Rob and Cynthia
Beginnings
Robin Earl Wilson was born in Grand Rapids, Michigan. He was the youngest of the three children in the family. Maybe an afterthought or maybe an accident, because his brother was twelve years older and his sister sixteen. He had no memories of his siblings at home except for his brother returning from service in the Army and immediately leaving for college. He was raised as an only child.
His parents had survived the “Great Depression”, but not without loss. They were from the South, his father owning a large farm and his mother being an elementary school teacher. His father had only an eighth-grade education which was typical at that time for young men learning to successfully operate a farm. They were quite well off, but this ended when the economy collapsed. With no cash or credit to pay operating expenses or purchase seed and supplies, they suspended farming operations after missing two successive planting seasons. To hold onto their farm, they were forced to migrate north, seeking employment where they could find it.
They eventually settled in Grand Rapids where Rob’s father found a factory job. To save money so they could pay the taxes on the farm, they rented a home in a less than desirable, lower middle-class neighborhood. A tough neighborhood, where a young boy learned early how to take care of himself. Rob’s mother was not certified to teach in Michigan, so she worked in retail sales at a local department store where she eventually became a manager. Being always the teacher, she found time to work with Rob so that, when he started Kindergarten, he was reading and writing at a second-grade level. He was tough and intelligent. Rob’s parents never forgot the peacefulness of life on their farm, and they swore to return someday.
New Home, New School, New Friends
On completion of his elementary education, he was promoted to the seventh grade at the local high school. Middle schools were just coming into being at that time and none existed in his school district. At the beginning of each school year, in the fall, it was not unusual for the upper-classmen to haze the new arrivals. So, on that first day, a ninth-grader made the error of trying to push Rob into his own locker and then lock the door on him. After a brief fist fight, resulting in a broken nose and a black eye for the ninth-grader, Rob had gained the respect of the upper-classmen and ensured that the remainder of his time in high school was peaceful.
Earlier, in the summer of that same year, Rob’s family had purchased a more desirable home located on Grant street. It was a quiet area with well-kept homes and yards with beautiful flower gardens, and the people were friendly. This home shared a common driveway with their neighbor, a divorced woman with two children. Cynthia Ann Burrows was thirty years old at the time. Her eldest child Charles, or Chuck as he liked to be called, was a year older than his sister, Sally. Chuck and Rob were in the same grade in high school and quickly became close friends, later becoming like brothers. Where you found one, you would invariably find the other nearby.
In their preteen years they were not particularly interested in girls — they and their friends’ greatest interest seemed to be the time and location of their next informal challenge football or baseball game. By the time they were graduating, Rob was popular with his fellow students because he was friendly and could take a joke, but was tough and slow to anger. He was also well-liked by the teaching staff because he was bright, creative, and hard working. He was pursued by the girls because he had grown into an extremely handsome young man standing six feet and two inches tall with large, square shoulders and weighing 198 pounds. Chuck was also very popular, also did well in school, and he, being six feet tall and physically like Rob, was also very popular with the girls. When both were seen together, it was difficult to believe they were not brothers.
Best Friend’s Mother
Cynthia Burrows was a sixth-grade teacher at the Grant Street Elementary School. The strong dedication once directed to her failed marriage was now redirected to her profession, and most of her days were occupied with preparing her students for high school by developing course structure and lesson plans, instructing, and grading homework. Most important though, she provided social and moral guidance to her students, especially the young girls. She felt that she was somehow less qualified to advise the boys due to the guilt she felt because of her failed marriage. She equated this guilt to an inability to relate properly with men and with life in general. She could not accept the fact that the divorce was not, even partially, her fault. She had no knowledge of the continuous string of her husband’s affairs spanning their entire marriage. But she did know full-well that all her students loved “Mrs. B” as she was called.
Silhouettes
When Rob turned eighteen, his parents planned a large outdoor birthday party for him. Of course, Chuck, Susan, and Cynthia were there. It was at this party that Cynthia began to view him differently. She started having sexual thoughts about him. She tried to push them to the back of her mind and, for the most part, was successful. She argued that this was caused by the fact that she had not dated in ten years because the men who asked her out were either “not her type” or they were married and interested only in having sex with her, something she was not going to do.
After this party, she became flirtatious with Rob, even when Chuck was present. Rob never seemed to notice, at least that was what she thought. Rob did notice, and he never missed the opportunity steal a furtive glance at any exposed skin of the woman he considered to be the most attractive he had ever seen. Cynthia’s side bedroom window faced Rob’s bedroom across the shared driveway. He spent many nights fantasizing about her while watching her silhouette, caused by the subdued bedroom light on her drawn shade, as she readied herself for bed. But he never made any overt move to increase the level of the flirtation, because he loved “Mrs. B” and because Chuck was his best friend, like a brother. He wanted to do nothing to change their relationships.
In the Attic
The summer after graduation, the situation nearly got out of control. Cynthia, after pondering the circumstances that led to her divorce, become very angry and decided it was time to make a change in her life. First, she decided to eradicate any sign of her ex-husband from her home. The changes to follow she would decide later. The first step in her plan was cleaning out the attic and riding herself of anything related to her ex-husband. She pulled down the attic ladder and climbed far enough to determine that the job was much bigger than she had initially thought. She was going to need help. Charles and Sally were both away for the weekend, and a plot began to form in her mind. She called Rob, and asked him to come over and help. She put on a sundress and no underwear. When Rob arrived, she took him upstairs and explained the extent of the task. Rob offered to go into the attic and pass boxes down to her as she stood below the ladder, but Cynthia explained that it would be better if she first examined the contents of each box to determine if it should be discarded.
So, Rob stood at the bottom of the ladder and looking up saw that he had a perfectly clear, closeup view of Cynthia’s vagina, just as she had planned. A closeup of a real, physical vagina was something he had only dreamed of, and the fact that it was Cynthia’s vagina made it much more stimulating. He instantly got an erection, but unseen by Cynthia, moved it upright against his abdomen to make it less noticeable. Cynthia passed boxes down to him while doing an erotic dance on the ladder step, sometimes standing on both feet while bending over to lift a box off the attic floor, or on one foot with her legs spread as she ostensibly reached for the next box.
She had saved one box for last. This box contained sexy lingerie purchased years ago with the intent of arousing her husband’s interest. It hadn’t worked. Her husband became angry and berated her for spending so much so foolishly, and the box was relegated to attic. She retrieved the box and passed it down to Rob, letting it casually slip from her fingers before he could grasp it. The box fell to the floor and popped open, spilling the contents. Rob apologized and retrieved the contents before realizing that he was holding Cynthia’s lingerie. Embarrassed, he quickly replaced the items in the box and asked Cynthia if she really wanted to throw it out.
“That is for a much younger woman. Who would want to see me in this, now, at my age?” she asked.
Rob responded immediately, before thinking, “I would!”
They stared at each other realizing the implication of what had just been said. Rob feared that he had just destroyed his relationship with Cynthia. He apologized for what he said and excused himself. Returning home, he went to his room and, sitting in the dark with the shade drawn, cursed himself for what he had said. He was afraid that he had destroyed their relationship with those two words.
Rob was distraught and Cynthia disappointed, but everything returned to normal after a few days except for the definite realization that each had feelings for the other, feelings other than friendship, feelings that a woman in her thirties should not have for an eighteen-year-old. She sought an alternative method to satisfy her occasional needs. She purchased a large dildo and a large battery powered vibrator with a clitoral stimulator, and when she masturbated, she fantasized about Rob. She kept this secret from all her friends including Sandy Huston, her best friend and neighbor who lived directly across Grant street.
The Grant Street Literary Club
Cynthia’s only social activity was the “The Grant Street Literary Club”, which she chaired. The club was made up of neighborhood women exclusively. There were about twenty members some of whom were single, some widowed, a few married, including Sandy, but most were divorcees. Each week they gathered at Sandy’s home to debate the merits of the current book selection. Sandy had a large and well-furnished recreation room with plenty of seating in her basement and, conveniently, a well-stocked wine bar.
The book selections were generally romance novels with the occasional mystery, but the romance novels were, by far, the favorites. The debates concerned the reality of the plots, the depiction of the characters, and their significant interactions. After a few glasses of wine, these debates reverted to sex, boyfriends, husbands both current and ex, and the reality of the sex acts described in the books. A great time was had by all.
To strengthen her desired sexual relationship with Rob, Cynthia ask him to help her by reading the weekly selection, books that Rob generally referred to as crotch-novels, and provide the male perspective in the debate agenda. Rob’s participation was to remain anonymous to the rest of the group including Sandy, who prepared and distributed the agenda each week a couple of days before the meeting. This went well for both Rob and Cynthia as their relationship grew. They were often seen sitting together on her porch drinking coffee, debating, and laughing. Cynthia enjoyed these lively discussions with Rob because it gave her insight into his sexual views and because of her sexual attraction to him.
College, Freshman Year
Cynthia lifted the laundry basket from the floor of her upstairs bedroom. She tried to think of anything else to add to the laundry. Nothing. She headed downstairs, dropped the basket on the basement floor, and while sorting her laundry into the various loads, again started thinking about the general aspects of her life. She was in her late thirties, still divorced, and alone because both Charles and Susan were away at their respective universities taking summer classes. It has been fourteen years since her husband, Paul, was transferred from Michigan to California. Rather than his wife, Cynthia, he took his administrative assistant, fifteen years her junior, with him.
And, of course, her sex life was in the dumper as it had been since before the divorce. She took off her panties and threw them into the delicate pile. She loaded and started the washer, then went upstairs to fix breakfast. While eating at the small table in her breakfast nook, she glanced out the window across the driveway and saw Rob in his kitchen pouring some cereal for breakfast. Cynthia smiled and waved to him, and he returned her greeting. Rob’s parents were out of town for an extended period dealing with some family real estate business related to their farm in the Florida panhandle. Cynthia remembered that Rob’s mother had asked her to unobtrusively monitor Rob’s activities and make certain that he had no wild parties, though this was not expected, and that he ate a proper meal occasionally. Perhaps she would invite him to have dinner with her tonight.
To reduce expenses, Rob attend the local junior college and worked as a carpenter during the summer months. He was doing very well, both scholastically and financially, for a young man of his age and circumstance. Rob’s heavy work schedule forced him to limit his social life. His primary social activity became the literary club, and it was becoming more significant with the absence of his best friend. However, he was also becoming more accustomed to Cynthia’s presence.
The washer signaled the end of the cycle, and Cynthia rushed to the basement, moved the load from the washer to the dryer and started another load. She had decided to freshen the laundry by air-drying outside, so she shortened the drying time allowing the dryer load to be slightly damp when removed. She returned to the kitchen, made a pot of coffee, and continued reading this weeks’ book selection.
The dryer signaled the end of the cycle. She headed back to the basement where she moved the dryer load to the basket, transferred the washer load to the dryer and started another washer load. She picked up the basket and headed to the backyard where she started hanging items on the clothes line. Rob came out his back door heading for work. Before reaching his car, he saw Cynthia bending over her laundry basket wearing nothing but a short sundress.
A sharp and piercing wolf-whistle split the air. “Mrs. B, WOW!!”
Laughing, Cynthia responded, “I told you not to call me “Mrs. B” anymore. I’m not a married woman. To you, I am Cynthia or Cyndi. I think you call me “Mrs. B” just to irritate me. And, by the way, why would a young man like you whistle at an old woman like me? Can’t you do better?”
Propping himself up on the bar of the chain link fence that enclosed her backyard, Rob replied seriously, “I don’t think so. You’re an extremely attractive woman, and you aren’t wearing panties or much else as far as I can tell from here.”
Cynthia immediately realized her unplanned predicament and snapped upright, turned to face Rob, and smoothed her sundress down. “A gentleman would not have whistled at a woman in such a vulnerable situation.”
“Maybe I’m not that much of a gentleman. I was merely trying to complement you, but if I’ve offended you, I’m truly sorry,” Rob replied.
Cynthia walked over to the fence. “You know I promised your parents that I would make sure that you were eating properly. No junk food. I want you to have dinner with me tonight after work. Say about 6:00 pm? We’ll be having a garden salad, steak, mashed potatoes, and green beans, followed by home-made apple pie and coffee. That must be better that what you’ve been stuffing your face with. And remember, I promised your parents. Oh, and apology accepted.”
“How about 6:30 instead?” Rob asked. That’ll give me time to get cleaned up.”
“Ok, I’ll see you then.” said Cynthia as she headed back to her task of hanging the wash.
Cynthia thought, “Why did I do that? I’m totally confused about him. I believe that he’s attracted to me, but I don’t know that for certain. I’ve thrown myself at him. I’ve done everything except come right out and ask him to fuck me. He’s such a polite and good-looking young man, yet he seldom dates. He should be continuously sought after by girls of his age, yet I can’t remember the last time I saw him bring a girl home. I know he is saving money so that he can get his university degree without debt, but I sometimes wonder if there could be other issues. No! Certainly not! Charles would have mentioned them.”
The Secret
Cynthia decided to call her neighbor and friend, Sandy to discuss the agenda for the current book discussion. After settling the agenda changes, Cynthia said, “I promised Rob Wilson’s mother that I would see that he occasionally had a good meal so I’m having him over for dinner tonight. But I have some concerns about Rob and a question for you. Have you ever heard anything unusual about Rob? He seems to avoid relationships with girls his age.”
Sandy laughed and said, “Cynthia Burrows! I thought every mother, with a teenage daughter, in our neighborhood had heard about Rob Wilson. I can’t believe that you’re the only mother who hasn’t.” Cynthia’s heart sank knowing there must be some terrible character flaw in her son’s best friend. Sandy continued, “You know Beverly Cook. Her daughter has a friend who dated Rob. Well, Beverly overheard part of a phone conversation between them, and this conversation contained words that attract a mother’s attention. So, she listened in on an extension.”
“What attention getting words?” Cynthia asked.
Sandy replied, “Words like dick and cock. Beverly heard that Rob has a cock like a bull, and that only a woman who has been stretched by birthing could accept it. And here you are planning to have dinner with Rob tonight. Every woman in the neighborhood will be envious — including me. Fill me in tomorrow.” Cynthia was relieved but wondered why she had never heard of this before. Rob and her son are best friends, but then this is not the type of thing a son would mention to his mother.
Cynthia’s attitude toward Rob had changed during this brief conversation with Sandy, who had just insinuated that she would have sex with Rob, if she could get away with it. Cynthia started making plans for the evening. Cynthia Burrows is going to have sex with Rob Wilson. But how would she initiate that? Rob had never made any overt moves toward her, at least until this morning, but was she reading more into that incident than was warranted? She did not want to make a fool of herself, and she did not want to cause damage to their relationship as friends although she knew, if she were successful, that relationship would change forever. She tried to recall any other time that Rob might have signaled any sexual interest in her. She could not.
Confessions
Cynthia bathed. She wondered if Rob preferred full, trimmed, or no pubic hair. She decided to leave it as is, full. She picked out a sheer sundress and sheer panties that allowed her pubic hair to show prominently. She also decided that she would wear no bra. Her breasts were small anyway, but very firm. She chose a pair of low heels with no stockings. She was practically nude, and she hoped Rob would notice.
At 6:30 pm, Rob appeared at her back door, carrying flowers and four bottles of wine. Cynthia asked how he got the wine, and Rob told her that he had his ways. She placed the flowers in a vase on the dining room table and the wine in the fridge. They had a pleasant dinner, and Rob complemented Cynthia on the quality of her cooking. The meal had been fantastic compared to the meals he had been fixing for himself. After dinner they went to the porch swing to discuss this week’s book selection, and Cynthia brought out two glasses and a bottle of wine rather than their normal coffee.
When Rob had arrived at Cynthia’s, he immediately noticed her manner of dress but had said nothing. Now he looked at her and smiled, “You look extremely lovely this evening.” She thanked him for the compliment, and Rob poured some wine.
They each took a sip of their wine and Cynthia described the first agenda item, “The first incident that we plan to discuss is on page 37, at the bottom, where the woman initiates the seduction of her soon to be lover. He kisses her lips, her neck, behind her ears while he feels her derrière, and she has a mild orgasm. Does it seem to be realistic to you, that a woman would have an orgasm that easily with only foreplay?” She wished that Rob would do that with her.
“Based on the previous crotch-novels I’ve read, it seems to be unlikely, but I think that question is better answered by you. I don’t have any direct experience in that area.”
Cynthia said, “Believe me, a woman could definitely have an organism from sensuous contact. The longer it has been since she had an orgasm, the easier it would be.”
Rob asked, “Do you know this from experience?”
“Yes, in a manner of speaking.” Cynthia replied. “I have experienced the same thing, but with different stimuli.”
“Would one of those stimuli be masturbation?” Rob asked, smiling.
Cynthia’s face turned red. She hesitated, and Rob laughed. She regained her composure. “Yes, if you really must know. Remember that I don’t have a husband to satisfy my needs” she said.
“I realize that, but don’t you use a dildo or a vibrator? I realize that it isn’t intimate human touch, but it must help because so many women do it. That’s what I determined from previous book selections, anyway.” Cynthia’s face now turned brilliant red. How could he have known? Did Charles see her and tell him?
“Did Charles tell you that?” she asked.
“He mentioned that you use sex toys. He’s seen them, he’s heard the vibrator, and he heard you moaning. But I don’t think he actually saw you use them. Anyway, he never told me if he did. I know that you do because your bedroom is directly across the driveway from mine. I watched your silhouette many nights while fantasizing about you.”
Cynthia suddenly felt warm and calm. They looked at each other for a long time, then took another sip of wine. “Did you masturbate while you watched me? Did you ejaculate? How long has this been going on?”
“Yes, yes, and since I saw you at my eighteenth birthday party. You were there, wearing an extremely provocative dress as I remember”, Rob said.
“Why didn’t you ever let me know how you felt about me?” she asked.
“You are my best friend’s mother. How could I tell Chuck that I was screwing his mother? I saw instances of your teasing, but I never saw anything indicating that you were truly interested. Because I care for you, I didn’t want to destroy our friendship by making unwanted advances.” Cynthia thought about this for a few minutes. She decided that now was the time to be truthful.
“You have been my only fantasy during masturbation. I was often ashamed of myself when I had an intense orgasm, because I viewed you as a son. Having sex with you would have been akin to incest. I realize now how wrong I was then, and how much time we wasted. Let’s take the book, our glasses, and wine upstairs to my bedroom. We can act out every sex scene in the book so we can base our literary evaluations on experience rather than debate. It could be interesting and a great deal of fun.”
“We better get some ice and a couple more bottles of wine. That book contains a lot of sex,” Rob said.
The Book Review: Cynthia and Rob Score
They went upstairs to Cynthia’s bedroom, and put the wine and glasses on the night stands on either side of her bed. They turned down the lights, leaving them just bright enough to read. Both undressed and got into her bed. They opened the book to page 37. She turned onto her right side and he onto his left. They faced each other with Rob’s left arm under her neck and his right hand massaging her magnificent derriere. They kissed on the lips tenderly and long. They both felt their heart-rate increasing, this had been too long coming. Rob kissed her neck lovingly and moved his hand to her left breast. He massaged her breast and rolled her nipple gently between his thumb and forefinger. Cynthia was starting to breath heavily. She wrapped her arms around his neck as he started kissing her neck and behind her ears passionately. Rob continued to fondle her tits as he rubbed her nipples. Her breathing was becoming erratic, and she uttered a quite moan and shuddered as she had a mild orgasm. They stopped and held each other tightly for a while.
Rob said, while still breathing heavily, “I guess you were right. It is possible to have an orgasm that easily.”
They both sipped their wine and Cynthia said, “Let’s go to page 65.”
They assumed their former positions with Rob kissing each breast and gently sucking on each nipple in turn. He kneaded the firm flesh of each breast. He kissed the undersides of her breasts and again her breathing became heavy and erratic. Rob reached between her legs, placing his hand on her pubic mound, and he started rubbing her clitoris with his finger. Cynthia’s hips responded, forcing her clitoris harder against his finger. He moved his hand and inserted his finger into her now well lubricated pussy and started to stimulate vaginal canal while continuing to rub her clitoris with his thumb. He inserted a second finger, and she grabbed his hand, holding his fingers tightly inside her body and his thumb on her clitoris while moving her hips. She was fucking herself with his fingers. Rob was no longer in control. Rob could feel her pussy contract around his fingers. Her legs stiffened, her toes curled, and she uttered a loud guttural grunt that lasted for at least a full minute. Cynthia had orgasmed again. Afterward, they relaxed holding each other, breathing heavily. After resting and some more wine, Cynthia said that she wanted to do it again. They did, with the same outcome.
“Let’s go to page 86” Rob said.
“What’s that?” she asked.
“Oral. I would think that any woman who has been married would have a great deal of experience with that activity.”
“Well, I haven’t. My ex viewed it as dirty and unclean. But only when it involved satisfying me. Otherwise, he always wanted me to suck him. I wouldn’t do him because he wouldn’t do me. I have absolutely no experience at oral sex.”
“Do you want to skip this one and move on?” Rob asked. “We can if you want, but I think you would enjoy it. I’ve read that most women do, and I would hate to see you miss out. You won’t have to suck me. It’s not in the book, anyway.”
“That doesn’t sound fair. What about you?”
“If you look at page 88, only the woman gets satisfied. If we are going to work our way through the book, we should do it accurately.”
“Ok, I’ll do it” Cynthia said. “But, remember. I have no experience with this.”
Rob pushed Cynthia onto her back and started kissing her again, hard on the lips and pushing his tongue into her mouth. She responded quickly and in kind. Wet with saliva, their tongues sought and stimulated the other’s.”
They continued kissing passionately, and Cynthia started breathing heavily. Rob worked his way down to her nipples and then under her tits. He kissed his way down her belly and through her pubic hair, rich with the odor of sex, to her pussy. Her aroma was exhilarating, intoxicating. Rob licked her slit which was sopping wet. He licked her from clitoris to perineum savoring her taste. He stopped over her vaginal opening and inserted his tongue as far as he could and rubbed it around the inside. He returned to her clitoris and teased it with his tongue. Cynthia grabbed his head, forcing it into her pussy. She started bucking wildly and moaning loudly. She threw her arms out to her sides, and grasped the sheet in her fists. She was having another orgasm, but this time she screamed as her body convulsed repeatably. She had never had an orgasm like this. Never. After several minutes, she had to push Rob away from her clitoris because it was too sensitive to continue. They both collapsed with their bodies covered in sweat.
“I want to do this again, but first I’ve got to rest. I’m exhausted.” Cynthia said, panting.
“So am I,” Rob whispered. “When we continue, we shouldn’t be so loud. Remember that your front window is open.”
They slept for half an hour and repeated their oral sex act just as it was presented in the book, and with the same outcome.
When they had both recovered, Cynthia suggested, “Let’s go to page 110.”
“What’s that?” Rob asked, yawning and stretching.
“Intercourse,” Cynthia said.
Taking the book, Rob flipped through the pages. “That can be making love, pleasure or fucking. According to page 112, it’s going to be fucking. In addition, looking at pages 113 through 118, we must do it twice, and you must orgasm each time. But I’m allowed to shoot my load only once, the last time. I don’t know if I can hold off any longer. I’ve got to fight to hold it back now. You’re making me crazy, and I’m already leaking heavily.” Rob paused a very long time. “I have something to admit, something I should’ve told you before, and it’s something you may not want to hear now. I have a problem.” Rob paused again. “Oh hell, I may as well say it right out. My cock is so big that most women, even mature women, can’t handle it without pain. When I am hard, my cock is 9 1/2 inches long and 2 1/2 inches thick. There, that’s it”
“I already know that. Sandy told me” Cynthia said.
“How the hell did she know that!” Rob exclaimed.
Thinking to herself, “Skin stretches. How does he think babies are birthed? He has the ultimate gift, and he doesn’t realize it.” She said, “I want to try. We can do it if we are careful. If we go slowly, we can do it.”
Rob rolled Cynthia onto her back again, climbed on, and started French kissing her passionately. Cynthia spread her legs and pulled her knees back toward her shoulders. She felt his massive cock drop between her legs. She reached around her ass grabbing Rob’s cock and aiming the head at her opening. She moved it along her slit until it separated her vaginal lips, and she felt the tip of the head enter her. She gasped. Rob started gently fucking Cynthia with very, very short strokes. His cock entered her pussy a small fraction of an inch on each stroke, and every fraction that entered her expanded the size of her opening correspondingly. After about half an hour of this gentle stretching, the largest width of the head of his cock was in her opening. Cynthia begged Rob to push hard, but he did not want to hurt her. Cynthia reached up grabbing Rob’s ass, and forced her hips upward. The head of his cock slipped in. Cynthia felt instant relief and instant pleasure when she was entered. Rob increased the length of his strokes, and his cock slipped in deeper on each stroke. As he slid into her, she could feel her vaginal walls stretching and she felt the bodily lubrication, so she had no pain. Soon she felt the head rubbing on her cervix, then passing under her cervix, and then slide past her cervix at which point she had a twinge of pain as Rob’s cock bottomed out in her pussy. Cynthia’s pleasure was immense, and she started rocking her pelvis. The movement forced the natural lubricants in her pussy to flow around Rob’s cock, and soon he was stroking full length accompanied by Cynthia’s cries of pleasure. In less than five minutes, Cynthia had the kind of orgasm that is said to move mountains. The contortions that swept through her body went on for another five minutes. She had not been quiet, and she did not push Rob over the edge. He had managed to hold his load. They rolled onto their sides, and Cynthia threw her leg over Rob, gripping him to keep him inside her. They went to sleep.
About an hour passed before Rob awoke. His cock immediately started to harden, and he started kissing Cynthia very lightly. Slowly she responded. They were still face to face, with Rob’s cock still buried in her. She smiled at him, put her arms around his neck and started kissing him. Revived, they started moving their hips. Rob rolled her onto her back again and started gently thrusting. Although her pussy was still tight, there was very little friction on his cock because of the lubricants and leaked semen in which it had been soaking. The fluids in Cynthia’s pussy were also forming a seal between his cock and the walls of her pussy. This resulted in a sucking sound on each out-stroke as air was pulled into her pussy around his cock and an expulsion sound on each in-stroke as air was expelled from her pussy around his cock. Rob found the noise and the aroma of the night’s sex emanating from Cynthia’s pussy to be extremely stimulating, and it caused him to start driving into her with vigor. He knew he would fill her this time. He knew that he could not hold off this time. Cynthia responded by wrapping her legs around Rob and locking them. They kept going, with the sound of his well lubricated piston stroking her well lubricated pussy. Suddenly, she felt his cock stiffen. Her pussy gripped his stiff cock, and she felt something that she had not felt in years as Rob pumped stream after stream of semen onto her cervix. This pushed her over the edge. Her legs stiffened, her back arched upward as her head was thrown back, her pelvis lifted from the bed surface, her toes curled. She hugged Rob with all her strength, and she moaned louder and louder until her moans became a deep guttural sound. Cynthia thought that she was going to pass out and possibly she briefly did. Again, they rolled onto their sides, and Cynthia wrapped a single leg around Rob to keep him inside her, and they slept that way the rest of the night. This was the greatest orgasm Cynthia ever had. Rob would later refer to the expulsion sound they generated during sex as a “pussy fart”.
When morning came, Rob climbed from Cynthia’s bed. He realized that he overslept and he had to rush home, get cleaned up, get dressed, and get off to work. He kissed Cynthia and said,” I want to see you again tonight” then he bolted for the door.
Cynthia heard his car backing down the driveway fifteen minutes later. She thought, “I hope he means what he said about tonight.” She lay back down, satisfied as never before, and fell into a deep sleep for another two hours.
After eating a late breakfast and bathing she planned to dress, but she started to have other thoughts concerning Rob’s return home. She decided that she batter douche, for both Rob and for Sandy, who she planned to visit this afternoon. No sense letting odor confirm the previous evening’s activities.
Cynthia went to Sandy’s house and just walked in as was the custom in their neighborhood. She didn’t see Sandy, but she spotted the full coffee pot, went to the cupboard for a mug, and poured herself a cup. She heard the first-floor toilet flush.
A few minutes later Sandy entered the kitchen. “Did you pour me a cup? Tell me all about last night.”
“Whatever do you mean? Last night was a night like many other nights. Boring” Cynthia replied.
“Really? I doubt that. You forget that my porch faces your porch, and your bedroom is over your porch, so I get a clear view of your front bedroom window. I saw the silhouettes on your shade. I’m also quite certain that I heard sounds of ecstasy coming from your open window.”
Cynthia said, “I will neither confirm nor deny…”
“Oh, stop it. I saw Rob dashing across the driveway from your house to his house this morning carrying all his cloths except his underwear, which surprisingly, he was wearing. Then I saw him leave, probably for work — late I might add. So how was it? Is his cock as big as they say? Did it hurt?”, Sandy asked.
Cynthia paused for a long time. Surprising herself, she did not get embarrassed. “I don’t know. How big do you think it is?”
“You must have some idea. Was he careful?”
With a long sigh and trying to appear disinterested she said, “When it’s erect, it’s 9 1/2 inches long and 2 1/2 inches thick. That’s what he told me. He wanted to warn me. He didn’t want to hurt me. And yes, he was very careful. It took close to an hour to get it fully in. There was a twinge of pain the first time he hit bottom, but other than that it was fantastic, like nothing I’ve ever felt.” Her smile indicated the feigned disinterest was gone.
Sandy was breathless. “Oh, my god. I’m going to go upstairs and masturbate. What did you do and how many times? Tell me all about it and don’t leave out any details.”
“It’s not necessary to tell you everything, Sandy. You already know everything if you’ve read this weeks’ book. We acted out every sex scene in it. And, I might add, it was fantastic. I always knew that sex could be great. I never knew how absolutely fantastic it could be.”
“But this book has oral sex in it. Did you do that too? How many orgasms did you have? What were they like? Tell me all the details.”
They poured more coffee, and Cynthia told her everything in detail. Sandy was sitting at the kitchen table unconsciously playing with herself. Cynthia noticed and mentioned it. Sandy’s face turned bright red. They both laughed. “I don’t want this to go any further than us, so If anyone asks me about it, I will know that you are the leaker. Do you promise?”
Sandy said, “I promise. But what are you going to do next?”
“There was a book we discussed some time back, but I can’t remember the title or when it was our selection” Cynthia replied. “It had oral sex in it too, but both parties were involved at the same time. I think they referred to this as a “69”. Anyway, I want to locate my copy, and Rob and I will work our way through it, scene by scene. In fact, I plan to do that with every romance book that we have reviewed.”
“If you remember, some of those books have anal sex. What do you plan to do about that? I mean, considering his monster size cock? Do you want something that big in your ass?” Sandy asked.
“We’ll cross that bridge when we come to it.”
They talked some more, then Cynthia went home to find the book with the “69” incident. She never had a cock in her mouth, and she wanted to review what is involved. She finally located the book. It was a selection from five years ago, “My Husband’s Brother”. Thumbing through it, she discovered a large section where the heroine trains herself to suck cock by starting with small bananas and progressing to various size salami. She suddenly remembered that she must do her grocery shopping.
Becoming an Item
Cynthia put her groceries away, grabbed her book, bananas, and salami, then headed upstairs to her bedroom. She took off her clothes, hopped into bed, and started reading. “The male penis can be of varying size and physical structure. It is typically 3 1/2 inches to six inches when flaccid (soft), and growing to 5 1/2 to 7 1/2 inches when erect (hard).”
“They certainly don’t know my Rob.”, she thought.
“The end of the penis is called the glans or head. For the uncircumcised male, the head is covered by a retractable sleeve of skin called a foreskin. Otherwise it is exposed. The head may have the largest width but not necessarily. Some heads are smooth and somewhat egg shaped while others are shaped like a helmet with a ridge around the base (nearest the body).” Skipping ahead, “The underside of the head is the most sensitive area of the penis. During oral sex, this area should be stimulated by the partner’s tongue but do not neglect the rest of the head. It may be necessary to grasp the exposed shaft of the penis and push the hand toward the body to retract the foreskin” And so it went for ten more pages discussing the nuances of using one’s mouth as a vagina, licking, sucking, deep throating, draining, and swallowing. And doing all of this without gagging. Cynthia realized that there was a great deal of knowledge and experience required to become an expert cocksucker. She decided that she better start practicing, if she wanted to reach, at least, the novice level by the time her Rob came home for dinner.
She was going to introduce herself to real oral sex tonight, and she did not want to embarrass herself in the process. She wanted some insurance. She wanted to make this evening special. She remembered the lingerie in the attic, went upstairs to retrieved it. The outfit consisted of a bustier with a shelf bra, a garter belt, seamed hose, panties, and a wrap, all transparent and black matching her pubic hair. She had a pair of black heels in her closet. She decided not to wear the panties, Rob obviously liked that. Red lipstick would go well with her outfit and her black hair.
Cynthia saw Rob pull into the driveway about 5:30, and he quickly dashed into his house. Rob entered her house through the backdoor at 6:30, freshly shaved and showered. When he saw Cynthia, he was dumbstruck, being able to utter nothing but “Oh my.” They had a glass of wine, ate dinner, and had dessert. All during this time, he couldn’t keep his eyes off this beautiful woman, his companion. They talked about the book and their sexual activities from the previous evening. She reminded him that he had not been satisfied orally. She told him about practicing earlier this day to do just that. They went up to her bedroom.
Rob undressed, Cynthia removed her wrap and her heels, and they got into bed. They kissed passionately like lovers long separated. Cynthia pushed Rob onto his back, turned and mounted him, pressing her pussy to his face. She took the head of his cock into her mouth, on her tongue. The head was large, but she managed to envelop it with her lips. Using her tongue, she repeatedly rubbed the bottom of his cock head, then she swirled her tongue around it while sucking the leakage from the tip. The leakage and her saliva were lubricating the shaft. Cynthia started moving her head up and down on his shaft. Rob was running his tongue up and down her slit paying particular attention to her clitoris. When Rob pushed his tongue into her pussy, she almost orgasmed. She knew that his stimulation was moving her along too fast. She pulled her pussy away from his mouth but continued to use her mouth as a pussy. Rob’s hips were moving, fucking her mouth. He was ready to explode. The leakage continued to increase, and Cynthia was now making slurping sounds because of the amount of semen that had leaked into her mouth.
Cynthia tried to determine how much of Rob’s cock she could get into her mouth. She pushed her head down hard until her throat was completely blocked by his cock head. She could wrap her hand around the exposed shaft outside her mouth. She knew that it would require a great deal of practice to deep-throat Rob. She started moving her head faster, and allowed Rob to start using his tongue again. This was going to be it. She felt his shaft become rigid and throb as spurts of semen issued from his cock. She felt her cheeks expanding to accept the volume of semen pumped into her mouth, and she had to tighten her lips to prevent it from dribbling from the corners of her mouth. Rob kept pumping, and Cynthia started swallowing as quickly as she could. When Rob sucked on her clitoris, Cynthia went over the edge. She felt her orgasm growing quickly just as Rob ran dry. Her orgasm struck like an earthquake but she continued sucking until she had removed every drop of semen from his balls. She made one last swallow to clear her mouth. She looked at Rob’s cock. She looked at the red lipstick covering half his cock She was proud of herself. She had made him ejaculate and drained him. They talked about what they might try the next evening. Possibly some different positions.
Lying in bed Rob thought, “What the hell is this? What is wrong with me? I’m crazy about this 39-year-old woman, and I’m only nineteen. If Chuck finds out about us, what will he say and what will he do? If only I had the power to freeze time.”
At the same time, Cynthia was thinking, “I wonder how long before he tires of me.”
Rob’s parents would be home soon as would Charles and Susan when their summer semesters ended. After that, Cynthia and Rob would require caution. Cynthia had waited a long time for she and Rob to become an item. She was not going to give it up. She could handle another nine months.
Then, they slept.
It was another three weeks before Rob’s parents returned and school would start. For Cynthia, her situation would not change, unless Charles and Susan decided not to take any summer courses this coming year. Rob’s parents already had plans to go south this next summer to start planning reconstruction of some of the farm buildings that had gone to ruin.
Not the End