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| Fuck Moms | Milfs That Like To Fuck | Mature 40 Cunts Pictures | Milf Sample |
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The Cougar Chronicles : Amy Anderson Forty-two year old Amy Anderson hadn't started out being a cougar but as fate would have it, had been enticed into it by life's fickle finger of fate. As a matter of fact, the middle finger seems to be this story's dominating theme. Amy's initial step into this desire by older women to seduce and fornicate with much younger men came about as a conscious desire to get even with her husband of 22 years. She had caught the slob receiving a blow job from a 24 year old blonde intern right there in his office when Amy had arrived unannounced. She had been hoping to take her husband out for an early birthday celebration. Instead she caught the lying bastard being sucked off by a woman only 3 years older than their own daughter. He was so involved in the rapture of the moment that he couldn't even stop himself from unloading into his pretty intern's mouth when he saw her standing in the doorway. The second event was the beginning of what is commonly referred to as the 'empty nest syndrome'. Their 21 year old daughter Bess had recently eloped with the love of her life and their 19 year old son Barry had just recently left for college in California. These combined events led to way too much time on her hands and the accompanying sense of youth fast slipping away led our heroine to the third piece of the puzzle - 19 year old Brad Bailey. A year behind Barry, Brad was still a senior at the local high school but already quite the lothario. He had been introduced to the joys of sex by his aunt shortly after his 14th birthday and had bedded quite a few high school girls in the following years. However, as much as he enjoyed doing it with girls his own age, he was addicted to seducing as many older women as he could. Being 6 feet tall and quite a handsome lad, he had been pretty successful. Among his conquests he often bragged about doing Mrs. MacAdams, his grade 10 math teacher, in the backseat of her car. He also claimed to have fucked 3 of his mother's best friends on various occasions. The one part of his storytelling that he never spoke about was the fact that he had deliberately set out and successfully seduced the more attractive mothers of his friends. That's where Mrs. Amy Anderson came in. Mrs.Anderson's son Barry and Brad had played varsity baseball together the previous year. That's when Brad first noticed the attractive middle-aged mother. She came to all their games and Brad was enthralled by the MILF's ample bosom and petite frame. He did his best to get himself noticed by the older woman. He never missed an opportunity to say hello and tell the older woman how pretty her hair was or how nice her outfit was even when she was in her most casual of clothes. It was obvious to everyone on the team and in the stands that the teen was smitten with Barry's mom and he came across as a little boy on some occasions - a little boy with a man's body, however. On more than one occasion, he thought that he had seen her checking out his package in his tight baseball pants but alas, she seemed to be content to just grab quick glimpses and probably remembering that he was her son's teammate, returned to being immune to his charms - at least most times they encountered each other. Brad was sure that he sensed some sexual chemistry between them. Not getting the green light that he hoped for, the popular teen had almost given up the possibility of scoring with his friend's mom when that fickle finger flicked its power. How was Brad to realize that his fate was about to change for the better? After the hurt of being cheated on, Amy Anderson had no one to turn to for support. She was too embarrassed to ever tell her female friends about her husband's infidelity and without the kids at home she found herself getting more and more depressed. That's when fate intervened in the form of our boy Brad. Brad knew he did not have the grades or the athletic ability to get himself a scholarship so to pick up some money, he worked part-time at his father's veterinary clinic - mostly just clerical work, some grooming and often feeding the animals that were kept overnight. Once again, as so often happens, a slight twist of fate leads to momentous moments. Such was the case a full week after that office fiasco. The Anderson cat had been in a losing fight with a stray and even though they weren't talking to each other, Amy and her husband Paul had wrapped him up and taken him to Dr. Bailey's clinic. Brad had been the one to sign them in and he quickly realized the chill between the married couple when they sat on opposite ends of the waiting room. Rather than show much concern for the injured cat, Brad couldn't keep his eyes from ogling Mrs.Anderson's ample bosom as she released the animal into his care. His gaze was not lost on either of the Andersons but they both chose to ignore it , at least for the time being. They had other things on their minds. The whole time Fluffy was being examined , Brad lurked close by and when he thought she wasn't looking, he let his gaze take in Amy's classic round, firm butt which was at that time encased in a very tight beige skirt cut just above her shapely knees. Her short legs appeared longer thanks to the 2 inch heels she was wearing. The teen's lingering look slowly rose up her muscular calves and he fantasized what it would be like to bend her over the examining table and then drive his cock deep into her cunt. These wanton thoughts caused his manhood to enlarge and he had to adjust himself. It was while he was adjusting himself that he looked back up and into the pretty blue eyes of Mrs.Anderson. "Had she realized that she had caused him to get hard?" he wondered. As fate would have it, Amy had seen the teenager checking her out through the mirror behind the examining table and when she had seen his hand reaching down to adjust himself, she had found herself unable to turn her head to look at his crotch. "God, Brad's got a hard on? Did I cause that?" she wondered. Then their eyes met. At first, caught off guard and embarrassed, they both looked away. Then each slowly turned back to look into each other's eyes. Their smoldering looks were not lost on each other. Suddenly, the moment was broken by Paul's harsh words. "Amy, are you listening? God, where's your mind at?" he chastised her. Turned out that the unlucky feline had to be kept in overnight for observation. Brad, seeing an opportunity to get on Mrs.Anderson's good side, quickly volunteered to deliver Fluffy to their house the next day as long as someone would be home. He waited breathlessly as the MILF looked suspiciously at him. The older woman, at first, was about to say that there was no need. That she could come in and pick her cat up herself when she wondered what the teen was up to. Surely this handsome boy wasn't interested in her. Nevertheless, she had been flattered at the teen's obvious interest in her and looking straight at her husband, she smirked knowingly before saying that she indeed would be home since her husband would be at work. She emphasized the word 'work' deliberately. Brad did not sleep soundly that night as the possibilities of what he hoped would happen ran through his adolescent and very horny thoughts. He woke up with his morning woody harder than ever at the prospect awaiting him. He was anxious to see if the sexual chemistry he had felt the day before would lead to fruition. Amy meanwhile had tossed and turned as well. Her lack of sleep was based more on guilt. The feelings she was having were totally foreign to her. Morality had been a natural facet of her life but she kept reliving the heat she felt between her legs when she saw the size of Brad's erection. The fact that the boy was infatuated with her had always been a source of amusement to her husband but she was now wondering what it would be like to take the teen as a lover. Could she actually do that? She found her hand touching herself between her legs as her nipples hardened just thinking about having the lad as a lover. She was disturbed by the thought that she was actually contemplating sleeping with a boy half her age. The inner turmoil she was experiencing - the guilt actually - kept bringing her back to reality and she hardly slept thinking of the consequences of such an act. Consequences be damned, she thought at one point. "God knows," she thought, "I could use a good fuck!" The thought that the teenager might actually bed her had her battling her own inner demons. Could she really go through with this? What would she do if she was wrong and he hadn't been coming on to her? She would be a laughing stock. Yes, she'd be the butt of teenager's jokes after he told his friends. What should she do? After all he was the friend of her son and she was twice his age - and married. She knew her friends would be aghast if they ever found out. But then the vision of her husband's infidelity kept coming back and her ire would boil to the surface again. She decided to hell with it. Damn the consequences, she would seduce the boy even if he hadn't been coming on to her. "After all," she thought inspecting herself in the mirror, "he has been checking me out and surely no healthy hetero teenager would turn down a chance to screw an older, still attractive woman." The final thought was made as she once again subconsciously started fingering herself with one hand while fondling her breast with the other. She knew her breasts, though sagging slightly, were made even more prominent by her still fairly flat stomach. The need to cum was so intense that she had to force herself to stop. "Wait for the real thing," she thought with a giggle. After her husband went to work, Amy chose her wardrobe carefully. Knowing that the teen had always had difficulty taking his eyes off her breasts, she decided on a low cut form-fitting tank top with her favourite push-up bra so that her bountiful breasts were displayed to their utmost. From her dresser she dug down and found her only thong underwear. Her cheating husband had bought it for her but she had never felt comfortable wearing it. Deciding that this would be an appropriate time, Amy chuckled, "This'll serve him right. The cheating bastard!" She found her shortest skirt and could barely fit into it due to her slight weight gain the past few months. Putting on her highest heels, she looked over her shoulder and checked out her butt in the mirror and realized that she looked like the whores that she'd seen on Jarvis Street. "Perfect!" she thought because that's how she felt. Her cunt was getting moist again at her own naughtiness and she wondered how to actually go about seducing the boy. She didn't have to worry. The effect wasn't lost on the teen when Amy opened the door an hour later. "Holy fuck!…Wow..um..oh shit!…Oh god..I'mmmm…s.s.s.sorry, Mrs.Anderson…um…I…I…I wasn't expecting you to be …um…um…oh shit, I'm sorry!" stammered the 19 year old. His eyes were wide open and not with wonder but with obvious lust. She had been right, the teen couldn't take his eyes off her tits. This was not lost on the 42 year old mother of two. Pleased at the reaction she had hoped for, Amy said, "Oh Brad, don't be embarrassed. I was just trying on some old clothes to see if they still fit. What do you think, hon?" She pirouetted as she said this giving the teen the full view of her assets. Brad took in the petite older woman's statuesque frame and started to get hard. Suddenly realizing for the first time that this older woman was now teasing him, he boldly reached out and put his hand on her hip. This was going to be just as he had hoped. He pulled her into an embrace and without waiting for permission he planted his lips on hers. Amy was too surprised to react. Indeed, it felt good to be in the arms of a man who obviously desired her. The fact that she was old enough to be his mother had not kicked in yet. She melted as his tongue forced its way between her lips and the two started exploring each other. His hands were everywhere as they necked like long-lost lovers. One hand was squeezing her tight ass as his other made its way up her side until it was fondling her bra-covered breast. Amy's hands were equally in motion. At first, they just wrapped around the teenager's well-muscled back but as the kissing tongues probed each other's mouth, one hand reached between them in search of his manhood. He groaned when she found it and ran her hand up and down its length. "Oh fuck yeah! Mrs.Anderson, you make me so fucking hard!" he moaned as they momentarily broke for some air. He was about to kiss her again when her hands pushed against his chest. "No…no…stop!….Brad! I…said…stop! STOP!" She was struggling to regain control of the situation. This time it worked. Brad looked forlornly at her. Seeing the handsome teen's puppy dog frown made the mother of two want to pull him into her bosom and say it was all right. Not wanting to scare him off was now more important to her than ever. "Whoa there, Tiger! It's okay, Brad but…Um….Not so fast! Um…ah…um…Give a girl a chance to catch her breath." she barely whispered as she tried to catch her breath. The boy being so brazen had taken her by surprise. The fact that she had gotten caught up as well with her response was not lost on her either. Looking at the perplexed look on Brad's face, she too quickly said, "Come in, hon. No sense giving the nosy neighbours a show." She took his arm and pulled him in to the hallway almost forgetting Fluffy who was meowing in her carrying case. Watching the older woman making a big scene with the release of her 'baby' while on her knees, her young visitor was taking in the show. He could see down the front of her top and enjoyed the valley between her breasts and wondered what it would be like to put his hard, young cock there. He took in the tight skirt which had risen up her thighs even more as she played with her feline. He was sure that he could see the outline of thong panties. "God, she's wearing a thong!" he almost said out loud. The boy's blatant perusal was not lost on the housewife. After all this is what she had wanted. While still on her knees, she realized she was now at eye-level with Brad's groin. The teen had an erection that was impossible to conceal! She had noticed the teenage boy's so-called package on previous occasions but being this close was too much. Looking up at him, she allowed her cat to escape and tentatively reached up to touch the outline of Brad's cock. "God, look at the size of his cock!" she thought to herself as she gulped. "Can I handle one that big? This kid's bigger than my husband!" As the older woman fondled him through his jeans, Brad was emboldened enough to say, "Oh fuck! Oh, Mrs.Anderson! Wha…what are you doing? N..n..no! Don't stop! God, that feels great! Take it out. Take it out, Mrs.Anderson!" With this he guided her hand to his zipper and reiterated his instruction. As she acquiesced, Amy couldn't help but realize that she was about to do with this fresh-faced teen what she had been so furious with her husband for. "Good," she thought. "Serves the cheating bastard right!" As she released the boy's snake, she was amazed at its thickness as well as its hardness. Paul's cock was tiny compared to this monster and once again, she wondered if she'd be able to handle it. She was stroking it without even thinking. Slowly at first as she felt the rod stiffen and start to stand up straight, then slightly faster. The kid sure was hung she thought and incredibly, the boy was getting even harder. "It's so…so…so big….and…and so beautiful!" Amy was surprised at her choice of words as it was something she had never felt about this particular piece of a man's anatomy but right then that seemed to be the only way to describe it. Now she was gripping the shaft with one hand while gripping his low hanging testicles in the other. She started rotating her hand up and down the shaft as she looked up at the young stud. She had never seen an uncircumcised cock before and she moved in for a closer perusal. Brad's head which had been thrown back as he enjoyed the older woman's ministrations now looked down as his eyes took in the kneeling older beauty giving him a hand job. Her breasts were straining against the confines of her top. It was too much for the teen as the emboldened high schooler now pushed his dick towards her face. "Oh fuck, Mrs.Anderson, suck it! Please suck it! I don't wanna cum in your hand! Please! Oh fuck! Please, Mrs.Anderson! Suck it!" As he pleaded, his hips started jerking back and forth urging the woman on. Although she had never been a big fan of fellatio, the cheated-on housewife decided that this would be another form of retribution. Give the lad something that her husband had to beg for. Accordingly, she stuck her moist tongue out, first licking and then kissing the head of the teenager's cock. He groaned as she tasted his salty pre-cum tentatively at first. Then with more enthusiasm, she took him into her mouth. His legs just about gave out in ecstasy but he placed his hands on her head maintaining his balance. "Oh, my gawd!!!!" he sputtered. "You're doing it! I've dreamt of this, Mrs.Anderson. You on your knees with my dick in your mouth." As he spoke his hips began a steady in-out motion as he fucked the older woman's mouth. He knew he wouldn't last long but he intended to enjoy this as long as possible. At first Amy had just licked and kissed his cockhead but soon she took the crown and then some of his shaft into her willing mouth. Gradually her mouth stretched enough and she was close to actually deep-throating the lad. Again something she had never done for her husband. Brad reached down and fondled Amy's breasts through her top and then moved his fingers inside searching for a nipple. Finding one erect already, he started tweaking it. As her breasts had always been sensitive, it was now the married woman's turn to groan, at least as much as she could with her mouth spread wide by the teen's girth. She took her hands off the cock only long enough to pull her top and bra down below her tits. As she did this she looked up at his young face and removing his dick from her mouth with a plopping sound, asked rhetorically, "I take it you like this, eh baby! You like an old married woman sucking on your big, hard, beautiful cock!" "Shit yes! I never knew you'd talk dirty! I like it when women talk dirty! Come on, Mrs.Anderson, suck my dick!" Amy had never talked to Paul this way but she found it was turning her on. She wanted to act like a slut. Maybe it was another way of getting back at her philandering husband. She continued stroking Brad's dick as she looked up into his eyes and truly impressed by it's size, couldn't help adding, "Jeezus! It's so fucking big and hard! Bet all the girls want this, eh hon? Oh..yes…I'll bet you know how to please a lady with this big hard cock!" All the while her hand jerked the teen's rock hard shaft with one hand while her other played with his dangling testicles. She even leaned in and took each one into her mouth which of course had the 19 year old crying, "Oh my god! Yes! Suck my balls! That's so fucking good! Suck my balls, Mrs.A.!" Then literally having the boy in the palm of her hand and knowing that the teen would do whatever she wanted, she had another idea. "Fuck my boobies, baby! Fuck my boobs!" She took her breasts and wrapped them around his 8 inch rod. Brad groaned on each upward thrust as the head of his cock reappeared. In addition, Amy stuck her tongue out and was able to lick the slit at the same time. This lasted for only a minute or so as it was obvious Brad wanted his cock in her mouth. Amy was now playing with her own nipples and the teen groaned again as she took him into her mouth once more. He groaned with pleasure as he resumed fucking her mouth while her blue eyes looked up into his. |
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