," I suggested. "No, that's getting emotional, this is just sex so we can test you out. Just go on and do it." "I will never get inside you, you're not ready," I told her. "I can decide that, just do it Jamie. I warn you this is part of the test." I suddenly realised what she was doing. Her inference was that the pop diva Michaela might want me to fuck her from a standing start, with no emotion, no passion ... just wham bam, thank you mam. My face suddenly diverted from hovering above hers to diving into the vee of her crotch. The move took Sally by surprise, "No!" she exclaimed, but too late as my tongue claimed the gap between her outer labia lips and her protestation quickly switched to an appreciative moan, "Aaahhhh!" I swiped several strokes of my tongue up and along her now widening pubic slit. I would have liked to have worked my tongue on her emerging clitoris, but I figured that having heated her up, I must now concentrate on the task at hand to claim the job they were offering. I raised my mouth off her intimate parts and smiled down at her before stepping closer and placing my hard rounded cock tip at her now spread pubis. I pushed my knob into the opening slot of Sally's cunt and pushed it home. She cried out in alarm at the size of my cock-head, all the flippant bravado of a moment ago gone in that instant. "Oh my God!" she called out, "it is big!" I had forgotten about butch Bella quietly watching from the other side of the desk. "Are you okay, Sal?" she said with a good degree of concern. "Yes Bel, I'll be alright ... it just took my breath away." "You don't have to do this, you know," muttered Bella. "Yes I do, we both know you won't," Sally responded. Ignoring their conversation, I prepared to solidify my position, pushing my pelvis forward and driving two full inches of my cock shaft into the lovely Sally. "Oh hell!" said Sally quite loudly, still surprised by my size. Now it was my turn for concern, "Are you okay, do you want me to stop?" Sally looked back up at me with those gorgeous eyes. I realised that I didn't want to see her hurt and I eased back a little. "No, don't pull out, I can do this. Err, do you mind if I get Bella involved?" 'Get Bella involved' ... for God's sake, what was she planning? How was she intending to get the girl from the dark side involved in this? Sally's eyes rolled back, trying to see her partner standing behind her, "Sit on my face, Bel," she called out. "No!" said Bella testily, adding "Why?" as she obviously thought about it. "I can get you off and it will take my mind off this fuckin' mallet that's ramming up inside me." This was not how I expected this to turn out and I didn't like this darling young woman calling my proud cock a mallet. I heard a rustle of clothing and then movement beyond Sally's head as Bella climbed onto the desk, placing her legs either side of Sally's pretty head and lowered herself down. Bella had chosen to face me so she needed to lean forward toward me so that Sally's lips could reach the target clitoris. Although I would not have chosen to be making direct eye level contact with Bella while I drove the rest of my hard erection into Sally's hot cunt, I did have a great view of Sally's lips and tongue working out on Bella's hair-lined furrow and the budding clit. Bella was loud in her acknowledgement of the treatment that Sally's mouth was bestowing on her. Sally had been right. With her attention drawn to pleasuring her business -- and maybe personal - partner, Sally seemed not to care that much as I started up a rhythm of hard driving thrusts inside the lovely 23-year-old's tight cunt. "Kiss him, Bel," I heard Sally mumble, her mouth full of an aroused clit. "No," answered Bella, obviously finding the prospect of kissing me -- and maybe any other male -- distasteful. "Do it Bel, kiss him," demanded Sally. "You wouldn't," Bella reminded Sally of her earlier rejection of my kissing her. Sally twisted her face around, a difficult manoeuvre with Bella squashing her pubis down on her partner's willing mouth. "No, don't stop," Bella's voice said tremulously, her arousal obviously well advanced. "Then do it, kiss him," Sally shouted from beneath the spread vee of Bella's thighs. Bella leaned in close to me and I obliged, leaning forward myself as our lips met. To my surprise, Bella's mouth was open and she was a good kisser. It completed the contact of this weird three-way. I pumped my cock hard and heavy into the receptive Sally while my lips and tongue battled with Bella, whose breathing had become ragged and loud. I figured she was getting close. Why wouldn't she with Sally's lips and tongue playing in her pubis? Bella tore her mouth away from me, but not from distaste. She did it to help her breathe as she loudly proclaimed her orgasm. Seconds later, Sally too exploded loudly, cuming on the end of my hard driving cock. That only left me and I was torn between prolonging my enjoyment of Sally's body to impress the women, or giving up to the seductive sensations of Sally's grasping hot cunt. I chose the latter and exploded into a pulsing throbbing climax that resulted in my cock expelling voluminous spurts of cum into the gorgeous Sally's cunt. My hands propped my body up until I had totally completed my spasms of lust. Then I silently withdrew my cock from the young woman spread out on the desk below me. With my withdrawal from Sally's body, Bella too shifted and slipped off the table. Sally slowly raised herself up from the prone position and still leaning with her arse against the desk edge, said to me, "Congratulations, you got the job. I hope that you and Michaela will have a great time." I couldn't believe it. I had been chosen to sexually satisfy one of the biggest pop divas and recording artists. If only I could put that on my resume. Oh, and yes, I know you're curious ... I did ask the girls before I left. Bella is a practising lesbian while Sally is bi, and Bella's sometime partner in bed as well as in business. Bella's biggest problem is that she doesn't enjoy seeing men like me pumping their thick cocks into Sally. Chapter Four Confirmed to be Michaela's young man for her tour, I was amazed to find that the tour started in 3 days. They certainly had left it all to the very last minute. On the night before the first show, I was invited up to the star's suite. It was filled with her band members and a coterie of hangers-on. I was introduced to Michaela, but she quickly took me aside and told me, "I am pleased to have you on board for the tour and I look forward to having you look after me." She winked, "You know what I mean, I am sure you've been briefed. My minders tell me that I am unreasonable and want sex at the craziest times, but that's just me. I hope you can oblige me. But darling, for now, you will have to leave. The people in this suite are all family, we tour together all year. I don't combine my local hirings with my touring family." She was steering me to the door, "Good night, I will see you on tour." I was out within less than five minutes of arriving. I wondered if she even knew my name, yet from tomorrow night, I would be regularly fucking her. I turned up two hours before the show time, Michaela was finishing off her rehearsal and I sat in one of the front row seats to watch her. Wow, what a star, and to think that I would know her more intimately this night than anyone in her audience. When she was finished rehearsing, she walked back up to the microphone, "Is that guy I met last night ... is he here?" "Yes," I called out from down in the front row, waving my hand to her. "Good," she said through the mike for all in the theatre to hear, "You're on ... now! Come with me." I jumped up and rushed over to the stairs beside the stage. She had already turned and was heading somewhere back behind the set and the curtains. I followed as closely as I could, looking around me at the stares I was getting from the assorted stagehands and band members. Did they all know what went on with this diva? Did they know that I was the latest acquisition to the touring party ... but with only one role to fill? I turned a corner in the maze of corridors and alleyways that made up backstage at this enormous entertainment centre. "Did anybody see Michaela come this way?" I asked a group of stage crew. One answered me, "Yeah, she'll be back there in her trailer." I followed the direction that he had pointed and found myself out in the yard behind the massive building. There was a huge touring coach, but not the normal kind. This looked to be a specially designed private coach for entertainers. I climbed through the open door and up four stairs into a luxurious living area, comprising table and bench seats for about 6 with a fully stacked bar behind. There was a man sitting at the table. I recognised her manager who I had been introduced to in her suite last night. "Hi," I said brightly, "I'm looking for Michaela, is she in here?" He looked up from the paperwork he was bent over at the table, "In there," he motioned toward a corridor that led back to a closed door. "Be good for her son, she's been a proper bitch to us all day." Not encouraged by his warning, I slipped down that corridor and tapped on the closed door. The manager from the front of the bus, called back to me, "She won't answer you, just barge in." I tried the door ... it opened. This back third of the coach was a massive bedroom with the bed taking most of the space. It was huge and plonked seductively in the middle of it was the diva, Michaela, stark naked. I don't know what prompted me to say it, but quite flippantly, I said, "Hope you didn't start without me." She just glared back at me from the bed and spread her legs a little, revealing a good looking pussy. A thin line of hair, neatly trimmed. My eyes moving out from the key attraction, I noted that this woman had a great body for 40. She obviously took care of herself. "Show me what you've got, honey ... those mothers better have found me what I asked for." I began the process of getting my jeans off. When they fell down by my ankles, I turned my attention to removing my tee shirt off over my head. "Not a bad six-pack," she critiqued from the bed. I tugged my boxers over my semi-erection and let them fall to the floor, having stepped out of my jeans. "Does it get stiff?" she asked sarcastically. "Just you wait and see," I told her, taking my cock in hand and beginning to crank it to get it bigger. "I won't wait too long," she told me in true diva style, "now get over here." I did as she requested and dropped my knees onto the bed. She spread her legs wide apart. She appeared to be wet and ready. Had she been like this right through the rehearsal, or had she just used some KY to quicken the process? As I moved forward on my knees, my hand jerking my cock into delivering a teardrop of my juice at my tip, I heard her tell me with authority, "I have to cum." There it was, an ultimatum ... not try to get me off, but simply put, 'I have to cum.' It was an order, an instruction, a command, and pity help me if I couldn't achieve it. I fitted my body down alongside hers and my mouth moved down over her breasts to devour first one nipple, then the other. She did moan in what sounded like pleasure. My hand slipped out over her body and my fingers dipped into the parted labia lips. She moaned again. I devoted full attention to those breasts, they were good, but could have been silicone-enhanced. In spite of her earlier gruff exterior, Michaela did seem to be mellowing. This was becoming more like my making love to Aunt Jane or Kay. The Toy Boy Call Boy Pt. 02 I transferred my mouth to her mouth, apprehensive that kissing might be rejected by the diva, but apparently not. She gave me her open mouth and my tongue played in it. This was good, this first encounter was becoming more normal. I rose up and shifted my legs between hers, my body towering over her. "Let me see," she said, her head lifting to peer down the length of my body, obviously checking out the equipment now that coupling was near. "That's much better ... quite impressive!" "Thank you," I acknowledged and proceeded to place my cock at her wet entrance. I tested the resilience of her good bits and pushed my hard cock forward. Her body swallowed up the cock-head without any complaint. She had obviously had big cocks before ... unlike the other women I had so far had, I was able to go right ahead and push at least another 2 inches into her right after the head. All she did was shuffle her body around, improving my angle of entry. I was inside her quickly and, beside a couple of sighs, there had been no reaction from her either way. I started up the business of fucking, sliding my hard erection in and out of this agile pliant mature woman. After my success with Aunt Jane, Kay and the younger Sally, I was quietly confident that I could do this to Michaela's satisfaction, although those words of warning, 'I have to cum' rode on my shoulder, reminding me not to stuff up. It was when I saw her face at last reflecting her body's pleasure and her heavy breathing and muttered words telling me how close she was, that I gave up all worry and set about enjoying each hard driving plunge into this diva's hot body. It was so good in fact that she came and I ploughed on, building a hard driving rhythm. I was so on my game that, to my surprise but obvious delight, she came once again. Now my confidence was up, but I allowed myself to round off a fantastic finish, blasting my hot cum into her willing body. Michaela appeared to have mellowed, "You were good, honey. I think I am going to enjoy this tour. Now listen carefully, I only come back here to the trailer before and after the show. During the show, I use a little room by the side of the stage for costume changes. You need to hang around there. We have one opportunity about 45 minutes into the show. My backing singers do a number of their own, it goes 3.20." "What can we do in 3.20?" I asked, surprised that she would want my sexual assistance during the show. "You'd be surprised, just be around, that's all!" I was to find out just what could be achieved in 3 minutes 20 seconds. At exactly 45 minutes into the show -- which I was watching from behind the curtains beside the stage -- she soaked up the mega applause after a particular song and came off stage toward me. "You ... now ... in here," she snapped and I hustled after her into a small ante room only a few feet from the stage. I closed the door behind us and she was already partway out of the glamorous but barely there costume. She stripped down to naked, even throwing aside her panties that looked soaked with sweat as they landed at my feet. 'Perhaps another pantie souvenir,' I thought, recalling Kay's gesture at the banquet dinner. Michaela sat down on the only lounge, a short 2-seater. Her arse was perched on the edge. She spread her legs wide. "Down here," she commanded and her fingers pointed to her pussy. I was on my knees between her spread thighs in a flash and my tongue began painting a smooth widespread line up between her very wet -- but mainly with sweat -- pubis. I toiled rapidly with my tongue zeroing in on her clitoris, my lips closing around it in support, my mind nervously aware of the time limit. As a man's voice bellowed "2 minutes Michaela" after first tapping on the door. It caused me to pause, thinking someone was entering, conscious of maintaining her modesty. But she didn't care, "You've got no time to stop," she yelled at me and I wondered if her attention was truly concentrated on the orgasm that I had to give her in spite of the time constraints. I did seem to be getting somewhere when I heard her breathing heavier and I felt a tremble in her thighs. "60 seconds," hollered the man's voice again with another door tap. This time I didn't falter, just kept on sucking on that pesky little clitoris, urging it to cum for me. "30 seconds" yelled the man, perhaps accustomed to this, and at that point, Michaela's thighs shook and trembled and her body spasmed above me, her thighs hugging my head in its embrace. "Ten seconds," yelled the man and she rose on unsteady legs, just managing to lift one at a time to don her next skimpy costume without even putting on panties. Still kneeling on the floor, I watched her stagger to the door, wondering why an oral orgasm was so important to her in the middle of her show. "Will you be okay?" I called after her. As she opened the door and slipped through it, she called back, "I sit on a swing seat for this number, so no worries." I knew I wouldn't want to rise within seconds of cumming and sing to 10,000 screaming fans. How did she do it? When the show ended, she invited me back to her tour bus in the nicest possible 'Hey you' style. At her bidding, we adjourned to the shower where my job was to lather her up with suds and scrub all the sweat from her body, finishing with a standing fuck against the shower wall. She played six shows while she was here and my sexual ritual with her was almost identical every night, even the 3-minute oral session while her backing singers kept the audience entertained. Little did the fans know that the costume change was more for her oral sex recharge. Chapter Five While I was on tour with Michaela, I had several calls from a very persistent woman who told me that Aunt Jane had recommended her to contact me. I told her I couldn't help until the tour was over, but the day after Michaela left town, with my bank account topped up by $10,000, I called the persistent woman back. "I need to see you one weeknight," she told me on the phone, "hopefully as soon as possible. I do not need an escort, I just want sex with you." This seemed simple enough, I could cope with that requirement ... no small talk, just sex. "When would you like me to come by?" I asked. "I need for the sex to start at 6pm exactly, no sooner, no later," she told me. 'Wow, these women are getting weirder,' I thought. "So if we are to start doing it at six," she continued, "what time would you need to come by my place?" Was she kidding, what was with the clock-watching? "It depends on how much foreplay you need," I told her, "how about I come by at five?" "Okay, but we can't start actually doing it until six, alright?" "It's your call," I told her. On Tuesday afternoon, I pulled up at the address she had given me right on five. The house was in a very up-market neighbourhood. I walked up the driveway of what looked to be a very plush million-dollar-plus home. An attractive woman opened the door, "You must be Jamie? Please come in." I followed her inside, she was wearing a long flowing gown, semi-sheer so that I could see another soft silky garment beneath, maybe that was a nightie or even lingerie. This looked promising. Once again, this woman looked to be near to 40 ... it seemed to be the age I was attracting. Or maybe it was the age that the women were doing the hiring. She showed me into the house and offered me a drink or a cup of coffee. She said that she was quite nervous and was going to have a glass of wine. I had one too and we sat and talked in the living room. She said that her husband was the long-time newsreader on one of the TV channels. The ratings had faltered a little recently so they had teamed a young woman journalist with him as co-anchor and the pairing of them together had caused the ratings to soar to great heights, better than he had ever scored on his own. The problem for my new client, Liz, was that she had discovered that her husband and his on-air partner thought they should be a team for sex as well. "How do you know this?" I asked Liz. "I have several close friends who work on the production team for the news and two of them have separately tipped me off, so I know it's right." I had got smart, "So this is why we are not having sex until six? You want to have it while he is on the TV, right?" "Yes Jamie, but it's more than that. I am going to record us doing it in front of the TV while he and his slut are on it. I have a camcorder all set up beside the bed at the right angle to capture the TV behind us." "There's only one thing wrong with your plan," I informed her, "I don't want to be seen on any sex tapes that might circulate later on in years to come." "I've thought of that too, I got you a mask to wear so you can't be identified." Liz reached over to the table alongside her and produced one of those cardboard party masks that just covers the area around the eyes with holes for me to see through. "It will be a pity to cover up your handsome face, but I understand that you prefer anonymity." I took the mask from her, "So will we go check out the room, maybe do a bit of rehearsing?" I asked. She rose from her chair, "I guess so, but we can't start before six." "No, no, I understand that Liz, we just need to be ready when six o'clock rolls around." She led me through the magnificent house and to an upstairs master bedroom. It was very light, ideal conditions for shooting a sex video. I saw the preparations she had made. The camcorder was situated so that the bed was in the foreground and any action on that bed would be front and centre. She turned the TV on and I could see through the viewfinder that the TV screen was clearly visible beyond and above the line of the bed. I walked up behind her and placed my hands on her shoulders, bending my head down to kiss the back of her neck. "No, it's too soon," she exclaimed, pulling out of my grasp. "Liz, if you want me to be hard and erect at six and for you to be wet and ready, we will need a bit of foreplay now." "Oh ... okay!" she said hesitantly and allowed me to close up behind her again. I kissed her neck once more, searching for that sensitive spot that nearly everybody has ... that spot that when a partner's lips kiss and suck on it, your legs turn to jelly and the juices flow. I must have got it because she sighed aloud and her body went limp in my arms. I held her up and passionately kissed her neck some more. "Ummm! Feels nice," she whispered, turning in my arms to face me, "I wasn't expecting to like this. I thought it would be just no commitment sex, but you are making me feel good." "That's what sex is all about Liz, feeling good," I told her, sounding like the voice of experience. I kissed her on the lips now that she was facing me and my hands ran over the silky material of her gown. I held the rounded cheeks of her arse in the palms of my hands, testing for panties beneath. There were none, I might not get a souvenir this time. She kissed well, I figured that this was going to be an enjoyable assignment. I eventually broke the kiss, "I might get out of these clothes Liz." "Umm, good," she agreed and stepped back to sit on the side of the bed to watch me. As usual, I was dressed simply. The jeans went, so did the tee shirt, leaving me in boxers that were already well tented by the size of my erection that had sprung up solidly from the passion of the kissing and my hands fondling her arse. I lowered the boxers and got that same positive reaction I had from Aunt Jane, Kay and Michaela. I was becoming accustomed to the first impression my clients got when they saw the length and thickness. "Oh my God, you are big." "I believe that's what you asked for?" I checked. "Oh yes, I wanted big. I just didn't realise how big eight inches would be, and how thick it is." "Do you want to touch it?" "Err, not just yet," she answered shyly. Was she having second thoughts? She looked around, trying to check the clock, but it was out of range, "What time is it, can you see the clock?" "Yes, it's twenty to six," I told her. I stepped forward, bringing my extended cock within touching range of Liz. "Can I join you on the bed? If you want to start right on six, you will need to be wet and ready to take this. "Yes, you're probably right," she agreed, and lay back on the bed, her feet still on the floor. I dropped onto the bed beside her and caught her looking again and again at my cock. My hand came across and parted her gown, the negligee beneath was flimsy and see-through. My lips found her breasts through the material and I sucked on each nipple. My hands raised the hem of her nightie and my fingers stroked the smooth skin of her inner thighs, teasingly stopping just short of her bare pussy. My sucking on her nipples and my fingers on her thighs created the need in her to be touched more intimately and her lower body began humping up at me, seeking my fingers on her clitoris. I obliged and her body jumped in reaction. "Aahhh!" escaped from her lips and her hands closed over the back of my head, clamping my mouth to her breasts. Our foreplay progressed satisfactorily. By 5 to 6, she was purring, her lower lips were wet, very wet, her nipples erect and aroused. I had pushed her gown away to expose those breasts. She was more than ready for whatever she wanted me to do at 6 while we watched her husband and his new girlfriend read the news. I was so engrossed in bringing Liz to boiling point that the sound of the news theme coming from the TV came as a surprise. Liz heard it too and disentangled herself from me, leaping up to switch the camcorder on, commanding me to, "Get over in front of the TV, stand side on so that he gets the full size of your cock." I rose from the bed and did her bidding, standing side-on in front of the screen. "Just a bit further forward, Jamie. This looks good, I can make it look like you are feeding your big cock to that slut sitting alongside my husband." I did as she requested, "That's perfect, okay, I'm shooting now, just stand still." I stood there completely naked except for a party eye mask, my hard-on stretched forward horizontally across the flickering TV screen on which this woman's husband and his alleged lover were just starting to read the news. I could hear Liz talking above the sound of the TV but it took me a moment to realise that she was adding a colourful commentary to the video she was shooting. "I want you to meet my new stud toy boy Jamie. Look at his hard cock, Brian, you mother-fucker. It's a shame you never had one like that. I'll bet your whore slut girlfriend would prefer to have what I'm getting than what you're giving her, you limp prick." Yes indeed, Liz was certainly colourful. I hoped for her sake that her information about her husband's adultery was completely correct because there would be no turning back. "Okay Jamie, back on the bed now, it's time for us to play," she called out to me and I crossed over from in front of the TV to climb back onto the bed. "You lie down, I'll get on you," she instructed, possibly deciding that entry of my cock into her might be easier if she was on top. As soon as I was on my back, she straddled me and took hold of my cock, sliding it into the channel formed by her outer lips. She was still extremely wet from the earlier foreplay. She slid herself back and forth several times over my engorged cock-head, uttering short statements for the camera, like "I love your big cock, Jamie ... do you want to be inside me, darling ... oh, you're so much bigger than that old fart I was married to." When she figured that she was ready to progress the action on her bed, she used her hand to adjust my smooth rounded tip into the groove of her opening. Too quietly for the camera to pick up, she muttered, "Oh Jesus, you're big." Then she added, "I can do this, I know I can." "Sure you can," I told her encouragingly and then I felt the heat of her liquid cunt as she managed to close it around my cock-head. "Aaaahhh!" she screamed out, "come to mama ... yes, yes!" It sounded very dramatic ... Liz was very theatrical. Inch by inch, she managed to suck my thick girth and my length up into her warm passage. I lay back on the bed, admiring her determination as she gradually took all of me inside her, paused only long enough to suck in a deep breath, and then began plunging up and down on my erect shaft. I had a great time. I didn't have to do much, she took care of controlling the degree of fucking that went on in that bed, her passage was warm and tight and I only had to keep my arousal under control until the chosen moment. And I was kept entertained by her performance for the camera. She screamed out these one-liners to be heard over the sound of the TV news being read by her husband and his lover. "Oh Jamie, you young stud, I love the way you do me ... oh Jamie, I've never felt a cock like this before ... oh my God, you must be double the length of my limp-dick husband." For a while, I thought that she was so obsessed with making this video for her husband, filling it with aggressive revenge-filled messages, that she would miss out making an important point by failing to cum. But despite her looking like her mind was concentrated on trying to create more vengeful utterings, I at last saw her eyes glaze over and her breathing become heavy. I sensed that her first -- or maybe only -- orgasm was near. Then, somehow on the verge of it, she screamed out for the camera's benefit, "You better go to a commercial break Brian, I'm gonna cum now." And she did cum ... and how. I said that she had a sense of the theatrical about her, maybe she had been an actress in her youth. Whatever, her orgasm was loud and intense, like something out of the movies. She milked it all the way. But the most incredible thing of all was that her orgasm did occur just as her husband Brian threw to a commercial break on the TV, saying "We will have more after this." To which she screamed out, "And I'm having more after this too, you bastard!" This was probably the wildest thing I had yet done in my short 20-year life. Liz came two more times before I could hold out no longer and I came ... loudly for the camera of course to show that I was at that moment pumping my cum into her good mature body. It was 6.28 and Brian and his lover on the TV had just thrown to the weather. Liz slumped over me and purred as she felt my cum swirling around deep inside her. I offered to stay with her longer, to do more for her when I had recovered, but she said that she had got what she wanted from me. She paid me in cash, I had a quick shower while she excitedly relived her dramatic fuck while checking her camcorder, and I was out of there by seven. Finished so early, I went back to Aunt Jane's and gave her the benefit of having some free time before I went back to my parent's home by 11. There were several more mature women that summer, but most of those episodes were routine and mundane compared to the adventures I have described for you. Oh, there was one more ironical twist to all of this. A week after my TV moment with Liz, she called me up. She said that she was having a party at her house on Saturday night and how would I like to earn the same again. I naturally agreed, the first time had been easy money. I did hesitate when she told me that her husband Brian would be there ... and she had invited his news co-anchor too. "Has he seen the video yet?" I asked Liz. "No, I am waiting for the right moment," she told me. "This party on Saturday night wouldn't be that moment, would it?" "No!" she assured me. Still, I went to the party with trepidation. Liz introduced me to her husband. He did look at me curiously, sort of like 'who the hell are you?' but nothing was said to me. I just mixed and mingled through the night. I was really surprised, because at about 10.30, I saw Liz involved in a deep and meaningful discussion with her enemy, the very attractive news co-anchor and alleged lover of her husband. The Toy Boy Call Boy Pt. 02 Then, this woman disappeared from the room. I wondered if Liz had told her she knew all about her affair with her husband and had ordered her from her house ... although the discussion didn't look to be that serious. Then to my further surprise, with the woman gone from the room, Liz hurried across to me and took my hand. "Come with me, quick ... it's time to earn your money." I had almost forgotten that I was being paid for this night. I followed her through the massive house, down a couple of corridors that I didn't even know existed and down some stairs to a basement level. We stopped outside a closed door. Liz pushed me up against the wall and I felt her hand at the front of my trousers, unzipping me. She reached inside and brought my cock out. Immediately, Liz dropped to her knees and managed to get her open mouth around my cock-head. My cock was flaccid, having seen little to arouse me so far this night. This would do it though, her lips and tongue worked magically on my cock, bringing it to life. When my size got too big for her to comfortably fit inside her mouth, she switched to licking the underside of me, concentrating just behind the head. As great as it was, I was nervously looking up and down this seemingly deserted hallway, anxious that her husband or some lost guest may wander down. I took her head in my hands and began pumping my cock, thrusting my hips off the wall while her tongue licked along my length. Then, as suddenly as she had started this, her tongue was gone and she rose to her feet. Her hand tried to circle my very wet cock shaft, "That's perfect," she said. "Now quick, in there," and she turned my body and opened the closed door. "Her name is Charlotte." She gave me such a shove that I was through the now open door before I could ask the obvious question of what was I doing here ... and who was Charlotte? The room was dark, there was a lamp lit across the other side of the room. My eyes adjusted and I saw that I was in what appeared to be a guestroom. It was well away from the master bedroom where I had fucked Liz in front of the camera a week ago. "Close the door," a female voice said and I peered closer and saw a woman sitting on the side of the bed. I hesitated, the fly of my trousers was still open and my cock stretched out from it, engorged to total stiffness. I didn't know if I should try to put it away. Was this woman expecting to see a man with an exposed full-on erection? I hesitantly walked closer to the woman on the bed and as I neared her, I realised that it was Charlotte, the female TV newsreader who was allegedly the mistress of the man hosting this party on the floor above us. "I don't know why I am here," I told the woman sitting on the bed. "I can think of one very good reason why," Charlotte said with innuendo and, I suddenly realised, with a good degree of slurring of words. She was well affected by alcohol. Whether one would say she was out and out drunk was still open to conjecture. "Come here, let me see," she added. I stepped closer and she reached out a hand and fondled my prominent cock. Her soft feminine hand felt great. I was closer than I had been to her all night now. She was indeed more than attractive, she was downright beautiful. A gorgeous blonde, she looked to be around 30, great figure, fabulous legs that were exposed from well above the knee as she sat on the bed, one leg crossed over the other. How strange was this going to get. I had banged the wife of tonight's party host a week ago while he read the news on TV. Now his co-anchor and supposed mistress was warmly stroking my erect cock in a quiet hidden guestroom of this mansion. I had little doubt where this was about to lead. Liz had set this up as her final coup before she hit her husband with the video we shot last week. 'Who knows,' I thought, 'there might even be a camcorder recording this moment too.' You know what, I didn't care. As mercenary as this may sound, I was being paid a substantial sum of money to be here and I looked to be a chance to bed a beautiful TV personality. Charlotte was talking to me again, "So are we gonna fuck?" The invitation didn't come much blunter than that. In fact, it was even more horny to hear something as crude as that coming from the lips of such a beautiful butter-wouldn't-melt-in-her-mouth woman. "That's why Liz got us together, isn't it. She told me you had the biggest cock I would ever see." She was tugging on it now, like she wanted me on the bed with her. "And she was right, that is the biggest." Maybe Liz was right in her rantings to the camera that night last week. Maybe her husband's mistress was a slut, willing to forget her lover after just a couple of drinks, to try out a larger cock. "Hang on a minute," I said, quickly shedding my clothing before getting on the bed. I was naked in a flash, but she wasn't yet. I let her pull me by my erection onto the bed and we tumbled together so that I was on top of her. "Ummm!" she said appreciatively, although I hadn't done anything yet. I began to unbutton the top of her dress in front, peeling back the two sides to reveal a sexy black bra holding what appeared to be two near perfect smooth rounded breasts. I bent my head down and kissed the soft skin that I could get to. Her nipples were still concealed by the bra. When kissing breasts without getting to the nipples quickly became boring, I switched to her lips. They were very kissable. I didn't need to try hard for her to open her mouth. The minute my lips came in contact with hers, her tongue was there, wet and pliable and eager to find mine. This was some hot woman. In time with her tongue swirling around mine inside my mouth, her pelvis began humping up at me, seeking contact with my cock that hovered above her lower body. As nice and as arousing as the French kissing was, I tore my mouth away and raised my body up, I was sitting on her knees, I reached down and pulled the hem of her dress up, exposing two nicely shaped thighs. My hands went down and my fingers began stroking up and down on the tender flesh of her inner thighs. My mouth followed, my lips placing soft wet kisses as I slowly moved up from above the knees until my mouth was almost the apex at the top of her legs. Charlotte was rolling around beneath me on the bed ... decidedly a young woman in heat. "Give it to me now ... I want your big cock," she was a talker, her words imploring me to have sex with her. After doing it with Liz in front of a loud TV listening to Brian and Charlotte reading the six o'clock news last week, I found myself switching it on while at home a couple of nights after. I don't usually watch the TV news, but I had felt an attraction to these two newsreaders, almost like I already knew them. I had sat watching the news, looking at Charlotte's near perfect breasts, those lips that I now, unbelievably, found myself kissing. It's funny, but I had imagined those oval shaped lips sucking on my cock-head. How about I try that now, make a dream come true. I crawled up on my knees over her body until the tip of my erection, carrying a clear drop of pre-cum hovered above her panting mouth. "You want me to suck you?" she asked. Surely my intentions were now obvious as that drop of pre-cum dripped on to her bottom lip and her tongue licked it up. I pushed forward slightly and the tip of my cock grazed across her parted lips. Charlotte's mouth formed that oval shape that I had imagined as I had watched her read the news and then those lips closed over the entire head of my cock. I felt her tongue come into play, swiping out and under the sensitive head of my cock, lapping up my next ejection of pre-cum. This woman was some cock-sucker. To keep her interested in pleasuring me, I reached one hand back behind me, my fingers tugging the hem of her dress higher until I had it bunched at her waist. My fingers touched the soft smooth skin of her belly and then burrowed under the waistband of her panties, tracing her skin until I lightly touched her pubic bone and I knew that all her treasures lay just beyond. Her mouth was avaricious, trying to claim more and more of my cock. It would be impossible for her to suck in all of my eight inches, but somehow she had deep-throated half my length. None of the women I had yet enjoyed sex with had even attempted this feat. The trouble was that I was enjoying it way too much. If I let this go on, she could loosen my cum from its manufacturing plant in my testes. I eased my length back out of her mouth. When she realised it was going, she tried to clamp her lips around the head to hold me in there. Charlotte was determined and it took all my effort to break the grip of her mouth around my cock, drawing my hard-on clear as she voiced her disapproval, "No, don't go!" "That's the trouble, honey ... if you keep doing that, I'll be going too soon." I shuffled my body back lower over hers, my hands trying to get at her breasts. I was frustrated that the material of her dress caught under her body was hampering my efforts to touch them, to kiss them. Even though somewhat affected by her alcohol consumption this evening, she must have seen my dilemma. Charlotte rose from the waist up and I pulled the two sides of the dress down her arms, leaving a roll of material at her waist. My hands reached out, trying to find a way to unclasp her black bra. I tried to slide them beneath her, but she stopped me with "In front, it's easy, it opens in front." She brought her own hands up, willingly unclasping the catch between the two cups and drawing them back, leaving those great twin orbs vying for my immediate attention. My head ducked down and my mouth quickly clamped over one nipple, sucking on it, drawing it between my lips. Charlotte seemed to like that, her hands came up and folded around the back of my head so she could guide my path between her two breasts. Her sighing and her breathing told me just what it was doing to her while the writhing of her lower body resumed. I raised my arse up from sitting on her thighs and that allowed her lower body to start humping up at me again. This was a woman in heat. Her body kept dry humping up at my outstretched hard-on. Most were feeble and I easily avoided her, but one such attempt hooked the tip of my cock into the slippery slit of her pubis. Once she had the knob of my cock within the folds of her spread labia, one of her hands reached down and folded around my cock, jerking it up to slide within her open folds. She was hot for it and would not be denied. Who was I to fight it? I was being paid to be sexual with some woman tonight, it might as well be Charlotte. By now, she had zeroed my cock-head in on her clitoral bud and was circling my tip around her sensitive zone. It would only take a little of that and she was a panting heaving woman in search of deep penetration. She slipped my cock down lower until my tip lodged at her entrance. "Oh shit, do it now," she screamed at me, "for Christ's sake, push it in me!" I did with a powerful thrust that seemed to take her breath away. Charlotte recovered quickly, hooking her heels over the backs of my thighs and kicking me in deeper, her nails like talons scraping down my back. Charlotte was an animated and wild woman in bed. Her body never stopped moving, humping up to ensure that my cock wouldn't slip away before it had done the deed. Her first orgasm was loud and I was pleased that we were on a different level from her lover enjoying his party upstairs. "Give it to me," she was screaming. I obliged, pleased to find a woman so enthusiastically keen to be fucked. We must have gone at it for 7 or 8 minutes, she came about three times, but finally her body would drain me of my energy and my cum. My cock spasmed within her, delivering my bodily fluids to this energetic woman. I waited for this writhing body to at last be still, then I pulled my still dripping cock from within her. "That was great," she enthused, adding "you were great," then asking "what's your name again?" Charlotte closed her eyes and in less than a minute, she was sleeping soundly. I didn't know whether to wait around to give her another burst or to quietly slip away into the night. I waited, watching her beauty as she slept. Then I shook her awake, "I'm going now, you might want to get dressed. I am guessing that you wouldn't want Brian to find you like this." By this, I meant lying here on this bed in a guestroom, her dress bunched around her waist, the top and bottom halves naked, her legs spread-eagled unglamorously, the remnants of our juices oozing from her cunt, sliding down into the crease of her arse. "Umm, yes, you're right!" she mumbled and slowly rose up off the bed. "Did I tell you that was a great fuck?" she asked. "Yes you did," I informed her. "Why did you say Brian wouldn't want to find me like this?" she queried, her mind working through the alcoholic haze. "Well, you are his lover, aren't you?" "How do you know? Do you know Brian?" "No I don't, but everyone seems to know he's fucking you." "Yes he is, but that doesn't mean we are lovers," she rebuked me defiantly. "I am only fucking him for the sake of my career. I wouldn't want him as my lover, I could do a lot better. Brian's a dud fuck anyway." Well, that was telling it like it is. When I could see that Charlotte was up and about and was unlikely to drop back to sleep, I bid her farewell. She threw her arms around my neck and kissed me passionately. "I tell you one thing, you're not a dud fuck. I'd let you do me anytime you want. I just wish I could remember your name." It was a nice offer, and I thanked her, but decided that I would pass on an encore. I returned upstairs, informed Liz that the threat of Charlotte was likely to pass by soon, so long as she latched onto someone who could do more for her career than Brian. I never did find out how that relationship turned out. Did Liz eventually play the home video to her husband, or given the news that Charlotte was a gold-digging slut, did Liz decide to reconcile with her husband? I was curious, but it wasn't that important to me. Liz had been a client and I was moving on. The End