1 comments/ 14100 views/ 1 favorites Maddie's Sexual Journey By: ainu2 I finished my sophomore year at college and was waiting for my parents to pick me up and take me home for the summer. This is when the most horrible time of my life happened. Both my parents were killed in a major accident involving six cars and a semi rig. A couple others were also killed. It took hours for the police to identify my parents, try and contact the next of kin, and finally reach me by telephone. As I think about it, while it was a terrible time for me, they actually did a good job in managing to find me in a little less than twelve hours. I then contacted my two remaining grandparents, one on each side, and two aunts and an uncle. I finally made it home and then arranged my parents' funeral. I also managed to identify the estate my parents left. My Dad was a lawyer and very successful, my Mom taught school. Apparently, even though we lived well, their incomes were largely used to support their and my day to day lives. The bank balance wasn't high, the insurance involved barely paid for the funeral and the house had a major mortgage and needed to be sold. I likely was going to need to get a job and get on with my life on my own I'm a twenty year old girl. At the funeral, the last person in line to give their condolences as everyone left the church was a handsome man, perhaps thirty five, perhaps a little older. He gave me his business card and told me that my Dad was his lawyer and in a few days, when things settled down a little, he wanted to meet with me and make me an offer. The next day, I asked at my Dad's old law firm (which had insurance on my Dad but payable to the law firm, not me) about the man that gave me his card. He's in business, apparently extremely successful, with a net worth well up in multiple millions. He calls me and I agree to meet with him. His coming to my home, or my home until it's sold, seemed the most convenient for both of us. My name is Madelyn Wright, his name is Harold Koslowski. Once we said our hello's and sat down, this is what he said to me. "Maddie, you're a very good looking girl. I've seen your photos in your Dad's office for several years. You're more than attractive, you're patrician, you look and carry yourself well, as if you're from money and very well bred. I'm going to tell you something about me that I hope you won't repeat. I'm homosexual. That is, I find males attractive, not females. But I'm definitely in the closet, so to speak. None of my business associates are aware of my sexual preferences. I'm fairly sure that if my preferences became widely known that it would harm my business practice noticeably. Very noticeably. It would help me tremendously to be married to an attractive female. Someone that would, to all appearance, be my loving wife, go with me to a great many social and business functions. What I would like to offer you is for you to be my wife." "Obviously, there would be no sex between us and you would have to be able to handle that. On the other hand, you would live a very luxurious life style and visit many places around the world, staying at the very best hotels. My demands on your time would be fairly minimal. You could arrange to finish your schooling, follow hobbies and so on as they fit into my schedule. I realize that I may seem like a predator, suggesting this so soon after your major loss. But I also realize that you're going to have to make a major life style change so this offer may ft in well right now. Please think it over and let me know soon." I'm left pretty much in shock. We say a few sentences to each other in parting. And then I'm left alone, thinking about the offer. I would be a 'kept woman' like I've often read about except I wouldn't be trading my virtue for the support. The more I think about it, the fewer things I can find negative. I'm sure we should put it in writing, a contract so to speak. I assume I would have to commit to a fair amount of time, perhaps with some financial incentives involved. But it would be a lovely life in some ways, a lonely one I'm sure in other ways. So, I meet with Harold and iron out all the details and we actually get married, at City Hall in a very quiet and unceremonial event. I've now been married four years. I have beautiful clothes, I've been to a number of major cities in Europe and Japan with all travel definitely first class. I've finished my bachelor's degree. I've met a great many business associates of Harold's and attended literally hundreds of dinners and dances and parties with him. I've always acted fondly to him, hugging him in public, doing everything a loving wife would do -- in public but not in the bedroom. It's been an even better life than I imagined in some ways but definitely a lonelier one than I had imagined, too. To keep occupied, I play tennis at a club we belong to, visit a gym regularly and take up riding again, going back to the same stables I first used when I was a teenager. The older man that owned it has either sold it or hired a younger man to manage it but my experiences are still as they were years ago with the only exception being my gradually becoming much better at horsemanship. I really enjoy it and am even thinking of getting into competitive dressage. The man that's now in charge, Jeff, is physically attractive but with the manners of a cowboy, sort of rough and unpolished. He's perhaps mid-thirties, probably six feet tall, and very fit in a sinewy way, like someone that's worked very hard outdoors for years rather than like someone that's a gym rat. I actually don't have a lot to do with him, although I need to do all of my scheduling through him. He's always been helpful although I'm aware that he eyes me up and down a lot as if I'm a favorite food or something but has never done anything overt to bother me. He lives in an apartment that's directly behind the office at the stables. I've finished my workout for the day and need to schedule ahead so I go into the very small office to arrange things with Jeff. He's not there but I can hear some sounds from his apartment that's just through a door. Without thinking carefully I step through the door into a hall and down just a few feet. Sounds are coming out of a room and I step another few feet and look through the door. It's his bedroom and he and a blonde that I vaguely recognize from earlier meetings are both naked on the bed. I should back up and leave and do my scheduling later but it's as if I'm hypnotized or something and just quietly stand there and watch. He's laying on his back, his very large erection sticking straight up. She's kneeling to his side, her one hand holding his cock and she's telling him what a gorgeous cock he has as she leans down and gets her mouth to it. She licks up and down, turning her head to get access and then gets her lips around the head of the large, dark red cock and starts to swallow it, making slurping noises. He just lays there and watches her . I'm not a virgin. I had sex a number of times with my first boy, in high school, and then with a second quite often in college and then a third quite often, also in college. I enjoyed sex quite a lot. More than I thought, apparently. Since I always had it, I didn't realize how much I'd miss going without. These past years with Harold I've been limited to a few toys and my own devices. The result is that I can't tear my eyes away from the two on the bed. I slowly recognize the blonde. She's married and I've met her and her husband at a couple parties and I've talked with her slightly when our schedules overlapped at the stables. She's actually very attractive, a little older than me, perhaps close to Jeff's age. She obviously loves attacking his cock and I quietly envy her to a degree and watch as she works on it and obviously manages to get him to cum in her mouth. As she sits back and lets go of his cock I watch it go softer as her pulls her to his side and begins working on her, kissing down her body, spending a lot of time on her breasts and then moving down between her legs. I can feel myself getting much wetter as he gets his face to her shaved pussy. It makes me realize than my pubic hair is trimmed quite a bit to allow me to wear some minimal bikinis but hers is the first naked, shaved pussy that I've ever seen. Jeff certainly seems to relish it. He's very active licking and fingering it. The way they are laying, their heads are in my direction. Her attention is to him but he can see me in the doorway as he looks up from his working on her pussy. He smiles and winks as he takes a moment away before getting his face and tongue back down to her. I should have left earlier and definitely should leave now that he's seen me but I just can't. I must be close to cumming, just from watching him do to her what I now realize I want him to do to me. He must be good at it, she's really screaming with arousal. I bet I'm not that noisy. He just keeps working on her and she keeps on jerking around and yelling loudly and it becomes obvious that she's orgasmed. He sits back and looks at her, smiling, and then starts to slide up over her. I can see his cock, fully engorged again, dark red and seemingly too big. She spreads her legs even wider as the cock slowly disappears inside her. Her tone changes but not the loudness. She lets him know that he's filling her up and she loves it. He looks at me and I can see the passion in his eyes as he pumps his hips. How much I wish it was me. I have to leave, I can't let the woman know I was there and saw her, I'll most likely meet her several more time over the years. That evening, I manage to sit down with Harold. "I need to have some sexual activity in my life," I tell him. "I'm not happy being a nun." "Maddie," he says, "I've learned to be very fond of you but I'm not going to have sex with you. I've been with a woman, years ago, even got engaged, but discovered I was much more interested in her brother than in her and we ended it. Besides, I'm now HIV positive, I wouldn't want to pass it on to you." "Oh," I was surprised, "HIV positive? Are you telling me you're going to die? I mean, this is serious, isn't it?" "Yes, it's serious but with today's medications I should last a long time. I didn't tell you to make you worry but to let you know that you don't really want to have sex with me or exchange any bodily fluids." "What about sex with someone else? There's got to be some way to satisfy my very strong urges." "I hadn't thought about this before. Yes, I guess if you can be discreet and not do anything that would affect your continuing to appear to be my loving wife, you can. You just have to be very careful who you're with." "Well, I have someone in mind. The manager of the stables where I ride is having an affair with at least one other married woman. I'm fairly sure he would be interested in me if I made myself available. And I can't imagine he would have any interest in making it public in any way." And so we agreed that I could give it a try, do what I want to do in order to keep me happy and continuing to perform as Harold's wife. So, the very next day I return to the stales and do a basic ride on a trail for about a half hour. When I get back I walk into the office where Jeff is sitting. "I've been riding," I tell him, "and would like to take a shower. Would it be all right if I used the shower in your apartment? And if you have the time, would you like to join me?" He's a real man. He didn't jump up in a hurry, just smiled. "I've got the time," he says and slowly gets up out of his chair. As we walk into his apartment he puts his hand on the middle of my back. "Did you enjoy the show we gave you yesterday?" "Yes, very much," I reply, moving on to the bathroom and beginning to unbutton my blouse. "I envied her, which is why I'm here now." "Well then," he says, putting his arm on around my waist to halt my movement, "maybe we should wait and take the shower after we've worked up a sweat." I turn to him and smile in return and lean my face to him and we kiss. "That was just an excuse to get us both naked," I say to him. I sit on the edge of the bed and pull my boots off, get up, finish unbuttoning my blouse and take it off and fold it slightly and put it on a chair. I then reach back and unfasten my bra, slip it off, and toss it on the chair. I bend slightly to pull my riding britches down over my butt and legs and step out of them and fold them and put them on the chair. Quickly, I push my panties down as I turn to watch Jeff push his briefs down and then we're both naked. His cock is up and ready and looking like the sexiest thing I've seen in years. I kneel on the bed and across from me, he does, too. I nudge forward to him and he comes to me and we kiss. "You have an even better body than I expected," he says. I just smile and push him onto his back as I kiss him some more. Kneeling to his side, I wrap my hand around that gorgeous cock. As I lean down toward it, I move my hips and leg to straddle him and settle back a little to get my pussy to his face. As I can feel his fingers touching me, I lean down and get my mouth to this lovely cock. I use one hand to fondle his balls as I put my lips over the head and slip my mouth down over him, licking and sucking his delicious cock. I can feel his tongue licking my clit, his fingers pushing into my vagina as I suck on his cock and play with his balls. We both go on with this for a couple minutes when I pull myself up and away from his mouth and as adeptly as I can, which is actually a little cumbersome since I hadn't done this in a while, I move around to face his upper body and get my vagina right above his cock. I drop enough to feel the head starting to force open my pussy lips. "Next time, we can do whatever you want but I really, really need this in me right now," I tell him as I slowly drop down more, feeling him push his way up into my vagina. ""You're really tight," he says. I just nod and keep lowering my weight, slowly feeling him move further and further into me. Finally, I'm sitting on him. "It's been too long but you feel absolutely perfect in there," I tell him and start to lift a little before dropping again. It has been too long, over four years since I've felt this and he's about as big as any of the previous three, so I'm being really filled properly. I move up and down on him several times, enjoying every moment. I grin at him and lean forward, letting my breasts hang free and start to move my hips more back and forward, sliding on his very stiff cock. He gets his hands to my breasts, then forces himself up slightly to get his mouth to one and start sucking on my nipple. "This is just so good," I say, sliding on him, feeling him move inside me. "I could do this all day." I last longer than I expected, sliding on him,sitting up and bouncing on him. I finally begin to feel my orgasm coming and I start to bounce harder and faster and it hits. I'm sure I screamed a little although I intended not to be as noisy as that blonde I saw him with, and as that really great feeling came over me I leaned forward, keeping him in me, and lay my body on top of him, the top of my head reaching up to his nose. He kisses me on the forehead. I begin to realize that I came but he's still hard in me. He puts his arms around me and rolls me over, never coming out, and gets his knees up under him enough to start pushing that cock into me and pulling out and then in again, getting faster and harder with each stroke. It's been a long time since I felt this, like an orgasm that just keeps going on and on, it's glorious. I get my arms and legs up around him and hold on as he fucks me as hard as he can and he's in great shape and really bangs into me and I love it. I can hear myself grunting with each of his strokes and can hear his breath, almost panting, also with each stroke. It seems forever but probably was a couple minutes and I can feel him pushing hard into me and holding it there as he pumps his warm semen into me. "Jeff, thank you," I say, " I hope we do this often and that we're not done yet today, you're a great fuck." "Missus," he says, "you're as good a fuck as can be." "Maddie," I tell him, "Call me Maddie." "Maddie, it might take a minute or so but, no, we sure aren't done for the day. I want as much more of you as I can get." "My schedule is hard to predict, I need to be there when my husband needs me but if I can, I'd like to come back every day for awhile and then at least twice a week after that." "I think we can manage to handle that," Jeff says, "You're a really good fuck." "This time," I tell him, "I really needed you in me as soon as possible. But I love oral. I'd enjoy playing with your cock and balls for hours and have you eat me all night long. With a lot of fucking along the way." "We can manage that, too," he replies with a grin. "Maybe it's time for that shower you wanted." The shower is over a tub with a curtain to keep the water from the rest of the room. We have water running but in truth, we're not taking a shower, we're investigating each others bodies. He has me pressed to the wall while he mauls my breasts and sucks and then bites on my nipples. I have his balls and cock in hand and kneel down and suck him enough to make sure he's fully hard. He has one of my legs over his shoulder while he pushes his fingers into my vagina and then gets his mouth to my clit. We're both as aroused as we can be and I end up hands against the wall, my ass sticking back at him as he fucks me and fucks me and fucks me. I'm as aroused as possible and it lasts and lasts. I don't think I've ever been fucked for so long and it's absolutely glorious. Finally, he cums and pulls out. He turns off the water and we just stand there for a few moments looking at each other, our mouths sort of hanging open in sated lust. I step out of the tub first and grab a towel and quickly dry myself." I'll be back tomorrow," I tell him. "About two in the afternoon if that's o.k.?" "Yeah, see you then Maddie," he says. I dress and leave. I feel better than I had for a couple years. I'm almost ashamed that I feel no guilt about cheating on my husband. I mean, he gave me permission and it's not like he has any sexual claims on me. Outside I'm looking calm but inside I'm smiling, looking forward to repeating everything tomorrow. I have truly great sex with Jeff every day for four days. Then two off and another good session. Then over and over, every two or three days or so for three months. No loving, no great romance but lots and lots of great orgasms. It even enters my mind that I should find someone else, too, to make sure that I get enough even if Jeff becomes unavailable but I don't, mostly just because things are going too well to bother. Then a glitch. I hadn't been paying attention but I slowly realize I was having no periods. I use a commercial kit from the drug store just to be sure. I'm pregnant. I need to talk with Harold about this. Surprising to me, Harold thinks it over and decides that if having a wife helped him in business, hiding his real sexuality, then being a father would probably be even better. So I see a doctor and start treating my pregnancy as I should. And I continue regularly getting with Jeff for sex. Jeff doesn't mind at all. My stomach gets larger and larger and he still eats me and fucks me and I still suck him. I learn that it's possible to keep on enjoying sex almost until time for the birth. It's a girl. I name her Jacqueline. She's terrific. Being a mother, I discover, is a full time job. Fortunately, we can afford all the help I need. I breast feed her for eight months and then start weaning her so that by a year, she's free of depending on me for food and is actually eating some solids. During this, I quit seeing Jeff for a couple months and get back on the pill like I used to use in college. I might like to have more children but I would just as soon choose when. Then I get back into my routine of having sex with Jeff a couple times a week. I'm still meeting all of Harold's needs, going to dinners and parties, traveling some. I continue to have great clothes. Many of the people I meet through Harold are very empathetic and happy for my having a child, even wonder when I'll have more. Some obviously have no interest in others, including me, but only in business and how to make more money. Maddie's Sexual Journey I decide to have a second child. Harold accepts the idea. More importantly, Jeff is still interested in regularly filling me with sperm. So Jacqueline is born to me at 25 and Trent, a beautiful little boy, at twenty seven. Three years later, I'm thirty, and Harold drops a bombshell on me. He's discovered that he wants to live full time with his latest friend and he's decided that while having a wife did help in business he's now so well situated that he doesn't need me any more. To be honest, this doesn't bother me as much as he seems to have been afraid it would. It's just a matter of coming up with the financial settlement. It's all in writing. I've been his wife for ten years, so I'm entitled to one tenth of his net worth, which is close to 20 million dollars. My share, that is, is close to 20 million dollars. He keeps something like one hundred and eighty million. I don't even dicker, we just do everything through lawyers and I'm free. I have a last couple fucks with Jeff and let him know I'm moving. I decide to go back to the town I grew up in. It's really just a few miles out of the big city where I've been living with Harold. My Dad used to commute into the big town daily. I hate to give up my times with Jeff and I'll be close enough that I could commute in for a fuck every once in a while if I need to. So I take the kids and move. I buy a relatively small house in a nice neighborhood, near good schools, and slowly settle in to being a single Mom in a smaller town where I know lots and lots of people and have friends. On my second week there, I'm in the drug store, herding my two kids at ages six and three, while I pick up a few items and I hear someone say, "Maddie?" I turn and realize it's Charlie. Charlie is the guy I lost my virginity to in high school. The guy I used to sneak around to see so we could fuck like rabbits every spare moment we could find. The guy who made me discover how much I loved sex. He also was a guy I had known since kindergarten and that I'd done all sorts of shenanigans with before we mutually discovered sex with each other. "Charlie!" I almost scream and throw my arms around him and hug him and give him a big kiss on the lips. Both Jacqui and Trent look on in amazement and seem to be on the verge of being scared. "Kids, this is Charlie, an old friend," I tell them and turn back to Charlie. "You look as gorgeous as ever, Maddie," He says, as we still have our arms on each others waists. "Are these yours?" he asks, looking at my kids. "Yeah," I say, "Jacqui and Trent." "Is your husband here?" "No husband, divorced. You?" He looks relieved. "Single. Still single. Never found anyone that measured up to you, Maddie." "We'll have to get together, talk over old times," I say to him, "and I mean it, I'm not just being polite. I bought a house." I give him the address. "But what are you doing here right now?" "This is my store. Well, one of my stores. I'm a pharmacist." "I should have remembered that, I knew that." My kids are getting a little antsy. "I think I have to take these two home for now. I really hope to see you soon." I leave but my mind is full of thinking back at everything we did together. The way we started just sort of investigating our physical differences and then getting to oral sex and then the real thing. And then lots and lots of everything. Charlie used to love to eat my pussy and, of course, I loved him doing it. I used to suck him, too, but the truth is I've never been fond of a mouthful of cum. I've had that mouthful probably a thousand times and will some more, I'm sure, but I've always preferred to have a nice cock inside my bottom rather than my mouth. Anyway, the next day, Charlie calls me and suggests that we could go to the lake, like we used to in high school. It's not a very big lake and it's very close, easy to get to, with a swimming area marked off. I remind him that I have the two children but they would probably love a visit to the lake, we've never been there yet. So he comes by and picks us up. I remind him that the kids need to take a nap after lunch so we'll need to be back home then. My two are both in bathing suits, with pails and shovels and I have several large beach towels. He's in a bathing suit, a sports shirt and flip flops and has a big beach umbrella and a cooler with him. I'm in one of my minimal bikinis but with a big loose cover up over me, also with flip flops. There aren't many people at the little beach so we find some room to set everything up. He takes off his shirt and I take off my cover up and start to the water with my two kids. I've heard of people's eye googling and that's what Charlie's did when he saw me in my bikini. I'll admit that it covers very little. He's actually good with the kids. The four of us fool around in the shallow water and in the wet sand near the water's edge. We probably spent an hour or more in the sun, I made sure the kids have plenty of sun screen on. I apply some on Charlie and ask him to put some on me. I'll admit that I have plans for Charlie and I want to get him touching my bare skin as much as possible. It turns out he has drinks and food in the cooler so we have lunch and then play in the water some more and then head back home for the kids naps. The activity wore them out so both kids go to bed easily. Charlie helps me put them to bed. I head back into the living room with Charlie. "That bathing suit must be close to illegal" he says, "it doesn't cover much." "Well, if it's illegal, maybe I shouldn't wear it," I say back to him, sort of sassy. I reach behind me and unfasten the bra and slip it off. His mouth falls open. I push the bottoms down and bend over and step out of them and stand there naked. "Are you trying to seduce me, Maddie?" he says but smiles. "I hope so," I say in return, "and Jacqui will only sleep about two hours so we don't want to waste too much time." "You're more gorgeous than you were in high school and you were fantastic then. Your breasts were perfect and you have much more now than then. And you've trimmed your pubic hair. I probably won't get hair in my teeth like I always used to," he says as he steps out of his bathing suit. His cock is even larger than I remembered and standing up very erect. I take his hand and lead him the few steps to my bedroom. I sit on the side of the bed, facing him, spread my legs and reach down with both hands to pull myself open slightly. He's on his knees, his arms around me, kissing me immediately. He breaks the kiss and moves to my breasts. He's always loved my breasts since the first time I showed them to him back in 11th grade and I'll admit they're now at least a cup size larger. Maybe feeding babies does that, maybe it's just growing up some more. It's extremely arousing (and I was already wet and ready by the time we got in the bedroom) the way he fondles them, kisses them, sucks on my nipples and actually bites a little. He doesn't seem to have forgotten anything about my likes over the last ten years. He then kisses down over my stomach and gets his fingers to my pussy. He spreads me open, leans in and gets his tongue in there and starts licking around. He was always good at this, from the first time he tried it. Soon he's got two fingers sliding in and out of me and his lips sucking on my clit, his tongue flicking back and forth on it. He's not just taking his time, he's aiming to get me into orgasm quickly. I think he's kept in practice because he's probably even better than he was in high school. Soon I'm gushing all over him and yelling some. I try to be quiet, don't want to wake the kids, but it's impossible not to react to an orgasm. A very lovely orgasm. And now he's pushing that lovely cock into me, forcing its way further and further into me. I can feel every little millimeter of it's movement inside me. He's also got his arms around me, holding me tight, and pushing us further onto the bed so he can get better traction and start to really fuck me good and proper. "Charlie, I knew you'd be good, you always were," I tell him as he gets his cock all the way into me and starts pounding as hard and fast as he can. He won't last long, either. He never does the first time. I should have sucked him off first. I used to always do that just so he could fuck me for what sometimes seemed like forever. The trade off of me having to take a mouthful of cum was worth it to get a great fuck a little later. What am I doing, thinking, while he's busy fucking me. I should be moving into ecstasy. I guess I'm realizing that a little later I'll be able to suck him hard again without getting a mouthful and then we'll really fuck for a long time. That thought makes me smile and begin to feel another orgasm building. He shoots off inside me before I get there. Damn. That always used to happen, too. Well, I'll do what I did then. "I'm almost there Charlie, eat me a little to get me to cum, please." I learned back then to add that 'please' and it always worked. Ah, it does now, too. He's really, really good at this. His tongue is magic. A few minutes later we're laying their, our naked bodies against one another. Post-coital bliss I think it's called. "Maddie," Charlie says sort of quietly, "you haven't changed a bit, have you? You're still in charge, getting me to do whatever you want." "I've never made you do anything you didn't want to do. I mean, you've enjoyed all this just as much as I have, haven't you?" "Yes, I certainly have enjoyed it. But every time anything sexual has happened between us it's always you that leads the way. Way back when your body changed and you developed breasts, boobs you called them then, you had to do something to make sure someone else knew you had them so you showed them to me. And then you did it again and again and then you suggested I should touch them, then after a couple times you suggested I should kiss them, lick them suck on them. And when that aroused you, you asked me to show you my thing, as you called it. So I did. You took hold of it right away and gave me my first orgasm ever caused by something other than a dream. I had never even masturbated yet back then." "Yeah, that's true. It was pretty icky, too, got all over my hand." "You must have had porn on your computer because you were always a couple steps ahead of me. You said that since I had shown you mine, you should show me yours. And you did and you had me touch it and slide a finger in you right away. Then in a few more weeks you took my thing in your mouth and got a mouthful. You've never really liked getting a mouthful of sperm since then, have you? "I've always liked what came before and after but no, I never really like the moment I get the mouthful so I swallow it just to get rid of it quickly. But I've had that mouthful a lot and I bet I have some from you, too, in the next months." "But then you got me to move from sucking a nipple to down there licking your pussy and you sure discovered something that really turned you on, didn't you?" "Yeah, I still love it. And you're really good at it, Charlie." "And later you had me slide my thing into you. We did all that a lot back then. Obviously, you've done it some more since then. I mean you have Jacqui and Trent." "Yes. Yes I have, Charlie. And I have no regrets, I've had a good life. Now that we've found each other again I hope that I continue to enjoy doing it often. And that you enjoy it, too. I mean, I can't get you to keep satisfying me if you're not satisfied, too. Right?" "You've got me, Maddie. You ruined me for others. No one else has come close to being as important to me as you were, at least when it comes to sex. I would never have thought it of me but I must like having a woman boss me around. Like just a few minutes ago, you had me go down on you and lick the pussy that I had just filled with cum and I did it. Did it because you asked me to." "Yeah," I said as I wiggled against him to see if he was getting hard yet, "and you liked it, didn't you?" "You know me too well, Maddie. Yes, I did. And yes I hope to taste you a lot in the days ahead. Anyway you want me to." I reach down between us to take hold of his cock. It's starting to get some blood in it. "I'll taste you a lot, too, Charlie," I say to him as I pull away a little to slide down and get my mouth to his cock and work at getting it up again. I hold it up with my fingers and lick up and down it, tasting myself on him. I use my other hand to get hold of his balls and sort of roll them around between my fingers. He gets a little bigger and I get my mouth over the head and lick and suck a little and then take the whole thing into my mouth. He gets up more and more. I bob my head up and down, masturbating him with my lips, and then look up at him and grin as I move into position to sit on him and take him up inside me. He goes all the way in easily, I'm so full of both his and my juices from the fuck we just had. At first, I just sit there, enjoying the feel of him inside of me again. I start to move my hips a little, sensing him moving inside me. He has a lovely big cock, fills me up nicely. I start moving my hips up and down more, riding on his cock, then lean forward, sliding my pussy back and forth on him. Back in high school I think I really picked him to have sex with because we knew each other so well and I trusted him. But even then I also realized he was a hunk. On the wrestling team with a great, firm body, and a well balanced good looking face. Blue eyes, small nose, good chin, full lips, blond hair cut in a very short crew back then but longer now, although business man long not rock star long. His body isn't quite as firm as back then but he must work out because he's still well built. His cock is as satisfying as ever and he loves eating me and doing whatever I want. It will be very satisfying to have him as my lover. I keep riding him. He reaches with one hand to massage my clit a little which gets me aroused even more so I start bouncing hard and fast on him and reach another orgasm. I love the feeling. I almost collapse on him, laying flat on his body, his cock still inside me. He does what Jeff has done often and wraps his arms around me and rolls us over so he's on top and can start fucking me all over again. I was looking forward to him lasting and he's sure doing it. I get into still another orgasm. Once they start they seem to come faster. He pulls out of me and has me roll over and helps lift my hips so he can get back into me from the back. Fuck, he's fully at it again. I'm almost sore but it feels so perfect. He has his hands on my butt holding on and pounding into me as hard as he can, ad if he's throwing his whole body on me. Here comes another one for me and I can feel his come, too. We lay there exhausted. He's still laying on my back, his cock out of me though. I can feel myself leaking. "Roll off, Charlie," I say and realize that I almost said Jeff instead of Charlie. He does and we're again facing one another. He puts an arm around me, his hand moving over my butt, feeling me. "You have a perfect body, Maddie," he says quietly. "Please stay here and let me be with you often. I've missed this more than you can imagine. I must have been with a hundred women trying to find someone, good ones and bad ones. Which makes me realize I always used a condom and I haven't. You're on the pill aren't you?" "Yes," I say and pause. "But if I wasn't would it be so bad? Trent is three, I'm probably ripe to have another." I don't know why I said that, I hadn't been thinking at all about going through child birth again, although I love my two. "There you go, Maddie, leading again. I don't know, I haven't thought of it. That would mean getting married I guess. Do I want that? Right now, on the spur of the moment, I can't imagine anything better than fucking you regularly for the rest of my life. But we should probably both wait until we're not naked in bed together to think about this a little more." I kiss him. "You're right. I admit I didn't think of this before, it just popped into my mind. But fucking you for the rest of my life sounds good to me, too. " We kiss again. He slides his hand up onto my back and back down onto my ass several times and I do the same to him. "I am bossy, aren't I? That might make me hard to live with. I was an only child and got spoiled, always got my way. But I really don't want to make you do anything you don't want to. I don't want to be a harridan and smash your ego. It looks like you're a successful business man and you need to feel good about yourself to continue to succeed. So I might act like I'm the boss but I really, really need you to be you. And to be honest, I need your lovely cock. In fact, if you can get it up again we might have enough time for one more before Jacqui wakes up. She'll stay quiet in bed for awhile after she wakes up and then probably call out. So we should get some warning." "Let's go get cleaned up. Clean out that pussy so I can get it juicy again before we go at it some more." he says, kissing me again. So that's what we did. I even used a douche that I have to rinse me, using just water rather than the medicated douche I often use. We had lots of feeling and playing and kissing and he's finally starting to feel like he'll be hard again when I hear Jacqui. "Oops, there's Jacqui. That means this is over for the moment. Let me go get her." I go back in my bedroom and dig out some clothes and put them on and go into Jacqui's room and say hello and kiss her and get her up. She usually needs to go to the bathroom now and she does. Then we dress her. Back out in the living room, Charlie has his bathing suit and shirt and flip flops back on. "I've got to go," Charlie says. He kisses Jacqui and tells her goodbye and that he'll see her again, and then he kisses me. "I'll call," he says and goes out the door. I sigh and say to Jacqui, "I think I messed that up, we may never see him again." "He likes you Mommy," she says, "he'll be back." "He likes me? What makes you say that?" "The way he always looks at you. He likes you. He likes me and Trent too, I can tell." "Oh," is all I can say. And we get on with our day. Jacqui is starting school in another week, real school. First grade. She's been to preschool for a couple years. I need to find a preschool for Trent. I've spent most of my time up to now just getting us moved and settled here. Plus, with two young children you don't have a lot of free time to handle all the details of life. I think I'm also going to need to find a nanny or some baby sitters or something so I can take some time off to meet people, play tennis, go to a gym and all that. Maybe I should have bought a larger house. I also need to find an honest, local stockbroker to handle my money, it's now invested through a firm in the city and I could leave it there but it would be more convenient if I could handle it close by. I mean, twenty million is a pretty substantial investment portfolio and needs to be watched over. At dinner time, Jacqui, Trent and I are all sitting at the table and Charlie calls and asks if he can come back later and I agree. In fact, I look forward to seeing him and so do both kids. He shows up about a half hour before their bed time. He gives me a big kiss and a hug, right in front of both of them and then hugs Jacqui and says hello and hugs Trent and asks him how things are going. They both have books and he reads to Jacqui and I read to Trent and then we both get involved in bathing them and getting them in bed. Once it's just the two of us he says, "Why don't we go to the bedroom and get naked." So we do. On the bed he tells me how gorgeous I am and what a great body I have and he hugs me and kisses me and slides down a little to fondle my breasts and kiss them and starts sucking on my nipples. I love it as he well knows. He starts to kiss on down onto my stomach and I squirm away a little and tell him that I really need to get at his cock. "I need to suck you off. I haven't done it in over ten years and you deserve it. Besides, that means you'll eat me while you get hard again and then when we fuck you'll last and last." He tells me I don't have to do that, I don't like a mouthful of cum, and by then I've got his cock in my mouth. Maddie's Sexual Journey He's right. I don't love getting a mouthful of cum. I do like the sucking and playing with a nice erect cock that leads up to it and I'm deliriously ecstatic about everything that follows, so it seems a good trade off to me. I mean, to women an erect cock is sort of what sex is. In the novel, Lady Chatterly lays a garland of flowers around her lovers cock, sort of worships it. To some degree I guess I sort of worship cock, too. I love to feel them, stroke them, taste them, even suck the balls. When I finally get the guy to cum, I don't mind the taste, it isn't all that strong at all. It's the texture, the sort of slimy goop. At first, way back with Charlie as teenagers, I tried letting it shoot off but it was messy. I tried catching it in some Kleenex but that meant planning ahead and was still sort of messy. So I settled on swallowing, then sucking him a little more to get the last drops and swallowing some more. It's a moment of yuck after some minutes of great. Of course, it means he does eat me, after spending a couple minutes on my breasts. He's really good at this and I absolutely love it. This time I have two orgasms, both big, before he stops and slides up over me to get his cock into me. I get my feet on the mattress to fuck back as much as I can and we really pound into each other. It's glorious. Sometimes I think life would be perfect if I could be in the midst of a really good fuck like this all the time, non-stop. Of course, that's silly. You need some down time to appreciate the up time. Otherwise up would become the norm and you'd need something even more. I think that's how people get into drugs, looking for that something more. I cum, loud and happy and Charlie rolls me over and gets into me doggie style and keeps right on fucking me. Fantastic. Finally we both cum and he pulls out and we lay there on our backs, next to one another, just smiling and relaxing and cooling down. "I remember reading somewhere that you need more than good sex to get married, you need to know one another," he says, laying there. "Well, I've thought about it and we know each other. We've known each other since first grade. And the sex is great. That should solve that. Except, we've been apart for ten years. We don't know what's happened during those ten years. So I'll tell you about me. I've fucked every female that would let me. Maybe a hundred. I don't know, maybe two hundred. Always with a condom, some of them I was pretty sure I needed protection from disease. I guess I was hunting for something and I think I've found it now that you're back, Maddie. How about you?" "Charlie, I've been with three guys since you, four total including you. I was with Tommy my freshman year in college, he graduated, so with Mark my sophomore year. We probably had sex as often as you did, maybe more. Then I was with the father of Jacqui and Trent. That's it. Lots of very good sex. I should also tell you about Harold, though." I quickly ran through the arrangement with Harold and how I fucked Jeff, ending up by telling him, "To end it I got paid off per the contract we had and ended up very comfortable financially." "Well, financially," he tells me, "I'm doing very well. I worked as a pharmacist and saw how much money a drug store could take in so I bought one. On credit, of course. Since then I've added three more. I have four stores and they keep me very busy. Managing the businesses is more than a full time job. But I earn a lot of money. A lot. In fact, I have enough that I think I'll get more stores as I can find good buys, and get even richer." I rolled almost on top of him and kissed him as I pressed my breasts into him and rubbed my pussy on his thigh. I got one hand to his cock and held it and pulled it a little. "O.k. we're rich. Are you about ready to fuck me again?" He just grins and hugs me and kisses me. As I can feel his cock getting stiff enough, I move around on top of him and get lined up to slide back and slowly push him into me. I could then sit up more and start riding him, bouncing up and down, feeling his cock inside me. I like this because I'm in charge. But truthfully, I like our bodies to be together more, either in missionary position or in this position but me laying down on top of him more. Problem is, laying down, our bodies come together well but the fucking is sort of slow motion, me sliding back and forth on him and I really prefer getting pounded more. So I do lay on him and get my arms around him and roll us over. "Just pound into me," I tell him. He does. He keeps it up as I have two orgasms, perfect feelings that I absolutely love. I wrap my arms and legs up around him and he lifts both our bodies slightly as he continues to bang into me full force. Perfect sex. My breasts and his chest are squished together, moving against one another with each of his strokes into me. My pussy is getting drilled and massaged, his cock moves inside me, our sweat makes our stomachs stick to each other. I'm grunting and he's grunting, it's pure animal rutting. And it's great. He finally cums and collapses on top of me. I like the feeling but it's too much weight so I roll us until we're still against one another but more facing, side by side. "When are we getting married?" he asks. "Charlie, this is like we just met. We're still trying to fill our sex needs by fucking constantly. Maybe we should wait a while and make sure it's all for real before making a serious commitment." "Maddie, I've discovered that I've spent the last ten years trying to find something that I lost. Now I've found it. I don't want to lose it again. We should have got married back in high school. Our lives would have been different and we probably wouldn't have ended up as financially secure as we are but now that we're here I sure don't want it to stop." "You realize, Charlie, that marrying me means you're a daddy. We have Jacqui and Trent and will probably have one or two more. You don't just get my pussy you get a family that you will have to become an active part of." "Yeah and we'll need a much larger house with bedrooms for everyone and room for a full time housekeeper or Nanny and everything will cost a lot so it will make me work harder and grow with more and more stores. But on the other hand, I do get your pussy. And your tits and your whole body. I can eat you every morning for breakfast, or for dinner, maybe come home for lunch. I like the trade off." "Well, if you like to eat me that much, maybe we should shower and I'll douche and get it all clean and tasty for you." "I don't think clean means tasty. I bet you taste better right now," he says and slides down between my legs. I spread open and raise my legs back to give him room. I don't think I'm going to be able to stay quiet through this, I hope the kids are in a deep sleep.