1 comments/ 181038 views/ 6 favorites Over Hill & Under Dale By: Canadagander Copyright (c) 2003: All characters, events, and text in this story are purely fictional, and are created by and the sole property of the author. All rights reserved. Writer's Note: Why does our society, which values professional counseling and training, leave sexual training to chance? What if inexperienced young men were mentored by sensitive mature women? This piece is purely fictional, and attempts to be entertaining, but all you guys and gals that read it, consider your own sexual experiences and relationships. Guys: what might have been different, if you had a tutor like Donna? Gals: under what circumstances would you be willing to coach an inexperienced sexual partner, as did these women? Consider the usual warning: this story contains sexually explicit content. Do not read it unless you are an adult. Chapter 1: Donna Is Recruited The month of June was the beginning of the summer recess from my third grade teacher's job, and I was terribly bored. I couldn't afford a vacation trip, and my lover, Rob, a college history professor, was gone on a twelve-week archeological dig at some Mayan temple in the Yucatan. Fortunately, the rest of my summer turned into a very interesting and sexually satisfying time. For this, I have to thank Caroline, my close friend and condo neighbor, and her nineteen-year-old son, Dale. The exciting time began over a Saturday lunch in early July, at Caroline's place. She is a single mom of forty, eight years older than I. Unlike my ex, who continues to be generous and supportive, her husband divorced her ten years ago, and left the state to avoid alimony and child support. Fortunately, she got a sales job with a software startup that took off, and she is now financially comfortable. About six years ago, she bought the condo next to mine, and we soon became close friends. I have enjoyed watching her son, Dale, grow from a skinny, confused adolescent into a very handsome, young man of nineteen. This May, he graduated from high school, and has a swimming scholarship from the University of Michigan. "Donna," Caroline said to me after taking a bite of her sandwich. "I'm really worried about Dale. Since last week, he's just been moping around the house, and night before last, while we were cleaning up the supper dishes, he told me that he's changed his mind, and now doesn't want to go to college this fall." "Did he tell you why?" I inquired. "Only after much prodding. It turns out that he went to a party at a girl's house last week. Three other boys and four girls were there with him, and, as I understand it, some precocious kids took advantage of the fact that the parents weren't home." "Oh, God. Did they do drugs, or get into underage drinking?" "Dale says no, and I believe him. What happened was probably nothing more than what you or I did when we were that age. Some of the boys and girls went upstairs to the bedrooms for some heavy petting or whatever. Dale is so inexperienced, when one of the girls approached him, he told me that he had no clue what to do. So he panicked and left, and now he figures that he is the laughing stock of his school crowd." "Every boy and girl feels sexually awkward and clumsy at first, Caroline. Having a comfortable intimate relationship with someone takes practice, just like any other skill. Why is it that our society feels that young virgins will somehow have an epiphany and suddenly become good at something they've never before attempted? Did you try to tell him all boys have the same fears of performance? And did you tell him how good- looking he has gotten to be? God, with his swimmer's physique, he attracts me." "I tried, but then Dale brought up how abusive and crude my ex, Kevin, was to me, and how I've tried the dating scene only to attract losers. He said that with his genes and upbringing without a father, he wouldn't be able to handle the pressure of dating and sex in college, along with the academics." "God, Caroline, that is a humdinger of a problem. I assume that Dale has had the usual high school sex ed classes and knows the physical mechanics. Have you considered having a school counselor try to talk to Dale?" "I don't think that Dale is going to open to any stranger about this problem. But I did discuss it with my older brother in Ohio. He was always great for me when I was a naive teenager and needed advice that a parent is incapable of providing." "I depended upon my older brother in the same way, Caroline. What did your brother say?" "He amazed me by relating a story of how he had a similar experience like Dale's, when Larry, that's my brother, when he was eighteen. He said that he really fell apart when he tried to make out with a girl and she laughed at his clumsiness. But then my mother's younger sister, Jessica, was sympathetic to his feelings, and she took it upon herself to teach Larry how to be a great sex partner." Caroline took a sip of her coffee before continuing. "Larry claims that a few weeks of discrete coaching from Aunt Jess transformed him from a no-confidence loser into someone who could really turn on the girls. Until now, I never understood how it happened." "That's an interesting story, Caroline. I never seriously considered it before, but I can see how effective it would be to have an experienced woman coach a young man in how to attract and please a woman. For generations, our society has been loaded with boys and men who act as if they are great studs, but who really are just ignorant jerks." Caroline chuckled while I went on. "You and I have shared some of our own unfortunate episodes with clumsy men. For most of them, probably all they ever learned was from reading pulp novels and letters in adult magazines. I consider myself very lucky to have found Rob. He is the most considerate and pleasuring lover that I have ever had, and there were a number before we met." "Unfortunately, Donna, there aren't too many guys like Rob, and it's probably because most guys never learned much when they were young. Imagine if every young man had some empathic woman who would coach him in how to become a great lover." I thought for a moment. "If that could happen, there would be a helluva lot less unhappy women, and a whole lot fewer affairs and divorces, that's for sure. But that's beside the point. Why did you ask me to lunch today? You always do that when there is a favor to ask of me. And I do want to help, so just tell me what you want me to do." Caroline blushed, hesitated for a few seconds, and finally spoke very softly, as if she were afraid to have me hear what she was going to say. "Actually, what we are talking about is to the point, Donna. The day after my brother told me about his tutoring from Aunt Jess, Dale and I were watching TV. It was some silly romantic sitcom, and I asked him what kind of woman attracts him the most." "And what did he say?" I asked. "He said, 'someone like Mrs. Hill.' He's attracted to you, Donna. And that's when I got this wild idea." She took a deep breath, then looked imploringly into my eyes. "Donna, would you consider doing for Dale what Aunt Jess did for my brother?" I choked on my coffee, astonished at what Caroline had just asked. "Caroline, are you serious? We are best friends and neighbors, and you're asking me to teach your son about sex! Think of all the possibilities and their consequences!" Caroline put her hand over mine to calm me down, and let her speak. "I have considered, Donna, believe me. I think of the possibility that a normal young man is losing his self-confidence and esteem, the consequences of which could be a lifetime of unsatisfying relationships with women, or worse. I also think of the possibility that a woman, who is my closest friend and whom I trust with my whole heart, could be compassionate to the point of giving herself to this young man for the purpose of teaching him how to become a confident and sensitive love partner. The consequence of that is the brightest of futures for him." What she said made me consider things from a perspective other than my socially conditioned upbringing. Caroline was correct: Dale, like so many virginal young men, had no way of becoming a skillful lover other than trial-and-error, and for most men, that resulted in lots of errors. And hadn't I just said to Caroline, at least philosophically, that early coaching could eliminate many unhappy relationships? Here was one of those opportunities to walk the talk. I imagined how I would teach Dale to become a satisfying lover. My lack of sex from Rob's absence must have taken over then, for I began fantasizing how his youthful, trim body would feel coupled with mine. Caroline's voice brought me back to reality. "You're considering the idea, aren't you, Donna?" she said with a grin. "You were smiling like the Mona Lisa. Believe me, when I thought of you and Dale, doing ..., well, you know, my first reaction was that it was outrageous. But then, the concept began to seem better and better. Here is Dale, very much needing help, and who is attracted to you, and here you are, a beautiful and experienced woman, who could be trusted to do all the right things." She touched my arm with her hand, and used her best sales approach on me, anticipating my objections and emphasizing the attractions. "The risks of discovery are minimal, Donna, since we are long-time next door neighbors. And only day before yesterday, you admitted how horny and bored you're getting with Rob away. Just imagine how exciting it could be to get it on for the summer with a young hunk. It would do your libido a lot of good, as well as be the greatest gift you could ever give to Dale and me." "Well, Caroline, even though I have to admit that the idea is beginning to intrigue me, I'm still not certain. There are so many things to consider. I know one thing for sure: I absolutely refuse to try and seduce Dale. He would have to understand completely that his experience with me was only for the purpose of his sexual training." Caroline persisted until I agreed that she and I would broach the idea to Dale that evening, over dinner at my place. There were quite a few blushes and h'mm's and err's before the two of us coherently communicated to Dale what we proposed. When he eventually comprehended what was offered to him, it was very touching and endearing to see how relieved and grateful he was. "Oh, gosh, Mrs. Hill!" he gushed. "You are the greatest. I'll do whatever you ask, or tell me to do. And I do understand – no one other than us three will ever hear about this. Thanks ever so much, Mrs. Hill. When do we get started?" After I saw the look on his face when he realized that his problem had a cure, I knew that I was going to help this young man, no matter what others might think. I smiled reassuringly at Dale, then at Caroline. "Well, Dale, I'm not yet sure how, let alone when, to get started. But I'm a trained teacher, and this is certainly a form of teaching. So I will do some research and create a lesson plan, much like I would for any class preparation. Give me, say two weeks, and then we'll begin." "That's OK for me, Mrs. Hill. The only summer obligation I have is my training and competition at the swim club, but I get home by noon. What works best for you?" I smiled at him, touched and flattered by his eagerness. "I think that our kind of training is best suited for evening hours, Dale." For the next two weeks, I used the Internet and the local library to research the topics of human sexuality and clinical sex surrogates. I developed a lesson plan and training strategy for myself, and a reading list for Dale to study. I also made a list of things I wanted Caroline to do. When all that was completed, I went to Caroline's place in the evening to talk to her and Dale. I described my lesson plan, with its goals and steps, and what I expected from them. We agreed on Tuesdays and Thursdays for each week's training sessions. Dale was eager to get started, and both he and Caroline agreed to their parts in my plan. I rose from the chair in their living room, and gave Caroline a hug before going over to Dale. "Before I leave, Dale, let me ask you a question. Do you notice anything different about me tonight?" Dale stared at me in confusion, his eyes scanning me head to toe. I noticed that his stare lingered on my breasts and hips. To give him a hint, I put my hands on his face, and made him look me directly in the eyes. "What difference do you see, Dale?" I asked again. I could see the light of recognition in his face. "Your eyes!" he exclaimed. "They're blue! You're wearing colored contacts, and you also have used violet eye shadow. You look beautiful, Mrs. Hill." "Excellent, Dale. A caring man always notices the things a woman does to make herself more attractive to him. And it will be important that anytime we meet, you notice my eyes. Whenever you see me wearing these contacts, and this shade of eye shadow – you think of me as Donna, your girl friend. Any other time, I am Mrs. Hill, the lady next door. We can't have any embarrassing mistakes in this, or some terrible gossip may develop. And also, Dale, when these sessions are over, you'll never see me wearing these contacts and eye shadow again, ever. Do you get my meaning?" Dale nodded, and Caroline hugged me once more. Then she went to her son, and tenderly kissed him on the cheek. "Dale, honey, you are so lucky to have such a wonderful girl friend like Donna. Just do whatever she tells you, and enjoy this summer. Oh, and if ever I ask what you and Donna did, you just tell me, 'Mom, I'm an adult, and it really is none of your business.'" I returned to my place, thinking about my new male protégé. Dale is just over six feet tall and about 170 pounds, with the hard muscular body of a champion swimmer. He has dark hair, worn neatly just over his ears, with a great tan and flashing white teeth. "He is going to excite quite a few female hearts and bodies," I thought. Later, before falling asleep, I could sense my own body warming from dreams of being his first lover and how I would teach him all the little things that get me highly orgasmic. Chapter 2 Lesson One - Training Begins I first needed to get Dale's self-esteem improved, and also to become comfortable with me as a girl friend. For that, we spent the first week's two sessions in shopping for a complete change in Dale's wardrobe, from shoes and shorts, to slacks and shirts. Since I was supposed to be his date, I let him drive my Miata to the mall. On the way on Thursday, I expanded my lesson from just shopping. "Today, we have two objectives, Dale: completing your wardrobe, and practicing how to approach women to get them interested in you. So let's begin with talking about clothes." By the time we reached the mall, he understood that he is an autumn, and the brown hues best compliment him. Once in the men's department of the mall anchor store, I deliberately made Dale make his own selections, encouraging him to act on his own, and to begin thinking of himself as a young adult, not a high-schooler. There were a few times when I had to be critical. "Uh, uh, Dale. Tight pants and jeans were designed for riding horses, not getting romantic with a girl. Think how awkward it will be to take off your pants, if she gives you the go-ahead. Hopping around the floor, or sitting down and tugging will be a huge turn-off. Now, go back and look some more, and show me how much you've learned." This time, he came back to where I was sitting wearing an outfit of olive colored Dockers with pleated front, topped with a tailored sport shirt of muted brown-orange plaid with button-down collar. He had also replaced his jogging shoes with brown tasseled loafers and tan socks. "Oh, my, Dale! What a terrific outfit that is. Now you look like a real collegian. This weekend, I want you to get some more clothes like that. So now, let's shift the lesson from clothes to work on the skills of approaching and attracting a woman. I am going to go to the Food Court and get myself a cola. We'll pretend that we came to the mall separately, and that you are interested in dating me. Your challenge is, in the next ten minutes, think of how you will approach me, and get me interested in you. And I must be interested enough to agree to go off someplace with you, so you can ask me for a date." "Dating rule number one, Dale: what you say when you first approach a girl, is very, very critical. Guys can be so clumsy or corny then. The wrong words, and most women will just think, 'get lost, loser.'" "That's my whole problem, Donna. I never know what is the right thing to say at that moment." "There is no one right thing, sweetie. You just can't have a dumb line. What I want you to do is think of some reason for you being in the Mall that will make a girl, namely me, begin to appreciate your inner qualities. To do this, you must keep the conversation on something that shows that you are interested in her inner qualities as well." "As a trick, Dale, never ask her questions that can be answered with a word, or yes or no. Always begin with something like 'What do you think,' or, 'Why do you suppose.' That way the other person is being drawn out, and you are showing that you're interested in what the other person thinks or feels." With that last piece of advice, I left Dale to get a coke at the Food Court, and sat at a table to await his return. I was halfway through my drink when I noticed him threading his way around tables and chairs. He looked my way, flashed one of his turn- on smiles, and waved. "Well, hi there, Donna. How nice to see you once again. What brings you to the Mall today?" I tried to pick up on his play-acting. "Oh, hi, Dale. I'm just trying to find some good summer sale bargains." "What stores have you been in?" Dale asked. "I noticed some neat tank tops and low-cut shorts in Kohl's that would really look good on you. Say, Donna, how much time do you have? I have a small dilemma, sort of, and with your good taste, you could really help me out." "Well, I'm not sure, Dale. What's your dilemma, and how do you think that I can help?" "It's like this, Donna. I want to buy my mom a little gift, just to try to say how much I appreciate her. I know that she likes aromatic candles, but I'm not sure what aromas women like. I know that whatever you'd like, my mom would, too. What would it take to have you go with me to the candle shop in the East Wing, and pick out the perfect scent for her?" He gave me another of his dazzling smiles, and I spontaneously jumped out of my chair and hugged him. "Dale, honey, that was just great! You have a future as a salesman, just like your mom. I especially liked your last question. It never really gave me a chance to say no, and why would any girl not want to go with you to show you what scents she likes?" Dale was delighted with himself, and his confidence jumped up enormously. He looked straight into my eyes. "Hey, wonderful blue eyes, what would it take to get another hug? This time, I'll be ready for you." I laughed, and gave him a more ardent embrace, pressing my breasts into his chest. I took his hand, and we walked out of the Food Court. Along the way to the candle store, Dale occasionally stopped to point out something in a store window, asking my thoughts and opinions about some object or if I admired its design. After purchasing a candle for Caroline, following my recommendation of the aroma, we left the Mall and returned to my place. We sat together on the sofa in the living room, sipping a soft drink and chatting about the lessons at the Mall. "It was a very productive week, sweetie," I said. "Your blue-eyed girl friend is very much impressed with how quickly you picked up on my coaching. With your new appearance, and your confident style, it should be easy to attract girls on your own." "Donna, you are so easy and comfortable to be with. But somehow, it's different with the girls my age. Oh, I apologize, I didn't mean it the way it sounded." Over Hill & Under Dale I touched his hand and smiled with understanding. "I know what you meant, Dale, and yes, I probably am different from girls your age. But you'll have to take my word for it: if you used the same approach on any college co-ed as you did with me today, you will get positive results." "Do you really think so, Donna?" "Most definitely, Dale. Why don't you try it on your own this weekend by approaching a girl you like, and asking her for a movie date? As for us, I believe that you are ready to have me introduce you to some of the nuances of that wonderful invention of nature called male-female intimacy." "But now I am expecting a phone call from Rob, and Caroline must be waiting for you, Dale. Read the first three selections on the list I gave you before next Tuesday. I can assure you that Donna will be looking forward to her next date with you then at 7:00." Dale arose from the sofa, and went to the front door. He hesitated, and I knew immediately what he was wishing. I got up and walked over to him, lifting my head with puckered lips. He pulled me close with one arm, and pressed his lips to mine. I closed my eyes, remembering my first kisses when I was nineteen, and felt all warm inside. "I had a wonderful time with you today, Dale. We don't have to rush things too quickly, but I'm looking forward to the more advanced lessons." Chapter 3 Lesson Two - Comings Going On The next Tuesday, Dale knocked on my door right on time. His hair was shining and blown-dry, and his face was pink from a close shave. He proved that he learned from my wardrobe lessons, being handsomely dressed in new pleated chinos and a light blue oxford cloth button down shirt. I faintly smelled the quality cologne we had selected. He looked delicious to me. I had selected a loose, white silk blouse tucked into dark brown tapered gabardine slacks, with tan flats. To complement my blue contacts and violet eye shadow, I wore dangling amethyst earrings, and a plain gold chain. Dale appraised my outfit and beamed one of his twenty-four carat smiles. He was obviously very eager to tell me something. "You look terrific, Donna. Those earrings are just the perfect color to go with your special eye shadow. Before we begin, I have something to share with you." "Nice compliment, Dale. Thank you for it. What is it you wanted to share?" "I did it, Donna!" he exclaimed excitedly. "I approached Meagan Lindstrom at the swim club, and I asked her to a movie last Saturday. I followed your advice, and talked only about things that interested her. On the way home from our date, she said that somehow I've changed. And I think I have, thanks to you." I was very happy for my student. "Well done, Dale," I replied. "You are changing, and all for the better. Before we begin our lesson, what did you think of the items on your reading list, sweetie?" "There was quite a variety, Donna. I learned some things I didn't really know from the etiquette book. And I'm going to read more from the websites on STD's and the use of condoms. There were some kinds of diseases that I didn't know even existed, like chlamidia. But I think that I most enjoyed the chapters in the sex manual and the erotic short stories. But why did you choose those particular pieces? They all showed the female point of view, and I'm the opposite." "Part of being an interesting and sensitive adult, Dale, is trying to see situations and actions from more than one perspective. That's particularly true in human relationships. Each of us, man or woman, must take seriously how easily we can hurt someone we love, simply by being selfish or ignorant. Good manners put you at ease and make you welcome everywhere. And safe sex is not a technique, Dale; it is an obligation. Always remember that. Finally, I am teaching you about hetero sex, so it is critical that you truly understand what and how the woman's mind and moving parts work, in order to fit your mind and equipment into a single, pleasing harmony that we call dynamite sex." "So, what are we going to do tonight, Donna?" "Tonight, you are going to get very intimate with my body, Dale. The manual illustrations and word descriptions are accurate, but they are just like your guitar lesson books – good information only as long as you try to play the instrument. Through actual physical touch, I want you to learn that a woman's body gets aroused differently from a man's, and it happens in stages before she wants intercourse, Dale. Once a man knows why, when, and how those stages are reached, plus learns how to assist his partner to get sufficiently aroused, then he will be rewarded by terrific fucking." "I think I'm ready for that, Donna. A couple of weeks ago, though, I freaked out when a girl started taking off her clothes in front of me." "Getting undressed is actually one of the most awkward times when you are having sex with a new partner, Dale. I believe that you had difficulty that time because you really weren't ready to become intimate with that particular girl, or at least, at that time. You were also probably nervous about seeing a naked woman, because it was so new to you. That is why I asked your mother to wear short shorts and a halter-top around the house for the last week, and why she and I wore bikinis at the pool with you. By now, you should know how my body looks." "Yeah, Mom and I talked about that. I am much more at ease now about seeing a female figure." He grinned at me. "That isn't to say that I don't want to see more of you tonight, though. Let's get started." "This is going to be exciting for me too, Dale. However, I need a little more time to relax and get in the right mood." I steered us both to the kitchen, and opened two cans of soda. We sat on stools next to the island counter, and talked about clothes, pop music, and baseball. Soon, Dale and I were comfortable with each other, and I thought it was time to get started on lesson two. I explained to him that in the lesson, I was going to be completely naked, and he was going to use his touch to arouse my body. I smiled when he immediately began to get an erection. He blushed at the sight of the bulge in his slacks, and he stood on the other side of the counter, attempting to hide his stiff cock. "Are we going to the living room for this, Donna? And will I have to take off all my clothes?" he inquired timidly. "No to both questions, Dale. We'll use my spare bedroom, and you keep your shorts on for this lesson. Incidentally, when you engage in sexual activities on your own, use a bedroom with clean sheets. Cars these days are physically too small, and parking is too dangerous or conspicuous. And cum stains in the living room are too gross to even think about. Sometime soon, we'll go to your bedroom and see how it would look for you and your date. But that's later. Right now, let's go to the bedroom." Dale did as instructed, and he helped me pull off the bedspread and top sheet, and puddle them on the floor. Trying to be as matter-of-fact as possible, I had Dale and me take turns removing clothing, until he was in just his shorts, and I was in my bra and panties. I sent him to the kitchen for our soda cans, and while he was gone, I stripped completely. Then I reclined on the center of the bed, my back supported by two fluffy pillows leaning against the headboard. I giggled at Dale's grin of lust when he returned. His study of my naked body made me smile and I began to feel the stirrings inside my vagina. It distracted me from what I had intended, but I willed myself to concentrate on my lesson plan. Patting the mattress, I directed Dale to sit next to me. "OK, Dale," I said. "Time to get started. The objective of this lesson is for you to learn how to get a woman excited with light touches and tender kisses. I will coach you where to touch me, and how hard or soft your touches should be. Your challenge will be to keep your tempo very slow and very light. Finally, if I go over the top towards an orgasm, just keep on doing whatever it is that's getting me there. Just don't stop, got it?" "I think so, Donna." "OK, then start by caressing my neck, shoulders, and ears. Imagine that your fingers and lips are feathers or velvet. As you get me more aroused, try to notice the signals that a woman's body transmits, like my nipples will harden and enlarge, and my labia and clitoris will get blood-engorged. I'll also probably spread my legs apart." Dale followed my instructions very well. I tingled from his light touch and feather kisses that began around my neck, then slid down to my breasts. He quickly picked up that light pinches and kisses on my nipples got them hard and made me purr pleasant sighs. This was no longer an exercise in how-to for me; I was definitely getting turned on by my protégé, and my insides got that hungry-for-sex buzz. "Now, Dale, please rub my pussy with the palm of your hand. Run your fingers through my pubic hair. Feel how silky and wet I've become. Ooh! That's so good! Now, very gently insert your middle finger into my pussy. Too fast! Too fast! … Ah, that's it, just slowly in and out, in and out." A month of abstinence unloosed some powerful stirrings, and Dale's caresses and ministrations to my labia and clitoris soon had my hips thrusting in rhythm with his finger strokes. I moaned for Dale to go faster, and he instinctively began to pinch and massage my nipples with his other hand, and nip my earlobes with his teeth. I came multiple times, screaming and moaning loudly, while Dale dutifully followed orders. He never let up tormenting my clitoris and nipples. Finally, I could take no more, and I grabbed his hands to stop so that I could catch my breath. I have no idea how long Dale waited for me to return from my orgasmic daze. I do seem to recall hearing his voice soothing me, and feeling his lips on mine. Eventually, my breathing was back to normal, and I found myself looking into his eyes. I smiled at him wearily, and saw that super grin of his. "Wow, Donna! That was some fireworks show. I am so happy and proud that I could make you come like that. Your pussy is soaking wet. I licked my finger, and you taste sweet and salty." I pulled down Dale's head until his lips met mine. For the first time, I left my mouth open. Dale got the idea, and I felt his tongue rubbing against mine. This young man was a natural as a lover - soft hands and a velvet tongue. 'And he is so patient,' I thought. 'He's not once made a move to satisfy himself.' I felt that I had to reward Dale somehow, even if it meant departing from my lesson plan. I disengaged from our soul kiss, and wriggled off the bed, to situate myself between Dale's legs as he sat on the edge of the mattress. Kneeling down, I started to tug on the elastic band of his boxers. His huge erection made removal of Dale's shorts difficult, and he was uncertain what I had in mind. I looked up into his eyes, and smiled at him. "Honey, those were some of the best orgasms I've ever had. You get an A-plus for a grade on that lesson. You made me one satisfied woman, Dale, and you have been such a tender lover. Now it is my turn to give you my gift of love. Take off your shorts, sweetie, and let me see your lovely hard cock. Your are about to get your first blow job." Dale's eyes widened with surprise and delight. He eagerly stood up, and pulled his shorts off. His youthful erection stood almost vertically, and I estimated that his cock was that naturally ideal eight or so inches. My fingers just barely wrapped around his shaft. I positioned him so that he was sitting on the edge of the bed, his feet on the floor, and me kneeling between his legs. There were dribbles of pre-cum on the head of his cock, and I licked him clean. He gasped at the sensation of my tongue tip tracing around the glans of his circumcised head. I cupped his balls with one hand while I gently squeezed his shaft with the other, easing the head into my mouth. I have never learned how to 'deep throat' a cock, but I do enjoy licking and sucking two or three inches. My technique is a combination of sucking and hand job, and it took just a few strokes and sucks before Dale came and I tasted a stream of salty semen spewing into my mouth. Dale lay back on the bed, gasping for breath after his orgasm. I lifted his legs onto the bed, letting him lie prone. I lay down next to him, cradling his head between my breasts. I savored tender feelings for this young man. He was very good-looking, I thought, and I was proud of the fact that, because of my mentoring, he was growing into a great lover. Dale must have been reading my thoughts, and he lifted himself to rest on one elbow. "This has to be the greatest day of my life, Donna. I can't thank you enough for becoming my girl friend and teacher. I think that we make a great pair of lovers." "We certainly do, sweetie," I replied. "And we are only going to get better. There are more things that I want to teach you, and enjoy with you." Dale beamed that wonderful smile. "Like how to put my cock into you? When can I do that, Donna? I really, really want to feel what fucking you is like." "Do you indeed, my handsome young man? Well, let me confess that I want to feel what it's like to be fucked by you. We're getting way ahead of my lesson plan, but from what happened tonight, I think that you're ready for intercourse." "Can we do it now, Donna?" "It's too late in the evening, sweetie, unless we were going to sleep together. I really am not yet ready for that, Dale. We will, I promise, but not just now. I am hungry for more sex with you, too, sweetie, but let's stick to our schedule and have a hot date on Thursday. For now, let's go take a shower together, and then call it a night. We'll each dream of what we'll be doing day after tomorrow" Chapter 4 Lesson Three – Going All the Way I was as impatient as Dale, wanting Thursday evening to arrive as quickly as possible. I now had to admit that I lusted for my handsome young lover. Several times on Wednesday, while I was housecleaning and food shopping, I found myself daydreaming and fantasizing how that great erection would feel buried deep in my pussy. It took all of my will power to put away the groceries before taking to my bed, stripping off my clothes, and practicing with my dildo. Finally Thursday night came, when Dale and I had a date for some delicious fucking. On an impulse, I decided to give Dale an eye treat as well. I took a long, luxurious shower, after which I put on sheer, lavender high-leg cut panties, with matching underwire bra. I had purchased them to match the special violet eye shadow that was Dale's and my special signal. I put in my blue contact lenses, and when I dotted my neck and ears with my perfume, on an impulse, I applied some on my inner thighs and belly. Over the sexy lingerie, I wore a short black slip dress with tiny straps. The final dressing items were a pair of backless slides with three-inch heels. Rob teasingly refers to these shoes as my 'fuck me pumps.' All that remained were my lipstick and diamond ear studs. "Dale, you and I are going to have a wonderful time tonight," I thought. I sipped a glass of wine to get me into the cuddling mood while waiting for Dale's arrival. The doorbell sounded just as I put my glass in the dishwasher, and my heart beat a little faster. Taking a deep breath to calm me down, I went to the door and opened it. All of my attention to dress and makeup was worth it, just to see Dale's initial wide-eyed look of astonishment turn into a grin of admiration, then lust. "Hi, Dale. I'm so glad to see you. I've missed you since last Tuesday." I took his hand and kissed him lightly on his lips. We sat down on the sofa in the living room. "Wow, Donna!" he exclaimed. "You really look beautiful! That dress is very sexy. I've never seen you wear it before. Is it new?" "No, sweetie, it's not new. I only wear it when I want to feel especially feminine, and want to impress my male date. You haven't seen it, because you've never been my date before." "I am so lucky to be your date, Donna. I mean that. Having you become my teacher has been the greatest thing that's ever happened to me. What is on the lesson plan for tonight?" "I think that you have learned very quickly, Dale, since we got started two weeks ago. First, you got new clothes, and learned how to talk to girls to attract them. And last Tuesday, you were super in picking up on how to stimulate and satisfy a women's body with your hands and lips." I gave him a lustful smile, and held his hand. "There's only one last thing that I can teach you, Dale, and I think you know what that is." Those simple words were all it took to get Dale aroused. The bulge in his slacks appeared almost immediately, attracting my eyes like a magnet. Dale noticed where I was looking, and blushed with embarrassment. "Oh, gosh, Donna! I can't help it. I do know what you want to teach me, and there is nothing that I want more. I have been fantasizing about being with you so much in the last two weeks. Please, can we get started? My body is already aching for you." "I can tell, sweetie, but a sensitive lover makes certain that his woman is as turned on as he is before beginning. Our first lesson tonight is learning about timing and foreplay. I'm already reclining on the couch, so now I want you to come over and let's start kissing and petting. Try to recall how my body responded to your touches last Tuesday. I want to be aroused like that again tonight, before we go to the bedroom." Dale was terribly excited as well as inexperienced, and his first attempts at kissing and petting me were too heavy-handed and clumsy to arouse a woman, unless she was as horny as I was at that moment. I wanted to get Dale inside of me very much, but I knew that my role as a teacher made it important that he become smooth and adept at foreplay. "Please, Dale, kiss me more gently, and don't paw my breasts like a clod. Remember, slowly and lightly. Let me tell you when I want to get more physical. When you begin touching my body, begin at the sensitive touch points of my neck, inside of my elbows, and the back of my knees. Now, let's try again." This time, Dale's kisses on my lips and neck were light, warm and tender. They felt wonderful. He compounded the effect of his kisses with feather-like strokes on my arms and cheeks. I had to respond to his lovemaking by opening my mouth to have his tongue explore and entice. I also pulled his body more tightly close to mine. "That feels so good, sweetie. Now that you know that I want more, use your hand to gently stroke my knee. Ah, yes, just like that. And when you feel your woman accepting your hand on her leg, try sliding your hand up her inner thigh a few inches. Just touch me with your fingers, and only just a few inches. Oh, my, yes, just like that. Now, if she wants more than that, and I do, she will open her legs to invite you to touch her closer to her pussy. Let her tell you how far and how fast she wants you to go. A gentleman never invades, Dale. He hints at what he wants, then accepts invitations." As before, Dale was a very quick learner. I sighed with contentment as I felt his fingers gently stroke the smooth skin of my inner thighs, and my reflexes made me open my legs. Dale read my signals very well, and as he kissed me harder on my lips, his left hand massaged my breast. At the same time, his righthand leisurely traversed the distance from my knees to the silk of my panties, which by now were wet with my feminine moisture. I pulled up the hem of my dress to help his hand cover my vagina. He patiently waited for me to catch up to his state of arousal, which didn't take that much time. I was hungry for his cock – to touch, to lick and suck, and most importantly, to have it inside of me. "Dale, honey, I want you very much. I think that it's time for the next phase. Let's go into the bedroom, and take off all our clothes. It's time for your very first fuck." Over Hill & Under Dale In the bedroom, we quickly stripped ourselves of our clothes, and hungrily kissed each other. I pulled off the covers and top sheet, and then opened the drawer of the nightstand next to the bed, motioning Dale to come look at its contents. "Remember, Dale, that at all times, you must be responsible and practice safe sex. Unless you are in a monogamous relationship with a girl that you are absolutely certain is clean, you must use precaution. Also, it is as much your responsibility as it is the woman's to prevent any unplanned pregnancy. So come over here, and let me put this condom over that very handsome cock." Dale nodded his understanding of what I was trying to say, and offered his erect cock to my ministrations. I adored the way that his youthful and potent erection made his cock point vertically, and slap against the hair on his belly. After the condom was in place, I applied some lubricant onto his cock, as well as in my vagina. While I was taking care of the precautions, Dale was delighting me as well as himself by sucking my breasts and soul kissing me on the mouth. My body was tingling and hot inside, hungry for the satisfaction that only a cock sliding in and out of my pussy can provide. I lay on my back, knees spread widely. "It's time, Dale. I want you to fuck me. I want to feel your cock enter and fill me. You lie between my legs, and support your body with your elbows. Let your partner guide your cock into her pussy; don't you try to push it in by yourself. That can hurt, and shows no feeling for her. Here we go." I took his cock in my hand, and guided it into my wet vagina, sighing with the wonderful feeling of its warmth and girth that filled me. He instinctively knew to begin thrusting, but used slow, patient strokes. The tightening of my vaginal muscles around his cock made him gasp, and he began to drive his hips up and down, his body demanding relief from the tension of his impending coming. I let him enjoy his pleasure, matching his thrusts with my own hips, and after only a few strokes, I heard him gasp that he was coming. "Let it go, Dale. Just enjoy. I want you to come right now." He could have done nothing else. There are few feelings better for a woman than that one when her lover comes in her vagina. I reveled in feeling his cock shudder, then ejaculate his semen, a half-cry, half-grunt sounding from his throat. Dale's entire body shivered from his orgasm, and after, he collapsed on top of me, exhausted from the buildup, then release of the genital tension. I would have expected his erection to soften, but his youthful potency maintained a satisfactory hardness. I rolled Dale off of me, positioning him on his back, so I could be on top and get my own satisfaction. He smiled at me tenderly, and toyed with my breasts, sometimes lightly pinching my nipples, while I used my hips to slide up and down on his cock, now getting hard once more. My body was also hungry for its own orgasm, and the fires in my pussy raged higher and higher, until I came with a scream. Dale grabbed my hips, and continued the fucking of his cock with my pussy. It was as if he was masturbating himself, using me as a tool for pleasure. But if my pussy was a tool for his cock's pleasure, the opposite was also true. I relaxed and enjoyed the ride, literally. It was so good that I experienced two more orgasms. Each one was as strong as my first, and I must have really made a lot of noise. After the third orgasm subsided, my pussy was too tender to enjoy more. I begged Dale to stop, and pulled his cock from my body, so that I could lie next to him while I came down from that marvelous sexual high. We lay together with closed eyes, my head on his chest, and his arm around me. Neither Dale nor I said a word for about ten minutes, each of us privately savoring the delights we had just experienced. Finally, our breathing was back to normal, and we began to laugh and tease each other, celebrating Dale's introduction to hetero fucking. A healthy nineteen-year-old young man has an almost unending potency. While I was removing the used condom from Dale's cock, he was still as hard and erect as he was before his first orgasm. He grinned at me as I stared in admiration of his erect manhood. "It's ready to go again, Donna. I want to fuck you once more, if you're ready. But this time, I want to try doing it doggie style." I was ready, and after putting a fresh condom on Dale, I got on my knees. I rested my head on a pillow, offering my ass and pussy to Dale in doggy style. "OK, Dale, your little bitch is ready. Mount me from behind, and bang away. But since your cock won't be in contact with my clitoris, I want you to reach around me, and use your finger to play with it and make me excited." It took just a little coaching on my part for Dale to make my clit burn with desire, and to learn that he could penetrate me even deeper from this position. I pushed back with my hips and ass each time he thrust forward, causing me to raise my head and cry out with passion. Both Dale and I hungrily devoured each other's actions, and we energetically writhed in passion for about ten minutes. I heard Dale's gurgled cry at the same time that I felt his cock enlarge and shudder with a huge ejaculation. Those sensory stimulations caused me to go over the top, and I, too, cried out with pleasure. At the same time, my vagina came awash with orgasmic contractions, and I was soaking wet. Dale rolled off my body and collapsed on his back, gasping for breath. This time, his erection did soften, and I reclined on my elbow, lying next to him while tracing lines down his muscular chest with my fingernail. When he had regained his composure, I removed the second condom to better let me play with his now-limp member. I was like a child with a new toy: I could hardly wait until Dale would get hard again, and I could be fucked once more. I knew that this had started out as a teaching exercise, but at that moment, my body was demanding complete satisfaction, and it had not yet reached that point. I felt a little guilty about my sexual gluttony, but at the same time, I was discovering a new level of my own sexuality. The old saw is really true: "Happiness is the first time you discover you can do it the second time." Only I wanted it a third time. My youthful lover took only a half-hour to regain his potency, and let me have my wish. This time, I showed him how to lift my legs and place them over his shoulders to spread me even wider and position me for deep and satisfying penetration. When we finally were finished, our bodies were dripping with perspiration and the sheet was soaked with our fluids. We arose, and Dale helped me strip the bed before we went to the bathroom to take a shower together. I loved the feeling I got when he scrubbed my back, and then massaged my tender and swollen pussy. We toweled off and dressed in silence. I'm not sure what Dale was thinking, but I reflected on the last two weeks, and what had just happened. There was no more that I could teach Dale. I knew that I should continue to think of Dale as my student, but now I wanted him as a sex partner. He was too good to give up so quickly. In the end, the rational part of me convinced me that it was necessary for Dale to find a serious girl friend his own age, and that I would be cheating on Rob, my lover, if I continued to have sex with Dale. Then I smiled, thinking that Rob was not due to return for four more weeks, and Caroline, Dale, and I had agreed to a tutoring period of three weeks. Why not keep to the original schedule? In fact, why not tell Dale that we would continue to practice two times a week for the next two weeks? I suggested the extra week of training to Dale, and he grinned suggestively. "I don't think that only two more weeks will get me really trained for something as important as this. Mr. Anders won't be coming back until next month, you said. Why can't Mrs. Hill have an enjoyable vacation, and let Donna and me enjoy each other's company until then?" "That's a very tempting offer, Dale, it really is. Let me think it over, and I'll give you my answer tomorrow afternoon. Tonight's lesson is now over, sweetie. I had a wonderful time, and you are a fantastic lover." I kissed him goodbye, and he left to return to his home next door. That night, I slept like a baby, or should I say, a satisfied woman. Until I fell asleep, my body had that mellow, 'well-fucked' feeling. I dreamed of Dale once I fell asleep – him touching my body, me tasting his cock, him penetrating my pussy – it was wonderful. I awoke the next morning knowing just what I was going to say to Dale about prolonging our relationship. I waited until 10:30 in the morning to call, knowing that both he and Caroline would be at work. I heard their answering machine greeting after the fourth ring, then I left my message. "Hi, Dale, this is your girl friend Donna. I discussed with Mrs. Hill your suggestion of a vacation for the next four weeks, and she thinks that it is a terrific idea. So how about meeting me this afternoon at about 3:30? We have to go shopping for more violet eye shadow. And while we're at it, how about expanding your education by exploring that adult bookstore on Second Street? There are some toys that I am curious about."